ORD - YYG

$540 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 10/7. 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

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

Tue, Oct 7 - Wed, Oct 8
 Logo
6:00 am - 11:10 amORD-YYG
27h 10m2 stops
 Logo
1:25 pm - 11:45 pmYYG-ORD
12h 20m2 stops
Tue, Oct 7 - Sat, Oct 11
 Logo
6:40 am - 4:46 pmORD-YYG
32h 06m2 stops
 Logo
1:25 pm - 4:43 pmYYG-ORD
29h 18m3 stops
Tue, Oct 7 - Sat, Oct 11
 Logo
6:40 am - 4:46 pmORD-YYG
32h 06m3 stops
 Logo
6:40 am - 4:43 pmYYG-ORD
36h 03m3 stops
Tue, Oct 28 - Tue, Nov 4
Air Canada Logo
8:00 am - 5:40 pmORD-YYG
7h 40m1 stop
Air Canada Logo
5:05 am - 1:01 pmYYG-ORD
9h 56m1 stop
$607Air Canada
Find Deal
Tue, Oct 7 - Wed, Oct 8
Air Canada Logo
3:50 pm - 11:58 pmORD-YYG
6h 08m1 stop
Air Canada Logo
11:25 am - 2:48 pmYYG-ORD
5h 23m1 stop
$635Air Canada
Find Deal
Tue, Oct 7 - Sat, Oct 11
Air Canada Logo
3:50 pm - 11:58 pmORD-YYG
6h 08m1 stop
Air Canada Logo
12:10 pm - 5:33 pmYYG-ORD
7h 23m1 stop
$641Air Canada
Find Deal
Tue, Oct 28 - Tue, Nov 4
United Airlines Logo
3:55 pm - 12:20 amORD-YYG
6h 25m1 stop
United Airlines Logo
11:15 am - 9:38 pmYYG-ORD
12h 23m2 stops
$667United Airlines
Find Deal
Tue, Oct 28 - Tue, Nov 4
United Airlines Logo
9:15 am - 12:20 amORD-YYG
13h 05m2 stops
United Airlines Logo
11:15 am - 9:38 pmYYG-ORD
12h 23m2 stops
$677United Airlines
Find Deal
Tue, Oct 7 - Sat, Oct 11
Air Canada Logo
6:20 pm - 10:37 amORD-YYG
14h 17m2 stops
Air Canada Logo
5:20 am - 9:09 amYYG-ORD
5h 49m1 stop
$680Air Canada
Find Deal
Tue, Oct 7 - Sat, Oct 11
United Airlines Logo
9:55 am - 5:33 pmORD-YYG
5h 38m1 stop
United Airlines Logo
5:20 am - 11:59 pmYYG-ORD
20h 39m2 stops
$705United Airlines
Find Deal

Everything you should know

Top airlines
Air Canada
Cheapest • from $607 (round-trip)
United Airlines
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Cheapest round-trip
$540
Multiple Airlines
Tue 10/7Wed 10/8
ORD - YYG • 2 stops
Cheapest one-way
Multiple Airlines
Mon 9/15
ORD - YYG • multi-stop
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Charlottetown!
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 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 ($607) and United Airlines ($667).

Good to know

Cheapest flight$540
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 $540 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 8929 reviews
7.3Comfort
7.1Entertainment
6.6Food
8.1Crew
7.7Boarding
Airline reviews

Once we got in the air the pilot made up some of the time of the delay. So that was really nice.

10.0 ExcellentAnonymous, Aug 2025ORD - MEM
Read more United Airlines reviews

Once we got in the air the pilot made up some of the time of the delay. So that was really nice.

We had a layover from YVR to Denver. We bought 4 bottles of Absolut Vodka at the YVR Duty Free for $116.20, after going through security and American Customs Pre Clearance at YVR, Vancouver. When we landed in Denver, United put us behind the American Customs as well as TSA again for some reason. We were forced to go through American Customs and TSA again. TSA confiscated our rightfully owned Duty Free Absolut Vodka bottles. Because United incorrectly forced our flight behind American border and TSA again, we missed the connecting flight. After United put us on a later flight, we eventually arrived in Chicago very late, with hardly any sleep. I am looking for compensation from United for our incorrectly confiscated Absolut Vodka bottles worth $116.20, as well as compensation for incorrectly putting us behind American Customs and TSA again, causing us to miss our connecting flight, making us arrive extremely late in Chicago.

Excellent flight. Boarding was efficient and departure was on time. Smooth flight with on time arrival. Deplaning was also efficient.

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

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!

For the price, it was a really good experience. There was no entertainment on board, so I couldn't really rate this, and I didn't order a meal. I appreciated that there was a free glass of wine.

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

My flight from New York to Canada and Canada to Brisbane was canceled, so I had to take united airlines instead flight from New York to Dubai then layover in Dubai 8 hours then from Dubai to Brisbane it was extremely difficult for me , it was a nightmare flying with Canadian airlines unfortunately.

I found the boarding easy and my seat was very comfortable as I had a lot of leg room. I am not too happy that I no longer have lounge access even though I used to get it with my TD credit card.

Flight cancelled. Major disruption to our travel. Do not use Air Canada from KC. To few flights.

Real smooth and easy, Real good leg room in coach!

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.

Re luggage I carried a backpack only. I did not check any bags in. However there were other passengers with carry on luggage going in the plane. My question is why are others allowed to have a carry on luggage inside the plane? Shouldn’t they have dropped it off at the gate? I’m asking because I could have brought the same thing instead of a backpack only. Please clarify for future reference. Thank you.

Like the service. Very hard to communicate or contact when have problems

Very bad, flight was cancelled due to strike and staff was unable to rebook us

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

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.