$611 Find Cheap Flights from Chicago to Prince Edward Island

This is the cheapest round-trip 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 5/29. 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

Fri, May 29 - Wed, Jun 3
Air Canada Logo
8:45 am - 3:37 pm
ORD
-
YYG
4h 52m
1 stop
Air Canada Logo
12:30 pm - 4:59 pm
YYG
-
ORD
6h 29m
1 stop
$611Air Canada
Fri, May 29 - Wed, Jun 3
Multiple Airlines Logo
10:25 am - 4:35 pm
MDW
-
YYG
28h 10m
2 stops
Multiple Airlines Logo
11:40 am - 9:40 am
YYG
-
MDW
24h 00m
1 stop
$616Multiple Airlines
Fri, May 29 - Wed, Jun 3
Multiple Airlines Logo
10:25 am - 4:35 pm
MDW
-
YYG
28h 10m
2 stops
Multiple Airlines Logo
11:40 am - 9:40 am
YYG
-
MDW
24h 00m
1 stop
$619Multiple Airlines
Fri, May 29 - Wed, Jun 3
Air Canada Logo
8:45 am - 3:37 pm
ORD
-
YYG
4h 52m
1 stop
Air Canada Logo
4:20 pm - 8:05 pm
YYG
-
ORD
5h 45m
1 stop
$632Air Canada
Fri, May 29 - Wed, Jun 3
Air Canada Logo
8:45 am - 3:37 pm
ORD
-
YYG
4h 52m
1 stop
Air Canada Logo
4:20 pm - 8:05 pm
YYG
-
ORD
5h 45m
1 stop
$634Air Canada
Fri, May 29 - Wed, Jun 3
Air Canada Logo
8:45 am - 3:37 pm
ORD
-
YYG
4h 52m
1 stop
Air Canada Logo
5:15 am - 2:53 pm
YYG
-
ORD
11h 38m
2 stops
$648Air Canada
Tue, Mar 17 - Tue, Mar 24
Multiple Airlines Logo
5:05 am - 1:02 pm
ORD
-
YYG
29h 57m
3 stops
Multiple Airlines Logo
1:45 pm - 12:22 am
YYG
-
ORD
12h 37m
3 stops
$652Multiple Airlines
Wed, Apr 8 - Sun, Apr 12
Porter Airlines Logo
4:15 pm - 1:02 pm
MDW
-
YYG
18h 47m
2 stops
Porter Airlines Logo
1:45 pm - 3:20 pm
YYG
-
MDW
27h 35m
2 stops
$718Porter Airlines
Wed, Apr 8 - Sun, Apr 12
Porter Airlines Logo
11:00 am - 1:02 pm
MDW
-
YYG
24h 02m
2 stops
Porter Airlines Logo
1:45 pm - 10:05 am
YYG
-
MDW
22h 20m
2 stops
$731Porter Airlines
Wed, Apr 29 - Thu, Apr 30
Porter Airlines Logo
11:00 am - 1:00 pm
MDW
-
YQM
24h 00m
1 stop
Porter Airlines Logo
6:55 pm - 9:40 am
YQM
-
MDW
16h 45m
1 stop
$745Porter 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.

Which airlines provide the cheapest flights from Chicago to Prince Edward Island?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Chicago to Prince Edward Island were found on Air Canada ($634) and Porter Airlines ($718).

Good to know

Cheapest flight$611
Flight from Chicago to Charlottetown

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 9222 reviews
7.3Comfort
6.6Food
7.1Entertainment
7.7Boarding
8.1Crew
Airline reviews

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

2.0 MediocreJames, Jan 2026
ORD - MSP
Read more United Airlines reviews

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

I understand weather is an issue, but making us chase our plane down at five scheduled gates across three terminals in an airport the size of O'Hare was unfair. They'd have probably been better off to leave gates as TBD until the inbound plane is in final approach instead of running us all over the place. Also, props to the consistently-unprepared ground crew in Richmond for once again leaving my lane parked short of the gate because they couldn't have a crew in place on time with 2 hours notice...

cabin crew was OK, food was OK, the trip from the US to Munich was actually pretty bad comfort wise. Noisy aircraft, lights never dimmed even in Business class (night flight) barely sufficient amenities for the price. I have millions of miles with United but TBH American is gaining ground and Delta has always been marginally better then United although on paper United has more longes and cheaper upgrades.

Essy to get on. The hostess gave very little pop, the plane was late getting in, and we are still waiting for our bags. This sucks. :/

Not United Airlines' fault. It's ORL airport's fault.

Great flight. On time boarding. Smooth flight and on time arrival at EWR. The flight crew was marvelous and there was a great selection of movies on the entertainment system. Our bags were at the carousel before we got there. Another excellent flight from United.

I liked the snacks and the flight attendants were friendly.

The movies offered were great. Staff were very pleasant and very efficient.

Was delayed at every point/ connection. Luggages missing for 5days. Had no medications for diabetes and high B/p. when bags where finally delivered on the 30th, the insulin and ozempic were no longer patent, as the ice pack had since dissolved and the authenticity of the med is now questionable, since they must be refrigerated. Please have them refund my bag fees. I should sue them for all the inconveniences caused to me.

The plane was delayed substantially due to a mechanical problem, that being said, the airline was very fair with providing a meal coupon for us. I would rather arrive late on a mechanically sound plane than the alternative. The food served in the plane was just awful, however and I recommend a new catering company.

I waiting for 2 hrs to retrieve my luggage. Didn't get home till 3am.

The flight left late and I didn’t get a glass of bubbly upon boarding (which I’m used to when booking business class on other flights), but otherwise it was a pleasant flight with lovely, helpful crew members and I enjoyed my meal.

Flight cancellations, delays, mass confusion and disorganization! That’s Air Canada for you, nothing new. I would have chosen a different airline if it were an option, and Air Canada continues to prove they don’t care about their customers.

everything was fine. but paying for 1 piece of check-in luggage and denying passengers to board with carry-on luggage which by air line's standards does not fit is not acceptable. when one travels for a longer time one needs to have some essentials

Couldn't fit knees, only 1 toilet working, didn't get anything to drink cause the stewards were not able to get to us

Flight was canceled for a reason they knew hours before but did not mention. Next the gate chnage from 37 to 38 at least 10 times. Ridiculous.

The flight from SFO to YVR was delayed and my bag did not make it to my next flight from YVR to SYD. It took almost 3 days after I landed to get my bag and when I got it, it was filled with dust

Our biggest complaint about Air Canada is that if you don’t like your seat during check-in, there’s a fee to move elsewhere. On our flight from YUL to FFL, we were charged to change seats—just regular seats. What’s maddening is that the plane wasn’t even full; there were even a few people sleeping in the middle row sections (entire rows, completely empty), using them as beds. In my opinion, charging passengers for seat changes is a cash grab by Air Canada. They are definitely not the airline they were back in the day. I suppose they need to gouge the consumer now that they pay their attendants while on ground. One out of 10.

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.