Toronto to Chicago Flight Tickets
Compare the best flight deals from Toronto to Chicago
About Toronto - Chicago Flights
Find the best prices for flights between Toronto (Canada) and Chicago (United States) on Tripuck. We compare prices from hundreds of airlines to offer you the best options.
Toronto has 4 airports, while Chicago has 6 airports. Compare flights between all airports to find the best deal.
Cheapest Months for Toronto - Chicago Flights
Best month to fly
June 2026 - 6,793 ₺
June 2026
6,793 ₺
Direct
CheapestMarch 2026
7,312 ₺
Direct
| Ay | Flight Type | Price |
|---|---|---|
| June 2026Cheapest | Direct | 6.793 ₺ |
| March 2026 | Direct | 7.312 ₺ |
Prices may change. Based on recent searches.
Airlines on Toronto - Chicago Route
Toronto Airports
Chicago Airports
Alternative Routes
Toronto - Chicago Flight Summary
Cheaper tickets are usually available on weekdays and with early bookings.
Toronto and Chicago - Airport Transportation
Pearson International Airport (YYZ)
How to Get to the Airport
Union Pearson Express Train: The train departing from Union Station reaches the airport in 25-28 minutes. Services run every 15 minutes and operate between 05:27-00:57.
900 Airport Express Bus (TTC): The journey starting from Bloor-Yonge reaches the airport via Kipling Station in a total of 75 minutes. Buses depart every 10 minutes and operate between 05:30-02:00.
GO Transit Bus (Route 94): The bus departing from Scarborough Centre Terminal reaches the airport in 45-60 minutes. Services run every 1-2 hours and continue 24 hours.
Taxi: You can reach the airport from downtown Toronto by taxi. The travel time is 30-60 minutes, depending on traffic, and service is available 24 hours.
Ride-Sharing Apps (Uber, etc.): You can reach the airport from the city center using these apps. The travel time varies depending on traffic conditions, and the apps provide 24-hour service.
O'Hare International Airport (ORD)
From Airport to City Center
Metro/Train: The CTA Blue Line Train is the most convenient option for transportation from O'Hare International Airport to downtown Chicago. The airport station is directly connected to Terminals 1, 2, and 3. Access from Terminal 5 is possible via a free shuttle train. The journey takes approximately 40-45 minutes. Services operate 24 hours a day, with trains running every 5-10 minutes during peak hours.
Bus (CTA and Private Shuttles): Buses connecting O'Hare Terminals 1, 2, 3, and 5 operate routes to downtown. The journey time varies between 45-60 minutes depending on traffic conditions. Services run every 15-30 minutes and generally operate from 5:00 AM to 11:45 PM.
Taxi: Official taxi stands at O'Hare are located at each terminal exit and provide direct transportation to downtown. The journey time varies between 30-60 minutes depending on traffic. Taxi services are available 24 hours a day.
Airport App-Based Rides (Uber/Lyft): Apps like Uber and Lyft operate in designated pickup areas at O'Hare. Journey time and cost can vary based on traffic and demand.
Car Rental: Various car rental companies are available at the airport. Car rental options can be arranged at offices located at terminal exits or at rental centers accessible via shuttle services.