$615+ Cheap flights from Chicago (CHI) to Charlottetown (YYG)
This is the cheapest round-trip 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 — YYG
Jul 7 — Jul 141
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Charlottetown with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Chicago to CharlottetownExplore the most affordable flight options available from Chicago to Charlottetown. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 7, 2026.
Explore the most affordable flight options available from Chicago to Charlottetown. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 7, 2026.
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/218:40 pm
ORD
- YYG
1 stop12h 15m
Multiple Airlines
Tue 7/285:20 am
YYG
- ORD
2 stops16h 45m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$615
This Air Canada 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 Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/48:45 am
ORD
- YYG
1 stop4h 55m
Air Canada
Sat 7/115:20 am
YYG
- ORD
1 stop5h 40m
Air Canada
Deal found 6/4![Air Canada logo]()
$620
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/212:00 pm
ORD
- YYG
2 stops18h 30m
Air Canada
Tue 7/285:20 am
YYG
- ORD
2 stops16h 45m
Air Canada
Deal found 6/6![Air Canada logo]()
$655
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.
Sat 9/2611:45 am
ORD
- YYG
1 stop21h 10m
Multiple Airlines
Sat 10/35:20 pm
YYG
- ORD
2 stops19h 40m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$681
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.
Sat 9/267:00 am
ORD
- YYG
2 stops7h 35m
Porter Airlines
Sat 10/35:20 pm
YYG
- ORD
2 stops19h 40m
Porter Airlines
Deal found 6/6![Porter Airlines logo]()
$697
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.
Mon 9/143:20 pm
ORD
- YYG
2 stops23h 15m
Porter Airlines
Mon 9/215:20 pm
YYG
- ORD
2 stops19h 40m
Porter Airlines
Deal found 6/4![Porter Airlines logo]()
$702
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/243:45 pm
ORD
- YYG
1 stop6h 14m
Air Canada
Fri 6/2611:20 am
YYG
- ORD
2 stops10h 56m
Air Canada
Deal found 6/3![Air Canada logo]()
$705
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/271:55 pm
ORD
- YYG
2 stops8h 04m
Air Canada
Tue 6/3011:20 am
YYG
- ORD
2 stops10h 56m
Air Canada
Deal found 6/3![Air Canada logo]()
$710
This Porter 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/228:29 pm
ORD
- YYG
1 stop13h 15m
Porter Airlines
Wed 7/112:45 pm
YYG
- ORD
1 stop8h 53m
Porter Airlines
Deal found 6/3![Porter Airlines logo]()
$723
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/243:45 pm
ORD
- YYG
1 stop6h 14m
Air Canada
Mon 6/295:20 am
YYG
- ORD
1 stop13h 37m
Air Canada
Deal found 6/3![Air Canada logo]()
$729
This Gotogate 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/213:20 pm
MDW
- YYG
2 stops23h 15m
Porter Airlines
Tue 7/285:20 pm
YYG
- MDW
2 stops23h 15m
Porter Airlines
Deal found 6/6![Porter Airlines logo]()
$756
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.
Fri 8/2110:20 am
MDW
- YYG
1 stop23h 24m
Porter Airlines
Tue 8/2512:45 pm
YYG
- MDW
1 stop22h 55m
Porter Airlines
Deal found 6/4![Porter Airlines logo]()
$777
Best flights from Chicago to CharlottetownDiscover carefully curated flight deals from Chicago to Charlottetown that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 7, 2026.
Discover carefully curated flight deals from Chicago to Charlottetown that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 7, 2026.
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.
Sat 9/2611:45 am
ORD
- YYG
1 stop21h 10m
Multiple Airlines
Sat 10/35:20 pm
YYG
- ORD
2 stops19h 40m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$681
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.
Sat 9/267:00 am
ORD
- YYG
2 stops7h 35m
Porter Airlines
Sat 10/35:20 pm
YYG
- ORD
2 stops19h 40m
Porter Airlines
Deal found 6/6![Porter Airlines logo]()
$697
This Air Canada deal was found by Cheapflights users on 6/2. 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 Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/168:45 am
ORD
- YYG
1 stop4h 55m
Air Canada
Tue 9/224:30 pm
YYG
- ORD
1 stop5h 42m
Air Canada
Deal found 6/2![Air Canada logo]()
$760
This Porter 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/228:29 pm
ORD
- YYG
1 stop13h 15m
Porter Airlines
Wed 7/112:45 pm
YYG
- ORD
1 stop8h 53m
Porter Airlines
Deal found 6/3![Porter Airlines logo]()
$723
This Air Canada deal was found by Cheapflights users on 6/2. 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 Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/168:45 am
ORD
- YYG
1 stop4h 55m
Air Canada
Sun 9/204:30 pm
YYG
- ORD
1 stop5h 42m
Air Canada
Deal found 6/2![Air Canada logo]()
$760
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 7/110:25 am
MDW
- YYG
2 stops28h 10m
Multiple Airlines
Wed 7/811:40 am
YYG
- MDW
2 stops23h 33m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$816
This Porter 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/278:29 pm
ORD
- YYG
1 stop13h 15m
Porter Airlines
Wed 7/112:45 pm
YYG
- ORD
1 stop8h 53m
Porter Airlines
Deal found 6/3![Porter Airlines logo]()
$749
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/258:45 am
ORD
- YYG
1 stop4h 55m
Air Canada
Tue 9/294:30 pm
YYG
- ORD
1 stop5h 42m
Air Canada
Deal found 6/6![Air Canada logo]()
$803
This Gotogate 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/213:20 pm
MDW
- YYG
2 stops23h 15m
Porter Airlines
Tue 7/285:20 pm
YYG
- MDW
2 stops23h 15m
Porter Airlines
Deal found 6/6![Porter Airlines logo]()
$756
This Justfly.com deal was found by Cheapflights users on 6/2. 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.
Sat 6/208:29 pm
ORD
- YYG
1 stop13h 15m
Porter Airlines
Thu 6/2511:50 am
YYG
- ORD
2 stops22h 45m
Porter Airlines
Deal found 6/2![Porter Airlines logo]()
$760
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 7/410:25 am
MDW
- YYG
2 stops28h 10m
Multiple Airlines
Sat 7/1112:45 pm
YYG
- MDW
2 stops22h 28m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$926
This Porter 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/238:35 pm
ORD
- YYG
1 stop13h 09m
Porter Airlines
Wed 7/112:45 pm
YYG
- ORD
1 stop8h 53m
Porter Airlines
Deal found 6/3![Porter Airlines logo]()
$783
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.
Mon 7/133:20 pm
MDW
- YYG
2 stops23h 15m
Multiple Airlines
Mon 7/2011:40 am
YYG
- MDW
2 stops32h 38m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$1,022
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.
Fri 8/213:15 pm
MDW
- YYG
2 stops23h 20m
Porter Airlines
Tue 8/2512:45 pm
YYG
- MDW
1 stop22h 55m
Porter Airlines
Deal found 6/4![Porter Airlines logo]()
$816
This oojo 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/153:20 pm
MDW
- YYG
2 stops23h 15m
Porter Airlines
Sat 7/185:20 pm
YYG
- MDW
2 stops23h 15m
Porter Airlines
Deal found 6/3![Porter Airlines logo]()
$936
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.
Wed 7/83:20 pm
MDW
- YYG
2 stops23h 15m
Porter Airlines
Wed 7/1511:50 am
YYG
- MDW
2 stops23h 50m
Porter Airlines
Deal found 6/5![Porter Airlines logo]()
$959
This oojo deal was found by Cheapflights users on 6/2. 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 7/93:20 pm
MDW
- YYG
2 stops17h 50m
Porter Airlines
Sat 7/115:20 pm
YYG
- MDW
2 stops23h 15m
Porter Airlines
Deal found 6/2![Porter Airlines logo]()
$960
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.
Mon 9/141:14 pm
MDW
- YYG
3 stops25h 21m
Multiple Airlines
Fri 9/1811:40 am
YYG
- MDW
2 stops8h 53m
Multiple Airlines
Deal found 6/5![Multiple Airlines logo]()
$1,604
Last-minute flights from Chicago to CharlottetownDiscover last-minute flight deals from Chicago to Charlottetown. Data last updated June 7, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Charlottetown. Data last updated June 7, 2026 and is based on user searches.
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.
Sat 6/208:29 pm
ORD
- YYG
1 stop13h 15m
Porter Airlines
Thu 6/2511:50 am
YYG
- ORD
2 stops26h 54m
Porter Airlines
Deal found 6/5![Porter Airlines logo]()
$748
This Porter 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/228:29 pm
ORD
- YYG
1 stop13h 15m
Porter Airlines
Wed 7/112:45 pm
YYG
- ORD
1 stop8h 53m
Porter Airlines
Deal found 6/3![Porter Airlines logo]()
$723
This Porter 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/228:29 pm
ORD
- YYG
1 stop13h 15m
Porter Airlines
Thu 7/212:45 pm
YYG
- ORD
1 stop27h 37m
Porter Airlines
Deal found 6/3![Porter Airlines logo]()
$745
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/243:45 pm
ORD
- YYG
1 stop6h 14m
Air Canada
Fri 6/2611:20 am
YYG
- ORD
2 stops10h 56m
Air Canada
Deal found 6/3![Air Canada logo]()
$705
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/243:45 pm
ORD
- YYG
1 stop6h 14m
Air Canada
Mon 6/295:20 am
YYG
- ORD
1 stop13h 37m
Air Canada
Deal found 6/3![Air Canada logo]()
$729
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/265:35 pm
ORD
- YYG
2 stops14h 55m
Air Canada
Sun 6/285:20 am
YYG
- ORD
1 stop5h 40m
Air Canada
Deal found 6/3![Air Canada logo]()
$743
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/265:35 pm
ORD
- YYG
2 stops14h 55m
Air Canada
Tue 6/3011:20 am
YYG
- ORD
2 stops10h 56m
Air Canada
Deal found 6/3![Air Canada logo]()
$744
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/271:55 pm
ORD
- YYG
2 stops8h 04m
Air Canada
Tue 6/3011:20 am
YYG
- ORD
2 stops10h 56m
Air Canada
Deal found 6/3![Air Canada logo]()
$710
This Air Canada 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 Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/48:45 am
ORD
- YYG
1 stop4h 55m
Air Canada
Sat 7/115:20 am
YYG
- ORD
1 stop5h 40m
Air Canada
Deal found 6/4![Air Canada logo]()
$620
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/218:40 pm
ORD
- YYG
1 stop12h 15m
Multiple Airlines
Tue 7/285:20 am
YYG
- ORD
2 stops16h 45m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$615
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/212:00 pm
ORD
- YYG
2 stops18h 30m
Air Canada
Tue 7/285:20 am
YYG
- ORD
2 stops16h 45m
Air Canada
Deal found 6/6![Air Canada logo]()
$655
This Gotogate 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/213:20 pm
MDW
- YYG
2 stops23h 15m
Porter Airlines
Tue 7/285:20 pm
YYG
- MDW
2 stops23h 15m
Porter Airlines
Deal found 6/6![Porter Airlines logo]()
$756
Find flight deals from Chicago to Charlottetown
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Charlottetown (YYG). 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 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $615 (Mytrip) |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Charlottetown 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 7, 2026.
Use the filters below to find and compare flights from Chicago to Charlottetown that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoCharlottetown
ORD - YYG
ORDYYG
Chicago O'Hare Intl
Sat 9/26
11:45 am-10:55 am
1 stop21h 10m
Charlottetown
Sat 10/3
5:20 pm-11:00 am
2 stops19h 40m
$681
ChicagoCharlottetown
ORD - YYG
ORDYYG
Chicago O'Hare Intl
Sat 9/26
7:00 am-4:35 pm
2 stops7h 35m
Charlottetown
Sat 10/3
5:20 pm-11:00 am
2 stops19h 40m
$697
ChicagoCharlottetown
ORD - YYG
ORDYYG
Chicago O'Hare Intl
Mon 6/22
8:29 pm-11:44 am
1 stop13h 15m
Charlottetown
Wed 7/1
12:45 pm-7:38 pm
1 stop8h 53m
$723
ChicagoCharlottetown
ORD - YYG
ORDYYG
Chicago O'Hare Intl
Sat 6/27
8:29 pm-11:44 am
1 stop13h 15m
Charlottetown
Wed 7/1
12:45 pm-7:38 pm
1 stop8h 53m
$749
ChicagoCharlottetown
MDW - YYG
MDWYYG
Chicago Midway
Tue 7/21
3:20 pm-4:35 pm
2 stops23h 15m
Charlottetown
Tue 7/28
5:20 pm-2:35 pm
2 stops23h 15m
$756
Quickest round-trip
ChicagoCharlottetown
ORD - YYG
ORDYYG
Chicago O'Hare Intl
Wed 9/16
8:45 am-3:40 pm
1 stop4h 55m
Charlottetown
Tue 9/22
4:30 pm-8:12 pm
1 stop5h 42m
$760
ChicagoCharlottetown
ORD - YYG
ORDYYG
Chicago O'Hare Intl
Wed 9/16
8:45 am-3:40 pm
1 stop4h 55m
Charlottetown
Sun 9/20
4:30 pm-8:12 pm
1 stop5h 42m
$760
ChicagoCharlottetown
ORD - YYG
ORDYYG
Chicago O'Hare Intl
Sat 6/20
8:29 pm-11:44 am
1 stop13h 15m
Charlottetown
Thu 6/25
11:50 am-8:35 am
2 stops22h 45m
$760
ChicagoCharlottetown
ORD - YYG
ORDYYG
Chicago O'Hare Intl
Tue 6/23
8:35 pm-11:44 am
1 stop13h 09m
Charlottetown
Wed 7/1
12:45 pm-7:38 pm
1 stop8h 53m
$783
ChicagoCharlottetown
ORD - YYG
ORDYYG
Chicago O'Hare Intl
Fri 9/25
8:45 am-3:40 pm
1 stop4h 55m
Charlottetown
Tue 9/29
4:30 pm-8:12 pm
1 stop5h 42m
$803
Showing 1-10 of 18 resultsSorted by cheapest first
Compare providers for flights from Chicago to Charlottetown
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 Charlottetown in June.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-Charlottetown flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Charlottetown flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Charlottetown flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Charlottetown 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-Charlottetown 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 Charlottetown
Have a flexible travel schedule? Discover the best time to fly to Charlottetown from Chicago with our price prediction graph.
CHI-YYG
ORD-YYG
MDW-YYG
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 Charlottetown
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ORD-YYG
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No data available for this route at this time. Please check back soon.
Reviews of airlines servicing Charlottetown
Get insights into the airlines that provide service to Charlottetown. 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 Charlottetown. Reviews last updated June 7, 2026.
Get a feel of what it's like to fly with Air Canada from Chicago to Charlottetown by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
7.8
Food
6.3
Boarding
7.3
Overall
7.1
Entertainment
6.8
Comfort
7.1
Reviews
1 / 20
8.0
ExcellentDr vandana,Feb 2026
SFO - YYC
Crew
7.8
Food
6.3
Boarding
7.3
Overall
7.1
Entertainment
6.8
Comfort
7.1
Reviews
1 / 20
8.0
ExcellentDr vandana,Feb 2026
SFO - YYC
Related info for your journey
Find useful and relevant information for your journey from Chicago to Charlottetown. 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 Charlottetown?
Book flights to Charlottetown if you plan to visit one of these locationsSummerside
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Chicago and Charlottetown flights
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Top 2 airlines flying from Chicago to Charlottetown
Discover the top 2 airlines that operate flights from Chicago to Charlottetown. 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 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$309 | Average$653 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$682 | Average$887 | FlexibilityNo cancel fee | On-time69% |