$304 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 7/15. 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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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

vie., abr. 24 - dom., abr. 26
Porter Airlines Logo
4:05 pm - 1:00 pm
MDW
-
YQM
18h 55m
1 stop
Porter Airlines Logo
6:55 pm - 10:15 am
YQM
-
MDW
17h 20m
1 stop
$515Porter Airlines
jue., abr. 30 - jue., may. 7
Porter Airlines Logo
11:00 am - 11:30 pm
MDW
-
YQM
10h 30m
2 stops
Porter Airlines Logo
6:15 am - 9:40 am
YQM
-
MDW
5h 25m
1 stop
$563Porter Airlines
vie., abr. 24 - dom., abr. 26
Multiple Airlines Logo
4:05 pm - 1:00 pm
MDW
-
YQM
18h 55m
1 stop
Multiple Airlines Logo
6:55 pm - 1:00 pm
YQM
-
MDW
20h 05m
2 stops
$567Multiple Airlines
jue., abr. 30 - jue., may. 7
Porter Airlines Logo
11:00 am - 11:12 am
MDW
-
YQM
22h 12m
1 stop
Porter Airlines Logo
6:15 am - 9:40 am
YQM
-
MDW
5h 25m
1 stop
$579Porter Airlines
vie., jul. 17 - jue., jul. 23
Air Canada Logo
8:45 am - 3:40 pm
ORD
-
YYG
4h 55m
1 stop
Air Canada Logo
11:20 am - 2:55 pm
YYG
-
ORD
5h 35m
1 stop
$653Air Canada
sáb., jul. 18 - sáb., jul. 25
Air Canada Logo
8:45 am - 3:40 pm
ORD
-
YYG
4h 55m
1 stop
Air Canada Logo
4:30 pm - 8:05 pm
YYG
-
ORD
5h 35m
1 stop
$654Air Canada
mar., jun. 2 - lun., jun. 8
Air Canada Logo
2:15 pm - 12:02 am
ORD
-
YYG
7h 47m
1 stop
Air Canada Logo
11:20 am - 2:50 pm
YYG
-
ORD
5h 30m
1 stop
$658Air Canada
sáb., jul. 18 - sáb., jul. 25
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
$659Air Canada
mar., jun. 2 - lun., jun. 8
Air Canada Logo
3:45 pm - 12:02 am
ORD
-
YYG
6h 17m
1 stop
Air Canada Logo
11:20 am - 8:16 pm
YYG
-
ORD
10h 56m
2 stops
$664Air Canada
jue., jul. 30 - mié., ago. 5
Air Canada Logo
8:45 am - 3:40 pm
ORD
-
YYG
4h 55m
1 stop
Air Canada Logo
11:20 am - 4:57 pm
YYG
-
ORD
7h 37m
2 stops
$667Air Canada
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 Porter Airlines ($563) and Air Canada ($653).

Good to know

Cheapest flight$304
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 9435 reviews
7.1Entertainment
7.3Comfort
7.7Boarding
8.1Crew
6.6Food
Airline reviews

This trip did not start off well. The inbound flight was delayed about 20 minutes. Then, after initial onboarding, the passengers had to deplane due to a mechanical problem. That took about 30 minutes to fix and be cleared. Then, reboarding was chaotic. It took a long time to sort passengers and two passengers on standby were ticketed but there was no seat. So, they had to deplane. One of the flight crew was trying to help passengers figure out a place to put their carry-on bags and that took more time. In the end, our scheduled 10:30 am departure did not actually take off until about 12:05 pm CST. The flight itself was long but we got to Houston. Some passengers missed their connecting flights and had to rebook. Not the best of flights I've had.

4.0 OkayDr. Joseph, Feb 2026
ORD - IAH
Read more United Airlines reviews

This trip did not start off well. The inbound flight was delayed about 20 minutes. Then, after initial onboarding, the passengers had to deplane due to a mechanical problem. That took about 30 minutes to fix and be cleared. Then, reboarding was chaotic. It took a long time to sort passengers and two passengers on standby were ticketed but there was no seat. So, they had to deplane. One of the flight crew was trying to help passengers figure out a place to put their carry-on bags and that took more time. In the end, our scheduled 10:30 am departure did not actually take off until about 12:05 pm CST. The flight itself was long but we got to Houston. Some passengers missed their connecting flights and had to rebook. Not the best of flights I've had.

We were delayed for about an hour from taking off due to traffic control procedures at the destination airport. But once in the air, the flight went well. The crew members were great and provided cabin service despite moderate turbulence during much of the flight.

Short flight, but no drink/snack service. The flights both going and coming were delayed.

Not being stranded in Chicago for her airport to 11:30 tomorrow morning the 3rd

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. :/

Departed Palm Springs over an hour late because there’s only one gate, and it has always delayed by the arriving and departing flight to Toronto and the arriving flight from Vancouver.

I checked a bag and there was only one agent to assist all customers with any issues.

I want to thank Carlos at the Miami AC desk - he was amazing and went over and above to help us out. Thank you Carlos and all the best to you!!! You made our faith in AC feel great! Sincerely, David Cubitt

Flight was canceled due to mechanical issues. After a considerable wait in the queue, Air Canada customer service was very helpful to get us on another flight. I am disappointed to report our rescheduled flight is for three days from now. Three days of extra expenses and inconvenience is unacceptable.

Extremely disappointing. My original Denver–Vancouver–Bangkok itinerary was cancelled due to a crewing issue. I was not proactively supported and had to drive back home after already reaching the airport. Communication was poor throughout, and attempts to contact customer service resulted in being on hold for nearly three hours without reaching anyone. Instead of being rebooked on the same direct routing the following day, I was rerouted onto a much longer itinerary via multiple cities and airlines, which resulted in arriving approximately 30 hours later than scheduled. At Denver airport, there was no visible Air Canada representative available to properly assist. Ground staff offered no real support beyond directing passengers to a phone number. There was no clear communication, no ownership, and no meaningful customer care during a major disruption. The final journey involved three flights instead of the original two, significantly increasing travel time and stress. Overall, the handling of the cancellation and lack of customer support was unacceptable. What could have been better? Clear communication during the cancellation Accessible customer service (phone support that actually answers) Proper in-person assistance at the airport Rebooking onto a comparable routing rather than a significantly longer one

Great setup on both flights except the last flight we got condensed dripping all over me in the last 20 mins of the flight

The last 3 hours it was freezing cold in row 56. Multiple people had their winter coats on and were utilizing the blankets provided by the airline. I also did not have easy access to figure out how to book my food allergy and advance for my meals. Most of everything I received was something I couldn't eat. This needs to be made more accessible. Also, I'm 5'10 which is the average height of the American male. I flew from Philadelphia to Toronto and then to Tokyo and the seats were absolutely unbearable. For that long of a flight it is impossible to get comfortable when doing anything. Flights need to have more space and stop prioritizing costs over people.

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.

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

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.