Prices are in Canadian Dollars.

Find cheap flights from Chicago to Prince Edward Island

Find cheap flights from Chicago to Prince Edward Island

Round-trip
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Chicago (CHI)
Prince Edward Island
Tue. 19/1
Tue. 26/1
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Good to know

Low season

September Best time to beat the crowds (5% less expensive on average)

High season

October Most popular time to fly (4% more expensive on average)

Average price round-trip

C$ 644 (price for this month)

Good deal one-way

C$ 498 or less

Top tips for finding cheap flights to Prince Edward Island

  • High season is considered to be January, February and December. The cheapest month to fly to Prince Edward Island is January.

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Top airline flying from Chicago to Prince Edward Island

Scores according to KAYAK customer reviews

7.1
Air Canada
Overall score based on 24,775 reviews
7.3
Boarding
7.0
Comfort
7.7
Crew
6.9
Entertainment
6.5
Food
Airline reviews

Cons: "They loose my luggage!!!!!!"

Pros: "Nothing"
Cons: "Flight delay led us to miss our connecting flight. Air Canada then lost our luggage for 6 days on our honeymoon!"

Pros: "Extremely helpful and accommodating! Thanks to all!"

Pros: "Not much."
Cons: "I thought Comcast service was bad. This was the worst. They cancelled my flight at the last minute, then escorted all passengers out of the gate, told us to go through customs then pick up our luggage. And said we had to call to arrange another flight, but the phones just left a message saying to call back in a few days. I was stranded with no phone, no hotel, and no flight home. Three days later, I still cannot get in touch with them."

Cons: "See above."

Pros: "Long wait for ticketing and at customs during transfer"

Pros: "The pilot seemed good and the staff on the plane were nice overall"
Cons: "Customer service from the group staff that checked us in was horrendous... (Lisa from Chicago ). We were not aware one of us needed eTA to fly through Canada and the agent was so belittling, rude and plane wrong with her information, that if it had not for our smarts, we might have not made it to our destination. I do not spend so much money to fly with an airline, whose agents treat it me like this! She really should be fired for her terrible manners and for giving customers wrong information..the second supervisor we talked to helped us, but the impression we got from the agent was so terrible, that it was hard to feel any good...no food on a flight during lunch hour, seems unfitting."

Cons: "My original flight was delayed by 3 hours, causing me to miss my connecting flight. Instead of arriving at 9:30 at my final destination I arrived at 1:30 am. Exhausted."

Pros: "I am sad to say I have little positive things to say about this experience."
Cons: "To begin, our flight was delayed an hour into Toronto. We asked the flight attendant about our connecting flight and they said they would find an answer. It ended up that we landed just as the flight was scheduled to leave. Why they could delay pur flight but would not hold another flight by 20 minutes is very questionable. Then we got to customer service, the rep told us that we could only get on the next flight going out tomorrow at the same time which meant 24 hours lost. Of our vacation- which hotels already booked and tours already booked. When I asked if there was anyway we could get in earlier the service person told me "I should be grateful because some people have had to wait multiple days to get to their destinations." When we finally did board the flight the next day we were not served any food, no snacks, and no drink for the entire overnight flight."

Cons: "There was a 90min delay on all flights going to toronto due to construction in toronto yet air canada (knowing this) boarded everyone on time anyway and made us sit on the runway for over an hour. They could have left us in the lounge until they were ready. Parents with babies do not appreciate such thoughtlessness. But hey, as far as air canada was concerned, they left the gate on time."

Pros: "Air Canada is my favorite airline to fly. The employees are always helpful, from checking in to the flight crew."
Cons: "I only wish Economy had more leg room."

Pros: "In the airport Chicago to Montreal I met a nice person he made my boarding pass to me. I love the service !!!!!! Said Thank you so much for your time to getting. Dory Clothilde"

Pros: "Crew"
Cons: "Boarding gate very small"

Pros: "Food and staff."
Cons: "Rushed to get connection flight at Vancouver. The official One hour 10 minutes connection time shrunk down to about 45 minutes, which is too short considering that most flights leave late from Chicago with an overly busy airport take-off schedule."

Pros: "I liked that we got a lot of food, and the movies were very good. Groups for boarding made sense and we boarded quickly"
Cons: "it was late and despite being 4.5 hours there were no free snacks or food. Only one toilet which we could never use bc of constant turbulence."

Pros: "The ever wonderful Air Canada cancelled a bunch of the flights that I had originally booked 2 months before I left and marooned me in the Toronto airport for an 8 hour layover on my way home. Unacceptable. No reason given, no apology made, nothing."

Cons: "Airline list baggage. Had to wait 3 hours to get luggage which was put it the next flight"

Cons: "They lost our luggage and we didn't get it all back until about 7 days after we arrived! 7 Days!!!! Customer service was horrible and we were traveling with a small child."

Cons: "We were in Toronto for an entire week without our bag and Air Canada showed no concern at all for our well being. I travelled with my one year old son, I needed supplies for him and Air Canada gave me dead end numbers to call, websites that didn't work and even hung up on us when we were trying to find out about our bags. They treated us terribly. I will never fly them again."

Pros: "When there were unforseen delays. They just said too bad, here is a phone number you can call. It then took 2 hours to try and get someone on the phone. Once I finally was talking with someone, they said it would cost $200 to rectify the problem. I then got put on hold. When they came back they said it would be over $2000 to get home. Talk about trying to cash is on people's hard situations. I ended up flying WestJet. They were amazing."

Pros: "Flight was smooth; love being able to track route. Got in early."

Cons: "Flight was delayed but overall trip was good"

Pros: "Smooth take off and landing."
Cons: "The numbers above the seating arrangement cause a lot of confusion for people and some almost want to argue for the window seat."

Cons: "My flight was changed and I wasn't informed - I cleerly checked my information beforehand but it would be nice if flights were to change by two hours, to know in advance so arrangements could be made"

Cons: "It was so great we didn't go. Got a refund you retards"

Cons: "Taxied to runway, but had to go back to terminal due to one seat not staying in upright position. Flight was about an hour late then."

Cons: "No personal tv on an international flight. The tickets were pretty expensive, I would have expected a personal tv instead of having to use my cell phone- especially with spotty wifi. Chairs weren't very comfortable and the food was so so."

Pros: "The crew was attentive."
Cons: "The head phone slot did not work. Then the TVs went out which did not matter because I could not listen to them anyway."

Pros: "When I had to reschedule they were very nice about making sure that I had the information I needed and they gave me great seats on the way to London."
Cons: "My flight was Delayed and I had to reschedule that was unfortunate."

Pros: "Staff was friendly"
Cons: "Uncomfortable seating"

Pros: "The crew was very friendly."
Cons: "The plane boarded early and the food was not good. The pasta was over cooked and essentially a mash."

Cons: "The engine was making an unusually loud whirring sound. Felt concerned that the plane was not fit to fly."

Pros: "Everything was basically on time."
Cons: "Air canada should still give snacks like west jet."

Cons: "Did not appreciate not having a movie screen. Renting an iPad for such an expensive flight is not good business."

Pros: "Provided a blanket and pillow, breakfast and dinner, had 3 bathrooms which was excellent for how many people on the plane. The flight attendants were excellent and very nice as well. I do love air canada for long flights."
Cons: "When i checked out the cabin after i bought the tickets i was under the impression that there would be screens on the plane to view movies for free. Instead they were offering for $10 to buy a ipad and more money for headphones to rent for the flight to watch movies. Kind of was a disappointment but i read a book which is always better to do anyway."

Pros: "The crew was very nice."
Cons: "It was like flying in 1995. They may want to consider buying more modern planes."

Pros: "This is awful flight coz I brought it from kayak"
Cons: "Flight delayed due to plane defect. Stayed in plane for more than 5 hours. Baggage lost. Never made it on time"

Pros: "the crew was great, food was alright, and overall I enjoyed my flight"
Cons: "the only entertainment was able to connect to apple products or a renatble iPad. I don't have an apple product so that was a bit annoying"

Pros: "The crew on the flight was nice, and the entertainment was good."
Cons: "Our first Air Canada flight was 2hr delayed due to mechanical error. After a 2hr delay, we finally flew for 1hr, had awful turbulence on the way down, and got to Toronto only to find out there was no customer service desk. We missed our connection with Luftanza and had to fly Air Canada again. First off, we couldn't get on another flight until the next morning. Then the desk never called the hotel they gave us the voucher for, so when we showed up at midnight the hotel was fully booked and had no room for us. We had to fly into Heathrow instead of Gatwick (final destination was Brighton for an international conference). We missed the entire first day of the meeting and had to rent a car for 65 pounds each to take us to Brighton from Heathrow, finally arriving at our hotel by midnight. The customer service was non-existent for Air Canada. We literally are going to have to email them."

Pros: "The flight was comfortable. Entertainment choices were varied and generous."
Cons: "o'Hare needs an upgrade."

Pros: "How quick it waz"
Cons: "How close the seats were"

Pros: "Friendly crew. Very smooth flight. Easy to navigate terminal."
Cons: "Nothing!"

Pros: "I liked the way they handled the rain delay. Although inconvenient, they were transparent with the process"
Cons: "The lack of certainty whether we were removed or stilling our connecting flight to delay."

Pros: "On board service Comfortable seating and space On time dep. & arrival"
Cons: "None"

Pros: "The crew was good!"
Cons: "I wished that there were opportunities given for beverages. I also would have liked more explanations on how to connect to the entertainment."

Pros: "The crew was friendly, there was entertainment available via the display on the back of the seat."
Cons: "The touchscreen display wasn't working properly, making it difficult to control things like volume. I would have preferred a display with physical buttons that took a bit more time than the weirdly synced touch screen"

Pros: "Good"
Cons: "Ok"

Pros: "Services"
Cons: "N/A"

Cons: "Ticketed for Air Canada, but it was a code share flight with United Airlines. The check in at United took over 15 minutes because my reservation was not recognized by the United online system. Luckily a United agent was able to work through my paperwork and get me checked in, with luggage, via Ottawa to London, Heathrow. However, at the boarding gate for my flight to Ottawa, my boarding pass was deemed invalid and it took another 15 minutes to issue a new boarding pass - with seating at the back of the bus. Was a frustrating/annoying process. Luckily I encountered two capable United employees who worked to resolve the issues."

Read more about Air Canada
COVID-19 information

Safety measures for airlines flying from Chicago to Prince Edward Island

Airlines flying from Chicago to Prince Edward Island have enacted additional safety measures and adjusted policies to better accommodate travellers. Policies vary by airline.

Heightened sanitation

Daily cleaning, installation of cabin HEPA filters on flights from Chicago to Prince Edward Island

Mandatory masks

Masks required on board, masks provided on flights from Chicago to Prince Edward Island

Social distancing seating

Middle seats unavailable to book on flights from Chicago to Prince Edward Island

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Chicago to Prince Edward Island

Book cheap flights from Chicago to Prince Edward Island

Recent round-trip flight deals

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25h 41m
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