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Cheap flights from Chicago Midway Airport to Toronto from C$ 130

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 1/5. 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

Enter your travel dates to find the best prices.
Delta Logo
1:49 p.m. - 11:14 p.m.
MDW
-
YYZ
8h 25m
1 stop
Delta Logo
12:09 p.m. - 6:25 p.m.
YYZ
-
MDW
7h 16m
1 stop
C$ 336Delta
Thu, 9 Jul - Tue, 14 Jul
Delta Logo
9:27 a.m. - 3:20 p.m.
MDW
-
YYZ
4h 53m
1 stop
Delta Logo
6:30 a.m. - 1:32 p.m.
YYZ
-
MDW
8h 02m
1 stop
C$ 342Delta
Fri, 1 May - Tue, 5 May
Delta Logo
1:49 p.m. - 11:14 p.m.
MDW
-
YYZ
8h 25m
1 stop
Delta Logo
6:10 a.m. - 12:36 p.m.
YYZ
-
MDW
7h 26m
1 stop
C$ 357Delta
Fri, 26 Jun - Mon, 29 Jun
Delta Logo
9:23 a.m. - 6:31 p.m.
MDW
-
YYZ
8h 08m
1 stop
Delta Logo
12:09 p.m. - 6:31 p.m.
YYZ
-
MDW
7h 22m
1 stop
C$ 372Delta
Fri, 5 Jun - Wed, 10 Jun
Delta Logo
9:22 a.m. - 5:21 p.m.
MDW
-
YYZ
6h 59m
1 stop
Delta Logo
4:04 p.m. - 6:33 p.m.
YYZ
-
MDW
3h 29m
1 stop
C$ 389Delta
Mon, 25 May - Wed, 27 May
Delta Logo
6:38 p.m. - 10:56 p.m.
MDW
-
YYZ
3h 18m
1 stop
Delta Logo
2:15 p.m. - 5:58 p.m.
YYZ
-
MDW
4h 43m
1 stop
C$ 404Delta
Wed, 29 Apr - Mon, 4 May
Delta Logo
9:20 a.m. - 6:25 p.m.
MDW
-
YYZ
8h 05m
1 stop
Delta Logo
6:00 a.m. - 12:30 p.m.
YYZ
-
MDW
7h 30m
1 stop
C$ 416Delta
Tue, 15 Sep - Thu, 17 Sep
Delta Logo
6:36 p.m. - 10:59 p.m.
MDW
-
YYZ
3h 23m
1 stop
Delta Logo
4:04 p.m. - 6:33 p.m.
YYZ
-
MDW
3h 29m
1 stop
C$ 418Delta
Fri, 29 May - Tue, 2 Jun
Multiple Airlines Logo
7:30 a.m. - 8:10 p.m.
MDW
-
YYZ
11h 40m
2 stops
Multiple Airlines Logo
5:50 p.m. - 1:00 p.m.
YYZ
-
MDW
20h 10m
1 stop
C$ 425Multiple Airlines
Mon, 20 Apr - Thu, 23 Apr
Delta Logo
9:22 a.m. - 3:14 p.m.
MDW
-
YYZ
4h 52m
1 stop
Delta Logo
4:04 p.m. - 6:33 p.m.
YYZ
-
MDW
3h 29m
1 stop
C$ 433Delta
Thu, 7 May - Tue, 12 May

WestJet flights from Chicago Midway Airport to Toronto Pearson Intl Airport

Our best WestJet deals on Chicago Midway Airport to Toronto Pearson Intl Airport flight tickets
WestJet
1 May
MDW9:27 a.m.Chicago Midway
6h 54m
1 stop
YYZ5:21 p.m.Toronto Pearson Intl
3 May
YYZ12:16 p.m.Toronto Pearson Intl
6h 42m
1 stop
MDW5:58 p.m.Chicago Midway
C$ 562
WestJet
3 May
MDW6:38 p.m.Chicago Midway
13h 18m
1 stop
YYZ8:56 a.m.Toronto Pearson Intl
6 May
YYZ6:10 a.m.Toronto Pearson Intl
3h 37m
1 stop
MDW8:47 a.m.Chicago Midway
C$ 574
WestJet
16 Apr
MDW9:27 a.m.Chicago Midway
4h 53m
1 stop
YYZ3:20 p.m.Toronto Pearson Intl
19 Apr
YYZ6:10 a.m.Toronto Pearson Intl
3h 37m
1 stop
MDW8:47 a.m.Chicago Midway
C$ 577

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
9 Jul
MDW1:49 p.m.Chicago Midway
8h 25m
1 stop
YYZ11:14 p.m.Toronto Pearson Intl
14 Jul
YYZ12:09 p.m.Toronto Pearson Intl
7h 16m
1 stop
MDW6:25 p.m.Chicago Midway
C$ 336
Delta
1 May
MDW9:27 a.m.Chicago Midway
4h 53m
1 stop
YYZ3:20 p.m.Toronto Pearson Intl
5 May
YYZ6:30 a.m.Toronto Pearson Intl
8h 02m
1 stop
MDW1:32 p.m.Chicago Midway
C$ 342
Delta
26 Jun
MDW9:54 a.m.Chicago Midway
7h 40m
1 stop
YYZ6:34 p.m.Toronto Pearson Intl
29 Jun
YYZ6:10 a.m.Toronto Pearson Intl
7h 26m
1 stop
MDW12:36 p.m.Chicago Midway
C$ 357

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 27 March 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

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 9/7

1:49 p.m.-11:14 p.m.

1 stop8h 25m

Toronto Pearson Intl

Tue 14/7

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

1 stop7h 16m

C$ 336

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 1/5

9:27 a.m.-3:20 p.m.

1 stop4h 53m

Toronto Pearson Intl

Tue 5/5

6:30 a.m.-1:32 p.m.

1 stop8h 02m

C$ 342

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 26/6

1:49 p.m.-11:14 p.m.

1 stop8h 25m

Toronto Pearson Intl

Mon 29/6

6:10 a.m.-12:36 p.m.

1 stop7h 26m

C$ 357

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 5/6

9:23 a.m.-6:31 p.m.

1 stop8h 08m

Toronto Pearson Intl

Wed 10/6

12:09 p.m.-6:31 p.m.

1 stop7h 22m

C$ 372

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Mon 25/5

9:22 a.m.-5:21 p.m.

1 stop6h 59m

Toronto Pearson Intl

Wed 27/5

4:04 p.m.-6:33 p.m.

1 stop3h 29m

C$ 389

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Wed 29/4

6:38 p.m.-10:56 p.m.

1 stop3h 18m

Toronto Pearson Intl

Mon 4/5

2:15 p.m.-5:58 p.m.

1 stop4h 43m

C$ 404

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Tue 15/9

9:20 a.m.-6:25 p.m.

1 stop8h 05m

Toronto Pearson Intl

Thu 17/9

6:00 a.m.-12:30 p.m.

1 stop7h 30m

C$ 416
Quickest round-trip

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 29/5

6:36 p.m.-10:59 p.m.

1 stop3h 23m

Toronto Pearson Intl

Tue 2/6

4:04 p.m.-6:33 p.m.

1 stop3h 29m

C$ 418

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Mon 20/4

7:30 a.m.-8:10 p.m.

2 stops11h 40m

Toronto Pearson Intl

Thu 23/4

5:50 p.m.-1:00 p.m.

1 stop20h 10m

C$ 425

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 7/5

9:22 a.m.-3:14 p.m.

1 stop4h 52m

Toronto Pearson Intl

Tue 12/5

4:04 p.m.-6:33 p.m.

1 stop3h 29m

C$ 433

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 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$ 261. 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$ 511.

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 evening. Our users have found flights to Toronto Pearson Intl Airport in the evening for as low as C$ 267. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are C$ 442 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 07m

Direct flights

None
The fastest flight from Chicago Midway Airport to Toronto Pearson Intl Airport takes 3h 07m
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

  • 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 07m.

  • 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
Mississauga
Brampton
Collingwood
Oshawa
Guelph
Markham
Vaughan
Barrie
Muskoka
Kitchener
Niagara-on-the-Lake
Burlington
Orillia
Cambridge
Brantford
Waterloo
Pickering
Oakville
Peterborough

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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