NT$4,752 Cheap Flights from Chicago (MDW) to Toronto (YYZ)

View NT$4,752 flight on Sat, 2025/10/18Opens in a new window

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

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Cheap Flights from Chicago to Toronto (MDW-YYZ)

Prices were available within the past 7 days and start at NT$4,752 for one-way flights and NT$14,826 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, Oct 1 - Fri, Oct 3
MDW
Chicago
YYZ
Toronto
NT$14,826 Roundtrip, found 6 days ago
NT$14,826
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Oct 1 from Chicago to Toronto, returning Fri, Oct 3, priced at NT$14,826 found 6 days ago
Delta
Tue, Sep 30 - Wed, Oct 1
MDW
Chicago
YYZ
Toronto
NT$16,430 Roundtrip, found 6 days ago
NT$16,430
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Sep 30 from Chicago to Toronto, returning Wed, Oct 1, priced at NT$16,430 found 6 days ago
Delta
Tue, Sep 30 - Wed, Oct 1
MDW
Chicago
YYZ
Toronto
NT$17,247 Roundtrip, found 6 days ago
NT$17,247
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Sep 30 from Chicago to Toronto, returning Wed, Oct 1, priced at NT$17,247 found 6 days ago
Delta
Wed, Oct 1 - Sat, Oct 4
MDW
Chicago
YYZ
Toronto
NT$17,294 Roundtrip, found 2 days ago
NT$17,294
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Oct 1 from Chicago to Toronto, returning Sat, Oct 4, priced at NT$17,294 found 2 days ago
Delta
Thu, Oct 2 - Sat, Oct 4
MDW
Chicago
YYZ
Toronto
NT$17,957 Roundtrip, found 1 day ago
NT$17,957
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Oct 2 from Chicago to Toronto, returning Sat, Oct 4, priced at NT$17,957 found 1 day ago
Delta
Sun, Sep 28 - Mon, Sep 29
MDW
Chicago
YYZ
Toronto
NT$18,033 Roundtrip, found 6 days ago
NT$18,033
Roundtrip
found 6 days ago
Select Delta flight, departing Sun, Sep 28 from Chicago to Toronto, returning Mon, Sep 29, priced at NT$18,033 found 6 days ago
Delta
Wed, Oct 1 - Fri, Oct 3
MDW
Chicago
YYZ
Toronto
NT$18,941 Roundtrip, found 6 days ago
NT$18,941
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Oct 1 from Chicago to Toronto, returning Fri, Oct 3, priced at NT$18,941 found 6 days ago
Delta
Thu, Oct 2 - Sat, Oct 4
MDW
Chicago
YYZ
Toronto
NT$20,005 Roundtrip, found 1 day ago
NT$20,005
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Oct 2 from Chicago to Toronto, returning Sat, Oct 4, priced at NT$20,005 found 1 day ago
Delta
Wed, Oct 8 - Sat, Oct 11
MDW
Chicago
YYZ
Toronto
NT$21,239 Roundtrip, found 8 hours ago
NT$21,239
Roundtrip
found 8 hours ago
Select Delta flight, departing Wed, Oct 8 from Chicago to Toronto, returning Sat, Oct 11, priced at NT$21,239 found 8 hours ago
Delta
Tue, Sep 30 - Wed, Oct 1
MDW
Chicago
YYZ
Toronto
NT$21,361 Roundtrip, found 6 days ago
NT$21,361
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Sep 30 from Chicago to Toronto, returning Wed, Oct 1, priced at NT$21,361 found 6 days ago

Frequently asked questions

How much is a flight from MDW to Pearson Intl. Airport (YYZ)?
If you're traveling between Midway Intl. Airport (MDW) and Toronton Pearson, round-trip flights start from NT$14,826. This price is based on fares quoted within the last 7 days on Expedia for flights departing within the next year, so don't wait around. 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 Toronto Pearson Airport?
Each air carrier has its own 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 MDW to Pearson Intl. Airport (YYZ) 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 Midway Airport to Pearson Intl. Airport (YYZ) flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Midway Airport to Toronto Pearson Airport?
A flight distance of just 700 kilometers separates Chicago and Mississauga. Once you're in the air, you won't get a chance to do much more than read the magazine in your seat pocket.
Which airlines fly direct from Midway Intl. Airport (MDW) to Toronton Pearson?
Direct flights aren't available, so you'll have to make at least one stop between Midway Intl. Airport (MDW) and Toronton Pearson. Use the layover time to stretch your legs and grab a coffee.
Are MDW to Toronto Pearson Airport flight tickets cheaper when they're purchased at the last minute?
Flight prices fluctuate, so there are no guarantees. While last-minute deals between MDW and YYZ are of course possible, it also makes sense to keep an eye on prices well before you fly. In fact, some airlines publish their prices up to 12 months ahead of the departure date. Expedia is constantly updating the best bargains around, so keep checking and be ready to pounce when the price dips.

Travel information

Travel information

Origin airport
Midway Intl.
Destination airport
Pearson Intl.
Airlines serving
Delta
Roundtrip price
NT$14,826
Distance
692 km

Book with confidence

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 YYZ 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 YYZ 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

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Toronto nearby Airports

Toronto

Chicago nearby Airports

Chicago

O'Hare Intl. to Toronto
NT$10,092
*Available to Expedia members.