YKF - ORD

C$ 167 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 5/6. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago O'Hare Intl Airport

 
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 Flights 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.
Discover the best prices for you by selecting your travel dates on KAYAK.

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

Thu, 19 Jun - Sun, 22 Jun
Logo
6:00 a.m. - 4:44 p.m.YKF-ORD
11h 44m1 stop
Logo
5:30 p.m. - 5:15 a.m.ORD-YKF
10h 45m1 stop
C$ 756
Find Deal
Fri, 13 Jun - Thu, 19 Jun
Logo
6:00 a.m. - 4:44 p.m.YKF-ORD
11h 44m1 stop
Logo
5:30 p.m. - 5:15 a.m.ORD-YKF
10h 45m1 stop
C$ 908
Find Deal
Fri, 5 Sep - Mon, 8 Sep
WestJet Logo
6:00 a.m. - 4:43 p.m.YKF-ORD
11h 43m1 stop
WestJet Logo
5:30 p.m. - 12:45 a.m.ORD-YKF
30h 15m1 stop
C$ 954WestJet
Find Deal
Sat, 28 Jun - Tue, 1 Jul
WestJet Logo
6:00 a.m. - 4:44 p.m.YKF-ORD
11h 44m1 stop
WestJet Logo
5:30 p.m. - 12:46 a.m.ORD-YKF
30h 16m1 stop
C$ 1,252WestJet
Find Deal
Wed, 21 May - Mon, 26 May
WestJet Logo
6:00 a.m. - 4:44 p.m.YKF-ORD
11h 44m1 stop
WestJet Logo
5:30 p.m. - 12:46 a.m.ORD-YKF
30h 16m1 stop
C$ 1,288WestJet
Find Deal
Sat, 31 May - Tue, 3 Jun
WestJet Logo
6:00 a.m. - 4:44 p.m.YKF-ORD
11h 44m1 stop
WestJet Logo
5:30 p.m. - 12:46 a.m.ORD-YKF
30h 16m1 stop
C$ 1,329WestJet
Find Deal
Wed, 21 May - Sun, 25 May
WestJet Logo
6:00 a.m. - 4:44 p.m.YKF-ORD
11h 44m1 stop
WestJet Logo
5:30 p.m. - 12:46 a.m.ORD-YKF
30h 16m1 stop
C$ 1,406WestJet
Find Deal
Thu, 12 Jun - Sun, 15 Jun
WestJet Logo
6:00 a.m. - 4:44 p.m.YKF-ORD
11h 44m1 stop
WestJet Logo
5:30 p.m. - 12:46 a.m.ORD-YKF
30h 16m1 stop
C$ 1,413WestJet
Find Deal
Fri, 6 Jun - Fri, 20 Jun
WestJet Logo
6:00 a.m. - 4:44 p.m.YKF-ORD
11h 44m1 stop
WestJet Logo
5:30 p.m. - 12:46 a.m.ORD-YKF
30h 16m1 stop
C$ 1,479WestJet
Find Deal
Thu, 22 May - Tue, 27 May
WestJet Logo
6:00 a.m. - 4:44 p.m.YKF-ORD
11h 44m1 stop
WestJet Logo
5:30 p.m. - 12:46 a.m.ORD-YKF
30h 16m1 stop
C$ 1,499WestJet
Find Deal
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Good to know

Cheapest flightC$ 167
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$ 121 for a one-way ticket and C$ 548 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.

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 9282 reviews
7.3Boarding
7.0Comfort
6.8Entertainment
7.8Crew
6.3Food
Airline reviews

The ground staff was so rude in Toronto airport ...very rude and did not answer simple questions, and made me look like a fool. Very rude ground staff.

6.0 GoodAnonymous, May 2025YYZ - IAH
Read more Air Canada reviews

The ground staff was so rude in Toronto airport ...very rude and did not answer simple questions, and made me look like a fool. Very rude ground staff.

My flight got delayed 5 times and then got cancelled eventually, I had to get a hotel and uber and pay for food for an extra night without any plans. It was a horrible experience, instead of Air Canada, I was flying with United .

I had a nice flight with free wifi. So I was able to message family members and stream music during my flight, which made the trip go by fast. I also enjoyed flying on there Airbus A220. The plane looked very new and it also got up to speed fast down the runway and didn't need much runway to get airborne.

My flight was overbooked and they would not let me board. I had to book another flight and pay the full amount of that flight. I did not get any help at all from Air Canada or United Airlines.

Overall good experience. The flight from Toronto to Denver does not have entertainment - movies to watch.

Everything was made rather simple, so I appreciate that. All the people I dealt with from entering the airport in Jacksonville to my lonnnnnnng walk to my next gate in Chicago were excellent and very helpful.

Terrible. 3 missed flights and 24 hours delayed with lost bag and promised $100 compensation from United and absolutely nothing from them…

Ensure prepaid food arrangements are appropriately understood by flight crew of who purchased and who did not

All was fine. Weather was a bit stormy, but nothing kayak can do about that! 😊

I paid for a comfort class seat and was seated in economy.

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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