RM551 Cheap Flights from Toronto (YTZ) to Chicago (MDW)

View RM551 flight on Wed, 6 May 2026Opens in a new window

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

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Cheap Flights from Toronto to Chicago (YTZ-MDW)

Prices were available within the past 7 days and start at RM551 for one-way flights and RM923 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Porter Airlines
Wed, 6 May - Tue, 12 May
YTZ
Toronto
MDW
Chicago
RM923 Return, found 3 days ago
RM923
Return
found 3 days ago
Select Porter Airlines flight, departing Wed, 6 May from Toronto to Chicago, returning Tue, 12 May, priced at RM923 found 3 days ago
Porter Airlines
Tue, 7 Jul - Fri, 10 Jul
YTZ
Toronto
MDW
Chicago
RM980 Return, found 11 hours ago
RM980
Return
found 11 hours ago
Select Porter Airlines flight, departing Tue, 7 Jul from Toronto to Chicago, returning Fri, 10 Jul, priced at RM980 found 11 hours ago
Porter Airlines
Wed, 8 Jul - Wed, 15 Jul
YTZ
Toronto
MDW
Chicago
RM1,058 Return, found 11 hours ago
RM1,058
Return
found 11 hours ago
Select Porter Airlines flight, departing Wed, 8 Jul from Toronto to Chicago, returning Wed, 15 Jul, priced at RM1,058 found 11 hours ago
Porter Airlines
Wed, 8 Jul - Wed, 15 Jul
YTZ
Toronto
MDW
Chicago
RM1,137 Return, found 11 hours ago
RM1,137
Return
found 11 hours ago
Select Porter Airlines flight, departing Wed, 8 Jul from Toronto to Chicago, returning Wed, 15 Jul, priced at RM1,137 found 11 hours ago
Porter Airlines
Tue, 7 Jul - Fri, 10 Jul
YTZ
Toronto
MDW
Chicago
RM1,149 Return, found 11 hours ago
RM1,149
Return
found 11 hours ago
Select Porter Airlines flight, departing Tue, 7 Jul from Toronto to Chicago, returning Fri, 10 Jul, priced at RM1,149 found 11 hours ago
Porter Airlines
Thu, 11 Jun - Thu, 2 Jul
YTZ
Toronto
MDW
Chicago
RM1,152 Return, found 11 hours ago
RM1,152
Return
found 11 hours ago
Select Porter Airlines flight, departing Thu, 11 Jun from Toronto to Chicago, returning Thu, 2 Jul, priced at RM1,152 found 11 hours ago
Porter Airlines
Thu, 11 Jun - Thu, 2 Jul
YTZ
Toronto
MDW
Chicago
RM1,242 Return, found 11 hours ago
RM1,242
Return
found 11 hours ago
Select Porter Airlines flight, departing Thu, 11 Jun from Toronto to Chicago, returning Thu, 2 Jul, priced at RM1,242 found 11 hours ago
Porter Airlines
Thu, 30 Apr - Sun, 3 May
YTZ
Toronto
MDW
Chicago
RM1,258 Return, found 1 day ago
RM1,258
Return
found 1 day ago
Select Porter Airlines flight, departing Thu, 30 Apr from Toronto to Chicago, returning Sun, 3 May, priced at RM1,258 found 1 day ago
Porter Airlines
Thu, 11 Jun - Thu, 2 Jul
YTZ
Toronto
MDW
Chicago
RM1,333 Return, found 11 hours ago
RM1,333
Return
found 11 hours ago
Select Porter Airlines flight, departing Thu, 11 Jun from Toronto to Chicago, returning Thu, 2 Jul, priced at RM1,333 found 11 hours ago
Porter Airlines
Thu, 30 Apr - Sun, 3 May
YTZ
Toronto
MDW
Chicago
RM1,666 Return, found 1 day ago
RM1,666
Return
found 1 day ago
Select Porter Airlines flight, departing Thu, 30 Apr from Toronto to Chicago, returning Sun, 3 May, priced at RM1,666 found 1 day ago

Alternative airports near Chicago

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

Select flight to Midway Intl. MDW. Cheapest and Closest option available. Average driving time to city centre is 16 minutes. Flights from RM 1,258
MDW
Midway Intl.
CheapestClosest
Average driving time to city centre16 min
Flights from RM 1,258

Frequently asked questions

How much is a flight from Billy Bishop Toronto City Airport (YTZ) to Chicago Airport?
Based on airfares available within the last 7 days on Expedia for flights departing within the next year, round-trip journeys between Billy Bishop Airport and Midway Airport start from RM923. Make your booking today to score the best price for your 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 YTZ to MDW?
The majority of flights can be cancelled online, but each airline has its own set of terms and conditions. If you do decide to cancel your flight, check out our Customer Service Portal and follow the instructions.
How do I find cheap flights from YTZ to Chicago 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 Billy Bishop Airport to MDW flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Billy Bishop Airport to Midway Airport?
That new movie you've been desperate to see will just have to wait — the flight distance between Billy Bishop Toronto City Airport (YTZ) (YTZ) and Midway Intl. Airport (MDW) (MDW) is only 710 kilometres. The captain will be telling you to put your seat upright for touchdown before you know it.
Which airlines fly direct from Billy Bishop Toronto City Airport (YTZ) to Midway Airport?
If you'd like to fly directly from YTZ to MDW, Porter Airlines (PD) is a popular option. It operates 82 flights each month between Toronto and Chicago.
Are Billy Bishop Airport to Chicago Airport flight tickets cheaper when they're purchased at the last minute?
Flight prices go up and down like a yo-yo, so not always. While last-minute deals between YTZ and Chicago Airport are of course possible, it's also a good idea to keep a close eye on prices well before you fly. In fact, some carriers release their prices up to a year before the departure date. Expedia is constantly updating the biggest airfare bargains around, so keep checking back and be ready to grab your seat when the price is right.

Travel information

0
Origin airport
Billy Bishop Toronto City
Destination airport
Midway Intl.
Airlines serving
Porter Airlines
Return price
RM923
Distance
707 km

Book with confidence

Perfect flights from Toronto to Chicago

Your Journey from Toronto to Chicago

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*Note: Prices may vary based on availability and are subject to change.
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