$340+ Cheap flights from Chicago (CHI) to Florence (FLR)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/21. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — FLR
Jul 8 — Jul 151
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Florence with Cheapflights
1. Tell us where you want to go
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Cheapest flights from Chicago to FlorenceExplore the most affordable flight options available from Chicago to Florence. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 8, 2026.
Explore the most affordable flight options available from Chicago to Florence. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 8, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/47:15 pm
ORD
- FLR
1 stop16h 50m
Scandinavian Airlines
Mon 10/127:55 pm
FLR
- ORD
1 stop27h 15m
Scandinavian Airlines
Deal found 6/4![Scandinavian Airlines logo]()
$590
This Justfly.com deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/17:15 pm
ORD
- FLR
1 stop16h 50m
Scandinavian Airlines
Tue 10/137:55 pm
FLR
- ORD
1 stop27h 15m
Scandinavian Airlines
Deal found 6/7![Scandinavian Airlines logo]()
$614
This FlightHub deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/267:15 pm
ORD
- FLR
2 stops30h 55m
Scandinavian Airlines
Fri 10/97:55 pm
FLR
- ORD
1 stop27h 15m
Scandinavian Airlines
Deal found 6/7![Scandinavian Airlines logo]()
$615
This FlightHub deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/187:15 pm
ORD
- FLR
2 stops54h 55m
Scandinavian Airlines
Fri 10/97:55 pm
FLR
- ORD
1 stop27h 15m
Scandinavian Airlines
Deal found 6/4![Scandinavian Airlines logo]()
$616
This Kiwi.com deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/307:15 pm
ORD
- FLR
1 stop16h 50m
Scandinavian Airlines
Wed 10/147:55 pm
FLR
- ORD
1 stop27h 15m
Scandinavian Airlines
Deal found 6/4![Scandinavian Airlines logo]()
$620
This Scandinavian Airlines deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/297:15 pm
ORD
- FLR
1 stop16h 50m
Scandinavian Airlines
Fri 10/167:55 pm
FLR
- ORD
1 stop27h 15m
Scandinavian Airlines
Deal found 6/5![Scandinavian Airlines logo]()
$636
This Scandinavian Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/57:15 pm
ORD
- FLR
1 stop16h 50m
Scandinavian Airlines
Tue 10/137:55 pm
FLR
- ORD
1 stop27h 15m
Scandinavian Airlines
Deal found 6/3![Scandinavian Airlines logo]()
$637
This Kiwi.com deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/47:15 pm
ORD
- FLR
1 stop16h 50m
Scandinavian Airlines
Tue 10/137:55 pm
FLR
- ORD
2 stops33h 09m
Scandinavian Airlines
Deal found 6/3![Scandinavian Airlines logo]()
$640
This Justfly.com deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/27:15 pm
ORD
- FLR
1 stop16h 25m
Scandinavian Airlines
Mon 10/127:55 pm
FLR
- ORD
1 stop27h 15m
Scandinavian Airlines
Deal found 6/4![Scandinavian Airlines logo]()
$644
This FlightHub deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/17:15 pm
ORD
- FLR
2 stops38h 15m
Scandinavian Airlines
Fri 10/97:55 pm
FLR
- ORD
1 stop27h 15m
Scandinavian Airlines
Deal found 6/7![Scandinavian Airlines logo]()
$645
This Delta deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/81:51 pm
MDW
- FLR
2 stops15h 19m
Delta
Fri 8/216:30 am
FLR
- MDW
2 stops18h 31m
Delta
Deal found 6/6![Delta logo]()
$865
This Delta deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/131:27 pm
MDW
- FLR
2 stops15h 03m
Delta
Tue 8/256:40 am
FLR
- MDW
2 stops18h 21m
Delta
Deal found 6/4![Delta logo]()
$873
Best flights from Chicago to FlorenceDiscover carefully curated flight deals from Chicago to Florence that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 8, 2026.
Discover carefully curated flight deals from Chicago to Florence that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 8, 2026.
This Delta deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/82:27 pm
ORD
- FLR
2 stops14h 43m
Delta
Fri 8/216:30 am
FLR
- ORD
1 stop14h 45m
Delta
Deal found 6/5![Delta logo]()
$856
This United Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/259:40 pm
ORD
- FLR
1 stop11h 55m
United Airlines
Tue 12/226:30 am
FLR
- ORD
2 stops33h 30m
United Airlines
Deal found 6/3![United Airlines logo]()
$889
This Scandinavian Airlines deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/47:15 pm
ORD
- FLR
1 stop32h 50m
Scandinavian Airlines
Sat 9/197:30 pm
FLR
- ORD
1 stop27h 40m
Scandinavian Airlines
Deal found 6/6![Scandinavian Airlines logo]()
$941
This Condor deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Condor is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/96:00 am
MDW
- FLR
2 stops20h 40m
Multiple Airlines
Thu 8/136:30 am
FLR
- MDW
2 stops22h 30m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$1,230
This Delta deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/121:27 pm
MDW
- FLR
2 stops15h 43m
Delta
Mon 8/246:30 am
FLR
- MDW
2 stops18h 31m
Delta
Deal found 6/6![Delta logo]()
$866
This Delta deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/253:19 pm
ORD
- FLR
2 stops16h 06m
Delta
Tue 12/229:50 am
FLR
- ORD
2 stops18h 54m
Delta
Deal found 6/3![Delta logo]()
$901
This Delta deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/235:18 pm
ORD
- FLR
2 stops14h 07m
Delta
Wed 7/296:30 am
FLR
- ORD
1 stop15h 00m
Delta
Deal found 6/4![Delta logo]()
$942
This Delta deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/235:18 pm
ORD
- FLR
2 stops14h 07m
Delta
Fri 8/712:40 pm
FLR
- ORD
2 stops17h 04m
Delta
Deal found 6/7![Delta logo]()
$952
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/131:27 pm
MDW
- FLR
2 stops15h 43m
Delta
Tue 8/189:50 am
FLR
- MDW
2 stops19h 46m
Delta
Deal found 6/8![Delta logo]()
$959
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/261:59 pm
ORD
- FLR
2 stops17h 26m
Delta
Fri 9/116:30 am
FLR
- ORD
1 stop14h 45m
Delta
Deal found 6/8![Delta logo]()
$962
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2411:22 am
ORD
- FLR
2 stops17h 48m
Delta
Fri 9/116:30 am
FLR
- ORD
1 stop14h 45m
Delta
Deal found 6/8![Delta logo]()
$962
This Delta deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/105:10 pm
ORD
- FLR
1 stop19h 30m
Delta
Sun 8/166:30 am
FLR
- ORD
2 stops22h 17m
Delta
Deal found 6/4![Delta logo]()
$967
This Delta deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/24:50 pm
ORD
- FLR
1 stop19h 10m
Delta
Wed 9/2311:20 am
FLR
- ORD
2 stops19h 39m
Delta
Deal found 6/6![Delta logo]()
$972
This Delta deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/105:20 pm
ORD
- FLR
2 stops14h 05m
Delta
Mon 8/1712:40 pm
FLR
- ORD
2 stops16h 59m
Delta
Deal found 6/4![Delta logo]()
$972
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/71:18 pm
MDW
- FLR
2 stops15h 12m
Delta
Tue 7/146:30 am
FLR
- MDW
2 stops18h 48m
Delta
Deal found 6/8![Delta logo]()
$980
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2012:30 pm
MDW
- FLR
2 stops15h 10m
Delta
Tue 11/246:30 am
FLR
- MDW
2 stops19h 07m
Delta
Deal found 6/8![Delta logo]()
$1,083
This Delta deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/810:35 am
MDW
- FLR
2 stops15h 20m
Delta
Sat 10/176:55 am
FLR
- MDW
2 stops18h 42m
Delta
Deal found 6/6![Delta logo]()
$1,099
This Delta deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2611:25 am
MDW
- FLR
2 stops14h 30m
Delta
Fri 10/96:30 am
FLR
- MDW
2 stops17h 20m
Delta
Deal found 6/6![Delta logo]()
$1,157
This Delta deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/26:58 pm
MDW
- FLR
2 stops17h 02m
Delta
Fri 7/106:30 am
FLR
- MDW
2 stops18h 55m
Delta
Deal found 6/4![Delta logo]()
$1,181
This Delta deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/221:27 pm
MDW
- FLR
2 stops17h 58m
Delta
Sat 12/126:30 am
FLR
- MDW
2 stops19h 07m
Delta
Deal found 6/6![Delta logo]()
$1,196
This Delta deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/101:00 pm
MDW
- FLR
2 stops16h 10m
Delta
Mon 10/196:30 am
FLR
- MDW
2 stops17h 20m
Delta
Deal found 6/5![Delta logo]()
$1,216
This Delta deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/105:59 pm
MDW
- FLR
2 stops16h 16m
Delta
Sat 9/266:55 am
FLR
- MDW
2 stops18h 16m
Delta
Deal found 6/4![Delta logo]()
$1,224
Last-minute flights from Chicago to FlorenceDiscover last-minute flight deals from Chicago to Florence. Data last updated June 8, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Florence. Data last updated June 8, 2026 and is based on user searches.
This FlightHub deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/152:20 pm
ORD
- FLR
1 stop11h 00m
SWISS
Mon 6/227:45 pm
FLR
- ORD
1 stop27h 10m
SWISS
Deal found 6/6![SWISS logo]()
$1,152
This Justfly.com deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/153:35 pm
ORD
- FLR
1 stop14h 05m
Multiple Airlines
Mon 6/227:45 pm
FLR
- ORD
1 stop27h 10m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$1,234
This Gotogate deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1710:30 pm
ORD
- FLR
1 stop13h 00m
Lufthansa
Tue 6/306:30 am
FLR
- ORD
1 stop13h 25m
Lufthansa
Deal found 6/5![Lufthansa logo]()
$1,098
This FlightHub deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1710:30 pm
ORD
- FLR
1 stop13h 00m
Multiple Airlines
Tue 6/307:45 pm
FLR
- ORD
1 stop23h 50m
Multiple Airlines
Deal found 6/5![Multiple Airlines logo]()
$1,113
This oojo deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/183:00 pm
ORD
- FLR
1 stop20h 15m
ITA Airways
Wed 6/246:25 am
FLR
- ORD
1 stop13h 45m
ITA Airways
Deal found 6/5![ITA Airways logo]()
$1,252
This Delta deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/21:26 pm
MDW
- FLR
2 stops17h 59m
Delta
Thu 7/96:30 am
FLR
- MDW
2 stops18h 48m
Delta
Deal found 6/4![Delta logo]()
$1,177
This Delta deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/26:58 pm
MDW
- FLR
2 stops17h 02m
Delta
Fri 7/106:30 am
FLR
- MDW
2 stops18h 55m
Delta
Deal found 6/4![Delta logo]()
$1,181
This Delta deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/37:16 pm
MDW
- FLR
2 stops16h 44m
Delta
Sat 7/116:55 am
FLR
- MDW
2 stops17h 57m
Delta
Deal found 6/5![Delta logo]()
$1,139
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/71:18 pm
MDW
- FLR
2 stops15h 12m
Delta
Tue 7/146:30 am
FLR
- MDW
2 stops18h 48m
Delta
Deal found 6/8![Delta logo]()
$980
This Delta deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/161:18 pm
MDW
- FLR
2 stops15h 52m
Delta
Mon 7/206:40 am
FLR
- MDW
2 stops18h 45m
Delta
Deal found 6/7![Delta logo]()
$1,236
This Delta deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/201:18 pm
MDW
- FLR
2 stops15h 52m
Delta
Tue 8/46:40 am
FLR
- MDW
2 stops18h 53m
Delta
Deal found 6/4![Delta logo]()
$909
This Delta deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/301:49 pm
MDW
- FLR
2 stops14h 41m
Delta
Sun 8/96:55 am
FLR
- MDW
2 stops18h 38m
Delta
Deal found 6/6![Delta logo]()
$1,148
One-way flights from Chicago to FlorenceSearch for one-way flight options from Chicago to Florence. Find affordable one-way fares based on user searches. Data last updated June 8, 2026.
Search for one-way flight options from Chicago to Florence. Find affordable one-way fares based on user searches. Data last updated June 8, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/217:25 pm
ORD
- FLR
3 stops31h 20m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$340
This oojo deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/184:06 pm
ORD
- FLR
2 stops14h 59m
British Airways
Deal found 6/7![British Airways logo]()
$347
This Cheapflightsfares deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/205:00 pm
ORD
- FLR
1 stop11h 35m
British Airways
Deal found 6/8![British Airways logo]()
$349
This American Airlines deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/145:55 pm
ORD
- FLR
1 stop21h 25m
American Airlines
Deal found 6/6![American Airlines logo]()
$352
This American Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/201:43 pm
ORD
- FLR
2 stops14h 52m
American Airlines
Deal found 6/8![American Airlines logo]()
$357
This Iberia deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Iberia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:35 pm
ORD
- FLR
2 stops18h 00m
Iberia
Deal found 6/6![Iberia logo]()
$368
This FlightHub deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/128:25 pm
ORD
- FLR
2 stops32h 10m
British Airways
Deal found 6/5![British Airways logo]()
$372
This Iberia deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Iberia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/255:05 pm
ORD
- FLR
2 stops17h 45m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$373
This Kiwi.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/57:25 pm
ORD
- FLR
2 stops20h 30m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$374
This Kiwi.com deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/226:30 pm
ORD
- FLR
2 stops16h 35m
Multiple Airlines
Deal found 6/5![Multiple Airlines logo]()
$378
This FlightHub deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/228:31 pm
ORD
- FLR
2 stops55h 49m
British Airways
Deal found 6/5![British Airways logo]()
$383
This Kiwi.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/206:40 am
MDW
- FLR
3 stops33h 40m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$443
Find flight deals from Chicago to Florence
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Florence (FLR). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated June 8, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $587 (Kiwi.com) |
One-way from | $340 (Kiwi.com) |
Popular in | June |
Cheapest in | November |
Average price | $1,359 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Florence that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 8, 2026.
Use the filters below to find and compare flights from Chicago to Florence that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoFlorence
ORD - FLR
ORDFLR
Chicago O'Hare Intl
Sat 8/8
2:27 pm-12:10 pm
2 stops14h 43m
Florence Peretola
Fri 8/21
6:30 am-2:15 pm
1 stop14h 45m
$856
ChicagoFlorence
MDW - FLR
MDWFLR
Chicago Midway
Wed 8/12
1:27 pm-12:10 pm
2 stops15h 43m
Florence Peretola
Mon 8/24
6:30 am-6:01 pm
2 stops18h 31m
$866
ChicagoFlorence
ORD - FLR
ORDFLR
Chicago O'Hare Intl
Tue 8/25
9:40 pm-4:35 pm
1 stop11h 55m
Florence Peretola
Tue 12/22
6:30 am-9:00 am
2 stops33h 30m
$889
ChicagoFlorence
ORD - FLR
ORDFLR
Chicago O'Hare Intl
Tue 8/25
3:19 pm-2:25 pm
2 stops16h 06m
Florence Peretola
Tue 12/22
9:50 am-9:44 pm
2 stops18h 54m
$901
ChicagoFlorence
ORD - FLR
ORDFLR
Chicago O'Hare Intl
Fri 9/4
7:15 pm-11:05 am
1 stop32h 50m
Florence Peretola
Sat 9/19
7:30 pm-4:10 pm
1 stop27h 40m
$941
Quickest round-trip
ChicagoFlorence
ORD - FLR
ORDFLR
Chicago O'Hare Intl
Thu 7/23
5:18 pm-2:25 pm
2 stops14h 07m
Florence Peretola
Wed 7/29
6:30 am-2:30 pm
1 stop15h 00m
$942
ChicagoFlorence
ORD - FLR
ORDFLR
Chicago O'Hare Intl
Thu 7/23
5:18 pm-2:25 pm
2 stops14h 07m
Florence Peretola
Fri 8/7
12:40 pm-10:44 pm
2 stops17h 04m
$952
ChicagoFlorence
MDW - FLR
MDWFLR
Chicago Midway
Thu 8/13
1:27 pm-12:10 pm
2 stops15h 43m
Florence Peretola
Tue 8/18
9:50 am-10:36 pm
2 stops19h 46m
$959
ChicagoFlorence
ORD - FLR
ORDFLR
Chicago O'Hare Intl
Wed 8/26
1:59 pm-2:25 pm
2 stops17h 26m
Florence Peretola
Fri 9/11
6:30 am-2:15 pm
1 stop14h 45m
$962
ChicagoFlorence
ORD - FLR
ORDFLR
Chicago O'Hare Intl
Mon 8/24
11:22 am-12:10 pm
2 stops17h 48m
Florence Peretola
Fri 9/11
6:30 am-2:15 pm
1 stop14h 45m
$962
Showing 1-10 of 38 resultsSorted by cheapest first
Compare providers for flights from Chicago to Florence
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Florence in June.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-Florence flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Florence flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Florence flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Florence flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Florence flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Chicago to Florence
Have a flexible travel schedule? Discover the best time to fly to Florence from Chicago with our price prediction graph.
CHI-FLR
MDW-FLR
ORD-FLR
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Florence
CHI-FLR
MDW-FLR
ORD-FLR
What is the cheapest month to book a flight from Chicago to Florence?
Currently, October is the cheapest month in which you can book a flight from Chicago to Florence (average of $435). Flying from Chicago to Florence in August is currently the most expensive (average of $661). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How much does it cost to fly round-trip from Chicago to Florence?
How far ahead should I book a flight from Chicago to Florence?
To ensure you get the cheapest price possible for a flight from Chicago to Florence, you should look to book at least 45 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
Reviews of airlines servicing Florence
Get insights into the airlines that provide service to Florence. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Florence. Reviews last updated June 8, 2026.
See what other customers who have flown with Delta,SWISS, andScandinavian Airlines from Chicago to Florence have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.9
Boarding
8.1
Entertainment
7.8
Comfort
7.8
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.9
Boarding
8.1
Entertainment
7.8
Comfort
7.8
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.9
Boarding
8.1
Entertainment
7.8
Comfort
7.8
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.9
Boarding
8.1
Entertainment
7.8
Comfort
7.8
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.9
Boarding
8.1
Entertainment
7.8
Comfort
7.8
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.9
Boarding
8.1
Entertainment
7.8
Comfort
7.8
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Related info for your journey
Find useful and relevant information for your journey from Chicago to Florence. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Florence?
Book flights to Florence if you plan to visit one of these locationsPistoia
Arezzo
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Other flights to Florence
Explore flights to Florence departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on June 8, 2026.
Chicago and Florence flights
Browse other Chicago and Florence flight options. Last updated on June 8, 2026.
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Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on June 8, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 10 airlines flying from Chicago to Florence
Discover the top 10 airlines that operate flights from Chicago to Florence. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$443 | Average$665 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$491 | Average$850 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$588 | Average$965 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$602 | Average$1,080 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$630 | Average$907 | FlexibilityNo cancel fee | On-time76% | |
| Cheapest$644 | Average$941 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$687 | Average$1,036 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$690 | Average$1,133 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$758 | Average$940 | FlexibilityNo cancel fee | On-time81% | |
| Cheapest$809 | Average$1,300 | FlexibilityNo cancel fee | On-timeN/A |