Find flights
Deals
Insights
When to book
FAQs & Tips

YKF - ORD

C$ 392 Find cheap flights from Toronto Kitchener-Waterloo 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 Kitchener-Waterloo to O'Hare Intl departing on 31/5. 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
0 bags
lun. 3/6
lun. 10/6

Search hundreds of travel sites at once for deals on flights to Chicago

 
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
In the last 7 days, travellers have searched 43,369,418 times on KAYAK, and here is why:

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

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

Free to useThere are no hidden charges or fees.

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

Cheap flight deals from Kitchener-Waterloo to O'Hare Intl (YKF-ORD)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Kitchener-Waterloo to O'Hare Intl 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 and deals for you by selecting your travel dates.
Choose your dates
6:15 a.m. - 5:05 p.m.YKF-ORD
11h 50m1 stop
5:55 p.m. - 1:10 a.m.ORD-YKF
30h 15m1 stop
C$ 1,107WestJet
Find Deal
vie., 31 may. - dom., 2 jun.
6:15 a.m. - 5:05 p.m.YKF-ORD
11h 50m1 stop
5:55 p.m. - 1:10 a.m.ORD-YKF
30h 15m1 stop
C$ 1,199WestJet
Find Deal
vie., 31 may. - vie., 7 jun.
6:15 a.m. - 4:57 p.m.YKF-ORD
11h 42m1 stop
5:55 p.m. - 5:23 p.m.ORD-YKF
22h 28m1 stop
C$ 1,203WestJet
Find Deal
mar., 13 ago. - mié., 28 ago.
6:15 a.m. - 5:05 p.m.YKF-ORD
11h 50m1 stop
5:55 p.m. - 1:10 a.m.ORD-YKF
30h 15m1 stop
C$ 1,311WestJet
Find Deal
vie., 31 may. - lun., 3 jun.
6:15 a.m. - 5:05 p.m.YKF-ORD
11h 50m1 stop
5:55 p.m. - 1:10 a.m.ORD-YKF
30h 15m1 stop
C$ 1,341WestJet
Find Deal
vie., 31 may. - lun., 3 jun.
6:15 a.m. - 5:05 p.m.YKF-ORD
11h 50m1 stop
5:55 p.m. - 1:10 a.m.ORD-YKF
30h 15m1 stop
C$ 1,405WestJet
Find Deal
sáb., 25 may. - lun., 27 may.
6:15 a.m. - 5:05 p.m.YKF-ORD
11h 50m1 stop
5:55 p.m. - 1:10 a.m.ORD-YKF
30h 15m1 stop
C$ 1,452WestJet
Find Deal
jue., 30 may. - dom., 2 jun.
6:15 a.m. - 5:05 p.m.YKF-ORD
11h 50m1 stop
5:55 p.m. - 1:10 a.m.ORD-YKF
30h 15m1 stop
C$ 1,456WestJet
Find Deal
sáb., 25 may. - lun., 27 may.
6:15 a.m. - 4:57 p.m.YKF-ORD
11h 42m1 stop
6:05 a.m. - 8:40 p.m.ORD-YKF
13h 35m2 stops
C$ 1,521
Find Deal
mar., 18 jun. - vie., 5 jul.
6:15 a.m. - 5:05 p.m.YKF-ORD
11h 50m1 stop
5:55 p.m. - 1:10 a.m.ORD-YKF
30h 15m1 stop
C$ 1,653WestJet
Find Deal
vie., 7 jun. - lun., 10 jun.

Flights from Kitchener-Waterloo to O'Hare Intl - Travel Insights & Trends

Get data-powered insights and trends into flights from Kitchener-Waterloo to O'Hare Intl to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Toronto Kitchener-Waterloo Airport to Chicago O'Hare Intl Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Toronto Kitchener-Waterloo Airport to Chicago O'Hare Intl Airport, 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 Toronto Kitchener-Waterloo Airport to Chicago O'Hare Intl Airport is January, where tickets cost C$ 320 on average. On the other hand, the most expensive months are August and July, where the average cost of tickets is C$ 595 and C$ 554 respectively.

How far in advance should I book a flight from Toronto Kitchener-Waterloo Airport to Chicago O'Hare Intl Airport?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Toronto Kitchener-Waterloo Airport to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Toronto Kitchener-Waterloo Airport to Chicago O'Hare Intl Airport, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 80 days before departure.

Good to know

Cheapest flight

C$ 392
Flight from Toronto Kitchener-Waterloo to Chicago

When to book flights from Kitchener-Waterloo to O'Hare Intl

Are your dates flexible? Find out the best times to travel from Kitchener-Waterloo 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 Kitchener-Waterloo to Chicago flights

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

    In the last 3 days, the lowest price for a flight from Toronto Kitchener-Waterloo Airport to Chicago O'Hare Intl Airport was C$ 287 for a one-way ticket and C$ 810 for a round-trip.

  • Which aircraft models fly most regularly from Toronto Kitchener-Waterloo to Chicago?

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

  • How does KAYAK find such low prices on flights from Toronto Kitchener-Waterloo 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 Kitchener-Waterloo to Chicago.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Toronto Kitchener-Waterloo 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 Kitchener-Waterloo 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 Kitchener-Waterloo with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Toronto Kitchener-Waterloo 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 Kitchener-Waterloo up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Book cheap flights from Toronto to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Toronto to Chicago found on KAYAK in the last 72 hours.
31/5vie.
1 stopWestJet
11h 50mYKF-ORD
C$ 392
8/6sáb.
1 stopWestJet
11h 50mYKF-ORD
C$ 421
9/6dom.
1 stopWestJet
11h 50mYKF-ORD
C$ 433
1/6sáb.
1 stopWestJet
11h 50mYKF-ORD
C$ 454
4/10vie.
1 stopWestJet
11h 54mYKF-ORD
C$ 469
18/6mar.
1 stopWestJet
11h 42mYKF-ORD
C$ 491
18/6mar.
1 stopWestJet
11h 42mYKF-ORD
C$ 492
29/8jue.
1 stopWestJet
23h 37mYKF-ORD
C$ 514
4/7jue.
1 stopWestJet
11h 42mYKF-ORD
C$ 519
4/7jue.
1 stopWestJet
11h 42mYKF-ORD
C$ 522

Search by stops

Search by airline

Search by price

Toronto Kitchener-Waterloo - Chicago Flights

Departure:

Toronto Kitchener-Waterloo (YKF)Canada

Destination:

Chicago (ORD)United States

Cabin classes:

Browse origins:

Browse destinations: