Prince Edward Island

$214+ 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 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYG
Apr 6 — Apr 131
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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 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$474
(Mytrip)

One-way from

$214
(Mytrip)
Provider with most accurate pricing for Chicago (CHI)-Charlottetown flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Charlottetown flights.
From Chicago (CHI) to Prince Edward Island
One-way flight from Chicago (CHI) to Prince Edward Island

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 1, 2025.

This Mytrip deal was found by Cheapflights users on 3/31. 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 4/303:32 pmORD - YYG
3 stops28h 17mMultiple Airlines
Wed 5/76:40 amYYG - ORD
2 stops24h 45mMultiple Airlines
Deal found 3/31$474
This Flightnetwork deal was found by Cheapflights users on 4/1. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/166:19 pmORD - YYG
2 stops19h 12mAir Canada
Fri 5/234:25 pmYYG - ORD
1 stop5h 47mAir Canada
Deal found 4/1$480
This FlightHub deal was found by Cheapflights users on 4/1. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/169:40 amMDW - YYG
2 stops11h 35mPorter Airlines
Mon 6/236:40 amYYG - MDW
2 stops12h 14mPorter Airlines
Deal found 4/1$492
This Kiwi.com deal was found by Cheapflights users on 3/31. 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.
Wed 4/305:35 pmMDW - YYG
2 stops17h 10mMultiple Airlines
Wed 5/712:30 pmYYG - MDW
1 stop22h 15mMultiple Airlines
Deal found 3/31$500
This Mytrip deal was found by Cheapflights users on 4/1. 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.
Mon 4/211:16 pmMDW - YQM
3 stops30h 44mMultiple Airlines
Wed 4/237:05 amYQM - MDW
1 stop5h 15mMultiple Airlines
Deal found 4/1$517
This Mytrip deal was found by Cheapflights users on 3/31. 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 5/159:40 amMDW - YQM
2 stops12h 49mPorter Airlines
Thu 5/226:00 pmYQM - MDW
1 stop16h 45mPorter Airlines
Deal found 3/31$562
This United Airlines deal was found by Cheapflights users on 3/31. 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.
Wed 4/307:35 pmORD - YYG
2 stops17h 56mUnited Airlines
Wed 5/74:25 pmYYG - ORD
1 stop5h 47mUnited Airlines
Deal found 3/31$630

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 1, 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

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Wed 4/30

3:32 pm-9:49 pm

3 stops28h 17m

Charlottetown

Wed 5/7

6:40 am-5:25 am

2 stops24h 45m

$474

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Fri 5/16

6:19 pm-3:31 pm

2 stops19h 12m

Charlottetown

Fri 5/23

4:25 pm-8:12 pm

1 stop5h 47m

$480

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Mon 6/16

9:40 am-11:15 pm

2 stops11h 35m

Charlottetown

Mon 6/23

6:40 am-4:54 pm

2 stops12h 14m

$492

ChicagoCharlottetown

MDW - YYG

MDWYYG

Chicago Midway

Wed 4/30

5:35 pm-12:45 pm

2 stops17h 10m

Charlottetown

Wed 5/7

12:30 pm-8:45 am

1 stop22h 15m

$500

ChicagoMoncton

MDW - YQM

MDWYQM

Chicago Midway

Mon 4/21

1:16 pm-10:00 pm

3 stops30h 44m

Moncton Intl

Wed 4/23

7:05 am-10:20 am

1 stop5h 15m

$517

ChicagoMoncton

MDW - YQM

MDWYQM

Chicago Midway

Thu 5/15

9:40 am-12:29 am

2 stops12h 49m

Moncton Intl

Thu 5/22

6:00 pm-8:45 am

1 stop16h 45m

$562

ChicagoCharlottetown

ORD - YYG

ORDYYG

Chicago O'Hare Intl

Wed 4/30

7:35 pm-3:31 pm

2 stops17h 56m

Charlottetown

Wed 5/7

4:25 pm-8:12 pm

1 stop5h 47m

$630

ChicagoMoncton

MDW - YQM

MDWYQM

Chicago Midway

Wed 5/7

5:50 pm-12:29 am

2 stops28h 39m

$214

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/1

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 1, 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 1, 2025.

Crew

8.7

Comfort

8.0

Food

7.6

Entertainment

6.9

Overall

7.9

Boarding

8.2

Reviews

1 / 17
10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?

Crew

8.7

Comfort

8.0

Food

7.6

Entertainment

6.9

Overall

7.9

Boarding

8.2

Reviews

1 / 17
10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?

Crew

8.7

Comfort

8.0

Food

7.6

Entertainment

6.9

Overall

7.9

Boarding

8.2

Reviews

1 / 17
10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?

Crew

8.7

Comfort

8.0

Food

7.6

Entertainment

6.9

Overall

7.9

Boarding

8.2

Reviews

1 / 17
10.0
Excellent

Anonymous,Dec 2024

YYZ - LAS

Everything about the rescheduled (cost me $180) flight great. ***Being denied boarding because I was few minutes under 1.5 hours was not. Stuck at the Kiosk for about 15 minutes before it directed me to the Porter counter was strange. Do not know why checking in online at home was not successful? I think something was up...what can you do?

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 most popular routes from Chicago to Prince Edward Island?

  • 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.

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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.

Top airline flying from Chicago to Prince Edward Island

Discover the top airline 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 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$265Average$674FlexibilityNo cancel feeOn-time67%

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