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Cheap flights from Chicago to Prince Edward Island from C$ 332

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 22/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYG
5 May — 12 May1
1 adult

Cheap 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 2025.

Round-trip from

C$ 627

One-way from

C$ 332
Porter Airlines
  • Porter Airlines
  • 4/6-6/6
  • 5 total stops
  • 37h 19m total
  • Chicago to Prince Edward Island
Search Deals
Porter Airlines
  • Porter Airlines
  • 22/5
  • 2 total stops
  • 11h 35m total
  • Chicago to Prince Edward Island
Search Deals

Find flight deals from Chicago to Prince Edward Island

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 2025.

Wed 4/69:40 a.m.MDW - YYG
2 stops25h 05mPorter Airlines
Fri 6/66:40 a.m.YYG - MDW
3 stops12h 14mPorter Airlines
Deal found 27/4C$ 627
Wed 4/69:40 a.m.MDW - YYG
2 stops25h 05mMultiple Airlines
Fri 6/612:30 p.m.YYG - MDW
1 stop22h 15mMultiple Airlines
Deal found 27/4C$ 633
Thu 12/63:50 p.m.ORD - YYG
1 stop6h 12mAir Canada
Thu 19/611:25 a.m.YYG - ORD
1 stop5h 16mAir Canada
Deal found 28/4C$ 699
Wed 4/67:19 a.m.ORD - YYG
1 stop6h 12mUnited Airlines
Fri 6/64:25 p.m.YYG - ORD
1 stop5h 55mUnited Airlines
Deal found 27/4C$ 700
Thu 28/83:50 p.m.ORD - YYG
1 stop6h 09mMultiple Airlines
Tue 2/911:25 a.m.YYG - ORD
2 stops10h 04mMultiple Airlines
Deal found 27/4C$ 725

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 2025.
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

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Wed 4/6

9:40 a.m.-12:45 p.m.

2 stops25h 05m

Charlottetown

Fri 6/6

6:40 a.m.-4:54 p.m.

3 stops12h 14m

C$ 627

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Wed 4/6

9:40 a.m.-12:45 p.m.

2 stops25h 05m

Charlottetown

Fri 6/6

12:30 p.m.-8:45 a.m.

1 stop22h 15m

C$ 633

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Thu 12/6

3:50 p.m.-12:02 a.m.

1 stop6h 12m

Charlottetown

Thu 19/6

11:25 a.m.-2:41 p.m.

1 stop5h 16m

C$ 699

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Wed 4/6

7:19 a.m.-3:31 p.m.

1 stop6h 12m

Charlottetown

Fri 6/6

4:25 p.m.-8:20 p.m.

1 stop5h 55m

C$ 700

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Thu 28/8

3:50 p.m.-11:59 p.m.

1 stop6h 09m

Charlottetown

Tue 2/9

11:25 a.m.-7:29 p.m.

2 stops10h 04m

C$ 725

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Thu 22/5

9:40 a.m.-11:15 p.m.

2 stops11h 35m

C$ 332

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Fri 13/6

9:40 a.m.-11:15 p.m.

2 stops11h 35m

C$ 345

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Mon 26/5

3:50 p.m.-12:02 a.m.

1 stop6h 12m

C$ 358

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Thu 22/5

9:40 a.m.-11:10 a.m.

1 stop23h 30m

C$ 401

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Mon 26/5

5:05 a.m.-11:15 p.m.

2 stops16h 10m

C$ 410

Flights are sorted by cheapest round-trip flights first.

Deals found on 27/4

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.

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 30 April 2025.
Porter Airlines
8.0
Very good
285 reviews
Check prices

Entertainment

7.0

Boarding

8.2

Overall

8.0

Crew

8.8

Food

7.6

Comfort

8.1

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
Porter Airlines
8.0
Very good
285 reviews
Porter Airlines
8.0
Very good
285 reviews
Check prices

Entertainment

7.0

Boarding

8.2

Overall

8.0

Crew

8.8

Food

7.6

Comfort

8.1

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
United Airlines
7.4
Good
8,696 reviews
Porter Airlines
8.0
Very good
285 reviews
Check prices

Entertainment

7.0

Boarding

8.2

Overall

8.0

Crew

8.8

Food

7.6

Comfort

8.1

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
Air Canada
7.0
Good
9,242 reviews
Porter Airlines
8.0
Very good
285 reviews
Check prices

Entertainment

7.0

Boarding

8.2

Overall

8.0

Crew

8.8

Food

7.6

Comfort

8.1

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you

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.

  • What are the cheapest airlines to fly from Chicago to Prince Edward Island one-way?

    To fly one-way, consider booking your trip with Porter Airlines, which is currently one of the cheapest options available, starting at C$ 332. APG Airlines flights start at C$ 345 while deals on Air Canada start at C$ 358 one-way.

  • 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.

  • What is the cheapest month to book a flight from Chicago to Prince Edward Island?

    Currently, June is the cheapest month in which you can book a flight from Chicago to Prince Edward Island (average of C$ 205). Flying from Chicago to Prince Edward Island in December is currently the most expensive (average of C$ 481). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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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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