₩165,200 Cheap Flights from Chicago (CHI) to Toronto (YTO)

View ₩165,200 flight on Thu, May 14, 2026Opens in a new window

Popular airlines from Chicago to Toronto

  • Be in the know

    Get alerts if flight prices drop or rise*

  • Book smarter

    Save up to 40% on select hotels after you book a flight*

  • Earn twice

    Earn your airline miles on top of our rewards
    Sign in

Cheap Flights from Chicago to Toronto (CHI-YTO)

Prices were available within the past 7 days and start at ₩165,200 for one-way flights and ₩389,900 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Fri, Apr 24 - Tue, Apr 28
ORD
Chicago
YYZ
Toronto
₩389,900 Roundtrip, found 4 days ago
₩389,900
Roundtrip
found 4 days ago
Select United flight, departing Fri, Apr 24 from Chicago to Toronto, returning Tue, Apr 28, priced at ₩389,900 found 4 days ago
Porter Airlines
Thu, May 14 - Sun, May 17
MDW
Chicago
YTZ
Toronto
₩392,700 Roundtrip, found 1 day ago
₩392,700
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Thu, May 14 from Chicago to Toronto, returning Sun, May 17, priced at ₩392,700 found 1 day ago
United
Fri, Apr 24 - Tue, Apr 28
ORD
Chicago
YYZ
Toronto
₩398,400 Roundtrip, found 4 days ago
₩398,400
Roundtrip
found 4 days ago
Select United flight, departing Fri, Apr 24 from Chicago to Toronto, returning Tue, Apr 28, priced at ₩398,400 found 4 days ago
United
Fri, Apr 24 - Tue, Apr 28
ORD
Chicago
YYZ
Toronto
₩419,000 Roundtrip, found 4 days ago
₩419,000
Roundtrip
found 4 days ago
Select United flight, departing Fri, Apr 24 from Chicago to Toronto, returning Tue, Apr 28, priced at ₩419,000 found 4 days ago
Porter Airlines
Wed, Jul 22 - Sun, Jul 26
MDW
Chicago
YTZ
Toronto
₩422,300 Roundtrip, found 8 hours ago
₩422,300
Roundtrip
found 8 hours ago
Select Porter Airlines flight, departing Wed, Jul 22 from Chicago to Toronto, returning Sun, Jul 26, priced at ₩422,300 found 8 hours ago
Delta
Fri, Apr 24 - Tue, Apr 28
ORD
Chicago
YYZ
Toronto
₩427,500 Roundtrip, found 4 days ago
₩427,500
Roundtrip
found 4 days ago
Select Delta flight, departing Fri, Apr 24 from Chicago to Toronto, returning Tue, Apr 28, priced at ₩427,500 found 4 days ago
United
Fri, Apr 24 - Tue, Apr 28
ORD
Chicago
YYZ
Toronto
₩429,600 Roundtrip, found 4 days ago
₩429,600
Roundtrip
found 4 days ago
Select United flight, departing Fri, Apr 24 from Chicago to Toronto, returning Tue, Apr 28, priced at ₩429,600 found 4 days ago
United
Fri, Apr 24 - Tue, Apr 28
ORD
Chicago
YYZ
Toronto
₩434,600 Roundtrip, found 4 days ago
₩434,600
Roundtrip
found 4 days ago
Select United flight, departing Fri, Apr 24 from Chicago to Toronto, returning Tue, Apr 28, priced at ₩434,600 found 4 days ago
Air Canada
Fri, Apr 24 - Tue, Apr 28
ORD
Chicago
YYZ
Toronto
₩451,200 Roundtrip, found 4 days ago
₩451,200
Roundtrip
found 4 days ago
Select Air Canada flight, departing Fri, Apr 24 from Chicago to Toronto, returning Tue, Apr 28, priced at ₩451,200 found 4 days ago
American Airlines
Fri, Apr 24 - Tue, Apr 28
ORD
Chicago
YYZ
Toronto
₩548,000 Roundtrip, found 4 days ago
₩548,000
Roundtrip
found 4 days ago
Select American Airlines flight, departing Fri, Apr 24 from Chicago to Toronto, returning Tue, Apr 28, priced at ₩548,000 found 4 days ago

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

September is typically the cheapest month to fly

From ₩209,186 - ₩559,262 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 ₩389,900. 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 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.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Pearson Intl.
Airlines serving
Air Canada, American Airlines, Delta, Porter Airlines, United, WestJet
Roundtrip price
₩389,900
Distance
697 km
*Available to Expedia members.