ORD - YYG

$625 Find Cheap Flights from Chicago to Charlottetown

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 Charlottetown departing on 1/18. 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 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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Everything you should know

Cheapest round-trip
$616
Air Canada
Sun 1/18Mon 1/19
ORD - YYG • 1 stop
Cheapest one-way
Multiple Airlines
Tue 12/16
ORD - YYG • multi-stop
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We hope you love your trip to Charlottetown!
Flight Deals
Booking Insights
Flight 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

Sun, Jan 18 - Mon, Jan 19
Air Canada Logo
10:00 am - 5:40 pm
ORD
-
YYG
5h 40m1 stop
Air Canada Logo
5:05 am - 9:13 am
YYG
-
ORD
6h 08m1 stop
$616Air Canada
Thu, Jan 22 - Mon, Jan 26
Air Canada Logo
3:55 pm - 12:20 am
ORD
-
YYG
6h 25m1 stop
Air Canada Logo
11:15 am - 7:45 pm
YYG
-
ORD
10h 30m2 stops
$624Air Canada
Thu, Feb 12 - Tue, Feb 17
Air Canada Logo
8:00 am - 5:40 pm
ORD
-
YYG
7h 40m1 stop
Air Canada Logo
11:15 am - 7:45 pm
YYG
-
ORD
10h 30m2 stops
$625Air Canada
Thu, Feb 12 - Tue, Feb 17
Multiple Airlines Logo
8:00 am - 5:40 pm
ORD
-
YYG
7h 40m1 stop
Multiple Airlines Logo
5:05 am - 9:50 am
YYG
-
ORD
6h 45m1 stop
$635Multiple Airlines
Thu, Jan 22 - Mon, Jan 26
Air Canada Logo
8:00 am - 5:40 pm
ORD
-
YYG
7h 40m1 stop
Air Canada Logo
5:05 am - 3:10 pm
YYG
-
ORD
12h 05m1 stop
$640Air Canada
Thu, Jan 22 - Mon, Jan 26
Air Canada Logo
2:00 pm - 10:40 am
ORD
-
YYG
18h 40m2 stops
Air Canada Logo
11:15 am - 7:45 pm
YYG
-
ORD
10h 30m2 stops
$663Air Canada
Sat, Jan 10 - Sun, Jan 11
Air Canada Logo
10:00 am - 5:50 pm
ORD
-
YYG
5h 50m1 stop
Air Canada Logo
5:05 am - 9:13 am
YYG
-
ORD
6h 08m1 stop
$674Air Canada
Sun, Jan 18 - Mon, Jan 19
United Airlines Logo
6:00 am - 12:20 am
ORD
-
YYG
16h 20m2 stops
United Airlines Logo
5:05 am - 9:13 am
YYG
-
ORD
6h 08m1 stop
$701United Airlines
Sun, Jan 18 - Mon, Jan 19
United Airlines Logo
9:02 am - 12:20 am
ORD
-
YYG
13h 18m2 stops
United Airlines Logo
5:05 am - 4:06 pm
YYG
-
ORD
13h 01m2 stops
$716United Airlines
Tue, Dec 30 - Thu, Jan 8
Air Canada Logo
10:00 am - 5:40 pm
ORD
-
YYG
5h 40m1 stop
Air Canada Logo
5:05 am - 9:13 am
YYG
-
ORD
6h 08m1 stop
$750Air Canada
Booking Insights

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 fly non-stop between Chicago O'Hare Intl Airport and Charlottetown?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Chicago O'Hare Intl Airport to Charlottetown.

There are 2 airlines that fly nonstop from Chicago O'Hare Intl Airport to Charlottetown. They are Air Canada and United Airlines. The cheapest airline for this route is Air Canada, with the best round-trip deal found costing $236. On average, the best prices for this route can be found at Air Canada.

Good to know

Cheapest flight$616
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 $616 for a round-trip ticket.

  • 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 $738 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 $555 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.

Reviews of the 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 9094 reviews
7.3Comfort
8.1Crew
7.1Entertainment
7.7Boarding
6.6Food
Airline reviews

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

10.0 ExcellentAnonymous, Dec 2025
ORD - HND
Read more United Airlines reviews

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

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

Very nice flight love the small aircraft. We had a wonderful flight attendant. Nice to see someone that really enjoys her job. Don't have her name but had a southern accent.

Very thoughtful flight attendant offered me water immediately since I had run to make my connection.

Seats in waiting area and on plane hard as rock. Fast internet on the flight was great! Crew was kind.

Always wish for more healthy, gluten free options. We have to bring our own.

Having a long layover, I was very appreciative of the ability to stand by for an earlier flight. Other airlines like Delta have refused this to me in the past, just to be mean (because my ticket class wasn't high enough). United went out of their way to help me get to my destination early, which I really appreciated given that it was the third leg of a 24+ hour journey for me.

Other than a way way too cold cabinets for the entire flight, all was great

One bag is incorrect and not acceptable for an international flight. The food was not just good. I won't fly with them again.

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

It was just fine. I managed to make all my connection too sbut had trouble in Munich with no wheel chair and trouble trying to get help from the airport people to get to the other terminal for my flight. Finally a wonderful lady Amelia, helped me to make my flight connection Timon with zero time to spare.

Over 40 years ago my AC return flight was canceled, during this last summer the same thing happened. AC denied everything Canadian like paying for accommodations and basic necessities. So why would I ever want to fly AC again? This last flight my wife took the return flight had problems and left late, so I guess they are getting better. However I have no faith in this airline so I drove to this last destination! I'll never fly AC again!!!

Great check in process in LA and good service The check in process as well as at the gate is way better in the US versus canada 🇨🇦

Super experience. Earlier than schedule departure and arrival. Baggage handling was very good

Allow me to book extra bag check in as free though I packed in 1 luggage but that was 7 LBS overweight so make another bag to free check in.

I would like to get my money back. I flight was 4 hours late on the way to detroit, And same on my way back to Brussels they cancelled my flight and give me an other ticket and i had to wait 5 hours.

All attendents were very efficient, pleasant and happy. Everything went smoothly. The seats could have been wider. There could have been more free food instead of just one small bar.

My seat was one of those that couldn't recline, but the problem was that it was abnormally upright, so the headrest actually made the seat concave, which was uncomfortable and hard on my lower back. I had to ball my jacket up and use it as lumbar support. goodness I had it with me.

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.

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

Information on your arrival and departure airports