$296+ 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 9/21. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYG
Jul 15 — Jul 221
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Prince Edward Island
Cheapest
Best
Last-minute
One-way
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 June 15, 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 June 15, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/10. 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 7/210:25 am
MDW
- YYG
1 stop22h 30m
Multiple Airlines
Wed 7/812:45 pm
YYG
- MDW
1 stop22h 55m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$531
This Kiwi.com deal was found by Cheapflights users on 6/10. 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 7/23:20 pm
MDW
- YYG
2 stops41h 50m
Porter Airlines
Wed 7/812:45 pm
YYG
- MDW
1 stop22h 55m
Porter Airlines
Deal found 6/10![Porter Airlines logo]()
$542
This Mytrip deal was found by Cheapflights users on 6/10. 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 8/212:00 pm
ORD
- YYG
3 stops19h 10m
Multiple Airlines
Tue 8/255:20 am
YYG
- ORD
2 stops11h 35m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$544
This Kiwi.com deal was found by Cheapflights users on 6/12. 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 7/2710:25 am
MDW
- YQM
2 stops28h 08m
Porter Airlines
Mon 8/36:15 am
YQM
- MDW
1 stop5h 25m
Porter Airlines
Deal found 6/12![Porter Airlines logo]()
$552
This Mytrip deal was found by Cheapflights users on 6/10. 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 7/25:35 pm
ORD
- YYG
1 stop15h 20m
Multiple Airlines
Wed 7/811:20 am
YYG
- ORD
2 stops11h 09m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$580
This Kiwi.com deal was found by Cheapflights users on 6/11. 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 7/243:20 pm
MDW
- YYG
1 stop18h 28m
Porter Airlines
Mon 7/2712:45 pm
YYG
- MDW
1 stop22h 55m
Porter Airlines
Deal found 6/11![Porter Airlines logo]()
$596
This Gotogate deal was found by Cheapflights users on 6/10. 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.
Fri 8/218:45 am
ORD
- YYG
1 stop4h 55m
Air Canada
Tue 8/2511:20 am
YYG
- ORD
1 stop5h 35m
Air Canada
Deal found 6/10![Air Canada logo]()
$599
This Kiwi.com deal was found by Cheapflights users on 6/10. 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 8/1210:20 am
MDW
- YQM
2 stops9h 10m
Porter Airlines
Sat 8/156:15 am
YQM
- MDW
1 stop5h 25m
Porter Airlines
Deal found 6/10![Porter Airlines logo]()
$602
This Kiwi.com deal was found by Cheapflights users on 6/10. 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 7/23:20 pm
MDW
- YYG
2 stops23h 15m
Porter Airlines
Fri 7/1011:50 am
YYG
- MDW
2 stops23h 50m
Porter Airlines
Deal found 6/10![Porter Airlines logo]()
$607
This FlightHub deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/263:20 pm
MDW
- YQM
1 stop17h 52m
Porter Airlines
Wed 7/296:15 am
YQM
- MDW
1 stop5h 25m
Porter Airlines
Deal found 6/11![Porter Airlines logo]()
$624
This Kiwi.com deal was found by Cheapflights users on 6/11. 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 6/263:20 pm
MDW
- YYG
2 stops17h 50m
Multiple Airlines
Wed 7/111:40 am
YYG
- MDW
1 stop24h 00m
Multiple Airlines
Deal found 6/11![Multiple Airlines logo]()
$627
This Kiwi.com deal was found by Cheapflights users on 6/13. 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 7/810:25 am
MDW
- YYG
1 stop23h 23m
Porter Airlines
Sun 7/125:20 pm
YYG
- MDW
2 stops42h 20m
Porter Airlines
Deal found 6/13![Porter Airlines logo]()
$640
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 June 15, 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 June 15, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/12. 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 7/2710:25 am
MDW
- YQM
1 stop22h 47m
Porter Airlines
Mon 8/36:15 am
YQM
- MDW
1 stop5h 25m
Porter Airlines
Deal found 6/12![Porter Airlines logo]()
$558
This Air Canada deal was found by Cheapflights users on 6/10. 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 6/10![Air Canada logo]()
$698
This Kiwi.com deal was found by Cheapflights users on 6/13. 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 7/83:20 pm
MDW
- YYG
1 stop18h 28m
Multiple Airlines
Sun 7/1211:40 am
YYG
- MDW
1 stop24h 00m
Multiple Airlines
Deal found 6/13![Multiple Airlines logo]()
$814
This Kiwi.com deal was found by Cheapflights users on 6/11. 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 7/243:20 pm
MDW
- YYG
1 stop18h 28m
Porter Airlines
Mon 7/2712:45 pm
YYG
- MDW
1 stop22h 55m
Porter Airlines
Deal found 6/11![Porter Airlines logo]()
$596
This Kiwi.com deal was found by Cheapflights users on 6/10. 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 8/1210:20 am
MDW
- YQM
2 stops9h 10m
Porter Airlines
Sat 8/156:15 am
YQM
- MDW
1 stop5h 25m
Porter Airlines
Deal found 6/10![Porter Airlines logo]()
$602
This Air Canada deal was found by Cheapflights users on 6/13. 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 9/2011:20 am
YYG
- ORD
2 stops11h 09m
Air Canada
Deal found 6/13![Air Canada logo]()
$703
This FlightHub deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/263:20 pm
MDW
- YQM
1 stop17h 52m
Porter Airlines
Wed 7/296:15 am
YQM
- MDW
1 stop5h 25m
Porter Airlines
Deal found 6/11![Porter Airlines logo]()
$624
This Air Canada deal was found by Cheapflights users on 6/14. 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 8/168:45 am
ORD
- YYG
1 stop4h 55m
Air Canada
Sat 8/224:30 pm
YYG
- ORD
1 stop5h 35m
Air Canada
Deal found 6/14![Air Canada logo]()
$704
This Air Canada deal was found by Cheapflights users on 6/13. 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 9/28:45 am
ORD
- YYG
1 stop4h 55m
Air Canada
Mon 9/711:20 am
YYG
- ORD
2 stops11h 29m
Air Canada
Deal found 6/13![Air Canada logo]()
$704
This Kiwi.com deal was found by Cheapflights users on 6/13. 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 7/810:25 am
MDW
- YYG
1 stop23h 23m
Porter Airlines
Sun 7/125:20 pm
YYG
- MDW
2 stops42h 20m
Porter Airlines
Deal found 6/13![Porter Airlines logo]()
$640
This Mytrip deal was found by Cheapflights users on 6/10. 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 8/129:59 am
MDW
- YQM
3 stops33h 31m
Multiple Airlines
Sat 8/156:15 am
YQM
- MDW
1 stop5h 25m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$901
This Air Canada deal was found by Cheapflights users on 6/10. 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 10/219:50 am
ORD
- YYG
1 stop6h 05m
Air Canada
Sun 10/255:00 am
YYG
- ORD
1 stop6h 00m
Air Canada
Deal found 6/10![Air Canada logo]()
$707
This Mytrip deal was found by Cheapflights users on 6/11. 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 7/210:25 am
MDW
- YYG
2 stops22h 45m
Porter Airlines
Wed 7/811:50 am
YYG
- MDW
3 stops23h 50m
Porter Airlines
Deal found 6/11![Porter Airlines logo]()
$723
This Air Canada deal was found by Cheapflights users on 6/13. 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 7/88:45 am
ORD
- YYG
1 stop4h 55m
Air Canada
Sun 7/125:20 am
YYG
- ORD
1 stop5h 40m
Air Canada
Deal found 6/13![Air Canada logo]()
$737
This oojo deal was found by Cheapflights users on 6/14. 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 8/710:20 am
MDW
- YQM
2 stops28h 13m
Porter Airlines
Mon 8/106:15 am
YQM
- MDW
1 stop5h 25m
Porter Airlines
Deal found 6/14![Porter Airlines logo]()
$735
This Kiwi.com deal was found by Cheapflights users on 6/15. 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 7/1310:25 am
MDW
- YYG
2 stops28h 10m
Porter Airlines
Sun 7/195:20 pm
YYG
- MDW
2 stops42h 20m
Porter Airlines
Deal found 6/15![Porter Airlines logo]()
$769
This Mytrip deal was found by Cheapflights users on 6/12. 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 7/2710:25 am
MDW
- YYG
2 stops22h 45m
Porter Airlines
Mon 8/35:20 pm
YYG
- MDW
2 stops23h 15m
Porter Airlines
Deal found 6/12![Porter Airlines logo]()
$815
This oojo deal was found by Cheapflights users on 6/14. 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.
Sat 6/2710:25 am
MDW
- YYG
2 stops28h 10m
Porter Airlines
Tue 6/3011:50 am
YYG
- MDW
2 stops28h 45m
Porter Airlines
Deal found 6/14![Porter Airlines logo]()
$833
This Porter Airlines deal was found by Cheapflights users on 6/10. 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 6/2710:25 am
MDW
- YYG
2 stops28h 10m
Porter Airlines
Tue 7/711:50 am
YYG
- MDW
2 stops28h 45m
Porter Airlines
Deal found 6/10![Porter Airlines logo]()
$842
This Porter Airlines deal was found by Cheapflights users on 6/10. 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 7/13:20 pm
MDW
- YYG
2 stops23h 15m
Porter Airlines
Mon 7/611:50 am
YYG
- MDW
2 stops23h 50m
Porter Airlines
Deal found 6/10![Porter Airlines logo]()
$947
Last-minute flights from Chicago to Prince Edward IslandDiscover last-minute flight deals from Chicago to Prince Edward Island. Data last updated June 15, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Prince Edward Island. Data last updated June 15, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 6/11. 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 6/263:20 pm
MDW
- YYG
2 stops17h 50m
Multiple Airlines
Wed 7/111:40 am
YYG
- MDW
1 stop24h 00m
Multiple Airlines
Deal found 6/11![Multiple Airlines logo]()
$627
This Air Canada deal was found by Cheapflights users on 6/10. 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 7/18:35 am
ORD
- YYG
1 stop5h 05m
Air Canada
Wed 7/84:30 pm
YYG
- ORD
1 stop5h 35m
Air Canada
Deal found 6/10![Air Canada logo]()
$705
This Air Canada deal was found by Cheapflights users on 6/10. 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 7/18:35 am
ORD
- YYG
1 stop5h 05m
Air Canada
Mon 7/611:20 am
YYG
- ORD
2 stops11h 09m
Air Canada
Deal found 6/10![Air Canada logo]()
$710
This Kiwi.com deal was found by Cheapflights users on 6/10. 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 7/210:25 am
MDW
- YYG
1 stop22h 30m
Multiple Airlines
Wed 7/812:45 pm
YYG
- MDW
1 stop22h 55m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$531
This Kiwi.com deal was found by Cheapflights users on 6/10. 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 7/23:20 pm
MDW
- YYG
2 stops41h 50m
Porter Airlines
Wed 7/812:45 pm
YYG
- MDW
1 stop22h 55m
Porter Airlines
Deal found 6/10![Porter Airlines logo]()
$542
This Mytrip deal was found by Cheapflights users on 6/10. 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 7/25:35 pm
ORD
- YYG
1 stop15h 20m
Multiple Airlines
Wed 7/811:20 am
YYG
- ORD
2 stops11h 09m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$580
This Kiwi.com deal was found by Cheapflights users on 6/10. 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 7/23:20 pm
MDW
- YYG
2 stops23h 15m
Porter Airlines
Fri 7/1011:50 am
YYG
- MDW
2 stops23h 50m
Porter Airlines
Deal found 6/10![Porter Airlines logo]()
$607
This Kiwi.com deal was found by Cheapflights users on 6/13. 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 7/810:25 am
MDW
- YYG
1 stop23h 23m
Porter Airlines
Sun 7/125:20 pm
YYG
- MDW
2 stops42h 20m
Porter Airlines
Deal found 6/13![Porter Airlines logo]()
$640
This Air Canada deal was found by Cheapflights users on 6/14. 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 7/98:45 am
ORD
- YYG
1 stop4h 55m
Air Canada
Sat 7/114:30 pm
YYG
- ORD
1 stop5h 35m
Air Canada
Deal found 6/14![Air Canada logo]()
$704
This Kiwi.com deal was found by Cheapflights users on 6/11. 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 7/243:20 pm
MDW
- YYG
1 stop18h 28m
Porter Airlines
Mon 7/2712:45 pm
YYG
- MDW
1 stop22h 55m
Porter Airlines
Deal found 6/11![Porter Airlines logo]()
$596
This FlightHub deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/263:20 pm
MDW
- YQM
1 stop17h 52m
Porter Airlines
Wed 7/296:15 am
YQM
- MDW
1 stop5h 25m
Porter Airlines
Deal found 6/11![Porter Airlines logo]()
$624
This Kiwi.com deal was found by Cheapflights users on 6/12. 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 7/2710:25 am
MDW
- YQM
2 stops28h 08m
Porter Airlines
Mon 8/36:15 am
YQM
- MDW
1 stop5h 25m
Porter Airlines
Deal found 6/12![Porter Airlines logo]()
$552
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 June 15, 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 June 15, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/10. 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 9/2111:45 am
ORD
- YYG
2 stops26h 50m
Porter Airlines
Deal found 6/10![Porter Airlines logo]()
$296
This Air Canada deal was found by Cheapflights users on 6/10. 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.
Mon 9/218:45 am
ORD
- YYG
1 stop4h 55m
Air Canada
Deal found 6/10![Air Canada logo]()
$327
This Kiwi.com deal was found by Cheapflights users on 6/10. 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 9/217:00 am
ORD
- YYG
3 stops31h 35m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$424
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 June 15, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $531 (Kiwi.com) |
One-way from | $296 (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 June 15, 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
ChicagoMoncton
MDW - YQM
MDWYQM
Chicago Midway
Mon 7/27
10:25 am-11:12 am
1 stop22h 47m
Moncton Intl
Mon 8/3
6:15 am-9:40 am
1 stop5h 25m
$558
ChicagoCharlottetown
MDW - YYG
MDWYYG
Chicago Midway
Fri 7/24
3:20 pm-11:48 am
1 stop18h 28m
Charlottetown
Mon 7/27
12:45 pm-9:40 am
1 stop22h 55m
$596
ChicagoMoncton
MDW - YQM
MDWYQM
Chicago Midway
Wed 8/12
10:20 am-9:30 pm
2 stops9h 10m
Moncton Intl
Sat 8/15
6:15 am-9:40 am
1 stop5h 25m
$602
ChicagoMoncton
MDW - YQM
MDWYQM
Chicago Midway
Sun 7/26
3:20 pm-11:12 am
1 stop17h 52m
Moncton Intl
Wed 7/29
6:15 am-9:40 am
1 stop5h 25m
$624
ChicagoCharlottetown
MDW - YYG
MDWYYG
Chicago Midway
Wed 7/8
10:25 am-11:48 am
1 stop23h 23m
Charlottetown
Sun 7/12
5:20 pm-9:40 am
2 stops42h 20m
$640
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
$698
ChicagoCharlottetown
ORD - YYG
ORDYYG
Chicago O'Hare Intl
Wed 9/16
8:45 am-3:40 pm
1 stop4h 55m
Charlottetown
Sun 9/20
11:20 am-8:29 pm
2 stops11h 09m
$703
Quickest round-trip
ChicagoCharlottetown
ORD - YYG
ORDYYG
Chicago O'Hare Intl
Sun 8/16
8:45 am-3:40 pm
1 stop4h 55m
Charlottetown
Sat 8/22
4:30 pm-8:05 pm
1 stop5h 35m
$704
ChicagoCharlottetown
ORD - YYG
ORDYYG
Chicago O'Hare Intl
Wed 9/2
8:45 am-3:40 pm
1 stop4h 55m
Charlottetown
Mon 9/7
11:20 am-8:49 pm
2 stops11h 29m
$704
ChicagoCharlottetown
ORD - YYG
ORDYYG
Chicago O'Hare Intl
Wed 10/21
9:50 am-5:55 pm
1 stop6h 05m
Charlottetown
Sun 10/25
5:00 am-9:00 am
1 stop6h 00m
$707
Showing 1-10 of 22 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
MDW-YQM
ORD-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 Prince Edward Island
CHI-CAPE
MDW-YYG
MDW-YQM
ORD-YYG
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 June 15, 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.
Overall
7.1
Comfort
7.1
Food
6.3
Entertainment
6.8
Boarding
7.3
Crew
7.8
Reviews
1 / 20
8.0
ExcellentDr vandana,Feb 2026
SFO - YYC
Overall
7.1
Comfort
7.1
Food
6.3
Entertainment
6.8
Boarding
7.3
Crew
7.8
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Alternative routes for Chicago to Prince Edward Island
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Prince Edward Island by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Prince Edward Island by cabin class
Find flights from Chicago to Prince Edward Island, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Prince Edward Island flights
Browse other Chicago and Prince Edward Island flight options. Last updated on June 15, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 June 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$309 | Average$656 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$682 | Average$887 | FlexibilityNo cancel fee | On-time69% |