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Direct flights from Chicago to Toronto

Did you mean Flights from Toronto to Chicago?

Flightmap/Flights from MDW/MDW to YTZ

Chicago

United States

MDW

Chicago Midway International Airport

Toronto

Canada

YTZ

Billy Bishop Toronto City Centre Airport

Route
Nonstop service available
Distance
443 miles
Marketing airlines
2 airlines
Aircraft
1 aircraft type
Dates
Oct 19, 2026 – Oct 13, 2027

Observed award fares

A sample of one-way prices for one traveler from Roame’s fare cache. Points, fees, and seats describe the same observation. Availability can change; confirm with the loyalty program before transferring points.

Departure window: 2026-10-23 – 2026-11-21.

No recent fares appear in this limited preview. This does not mean the route is sold out. Use the search controls to check other dates and routes.

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Explore these airports and cities

  • Flights from MDW
  • Flights to YTZ
  • Award flights to Chicago

Chicago to Toronto route overview

Chicago Midway International Airport (MDW) serves Chicago; Billy Bishop Toronto City Centre Airport (YTZ) serves Toronto.

The airports are 443 miles apart by great-circle distance.

Roame's current schedule feed shows nonstop service from MDW to YTZ.

Marketing airlines listed in the current schedule, including codeshare sellers, are Porter Airlines (PD) and Air Transat (TS). This list does not identify the operating airline for each flight; check the flight details before booking.

Published schedule dates span Oct 19, 2026 – Oct 13, 2027.

Marketing airlines on the Chicago to Toronto route

These are marketing airlines, including codeshare sellers. This list does not identify the operating airline for each flight; check the flight details before booking.

  • Air Transat (TS)Codeshare only

Aircraft flying from MDW to YTZ

Frequently asked questions

Which airports serve the Chicago to Toronto route?

Chicago Midway International Airport (MDW) is the origin airport and Billy Bishop Toronto City Centre Airport (YTZ) is the destination airport.

How far is Toronto from Chicago?

MDW and YTZ are approximately 443 miles apart by great-circle distance.

Are there direct flights from MDW to YTZ?

Yes. Roame's current schedule feed shows nonstop service from MDW to YTZ.

Which airlines market flights from MDW to YTZ?

Marketing airlines listed in the current schedule, including codeshare sellers, are Porter Airlines (PD) and Air Transat (TS). This list does not identify the operating airline for each flight; check the flight details before booking.

Which aircraft fly from MDW to YTZ?

Aircraft listed in the current schedule include De Havilland Canada DHC-8-400 Dash 8Q (DH4).

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