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Prince Edward Island

$198+ 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 8/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYG
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
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 July 3, 2025.

Round-trip from

$441
(FlightHub)

One-way from

$198
(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 July 3, 2025.

This FlightHub deal was found by Cheapflights users on 7/2. 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.
Thu 9/259:15 amMDW - YYG
2 stops10h 34mPorter Airlines
Tue 9/306:40 amYYG - MDW
2 stops11h 44mPorter Airlines
Deal found 7/2$441
This Booking.com deal was found by Cheapflights users on 7/1. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/158:40 amORD - YYG
1 stop4h 50mAir Canada
Fri 8/224:20 pmYYG - ORD
1 stop5h 56mAir Canada
Deal found 7/1$442
This Mytrip deal was found by Cheapflights users on 7/1. 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 8/159:40 amMDW - YQM
2 stops9h 43mMultiple Airlines
Fri 8/227:00 amYQM - MDW
2 stops11h 24mMultiple Airlines
Deal found 7/1$453
This Mytrip deal was found by Cheapflights users on 7/2. 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.
Sat 8/1610:40 amORD - YYG
3 stops10h 55mMultiple Airlines
Sat 8/235:25 amYYG - ORD
1 stop5h 44mMultiple Airlines
Deal found 7/2$546
This Trip.com deal was found by Cheapflights users on 6/30. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/159:40 amMDW - YYG
2 stops11h 40mMultiple Airlines
Fri 8/226:40 amYYG - MDW
2 stops11h 44mMultiple Airlines
Deal found 6/30$553
This United Airlines deal was found by Cheapflights users on 7/1. 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 9/137:40 pmORD - YYG
2 stops17h 52mUnited Airlines
Sat 9/204:15 pmYYG - ORD
1 stop5h 56mUnited Airlines
Deal found 7/1$582
This Porter Airlines deal was found by Cheapflights users on 7/1. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/155:20 pmMDW - YQM
2 stops27h 59mPorter Airlines
Fri 8/226:00 pmYQM - MDW
1 stop16h 45mPorter Airlines
Deal found 7/1$738

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 July 3, 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

Thu 9/25

9:15 am-9:49 pm

2 stops10h 34m

Charlottetown

Tue 9/30

6:40 am-4:24 pm

2 stops11h 44m

$441

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Fri 8/15

8:40 am-3:30 pm

1 stop4h 50m

Charlottetown

Fri 8/22

4:20 pm-8:16 pm

1 stop5h 56m

$442

ChicagoMoncton

MDW - YQM

MDWYQM

Chicago Midway

Fri 8/15

9:40 am-9:23 pm

2 stops9h 43m

Moncton Intl

Fri 8/22

7:00 am-4:24 pm

2 stops11h 24m

$453

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sat 8/16

10:40 am-11:35 pm

3 stops10h 55m

Charlottetown

Sat 8/23

5:25 am-9:09 am

1 stop5h 44m

$546

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Fri 8/15

9:40 am-11:20 pm

2 stops11h 40m

Charlottetown

Fri 8/22

6:40 am-4:24 pm

2 stops11h 44m

$553

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Sat 9/13

7:40 pm-3:32 pm

2 stops17h 52m

Charlottetown

Sat 9/20

4:15 pm-8:11 pm

1 stop5h 56m

$582

ChicagoMoncton

MDW - YQM

MDWYQM

Chicago Midway

Fri 8/15

5:20 pm-11:19 pm

2 stops27h 59m

Moncton Intl

Fri 8/22

6:00 pm-8:45 am

1 stop16h 45m

$738

ChicagoMoncton

MDW - YQM

MDWYQM

Chicago Midway

Mon 8/25

9:40 am-4:13 pm

1 stop28h 33m

$198

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Thu 7/17

5:20 pm-11:10 am

1 stop15h 50m

$213

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Tue 7/22

4:36 pm-11:20 pm

2 stops28h 44m

$230

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

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 July 3, 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 July 3, 2025.
Peruse reviews from past customers who have flown with Porter Airlines, United Airlines, and Air Canada from Chicago to Prince Edward Island to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
298 reviews

Comfort

8.1

Boarding

8.2

Overall

8.0

Entertainment

7.0

Crew

8.7

Food

7.7

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
298 reviews
Porter Airlines
8.0
Very good
298 reviews

Comfort

8.1

Boarding

8.2

Overall

8.0

Entertainment

7.0

Crew

8.7

Food

7.7

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
8,845 reviews
Porter Airlines
8.0
Very good
298 reviews

Comfort

8.1

Boarding

8.2

Overall

8.0

Entertainment

7.0

Crew

8.7

Food

7.7

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
9,678 reviews
Porter Airlines
8.0
Very good
298 reviews

Comfort

8.1

Boarding

8.2

Overall

8.0

Entertainment

7.0

Crew

8.7

Food

7.7

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 ($198), Air Canada ($234), and United Airlines ($304).

  • 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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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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$230Average$555FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$241Average$719FlexibilityNo cancel feeOn-time69%

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