$54 Cheap flight deals from Chicago (CHI) to Kitchener (YTO)

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This Weekend's Flight Deals from Chicago to Kitchener

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Aug 2 - Sat, Sep 6
ORD
O'Hare Intl.
YKF
Region of Waterloo Intl.
$353 Roundtrip, found 2 hours ago
$353
Roundtrip
found 2 hours ago
Select Bargain Flight flight, departing Sat, Aug 2 from O'Hare Intl. to Region of Waterloo Intl., returning Sat, Sep 6, priced at $353 found 2 hours ago
Sat, Aug 2 - Tue, Sep 2
MDW
Midway Intl.
YTZ
Billy Bishop Toronto City
$393 Roundtrip, found 2 days ago
$393
Roundtrip
found 2 days ago
Select Porter Airlines flight, departing Sat, Aug 2 from Midway Intl. to Billy Bishop Toronto City, returning Tue, Sep 2, priced at $393 found 2 days ago
Sat, Aug 2 - Sat, Sep 6
ORD
O'Hare Intl.
YTZ
Billy Bishop Toronto City
$451 Roundtrip, found 3 days ago
$451
Roundtrip
found 3 days ago
Select Air Canada flight, departing Sat, Aug 2 from O'Hare Intl. to Billy Bishop Toronto City, returning Sat, Sep 6, priced at $451 found 3 days ago
Sat, Aug 2 - Sat, Sep 6
ORD
O'Hare Intl.
YHM
John C. Munro Hamilton Intl.
$589 Roundtrip, found 2 hours ago
$589
Roundtrip
found 2 hours ago
Select Air Canada flight, departing Sat, Aug 2 from O'Hare Intl. to John C. Munro Hamilton Intl., returning Sat, Sep 6, priced at $589 found 2 hours ago

Airfares from $54 One Way, $151 Round Trip from Chicago to Kitchener

Prices starting at $151 for return flights and $54 for one-way flights to Kitchener were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Oct 15 - Sun, Oct 19
ORD
Chicago
YYZ
Toronto
$151 Roundtrip, found 1 day ago
$151
Roundtrip
found 1 day ago
Select United flight, departing Wed, Oct 15 from Chicago to Toronto, returning Sun, Oct 19, priced at $151 found 1 day ago
Tue, Sep 2 - Sat, Sep 6
MDW
Chicago
YTZ
Toronto
$153 Roundtrip, found 1 day ago
$153
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Tue, Sep 2 from Chicago to Toronto, returning Sat, Sep 6, priced at $153 found 1 day ago
Wed, Oct 15 - Sun, Oct 19
ORD
Chicago
YYZ
Toronto
$159 Roundtrip, found 1 day ago
$159
Roundtrip
found 1 day ago
Select United flight, departing Wed, Oct 15 from Chicago to Toronto, returning Sun, Oct 19, priced at $159 found 1 day ago
Fri, Oct 24 - Sun, Oct 26
ORD
Chicago
YTZ
Toronto
$163 Roundtrip, found 5 days ago
$163
Roundtrip
found 5 days ago
Select Air Canada flight, departing Fri, Oct 24 from Chicago to Toronto, returning Sun, Oct 26, priced at $163 found 5 days ago
Sun, Aug 17 - Sun, Aug 24
ORD
Chicago
YKF
Kitchener
$242 Roundtrip, found 4 days ago
$242
Roundtrip
found 4 days ago
Select Air Canada flight, departing Sun, Aug 17 from Chicago to Kitchener, returning Sun, Aug 24, priced at $242 found 4 days ago

Kitchener economy flight packages

Price found within the past 48 hours. Click for updated prices.
Vittoria Hotel and Suites
3.5-star property

Vittoria Hotel and Suites

9/10 Wonderful! (5,883 reviews)

Aug 29 - Sep 1

3 night stay

Chicago (CHI) to Toronto (YYZ)

Air Canada • Non-stop • Coach

Toronto (YYZ) to Chicago (CHI)

Porter Airlines • Non-stop • Coach
Save 100% on your flight
per person
found 1 day ago
Great location near Niagara Falls

Reviewed on Jul 22, 2025

1 Hotel Toronto
5.0-star property

1 Hotel Toronto

9.4/10 Exceptional! (541 reviews)

Aug 30 - Sep 2

3 night stay

Chicago (CHI) to Toronto (YYZ)

American Airlines • Coach

Toronto (YYZ) to Chicago (CHI)

Air Canada • Coach
Save 100% on your flight
per person
found 2 hours ago
Very unique, warm and cozy décor. Very pleasant and accommodating staff. Enjoyed ourselves immensely even though it was for business.

Reviewed on Oct 31, 2021

151 Dan Leckie Way
2.5-star property

151 Dan Leckie Way

9.4/10 Exceptional! (227 reviews)

Aug 30 - Sep 1

2 night stay

Chicago (ORD) to Toronto (YYZ)

Air Canada • Non-stop • Coach

Toronto (YYZ) to Chicago (ORD)

Delta • Non-stop • Coach
per person
found 9 hours ago
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More About Flying To Kitchener from Chicago

Route Information for Flights from Chicago to Kitchener

Origin Airport IATA Code
CHI
Destination Airport IATA Code
YTO
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to Kitchener

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Frequently asked questions

Are there non-stop flights from Chicago to Kitchener?
You betcha. In fact, there are 3 airlines that fly direct from O'Hare Airport to Toronto, ON (YYZ-Pearson Intl.). Book a ticket with one of these top carriers:

  • Air Canada
  • United Airlines
  • American Airlines

What is the shortest flight from Chicago to Kitchener?
It can take as little as 1 hour and 35 minutes to get from ORD to Toronto, ON (YYZ-Pearson Intl.). Sit back and enjoy the service, because you'll be coming in to land in a flash.
What airlines fly from Chicago to Kitchener most frequently?
There are a couple of airlines offering frequent flights from ORD to Pearson Intl. Airport (YYZ), including Air Canada (AC). Popular with travelers, it operates 152 flights on this route every month. Also look into the rewarding deals available with United Airlines (UA). Offering 95 flights each month between Chicago and Kitchener, they make the journey just as enjoyable as the destination.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won't keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.