$246 Find Cheap Flights from Chicago to Prince Edward Island

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 6/13. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Prince Edward Island

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Prince Edward Island, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Prince Edward Island, as well as popular online travel agencies
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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

Sun, May 24 - Sat, May 30
Multiple Airlines Logo
10:30 am - 10:55 am
MDW
-
YYG
22h 25m
1 stop
Multiple Airlines Logo
5:20 pm - 9:45 am
YYG
-
MDW
18h 25m
2 stops
$484Multiple Airlines
Sun, May 24 - Sun, May 31
Multiple Airlines Logo
3:20 pm - 10:55 am
MDW
-
YYG
17h 35m
1 stop
Multiple Airlines Logo
11:40 am - 9:40 am
YYG
-
MDW
24h 00m
1 stop
$502Multiple Airlines
Sat, Oct 3 - Sun, Oct 18
Multiple Airlines Logo
3:20 pm - 10:55 am
ORD
-
YYG
17h 35m
1 stop
Multiple Airlines Logo
11:40 am - 11:00 am
YYG
-
ORD
25h 20m
1 stop
$593Multiple Airlines
Sat, Jun 6 - Sat, Jun 13
Porter Airlines Logo
10:15 am - 11:15 am
MDW
-
YQM
23h 00m
1 stop
Porter Airlines Logo
6:15 am - 9:35 am
YQM
-
MDW
5h 20m
1 stop
$604Porter Airlines
Wed, Sep 16 - Sun, Sep 20
Air Canada Logo
8:45 am - 3:40 pm
ORD
-
YYG
4h 55m
1 stop
Air Canada Logo
4:30 pm - 8:12 pm
YYG
-
ORD
5h 42m
1 stop
$606Air Canada
Wed, Sep 16 - Sun, Sep 20
Air Canada Logo
8:45 am - 3:40 pm
ORD
-
YYG
4h 55m
1 stop
Air Canada Logo
11:20 am - 8:16 pm
YYG
-
ORD
10h 56m
2 stops
$611Air Canada
Thu, Oct 1 - Wed, Oct 14
Air Canada Logo
9:50 am - 5:55 pm
ORD
-
YYG
6h 05m
1 stop
Air Canada Logo
11:20 am - 8:16 pm
YYG
-
ORD
10h 56m
2 stops
$616Air Canada
Sat, Sep 12 - Sat, Sep 19
Air Canada Logo
8:45 am - 3:40 pm
ORD
-
YYG
4h 55m
1 stop
Air Canada Logo
4:30 pm - 8:12 pm
YYG
-
ORD
5h 42m
1 stop
$617Air Canada
Mon, Jun 1 - Sun, Jun 14
Porter Airlines Logo
10:15 am - 9:33 pm
MDW
-
YQM
9h 18m
2 stops
Porter Airlines Logo
6:15 am - 9:40 am
YQM
-
MDW
5h 25m
1 stop
$620Porter Airlines
Fri, Jun 12 - Sun, Jun 21
Porter Airlines Logo
3:20 pm - 11:15 am
MDW
-
YQM
17h 55m
1 stop
Porter Airlines Logo
6:15 am - 9:40 am
YQM
-
MDW
5h 25m
1 stop
$650Porter 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 $949 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 airlines 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.
7.4
United AirlinesOverall score based on 9680 reviews
6.6Food
7.7Boarding
8.1Crew
7.3Comfort
7.1Entertainment
Airline reviews

A long delay. Don't travel late in the day.

8.0 ExcellentTimothy, Apr 2026
ORD - CID
Read more United Airlines reviews

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

Great flight. Boarded efficiently. Arrived early at CLT. There was no in flight entertainment on this aircraft. Great crew.

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

Poor communication, flight was delayed for preventable reasons. I missed my connection.

The boarding timing needs to be improved. The flight was delayed again because it took way too long to board. I was already exhausted from sleeping at the airport and spending all day there due to delay from my previous flight that connected in Chicago.

Great until we got to FRA. The next trip leg we were put in Business Class where seats had minimal padding!!!! They were awful and United Airlines needs to have their Lufthansa partner up their game or I won’t fly with them again!!

shittiest airline in the hemisphere. To improve - start thinking you're flying people, not cattle

Easy boarding, inflight refreshments came on time and comfortable seat

It was good that our flight left early. It was a nice smooth flight and landing.

All good……but luggage didn’t make it on the airplane. Had to wait 3 days. Was a bummer.

Small suitcase used for carryon the last time was refused by boarding crew this time. Appears to be at the discretion and mood of the person on the day. Flight was only half booked, there would have been no problem with space.

It was a problem because there was a delay where we sat before taking off from newark,then when landed in Toronto we sat on tarmac and they wouldn't let us out for a long period of time. When we finally were released to the airport in Toronto the attendant scanned our boarding pass that we were here for our connection to Brazil. We ran all the way to the gate and they said at the gate the door is shut so we can not let you on the plane. We explained that we were checked in by the attendant when we arrived at Toronto airport to go to Brazil and they should not have shut the door. We were ignored at the gate

Flight home was delayed multiple times, did not get home until 2am

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)

My original flight was cancelled and then rebooked four hours later on a recovery flight, but I was checked in as stanby and had no seats so as a family of four we were concerned about not being seated altogether. Our flight then got delayed by another 1.5 hours and when seats were assigned at the gate, three of the four of us were together and we could get my wife closer, they offered no assistance.

I bought a ticket from Kayak. When I got to the airport, the was no ticket. I had to pay 5X to get to my destination. No response received from Kayak. I will NEVER use them again.

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.