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Prince Edward Island

$240+ Cheap flights from Chicago (CHI) to Prince Edward Island

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 5/22. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYG
May 4 — May 111
Sun 5/4
Sun 5/11
1 adult, Economy
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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 April 29, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$502
(Mytrip)

One-way from

$247
(oojo)
Provider with most accurate pricing for Chicago (CHI)-Charlottetown flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Charlottetown flights.
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From Chicago (CHI) to Prince Edward Island
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One-way flight from Chicago (CHI) to Prince Edward Island
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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 April 29, 2025.

This Mytrip deal was found by Cheapflights users on 4/27. 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 6/49:40 amMDW - YYG
2 stops25h 05mPorter Airlines
Fri 6/66:40 amYYG - MDW
3 stops12h 14mPorter Airlines
Deal found 4/27$453
This Mytrip deal was found by Cheapflights users on 4/27. 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 6/49:40 amMDW - YYG
2 stops25h 05mMultiple Airlines
Fri 6/612:30 pmYYG - MDW
1 stop22h 15mMultiple Airlines
Deal found 4/27$457
This Mytrip deal was found by Cheapflights users on 4/29. 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.
Fri 6/135:50 pmMDW - YQM
2 stops27h 29mPorter Airlines
Fri 6/206:00 pmYQM - MDW
1 stop16h 45mPorter Airlines
Deal found 4/29$502
This Mytrip deal was found by Cheapflights users on 4/29. 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.
Fri 6/135:50 pmMDW - YQM
1 stop20h 07mMultiple Airlines
Fri 6/206:00 pmYQM - MDW
1 stop16h 45mMultiple Airlines
Deal found 4/29$534
This Air Canada deal was found by Cheapflights users on 4/29. 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 6/58:40 amORD - YYG
1 stop4h 51mAir Canada
Wed 6/1111:25 amYYG - ORD
1 stop5h 22mAir Canada
Deal found 4/29$549
This United Airlines deal was found by Cheapflights users on 4/29. 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.
Thu 6/59:31 pmORD - YYG
2 stops16h 00mUnited Airlines
Wed 6/1111:25 amYYG - ORD
1 stop5h 22mUnited Airlines
Deal found 4/29$558
This United deal was found by Cheapflights users on 4/29. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/1710:00 amORD - YYG
1 stop5h 34mMultiple Airlines
Tue 7/2211:25 amYYG - ORD
2 stops10h 04mMultiple Airlines
Deal found 4/29$567

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 April 29, 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 6/4

9:40 am-12:45 pm

2 stops25h 05m

Charlottetown

Fri 6/6

6:40 am-4:54 pm

3 stops12h 14m

$453

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Wed 6/4

9:40 am-12:45 pm

2 stops25h 05m

Charlottetown

Fri 6/6

12:30 pm-8:45 am

1 stop22h 15m

$457

ChicagoMoncton

MDW - YQM

MDWYQM

Chicago Midway

Fri 6/13

5:50 pm-11:19 pm

2 stops27h 29m

Moncton Intl

Fri 6/20

6:00 pm-8:45 am

1 stop16h 45m

$502

ChicagoMoncton

MDW - YQM

MDWYQM

Chicago Midway

Fri 6/13

5:50 pm-3:57 pm

1 stop20h 07m

Moncton Intl

Fri 6/20

6:00 pm-8:45 am

1 stop16h 45m

$534

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Thu 6/5

8:40 am-3:31 pm

1 stop4h 51m

Charlottetown

Thu 6/12

4:25 pm-8:20 pm

1 stop5h 55m

$549

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Thu 6/5

9:31 pm-3:31 pm

2 stops16h 00m

Charlottetown

Wed 6/11

11:25 am-2:47 pm

1 stop5h 22m

$558

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Thu 7/17

10:00 am-5:34 pm

1 stop5h 34m

Charlottetown

Tue 7/22

11:25 am-7:29 pm

2 stops10h 04m

$567

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Thu 5/22

9:40 am-11:15 pm

2 stops11h 35m

$240

ChicagoMoncton

MDW - YQM

MDWYQM

Chicago Midway

Wed 6/25

9:40 am-12:29 am

2 stops12h 49m

$247

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Fri 6/13

9:40 am-11:15 pm

2 stops11h 35m

$249

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/27

Showing 1-10 of 13 results
1
2

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

What is the cheapest time of day to fly from CHI to PE?

Find hourly flight availability from Chicago to Prince Edward Island. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 29, 2025.

When flying from Chicago to Prince Edward Island, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 April 29, 2025.
Porter Airlines
8.0
Very good
285 reviews

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

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

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

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?

    The cheapest airlines for a one-way flight from Chicago to Prince Edward Island are Porter Airlines ($247), APG Airlines ($249), and Air Canada ($259).

  • What are the most popular routes from Chicago to Prince Edward Island?

    The most popular route from Chicago to Prince Edward Island is Chicago O'Hare Intl - Charlottetown. You may also consider Chicago Midway - Charlottetown or Chicago Midway - Moncton Intl.

  • 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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Alternative routes for Chicago to Prince Edward Island

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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 April 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$265Average$646FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$299Average$719FlexibilityNo cancel feeOn-time69%

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