$220 Find Cheap Flights from Chicago to Prince Edward Island - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Prince Edward Island departing on 9/11. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

Save 20% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals
Booking Insights
Flight Deals

Book Cheap Chicago to Prince Edward Island Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Prince Edward Island that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Prince Edward Island

Mon, Sep 14 - Mon, Sep 21
Porter Airlines Logo
3:20 pm - 4:33 pm
MDW
-
YQM
23h 13m
2 stops
Porter Airlines Logo
6:15 am - 11:00 am
YQM
-
MDW
6h 45m
1 stop
$464Porter Airlines
Mon, Sep 14 - Mon, Sep 21
Porter Airlines Logo
11:45 am - 4:33 pm
MDW
-
YQM
26h 48m
2 stops
Porter Airlines Logo
6:15 am - 11:00 am
YQM
-
MDW
6h 45m
1 stop
$465Porter Airlines
Thu, Sep 10 - Sun, Sep 13
Multiple Airlines Logo
3:20 pm - 10:55 am
MDW
-
YYG
17h 35m
1 stop
Multiple Airlines Logo
11:40 am - 2:35 pm
YYG
-
MDW
28h 55m
1 stop
$473Multiple Airlines
Tue, Sep 8 - Sun, Sep 13
Multiple Airlines Logo
3:20 pm - 10:55 am
MDW
-
YYG
17h 35m
1 stop
Multiple Airlines Logo
11:40 am - 2:35 pm
YYG
-
MDW
28h 55m
1 stop
$477Multiple Airlines
Mon, Sep 14 - Mon, Sep 21
Air Canada Logo
5:35 pm - 3:40 pm
ORD
-
YYG
20h 05m
3 stops
Air Canada Logo
4:30 pm - 8:12 pm
YYG
-
ORD
5h 42m
1 stop
$538Air Canada
Mon, Sep 14 - Mon, Sep 21
Air Canada Logo
8:40 pm - 3:40 pm
ORD
-
YYG
17h 00m
3 stops
Air Canada Logo
4:30 pm - 8:12 pm
YYG
-
ORD
5h 42m
1 stop
$542Air Canada
Mon, Sep 14 - Mon, Sep 21
Air Canada Logo
8:40 pm - 3:40 pm
ORD
-
YYG
17h 00m
2 stops
Air Canada Logo
4:30 pm - 8:12 pm
YYG
-
ORD
5h 42m
1 stop
$565Air Canada
Sun, Sep 13 - Sun, Sep 20
Air Canada Logo
8:40 pm - 3:40 pm
ORD
-
YYG
17h 00m
3 stops
Air Canada Logo
5:25 am - 9:00 am
YYG
-
ORD
5h 35m
1 stop
$595Air Canada
Fri, Aug 28 - Fri, Sep 4
United Airlines Logo
7:00 am - 5:55 pm
ORD
-
YYG
8h 55m
2 stops
United Airlines Logo
4:30 pm - 11:22 pm
YYG
-
ORD
8h 52m
2 stops
$912United Airlines
Thu, Aug 27 - Thu, Sep 3
United Airlines Logo
5:00 am - 3:40 pm
ORD
-
YYG
8h 40m
2 stops
United Airlines Logo
11:20 am - 6:37 pm
YYG
-
ORD
9h 17m
2 stops
$946United Airlines
Booking Insights

KAYAK's insights & trends for Chicago to Prince Edward Island flights

Get data-powered insights and trends into flights from Chicago to Prince Edward Island to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Chicago to Prince Edward Island?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Prince Edward Island, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to Prince Edward Island is February, when tickets cost $0 (return) on average. On the other hand, the most expensive months are March and November, when the average cost of round-trip tickets is $1,450 and $1,087 respectively.

FAQs - booking Prince Edward Island flights

  • How does KAYAK find such low prices on flights from Chicago to Prince Edward Island?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Prince Edward Island.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Prince Edward Island?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago to Prince Edward Island is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Prince Edward Island?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Chicago to Prince Edward Island with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Prince Edward Island?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago to Prince Edward Island up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Chicago to Prince Edward Island

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Prince Edward Island. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Prince Edward Island? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
Air CanadaOverall score based on 11415 reviews
7.3Boarding
7.8Crew
6.3Food
6.8Entertainment
7.1Comfort
Airline reviews

The code sharing reservation with United was messed up requiring extra trip to airport to fix. Air Canada customer service 2.5 hours on hold and resolved nothing.

4.0 OkayAdam, Jul 2026
ORD - YVR
Read more Air Canada reviews

The code sharing reservation with United was messed up requiring extra trip to airport to fix. Air Canada customer service 2.5 hours on hold and resolved nothing.

I'm 6'8" (2.03m) so more legroom would alwqys be appreciated, especially on long international flights. The food choices were underwhelming.

Didn’t make it on the flight. Delayed then had to be rebooked, which in turn had me waiting at the airport for another 8 hours before next flight

the check-in lady at ORD was extremely rude and unprofessional. very disappointed as it was supposed to be a celebration for my wife's birthday and it really put a damper on things. if i wanted to be treated like trash, i would have flown Economy! (as opposed to business class)

Short flight. Everything was fine except the flight was delayed twice for a total of an hour.

There labor disputes cancelled my flight less than 24 hours before my boarding time but there customer service/website was easy enough to navigate and they rebooked me for no upcharge.

Very bad, flight was cancelled due to strike and staff was unable to rebook us

Flight was delayed by 1.5hrs. Once inside, people had their small handbags on the storage. The crew (male guy) was not helpful in making some space in the storage. Instead, he asked few bags to be checked-in and it was not a great experience. No attempt to help but just followed the things with a straight face. People had their literally small bags and he wouldnt not move from one storage to another even if there was space and would not let us do i as well. Once flight was on, they ran out of Orange juice, really running out of orange juice when the temp were 32.degrees outside. didnt made the sense. Onasking for a extra snack, he made a face as if he was giving me out of his pocket. if the flight was delayed, there could have an attempt to provide something extra incase people did asked.

Abandoned me in hallway in a wheelchair… which I asked for because I sprained my back. After waiting in the hallway, I decided to walk the rest of the way since someone respecting me up.. My experience with the united was totally the opposite. Wheelchair access, propped swift and save me a lot of grief. Air Canada totally disorganized.

Terrible confusion btw air Canada and United. Wasn’t able to change ticket because I had purchased on kayak. Rethinking booking tickets on this site, and will try to avoid United and aircanada going forward.

Everything you need to know for your flight from Chicago to Prince Edward Island

Cabin class types available on flights to Prince Edward Island

Cabin classes available on flights to Prince Edward Island. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.