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Prince Edward Island

$231+ 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 11/11. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYG
ago. 26 — sep. 21
mar. 8/26
mar. 9/2
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 agosto 21, 2025.

Round-trip from

$459
(Trip.com)

One-way from

$231
(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 agosto 21, 2025.

This Trip.com deal was found by Cheapflights users on 8/20. 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.
vie. 10/109:35 amMDW - YYG
2 stops10h 14mPorter Airlines
lun. 10/206:40 amYYG - MDW
2 stops11h 44mPorter Airlines
Deal found 8/20$459
This Booking.com deal was found by Cheapflights users on 8/20. 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.
jue. 12/1811:00 amMDW - YQM
2 stops10h 25mPorter Airlines
lun. 1/56:40 amYQM - MDW
2 stops10h 40mPorter Airlines
Deal found 8/20$541
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/139:35 amMDW - YYG
2 stops10h 14mMultiple Airlines
mié. 9/1712:30 pmYYG - MDW
1 stop22h 09mMultiple Airlines
Deal found 8/21$557
This Trip.com deal was found by Cheapflights users on 8/21. 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.
dom. 10/59:35 amMDW - YYG
2 stops10h 14mPorter Airlines
dom. 10/126:40 amYYG - MDW
2 stops11h 44mPorter Airlines
Deal found 8/21$571
This Air Canada deal was found by Cheapflights users on 8/21. 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.
sáb. 9/203:50 pmORD - YYG
1 stop6h 08mAir Canada
sáb. 9/2711:25 amYYG - ORD
1 stop5h 30mAir Canada
Deal found 8/21$577
This Air Canada deal was found by Cheapflights users on 8/21. 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.
dom. 10/59:55 amORD - YYG
1 stop5h 38mAir Canada
dom. 10/1212:10 pmYYG - ORD
1 stop7h 23mAir Canada
Deal found 8/21$582
This deal was found by Cheapflights users on 8/21. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 9/243:50 pmORD - YYG
1 stop6h 08mAir Canada
mar. 9/3012:30 pmYYG - ORD
1 stop7h 03mAir Canada
Deal found 8/21$583
This Air Canada deal was found by Cheapflights users on 8/20. 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.
vie. 10/243:50 pmORD - YYG
1 stop6h 08mAir Canada
lun. 11/35:05 amYYG - ORD
1 stop6h 55mAir Canada
Deal found 8/20$594
This Air Canada deal was found by Cheapflights users on 8/20. 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.
vie. 10/108:25 pmORD - YYG
1 stop12h 45mAir Canada
lun. 10/2012:10 pmYYG - ORD
1 stop7h 23mAir Canada
Deal found 8/20$606
This Mytrip deal was found by Cheapflights users on 8/21. 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.
sáb. 9/209:35 amMDW - YYG
2 stops10h 14mMultiple Airlines
sáb. 9/276:40 amYYG - MDW
3 stops12h 55mMultiple Airlines
Deal found 8/21$606
This Air Canada deal was found by Cheapflights users on 8/21. 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.
jue. 9/183:50 pmORD - YYG
1 stop6h 08mAir Canada
dom. 9/215:20 amYYG - ORD
1 stop7h 33mAir Canada
Deal found 8/21$612
This Mytrip deal was found by Cheapflights users on 8/21. 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.
sáb. 9/201:40 pmORD - YYG
3 stops25h 06mMultiple Airlines
sáb. 9/276:40 amYYG - ORD
2 stops17h 31mMultiple Airlines
Deal found 8/21$616

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 agosto 21, 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

vie. 10/10

9:35 am-9:49 pm

2 stops10h 14m

Charlottetown

lun. 10/20

6:40 am-4:24 pm

2 stops11h 44m

$459

ChicagoMoncton

MDW - YQM

MDWYQM

Chicago Midway

jue. 12/18

11:00 am-11:25 pm

2 stops10h 25m

Moncton Intl

lun. 1/5

6:40 am-3:20 pm

2 stops10h 40m

$541

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

sáb. 9/13

9:35 am-9:49 pm

2 stops10h 14m

Charlottetown

mié. 9/17

12:30 pm-8:39 am

1 stop22h 09m

$557

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

dom. 10/5

9:35 am-9:49 pm

2 stops10h 14m

Charlottetown

dom. 10/12

6:40 am-4:24 pm

2 stops11h 44m

$571

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

sáb. 9/20

3:50 pm-11:58 pm

1 stop6h 08m

Charlottetown

sáb. 9/27

11:25 am-2:55 pm

1 stop5h 30m

$577

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

dom. 10/5

9:55 am-5:33 pm

1 stop5h 38m

Charlottetown

dom. 10/12

12:10 pm-5:33 pm

1 stop7h 23m

$582

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

mié. 9/24

3:50 pm-11:58 pm

1 stop6h 08m

Charlottetown

mar. 9/30

12:30 pm-5:33 pm

1 stop7h 03m

$583

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

vie. 10/24

3:50 pm-11:58 pm

1 stop6h 08m

Charlottetown

lun. 11/3

5:05 am-10:00 am

1 stop6h 55m

$594

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

sáb. 9/20

9:35 am-9:49 pm

2 stops10h 14m

Charlottetown

sáb. 9/27

6:40 am-5:35 pm

3 stops12h 55m

$606

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

vie. 10/10

8:25 pm-11:10 am

1 stop12h 45m

Charlottetown

lun. 10/20

12:10 pm-5:33 pm

1 stop7h 23m

$606

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/20

Showing 1-10 of 28 results
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2
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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 agosto 21, 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 agosto 21, 2025.
Peruse reviews from past customers who have flown with 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.
United Airlines
7.4
Good
8,930 reviews

Food

6.6

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Crew

8.1

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
United Airlines
7.4
Good
8,930 reviews
United Airlines
7.4
Good
8,930 reviews

Food

6.6

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Crew

8.1

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
Air Canada
7.1
Good
10,000 reviews
United Airlines
7.4
Good
8,930 reviews

Food

6.6

Boarding

7.7

Comfort

7.3

Entertainment

7.1

Crew

8.1

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

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.

  • How long is the flight from Chicago to Prince Edward Island?

    Departing from Chicago to Prince Edward Island will take you 6h 08m. Chicago and Prince Edward Island are separated by a distance of 1258 mi. This flight may include one or multiple stops.

  • 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 agosto 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$230Average$555FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$241Average$735FlexibilityNo cancel feeOn-time69%

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