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Prince Edward Island

$272+ 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 12/10. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYG
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
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 November 6, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$653
(oojo)

One-way from

$272
(Kiwi.com)
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 November 6, 2025.

This oojo deal was found by Cheapflights users on 11/5. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1811:00 amMDW - YQM
2 stops10h 38mPorter Airlines
Sun 1/46:40 amYQM - MDW
2 stops10h 40mPorter Airlines
Deal found 11/5$653
This oojo deal was found by Cheapflights users on 11/5. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2611:00 amMDW - YQM
1 stop24h 00mPorter Airlines
Tue 12/27:00 pmYQM - MDW
1 stop17h 05mPorter Airlines
Deal found 11/5$727
This oojo deal was found by Cheapflights users on 11/5. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/2511:00 amMDW - YQM
1 stop24h 00mPorter Airlines
Mon 12/17:00 pmYQM - MDW
1 stop17h 05mPorter Airlines
Deal found 11/5$744
This Mytrip deal was found by Cheapflights users on 11/5. 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.
Thu 11/2011:00 amMDW - YYG
2 stops24h 02mPorter Airlines
Thu 11/271:45 pmYYG - MDW
2 stops22h 20mPorter Airlines
Deal found 11/5$769
This United deal was found by Cheapflights users on 11/5. 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 11/208:50 amORD - YYG
2 stops13h 30mMultiple Airlines
Thu 11/275:05 amYYG - ORD
1 stop6h 08mMultiple Airlines
Deal found 11/5$879
This Mytrip deal was found by Cheapflights users on 11/4. 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.
Tue 11/184:57 pmORD - YYG
3 stops18h 05mMultiple Airlines
Fri 11/211:45 pmYYG - ORD
3 stops21h 21mMultiple Airlines
Deal found 11/4$897
This United Airlines deal was found by Cheapflights users on 11/4. 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.
Tue 11/189:10 pmORD - YYG
2 stops25h 10mUnited Airlines
Fri 11/215:05 amYYG - ORD
1 stop6h 08mUnited Airlines
Deal found 11/4$934
This United deal was found by Cheapflights users on 11/5. 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.
Wed 11/198:50 amORD - YYG
2 stops13h 30mMultiple Airlines
Sat 11/225:05 amYYG - ORD
1 stop6h 08mMultiple Airlines
Deal found 11/5$935
This Air Canada deal was found by Cheapflights users on 11/5. 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.
Wed 11/1910:38 amORD - YYG
1 stop21h 55mAir Canada
Sat 11/225:05 amYYG - ORD
1 stop6h 08mAir Canada
Deal found 11/5$941
This oojo deal was found by Cheapflights users on 11/4. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1811:00 amMDW - YYG
2 stops24h 02mPorter Airlines
Fri 11/211:45 pmYYG - MDW
2 stops24h 05mPorter Airlines
Deal found 11/4$952

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 November 6, 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

Thu 12/18

11:00 am-11:38 pm

2 stops10h 38m

Moncton Intl

Sun 1/4

6:40 am-3:20 pm

2 stops10h 40m

$653

ChicagoMoncton

MDW - YQM

MDWYQM

Chicago Midway

Wed 11/26

11:00 am-1:00 pm

1 stop24h 00m

Moncton Intl

Tue 12/2

7:00 pm-10:05 am

1 stop17h 05m

$727

ChicagoMoncton

MDW - YQM

MDWYQM

Chicago Midway

Tue 11/25

11:00 am-1:00 pm

1 stop24h 00m

Moncton Intl

Mon 12/1

7:00 pm-10:05 am

1 stop17h 05m

$744

ChicagoMoncton

MDW - YQM

MDWYQM

Chicago Midway

Tue 4/7

11:00 am-1:00 pm

1 stop24h 00m

Moncton Intl

Wed 4/8

6:55 pm-3:20 pm

1 stop22h 25m

$756

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Thu 11/20

11:00 am-1:02 pm

2 stops24h 02m

Charlottetown

Thu 11/27

1:45 pm-10:05 am

2 stops22h 20m

$769

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Thu 11/20

8:50 am-12:20 am

2 stops13h 30m

Charlottetown

Thu 11/27

5:05 am-9:13 am

1 stop6h 08m

$879

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Tue 11/18

4:57 pm-1:02 pm

3 stops18h 05m

Charlottetown

Fri 11/21

1:45 pm-9:06 am

3 stops21h 21m

$897

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Tue 11/18

9:10 pm-12:20 am

2 stops25h 10m

Charlottetown

Fri 11/21

5:05 am-9:13 am

1 stop6h 08m

$934

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Wed 11/19

8:50 am-12:20 am

2 stops13h 30m

Charlottetown

Sat 11/22

5:05 am-9:13 am

1 stop6h 08m

$935

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Wed 11/19

10:38 am-10:33 am

1 stop21h 55m

Charlottetown

Sat 11/22

5:05 am-9:13 am

1 stop6h 08m

$941

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/4

Showing 1-10 of 16 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
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 November 6, 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
9,003 reviews

Entertainment

7.1

Food

6.6

Overall

7.4

Comfort

7.3

Crew

8.1

Boarding

7.7

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
United Airlines
7.4
Good
9,003 reviews
United Airlines
7.4
Good
9,003 reviews

Entertainment

7.1

Food

6.6

Overall

7.4

Comfort

7.3

Crew

8.1

Boarding

7.7

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
Air Canada
7.1
Good
10,410 reviews
United Airlines
7.4
Good
9,003 reviews

Entertainment

7.1

Food

6.6

Overall

7.4

Comfort

7.3

Crew

8.1

Boarding

7.7

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

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 10h 38m. Chicago and Prince Edward Island are separated by a distance of 1180 mi.

  • 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 November 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$236Average$555FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$295Average$738FlexibilityNo cancel feeOn-time69%

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