United States to Canada · 442 miles (711 km)

Chicago (MDW) to Toronto (YTZ) flights

One airline flies nonstop from Chicago (MDW) to Toronto (YTZ): Porter Airlines. The two airports are 442 miles (711 km) apart. There are also 3 ways to fly it with one stop, through Nashville, New York and Boston.

See award pricesFilter in Routes

Airlines flying nonstop from MDW to YTZ

  • Porter Airlines logo
    Porter AirlinesNot in an alliance · bookable with 1 programWho books it

Book MDW to YTZ with points

Loyalty programs that can book at least one of the nonstop airlines, from the Award Booking Guide.

MDW to YTZ with one stop

3 connections, most direct first. 2-stop routings and flight times are in Routes with Pro.

  • Via Nashville (BNA)Southwest Airlines, then Porter Airlines
    Southwest Airlines logo
    Porter Airlines logo
  • Via New York (LGA)Southwest Airlines, then Air Canada
    Southwest Airlines logo
    Air Canada logo
  • Via Boston (BOS)Southwest Airlines, then Porter Airlines and Air Canada
    Southwest Airlines logo
    Porter Airlines logo
    Air Canada logo

MDW to YTZ: common questions

Which airlines fly nonstop from MDW to YTZ?

Porter Airlines flies nonstop from Chicago (MDW) to Toronto (YTZ).

How far is Chicago from Toronto by plane?

Chicago (MDW) and Toronto (YTZ) are 442 miles (711 km) apart along the great circle, the shortest path a flight can take. Connections add distance on top.

Which points programs can book MDW to YTZ award flights?

1 program can book at least one of the nonstop airlines: Alaska Atmos Rewards. Which flights each can book depends on its partners, so check the airline before you transfer points.

How many miles does MDW to YTZ cost?

It depends on the program: each prices the route from its own chart or dynamically. The Award Flight Pricer compares 30+ programs for MDW to YTZ with taxes and fees.

Where can I connect between Chicago and Toronto?

The most direct connections are through Nashville (BNA), New York (LGA) and Boston (BOS).

More routes

YTZ to MDWEvery nonstop from MDWEvery nonstop from YTZ
MDW to Dallas DFWMDW to Atlanta ATLMDW to Denver DENMDW to Charlotte CLTMDW to Miami MIAMDW to Los Angeles LAXMDW to Orlando MCOMDW to Las Vegas LASMDW to Minneapolis MSPMDW to Boston BOSMDW to Phoenix PHXMDW to San Francisco SFO

Routes are scheduled nonstop flights. The route data is refreshed monthly; this list was last checked November 11, 2026. Seasonal routes and new launches can be missing or end early, so confirm with the airline before you book. Distances are great-circle, the shortest path between the two airports.