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Cheap flights from Toronto Region of Waterloo Intl Airport to Chicago from C$ 355

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Toronto Region of Waterloo Intl Airport to Chicago departing on 20/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Toronto Region of Waterloo Intl Airport to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Toronto Region of Waterloo Intl Airport to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Toronto Region of Waterloo Intl Airport to Chicago.

Cheap last-minute flights

Planning a quick getaway from Toronto Region of Waterloo Intl Airport to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Toronto Region of Waterloo Intl Airport to Chicago

Find recent round-trip train or bus tickets from Toronto Region of Waterloo Intl Airport to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
12:35 p.m. - 4:08 p.m.YKF-ORD
28h 33m1 stop
6:06 p.m. - 7:25 p.m.ORD-YKF
24h 19m1 stop
C$ 420
Find Deal
Tue, 14 Jan - Sun, 19 Jan
9:30 p.m. - 2:45 p.m.YKF-ORD
18h 15m2 stops
5:06 p.m. - 7:25 p.m.ORD-YKF
25h 19m2 stops
C$ 444
Find Deal
Mon, 20 Jan - Tue, 21 Jan
12:35 p.m. - 11:02 p.m.YKF-ORD
11h 27m2 stops
6:00 a.m. - 5:50 p.m.ORD-YKF
10h 50m1 stop
C$ 790
Find Deal
Tue, 14 Jan - Sun, 19 Jan
12:35 p.m. - 10:07 a.m.YKF-ORD
22h 32m2 stops
12:48 a.m. - 6:20 p.m.ORD-YKF
16h 32m2 stops
C$ 1,003
Find Deal
Sat, 4 Jan - Fri, 10 Jan
12:35 p.m. - 10:19 a.m.YKF-ORD
22h 44m1 stop
12:48 a.m. - 6:20 p.m.ORD-YKF
16h 32m2 stops
C$ 1,024
Find Deal
Sat, 4 Jan - Fri, 10 Jan
12:35 p.m. - 10:07 a.m.YKF-ORD
22h 32m2 stops
10:47 p.m. - 1:16 a.m.ORD-YKF
25h 29m3 stops
C$ 1,066
Find Deal
Sat, 4 Jan - Sat, 11 Jan
12:35 p.m. - 10:07 a.m.YKF-ORD
22h 32m2 stops
3:40 p.m. - 1:16 a.m.ORD-YKF
32h 36m2 stops
C$ 1,070
Find Deal
Sat, 4 Jan - Sat, 11 Jan
12:35 p.m. - 9:53 p.m.YKF-ORD
10h 18m1 stop
3:40 p.m. - 1:16 a.m.ORD-YKF
32h 36m2 stops
C$ 1,162
Find Deal
Sat, 4 Jan - Sat, 11 Jan
6:30 a.m. - 7:47 a.m.YKF-ORD
26h 17m3 stops
1:39 p.m. - 1:16 a.m.ORD-YKF
34h 37m3 stops
C$ 1,207
Find Deal
Sat, 4 Jan - Sat, 11 Jan
6:30 a.m. - 3:56 p.m.YKF-ORD
10h 26m1 stop
C$ 355WestJet
Find Deal
Thu, 20 Feb
6:30 a.m. - 3:56 p.m.YKF-ORD
10h 26m1 stop
C$ 373WestJet
Find Deal
Mon, 24 Mar
6:30 a.m. - 3:56 p.m.YKF-ORD
10h 26m1 stop
C$ 376WestJet
Find Deal
Mon, 24 Mar
6:30 a.m. - 3:56 p.m.YKF-ORD
10h 26m1 stop
C$ 503WestJet
Find Deal
Thu, 6 Mar
6:30 a.m. - 5:30 a.m.YKF-ORD
24h 00m2 stops
C$ 535
Find Deal
Sat, 4 Jan
6:30 a.m. - 7:47 a.m.YKF-ORD
26h 17m3 stops
C$ 584
Find Deal
Sat, 4 Jan
9:05 p.m. - 6:05 p.m.YKF-ORD
22h 00m3 stops
C$ 609
Find Deal
Sun, 5 Jan
6:30 a.m. - 11:52 a.m.YKF-ORD
30h 22m3 stops
C$ 704
Find Deal
Sat, 30 Nov
12:35 p.m. - 9:53 p.m.YKF-ORD
10h 18m1 stop
C$ 716
Find Deal
Sat, 4 Jan
1:35 p.m. - 6:37 p.m.YKF-ORD
6h 02m1 stop
C$ 1,140Air Canada
Find Deal
Sat, 14 Dec

See travel insights to Chicago from

How to get the cheapest flight ticket from Toronto Region of Waterloo Intl Airport to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago?

The month of February is another great option to travel to Chicago, with average flight prices from Toronto Region of Waterloo Intl Airport averaging around C$ 339.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Saturday when prices can be found for as low as C$ 371. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around C$ 393. These prices are subject to change though, so be sure to set up a Price Alert for flights to Chicago.

What is the cheapest time of day to depart on your flight to Chicago?

In the afternoon is the cheapest time of day to fly from Toronto Region of Waterloo Intl Airport to Chicago when you can find flight prices for as low as C$ 367. Flying to Chicago in the afternoon is an ideal time because this is during off-peak travel hours. At noon is when there is more demand to fly to Chicago, so prices are often more expensive at around C$ 418 per ticket.

How far in advance should I book a flight to Chicago?

The best time to book a flight to Chicago from Toronto Region of Waterloo Intl Airport is 34 days out, which is when prices tend to be around C$ 370. Don’t hesitate to check prices now though, because momondo users recently found tickets for as low as C$ 427.

Can stopping save me money on Toronto Region of Waterloo Intl Airport to Chicago flights?

You could potentially save up to 7% on your flight if you consider stops on a Toronto Region of Waterloo Intl Airport to Chicago flight.

When to book flights from Toronto Region of Waterloo Intl Airport to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Toronto Region of Waterloo Intl Airport to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Toronto Region of Waterloo Intl Airport to Chicago (YKF to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Toronto Region of Waterloo Intl Airport to Chicago

Best price found

C$ 355

Fastest flight time

6h 02m

Direct flights

None

Airports in Chicago

1 airport
The best one-way flight to Chicago from Toronto Region of Waterloo Intl Airport in the past 72 hours is C$ 355. The best round-trip flight deal from Toronto Region of Waterloo Intl Airport to Chicago found on momondo in the last 72 hours is C$ 420.
The fastest flight from Toronto Region of Waterloo Intl Airport to Chicago takes 6h 02m
There are no direct flights from Toronto Region of Waterloo Intl Airport to Chicago. Popular non-direct route for this connection is Toronto Region of Waterloo Intl Airport - Chicago O'Hare Intl Airport.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)

  • How far is Toronto Region of Waterloo Intl to Chicago by plane?

    The straight-line distance from Toronto Region of Waterloo Intl to Chicago is 617.0 km. Typically, this will take 10h 18m by plane in normal conditions.

  • When did momondo last update prices for flights from Toronto Region of Waterloo Intl Airport to Chicago?

    Prices for flights from Toronto Region of Waterloo Intl Airport to Chicago were last updated today.

  • How many operators does momondo search for flights from Toronto Region of Waterloo Intl Airport to Chicago?

  • How old do you have to be to fly from Toronto Region of Waterloo Intl Airport to Chicago?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Toronto Region of Waterloo Intl Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Toronto Region of Waterloo Intl Airport to Chicago?


Best airlines flying from Toronto Region of Waterloo Intl Airport to Chicago

Compare and see reviews for airlines that fly from Toronto Region of Waterloo Intl Airport to Chicago with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom C$ 360Free CancellationRating
7.0
8,246 reviews
Search Air Canada flights

Why use momondo?

Why should I use momondo to find a flight deal from Toronto to Chicago?

Finding the right flight to Chicago from Toronto is quick and easy when you have a range of options in front of you, from reputable agents and recognizable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

Can I find flights from Toronto to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from Toronto with this policy.

How can momondo help me find flights from Toronto to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Toronto to Chicago.

I’m not ready to book a flight from Toronto to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from Toronto are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.


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Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 25.6 km from Chicago