$220+ Cheap flights from Chicago (CHI) to Prince Edward Island
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 9/11. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYG
Aug 30 — Sep 61
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Prince Edward Island 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 Prince Edward IslandExplore the most affordable flight options available from Chicago to Prince Edward Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 31, 2026.
Explore the most affordable flight options available from Chicago to Prince Edward Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 31, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/31. 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
MDW
- YQM
2 stops23h 13m
Porter Airlines
Mon 9/216:15 am
YQM
- MDW
1 stop6h 45m
Porter Airlines
Deal found 7/31![Porter Airlines logo]()
$464
This Kiwi.com deal was found by Cheapflights users on 7/27. 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 9/103:20 pm
MDW
- YYG
1 stop17h 35m
Multiple Airlines
Sun 9/1311:40 am
YYG
- MDW
1 stop28h 55m
Multiple Airlines
Deal found 7/27![Multiple Airlines logo]()
$473
This Kiwi.com deal was found by Cheapflights users on 7/27. 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 9/83:20 pm
MDW
- YYG
1 stop17h 35m
Multiple Airlines
Sun 9/1311:40 am
YYG
- MDW
1 stop28h 55m
Multiple Airlines
Deal found 7/27![Multiple Airlines logo]()
$477
This Mytrip deal was found by Cheapflights users on 7/29. 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.
Sat 9/128:40 pm
ORD
- YYG
1 stop12h 15m
Multiple Airlines
Sat 9/1911:20 am
YYG
- ORD
3 stops10h 28m
Multiple Airlines
Deal found 7/29![Multiple Airlines logo]()
$485
This Kiwi.com deal was found by Cheapflights users on 7/27. 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 9/103:20 pm
MDW
- YYG
1 stop17h 35m
Multiple Airlines
Mon 9/1411:40 am
YYG
- MDW
1 stop28h 55m
Multiple Airlines
Deal found 7/27![Multiple Airlines logo]()
$486
This Kiwi.com deal was found by Cheapflights users on 7/27. 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 9/83:20 pm
MDW
- YYG
1 stop17h 35m
Multiple Airlines
Mon 9/1411:40 am
YYG
- MDW
1 stop25h 20m
Multiple Airlines
Deal found 7/27![Multiple Airlines logo]()
$490
This Kiwi.com deal was found by Cheapflights users on 7/27. 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 8/203:15 pm
MDW
- YYG
1 stop17h 40m
Multiple Airlines
Mon 8/2412:45 pm
YYG
- MDW
1 stop23h 00m
Multiple Airlines
Deal found 7/27![Multiple Airlines logo]()
$506
This Mytrip deal was found by Cheapflights users on 7/31. 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 9/145:35 pm
ORD
- YYG
3 stops20h 05m
Multiple Airlines
Mon 9/2111:40 am
YYG
- ORD
1 stop12h 25m
Multiple Airlines
Deal found 7/31![Multiple Airlines logo]()
$533
This Kiwi.com deal was found by Cheapflights users on 7/27. 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 8/203:15 pm
MDW
- YYG
1 stop17h 40m
Multiple Airlines
Sun 8/2312:45 pm
YYG
- MDW
1 stop23h 00m
Multiple Airlines
Deal found 7/27![Multiple Airlines logo]()
$538
This Kiwi.com deal was found by Cheapflights users on 7/27. 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 9/811:45 am
MDW
- YYG
1 stop21h 10m
Multiple Airlines
Tue 9/155:20 pm
YYG
- MDW
2 stops19h 40m
Multiple Airlines
Deal found 7/27![Multiple Airlines logo]()
$542
This Kiwi.com deal was found by Cheapflights users on 7/27. 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 9/611:45 am
MDW
- YYG
1 stop21h 10m
Multiple Airlines
Sun 9/1311:40 am
YYG
- MDW
1 stop25h 20m
Multiple Airlines
Deal found 7/27![Multiple Airlines logo]()
$555
This Kiwi.com deal was found by Cheapflights users on 7/27. 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 9/611:45 am
MDW
- YYG
1 stop21h 10m
Multiple Airlines
Mon 9/1411:40 am
YYG
- MDW
1 stop25h 20m
Multiple Airlines
Deal found 7/27![Multiple Airlines logo]()
$568
Best flights from Chicago to Prince Edward IslandDiscover carefully curated flight deals from Chicago to Prince Edward Island that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 31, 2026.
Discover carefully curated flight deals from Chicago to Prince Edward Island that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 31, 2026.
This Mytrip deal was found by Cheapflights users on 7/29. 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.
Sat 9/128:40 pm
ORD
- YYG
1 stop12h 15m
Multiple Airlines
Sat 9/1911:20 am
YYG
- ORD
2 stops10h 28m
Multiple Airlines
Deal found 7/29![Multiple Airlines logo]()
$489
This FlightHub deal was found by Cheapflights users on 7/28. 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 9/103:20 pm
MDW
- YQM
1 stop17h 52m
Porter Airlines
Tue 9/1511:55 am
YQM
- MDW
2 stops25h 05m
Porter Airlines
Deal found 7/28![Porter Airlines logo]()
$628
This Air Canada deal was found by Cheapflights users on 7/30. 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 10/242:01 pm
ORD
- YYG
2 stops7h 58m
Air Canada
Wed 10/2811:05 am
YYG
- ORD
2 stops11h 16m
Air Canada
Deal found 7/30![Air Canada logo]()
$718
This Mytrip deal was found by Cheapflights users on 7/31. 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 9/145:35 pm
ORD
- YYG
3 stops20h 05m
Multiple Airlines
Mon 9/2111:40 am
YYG
- ORD
1 stop12h 25m
Multiple Airlines
Deal found 7/31![Multiple Airlines logo]()
$533
This Kiwi.com deal was found by Cheapflights users on 7/27. 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 9/123:20 pm
MDW
- YYG
1 stop17h 35m
Multiple Airlines
Sun 9/135:20 pm
YYG
- MDW
2 stops19h 40m
Multiple Airlines
Deal found 7/27![Multiple Airlines logo]()
$541
This Porter Airlines deal was found by Cheapflights users on 7/29. 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.
Thu 9/103:20 pm
MDW
- YQM
1 stop17h 52m
Porter Airlines
Mon 9/146:15 am
YQM
- MDW
1 stop6h 45m
Porter Airlines
Deal found 7/29![Porter Airlines logo]()
$631
This Mytrip deal was found by Cheapflights users on 7/28. 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.
Fri 9/118:40 pm
ORD
- YYG
2 stops17h 55m
Multiple Airlines
Fri 9/1811:40 am
YYG
- ORD
1 stop10h 08m
Multiple Airlines
Deal found 7/28![Multiple Airlines logo]()
$560
This Porter Airlines deal was found by Cheapflights users on 7/27. 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 8/2410:25 am
MDW
- YQM
1 stop22h 47m
Porter Airlines
Thu 8/276:15 am
YQM
- MDW
1 stop5h 30m
Porter Airlines
Deal found 7/27![Porter Airlines logo]()
$655
This Air Canada deal was found by Cheapflights users on 7/31. 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.
Sun 8/168:40 am
ORD
- YYG
1 stop5h 00m
Air Canada
Sat 8/224:30 pm
YYG
- ORD
1 stop5h 35m
Air Canada
Deal found 7/31![Air Canada logo]()
$740
This Kiwi.com deal was found by Cheapflights users on 7/27. 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 9/611:45 am
MDW
- YYG
1 stop21h 10m
Multiple Airlines
Mon 9/1411:40 am
YYG
- MDW
1 stop25h 20m
Multiple Airlines
Deal found 7/27![Multiple Airlines logo]()
$568
This Gotogate deal was found by Cheapflights users on 7/29. 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.
Sat 9/1211:45 am
MDW
- YQM
1 stop21h 27m
Porter Airlines
Sat 9/195:20 pm
YQM
- MDW
2 stops23h 15m
Porter Airlines
Deal found 7/29![Porter Airlines logo]()
$694
This Gotogate deal was found by Cheapflights users on 7/31. 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.
Mon 9/143:20 pm
MDW
- YYG
2 stops23h 15m
Porter Airlines
Mon 9/215:20 pm
YYG
- MDW
2 stops23h 15m
Porter Airlines
Deal found 7/31![Porter Airlines logo]()
$699
This oojo deal was found by Cheapflights users on 7/28. 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.
Tue 9/811:45 am
MDW
- YYG
2 stops26h 50m
Porter Airlines
Tue 9/155:20 pm
YYG
- MDW
2 stops23h 15m
Porter Airlines
Deal found 7/28![Porter Airlines logo]()
$702
This oojo deal was found by Cheapflights users on 7/31. 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 9/1611:45 am
MDW
- YYG
2 stops26h 50m
Porter Airlines
Tue 9/225:20 pm
YYG
- MDW
2 stops23h 15m
Porter Airlines
Deal found 7/31![Porter Airlines logo]()
$709
This Porter Airlines deal was found by Cheapflights users on 7/27. 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.
Wed 11/42:50 pm
ORD
- YYG
2 stops19h 01m
Porter Airlines
Tue 11/1012:35 pm
YYG
- ORD
2 stops28h 02m
Porter Airlines
Deal found 7/27![Porter Airlines logo]()
$718
This Porter Airlines deal was found by Cheapflights users on 7/27. 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.
Fri 9/1111:45 am
MDW
- YYG
2 stops26h 50m
Porter Airlines
Mon 9/145:20 pm
YYG
- MDW
2 stops19h 40m
Porter Airlines
Deal found 7/27![Porter Airlines logo]()
$734
This Porter Airlines deal was found by Cheapflights users on 7/27. 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 9/123:20 pm
MDW
- YYG
2 stops23h 15m
Porter Airlines
Mon 9/145:20 pm
YYG
- MDW
2 stops19h 40m
Porter Airlines
Deal found 7/27![Porter Airlines logo]()
$734
This Porter Airlines deal was found by Cheapflights users on 7/28. 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.
Fri 9/1111:45 am
MDW
- YYG
2 stops26h 50m
Porter Airlines
Fri 9/185:20 pm
YYG
- MDW
2 stops19h 40m
Porter Airlines
Deal found 7/28![Porter Airlines logo]()
$734
This Porter Airlines deal was found by Cheapflights users on 7/27. 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 11/39:42 am
ORD
- YYG
2 stops24h 09m
Porter Airlines
Wed 11/1112:35 pm
YYG
- ORD
2 stops22h 04m
Porter Airlines
Deal found 7/27![Porter Airlines logo]()
$740
This Porter Airlines deal was found by Cheapflights users on 7/29. 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 10/248:45 pm
ORD
- YYG
2 stops13h 06m
Porter Airlines
Wed 10/2812:35 pm
YYG
- ORD
2 stops22h 04m
Porter Airlines
Deal found 7/29![Porter Airlines logo]()
$747
This Porter Airlines deal was found by Cheapflights users on 7/27. 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 9/1211:45 am
MDW
- YYG
2 stops26h 50m
Porter Airlines
Tue 9/155:20 pm
YYG
- MDW
2 stops19h 40m
Porter Airlines
Deal found 7/27![Porter Airlines logo]()
$749
This Porter Airlines deal was found by Cheapflights users on 7/27. 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.
Fri 9/113:20 pm
MDW
- YYG
2 stops23h 15m
Porter Airlines
Tue 9/155:20 pm
YYG
- MDW
2 stops19h 40m
Porter Airlines
Deal found 7/27![Porter Airlines logo]()
$749
Last-minute flights from Chicago to Prince Edward IslandDiscover last-minute flight deals from Chicago to Prince Edward Island. Data last updated July 31, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Prince Edward Island. Data last updated July 31, 2026 and is based on user searches.
This Air Canada deal was found by Cheapflights users on 7/27. 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.
Sun 8/168:40 am
ORD
- YYG
1 stop5h 00m
Air Canada
Sat 8/2211:20 am
YYG
- ORD
1 stop5h 24m
Air Canada
Deal found 7/27![Air Canada logo]()
$712
This Kiwi.com deal was found by Cheapflights users on 7/27. 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 8/203:15 pm
MDW
- YYG
1 stop17h 40m
Multiple Airlines
Mon 8/2412:45 pm
YYG
- MDW
1 stop23h 00m
Multiple Airlines
Deal found 7/27![Multiple Airlines logo]()
$506
This Kiwi.com deal was found by Cheapflights users on 7/27. 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 8/203:15 pm
MDW
- YYG
1 stop17h 40m
Multiple Airlines
Sun 8/2312:45 pm
YYG
- MDW
1 stop23h 00m
Multiple Airlines
Deal found 7/27![Multiple Airlines logo]()
$538
This Air Canada deal was found by Cheapflights users on 7/27. 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.
Thu 8/208:40 am
ORD
- YYG
1 stop5h 00m
Air Canada
Mon 8/244:30 pm
YYG
- ORD
1 stop5h 35m
Air Canada
Deal found 7/27![Air Canada logo]()
$721
This oojo deal was found by Cheapflights users on 7/27. 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 8/203:15 pm
MDW
- YYG
2 stops23h 20m
Porter Airlines
Mon 8/2411:45 am
YYG
- MDW
2 stops24h 00m
Porter Airlines
Deal found 7/27![Porter Airlines logo]()
$748
This Porter Airlines deal was found by Cheapflights users on 7/27. 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 8/2410:25 am
MDW
- YQM
1 stop22h 47m
Porter Airlines
Thu 8/276:15 am
YQM
- MDW
1 stop5h 30m
Porter Airlines
Deal found 7/27![Porter Airlines logo]()
$655
This Mytrip deal was found by Cheapflights users on 7/30. 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.
Thu 8/278:40 am
ORD
- YYG
2 stops24h 55m
Air Canada
Thu 9/34:30 pm
YYG
- ORD
1 stop5h 35m
Air Canada
Deal found 7/30![Air Canada logo]()
$603
This Mytrip deal was found by Cheapflights users on 7/30. 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.
Thu 8/272:00 pm
ORD
- YYG
3 stops18h 30m
Multiple Airlines
Thu 9/311:50 am
YYG
- ORD
2 stops10h 02m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$621
This Mytrip deal was found by Cheapflights users on 7/30. 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.
Thu 8/2710:25 am
MDW
- YYG
3 stops22h 05m
Multiple Airlines
Thu 9/312:30 pm
YYG
- MDW
3 stops32h 03m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$788
This oojo deal was found by Cheapflights users on 7/31. 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.
Fri 8/283:15 pm
MDW
- YYG
2 stops23h 20m
Porter Airlines
Fri 9/411:50 am
YYG
- MDW
2 stops25h 10m
Porter Airlines
Deal found 7/31![Porter Airlines logo]()
$727
One-way flights from Chicago to Prince Edward IslandSearch for one-way flight options from Chicago to Prince Edward Island. Find affordable one-way fares based on user searches. Data last updated July 31, 2026.
Search for one-way flight options from Chicago to Prince Edward Island. Find affordable one-way fares based on user searches. Data last updated July 31, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/28. 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 9/113:20 pm
MDW
- YQM
2 stops23h 13m
Porter Airlines
Deal found 7/28![Porter Airlines logo]()
$220
This Air Canada deal was found by Cheapflights users on 7/28. 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 9/113:45 pm
ORD
- YYG
1 stop6h 14m
Air Canada
Deal found 7/28![Air Canada logo]()
$304
This Porter Airlines deal was found by Cheapflights users on 7/29. 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 9/1211:45 am
MDW
- YQM
1 stop21h 27m
Porter Airlines
Deal found 7/29![Porter Airlines logo]()
$308
This Air Canada deal was found by Cheapflights users on 7/29. 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 9/123:45 pm
ORD
- YYG
1 stop6h 14m
Air Canada
Deal found 7/29![Air Canada logo]()
$309
This Porter Airlines deal was found by Cheapflights users on 7/31. 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 9/1411:45 am
MDW
- YQM
2 stops26h 48m
Porter Airlines
Deal found 7/31![Porter Airlines logo]()
$316
This oojo deal was found by Cheapflights users on 7/28. 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.
Fri 9/1111:45 am
MDW
- YYG
2 stops26h 50m
Porter Airlines
Deal found 7/28![Porter Airlines logo]()
$319
This Air Canada deal was found by Cheapflights users on 7/30. 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.
Sun 9/139:50 am
ORD
- YYG
1 stop6h 05m
Air Canada
Deal found 7/30![Air Canada logo]()
$332
This Porter Airlines deal was found by Cheapflights users on 7/29. 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 9/123:20 pm
MDW
- YYG
2 stops23h 15m
Porter Airlines
Deal found 7/29![Porter Airlines logo]()
$344
This Kiwi.com deal was found by Cheapflights users on 7/28. 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 9/116:46 pm
MDW
- YYG
3 stops38h 09m
Multiple Airlines
Deal found 7/28![Multiple Airlines logo]()
$347
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 9/133:20 pm
MDW
- YYG
2 stops47h 15m
Porter Airlines
Deal found 7/30![Porter Airlines logo]()
$370
This Mytrip deal was found by Cheapflights users on 7/30. 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 9/135:30 pm
ORD
- YYG
2 stops15h 25m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$380
This Kiwi.com deal was found by Cheapflights users on 7/29. 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 9/126:25 am
MDW
- YYG
3 stops26h 30m
Multiple Airlines
Deal found 7/29![Multiple Airlines logo]()
$383
Find flight deals from Chicago to Prince Edward Island
Keep the following information in mind while searching for Chicago to Prince Edward Island flight deals. Data was last updated July 31, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $464 (Kiwi.com) |
One-way from | $220 (Kiwi.com) |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Prince Edward Island 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 July 31, 2026.
Use the filters below to find and compare flights from Chicago to Prince Edward Island that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoCharlottetown
ORD - YYG
ORDYYG
Chicago O'Hare Intl
Sat 9/12
8:40 pm-10:55 am
1 stop12h 15m
Charlottetown
Sat 9/19
11:20 am-7:48 pm
2 stops10h 28m
$489
ChicagoCharlottetown
ORD - YYG
ORDYYG
Chicago O'Hare Intl
Mon 9/14
5:35 pm-3:40 pm
3 stops20h 05m
Charlottetown
Mon 9/21
11:40 am-10:05 pm
1 stop12h 25m
$533
ChicagoCharlottetown
MDW - YYG
MDWYYG
Chicago Midway
Sat 9/12
3:20 pm-10:55 am
1 stop17h 35m
Charlottetown
Sun 9/13
5:20 pm-11:00 am
2 stops19h 40m
$541
ChicagoCharlottetown
ORD - YYG
ORDYYG
Chicago O'Hare Intl
Fri 9/11
8:40 pm-4:35 pm
2 stops17h 55m
Charlottetown
Fri 9/18
11:40 am-7:48 pm
1 stop10h 08m
$560
ChicagoCharlottetown
MDW - YYG
MDWYYG
Chicago Midway
Sun 9/6
11:45 am-10:55 am
1 stop21h 10m
Charlottetown
Mon 9/14
11:40 am-11:00 am
1 stop25h 20m
$568
ChicagoMoncton
MDW - YQM
MDWYQM
Chicago Midway
Thu 9/10
3:20 pm-11:12 am
1 stop17h 52m
Moncton Intl
Tue 9/15
11:55 am-11:00 am
2 stops25h 05m
$628
ChicagoMoncton
MDW - YQM
MDWYQM
Chicago Midway
Thu 9/10
3:20 pm-11:12 am
1 stop17h 52m
Moncton Intl
Mon 9/14
6:15 am-11:00 am
1 stop6h 45m
$631
ChicagoMoncton
MDW - YQM
MDWYQM
Chicago Midway
Mon 8/24
10:25 am-11:12 am
1 stop22h 47m
Moncton Intl
Thu 8/27
6:15 am-9:45 am
1 stop5h 30m
$655
ChicagoMoncton
MDW - YQM
MDWYQM
Chicago Midway
Sat 9/12
11:45 am-11:12 am
1 stop21h 27m
Moncton Intl
Sat 9/19
5:20 pm-2:35 pm
2 stops23h 15m
$694
ChicagoCharlottetown
MDW - YYG
MDWYYG
Chicago Midway
Mon 9/14
3:20 pm-4:35 pm
2 stops23h 15m
Charlottetown
Mon 9/21
5:20 pm-2:35 pm
2 stops23h 15m
$699
Showing 1-10 of 37 resultsSorted by cheapest first
Best time to book a flight from Chicago to Prince Edward Island
Have a flexible travel schedule? Discover the best time to fly to Prince Edward Island from Chicago with our price prediction graph.
MDW-YYG
ORD-YYG
MDW-YQM
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 Prince Edward Island
CHI-CAPE
MDW-YYG
ORD-YYG
MDW-YQM
No data available for this route at this time. Please check back soon.
Reviews of airlines servicing Prince Edward Island
Get insights into the airlines that provide service to Prince Edward Island. 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 Prince Edward Island. Reviews last updated July 31, 2026.
Peruse reviews from past customers who have flown with Air Canada from Chicago to Prince Edward Island to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
6.3
Entertainment
6.8
Overall
7.1
Boarding
7.3
Crew
7.8
Comfort
7.1
Reviews
1 / 20
8.0
ExcellentDr vandana,Feb 2026
SFO - YYC
Food
6.3
Entertainment
6.8
Overall
7.1
Boarding
7.3
Crew
7.8
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 Prince Edward Island. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Chicago to Prince Edward Island
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Complete your trip
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Chicago and Prince Edward Island flights
Browse other Chicago and Prince Edward Island flight options. Last updated on July 31, 2026.
Popular flight searches
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Top 2 airlines flying from Chicago to Prince Edward Island
Discover the top 2 airlines that operate flights from Chicago to Prince Edward Island. 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 July 31, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$495 | Average$683 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$682 | Average$887 | FlexibilityNo cancel fee | On-time69% |