$568+ Cheap flights from Chicago (CHI) to Prince Edward Island
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 3/23. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYG
Mar 4 — Mar 111
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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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
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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 February 2, 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 February 2, 2026.
This Gotogate deal was found by Cheapflights users on 2/1. 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 3/2311:00 am
MDW
- YQM
2 stops10h 30m
Porter Airlines
Sat 3/286:40 am
YQM
- MDW
2 stops7h 10m
Porter Airlines
Deal found 2/1![Porter Airlines logo]()
$568
This Air Canada deal was found by Cheapflights users on 2/2. 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.
Sun 8/168:45 am
ORD
- YYG
1 stop4h 45m
Air Canada
Sun 8/234:20 pm
YYG
- ORD
1 stop5h 45m
Air Canada
Deal found 2/2![Air Canada logo]()
$579
This Air Canada deal was found by Cheapflights users on 2/2. 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 9/2011:20 am
YYG
- ORD
2 stops10h 56m
Air Canada
Deal found 2/2![Air Canada logo]()
$584
This Air Canada deal was found by Cheapflights users on 2/1. 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 5/298:45 am
ORD
- YYG
1 stop4h 52m
Air Canada
Wed 6/311:20 am
YYG
- ORD
1 stop5h 33m
Air Canada
Deal found 2/1![Air Canada logo]()
$634
This Air Canada deal was found by Cheapflights users on 2/2. 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 6/102:15 pm
ORD
- YYG
1 stop7h 47m
Air Canada
Mon 6/154:20 pm
YYG
- ORD
1 stop5h 45m
Air Canada
Deal found 2/2![Air Canada logo]()
$661
This Air Canada deal was found by Cheapflights users on 2/1. 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 6/288:45 am
ORD
- YYG
1 stop4h 45m
Air Canada
Sun 7/54:20 pm
YYG
- ORD
1 stop5h 45m
Air Canada
Deal found 2/1![Air Canada logo]()
$665
This Air Canada deal was found by Cheapflights users on 2/2. 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.
Thu 2/268:00 am
ORD
- YYG
1 stop7h 40m
Air Canada
Thu 3/55:05 am
YYG
- ORD
1 stop6h 45m
Air Canada
Deal found 2/2![Air Canada logo]()
$666
This Air Canada deal was found by Cheapflights users on 1/31. 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.
Thu 4/99:50 am
ORD
- YYG
1 stop5h 47m
Air Canada
Sun 4/1211:15 am
YYG
- ORD
1 stop5h 40m
Air Canada
Deal found 1/31![Air Canada logo]()
$670
This FlightHub deal was found by Cheapflights users on 2/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2611:05 am
MDW
- YYG
2 stops24h 00m
Porter Airlines
Thu 3/51:45 pm
YYG
- MDW
2 stops22h 20m
Porter Airlines
Deal found 2/2![Porter Airlines logo]()
$672
This Air Canada deal was found by Cheapflights users on 2/2. 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 3/43:55 pm
ORD
- YYG
1 stop7h 04m
Air Canada
Wed 3/115:05 am
YYG
- ORD
1 stop6h 08m
Air Canada
Deal found 2/2![Air Canada logo]()
$675
This oojo deal was found by Cheapflights users on 2/1. 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 4/234:15 pm
MDW
- YYG
2 stops18h 47m
Porter Airlines
Sun 4/261:45 pm
YYG
- MDW
2 stops22h 20m
Porter Airlines
Deal found 2/1![Porter Airlines logo]()
$688
This Porter Airlines deal was found by Cheapflights users on 2/1. 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 4/294:15 pm
MDW
- YQM
1 stop18h 45m
Porter Airlines
Thu 4/306:55 pm
YQM
- MDW
1 stop23h 55m
Porter Airlines
Deal found 2/1![Porter Airlines logo]()
$694
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 February 2, 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 February 2, 2026.
This Gotogate deal was found by Cheapflights users on 2/1. 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 3/2311:00 am
MDW
- YQM
2 stops10h 30m
Porter Airlines
Sat 3/286:40 am
YQM
- MDW
2 stops7h 10m
Porter Airlines
Deal found 2/1![Porter Airlines logo]()
$568
This Air Canada deal was found by Cheapflights users on 2/2. 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.
Fri 5/298:45 am
ORD
- YYG
1 stop4h 52m
Air Canada
Wed 6/311:20 am
YYG
- ORD
1 stop5h 33m
Air Canada
Deal found 2/2![Air Canada logo]()
$634
This Mytrip deal was found by Cheapflights users on 2/1. 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 3/2311:00 am
MDW
- YQM
3 stops17h 58m
Multiple Airlines
Sat 3/286:40 am
YQM
- MDW
2 stops7h 10m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$785
This Air Canada deal was found by Cheapflights users on 2/2. 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 6/102:15 pm
ORD
- YYG
1 stop7h 47m
Air Canada
Mon 6/154:20 pm
YYG
- ORD
1 stop5h 45m
Air Canada
Deal found 2/2![Air Canada logo]()
$661
This FlightHub deal was found by Cheapflights users on 2/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/411:00 am
MDW
- YYG
2 stops24h 02m
Porter Airlines
Wed 3/111:45 pm
YYG
- MDW
2 stops22h 20m
Porter Airlines
Deal found 2/2![Porter Airlines logo]()
$672
This Air Canada deal was found by Cheapflights users on 2/1. 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 6/298:45 am
ORD
- YYG
1 stop4h 45m
Air Canada
Mon 7/64:20 pm
YYG
- ORD
1 stop5h 45m
Air Canada
Deal found 2/1![Air Canada logo]()
$665
This FlightHub deal was found by Cheapflights users on 2/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2611:05 am
MDW
- YYG
2 stops24h 00m
Porter Airlines
Thu 3/51:45 pm
YYG
- MDW
2 stops22h 20m
Porter Airlines
Deal found 2/2![Porter Airlines logo]()
$672
This Air Canada deal was found by Cheapflights users on 2/1. 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 6/288:45 am
ORD
- YYG
1 stop4h 45m
Air Canada
Mon 7/64:20 pm
YYG
- ORD
1 stop5h 45m
Air Canada
Deal found 2/1![Air Canada logo]()
$665
This oojo deal was found by Cheapflights users on 2/1. 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 4/234:15 pm
MDW
- YYG
2 stops18h 47m
Porter Airlines
Sun 4/261:45 pm
YYG
- MDW
2 stops22h 20m
Porter Airlines
Deal found 2/1![Porter Airlines logo]()
$688
This Air Canada deal was found by Cheapflights users on 2/1. 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 6/298:45 am
ORD
- YYG
1 stop4h 45m
Air Canada
Tue 7/74:20 pm
YYG
- ORD
1 stop5h 45m
Air Canada
Deal found 2/1![Air Canada logo]()
$665
This Porter Airlines deal was found by Cheapflights users on 2/1. 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 4/294:15 pm
MDW
- YQM
1 stop18h 45m
Porter Airlines
Thu 4/306:55 pm
YQM
- MDW
1 stop23h 55m
Porter Airlines
Deal found 2/1![Porter Airlines logo]()
$694
This Air Canada deal was found by Cheapflights users on 2/1. 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 7/308:45 am
ORD
- YYG
1 stop4h 45m
Air Canada
Mon 8/34:20 pm
YYG
- ORD
1 stop5h 45m
Air Canada
Deal found 2/1![Air Canada logo]()
$665
This FlightHub deal was found by Cheapflights users on 1/31. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/124:15 pm
MDW
- YYG
2 stops18h 47m
Porter Airlines
Sat 4/181:45 pm
YYG
- MDW
2 stops22h 20m
Porter Airlines
Deal found 1/31![Porter Airlines logo]()
$731
This Air Canada deal was found by Cheapflights users on 2/1. 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 7/68:45 am
ORD
- YYG
1 stop4h 45m
Air Canada
Fri 7/174:20 pm
YYG
- ORD
1 stop5h 45m
Air Canada
Deal found 2/1![Air Canada logo]()
$665
This Porter Airlines deal was found by Cheapflights users on 1/31. 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.
Wed 4/811:00 am
MDW
- YYG
2 stops24h 02m
Porter Airlines
Sun 4/121:45 pm
YYG
- MDW
2 stops22h 20m
Porter Airlines
Deal found 1/31![Porter Airlines logo]()
$731
This Air Canada deal was found by Cheapflights users on 2/2. 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.
Thu 2/268:00 am
ORD
- YYG
1 stop7h 40m
Air Canada
Thu 3/55:05 am
YYG
- ORD
1 stop6h 45m
Air Canada
Deal found 2/2![Air Canada logo]()
$666
This FlightHub deal was found by Cheapflights users on 1/31. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/1211:00 am
MDW
- YYG
2 stops24h 02m
Porter Airlines
Fri 4/171:45 pm
YYG
- MDW
2 stops24h 05m
Porter Airlines
Deal found 1/31![Porter Airlines logo]()
$731
This Porter Airlines deal was found by Cheapflights users on 1/31. 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.
Sat 4/1112:45 pm
MDW
- YYG
2 stops22h 17m
Porter Airlines
Fri 4/171:45 pm
YYG
- MDW
2 stops24h 05m
Porter Airlines
Deal found 1/31![Porter Airlines logo]()
$731
This oojo deal was found by Cheapflights users on 2/1. 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.
Sun 3/294:15 pm
MDW
- YYG
2 stops18h 47m
Porter Airlines
Tue 3/311:45 pm
YYG
- MDW
2 stops27h 35m
Porter Airlines
Deal found 2/1![Porter Airlines logo]()
$738
This oojo deal was found by Cheapflights users on 2/1. 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 5/2910:25 am
MDW
- YYG
2 stops28h 10m
Porter Airlines
Wed 6/35:20 pm
YYG
- MDW
2 stops25h 30m
Porter Airlines
Deal found 2/1![Porter Airlines logo]()
$774
This oojo deal was found by Cheapflights users on 2/1. 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 2/1211:05 am
MDW
- YYG
2 stops24h 00m
Porter Airlines
Tue 2/171:45 pm
YYG
- MDW
2 stops22h 25m
Porter Airlines
Deal found 2/1![Porter Airlines logo]()
$919
Last-minute flights from Chicago to Prince Edward IslandDiscover last-minute flight deals from Chicago to Prince Edward Island. Data last updated February 2, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Prince Edward Island. Data last updated February 2, 2026 and is based on user searches.
This oojo deal was found by Cheapflights users on 2/1. 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 2/1211:05 am
MDW
- YYG
2 stops24h 00m
Porter Airlines
Tue 2/171:45 pm
YYG
- MDW
2 stops22h 25m
Porter Airlines
Deal found 2/1![Porter Airlines logo]()
$919
This Air Canada deal was found by Cheapflights users on 2/2. 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.
Thu 2/128:40 pm
ORD
- YYG
2 stops11h 53m
Air Canada
Tue 2/175:05 am
YYG
- ORD
1 stop16h 40m
Air Canada
Deal found 2/2![Air Canada logo]()
$1,039
This Air Canada deal was found by Cheapflights users on 2/2. 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.
Thu 2/268:00 am
ORD
- YYG
1 stop7h 40m
Air Canada
Thu 3/55:05 am
YYG
- ORD
1 stop6h 45m
Air Canada
Deal found 2/2![Air Canada logo]()
$666
This FlightHub deal was found by Cheapflights users on 2/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2611:05 am
MDW
- YYG
2 stops24h 00m
Porter Airlines
Thu 3/51:45 pm
YYG
- MDW
2 stops22h 20m
Porter Airlines
Deal found 2/2![Porter Airlines logo]()
$672
This Air Canada deal was found by Cheapflights users on 2/2. 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 3/43:55 pm
ORD
- YYG
1 stop7h 04m
Air Canada
Wed 3/115:05 am
YYG
- ORD
1 stop6h 08m
Air Canada
Deal found 2/2![Air Canada logo]()
$675
This Mytrip deal was found by Cheapflights users on 2/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/47:00 am
ORD
- YYG
3 stops28h 02m
Multiple Airlines
Wed 3/111:45 pm
YYG
- ORD
3 stops12h 55m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$705
This United Airlines deal was found by Cheapflights users on 2/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/411:15 am
ORD
- YYG
2 stops11h 44m
United Airlines
Wed 3/115:05 am
YYG
- ORD
1 stop6h 45m
United Airlines
Deal found 2/2![United Airlines logo]()
$760
This Gotogate deal was found by Cheapflights users on 2/1. 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 3/2311:00 am
MDW
- YQM
2 stops10h 30m
Porter Airlines
Sat 3/286:40 am
YQM
- MDW
2 stops7h 10m
Porter Airlines
Deal found 2/1![Porter Airlines logo]()
$568
This Mytrip deal was found by Cheapflights users on 2/1. 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 3/2311:00 am
MDW
- YQM
3 stops17h 58m
Multiple Airlines
Sat 3/286:40 am
YQM
- MDW
2 stops7h 10m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$785
This Air Canada deal was found by Cheapflights users on 2/1. 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 3/297:55 am
ORD
- YYG
1 stop7h 42m
Air Canada
Tue 3/3111:15 am
YYG
- ORD
1 stop5h 40m
Air Canada
Deal found 2/1![Air Canada logo]()
$670
This oojo deal was found by Cheapflights users on 2/1. 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.
Sun 3/294:15 pm
MDW
- YYG
2 stops18h 47m
Porter Airlines
Tue 3/311:45 pm
YYG
- MDW
2 stops27h 35m
Porter Airlines
Deal found 2/1![Porter Airlines logo]()
$738
This United Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/299:18 pm
ORD
- YYG
2 stops18h 19m
United Airlines
Tue 3/3111:15 am
YYG
- ORD
1 stop5h 40m
United Airlines
Deal found 2/1![United Airlines logo]()
$755
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 February 2, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $568 (Gotogate) |
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 February 2, 2026.
Use the filters below to find and compare flights from Chicago to Prince Edward Island that are best for you.
Fly from
Chicago
Fly to
Prince Edward Island
Route
Depart
Return
Price
ChicagoMoncton
MDW - YQM
MDWYQM
Chicago Midway
Mon 3/23
11:00 am-11:30 pm
2 stops10h 30m
Moncton Intl
Sat 3/28
6:40 am-11:50 am
2 stops7h 10m
$568
ChicagoCharlottetown
ORD - YYG
ORDYYG
Chicago O'Hare Intl
Fri 5/29
8:45 am-3:37 pm
1 stop4h 52m
Charlottetown
Wed 6/3
11:20 am-2:53 pm
1 stop5h 33m
$634
ChicagoCharlottetown
ORD - YYG
ORDYYG
Chicago O'Hare Intl
Wed 6/10
2:15 pm-12:02 am
1 stop7h 47m
Charlottetown
Mon 6/15
4:20 pm-8:05 pm
1 stop5h 45m
$661
ChicagoCharlottetown
ORD - YYG
ORDYYG
Chicago O'Hare Intl
Mon 6/29
8:45 am-3:30 pm
1 stop4h 45m
Charlottetown
Mon 7/6
4:20 pm-8:05 pm
1 stop5h 45m
$665
ChicagoCharlottetown
ORD - YYG
ORDYYG
Chicago O'Hare Intl
Sun 6/28
8:45 am-3:30 pm
1 stop4h 45m
Charlottetown
Mon 7/6
4:20 pm-8:05 pm
1 stop5h 45m
$665
ChicagoCharlottetown
ORD - YYG
ORDYYG
Chicago O'Hare Intl
Mon 6/29
8:45 am-3:30 pm
1 stop4h 45m
Charlottetown
Tue 7/7
4:20 pm-8:05 pm
1 stop5h 45m
$665
ChicagoCharlottetown
ORD - YYG
ORDYYG
Chicago O'Hare Intl
Thu 7/30
8:45 am-3:30 pm
1 stop4h 45m
Charlottetown
Mon 8/3
4:20 pm-8:05 pm
1 stop5h 45m
$665
ChicagoCharlottetown
ORD - YYG
ORDYYG
Chicago O'Hare Intl
Mon 7/6
8:45 am-3:30 pm
1 stop4h 45m
Charlottetown
Fri 7/17
4:20 pm-8:05 pm
1 stop5h 45m
$665
ChicagoCharlottetown
ORD - YYG
ORDYYG
Chicago O'Hare Intl
Thu 2/26
8:00 am-5:40 pm
1 stop7h 40m
Charlottetown
Thu 3/5
5:05 am-9:50 am
1 stop6h 45m
$666
ChicagoCharlottetown
MDW - YYG
MDWYYG
Chicago Midway
Wed 3/4
11:00 am-1:02 pm
2 stops24h 02m
Charlottetown
Wed 3/11
1:45 pm-10:05 am
2 stops22h 20m
$672
Showing 1-10 of 21 results
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-YQM
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 Prince Edward Island
CHI-CAPE
MDW-YQM
ORD-YYG
MDW-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 February 2, 2026.
Peruse reviews from past customers who have flown with United Airlines and 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.
Boarding
7.7
Crew
8.1
Comfort
7.3
Overall
7.4
Entertainment
7.1
Food
6.6
Reviews
1 / 20
10.0
ExcellentDane,Jan 2026
TYS - IAD
Boarding
7.7
Crew
8.1
Comfort
7.3
Overall
7.4
Entertainment
7.1
Food
6.6
Reviews
1 / 20
10.0
ExcellentDane,Jan 2026
TYS - IAD
Boarding
7.7
Crew
8.1
Comfort
7.3
Overall
7.4
Entertainment
7.1
Food
6.6
Reviews
1 / 20
10.0
ExcellentDane,Jan 2026
TYS - IAD
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
See prices for flight routes from nearby airports that may be better suited for you.
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 February 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$230 | Average$555 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$241 | Average$738 | FlexibilityNo cancel fee | On-time69% |