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Cheap flights from Chicago Midway Airport to Toronto from C$ 152

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 15/9. 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
9:24 a.m. - 5:24 p.m.MDW  Chicago Midway-YYZ Toronto Pearson Intl
7h 00m1 stop Detroit Metropolitan Wayne County
Delta Logo
9:45 a.m. - 4:57 p.m.YYZ  Toronto Pearson Intl-MDW Chicago Midway
8h 12m1 stop Detroit Metropolitan Wayne County
C$ 389Delta
Fri, 4 Sep - Wed, 9 Sep
Delta Logo
5:37 p.m. - 10:59 p.m.MDW  Chicago Midway-YYZ Toronto Pearson Intl
4h 22m1 stop Detroit Metropolitan Wayne County
Delta Logo
9:45 a.m. - 12:39 p.m.YYZ  Toronto Pearson Intl-MDW Chicago Midway
3h 54m1 stop Detroit Metropolitan Wayne County
C$ 389Delta
Sat, 12 Sep - Tue, 15 Sep
Delta Logo
5:37 p.m. - 10:59 p.m.MDW  Chicago Midway-YYZ Toronto Pearson Intl
4h 22m1 stop Detroit Metropolitan Wayne County
Delta Logo
6:00 a.m. - 12:39 p.m.YYZ  Toronto Pearson Intl-MDW Chicago Midway
7h 39m1 stop Detroit Metropolitan Wayne County
C$ 389Delta
Sat, 12 Sep - Sat, 19 Sep
Delta Logo
9:29 a.m. - 5:20 p.m.MDW  Chicago Midway-YYZ Toronto Pearson Intl
6h 51m1 stop Detroit Metropolitan Wayne County
Delta Logo
12:08 p.m. - 6:33 p.m.YYZ  Toronto Pearson Intl-MDW Chicago Midway
7h 25m1 stop Detroit Metropolitan Wayne County
C$ 389Delta
Tue, 15 Sep - Thu, 17 Sep
Delta Logo
1:25 p.m. - 11:03 p.m.MDW  Chicago Midway-YYZ Toronto Pearson Intl
8h 38m1 stop Detroit Metropolitan Wayne County
Delta Logo
9:45 a.m. - 4:59 p.m.YYZ  Toronto Pearson Intl-MDW Chicago Midway
8h 14m1 stop Detroit Metropolitan Wayne County
C$ 389Delta
Thu, 3 Sep - Sun, 6 Sep
Delta Logo
5:03 p.m. - 10:59 p.m.MDW  Chicago Midway-YYZ Toronto Pearson Intl
4h 56m1 stop Detroit Metropolitan Wayne County
Delta Logo
4:05 p.m. - 6:33 p.m.YYZ  Toronto Pearson Intl-MDW Chicago Midway
3h 28m1 stop Detroit Metropolitan Wayne County
C$ 389Delta
Fri, 11 Sep - Wed, 30 Sep
Delta Logo
9:29 a.m. - 5:20 p.m.MDW  Chicago Midway-YYZ Toronto Pearson Intl
6h 51m1 stop Detroit Metropolitan Wayne County
Delta Logo
12:08 p.m. - 6:33 p.m.YYZ  Toronto Pearson Intl-MDW Chicago Midway
7h 25m1 stop Detroit Metropolitan Wayne County
C$ 389Delta
Sun, 27 Sep - Wed, 30 Sep
Delta Logo
6:40 p.m. - 10:59 p.m.MDW  Chicago Midway-YYZ Toronto Pearson Intl
3h 19m1 stop Detroit Metropolitan Wayne County
Delta Logo
6:00 a.m. - 12:39 p.m.YYZ  Toronto Pearson Intl-MDW Chicago Midway
7h 39m1 stop Detroit Metropolitan Wayne County
C$ 389Delta
Sun, 13 Sep - Sun, 20 Sep
Delta Logo
9:24 a.m. - 5:24 p.m.MDW  Chicago Midway-YYZ Toronto Pearson Intl
7h 00m1 stop Detroit Metropolitan Wayne County
Delta Logo
6:10 a.m. - 9:17 a.m.YYZ  Toronto Pearson Intl-MDW Chicago Midway
4h 07m1 stop Detroit Metropolitan Wayne County
C$ 389Delta
Thu, 3 Sep - Sun, 6 Sep
Delta Logo
9:29 a.m. - 5:20 p.m.MDW  Chicago Midway-YYZ Toronto Pearson Intl
6h 51m1 stop Detroit Metropolitan Wayne County
Delta Logo
6:00 a.m. - 12:39 p.m.YYZ  Toronto Pearson Intl-MDW Chicago Midway
7h 39m1 stop Detroit Metropolitan Wayne County
C$ 389Delta
Wed, 9 Sep - Tue, 15 Sep

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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
15 Sep
MDW9:29 a.m.Chicago Midway
6h 51m
1 stop
YYZ5:20 p.m.Toronto Pearson Intl
17 Sep
YYZ12:08 p.m.Toronto Pearson Intl
7h 25m
1 stop
MDW6:33 p.m.Chicago Midway
C$ 389
Delta
4 Sep
MDW9:24 a.m.Chicago Midway
7h 00m
1 stop
YYZ5:24 p.m.Toronto Pearson Intl
7 Sep
YYZ6:10 a.m.Toronto Pearson Intl
7h 29m
1 stop
MDW12:39 p.m.Chicago Midway
C$ 428
Delta
29 Aug
MDW9:24 a.m.Chicago Midway
4h 56m
1 stop
YYZ3:20 p.m.Toronto Pearson Intl
4 Sep
YYZ4:10 p.m.Toronto Pearson Intl
3h 23m
1 stop
MDW6:33 p.m.Chicago Midway
C$ 435

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
14 Oct
MDW1:32 p.m.Chicago Midway
8h 29m
1 stop
YYZ11:01 p.m.Toronto Pearson Intl
16 Oct
YYZ12:15 p.m.Toronto Pearson Intl
6h 50m
1 stop
MDW6:05 p.m.Chicago Midway
C$ 620
WestJet
7 Sep
MDW9:29 a.m.Chicago Midway
7h 00m
1 stop
YYZ5:29 p.m.Toronto Pearson Intl
8 Sep
YYZ12:13 p.m.Toronto Pearson Intl
5h 49m
1 stop
MDW5:02 p.m.Chicago Midway
C$ 658
WestJet
21 Aug
MDW9:29 a.m.Chicago Midway
7h 00m
1 stop
YYZ5:29 p.m.Toronto Pearson Intl
24 Aug
YYZ12:14 p.m.Toronto Pearson Intl
7h 24m
1 stop
MDW6:38 p.m.Chicago Midway
C$ 722

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 10 August 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 Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Fri 4/9

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

1 stop7h 00m

Toronto Pearson Intl

Wed 9/9

9:45 a.m.-4:57 p.m.

1 stop8h 12m

C$ 389
Quickest round-trip

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Sat 12/9

5:37 p.m.-10:59 p.m.

1 stop4h 22m

Toronto Pearson Intl

Tue 15/9

9:45 a.m.-12:39 p.m.

1 stop3h 54m

C$ 389

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Sat 12/9

5:37 p.m.-10:59 p.m.

1 stop4h 22m

Toronto Pearson Intl

Sat 19/9

6:00 a.m.-12:39 p.m.

1 stop7h 39m

C$ 389

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Tue 15/9

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

1 stop6h 51m

Toronto Pearson Intl

Thu 17/9

12:08 p.m.-6:33 p.m.

1 stop7h 25m

C$ 389

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Thu 3/9

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

1 stop8h 38m

Toronto Pearson Intl

Sun 6/9

9:45 a.m.-4:59 p.m.

1 stop8h 14m

C$ 389

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Fri 11/9

5:03 p.m.-10:59 p.m.

1 stop4h 56m

Toronto Pearson Intl

Wed 30/9

4:05 p.m.-6:33 p.m.

1 stop3h 28m

C$ 389

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Sun 27/9

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

1 stop6h 51m

Toronto Pearson Intl

Wed 30/9

12:08 p.m.-6:33 p.m.

1 stop7h 25m

C$ 389

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Sun 13/9

6:40 p.m.-10:59 p.m.

1 stop3h 19m

Toronto Pearson Intl

Sun 20/9

6:00 a.m.-12:39 p.m.

1 stop7h 39m

C$ 389

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Thu 3/9

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

1 stop7h 00m

Toronto Pearson Intl

Sun 6/9

6:10 a.m.-9:17 a.m.

1 stop4h 07m

C$ 389

ChicagoToronto

MDW Chicago Midway - YYZ Toronto Pearson Intl

MDWYYZ

Chicago Midway

Wed 9/9

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

1 stop6h 51m

Toronto Pearson Intl

Tue 15/9

6:00 a.m.-12:39 p.m.

1 stop7h 39m

C$ 389

Flights are sorted by cheapest round-trip flights 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$ 323.

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

Our data shows that Friday 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$ 396. When flying out on a Saturday, 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$ 560.

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$ 337. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are C$ 521 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 12m

Direct flights

None
The fastest flight from Chicago Midway Airport to Toronto Pearson Intl Airport takes 3h 12m
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 12m.

  • 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
Markham
Vaughan
Guelph
Barrie
Kitchener
Niagara-on-the-Lake
Oakville
Waterloo
Cambridge
Burlington
Muskoka
Peterborough
Richmond Hill
Pickering
Orillia

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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