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Prince Edward Island

$210+ 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 8/30. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYG
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$488
(Mytrip)

One-way from

$210
(Kiwi.com)
From Chicago (CHI) to Prince Edward Island
Search Deals
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 June 12, 2025.

This Mytrip deal was found by Cheapflights users on 6/10. 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 7/255:20 pmMDW - YQM
2 stops27h 59mPorter Airlines
Fri 8/17:00 amYQM - MDW
2 stops11h 24mPorter Airlines
Deal found 6/10$488
This FlightHub deal was found by Cheapflights users on 6/11. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/239:40 amMDW - YYG
2 stops11h 50mPorter Airlines
Fri 8/296:40 amYYG - MDW
2 stops11h 44mPorter Airlines
Deal found 6/11$499
This Air Canada deal was found by Cheapflights users on 6/11. 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.
Mon 9/228:40 amORD - YYG
1 stop4h 52mAir Canada
Tue 9/304:20 pmYYG - ORD
1 stop5h 51mAir Canada
Deal found 6/11$504
This Mytrip deal was found by Cheapflights users on 6/10. 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 7/255:20 pmMDW - YQM
2 stops27h 59mMultiple Airlines
Fri 8/16:00 pmYQM - MDW
1 stop16h 45mMultiple Airlines
Deal found 6/10$504
This Mytrip deal was found by Cheapflights users on 6/11. 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 7/25:51 amORD - YYG
2 stops15h 24mMultiple Airlines
Mon 7/712:30 pmYYG - ORD
2 stops37h 15mMultiple Airlines
Deal found 6/11$531
This United Airlines deal was found by Cheapflights users on 6/11. 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.
Sat 8/233:50 pmORD - YYG
1 stop6h 14mUnited Airlines
Fri 8/294:20 pmYYG - ORD
2 stops21h 28mUnited Airlines
Deal found 6/11$566
This WestJet deal was found by Cheapflights users on 6/11. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/205:30 pmORD - YYG
2 stops46h 45mWestJet
Mon 7/285:35 pmYYG - ORD
2 stops24h 58mWestJet
Deal found 6/11$1,473

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 June 12, 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

ChicagoMoncton

MDW - YQM

MDWYQM

Chicago Midway

Fri 7/25

5:20 pm-11:19 pm

2 stops27h 59m

Moncton Intl

Fri 8/1

7:00 am-4:24 pm

2 stops11h 24m

$488

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Sat 8/23

9:40 am-11:30 pm

2 stops11h 50m

Charlottetown

Fri 8/29

6:40 am-4:24 pm

2 stops11h 44m

$499

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Mon 9/22

8:40 am-3:32 pm

1 stop4h 52m

Charlottetown

Tue 9/30

4:20 pm-8:11 pm

1 stop5h 51m

$504

ChicagoMoncton

MDW - YQM

MDWYQM

Chicago Midway

Fri 7/25

5:20 pm-11:19 pm

2 stops27h 59m

Moncton Intl

Fri 8/1

6:00 pm-8:45 am

1 stop16h 45m

$504

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Wed 7/2

5:51 am-11:15 pm

2 stops15h 24m

Charlottetown

Mon 7/7

12:30 pm-11:45 pm

2 stops37h 15m

$531

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sat 8/23

3:50 pm-12:04 am

1 stop6h 14m

Charlottetown

Fri 8/29

4:20 pm-11:48 am

2 stops21h 28m

$566

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sun 7/20

5:30 pm-6:15 pm

2 stops46h 45m

Charlottetown

Mon 7/28

5:35 pm-4:33 pm

2 stops24h 58m

$1,473

ChicagoMoncton

MDW - YQM

MDWYQM

Chicago Midway

Sat 8/30

9:40 am-11:19 pm

2 stops11h 39m

$210

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Thu 8/14

8:40 am-3:30 pm

1 stop4h 50m

$230

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Sat 7/26

9:40 am-11:30 pm

2 stops11h 50m

$264

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 14 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 June 12, 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 June 12, 2025.
Porter Airlines
8.0
Very good
288 reviews

Food

7.6

Boarding

8.2

Comfort

8.1

Overall

8.0

Entertainment

7.0

Crew

8.7

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
Porter Airlines
8.0
Very good
288 reviews
Porter Airlines
8.0
Very good
288 reviews

Food

7.6

Boarding

8.2

Comfort

8.1

Overall

8.0

Entertainment

7.0

Crew

8.7

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
United Airlines
7.4
Good
8,790 reviews
Porter Airlines
8.0
Very good
288 reviews

Food

7.6

Boarding

8.2

Comfort

8.1

Overall

8.0

Entertainment

7.0

Crew

8.7

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
WestJet
7.2
Good
2,868 reviews
Porter Airlines
8.0
Very good
288 reviews

Food

7.6

Boarding

8.2

Comfort

8.1

Overall

8.0

Entertainment

7.0

Crew

8.7

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
Air Canada
7.1
Good
9,531 reviews
Porter Airlines
8.0
Very good
288 reviews

Food

7.6

Boarding

8.2

Comfort

8.1

Overall

8.0

Entertainment

7.0

Crew

8.7

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!

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 ($210), Air Canada ($230), and United Airlines ($270).

  • 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

See prices for flight routes from nearby airports that may be better suited for you.
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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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$241Average$719FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$252Average$580FlexibilityNo cancel feeOn-time67%

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