Direct flights from Toronto to Chicago

Did you mean Flights from Chicago to Toronto?

Toronto

Canada

YTZ

Billy Bishop Toronto City Centre Airport

Chicago

United States

MDW

Chicago Midway International Airport

Route: Nonstop service available
Distance: 443 miles
Marketing airlines: 1 airline
Aircraft: 1 aircraft type
Dates: Nov 17, 2026 – Oct 22, 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: 2026-11-12 – 2026-12-11.

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.

Toronto to Chicago route overview

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

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

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

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

Published schedule dates span Nov 17, 2026 – Oct 22, 2027.

Marketing airlines on the Toronto to Chicago 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.

Aircraft flying from YTZ to MDW

Frequently asked questions

Which airports serve the Toronto to Chicago route?

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

How far is Chicago from Toronto?

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

Are there direct flights from YTZ to MDW?

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

Which airlines market flights from YTZ to MDW?

Which aircraft fly from YTZ to MDW?

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