$70 Cheap Flights from Chicago (MDW) to Toronto (YTZ)

View $70 flight on Fri, May 30, 2025Opens in a new window

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

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Find available prices by choosing your travel dates.

Cheap Flights from Chicago to Toronto (MDW-YTZ)

Prices were available within the past 7 days and start at $70 for one-way flights and $182 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Porter Airlines
Fri, May 30 - Sun, Jun 1
MDW
Chicago
YTZ
Toronto
$182 Roundtrip, just found
$182
Roundtrip
just found
Select Porter Airlines flight, departing Fri, May 30 from Chicago to Toronto, returning Sun, Jun 1, priced at $182 just found
Air Transat
Sat, May 31 - Sun, Jun 8
MDW
Chicago
YTZ
Toronto
$198 Roundtrip, found 3 days ago
$198
Roundtrip
found 3 days ago
Select Air Transat flight, departing Sat, May 31 from Chicago to Toronto, returning Sun, Jun 8, priced at $198 found 3 days ago
Air Transat
Fri, May 16 - Sun, May 18
MDW
Chicago
YTZ
Toronto
$199 Roundtrip, found 1 hour ago
$199
Roundtrip
found 1 hour ago
Select Air Transat flight, departing Fri, May 16 from Chicago to Toronto, returning Sun, May 18, priced at $199 found 1 hour ago
Porter Airlines
Sat, May 31 - Sun, Jun 8
MDW
Chicago
YTZ
Toronto
$200 Roundtrip, found 3 days ago
$200
Roundtrip
found 3 days ago
Select Porter Airlines flight, departing Sat, May 31 from Chicago to Toronto, returning Sun, Jun 8, priced at $200 found 3 days ago
Porter Airlines
Thu, Jun 19 - Tue, Jun 24
MDW
Chicago
YTZ
Toronto
$201 Roundtrip, found 1 day ago
$201
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Thu, Jun 19 from Chicago to Toronto, returning Tue, Jun 24, priced at $201 found 1 day ago
Porter Airlines
Wed, May 14 - Mon, May 19
MDW
Chicago
YTZ
Toronto
$209 Roundtrip, just found
$209
Roundtrip
just found
Select Porter Airlines flight, departing Wed, May 14 from Chicago to Toronto, returning Mon, May 19, priced at $209 just found
Air Transat
Sat, May 31 - Sun, Jun 8
MDW
Chicago
YTZ
Toronto
$223 Roundtrip, found 3 days ago
$223
Roundtrip
found 3 days ago
Select Air Transat flight, departing Sat, May 31 from Chicago to Toronto, returning Sun, Jun 8, priced at $223 found 3 days ago
Air Transat
Fri, May 16 - Sun, May 18
MDW
Chicago
YTZ
Toronto
$224 Roundtrip, found 1 hour ago
$224
Roundtrip
found 1 hour ago
Select Air Transat flight, departing Fri, May 16 from Chicago to Toronto, returning Sun, May 18, priced at $224 found 1 hour ago
Porter Airlines
Sat, May 31 - Sun, Jun 8
MDW
Chicago
YTZ
Toronto
$227 Roundtrip, found 3 days ago
$227
Roundtrip
found 3 days ago
Select Porter Airlines flight, departing Sat, May 31 from Chicago to Toronto, returning Sun, Jun 8, priced at $227 found 3 days ago
Porter Airlines
Thu, Jun 19 - Tue, Jun 24
MDW
Chicago
YTZ
Toronto
$228 Roundtrip, found 1 day ago
$228
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Thu, Jun 19 from Chicago to Toronto, returning Tue, Jun 24, priced at $228 found 1 day ago

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Billy Bishop Toronto City Airport (YTZ) cost?
Score affordable return tickets from Midway Intl. Airport (MDW) to Billy Bishop Toronto City Airport (YTZ) starting at $176. Grab a seat and start your adventure. This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a Porter Airlines and Air Canada flight leaving MDW on May 15 2025 and touching down at YTZ. The price was last updated on April 24 2025 and has not changed since.
What is the cheapest month to fly from MDW to YTZ?
The cheapest flights from MDW to YTZ are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from Midway Intl. Airport (MDW) to Billy Bishop Toronto City Airport (YTZ)?
When jetting out of Midway Intl. Airport (MDW), you can hop on a nonstop flight to Billy Bishop Toronto City Airport (YTZ) with Porter Airlines.
What is the cheapest airline that flies from MDW to YTZ?
With prices as low as $70 for a one-way flight from MDW to YTZ, Porter Airlines is currently the cheapest airline for this route. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from MDW on July 18 2025. Prices were last updated on April 24 2025 and have not changed since.
How many flights per day from Midway Intl. Airport (MDW) to Billy Bishop Toronto City Airport (YTZ)?
On average, you can take your pick of 6 nonstop flights departing from Midway Intl. Airport (MDW) to Billy Bishop Toronto City Airport (YTZ) per week. If you can’t see one that works for your schedule, think about booking a flight with a layover. Filter your search results on Expedia to include one stop or more and select the next best alternative.
What are the most popular departure times for flights from Midway Intl. Airport (MDW) to Billy Bishop Toronto City Airport (YTZ)?
Flights between MDW and YTZ tend to be busiest at 1 PM. If you’d like a more relaxed trip and potentially cheaper prices, choose a time when demand is lower.
What day of the week has the most flights from MDW to YTZ?
If you travel on a Friday, you’ll get the widest range of choices for flights from Midway Intl. Airport (MDW) to Billy Bishop Toronto City Airport (YTZ).
What is the earliest flight from Midway Intl. Airport (MDW) to Billy Bishop Toronto City Airport (YTZ)?
Midway Intl. Airport (MDW)’s first flight to Billy Bishop Toronto City Airport (YTZ) departs at approximately 1:05PM UTC-6. With a total journey time of 1h 42m, you’ll touch down at around 3:47PM UTC-5.
How long does it take to fly from Midway Intl. Airport (MDW) to Billy Bishop Toronto City Airport (YTZ)?
The average flight duration from MDW to YTZ is 1 hour and 42 minutes, covering a total distance of 440 mi.
What airline has the least delays from MDW to YTZ?
Porter Airlines has the strongest track record for on-time direct flights from Midway Intl. Airport (MDW) to Billy Bishop Toronto City Airport (YTZ), with an on-time rating of 86%. Use the Expedia App to look up your journey status before you go and get real-time updates about any trip changes.
What is the best time to fly from Midway Intl. Airport (MDW) to Billy Bishop Toronto City Airport (YTZ)?
To reach Billy Bishop Toronto City Airport (YTZ) on schedule, choose a flight that takes off from Midway Intl. Airport (MDW) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this time.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.
What airports do you fly into for Toronto from Midway Intl. Airport (MDW)?
You can arrive at Billy Bishop Toronto City Airport (YTZ) or Buffalo Niagara Intl. Airport (BUF) when traveling to Toronto on a direct flight from Midway Intl. Airport (MDW).
Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Billy Bishop Toronto City Airport (YTZ) last-minute?
Last-minute fares from MDW to YTZ are usually more expensive. To secure the lowest rates, start searching for flights well in advance. That said, if you’re flexible with your travel dates, you may land a cheap ticket right before you leave.
Is it cheaper to book a MDW to YTZ flight and hotel package?
You’ll generally save money by booking a MDW to YTZ flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it’s simple to manage everything in one place. Once you’ve selected your ideal flights and accommodations, you can add extras like activities, tours and car rentals.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Billy Bishop Toronto City Airport (YTZ)?
It’s generally possible to cancel or reschedule your MDW to YTZ flight. However, for bookings made more than 24 hours ago, additional charges may apply. Check your airline’s policies in your itinerary to see what changes are allowed and if any costs are involved. You’ll also find further details on our Customer Service portal.
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