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Cheap flights from Chicago to Prince Edward Island from C$ 417

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 15/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYG
18 Apr — 25 Apr1
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 19 March 2026.

Sat 2/58:45 a.m.
ORD
-
YYG
1 stop5h 02m
Air Canada
Sat 9/54:30 p.m.
YYG
-
ORD
1 stop5h 38m
Air Canada
Deal found 18/3C$ 879
Thu 17/93:20 p.m.
ORD
-
YYG
1 stop17h 35m
Multiple Airlines
Mon 21/911:40 a.m.
YYG
-
ORD
1 stop25h 20m
Multiple Airlines
Deal found 17/3C$ 894
Wed 16/98:45 a.m.
ORD
-
YYG
1 stop4h 55m
Air Canada
Tue 22/94:30 p.m.
YYG
-
ORD
1 stop5h 42m
Air Canada
Deal found 17/3C$ 895
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 16/3C$ 896
Tue 2/62:15 p.m.
ORD
-
YYG
1 stop7h 47m
Air Canada
Mon 8/611:20 a.m.
YYG
-
ORD
1 stop5h 30m
Air Canada
Deal found 16/3C$ 902
Thu 3/129:50 a.m.
ORD
-
YYG
1 stop5h 35m
Air Canada
Sat 5/1211:15 a.m.
YYG
-
ORD
2 stops11h 01m
Air Canada
Deal found 18/3C$ 909
Thu 30/78:45 a.m.
ORD
-
YYG
1 stop4h 55m
Air Canada
Thu 6/811:20 a.m.
YYG
-
ORD
2 stops7h 37m
Air Canada
Deal found 14/3C$ 914
Sat 30/58:20 p.m.
ORD
-
YYG
1 stop13h 02m
Air Canada
Wed 3/611:20 a.m.
YYG
-
ORD
1 stop5h 30m
Air Canada
Deal found 15/3C$ 936
Sat 12/95:59 p.m.
MDW
-
YYG
2 stops14h 56m
Multiple Airlines
Fri 18/911:40 a.m.
YYG
-
MDW
2 stops8h 51m
Multiple Airlines
Deal found 15/3C$ 1,177
Sat 30/510:25 a.m.
MDW
-
YYG
2 stops28h 10m
Porter Airlines
Wed 3/65:20 p.m.
YYG
-
MDW
2 stops23h 15m
Porter Airlines
Deal found 17/3C$ 1,188
Thu 16/710:25 a.m.
MDW
-
YYG
1 stop22h 30m
Multiple Airlines
Sun 19/71:05 p.m.
YYG
-
MDW
1 stop22h 35m
Multiple Airlines
Deal found 17/3C$ 1,283
Thu 25/610:25 a.m.
MDW
-
YYG
2 stops28h 10m
Porter Airlines
Thu 9/711:50 a.m.
YYG
-
MDW
2 stops23h 50m
Porter Airlines
Deal found 14/3C$ 1,354

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 19 March 2026.

Round-trip from

C$ 879

One-way from

C$ 417
Air Canada
  • Air Canada
  • 2/5-9/5
  • 2 total stops
  • 10h 40m total
  • Chicago to Prince Edward Island
Search Deals
Air Canada
  • Air Canada
  • 15/7
  • 1 total stop
  • 4h 55m 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 19 March 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

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Fri 17/7

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

1 stop4h 55m

Charlottetown

Mon 20/7

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

1 stop5h 35m

C$ 895

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sun 3/5

8:45 a.m.-3:47 p.m.

1 stop5h 02m

Charlottetown

Sun 10/5

11:25 a.m.-2:53 p.m.

1 stop5h 28m

C$ 895

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Fri 17/7

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

1 stop4h 55m

Charlottetown

Thu 23/7

11:20 a.m.-2:55 p.m.

1 stop5h 35m

C$ 895

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Tue 14/7

8:45 a.m.-3:44 p.m.

1 stop4h 59m

Charlottetown

Mon 20/7

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

1 stop5h 35m

C$ 895

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sat 1/8

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

1 stop4h 55m

Charlottetown

Wed 5/8

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

1 stop5h 35m

C$ 896
Quickest round-trip

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Wed 9/9

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

1 stop4h 55m

Charlottetown

Sat 12/9

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

1 stop5h 32m

C$ 896

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

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

2 stops10h 56m

C$ 903

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Fri 22/5

8:20 p.m.-11:22 a.m.

1 stop13h 02m

Charlottetown

Sun 24/5

4:30 p.m.-8:08 p.m.

1 stop5h 38m

C$ 936

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sat 30/5

8:20 p.m.-11:22 a.m.

1 stop13h 02m

Charlottetown

Wed 3/6

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

2 stops10h 56m

C$ 944

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Sat 12/9

5:59 p.m.-10:55 a.m.

2 stops14h 56m

Charlottetown

Fri 18/9

11:40 a.m.-6:31 p.m.

2 stops8h 51m

C$ 1,177

Flights are sorted by cheapest round-trip flights first.

Deals found on 16/3

Showing 1-10 of 25 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 23h 15m. 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.

See more FAQs

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Why should you use Cheapflights to find cheap flight tickets from Chicago to Prince Edward Island?

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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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Of course! You can now track prices for flights from Chicago to Prince Edward Island and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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