$395+ Cheap flights from Chicago (CHI) to Palermo (PMO)
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 7/8. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PMO
Jul 8 — Jul 151
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Palermo with Cheapflights
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Cheapest flights from Chicago to PalermoExplore the most affordable flight options available from Chicago to Palermo. 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 Palermo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 8, 2026.
This Trip.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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/88:10 pm
ORD
- PMO
2 stops18h 40m
Multiple Airlines
Tue 11/1710:25 pm
PMO
- ORD
2 stops24h 05m
Multiple Airlines
Deal found 6/5![Multiple Airlines logo]()
$714
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/162:20 pm
ORD
- PMO
1 stop16h 45m
SWISS
Thu 8/279:45 am
PMO
- ORD
1 stop13h 10m
SWISS
Deal found 6/7![SWISS logo]()
$765
This Gotogate 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2011:25 am
ORD
- PMO
1 stop24h 10m
Turkish Airlines
Wed 10/286:45 pm
PMO
- ORD
1 stop22h 15m
Turkish Airlines
Deal found 6/8![Turkish Airlines logo]()
$779
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1811:25 am
ORD
- PMO
1 stop24h 10m
Turkish Airlines
Tue 9/227:35 pm
PMO
- ORD
1 stop21h 05m
Turkish Airlines
Deal found 6/6![Turkish Airlines logo]()
$781
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/238:10 pm
ORD
- PMO
1 stop29h 15m
Turkish Airlines
Thu 10/19:25 am
PMO
- ORD
1 stop31h 15m
Turkish Airlines
Deal found 6/3![Turkish Airlines logo]()
$782
This Turkish 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/288:10 pm
ORD
- PMO
1 stop15h 25m
Turkish Airlines
Thu 10/89:25 am
PMO
- ORD
1 stop31h 15m
Turkish Airlines
Deal found 6/3![Turkish Airlines logo]()
$799
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.
Tue 8/47:05 pm
ORD
- PMO
1 stop16h 35m
SWISS
Tue 8/182:55 pm
PMO
- ORD
1 stop28h 40m
SWISS
Deal found 6/7![SWISS logo]()
$804
This Air France 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 Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/163:48 pm
ORD
- PMO
2 stops16h 12m
Multiple Airlines
Thu 8/2710:15 am
PMO
- ORD
1 stop35h 00m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$805
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/128:45 am
ORD
- PMO
2 stops17h 15m
Multiple Airlines
Wed 8/197:25 pm
PMO
- ORD
1 stop24h 10m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$810
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/122:20 pm
ORD
- PMO
1 stop16h 45m
SWISS
Sun 8/237:35 pm
PMO
- ORD
1 stop24h 00m
SWISS
Deal found 6/7![SWISS logo]()
$811
This Gotogate 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/23:35 pm
ORD
- PMO
1 stop18h 45m
Lufthansa
Tue 9/811:10 am
PMO
- ORD
1 stop15h 45m
Lufthansa
Deal found 6/4![Lufthansa logo]()
$812
This Air France 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 Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/151:51 pm
MDW
- PMO
2 stops15h 24m
Multiple Airlines
Tue 8/256:10 am
PMO
- MDW
2 stops19h 23m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$870
Best flights from Chicago to PalermoDiscover carefully curated flight deals from Chicago to Palermo 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 Palermo 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.
Tue 8/45:10 pm
ORD
- PMO
1 stop14h 50m
Delta
Tue 8/183:45 pm
PMO
- ORD
2 stops31h 39m
Delta
Deal found 6/5![Delta logo]()
$830
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/57:15 pm
ORD
- PMO
1 stop14h 30m
Scandinavian Airlines
Sun 9/205:35 pm
PMO
- ORD
1 stop29h 35m
Scandinavian Airlines
Deal found 6/3![Scandinavian Airlines logo]()
$866
This United 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/19:40 pm
ORD
- PMO
1 stop12h 40m
Multiple Airlines
Tue 11/172:20 pm
PMO
- ORD
1 stop24h 11m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$888
This KLM 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/281:14 pm
MDW
- PMO
2 stops17h 26m
KLM
Thu 10/812:15 pm
PMO
- MDW
2 stops16h 55m
KLM
Deal found 6/7![KLM logo]()
$995
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/37:00 am
ORD
- PMO
2 stops17h 15m
United Airlines
Thu 7/169:45 am
PMO
- ORD
2 stops16h 47m
United Airlines
Deal found 6/5![United Airlines logo]()
$1,049
This United 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/19:40 pm
ORD
- PMO
1 stop12h 40m
Multiple Airlines
Tue 11/102:20 pm
PMO
- ORD
2 stops26h 13m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$893
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.
Fri 7/2412:27 pm
ORD
- PMO
2 stops19h 48m
Delta
Thu 7/303:45 pm
PMO
- ORD
1 stop30h 25m
Delta
Deal found 6/3![Delta logo]()
$960
This Air France 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 Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/151:51 pm
MDW
- PMO
2 stops15h 24m
Multiple Airlines
Mon 8/2410:05 am
PMO
- MDW
2 stops19h 31m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$919
This KLM 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/71:05 pm
MDW
- PMO
2 stops17h 35m
KLM
Mon 10/1210:05 am
PMO
- MDW
2 stops19h 05m
KLM
Deal found 6/8![KLM logo]()
$1,155
This United 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/196:00 am
ORD
- PMO
2 stops18h 15m
Multiple Airlines
Mon 8/311:50 am
PMO
- ORD
2 stops15h 05m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$975
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 8/141:27 pm
MDW
- PMO
2 stops18h 48m
Delta
Fri 8/213:45 pm
PMO
- MDW
2 stops33h 48m
Delta
Deal found 6/5![Delta logo]()
$1,090
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.
Sat 9/52:30 pm
ORD
- PMO
2 stops18h 20m
Delta
Sun 9/204:45 pm
PMO
- ORD
2 stops31h 07m
Delta
Deal found 6/7![Delta logo]()
$1,114
This United 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/59:35 pm
ORD
- PMO
1 stop26h 40m
Multiple Airlines
Sun 9/206:20 pm
PMO
- ORD
2 stops25h 35m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$1,065
This KLM 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/610:56 am
MDW
- PMO
2 stops17h 34m
KLM
Wed 9/1610:05 am
PMO
- MDW
2 stops19h 20m
KLM
Deal found 6/5![KLM logo]()
$1,375
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 9/37:25 pm
MDW
- PMO
2 stops37h 25m
Delta
Sat 9/124:45 pm
PMO
- MDW
2 stops30h 42m
Delta
Deal found 6/4![Delta logo]()
$1,220
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.
Tue 7/219:19 am
MDW
- PMO
2 stops22h 41m
Delta
Fri 7/313:45 pm
PMO
- MDW
2 stops33h 22m
Delta
Deal found 6/6![Delta logo]()
$1,274
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.
Wed 7/221:18 pm
MDW
- PMO
2 stops18h 42m
Delta
Tue 8/43:45 pm
PMO
- MDW
2 stops31h 30m
Delta
Deal found 6/7![Delta logo]()
$1,395
Last-minute flights from Chicago to PalermoDiscover last-minute flight deals from Chicago to Palermo. Data last updated June 8, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Palermo. Data last updated June 8, 2026 and is based on user searches.
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.
Sat 6/139:00 pm
ORD
- PMO
1 stop16h 20m
Multiple Airlines
Wed 6/241:20 pm
PMO
- ORD
2 stops30h 20m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$1,204
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.
Sat 6/139:00 pm
ORD
- PMO
1 stop16h 20m
Multiple Airlines
Tue 6/2311:20 pm
PMO
- ORD
2 stops23h 40m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$1,265
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.
Sat 6/139:00 pm
ORD
- PMO
1 stop16h 20m
Multiple Airlines
Fri 6/1911:20 pm
PMO
- ORD
2 stops28h 55m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$1,268
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/148:45 am
ORD
- PMO
3 stops29h 45m
Multiple Airlines
Sun 6/216:30 am
PMO
- ORD
3 stops37h 40m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$1,275
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/143:20 pm
MDW
- PMO
3 stops24h 50m
Multiple Airlines
Sun 6/216:30 am
PMO
- MDW
3 stops39h 05m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$1,294
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/163:45 pm
ORD
- PMO
3 stops39h 45m
Multiple Airlines
Wed 6/249:45 pm
PMO
- ORD
2 stops26h 12m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$1,029
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/179:55 am
ORD
- PMO
3 stops44h 35m
Multiple Airlines
Wed 6/249:45 pm
PMO
- ORD
2 stops26h 12m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$1,094
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1711:05 am
ORD
- PMO
2 stops23h 05m
Multiple Airlines
Tue 6/231:35 pm
PMO
- ORD
2 stops33h 25m
Multiple Airlines
Deal found 6/5![Multiple Airlines logo]()
$1,234
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 6/181:26 pm
MDW
- PMO
2 stops21h 34m
Delta
Mon 7/63:45 pm
PMO
- MDW
2 stops31h 30m
Delta
Deal found 6/4![Delta logo]()
$1,713
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 7/69:54 am
MDW
- PMO
2 stops22h 06m
Delta
Mon 7/203:45 pm
PMO
- MDW
2 stops31h 30m
Delta
Deal found 6/8![Delta logo]()
$1,312
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.
Tue 7/219:19 am
MDW
- PMO
2 stops22h 41m
Delta
Fri 7/313:45 pm
PMO
- MDW
2 stops33h 22m
Delta
Deal found 6/7![Delta logo]()
$1,274
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.
Wed 7/221:18 pm
MDW
- PMO
2 stops18h 42m
Delta
Tue 8/43:45 pm
PMO
- MDW
2 stops31h 30m
Delta
Deal found 6/4![Delta logo]()
$1,395
One-way flights from Chicago to PalermoSearch for one-way flight options from Chicago to Palermo. Find affordable one-way fares based on user searches. Data last updated June 8, 2026.
Search for one-way flight options from Chicago to Palermo. 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 6/3. 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.
Wed 7/81:50 pm
ORD
- PMO
3 stops46h 10m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$395
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.
Fri 8/147:25 pm
ORD
- PMO
2 stops20h 25m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$403
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 7/127:25 pm
ORD
- PMO
3 stops36h 45m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$408
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.
Sat 7/115:13 pm
ORD
- PMO
2 stops57h 37m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$410
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.
Thu 7/95:13 pm
ORD
- PMO
2 stops45h 07m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$418
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/82:20 pm
ORD
- PMO
1 stop11h 40m
SWISS
Deal found 6/3![SWISS logo]()
$454
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/17:45 pm
ORD
- PMO
2 stops28h 30m
United Airlines
Deal found 6/8![United Airlines logo]()
$469
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/118:07 pm
ORD
- PMO
1 stop28h 08m
United Airlines
Deal found 6/4![United Airlines logo]()
$475
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.
Thu 10/1512:03 pm
MDW
- PMO
3 stops22h 07m
Multiple Airlines
Deal found 6/5![Multiple Airlines logo]()
$518
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.
Fri 8/149:24 am
MDW
- PMO
3 stops29h 01m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$619
This KLM 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/151:05 pm
MDW
- PMO
2 stops17h 35m
KLM
Deal found 6/5![KLM logo]()
$678
This KLM 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/161:14 pm
MDW
- PMO
2 stops17h 26m
KLM
Deal found 6/8![KLM logo]()
$868
Find flight deals from Chicago to Palermo
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Palermo (PMO). 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 | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $714 (Trip.com) |
One-way from | $395 (Kiwi.com) |
Popular in | December |
Cheapest in | February |
Average price | $1,246 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Palermo 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 Palermo that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoPalermo
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Tue 8/4
5:10 pm-3:00 pm
1 stop14h 50m
Palermo Punta Raisi
Tue 8/18
3:45 pm-4:24 pm
2 stops31h 39m
$830
ChicagoPalermo
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Sat 9/5
7:15 pm-4:45 pm
1 stop14h 30m
Palermo Punta Raisi
Sun 9/20
5:35 pm-4:10 pm
1 stop29h 35m
$866
ChicagoPalermo
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Tue 9/1
9:40 pm-5:20 pm
1 stop12h 40m
Palermo Punta Raisi
Tue 11/17
2:20 pm-7:31 am
1 stop24h 11m
$888
ChicagoPalermo
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Tue 9/1
9:40 pm-5:20 pm
1 stop12h 40m
Palermo Punta Raisi
Tue 11/10
2:20 pm-9:33 am
2 stops26h 13m
$893
ChicagoPalermo
MDW - PMO
MDWPMO
Chicago Midway
Sat 8/15
1:51 pm-12:15 pm
2 stops15h 24m
Palermo Punta Raisi
Mon 8/24
10:05 am-10:36 pm
2 stops19h 31m
$919
ChicagoPalermo
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Fri 7/24
12:27 pm-3:15 pm
2 stops19h 48m
Palermo Punta Raisi
Thu 7/30
3:45 pm-3:10 pm
1 stop30h 25m
$960
Quickest round-trip
ChicagoPalermo
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Sun 7/19
6:00 am-7:15 am
2 stops18h 15m
Palermo Punta Raisi
Mon 8/3
11:50 am-7:55 pm
2 stops15h 05m
$975
ChicagoPalermo
MDW - PMO
MDWPMO
Chicago Midway
Mon 9/28
1:14 pm-1:40 pm
2 stops17h 26m
Palermo Punta Raisi
Thu 10/8
12:15 pm-10:10 pm
2 stops16h 55m
$995
ChicagoPalermo
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Fri 7/3
7:00 am-7:15 am
2 stops17h 15m
Palermo Punta Raisi
Thu 7/16
9:45 am-7:32 pm
2 stops16h 47m
$1,049
ChicagoPalermo
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Sat 9/5
9:35 pm-7:15 am
1 stop26h 40m
Palermo Punta Raisi
Sun 9/20
6:20 pm-12:55 pm
2 stops25h 35m
$1,065
Showing 1-10 of 29 resultsSorted by cheapest first
Compare providers for flights from Chicago to Palermo
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 Palermo 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-Palermo flights, users find the pricing of Ovago to be most consistent on Cheapflights vs. Ovago Users can find the same prices on Chicago-Palermo flight deals on Cheapflights vs. Ovago >95% of the time. Price accuracy is based on data collected from Chicago-Palermo flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Palermo flights, Cheapflights users trust Ovago the most. Ovago 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-Palermo 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 Palermo
Have a flexible travel schedule? Discover the best time to fly to Palermo from Chicago with our price prediction graph.
CHI-PMO
ORD-PMO
MDW-PMO
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 Palermo
CHI-PMO
ORD-PMO
MDW-PMO
What is the cheapest month to book a flight from Chicago to Palermo?
Currently, August is the cheapest month in which you can book a flight from Chicago to Palermo (average of $56). Flying from Chicago to Palermo in May is currently the most expensive (average of $674). 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 Palermo?
How far ahead should I book a flight from Chicago to Palermo?
The price you pay for your flight from Chicago to Palermo may vary depending on when you book. For the best chance of a lower fare, look to book 51 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Reviews of airlines servicing Palermo
Get insights into the airlines that provide service to Palermo. 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 Palermo. Reviews last updated June 8, 2026.
Read through reviews of airlines operating flights from Chicago to Palermo, such as SWISS,Turkish Airlines, andLufthansa. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.3
Overall
7.5
Entertainment
6.8
Food
7.1
Boarding
7.7
Comfort
7.4
Reviews
1 / 20
6.0
GoodCFJ,Mar 2026
ZRH - VCE
Crew
8.3
Overall
7.5
Entertainment
6.8
Food
7.1
Boarding
7.7
Comfort
7.4
Reviews
1 / 20
6.0
GoodCFJ,Mar 2026
ZRH - VCE
Crew
8.3
Overall
7.5
Entertainment
6.8
Food
7.1
Boarding
7.7
Comfort
7.4
Reviews
1 / 20
6.0
GoodCFJ,Mar 2026
ZRH - VCE
Crew
8.3
Overall
7.5
Entertainment
6.8
Food
7.1
Boarding
7.7
Comfort
7.4
Reviews
1 / 20
6.0
GoodCFJ,Mar 2026
ZRH - VCE
Crew
8.3
Overall
7.5
Entertainment
6.8
Food
7.1
Boarding
7.7
Comfort
7.4
Reviews
1 / 20
6.0
GoodCFJ,Mar 2026
ZRH - VCE
Related info for your journey
Find useful and relevant information for your journey from Chicago to Palermo. 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 Palermo?
Book flights to Palermo if you plan to visit one of these locationsAgrigento
Cefalù
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Chicago and Palermo flights
Browse other Chicago and Palermo flight options. Last updated on June 8, 2026.
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Top 4 airlines flying from Chicago to Palermo
Discover the top 4 airlines that operate flights from Chicago to Palermo. 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$533 | Average$754 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$596 | Average$942 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$683 | Average$1,051 | FlexibilityNo cancel fee | On-time81% | |
| Cheapest$778 | Average$1,309 | FlexibilityNo cancel fee | On-time76% |