￥13,750 Cheap Flights from Chicago (CHI) to Toronto (YTO)

View ￥13,750 flight on Thu, Feb 5, 2026Opens in a new window

Popular airlines from Chicago to Toronto

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Cheap Flights from Chicago to Toronto (CHI-YTO)

Prices were available within the past 7 days and start at ￥13,750 for one-way flights and ￥33,505 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Thu, Feb 5 - Sun, Feb 8
ORD
Chicago
YYZ
Toronto
￥33,505 Roundtrip, found 3 days ago
￥33,505
Roundtrip
found 3 days ago
Select Air Canada flight, departing Thu, Feb 5 from Chicago to Toronto, returning Sun, Feb 8, priced at ￥33,505 found 3 days ago
American Airlines
Thu, Feb 5 - Wed, Feb 11
ORD
Chicago
YYZ
Toronto
￥33,510 Roundtrip, found 1 day ago
￥33,510
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Feb 5 from Chicago to Toronto, returning Wed, Feb 11, priced at ￥33,510 found 1 day ago
Air Canada
Thu, Feb 5 - Wed, Feb 11
ORD
Chicago
YYZ
Toronto
￥33,515 Roundtrip, found 1 day ago
￥33,515
Roundtrip
found 1 day ago
Select Air Canada flight, departing Thu, Feb 5 from Chicago to Toronto, returning Wed, Feb 11, priced at ￥33,515 found 1 day ago
American Airlines
Thu, Feb 5 - Sun, Feb 8
ORD
Chicago
YYZ
Toronto
￥33,522 Roundtrip, found 3 days ago
￥33,522
Roundtrip
found 3 days ago
Select American Airlines flight, departing Thu, Feb 5 from Chicago to Toronto, returning Sun, Feb 8, priced at ￥33,522 found 3 days ago
United
Thu, Feb 5 - Wed, Feb 11
ORD
Chicago
YYZ
Toronto
￥33,530 Roundtrip, found 1 day ago
￥33,530
Roundtrip
found 1 day ago
Select United flight, departing Thu, Feb 5 from Chicago to Toronto, returning Wed, Feb 11, priced at ￥33,530 found 1 day ago
Delta
Thu, Feb 5 - Sun, Feb 8
ORD
Chicago
YYZ
Toronto
￥34,105 Roundtrip, found 3 days ago
￥34,105
Roundtrip
found 3 days ago
Select Delta flight, departing Thu, Feb 5 from Chicago to Toronto, returning Sun, Feb 8, priced at ￥34,105 found 3 days ago
Delta
Thu, Feb 5 - Sun, Feb 8
ORD
Chicago
YYZ
Toronto
￥34,130 Roundtrip, found 3 days ago
￥34,130
Roundtrip
found 3 days ago
Select Delta flight, departing Thu, Feb 5 from Chicago to Toronto, returning Sun, Feb 8, priced at ￥34,130 found 3 days ago
Delta
Thu, Feb 5 - Wed, Feb 11
ORD
Chicago
YYZ
Toronto
￥34,215 Roundtrip, found 1 day ago
￥34,215
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Feb 5 from Chicago to Toronto, returning Wed, Feb 11, priced at ￥34,215 found 1 day ago
Delta
Thu, Feb 5 - Wed, Feb 11
ORD
Chicago
YYZ
Toronto
￥34,230 Roundtrip, found 1 day ago
￥34,230
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Feb 5 from Chicago to Toronto, returning Wed, Feb 11, priced at ￥34,230 found 1 day ago
Porter Airlines
Thu, Feb 5 - Sun, Feb 8
MDW
Chicago
YTZ
Toronto
￥35,130 Roundtrip, found 3 days ago
￥35,130
Roundtrip
found 3 days ago
Select Porter Airlines flight, departing Thu, Feb 5 from Chicago to Toronto, returning Sun, Feb 8, priced at ￥35,130 found 3 days ago

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

September is typically the cheapest month to fly

From ￥22,217 - ￥58,825 per traveler.

Alternative airports near Toronto

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Pearson Intl. YYZ. Cheapest option available. Average driving time to city center is 22 minutes. Flights from ￥43,920
YYZ
Pearson Intl.
Cheapest
Average driving time to city center22 min
Flights from ￥43,920
Flights from Chicago (ORD) to Toronto (YYZ)
Origin airport
O'Hare Intl.
Destination airport
Pearson Intl.
Airlines serving
Air Canada, American Airlines, Delta, Porter Airlines, United, WestJet
Roundtrip price
￥33,505
Distance
697 km

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.

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 ￥33,505. 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.

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