Lowest fares from Toronto to Chicago
Cheapest month to fly to Chicago
Lowest fare in Canadian dollars (CAD) found in recent searches for each month. Tap a month to search it.
How to fly Toronto to Chicago for less
- Be flexible by a few days. Use the month chart and the Viorvo price calendar to see which days are cheapest; midweek departures are often lower.
- Compare airports on both ends. Buffalo (BUF), across the border, is sometimes much cheaper for US trips, and Hamilton (YHM), about an hour away, has budget flights too.
- Arriving in Chicago: The CTA Blue Line (from O'Hare) and Orange Line (from Midway) reach downtown for a transit fare.
- Check what's included. The cheapest fares often exclude checked bags and seat selection, so compare the total price for your trip.
- Check entry rules early. Requirements change, so confirm them on the Government of Canada travel advice page before you book.
Airports
Leaving: Toronto Pearson (YYZ), plus Billy Bishop (YTZ) downtown for short flights.
Arriving: O'Hare (ORD) and Midway (MDW).
Best time to go
January to March is usually cheapest; summer is peak season.
Time zone
Chicago uses the Chicago time zone.
Everything else for Chicago
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Toronto to Chicago: common questions
How long is the flight from Toronto to Chicago?
The distance is about 701 km, so time in the air is roughly 1h 20m on a nonstop flight. Flights with a connection take longer, depending on the layover.
Which airports serve Chicago?
Chicago is served by O'Hare (ORD) and Midway (MDW). Comparing every airport is one of the easiest ways to find a cheaper fare.
When is the cheapest time to fly to Chicago?
January to March is usually cheapest; summer is peak season.
Are there nonstop flights from Toronto to Chicago?
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What's the cheapest month to fly from Toronto to Chicago?
See the month chart above for the cheapest month in recent searches. As a rule of thumb: january to March is usually cheapest; summer is peak season.