ORD - YYG

$296 Find Cheap Flights from Chicago to Charlottetown - Compare and Save

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 9/21. 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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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$544
Typical prices: $725-$612
Multiple Airlines
Fri 8/21Tue 8/25
ORD - YYG • 3 stops
Cheapest one-way
$296
Porter Airlines
Mon 9/21
ORD - YYG • 2 stops
Top airlines
Cheapest • from $599 (round-trip)
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Chicago and Charlottetown. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $779 (round-trip)
Shortest trip • 4h 56m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 100% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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!
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

Fri, Aug 21 - Tue, Aug 25
Multiple Airlines Logo
2:00 pm - 11:10 am
ORD
-
YYG
19h 10m
3 stops
Multiple Airlines Logo
5:20 am - 2:55 pm
YYG
-
ORD
11h 35m
2 stops
$544Multiple Airlines
Fri, Aug 21 - Tue, Aug 25
Multiple Airlines Logo
2:00 pm - 11:10 am
ORD
-
YYG
19h 10m
2 stops
Multiple Airlines Logo
7:00 pm - 10:16 am
YYG
-
ORD
17h 16m
2 stops
$546Multiple Airlines
Fri, Aug 21 - Tue, Aug 25
Multiple Airlines Logo
2:00 pm - 11:10 am
ORD
-
YYG
19h 10m
2 stops
Multiple Airlines Logo
11:20 am - 2:55 pm
YYG
-
ORD
5h 35m
1 stop
$558Multiple Airlines
Thu, Jul 2 - Wed, Jul 8
Multiple Airlines Logo
5:35 pm - 10:55 am
ORD
-
YYG
15h 20m
1 stop
Multiple Airlines Logo
11:20 am - 8:29 pm
YYG
-
ORD
11h 09m
2 stops
$580Multiple Airlines
Thu, Jul 2 - Wed, Jul 8
Multiple Airlines Logo
5:35 pm - 10:55 am
ORD
-
YYG
15h 20m
1 stop
Multiple Airlines Logo
5:20 am - 9:00 am
YYG
-
ORD
5h 40m
1 stop
$587Multiple Airlines
Fri, Aug 21 - Tue, Aug 25
Air Canada Logo
8:45 am - 3:40 pm
ORD
-
YYG
4h 55m
1 stop
Air Canada Logo
11:20 am - 2:55 pm
YYG
-
ORD
5h 35m
1 stop
$599Air Canada
Thu, Jul 2 - Wed, Jul 8
Multiple Airlines Logo
5:35 pm - 4:35 pm
ORD
-
YYG
21h 00m
2 stops
Multiple Airlines Logo
11:20 am - 8:29 pm
YYG
-
ORD
11h 09m
2 stops
$626Multiple Airlines
Wed, Sep 16 - Tue, Sep 22
Air Canada Logo
8:45 am - 3:40 pm
ORD
-
YYG
4h 55m
1 stop
Air Canada Logo
4:30 pm - 8:12 pm
YYG
-
ORD
5h 42m
1 stop
$698Air Canada
Tue, Dec 1 - Fri, Dec 4
Air Canada Logo
8:00 am - 5:25 pm
ORD
-
YYG
7h 25m
1 stop
Air Canada Logo
11:15 am - 2:55 pm
YYG
-
ORD
5h 40m
1 stop
$702Air Canada
Wed, Sep 16 - Tue, Sep 22
Air Canada Logo
8:45 am - 3:40 pm
ORD
-
YYG
4h 55m
1 stop
Air Canada Logo
11:20 am - 8:29 pm
YYG
-
ORD
11h 09m
2 stops
$703Air 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.

How much is a round-trip flight from Chicago O'Hare Intl Airport to Charlottetown?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago O'Hare Intl Airport to Charlottetown departing in August.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to Charlottetown?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago O'Hare Intl Airport to Charlottetown, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago O'Hare Intl Airport to Charlottetown is February, where tickets cost $0 (return) on average. On the other hand, the most expensive months are March and November, where the average cost of round-trip tickets is $1,450 and $1,018 respectively.

Good to know

Low seasonOctober
Cheapest flight$296
Best time to beat the crowds with an average 44% drop in price.
Most popular time to fly and prices are also 14% lower on average.
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 5 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Charlottetown was $544 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 $887 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 $674 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 9831 reviews
8.1Crew
7.1Entertainment
6.6Food
7.3Comfort
7.7Boarding
Airline reviews

Horrible! Several delays and then was cancelled! I spent over 24 hours in the airport and was unable to get a hotel or food voucher.

2.0 MediocreAnonymous, Jun 2026
ORD - BHM
Read more United Airlines reviews

Horrible! Several delays and then was cancelled! I spent over 24 hours in the airport and was unable to get a hotel or food voucher.

Smooth travel. Immediate update prior flight delay so I can arrange myself properly without too rush.

Boarded early; and arrived home 40 mins early. After a long flight, it’s nice to be back home early. These flights have no amenities; no snacks. So need to bring your own

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

Great flight. Boarded efficiently. Arrived early at CLT. There was no in flight entertainment on this aircraft. Great crew.

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

1didnt have wheel chair I ordered wheel chair in my ticket flight

Flight was overbooked and seats assigned to multiple passengers. Delay 1 hour to sort out.

Good but I don’t received my bags yet is been 5days still no update

It was pretty straight forward, no glitches or hidden costs

It was a short flight so, everything went smoothly and we got to where we needed to be safely.

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

No TV on the flight. The charging outlet was not working. No food, even a sandwich. The served orange was poor quality.

Selected seats 5 months prior to date. Had email confirmation and seats were not honoured. Family did not sit together

The flight was comfortable and the staff were helpful and friendly. However, we did not know we were flying PAL until we arrived in Canada, so it was a bit disconcerting. In addition, which port we were leaving from was confusing.

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)

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

Information on your arrival and departure airports