₩125,900 Cheap Flights from Chicago (MDW) to Toronto (YTZ)

View ₩125,900 flight on Sat, Feb 14, 2026Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to Billy Bishop Toronto City Airport (YTZ)

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Cheap Flights from Chicago to Toronto (MDW-YTZ)

Prices were available within the past 7 days and start at ₩125,900 for one-way flights and ₩760,700 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Porter Airlines
Sun, Jan 4 - Thu, Jan 8
MDW
Chicago
YTZ
Toronto
₩760,700 Roundtrip, found 3 days ago
₩760,700
Roundtrip
found 3 days ago
Select Porter Airlines flight, departing Sun, Jan 4 from Chicago to Toronto, returning Thu, Jan 8, priced at ₩760,700 found 3 days ago

Find the cheapest month to fly from Chicago (MDW) to Toronto (YTZ)

November is typically the cheapest month to fly

From ₩184,810 - ₩836,611 per traveler.

Frequently asked questions

How much is a flight from Midway Intl. Airport (MDW) to Billy Bishop Airport?
Based on airfares listed within the last 7 days on Expedia for flights departing within the next year, round-trip flights from MDW to Billy Bishop Toronto City Airport (YTZ) start from ₩760,700. Make your booking ASAP to secure the best price for your next big adventure. 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 YTZ?
Each air carrier has its own set of terms and conditions. If you do decide to cancel, follow the easy instructions on our Customer Service Portal.
How do I find cheap flights from Midway Intl. Airport (MDW) to Billy Bishop Airport that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for MDW to YTZ flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Midway Intl. Airport (MDW) to Billy Bishop Toronto City Airport (YTZ)?
With a flight distance of 710 kilometers, it's just a short hop from Midway Intl. Airport (MDW) to Billy Bishop Airport. It might be a quick one, but it's still worth bringing something to keep you busy on board.
Which airlines fly direct from Chicago Airport to Billy Bishop Airport?
Porter Airlines (PD) will get you from MDW to Billy Bishop Toronto City Airport (YTZ) safely and reliably. Choose from 82 flights every month along this route.
Are Chicago Airport to Billy Bishop Toronto City Airport (YTZ) flight tickets cheaper when they're purchased at the last minute?
Last-minute planners can sometimes nab a bargain, with some of the cheapest airfares from Chicago Airport to YTZ surfacing a few weeks before the date of departure. If you'd rather book ahead, Expedia compares and updates the best flight deals continuously — as early as a year in advance in some cases. It does depend on the carrier though, as not every airline advertises prices that far in advance.

Travel information

Origin airport
Midway Intl.
Destination airport
Billy Bishop Toronto City
Roundtrip price
₩760,700
Distance
707 km
Average flight time
2 hours 42 mins

Book with confidence

Chicago to Toronto Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from Chicago to Toronto will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring Toronto.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with MDW to YTZ flights that won’t make your bank account wince. Ready to temporarily leave behind Chicago for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to YTZ with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.

Chicago to Toronto Flights
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