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Cheap flights from Chicago Midway Airport to Toronto from C$ 92

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Toronto departing on 2/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago Midway Airport to Toronto

Cheap round-trip flights

Porter Airlines Logo
9:35 a.m. - 12:17 p.m.MDW-YTZ
1h 42mdirect
Porter Airlines Logo
7:50 a.m. - 8:39 a.m.YTZ-MDW
1h 49mdirect
C$ 226Porter Airlines
Find Deal
Thu, 11 Sep - Mon, 15 Sep
Porter Airlines Logo
9:35 a.m. - 12:17 p.m.MDW-YTZ
1h 42mdirect
Porter Airlines Logo
7:50 a.m. - 8:39 a.m.YTZ-MDW
1h 49mdirect
C$ 228Porter Airlines
Find Deal
Thu, 4 Sep - Sun, 7 Sep
Porter Airlines Logo
9:35 a.m. - 12:17 p.m.MDW-YTZ
1h 42mdirect
Porter Airlines Logo
7:50 a.m. - 8:39 a.m.YTZ-MDW
1h 49mdirect
C$ 229Porter Airlines
Find Deal
Sun, 28 Sep - Thu, 2 Oct
Porter Airlines Logo
9:35 a.m. - 12:17 p.m.MDW-YTZ
1h 42mdirect
Porter Airlines Logo
7:50 a.m. - 8:39 a.m.YTZ-MDW
1h 49mdirect
C$ 232Porter Airlines
Find Deal
Sat, 11 Oct - Sat, 18 Oct
Porter Airlines Logo
9:35 a.m. - 12:17 p.m.MDW-YTZ
1h 42mdirect
Porter Airlines Logo
7:50 a.m. - 8:39 a.m.YTZ-MDW
1h 49mdirect
C$ 237Porter Airlines
Find Deal
Sun, 7 Sep - Fri, 12 Sep
Porter Airlines Logo
9:40 a.m. - 12:20 p.m.MDW-YTZ
1h 40mdirect
Porter Airlines Logo
3:35 p.m. - 4:24 p.m.YTZ-MDW
1h 49mdirect
C$ 240Porter Airlines
Find Deal
Wed, 20 Aug - Fri, 12 Sep
Air Transat Logo
5:20 p.m. - 8:02 p.m.MDW-YTZ
1h 42mdirect
Air Transat Logo
3:35 p.m. - 4:24 p.m.YTZ-MDW
1h 49mdirect
C$ 254Air Transat
Find Deal
Wed, 10 Sep - Fri, 12 Sep
Logo
9:35 a.m. - 12:17 p.m.MDW-YTZ
1h 42mdirect
Logo
7:50 a.m. - 8:39 a.m.YTZ-MDW
1h 49mdirect
C$ 259
Find Deal
Fri, 12 Sep - Fri, 19 Sep
Air Transat Logo
9:40 a.m. - 12:20 p.m.MDW-YTZ
1h 40mdirect
Air Transat Logo
9:00 a.m. - 9:50 a.m.YTZ-MDW
1h 50mdirect
C$ 324Air Transat
Find Deal
Thu, 28 Aug - Mon, 1 Sep
Air Transat Logo
9:40 a.m. - 12:20 p.m.MDW-YTZ
1h 40mdirect
Air Transat Logo
7:55 a.m. - 8:45 a.m.YTZ-MDW
1h 50mdirect
C$ 327Air Transat
Find Deal
Thu, 21 Aug - Sun, 24 Aug

Air Transat flights from Chicago Midway Airport to Toronto Island Airport

Our best Air Transat deals on Chicago Midway Airport to Toronto Island Airport flight tickets
Air Transat
10 Sep
MDW5:20 p.m.Chicago Midway
1h 42m
YTZ8:02 p.m.Toronto Island
12 Sep
YTZ3:35 p.m.Toronto Island
1h 49m
MDW4:24 p.m.Chicago Midway
C$ 254
Find similar
Air Transat
28 Aug
MDW9:40 a.m.Chicago Midway
1h 40m
YTZ12:20 p.m.Toronto Island
1 Sep
YTZ9:00 a.m.Toronto Island
1h 50m
MDW9:50 a.m.Chicago Midway
C$ 324
Find similar
Air Transat
21 Aug
MDW9:40 a.m.Chicago Midway
1h 40m
YTZ12:20 p.m.Toronto Island
24 Aug
YTZ7:55 a.m.Toronto Island
1h 50m
MDW8:45 a.m.Chicago Midway
C$ 327
Find similar

Porter Airlines flights from Chicago Midway Airport to Toronto Island Airport

Our best Porter Airlines deals on Chicago Midway Airport to Toronto Island Airport flight tickets
Porter Airlines
11 Sep
MDW9:35 a.m.Chicago Midway
1h 42m
YTZ12:17 p.m.Toronto Island
15 Sep
YTZ7:50 a.m.Toronto Island
1h 49m
MDW8:39 a.m.Chicago Midway
C$ 226
Find similar
Porter Airlines
4 Sep
MDW9:35 a.m.Chicago Midway
1h 42m
YTZ12:17 p.m.Toronto Island
7 Sep
YTZ7:50 a.m.Toronto Island
1h 49m
MDW8:39 a.m.Chicago Midway
C$ 228
Find similar
Porter Airlines
28 Sep
MDW9:35 a.m.Chicago Midway
1h 42m
YTZ12:17 p.m.Toronto Island
2 Oct
YTZ7:50 a.m.Toronto Island
1h 49m
MDW8:39 a.m.Chicago Midway
C$ 229
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Toronto Island Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 96,600 searches. Data last updated 31 July 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Toronto Island Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 11/9

9:35 a.m.-12:17 p.m.

Nonstop1h 42m

Toronto Island

Mon 15/9

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

C$ 226

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 4/9

9:35 a.m.-12:17 p.m.

Nonstop1h 42m

Toronto Island

Sun 7/9

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

C$ 228

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sun 28/9

9:35 a.m.-12:17 p.m.

Nonstop1h 42m

Toronto Island

Thu 2/10

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

C$ 229

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 11/10

9:35 a.m.-12:17 p.m.

Nonstop1h 42m

Toronto Island

Sat 18/10

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

C$ 232

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sun 7/9

9:35 a.m.-12:17 p.m.

Nonstop1h 42m

Toronto Island

Fri 12/9

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

C$ 237

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 20/8

9:40 a.m.-12:20 p.m.

Nonstop1h 40m

Toronto Island

Fri 12/9

3:35 p.m.-4:24 p.m.

Nonstop1h 49m

C$ 240

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 10/9

5:20 p.m.-8:02 p.m.

Nonstop1h 42m

Toronto Island

Fri 12/9

3:35 p.m.-4:24 p.m.

Nonstop1h 49m

C$ 254

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 12/9

9:35 a.m.-12:17 p.m.

Nonstop1h 42m

Toronto Island

Fri 19/9

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

C$ 259

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 28/8

9:40 a.m.-12:20 p.m.

Nonstop1h 40m

Toronto Island

Mon 1/9

9:00 a.m.-9:50 a.m.

Nonstop1h 50m

C$ 324

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 21/8

9:40 a.m.-12:20 p.m.

Nonstop1h 40m

Toronto Island

Sun 24/8

7:55 a.m.-8:45 a.m.

Nonstop1h 50m

C$ 327

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Toronto from

How to get the cheapest flight ticket from Chicago Midway Airport to Toronto Island Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Chicago Midway Airport and Toronto Island Airport?

What is the cheapest day to depart on your flight to Toronto Island Airport?

On average, the least expensive day to fly to Toronto Island Airport from Chicago Midway Airport is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as C$ 305. However, this price may fluctuate depending on the airline, the season, and holidays. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around C$ 464. These prices are subject to change though, so be sure to set up a Price Alert for flights to Toronto Island Airport.

What is the cheapest time of day to depart on your flight to Toronto Island Airport?

Flying to Toronto Island Airport from Chicago Midway Airport in the morning is the least expensive time of day to depart. momondo users have found prices as low as C$ 395 when looking at flights departing in the morning. In contrast, the most expensive time of day to depart to Toronto Island Airport is at noon when prices are around C$ 467.

What is the cheapest Chicago Midway to Toronto Island flight route?

Fly from Chicago Midway to Toronto Island for the best Chicago Midway - Toronto Island flight prices

What cabin class options are available on Chicago Midway to Toronto Island flights?

There are 2 cabin classes available to choose from on Chicago Midway to Toronto Island flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

When to book flights from Chicago Midway Airport to Toronto Island Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Toronto Island Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Toronto Island Airport (MDW to YTZ) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Toronto Island Airport

Best price found

C$ 92

Fastest flight time

1h 40m

Direct flights

Every day
The best one-way flight to Toronto Island Airport from Chicago Midway Airport in the past 72 hours is C$ 92. The best round-trip flight deal from Chicago Midway Airport to Toronto Island Airport found on momondo in the last 72 hours is C$ 226.
The fastest flight from Chicago Midway Airport to Toronto Island Airport takes 1h 40m
Direct flights go from Chicago Midway Airport to Toronto Island Airport every day.
Search flight deals

  • How far is Chicago Midway to Toronto Island by plane?

    There are 711.3 km between Chicago Midway and Toronto Island. A reasonable flight in good conditions will take 1h 40m.

  • When did momondo last update prices for flights from Chicago Midway Airport to Toronto Island Airport?

    Prices for flights from Chicago Midway Airport to Toronto Island Airport were last updated today.

  • How old do you have to be to fly from Chicago Midway Airport to Toronto Island Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Toronto Island Airport.

  • What documentation or ID do you need to fly to Toronto Island Airport?

    The travel and health documents you'll need for your trip to Toronto Island Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Toronto Island Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago Midway Airport to Toronto Island Airport?

Travelling to a place near Toronto?

Book flights to Toronto if you plan to visit one of these locations
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Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Toronto?

It is quick and easy to find Chicago to Toronto flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Toronto that suits you.

Can I find flights from Chicago to Toronto with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Toronto from Chicago with this policy.

How can momondo help me find flights from Chicago to Toronto?

Once all potential Chicago to Toronto flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Chicago to Toronto right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Toronto from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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