ORD - YYG

$254 Find Cheap Flights from Chicago to Charlottetown

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 Charlottetown departing on 7/26. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Charlottetown

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

Cheap Flights from Chicago to Charlottetown (ORD-YYG)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Charlottetown 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 Charlottetown

Mon, Sep 22 - Wed, Oct 1
Air Canada Logo
8:40 am - 3:32 pmORD-YYG
4h 52m1 stop
Air Canada Logo
11:25 am - 2:55 pmYYG-ORD
5h 30m1 stop
$504Air Canada
Find Deal
Wed, Jul 16 - Sat, Jul 26
Air Canada Logo
8:40 am - 3:30 pmORD-YYG
4h 50m1 stop
Air Canada Logo
5:25 am - 9:09 amYYG-ORD
5h 44m1 stop
$511Air Canada
Find Deal
Mon, Sep 22 - Tue, Sep 30
Air Canada Logo
8:40 am - 3:32 pmORD-YYG
4h 52m1 stop
Air Canada Logo
11:25 am - 7:29 pmYYG-ORD
10h 04m2 stops
$516Air Canada
Find Deal
Thu, Jul 17 - Wed, Jul 23
Air Canada Logo
3:50 pm - 12:04 amORD-YYG
6h 14m1 stop
Air Canada Logo
5:25 am - 9:09 amYYG-ORD
5h 44m1 stop
$517Air Canada
Find Deal
Wed, Jul 2 - Mon, Jul 7
 Logo
5:51 am - 11:15 pmORD-YYG
15h 24m2 stops
 Logo
12:30 pm - 11:45 pmYYG-ORD
37h 15m2 stops
Sat, Aug 23 - Sat, Aug 30
 Logo
3:21 pm - 4:46 pmORD-YYG
23h 25m3 stops
 Logo
6:40 am - 11:10 pmYYG-ORD
18h 30m3 stops
Sat, Aug 23 - Fri, Aug 29
United Airlines Logo
3:50 pm - 12:04 amORD-YYG
6h 14m1 stop
United Airlines Logo
4:20 pm - 11:48 amYYG-ORD
21h 28m2 stops
$566United Airlines
Find Deal
Sat, Aug 23 - Sat, Aug 30
United Airlines Logo
3:50 pm - 12:04 amORD-YYG
6h 14m1 stop
United Airlines Logo
5:25 am - 6:50 pmYYG-ORD
15h 25m2 stops
$573United Airlines
Find Deal
Sun, Jul 20 - Mon, Jul 28
WestJet Logo
5:30 pm - 6:15 pmORD-YYG
46h 45m2 stops
WestJet Logo
5:35 pm - 4:33 pmYYG-ORD
24h 58m2 stops
$1,473WestJet
Find Deal
Sun, Jul 20 - Sun, Jul 27
WestJet Logo
5:30 pm - 6:15 pmORD-YYG
46h 45m2 stops
WestJet Logo
5:35 pm - 12:50 pmYYG-ORD
45h 15m2 stops
$1,568WestJet
Find Deal
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KAYAK's insights & trends for Chicago to Charlottetown flights

Get data-powered insights and trends into flights from Chicago to Charlottetown to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Chicago to Charlottetown?

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 Charlottetown were found on Air Canada ($504) and United Airlines ($566).

Good to know

Cheapest flight$254
Flight from Chicago to Charlottetown

When to book flights from Chicago to Charlottetown

Are your dates flexible? Find out the best times to travel from Chicago to Charlottetown based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago to Charlottetown flights

  • What is the cheapest flight from Chicago O'Hare Intl Airport to Charlottetown?

    In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Charlottetown was $254 for a one-way ticket and $504 for a round-trip.

  • Do I need a passport to fly between Chicago and Charlottetown?

    A passport is required to fly from Chicago to Charlottetown.

  • Which airports will I be using when flying from Chicago to Charlottetown?

    On your way to Charlottetown, you’ll fly out from Chicago O'Hare Intl. You’ll be landing at Charlottetown.

  • Which aircraft models fly most regularly from Chicago to Charlottetown?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago to Charlottetown?

    Star Alliance is the only airline alliance operating flights between Chicago and Charlottetown.

  • Which is the best airline for flights from Chicago to Charlottetown, United Airlines or Air Canada?

    The two airlines most popular with KAYAK users for flights from Chicago to Charlottetown are United Airlines and Air Canada. With an average price for the route of $719 and an overall rating of 7.4, United Airlines is the most popular choice. Air Canada is also a great choice for the route, with an average price of $580 and an overall rating of 7.1.

  • How does KAYAK find such low prices on flights from Chicago to Charlottetown?

    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 Charlottetown.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Charlottetown?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Charlottetown from Chicago 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 Charlottetown?

    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 to Charlottetown with an airline and back to Chicago with another airline. Booking your flights between Chicago and YYG can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Charlottetown?

    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 to Charlottetown from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top airlines flying from Chicago to Charlottetown

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Charlottetown. 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 Charlottetown? 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 8790 reviews
7.0Entertainment
6.6Food
7.7Boarding
7.3Comfort
8.1Crew
Airline reviews

The boarding of took of late.The presentation of the food was horrable as was the tast of the food was cold and tastless.

4.0 OkayJ, May 2025ORD - EDI
Read more United Airlines reviews

The boarding of took of late.The presentation of the food was horrable as was the tast of the food was cold and tastless.

Delay and keep changing gates. I have to run around from B to C then to E.

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.

A bit rush for transit. Food and entertainment are not available

Boarding was a little difficult. The gate area at O'Hare was very small and crowded due to multiple gates in the area. Could not hear the intercom, so had to rely on signage to see when my group was boarding and the signage was blocked by passengers standing in the gate. Flight was great and we arrived in Montreal on time.

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

I do prefer to fly United and have always had excellent service, except for bad weather. Flights are on time and staff is alway curtious and helpful

They switched out gate from terminal 1 to terminal two ten minutes before boarding. So we had to make a 20 min crazy fast walk to a different terminal. Then we boarded the plane and waited for over 40 minutes until push back. Brutal

Flight was delayed but the real issue is how long we sat after boarding. Space very limited for an overnight flight and seatbacks didn’t recline so it was almost impossible to sleep.

The staff made sure I was comfortable, moved me to a better seat with more leg room

Easy boarding and comfortable seating were plusses. Enjoyed the experience and good service from the captain and crew. Many thanks...!

Somehow, my booking was under my preferred name instead of my legal name so they almost didn’t let me board the plane at LAX. This problem should have been notified to me when I was still in Toronto.

Great overall. Quick boarding, attentive staff - great experience in premium class.

When arriving over 2 hours early to check k in at Charlotte airport I was told I would have to check my carry on ? Apparently the flight was full and may not be room. I was not given a choice and the agent was quite unpleasant about it. I am a senior amd was not comfortable me having to worry about my bag being lost vut it didn’t seem to bother him. There were lots and lots of people of all ages in line when we boarded with carryons and most larger than mine .the rest of my journey was pleasant vut this was totally unacceptable.

The layover was 6 PLUS hours and we were only given a $15.00 voucher. We missed our first activity in Quebec due to the delay.

Miserable staff as it was a late/delayed flight and crew wasn’t in the best spirits. Completely understood as neither was most of the passengers. Still unacceptable l.

It was a short flight, and no entertainment. That was not a problem for us, but there is no option for "not applicable". There was a bit of turbulence, so there was no food service.

the fact air Canada changed my flight from 850 PM to 815 AM with zero regard to the plans i made that last day, the cost i lost out on as things were non refundable amd shortening my first vacation in 7 years sickened me. when we purchase a service thats whats we expect. when we want to change the service we have to pay for that option but you do whatever you want . i called accessibility dept as i have a cpap and an implanted loop recorder first person said no problem just let security know you cant go thru scanners. then i got an email saying i had to fill out a fit to fly form . which again there was NO need to have that none. But that cost me money and time to have a doctor fill it out. then when i went to check in online i was declined i had to see a person at the airport instead. i couldnt get my boarding pass like everyone elseso here I was contacting air canada so I would have a easy travel experience and it ended up being a nightmare with more work for me, more cost and time. the flight itself was great the nightmare around it i will never subject myself to again. i tried to stick with supporting Canada but Air Canada was not worth supporting. very disappointed especially with a dept that is supposed to help disabled people not make an already challenging event not worth going thru at all.

Everything you need to know for your flight from Chicago to Charlottetown

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