From
Toronto Pearson
Toronto
To
O'Hare International
Chicago
Approximate flight time: 1h 42m
Airlines operating this route
Strong business travel demand. Book 3-5 weeks ahead.
The best months to fly from Toronto to Chicago are:
Book 4-8 weeks in advance for the best prices. Prices typically increase closer to departure dates, especially during peak travel seasons.
Low Season
$219
Peak Season
$263
Prices are per person for round-trip economy class tickets. Actual prices vary based on dates, airline, and availability.
Toronto Pearson (YYZ) is Canada's busiest airport with two terminals. Terminal 1 handles most international flights on Air Canada and Star Alliance, while Terminal 3 serves WestJet and some other carriers.
The UP Express train connects Pearson to downtown Union Station in 25 minutes. Alternatively, the TTC bus #192 connects to Kipling subway station.
Arrive 3 hours before international flights, 2 hours for US flights (with pre-clearance), and 90 minutes for domestic.
The cheapest flights from Toronto (YYZ) to Chicago (ORD) start from approximately $219 for economy class. Prices vary by season, booking date, and airline. We recommend booking 4-8 weeks in advance for the best fares.
Direct flights from Toronto to Chicago take approximately 1 hours and 42 minutes. Connecting flights may take longer depending on the stopover duration and routing.
Airlines operating the YYZ to ORD route include United Airlines, Air Canada, American Airlines. Each airline offers different service levels, baggage policies, and loyalty programs. We compare all options to find you the best deal.
The most popular months to fly from Toronto to Chicago are May, June, September, October. Strong business travel demand. Book 3-5 weeks ahead.
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