Flights from Toronto to Chicago
Pick a departure date to see flights and seller prices
We search agencies and airlines for your day: nonstop and connecting flights, baggage, departure and arrival times.
Prices by day: Toronto to Chicago
Lowest one-way price in dollars from recent searches, cheap days in green. Press a day to see flights and exact prices.
Best fares from Toronto to Chicago
Lowest one-way prices found by recent searches for the next 120 days; press a card to search that date
Toronto to Chicago at a glance
- flight time, from 1h 55m to 2h 30m
- 2h 9m
- straight-line distance
- 436 mi (701 km)
- flights a week
- 85
- flights today
- 11
- first and last departure
- 06:45 - 15:15
- lowest price, nonstop, 19 February
- $204
- lowest nonstop price
- $164
- airlines
- 4
Toronto to Chicago ticket prices by month
Lowest one-way fare found by recent searches
Cheapest month: December 2026, tickets from $164. Prices come from searches over the last few days; check the search for your exact date.
The most expensive month is February 2027: from $204. The average across months is $180.
Toronto to Chicago flight schedule
85 flights a week, 11 today, 38 seasonal or one-off. Departure and arrival times are local.
Seasonal and one-off flights
Not operating in the next two weeks. The first of them is on 28 November.
Days of the week are taken from the schedule for the next 14 days; schedules change by season. Chicago is 1 hour behind Toronto. The search shows seat availability and the price for your date.
Airlines flying Toronto to Chicago
Flights a week by schedule and the cheapest nonstop fare of each airline found by recent searches
American Airlines: 8 flights, first departure at 07:09, last at 15:15, tickets from $172 on 11 November
MTWTFSS
American Airlines Toronto to Chicago
Air Canada: 6 flights, first departure at 08:20, last at 14:45, tickets from $164 on 20 December
MTWTFSS
Air Canada Toronto to Chicago
United Airlines: 11 flights, first departure at 06:45, last at 10:53
MTWTFSS
United Airlines Toronto to Chicago
Porter Airlines Canada: 1 flight, departs at 10:30, tickets from $204 on 19 February
MTWTFSS
Porter Airlines Canada Toronto to Chicago
Airports
Where flights from Toronto to Chicago depart and land
Departure from Toronto
71 flights a week, terminals 1, 3, 12 mi (19 km) from the city centre
14 flights a week, 2 mi (3 km) from the city centre
When to visit Chicago
Weather by month
Best time to visit: May, June, July, August, September and October, +18° to +27° by day. In November it is +10° by day and +2° at night, with 7 rainy days.
Daytime and night temperatures in °C, rainy days. Months with the most comfortable weather are in green. Long-term averages.