$365 Find Cheap Flights from Chicago to Prince Edward Island - Compare and Save

1 adult
1 adult, Economy, 0 bags

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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?

In the past 5 days, the cheapest round-trip tickets from Chicago to Prince Edward Island were found on Air Canada ($715) and Porter Airlines ($728).

Good to know

Cheapest flight

$365
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 airline flying from Chicago to Prince Edward Island

 
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 11841 reviews
6.8Entertainment
7.8Crew
7.1Comfort
7.3Boarding
6.3Food
Airline reviews

Wonderful experience. Long distance travel is never easy but this flight was a treat. Flight crew was very attentive and friendly

10.0 ExcellentAnonymous, Oct 2026
Read more Air Canada reviews

Wonderful experience. Long distance travel is never easy but this flight was a treat. Flight crew was very attentive and friendly

Same as my Tulsa to Chicago flight, this one was quick and professional.

Boarding was delayed 50 minutes. The flight going to Chicago was canceled, causing lots of problems and causing me to rebook and miss an event. I was traveling with a colleague, and he was unable to get on the same flight after 40 minutes on the phone, which meant I had to wait for him after my arrival. My flight down was delayed an hour before take off, had to sit on the plane, then 30 minutes after landing to get to a gate. No real food, only juice/ water offered for the 3.5 hours on the plane. Not a good experience.

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

More options for your flight from Chicago to Prince Edward Island

Complete your trip to Prince Edward Island with a hotel stay or car rental