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Cheap flights from Chicago Midway Airport to Toronto from C$ 169

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 21/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Chicago Midway Airport to Toronto

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
9:29 a.m. - 5:20 p.m.
MDW
-
YYZ
6h 51m
1 stop
Delta Logo
6:00 a.m. - 9:07 a.m.
YYZ
-
MDW
4h 07m
1 stop
C$ 423Delta
Fri, 11 Sep - Tue, 15 Sep
Delta Logo
1:25 p.m. - 11:03 p.m.
MDW
-
YYZ
8h 38m
1 stop
Delta Logo
12:08 p.m. - 4:57 p.m.
YYZ
-
MDW
5h 49m
1 stop
C$ 424Delta
Fri, 4 Sep - Tue, 8 Sep
Delta Logo
9:24 a.m. - 5:24 p.m.
MDW
-
YYZ
7h 00m
1 stop
Delta Logo
12:08 p.m. - 4:57 p.m.
YYZ
-
MDW
5h 49m
1 stop
C$ 426Delta
Wed, 2 Sep - Wed, 9 Sep
Delta Logo
1:25 p.m. - 11:03 p.m.
MDW
-
YYZ
8h 38m
1 stop
Delta Logo
12:09 p.m. - 6:33 p.m.
YYZ
-
MDW
7h 24m
1 stop
C$ 441Delta
Fri, 4 Sep - Mon, 7 Sep
Delta Logo
1:25 p.m. - 11:03 p.m.
MDW
-
YYZ
8h 38m
1 stop
Delta Logo
12:08 p.m. - 4:57 p.m.
YYZ
-
MDW
5h 49m
1 stop
C$ 443Delta
Thu, 20 Aug - Tue, 8 Sep
KLM Logo
9:19 a.m. - 3:20 p.m.
MDW
-
YYZ
5h 01m
1 stop
KLM Logo
6:10 a.m. - 12:38 p.m.
YYZ
-
MDW
7h 28m
1 stop
C$ 448KLM
Fri, 10 Jul - Sun, 12 Jul
Delta Logo
1:25 p.m. - 11:03 p.m.
MDW
-
YYZ
8h 38m
1 stop
Delta Logo
12:09 p.m. - 6:33 p.m.
YYZ
-
MDW
7h 24m
1 stop
C$ 458Delta
Wed, 12 Aug - Mon, 17 Aug
KLM Logo
9:19 a.m. - 5:24 p.m.
MDW
-
YYZ
7h 05m
1 stop
KLM Logo
12:09 p.m. - 6:25 p.m.
YYZ
-
MDW
7h 16m
1 stop
C$ 460KLM
Fri, 10 Jul - Sun, 12 Jul
Delta Logo
1:25 p.m. - 11:03 p.m.
MDW
-
YYZ
8h 38m
1 stop
Delta Logo
12:09 p.m. - 4:59 p.m.
YYZ
-
MDW
5h 50m
1 stop
C$ 466Delta
Tue, 25 Aug - Tue, 1 Sep
Delta Logo
9:24 a.m. - 5:24 p.m.
MDW
-
YYZ
7h 00m
1 stop
Delta Logo
12:09 p.m. - 6:33 p.m.
YYZ
-
MDW
7h 24m
1 stop
C$ 474Delta
Tue, 11 Aug - Wed, 19 Aug

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KLM flights from Chicago Midway Airport to Toronto Pearson Intl Airport

Our best KLM deals on Chicago Midway Airport to Toronto Pearson Intl Airport flight tickets
KLM
10 Jul
MDW9:19 a.m.Chicago Midway
5h 01m
1 stop
YYZ3:20 p.m.Toronto Pearson Intl
12 Jul
YYZ6:10 a.m.Toronto Pearson Intl
7h 28m
1 stop
MDW12:38 p.m.Chicago Midway
C$ 448
KLM
10 Jul
MDW9:19 a.m.Chicago Midway
7h 05m
1 stop
YYZ5:24 p.m.Toronto Pearson Intl
12 Jul
YYZ12:09 p.m.Toronto Pearson Intl
7h 16m
1 stop
MDW6:25 p.m.Chicago Midway
C$ 460
KLM
8 Aug
MDW1:25 p.m.Chicago Midway
8h 34m
1 stop
YYZ10:59 p.m.Toronto Pearson Intl
15 Aug
YYZ12:09 p.m.Toronto Pearson Intl
7h 24m
1 stop
MDW6:33 p.m.Chicago Midway
C$ 475

Delta flights from Chicago Midway Airport to Toronto Pearson Intl Airport

Our best Delta deals on Chicago Midway Airport to Toronto Pearson Intl Airport flight tickets
Delta
11 Sep
MDW9:29 a.m.Chicago Midway
6h 51m
1 stop
YYZ5:20 p.m.Toronto Pearson Intl
15 Sep
YYZ6:00 a.m.Toronto Pearson Intl
4h 07m
1 stop
MDW9:07 a.m.Chicago Midway
C$ 423
Delta
4 Sep
MDW1:25 p.m.Chicago Midway
8h 38m
1 stop
YYZ11:03 p.m.Toronto Pearson Intl
8 Sep
YYZ12:08 p.m.Toronto Pearson Intl
5h 49m
1 stop
MDW4:57 p.m.Chicago Midway
C$ 424
Delta
2 Sep
MDW9:24 a.m.Chicago Midway
7h 00m
1 stop
YYZ5:24 p.m.Toronto Pearson Intl
9 Sep
YYZ12:08 p.m.Toronto Pearson Intl
5h 49m
1 stop
MDW4:57 p.m.Chicago Midway
C$ 426

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Toronto Pearson Intl 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 28 June 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Toronto Pearson Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 11/9

9:29 a.m.-5:20 p.m.

1 stop6h 51m

Toronto Pearson Intl

Tue 15/9

6:00 a.m.-9:07 a.m.

1 stop4h 07m

C$ 423

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 4/9

1:25 p.m.-11:03 p.m.

1 stop8h 38m

Toronto Pearson Intl

Tue 8/9

12:08 p.m.-4:57 p.m.

1 stop5h 49m

C$ 424

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Wed 2/9

9:24 a.m.-5:24 p.m.

1 stop7h 00m

Toronto Pearson Intl

Wed 9/9

12:08 p.m.-4:57 p.m.

1 stop5h 49m

C$ 426

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 4/9

1:25 p.m.-11:03 p.m.

1 stop8h 38m

Toronto Pearson Intl

Mon 7/9

12:09 p.m.-6:33 p.m.

1 stop7h 24m

C$ 441

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 20/8

1:25 p.m.-11:03 p.m.

1 stop8h 38m

Toronto Pearson Intl

Tue 8/9

12:08 p.m.-4:57 p.m.

1 stop5h 49m

C$ 443

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 10/7

9:19 a.m.-3:20 p.m.

1 stop5h 01m

Toronto Pearson Intl

Sun 12/7

6:10 a.m.-12:38 p.m.

1 stop7h 28m

C$ 448

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Wed 12/8

1:25 p.m.-11:03 p.m.

1 stop8h 38m

Toronto Pearson Intl

Mon 17/8

12:09 p.m.-6:33 p.m.

1 stop7h 24m

C$ 458

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 10/7

9:19 a.m.-5:24 p.m.

1 stop7h 05m

Toronto Pearson Intl

Sun 12/7

12:09 p.m.-6:25 p.m.

1 stop7h 16m

C$ 460

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Tue 25/8

1:25 p.m.-11:03 p.m.

1 stop8h 38m

Toronto Pearson Intl

Tue 1/9

12:09 p.m.-4:59 p.m.

1 stop5h 50m

C$ 466

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Tue 11/8

9:24 a.m.-5:24 p.m.

1 stop7h 00m

Toronto Pearson Intl

Wed 19/8

12:09 p.m.-6:33 p.m.

1 stop7h 24m

C$ 474

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 Pearson Intl 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 cheapest month to fly to Toronto Pearson Intl Airport?

If you aren’t able to travel during the month of July, then book flights to Toronto Pearson Intl Airport from Chicago Midway Airport during December instead. Flights to Toronto Pearson Intl Airport in December, while not as cheap as those in July, still average around C$ 329.

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

Our data shows that Thursday is the least expensive day to fly to Toronto Pearson Intl Airport. Tickets to fly out on this day can be as low as C$ 182. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Chicago Midway Airport to Toronto Pearson Intl Airport for around C$ 467.

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

Our data shows that the cheapest Chicago Midway Airport to Toronto Pearson Intl Airport flights are usually those with departure times in the afternoon. Our users have found flights to Toronto Pearson Intl Airport in the afternoon for as low as C$ 268. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are C$ 499 on average. Flights to Toronto Pearson Intl Airport from Chicago Midway Airport in the morning are generally more expensive because this time of day is more convenient for travellers’ schedules.

When to book flights from Chicago Midway Airport to Toronto Pearson Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Toronto Pearson Intl 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 Pearson Intl Airport (MDW to YYZ) flight deals and tips

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

Fastest flight time

3h 02m

Direct flights

None
The fastest flight from Chicago Midway Airport to Toronto Pearson Intl Airport takes 3h 02m
There are no direct flights from Chicago Midway Airport to Toronto Pearson Intl Airport. There are no popular flight routes from Chicago Midway Airport to Toronto Pearson Intl Airport.
Search flight deals

Frequently asked questions about flying from Chicago Midway Airport to Toronto Pearson Intl Airport

  • How far is Chicago Midway to Toronto Pearson Intl by plane?

    Toronto Pearson Intl is 695.6 km away from Chicago Midway. By plane, this route typically takes 3h 02m.

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

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

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Toronto Pearson Intl Airport.

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

    The travel and health documents you'll need for your trip to Toronto Pearson Intl 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 Pearson Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Travelling to a place near Toronto?

Book flights to Toronto if you plan to visit one of these locations
Niagara Falls
Brampton
Mississauga
Collingwood
Oshawa
Markham
Vaughan
Guelph
Barrie
Kitchener
Niagara-on-the-Lake
Muskoka
Burlington
Waterloo
Cambridge
Oakville
Peterborough
Orillia
Pickering
Richmond Hill

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Toronto for you.

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

All flight searches from Chicago to Toronto on momondo can be filtered to show those which offer flexible booking policies.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Toronto from Chicago.

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

Price alerts on flights to Toronto from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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