$136 Find Cheap Flights from Canada to Chicago Midway Airport - Compare and Save

In the last 5 days, the cheapest flight deal to Chicago Midway Airport was found on the route from Toronto, at $202 return. The most popular connection is from Toronto to Chicago Midway Airport and KAYAK users have found round-trip deals for as low as $202 in the last 5 days.

Based on KAYAK data, the cheapest day to fly to Chicago is Tuesday where round-trip tickets can be as cheap as $228. On the other hand, the most expensive day to fly is Friday, where round-trip prices are $342 on average.

The cheapest time of day to fly to Chicago Midway Airport is generally in the morning, when round-trip flights cost $284 on average. The most expensive time of day to fly to Chicago Midway Airport is generally in the evening, which is peak travel time and where the average cost of a ticket is $342.

If you’re looking for cheap airfare to Chicago Midway Airport, 25% of our users found tickets to Chicago Midway Airport for the following prices or less: From Toronto Island Airport $205 round-trip.

The duration of your flight to Chicago depends on your departure and arrival airports. Obviously, any flights that include a layover will also be longer. The most popular routes to Chicago on KAYAK are from Toronto, which takes 1h 55m, Montreal, which takes 2h 36m, Vancouver, which takes 3h 08m, and Calgary, which takes 3h 20m.

There are around 273 direct flights from within Canada to Chicago Midway Airport every day. Most flights depart in the morning, with 40% of flights departing in the morning.

Each week there are around 1,911 direct flights from within Canada to Chicago Midway Airport. The most common day for departures is Friday, with 15% of flights taking off on this day.

There are not any long-haul (6-12 hour flight duration) or medium-haul (3-6 hour flight duration) flights to Chicago Midway Airport. Instead, there are 26 short-haul flights (up to 3 hour flight duration), with the most arriving from Toronto.