Cheap flights from Toronto to Chicago
Flights from Toronto to Chicago currently start at €149. Below are the cheapest dates, typical duration and airlines on this route. Search live fares when you are ready to book — prices change during the day.
Prices refresh daily · per adult · Typical time: 2h 5m
Key facts
- Lowest fare
- €149 · Fri 20 Nov
- Direct flights
- Yes
- Flight time
- 2h 5m
- Airlines
- Porter Airlines Canada, United Airlines, American Airlines, Air Canada
- Cheapest month
- November 2026
- Distance
- 701 km
Round trip
One way
Questions people ask before they book
How much are flights from Toronto to Chicago?
The lowest fare we currently show from Toronto to Chicago is €149 for one adult. That price is tied to specific dates and can sell out.
Are there direct flights from Toronto to Chicago?
Yes. Direct flights from Toronto to Chicago show up in current fares. Filter by Direct when you search to hide connections.
Which airlines fly from Toronto to Chicago?
Airlines showing fares on this route include Porter Airlines Canada, United Airlines, American Airlines, Air Canada, Porter Airlines. The cheapest airline is not always the one with a bag included.
How long is the flight from Toronto to Chicago?
A typical itinerary from Toronto to Chicago takes about 2h 5m, including connections when the cheapest fare is not direct.
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November 2026