£54 Cheap Flights from Chicago (CHI) to Toronto (YTO)

View £54 flight on Sun, 2 Nov 2025Opens in a new window

Popular airlines from Chicago to Toronto

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Cheap Flights from Chicago (CHI) to Toronto (YTO)

Prices were available within the past 7 days and start at £54 for one-way flights and £145 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Thu, 6 Nov - Wed, 12 Nov
ORD
Chicago
YHM
Hamilton
£145 Return, found 4 days ago
£145
Return
found 4 days ago
Select Air Canada flight, departing Thu, 6 Nov from Chicago to Hamilton, returning Wed, 12 Nov, priced at £145 found 4 days ago
United
Sat, 1 Nov - Sun, 16 Nov
ORD
Chicago
YYZ
Toronto
£145 Return, found 2 days ago
£145
Return
found 2 days ago
Select United flight, departing Sat, 1 Nov from Chicago to Toronto, returning Sun, 16 Nov, priced at £145 found 2 days ago
Air Canada
Thu, 6 Nov - Wed, 12 Nov
ORD
Chicago
YKF
Kitchener
£145 Return, found 4 days ago
£145
Return
found 4 days ago
Select Air Canada flight, departing Thu, 6 Nov from Chicago to Kitchener, returning Wed, 12 Nov, priced at £145 found 4 days ago
Air Canada
Mon, 3 Nov - Tue, 4 Nov
ORD
Chicago
YYZ
Toronto
£146 Return, found 13 hours ago
£146
Return
found 13 hours ago
Select Air Canada flight, departing Mon, 3 Nov from Chicago to Toronto, returning Tue, 4 Nov, priced at £146 found 13 hours ago
Air Canada
Thu, 30 Oct - Sun, 9 Nov
ORD
Chicago
YKF
Kitchener
£148 Return, found 2 days ago
£148
Return
found 2 days ago
Select Air Canada flight, departing Thu, 30 Oct from Chicago to Kitchener, returning Sun, 9 Nov, priced at £148 found 2 days ago
Porter Airlines
Wed, 20 Aug - Sat, 6 Sep
MDW
Chicago
YTZ
Toronto
£150 Return, found 5 days ago
£150
Return
found 5 days ago
Select Porter Airlines flight, departing Wed, 20 Aug from Chicago to Toronto, returning Sat, 6 Sep, priced at £150 found 5 days ago
Air Canada
Mon, 3 Nov - Tue, 4 Nov
ORD
Chicago
YYZ
Toronto
£150 Return, found 13 hours ago
£150
Return
found 13 hours ago
Select Air Canada flight, departing Mon, 3 Nov from Chicago to Toronto, returning Tue, 4 Nov, priced at £150 found 13 hours ago
Air Canada
Mon, 3 Nov - Tue, 4 Nov
ORD
Chicago
YYZ
Toronto
£151 Return, found 13 hours ago
£151
Return
found 13 hours ago
Select Air Canada flight, departing Mon, 3 Nov from Chicago to Toronto, returning Tue, 4 Nov, priced at £151 found 13 hours ago
American Airlines
Mon, 15 Sep - Fri, 19 Sep
ORD
Chicago
YYZ
Toronto
£157 Return, found 2 days ago
£157
Return
found 2 days ago
Select American Airlines flight, departing Mon, 15 Sep from Chicago to Toronto, returning Fri, 19 Sep, priced at £157 found 2 days ago
Air Transat
Sun, 28 Sep - Fri, 3 Oct
MDW
Chicago
YTZ
Toronto
£168 Return, found 2 days ago
£168
Return
found 2 days ago
Select Air Transat flight, departing Sun, 28 Sep from Chicago to Toronto, returning Fri, 3 Oct, priced at £168 found 2 days ago

Find the cheapest month to fly from Chicago (CHI) to Toronto (YTO)

September is typically the cheapest month to fly

From £105 - £229 per traveller.

Graph displaying average flight prices per month

Flight from Chicago to Toronto route information
Origin airport
O'Hare Intl.
Destination airport
Pearson Intl.
Airlines serving
Air Canada, Air Transat, American Airlines, Delta, Porter Airlines, United, WestJet
Return price
£133
Distance
697 km

Compare flights from Chicago to Toronto easily and book with confidence

For travelling on business or for pleasure, Expedia makes it easy to book your flights from Chicago to Toronto. Operating between them flights per day, 20 airlines cover the route. And fly direct, getting you to YTO-All Airports in just hours. If you have a preferred carrier, use our advanced search tool to find the right flight from CHI-All Airports to YTO-All Airports.  

To make things even better, in the advanced search, you can also choose to fly economy, premium economy, business or first class, select your maximum number of stops, and pick your preferred departure and arrival time. You can also opt for refundable and direct flights. 

Grab a great deal on your flight from CHI-All Airports (CHI) to YTO-All Airports (YTO)

The easiest way to view the best deals on flights from Chicago to Toronto today is to enter your travel dates and hit search. From here, you can sort your results by price to see the cheapest flights first. Right now, return flights from CHI-All Airports to YTO-All Airports start at just £145 and range up to £168.  

To find an even better deal, try  

  • being flexible on your dates – midweek flights can be cheaper
  • looking for other airports near Chicago and Toronto
  • booking your flight during November, the cheapest month on this route
  • varying your flight times – early morning and late at night are sometimes cheaper 

Why you should book your Chicago to Toronto flight with Expedia!

We cater for all flight types, cabin classes and airlines. So whether you’re booking flights from CHI-All Airports to YTO-All Airports for a budget break or a business trip with a bit of pleasure thrown in, we make it easy to secure the seat that’s right for you.  

Thanks to our supersized inventory that offers great choice all in one place, you know you’ll get a great deal with Expedia. Especially if you bundle your flight together with your hotel, you will unlock amazing savings. For added peace of mind, you can choose flexible bookings or filter to find refundable options, so you won’t pay a fee to change your flight.  

Frequently asked questions

How much is a flight from Chicago, IL (CHI-All Airports) to Toronto (YTO-All Airports)?
The lowest price advertised for a round-trip flight from Chicago, IL (CHI-All Airports) to Toronto (YTO-All Airports) is £145. But you better act soon. This price is taken from fares offered within the last 7 days on Expedia for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Chicago, IL (CHI-All Airports) to Toronto (YTO-All Airports)?
The majority of flights can be conveniently cancelled online, but whether or not you incur a fee all comes down to your airline. If you do need to cancel your escape, follow the instructions in the Customer Service Portal.
How do I find cheap flights from Chicago, IL (CHI-All Airports) to Toronto (YTO-All Airports) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for Chicago, IL (CHI-All Airports) to Toronto (YTO-All Airports) flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Chicago, IL (CHI-All Airports) to Toronto (YTO-All Airports)?
That new movie you've been wanting to see will just have to wait --- the flight distance between Chicago, IL (CHI-All Airports) (CHI) and Toronto (YTO-All Airports) (YTO) is only 740 kilometres. The captain will be instructing you to put your seat upright for landing before you know it.
Which airlines fly direct from Chicago, IL (CHI-All Airports) to Toronto (YTO-All Airports)?
It's easy to fly directly from Chicago, IL (CHI-All Airports) to Toronto (YTO-All Airports). Here are the most sought-after carriers that operate nonstop services on this route:

  • American Airlines - (AA) with 152 monthly flights
  • United Airlines - (UA) with 147 monthly flights
  • Air Canada - (AC) with 147 monthly flights
  • Porter Airlines - (PD) with 82 monthly flights

Are Chicago, IL (CHI-All Airports) to Toronto (YTO-All Airports) flight tickets cheaper when they're purchased at the last minute?
Last-minute bookings from Chicago, IL (CHI-All Airports) to Toronto (YTO-All Airports) can be hit-or-miss. You might be lucky and score a bargain, but then again, you could miss out entirely! If you'd prefer to start your trip planning early, Expedia compares flight deals up to a year in advance. Just bear in mind that not all airlines advertise their prices so far in advance. Our suggestion? Check back often as prices are updated frequently.

Explore a world of travel with Expedia

Toronto Airports

Toronto

Chicago to Pearson Intl.
£133.40

Hamilton

Kitchener

Chicago Airports

Chicago

O'Hare Intl. to Toronto
£133.40

Madison

Dane County Regional to Toronto
£452.80

Milwaukee

General Mitchell Intl. to Toronto
£521.80
*Available to Expedia members.