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Cheap flights from Chicago to Prince Edward Island from C$ 269

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 18/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYG
22 Apr — 29 Apr1
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 17 April 2025.

Round-trip from

C$ 568

One-way from

C$ 269
Air Canada
  • Air Canada
  • 1/6-8/6
  • 2 total stops
  • 10h 41m total
  • Chicago to Prince Edward Island
Search Deals
18/5
  • 18/5
  • 1 total stop
  • 15h 20m 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 17 April 2025.

Sun 1/68:40 a.m.ORD - YYG
1 stop4h 51mAir Canada
Sun 8/65:20 a.m.YYG - ORD
1 stop5h 50mAir Canada
Deal found 16/4C$ 568
Sun 1/69:40 a.m.MDW - YYG
2 stops11h 35mPorter Airlines
Sun 8/66:40 a.m.YYG - MDW
2 stops11h 44mPorter Airlines
Deal found 17/4C$ 613
Sun 1/68:25 p.m.ORD - YYG
3 stops24h 50mMultiple Airlines
Sun 8/64:25 p.m.YYG - ORD
2 stops21h 11mMultiple Airlines
Deal found 16/4C$ 646
Thu 28/88:40 a.m.ORD - YYG
1 stop4h 50mUnited Airlines
Tue 2/911:25 a.m.YYG - ORD
1 stop5h 25mUnited Airlines
Deal found 16/4C$ 671
Sun 1/65:50 p.m.MDW - YYG
3 stops27h 25mMultiple Airlines
Sun 8/66:40 a.m.YYG - MDW
3 stops12h 14mMultiple Airlines
Deal found 17/4C$ 842

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 17 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

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sun 1/6

8:40 a.m.-3:31 p.m.

1 stop4h 51m

Charlottetown

Sun 8/6

5:20 a.m.-9:10 a.m.

1 stop5h 50m

C$ 568

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Sun 1/6

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

2 stops11h 35m

Charlottetown

Sun 8/6

6:40 a.m.-4:24 p.m.

2 stops11h 44m

C$ 613

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sun 1/6

8:25 p.m.-11:15 p.m.

3 stops24h 50m

Charlottetown

Sun 8/6

4:25 p.m.-11:36 a.m.

2 stops21h 11m

C$ 646

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Thu 28/8

8:40 a.m.-3:30 p.m.

1 stop4h 50m

Charlottetown

Tue 2/9

11:25 a.m.-2:50 p.m.

1 stop5h 25m

C$ 671

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Sun 1/6

5:50 p.m.-11:15 p.m.

3 stops27h 25m

Charlottetown

Sun 8/6

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

3 stops12h 14m

C$ 842

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Sun 18/5

5:50 p.m.-11:10 a.m.

1 stop15h 20m

C$ 269

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Wed 21/5

5:50 p.m.-11:15 p.m.

2 stops27h 25m

C$ 294

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Wed 21/5

8:40 a.m.-3:31 p.m.

1 stop4h 51m

C$ 305

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sat 24/5

9:08 p.m.-11:10 a.m.

2 stops36h 02m

C$ 313

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sun 18/5

8:40 a.m.-3:31 p.m.

1 stop4h 51m

C$ 315

Flights are sorted by cheapest round-trip flights first.

Deals found on 16/4

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 17 April 2025.
Porter Airlines
8.0
Very good
281 reviews
Check prices

Boarding

8.2

Entertainment

7.0

Food

7.6

Crew

8.7

Comfort

8.0

Overall

8.0

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
281 reviews
Porter Airlines
8.0
Very good
281 reviews
Check prices

Boarding

8.2

Entertainment

7.0

Food

7.6

Crew

8.7

Comfort

8.0

Overall

8.0

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
8,667 reviews
Porter Airlines
8.0
Very good
281 reviews
Check prices

Boarding

8.2

Entertainment

7.0

Food

7.6

Crew

8.7

Comfort

8.0

Overall

8.0

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
9,143 reviews
Porter Airlines
8.0
Very good
281 reviews
Check prices

Boarding

8.2

Entertainment

7.0

Food

7.6

Crew

8.7

Comfort

8.0

Overall

8.0

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$ 294. Air Canada flights start at C$ 305 while deals on United Airlines start at C$ 315 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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