Cheap Flights from Chicago Midway to Toronto in 2019

Flight information Chicago Midway to Toronto

Cheapest roundtrip price last month


Non-stop airline


Flights per week


Average flight time, total distance 675 kilometers

1h 34min

Most popular airline last month

Porter Airlines

Toronto Pearson International, Kitchener / Waterloo, Toronto Island and Hamilton

4 airports

Explore Toronto

Toronto Hotels

Gladstone Hotel


Drake Hotel Toronto


Airlines that Fly from Chicago Midway Airport to Toronto

Once you have taken in all of Chicago’s infamous outdoor public art, from Picasso to Chagall, eaten your way through a Chicago-style hot dog and a deep-dish pizza or two, you are ready to leave behind the best sports city in the United States for Canada’s metropolis city of Toronto. Flying out of the second-largest airport in the state of Illinois, Chicago Midway International Airport, you are within two hours from Ontario’s capital city. Direct flights are available via flight offerings from Porter Airlines, which will take you to Toronto Island, or Delta Air, which will land you at Toronto Lester B. Pearson International Airport. Save when scheduling this getaway by utilizing Skyscanner's cheapest month search. This tool is perfect for finding cheap flights when flexibility with dates are an option. Simply select airport codes MDW to Toronto (YVR or YTC) to begin your search, keeping in mind that the weather in Chicago will likely mimic Toronto’s four distinct seasons.

Chicago Midway International Airport (MDW)

Located just thirteen kilometres from The Loop, Chicago’s central business district, lies the sprawling Chicago Midway International Airport. It can be easily accessed via the Orange Line on the rapid transit system, or L train. Home to Southwest Airlines, MDW houses forty-three aircraft gates on three concourses, and transports over twenty-two million passengers annually. Despite the magnitude of this space, MDW offers a tranquil travelling experience in the process. Within Concourse C in the Main Terminal, relax and unwind in the Yoga Room; the USO Room is a comforting space for active military personnel; the Mother’s Room in Concourse C provides a private space for nursing and parental care.

Landing in Toronto:

Landing on Toronto Island offers a unique travel itinerary, as your next steps are decided for you. A quick and pleasant ferry ride is required to get into the heart of Toronto from the island, where you will begin your cityscape adventure. If you have descended after a flight from Delta into the Toronto International Airport, you can now navigate out of Toronto’s expansive transit centre, YYZ, with every method of transportation available; quite literally planes, trains, and automobiles, are available at your every turn. Embarking upon a GO train or bus is the most cost-efficient form of transit, or an airport shuttle to transport you south to the city. Uber does not have access to this airport as of 2017, so taxicabs with set airport fares are your quickest option. Once outside YYZ is when travelling like a local is easiest; utilizing Toronto’s straightforward subway system, the Toronto Transit Commission (TTC) will save money and time avoiding traffic. However, If you would prefer to drive yourself, dive into Skyscanner’s car-rental tool and navigate this exciting city yourself.

What to Do in Toronto

Whether you are in Toronto for business or leisure, there are many exciting attractions to enjoy between meetings or to fill your days. The TTC or Go Transit can whisk you up to Vaughn for thrill-seekers wishing to get an adrenaline rush from Canada’s Wonderland’s extensive rollercoasters. Enjoy the city’s great theatres, large and small, from Factory Theatre’s cozy space to the grandeur of the Royal Alexandra Theatre. After a night at the opera, or laughing heartily at Second City, indulge in relaxing accommodations, easily and thriftily found on Skyscanner’s hotel search. Upon waking refreshed, head straight into the heart of Queen Street’s unique boutiques, tourist attractions such as the CN Tower, hipster neighborhoods nestled in Kensington Market, and an endless array of world-renowned eateries.

Attractions in Toronto:

  • Toronto Zoo
  • CN Tower
  • Ripey’s Aquarium
  • Ferry to Toronto Island
  • Concerts at Massey Hall
  • Ed Mirvish Theatre
  • Canada’s Wonderland
  • Toronto International Film Festival in early September

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.