￥18,327 Cheap Flights from Chicago (CHI) to Toronto (YTO)

View ￥18,327 flight on Tue, Nov 11, 2025Opens in a new window

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Cheap Flights from Chicago to Toronto (CHI-YTO)

Prices were available within the past 7 days and start at ￥18,327 for one-way flights and ￥44,960 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

WestJet
Sat, Oct 11 - Sun, Oct 12
ORD
Chicago
YYZ
Toronto
￥44,960 Roundtrip, found 5 days ago
￥44,960
Roundtrip
found 5 days ago
Select WestJet flight, departing Sat, Oct 11 from Chicago to Toronto, returning Sun, Oct 12, priced at ￥44,960 found 5 days ago
WestJet
Thu, Oct 23 - Mon, Oct 27
ORD
Chicago
YYZ
Toronto
￥45,224 Roundtrip, found 13 hours ago
￥45,224
Roundtrip
found 13 hours ago
Select WestJet flight, departing Thu, Oct 23 from Chicago to Toronto, returning Mon, Oct 27, priced at ￥45,224 found 13 hours ago
WestJet
Thu, Oct 23 - Mon, Oct 27
ORD
Chicago
YYZ
Toronto
￥46,054 Roundtrip, found 13 hours ago
￥46,054
Roundtrip
found 13 hours ago
Select WestJet flight, departing Thu, Oct 23 from Chicago to Toronto, returning Mon, Oct 27, priced at ￥46,054 found 13 hours ago
American Airlines
Wed, Oct 22 - Fri, Oct 24
ORD
Chicago
YYZ
Toronto
￥46,071 Roundtrip, found 1 day ago
￥46,071
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Oct 22 from Chicago to Toronto, returning Fri, Oct 24, priced at ￥46,071 found 1 day ago
WestJet
Sat, Nov 8 - Tue, Nov 11
ORD
Chicago
YYZ
Toronto
￥46,430 Roundtrip, found 6 days ago
￥46,430
Roundtrip
found 6 days ago
Select WestJet flight, departing Sat, Nov 8 from Chicago to Toronto, returning Tue, Nov 11, priced at ￥46,430 found 6 days ago
WestJet
Tue, Nov 4 - Wed, Nov 5
ORD
Chicago
YYZ
Toronto
￥46,600 Roundtrip, just found
￥46,600
Roundtrip
just found
Select WestJet flight, departing Tue, Nov 4 from Chicago to Toronto, returning Wed, Nov 5, priced at ￥46,600 just found
WestJet
Thu, Oct 16 - Wed, Oct 22
ORD
Chicago
YYZ
Toronto
￥46,606 Roundtrip, found 13 hours ago
￥46,606
Roundtrip
found 13 hours ago
Select WestJet flight, departing Thu, Oct 16 from Chicago to Toronto, returning Wed, Oct 22, priced at ￥46,606 found 13 hours ago
Delta
Sat, Oct 11 - Sun, Oct 12
MDW
Chicago
YYZ
Toronto
￥47,820 Roundtrip, found 5 days ago
￥47,820
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Oct 11 from Chicago to Toronto, returning Sun, Oct 12, priced at ￥47,820 found 5 days ago
Air Canada
Sat, Nov 8 - Tue, Nov 11
ORD
Chicago
YYZ
Toronto
￥47,950 Roundtrip, found 6 days ago
￥47,950
Roundtrip
found 6 days ago
Select Air Canada flight, departing Sat, Nov 8 from Chicago to Toronto, returning Tue, Nov 11, priced at ￥47,950 found 6 days ago
United
Sun, Oct 19 - Thu, Oct 23
ORD
Chicago
YYZ
Toronto
￥48,110 Roundtrip, found 2 days ago
￥48,110
Roundtrip
found 2 days ago
Select United flight, departing Sun, Oct 19 from Chicago to Toronto, returning Thu, Oct 23, priced at ￥48,110 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 ￥21,121 - ￥73,639 per traveler.

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 ￥44,960. 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 canceled 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 many hours is the flight from Chicago, IL (CHI-All Airports) to Toronto (YTO-All Airports)?
The average flight time between Chicago, IL (CHI-All Airports) (CHI) and Toronto (YTO-All Airports) (YTO) is 3 hours and 1 minute. If you're traveling with kids, it's always a good idea to pack some snacks in your cabin baggage.
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 kilometers. 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.
Can I fly from Chicago, IL (CHI-All Airports) to Toronto (YTO-All Airports) right now?
To see what travel restrictions and quarantine requirements are in place for different citizens flying from Chicago, IL (CHI-All Airports) to Toronto (YTO-All Airports) please visit our COVID 19 travel advisor portal link.

Travel information

Travel information

Origin airport
O'Hare Intl.
Destination airport
Pearson Intl.
Airlines serving
Air Canada, American Airlines, Delta, Porter Airlines, United, WestJet
Roundtrip price
￥44,960
Distance
697 km

Book with confidence

Book with confidence

Chicago to Toronto Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from Chicago to will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring Toronto.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with CHI to YTO flights that won’t make your bank account wince. Ready to temporarily leave behind Chicago for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to YTO with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.

Chicago to Toronto Flights

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Toronto nearby Airports

Toronto

Chicago to Pearson Intl.
￥44,960
Chicago to Billy Bishop Toronto City
￥52,845

London

Kitchener

Hamilton

Chicago nearby Airports

Chicago

O'Hare Intl. to Toronto
￥44,960

Milwaukee

General Mitchell Intl. to Toronto
￥82,167
*Available to Expedia members.