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Cheap flights from Chicago to Prince Edward Island from C$ 662

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 24/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYG
30 May — 6 Jun1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Chicago to Prince Edward Island

Enter your travel dates to find the best prices.

Cheapest flights from Chicago to Prince Edward Island
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 30 April 2026.

Sun 24/510:30 a.m.
MDW
-
YYG
1 stop22h 25m
Multiple Airlines
Sat 30/55:20 p.m.
YYG
-
MDW
2 stops18h 25m
Multiple Airlines
Deal found 27/4C$ 662
Wed 16/98:45 a.m.
ORD
-
YYG
1 stop4h 55m
Air Canada
Sun 20/94:30 p.m.
YYG
-
ORD
1 stop5h 42m
Air Canada
Deal found 27/4C$ 829
Wed 16/98:45 a.m.
ORD
-
YYG
1 stop4h 55m
Air Canada
Tue 22/911:20 a.m.
YYG
-
ORD
1 stop5h 32m
Air Canada
Deal found 30/4C$ 844
Sat 29/88:45 a.m.
ORD
-
YYG
1 stop4h 55m
Air Canada
Sat 5/94:30 p.m.
YYG
-
ORD
1 stop5h 35m
Air Canada
Deal found 26/4C$ 850
Wed 10/69:15 p.m.
ORD
-
YYG
1 stop24h 47m
Air Canada
Wed 17/611:20 a.m.
YYG
-
ORD
1 stop5h 30m
Air Canada
Deal found 26/4C$ 861
Tue 9/61:49 p.m.
ORD
-
YYG
2 stops19h 06m
Multiple Airlines
Mon 15/611:40 a.m.
YYG
-
ORD
2 stops12h 40m
Multiple Airlines
Deal found 25/4C$ 863
Wed 10/68:20 p.m.
ORD
-
YYG
2 stops17h 21m
Multiple Airlines
Wed 17/611:40 a.m.
YYG
-
ORD
1 stop12h 25m
Multiple Airlines
Deal found 26/4C$ 866
Sun 16/88:45 a.m.
ORD
-
YYG
1 stop4h 55m
Air Canada
Sat 22/84:30 p.m.
YYG
-
ORD
1 stop5h 35m
Air Canada
Deal found 28/4C$ 870
Thu 28/58:45 a.m.
ORD
-
YYG
1 stop4h 56m
Air Canada
Fri 29/55:15 a.m.
YYG
-
ORD
1 stop5h 45m
Air Canada
Deal found 26/4C$ 877
Wed 24/63:45 p.m.
ORD
-
YYG
1 stop6h 14m
Air Canada
Tue 30/65:20 a.m.
YYG
-
ORD
1 stop5h 40m
Air Canada
Deal found 26/4C$ 884
Tue 9/69:17 a.m.
MDW
-
YYG
2 stops23h 38m
Multiple Airlines
Mon 15/65:15 p.m.
YYG
-
MDW
2 stops18h 25m
Multiple Airlines
Deal found 25/4C$ 970
Sat 13/69:54 a.m.
MDW
-
YYG
2 stops23h 01m
Multiple Airlines
Sat 20/65:20 p.m.
YYG
-
MDW
2 stops23h 15m
Multiple Airlines
Deal found 29/4C$ 1,064

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 30 April 2026.

Round-trip from

C$ 662
Porter Airlines
  • Porter Airlines
  • 24/5-30/5
  • 3 total stops
  • 40h 50m total
  • Chicago to Prince Edward Island
Search Deals

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 629,999 searches. Data last updated 30 April 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

Price

Cheapest round-trip
Quickest round-trip

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sat 18/7

8:45 a.m.-3:40 p.m.

1 stop4h 55m

Charlottetown

Sat 25/7

4:30 p.m.-8:05 p.m.

1 stop5h 35m

C$ 870

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sun 16/8

8:45 a.m.-3:40 p.m.

1 stop4h 55m

Charlottetown

Sat 22/8

4:30 p.m.-8:05 p.m.

1 stop5h 35m

C$ 870

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Thu 28/5

8:45 a.m.-3:41 p.m.

1 stop4h 56m

Charlottetown

Fri 29/5

5:15 a.m.-9:00 a.m.

1 stop5h 45m

C$ 877

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Wed 16/9

8:40 p.m.-3:40 p.m.

2 stops17h 00m

Charlottetown

Sun 20/9

11:20 a.m.-8:16 p.m.

2 stops10h 56m

C$ 889

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sat 13/6

5:05 a.m.-10:55 a.m.

3 stops27h 50m

Charlottetown

Sat 20/6

11:50 a.m.-11:59 p.m.

3 stops14h 09m

C$ 966

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Tue 9/6

9:17 a.m.-10:55 a.m.

2 stops23h 38m

Charlottetown

Mon 15/6

5:15 p.m.-9:40 a.m.

2 stops18h 25m

C$ 970

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sat 12/9

7:45 p.m.-3:40 p.m.

2 stops17h 55m

Charlottetown

Sat 19/9

11:20 a.m.-2:52 p.m.

1 stop5h 32m

C$ 976

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sun 13/9

6:30 a.m.-11:59 p.m.

2 stops15h 29m

Charlottetown

Thu 17/9

4:30 p.m.-8:12 p.m.

1 stop5h 42m

C$ 981

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Wed 30/9

5:00 a.m.-3:40 p.m.

2 stops8h 40m

Charlottetown

Sun 4/10

5:25 a.m.-9:00 a.m.

1 stop5h 35m

C$ 996

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sat 29/8

9:40 p.m.-3:40 p.m.

2 stops16h 00m

Charlottetown

Sat 5/9

4:30 p.m.-8:05 p.m.

1 stop5h 35m

C$ 996

Flights are sorted by cheapest round-trip flights first.

Deals found on 26/4

Showing 1-10 of 19 resultsSorted by cheapest first
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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.
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
No data available for this route at this time. Please check back soon.

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.

  • How long is the flight from Chicago to Prince Edward Island?

    Air Canada and Porter Airlines can get you from Chicago to Prince Edward Island in just under 4h 55m. Your travel time can differ by up to 18h 20m. Chicago and Prince Edward Island are separated by a distance of 2025 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • Can I find deals for flights from Chicago to Prince Edward Island that include hotel bookings?

    Yes. In addition to deals on Chicago to Prince Edward Island flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Prince Edward Island?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Prince Edward Island.

  • Can I find deals for business class flights from Chicago to Prince Edward Island?

    Yes. Cheapflights offers flight deals from Chicago to Prince Edward Island by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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Can Cheapflights find flights from Chicago to Prince Edward Island with no change fees?

Need flexible booking options for your flight to Prince Edward Island from Chicago? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

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