CA $150 Cheap Flights from Chicago (MDW) to Toronto (YYZ)

Popular airlines from Chicago Midway Airport (MDW) to Toronto Pearson Intl. Airport (YYZ)

  • Be in the know

    Get alerts if flight prices drop or rise*
  • Book smarter

    Save up to 30% on select hotels after you book a flight*
  • Earn twice

    Earn your airline miles on top of our rewards

Cheap flights from Chicago (MDW) to Toronto (YYZ)

Prices were available within the past 7 days and start at CA $150 for one-way flights and CA $336 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Delta
Delta
Delta
Delta
Delta
Delta
Delta
Delta
WestJet

Alternative airports near Toronto

Prices were available within the past 7 days. Prices and availability are subject to change.

Frequently asked questions

How much is a flight from MDW to YYZ?
If you're travelling from Chicago Airport to Pearson Intl. Airport (YYZ), round-trip flights start from CA $336. This price is based on fares listed within the last 7 days on Expedia for flights departing within the next year, so don't delay. Book today and save yourself both money and time. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Midway Airport to YYZ?
We understand that life can throw the odd curveball, so we've made it as easy as possible for you to cancel your flight online. Just head to the Customer Service Portal and follow the instructions.
How do I find cheap flights from Midway Intl. Airport (MDW) to YYZ that have flexible change policies?
Use our "No change fees" filter to find flexible travel options for your flight from Midway Airport to Toronto Pearson Airport. This allows you to lock in a fantastic price ahead of time and still have the freedom to make changes without any extra fees. You'll just need to pay the difference in fare.
How many hours is the flight from Midway Intl. Airport (MDW) to YYZ?
The flight time from Midway Intl. Airport (MDW) to Pearson Intl. Airport (YYZ) is approximately 3 hours and 34 minutes. Grab your headphones, listen to your favourite podcast and your journey will whiz by.
How far is the flight from Chicago Airport to Toronto Pearson Airport?
It's just 700 kilometres between Chicago and Mississauga. Chances are you'll spend more time travelling to and from the airport than actually flying!
Which airlines fly direct from Chicago Airport to YYZ?
Unfortunately, there are no airlines that fly direct between Midway Intl. Airport (MDW) and Toronto Pearson Airport. You'll need to book a flight with at least one stop.
Are MDW to Pearson Intl. Airport (YYZ) flight tickets cheaper when they're purchased at the last minute?
Last-minute bookings from Midway Airport to YYZ can be hit-or-miss. You may be able to score a great bargain, but then again, you could miss out altogether! If you'd rather start planning early, Expedia compares flight deals up to 12 months in advance. Just bear in mind that not all airlines issue their prices so far in advance. Our suggestion? Check back often as prices are updated frequently.

Travel information

Origin airport
Midway Intl.
Destination airport
Pearson Intl.
Airlines serving
Delta, WestJet
Roundtrip price
CA $335
Distance
692 km

Book with confidence

Explore a world of travel with Expedia

*Available to Expedia members.