NZ$196 Cheap Flights Chicago to Toronto (CHI-YTO)

View NZ$196 flight on Sun, 18 Jan 2026Opens 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 for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

Porter Airlines
Tue, 13 Jan - Mon, 19 Jan
MDW
Chicago
YTZ
Toronto
NZ$477 Return, found 2 days ago
NZ$477
Return
found 2 days ago
Select Porter Airlines flight, departing Tue, 13 Jan from Chicago to Toronto, returning Mon, 19 Jan, priced at NZ$477 found 2 days ago
Air Canada
Tue, 13 Jan - Wed, 21 Jan
ORD
Chicago
YYZ
Toronto
NZ$481 Return, found 2 days ago
NZ$481
Return
found 2 days ago
Select Air Canada flight, departing Tue, 13 Jan from Chicago to Toronto, returning Wed, 21 Jan, priced at NZ$481 found 2 days ago
United
Thu, 15 Jan - Wed, 21 Jan
ORD
Chicago
YYZ
Toronto
NZ$488 Return, found 2 days ago
NZ$488
Return
found 2 days ago
Select United flight, departing Thu, 15 Jan from Chicago to Toronto, returning Wed, 21 Jan, priced at NZ$488 found 2 days ago
Delta
Tue, 13 Jan - Tue, 20 Jan
MDW
Chicago
YYZ
Toronto
NZ$491 Return, found 2 days ago
NZ$491
Return
found 2 days ago
Select Delta flight, departing Tue, 13 Jan from Chicago to Toronto, returning Tue, 20 Jan, priced at NZ$491 found 2 days ago
Delta
Tue, 13 Jan - Tue, 20 Jan
ORD
Chicago
YYZ
Toronto
NZ$491 Return, found 2 days ago
NZ$491
Return
found 2 days ago
Select Delta flight, departing Tue, 13 Jan from Chicago to Toronto, returning Tue, 20 Jan, priced at NZ$491 found 2 days ago
United
Tue, 13 Jan - Tue, 20 Jan
ORD
Chicago
YYZ
Toronto
NZ$494 Return, found 2 days ago
NZ$494
Return
found 2 days ago
Select United flight, departing Tue, 13 Jan from Chicago to Toronto, returning Tue, 20 Jan, priced at NZ$494 found 2 days ago
Air Canada
Tue, 13 Jan - Tue, 20 Jan
ORD
Chicago
YYZ
Toronto
NZ$498 Return, found 2 days ago
NZ$498
Return
found 2 days ago
Select Air Canada flight, departing Tue, 13 Jan from Chicago to Toronto, returning Tue, 20 Jan, priced at NZ$498 found 2 days ago
United
Tue, 13 Jan - Tue, 20 Jan
ORD
Chicago
YYZ
Toronto
NZ$504 Return, found 2 days ago
NZ$504
Return
found 2 days ago
Select United flight, departing Tue, 13 Jan from Chicago to Toronto, returning Tue, 20 Jan, priced at NZ$504 found 2 days ago
American Airlines
Tue, 13 Jan - Tue, 20 Jan
ORD
Chicago
YYZ
Toronto
NZ$601 Return, found 2 days ago
NZ$601
Return
found 2 days ago
Select American Airlines flight, departing Tue, 13 Jan from Chicago to Toronto, returning Tue, 20 Jan, priced at NZ$601 found 2 days ago
United
Tue, 13 Jan - Tue, 20 Jan
ORD
Chicago
YYZ
Toronto
NZ$608 Return, found 2 days ago
NZ$608
Return
found 2 days ago
Select United flight, departing Tue, 13 Jan from Chicago to Toronto, returning Tue, 20 Jan, priced at NZ$608 found 2 days ago

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. Average driving time to city centre is 22 minutes. Flights from NZ$488
YYZ
Pearson Intl.
Average driving time to city centre22 min
Flights from NZ$488
Select flight to Billy Bishop Toronto City YTZ. Cheapest and Closest option available. Average driving time to city centre is 4 minutes. Flights from NZ$477
YTZ
Billy Bishop Toronto City
CheapestClosest
Average driving time to city centre4 min
Flights from NZ$477

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 NZ$477. 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.

Travel information

Origin airport
Midway Intl.
Destination airport
Billy Bishop Toronto City
Return price
NZ$476
Distance
707 km

Book with confidence

CHI to YTO Flights

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CHI to YTO Flights

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