Toronto (YYZ) → Chicago (ORD)
About Toronto to Chicago Flights
Discover the best flights from Toronto to Chicago, covering 701 km in approximately 1h 23m. Toronto (YYZ) to Chicago (ORD) is one of the busy short-haul routes connecting Canada and United States. With 7 major airlines operating this route including direct flights, travelers have plenty of options to choose from. Whether you're traveling for business or leisure, our comprehensive guide helps you find the best deals, understand seasonal price variations, and choose the right airline for your journey from Toronto to Chicago.
12-Month Price History
Flight prices from Toronto to Chicago vary significantly throughout the year. February typically offers the best deals with average prices around $226, while July sees the highest prices, averaging $377. Savvy travelers can save up to 40% by choosing their travel dates wisely.
Best Time to Fly
Cheapest Month
February
Save up to 40% on average
Most Expensive
July
Peak season pricing
Book in Advance
138 days
For best prices
Booking Tips
For the best prices on Toronto to Chicago flights, we recommend booking 172 days in advance. International flights typically see price increases as the departure date approaches, so early booking is advisable. Tuesday and Wednesday departures often offer the lowest fares, while Friday and Sunday flights tend to be more expensive due to business and leisure travel demand. Consider flying early morning or late evening for additional savings, as these off-peak times usually have lower demand.
Airlines Serving This Route
| Airline | Economy | Business | First |
|---|---|---|---|
Air Transat TS | $220 | $780 | $1270 |
Jazz Aviation QK | $230 | $980 | $1520 |
WestJet WS | $230 | $1020 | $1360 |
United Airlines UA | $230 | $820 | $1350 |
Flair Airlines F8 | $240 | $830 | $1570 |
Air Canada AC | $240 | $960 | $1350 |
American Airlines AA | $280 | $910 | $1550 |
Air Transat
TS
Economy
$220
Business
$780
First
$1270
Jazz Aviation
QK
Economy
$230
Business
$980
First
$1520
WestJet
WS
Economy
$230
Business
$1020
First
$1360
United Airlines
UA
Economy
$230
Business
$820
First
$1350
Flair Airlines
F8
Economy
$240
Business
$830
First
$1570
Air Canada
AC
Economy
$240
Business
$960
First
$1350
American Airlines
AA
Economy
$280
Business
$910
First
$1550
Prices shown are estimates based on historical data. Actual prices may vary based on dates, availability, and current promotions.
Alternative Flight Options
Buffalo → Chicago
Buffalo Niagara International (BUF) to O'Hare International (ORD)
Distance: 760 km
Average price: $214
Toronto → Milwaukee
Toronto Pearson International (YYZ) to Milwaukee Mitchell International (MKE)
Distance: 674 km
Average price: $261
Toronto → Chicago
Toronto Pearson International (YYZ) to Chicago Midway International (MDW)
Distance: 696 km
Average price: $266
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Frequently Asked Questions
How long is the flight from Toronto to Chicago?
The flight time from Toronto (YYZ) to Chicago (ORD) is approximately 1 hours and 23 minutes. This duration is for direct flights and may vary depending on aircraft type, weather conditions, and air traffic.
What is the distance between Toronto and Chicago?
The aerial distance between Toronto and Chicago is 701 kilometers (436 miles). This is the straight-line distance, which is used to calculate flight times.
Which airlines fly from Toronto to Chicago?
Several airlines operate flights between Toronto and Chicago, including American Airlines, United Airlines, Air Canada and 4 more airlines. Direct flights are available on this route.
What is the cheapest month to fly from Toronto to Chicago?
Based on historical data, February typically offers the lowest airfares for flights from Toronto to Chicago. However, prices can vary based on holidays, events, and airline promotions. We recommend checking our price calendar for the most up-to-date information.
How far in advance should I book my flight to Chicago?
For the best prices on Toronto to Chicago flights, we recommend booking 164 days in advance. International flights generally require earlier booking than domestic routes.
Do I need a visa to travel from Toronto to Chicago?
Visa requirements depend on your nationality and the purpose of your visit. Citizens of Canada traveling to United States should check the latest visa requirements. Visit our partner site visarequirements.io for detailed visa information.
What is the time difference between Toronto and Chicago?
Toronto operates on America/Toronto time zone, while Chicago is in the America/Chicago time zone. For current time differences and to plan your schedule, visit our partner site timezig.com for accurate timezone conversions.