Flights Toronto to Chicago
Leaving on a Wednesday is cheapest on average (€159).
This route has direct flights, taking about 1 h 50.
This page is based on 2 prices seen over the last 60 days.
Updated September 23, 2026
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€159Lowest price seen (60 d)
€234Median price
1 h 50Direct flight
2Prices recorded
Airlines seen
Porter Airlines Canada
American Airlines
Door-to-door cost
The real cost includes getting to the airport (fuel, tolls, parking or train), luggage and the transfer on arrival. Add your address in the form to calculate it.
Frequently asked questions
What is the cheapest month to fly Toronto – Chicago?
Based on prices seen, October (from €159).
Are there direct flights between Toronto and Chicago?
Yes, taking about 1 h 50.
Which airport is closest to Chicago city centre?
Chicago Midway (MDW), 14 km from Chicago centre.
Nearby destinations, same departure
See also
Prices are indicative and dated. The final price is confirmed on the partner’s site.