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YKF - ORD

C$ 177 Find Cheap Flights from Toronto Region of Waterloo Intl to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Region of Waterloo Intl to O'Hare Intl departing on 4/3. 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.
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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Toronto to Chicago, 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 Toronto to Chicago, as well as popular online travel agencies
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Cheap Flight Deals from Region of Waterloo Intl to Chicago (YKF-ORD)

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

Recent round-trip flight deals from Region of Waterloo Intl to O'Hare Intl

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Region of Waterloo Intl to O'Hare Intl.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
12:35 p.m. - 11:58 p.m.YKF-ORD
12h 23m2 stops
4:45 p.m. - 6:15 a.m.ORD-YKF
12h 30m1 stop
C$ 377
Find Deal
Thu, 27 Feb - Sun, 2 Mar
12:35 p.m. - 11:58 p.m.YKF-ORD
12h 23m2 stops
4:45 p.m. - 6:15 a.m.ORD-YKF
12h 30m1 stop
C$ 379
Find Deal
Thu, 27 Feb - Sun, 2 Mar
12:35 p.m. - 11:50 a.m.YKF-ORD
24h 15m2 stops
3:14 p.m. - 7:25 p.m.ORD-YKF
27h 11m1 stop
C$ 420
Find Deal
Tue, 18 Feb - Tue, 25 Feb
12:35 p.m. - 9:27 a.m.YKF-ORD
21h 52m1 stop
3:14 p.m. - 7:25 p.m.ORD-YKF
27h 11m1 stop
C$ 423
Find Deal
Tue, 18 Feb - Tue, 25 Feb
6:30 a.m. - 3:56 p.m.YKF-ORD
10h 26m1 stop
4:45 p.m. - 6:40 a.m.ORD-YKF
12h 55m1 stop
C$ 464
Find Deal
Mon, 17 Mar - Mon, 24 Mar
12:35 p.m. - 11:58 p.m.YKF-ORD
12h 23m2 stops
5:15 a.m. - 7:25 p.m.ORD-YKF
13h 10m2 stops
C$ 467
Find Deal
Thu, 20 Feb - Wed, 26 Feb
6:30 a.m. - 3:56 p.m.YKF-ORD
10h 26m1 stop
4:45 p.m. - 6:15 a.m.ORD-YKF
12h 30m1 stop
C$ 498
Find Deal
Thu, 27 Feb - Sun, 2 Mar
6:30 a.m. - 3:56 p.m.YKF-ORD
10h 26m1 stop
4:45 p.m. - 6:15 a.m.ORD-YKF
12h 30m1 stop
C$ 500
Find Deal
Thu, 27 Feb - Sun, 2 Mar
6:30 a.m. - 3:56 p.m.YKF-ORD
10h 26m1 stop
4:45 p.m. - 6:40 a.m.ORD-YKF
12h 55m1 stop
C$ 642
Find Deal
Mon, 10 Mar - Mon, 17 Mar
6:00 a.m. - 4:44 p.m.YKF-ORD
11h 44m1 stop
6:00 a.m. - 12:46 a.m.ORD-YKF
17h 46m2 stops
C$ 1,832WestJet
Find Deal
Fri, 27 Jun - Sat, 28 Jun

Good to know

Cheapest flight

C$ 177
Flight from Toronto Region of Waterloo Intl to Chicago

When to book flights from Region of Waterloo Intl to O'Hare Intl

Are your dates flexible? Find out the best times to travel from Region of Waterloo Intl to O'Hare Intl 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 Toronto Region of Waterloo Intl to Chicago flights

  • What is the cheapest flight from Toronto Region of Waterloo Intl Airport to Chicago O'Hare Intl Airport?

    In the last 3 days, the lowest price for a flight from Toronto Region of Waterloo Intl Airport to Chicago O'Hare Intl Airport was C$ 123 for a one-way ticket and C$ 262 for a round-trip.

  • Which aircraft models fly most regularly from Toronto Region of Waterloo Intl to Chicago?

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

  • Which airline alliances offer flights from Toronto Region of Waterloo Intl to Chicago?

    Star Alliance is the only airline alliance operating flights between Toronto Region of Waterloo Intl and Chicago.

  • How does KAYAK find such low prices on flights from Toronto Region of Waterloo Intl to Chicago?

    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 Toronto Region of Waterloo Intl to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Toronto Region of Waterloo Intl to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Toronto Region of Waterloo Intl is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Toronto Region of Waterloo Intl to Chicago?

    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 Chicago with an airline and back to Toronto Region of Waterloo Intl with another airline.

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

    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 Chicago from Toronto Region of Waterloo Intl up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top airline flying from Region of Waterloo Intl to O'Hare Intl

 
See real verified KAYAK customer reviews for airlines flying from Toronto to Chicago. 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 Region of Waterloo Intl to O'Hare Intl? 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.
7.0
Air CanadaOverall score based on 8667 reviews
7.0Comfort
7.3Boarding
7.8Crew
6.2Food
6.8Entertainment
Airline reviews

I like the free beer and wine but not the delays to the departure time.

4.0 OkayAngela, Feb 2025YYZ - FLL
Read more Air Canada reviews

I like the free beer and wine but not the delays to the departure time.

Never again flying economy on Rouge!!! Literally like sardines!!! Will try to change to better seats 3 seat arrangement only so so if traveling with family. Who wants to squished to stranger!!😖 Can’t say enough bad about this!!!

I booked and paid extra for exit door seats also pre paid for my luggage air Canada changed plains and I never got what I paid for and they made me pay for luggage again they also did this to my wife. They are the most unorganized company I have ever dealt with. I am sure I will never see the extra money I paid for the seats or the recharge for the luggage. They are subsidized by the taxpayers and don’t give a dam just a horrible way to do business

Overall the experience was excellent. Plane was clean but more importantly quiet. Recently, I’ve noticed that Airbus planes seem quieter than their Boeing counterparts. I definitely prefer flying in an Airbus plane.

Delay after delay.......they are awful Delayed because of cold wx really!!!!! We live in Canada

So we didn't actually go. We were hoping to go for the Inauguration of the first female president. When That Guy got elected, we bailed. Unfortunately, we got basically none of our money back, despite having travel insurance. Would not fly with Air Canada again unless I had to.

flight was delayed, there was open communication about the delay the delay pushed way past the posted delay time and

Ok Did not like that the second leg of flight was moved earlier making it a rush to make it

This was my first time flying on Air Canada and the experience was good and pleasant enough, great crew members and the price I paid was amazing,

This was my first time and the experience was good and pleasant enough, great crew members and the price I paid was amazing,

Travelling to a place near O'Hare Intl?

Book flights to O'Hare Intl if you plan to visit one of these locations
Rosemont
Schaumburg
Oak Brook
Hoffman Estates
Skokie
Naperville
Glenview
Itasca
Elk Grove Village
Des Plaines
Benton Harbor
Gurnee
North Chicago
Deerfield
New Buffalo
Joliet
Northbrook
Portage
Vernon Hills
Racine

Everything you need to know for your flight from Region of Waterloo Intl to O'Hare Intl

Information on your arrival and departure airports

O'Hare Intl (ORD)
Toronto Region of Waterloo Intl (YKF)

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