Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago Midway Airport to Toronto from $93

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 3/31. 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
0 bags
Save money when you book flights with momondo
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.
Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.
Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.
Price Alerts
Price Alerts
Not ready to book? to track prices.

Find the cheapest flights from Chicago Midway Airport to Toronto

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago Midway Airport to Toronto that have been recently found on momondo from popular airlines, departing in the coming months.
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
7:30 am - 8:19 amYTZ-MDW
1h 49mnonstop
$211Porter Airlines
Find Deal
dom., abr. 27 - dom., may. 4
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
3:35 pm - 4:24 pmYTZ-MDW
1h 49mnonstop
$212Porter Airlines
Find Deal
dom., abr. 27 - dom., may. 4
12:55 pm - 3:37 pmMDW-YTZ
1h 42mnonstop
3:50 pm - 4:40 pmYTZ-MDW
1h 50mnonstop
sáb., abr. 19 - dom., abr. 20
11:15 am - 1:57 pmMDW-YTZ
1h 42mnonstop
9:30 am - 10:20 amYTZ-MDW
1h 50mnonstop
mar., abr. 8 - mar., abr. 15
5:20 pm - 8:02 pmMDW-YTZ
1h 42mnonstop
3:35 pm - 4:24 pmYTZ-MDW
1h 49mnonstop
$245Air Transat
Find Deal
jue., may. 29 - dom., jun. 1
9:15 am - 11:57 amMDW-YTZ
1h 42mnonstop
7:30 am - 8:19 amYTZ-MDW
1h 49mnonstop
$246Air Transat
Find Deal
mié., may. 28 - jue., jun. 12
3:02 pm - 10:55 pmMDW-YYZ
6h 53m1 stop
6:00 am - 8:40 amYYZ-MDW
3h 40m1 stop
$292Delta
Find Deal
sáb., abr. 19 - dom., abr. 20
9:20 am - 3:09 pmMDW-YYZ
4h 49m1 stop
6:30 am - 2:22 pmYYZ-MDW
8h 52m1 stop
$296Delta
Find Deal
sáb., abr. 26 - sáb., may. 3
5:59 pm - 3:09 pmMDW-YYZ
20h 10m1 stop
9:30 am - 5:19 pmYYZ-MDW
8h 49m2 stops
$702WestJet
Find Deal
vie., abr. 18 - dom., abr. 20
10:20 am - 6:31 pmMDW-YYZ
7h 11m1 stop
10:35 pm - 5:59 pmYYZ-MDW
20h 24m2 stops
$747WestJet
Find Deal
vie., abr. 18 - dom., abr. 20

Delta flights from Chicago Midway Airport to Toronto

Our best Delta deals on Chicago Midway Airport to Toronto flight tickets
Delta
Apr 19
MDW3:02 pmChicago Midway
6h 53m
1 stop
YYZ10:55 pmToronto Pearson Intl
Apr 20
YYZ6:00 amToronto Pearson Intl
3h 40m
1 stop
MDW8:40 amChicago Midway
Delta
Apr 26
MDW9:20 amChicago Midway
4h 49m
1 stop
YYZ3:09 pmToronto Pearson Intl
May 3
YYZ6:30 amToronto Pearson Intl
8h 52m
1 stop
MDW2:22 pmChicago Midway
Delta
May 24
MDW9:15 amChicago Midway
7h 00m
1 stop
YYZ5:15 pmToronto Pearson Intl
May 26
YYZ12:30 pmToronto Pearson Intl
6h 15m
1 stop
MDW5:45 pmChicago Midway

WestJet flights from Chicago Midway Airport to Toronto

Our best WestJet deals on Chicago Midway Airport to Toronto flight tickets
WestJet
Apr 18
MDW5:59 pmChicago Midway
20h 10m
1 stop
YYZ3:09 pmToronto Pearson Intl
Apr 20
YYZ9:30 amToronto Pearson Intl
8h 49m
2 stops
MDW5:19 pmChicago Midway
WestJet
Mar 27
MDW1:16 pmChicago Midway
8h 43m
1 stop
YYZ10:59 pmToronto Pearson Intl
Mar 31
YYZ2:45 pmToronto Pearson Intl
4h 33m
1 stop
MDW6:18 pmChicago Midway
WestJet
Mar 27
MDW1:16 pmChicago Midway
8h 43m
1 stop
YYZ10:59 pmToronto Pearson Intl
Mar 31
YYZ9:30 amToronto Pearson Intl
9h 48m
2 stops
MDW6:18 pmChicago Midway

See travel insights to Toronto from

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

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?

What is the cheapest month to fly to Toronto?

The month of July is, on average, the cheapest month to fly to Toronto from Chicago Midway Airport, with most prices found around $245. If you are unable to visit Toronto during the month of July, then departing from Chicago Midway Airport during the month June is also very affordable. Most momondo users find prices during this month for around $251.

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

On average, the least expensive day to fly to Toronto from Chicago Midway Airport is on a Thursday. momondo users have found tickets for Thursday departures for as low as $450. However, this price may fluctuate depending on the airline, the season, and holidays. The most expensive day to fly to Toronto is Sunday, with ticket prices averaging around $685.

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

In the morning is the cheapest time of day to fly from Chicago Midway Airport to Toronto when you can find flight prices for as low as $419. Flying to Toronto in the morning is an ideal time because this is during off-peak travel hours. Flights to Toronto are more costly in the afternoon, with an average ticket price of $678. Departure times in the afternoon fall within the peak daily travel times, which is why tickets can be more expensive.

What is the cheapest Chicago Midway to Toronto flight route?

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

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

There are 3 cabin classes available to choose from on Chicago Midway to Toronto flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Chicago Midway Airport to Toronto flight prices changed over time?

As of March 2025, prices for Chicago Midway Airport to Toronto flights are approximately 44% cheaper when compared to flights at the same time last year.

When to book flights from Chicago Midway Airport to Toronto

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

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

Best Price Found

$93

Fastest flight time

1h 42m

Direct flights

Every day

Airports in Toronto

2 airports
The best one-way flight to Toronto from Chicago Midway Airport in the past 72 hours is $93. The best round-trip flight deal from Chicago Midway Airport to Toronto found on momondo in the last 72 hours is $211.
The fastest flight from Chicago Midway Airport to Toronto takes 1h 42m
Direct flights go from Chicago Midway Airport to Toronto every day.
There are 2 airports near Toronto: Toronto Pearson Intl (YYZ), Toronto Island (YTZ)

  • How far is Chicago Midway to Toronto by plane?

    Toronto is 443.1 mi away from Chicago Midway. In terms of flight time, this usually takes a little over 1h 42m.

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

    Prices for flights from Chicago Midway Airport to Toronto are refreshed on a daily basis.

  • How many operators does momondo search for flights from Chicago Midway Airport to Toronto?

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago Midway Airport to Toronto.

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

    The travel and health documents you'll need for your trip to Toronto 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. 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?

  • What is the most popular airline from Chicago Midway Airport to Toronto?


Best airlines flying from Chicago Midway Airport to Toronto

Compare and see reviews for airlines that fly from Chicago Midway Airport to Toronto with momondo
Airline
Rating
Free Cancellation
Price
Porter AirlinesPriceFrom $231Free CancellationRating
8.0
278 reviews
Search Porter Airlines flights
  • Porter Airlines Flights From Chicago Midway Airport to Toronto

    The lowest priced Porter Airlines flight from Chicago Midway Airport to Toronto from the last 72 hours was $231. Generally, Porter Airlines has 12 flights on this route every week with an average price of $285. Porter Airlines is rated 8.0/10 by our users.


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. All flights to Toronto from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

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?

If you are not ready to book a flight from Chicago to Toronto now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Toronto and let you know when they change.


An easier way to manage your Toronto trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
From?
To?
mar. 3/18
mar. 3/25

Find better results for your trip to Canada

Fly into one of these airports located in Toronto

Airports listed have a maximum distance of 52.0 mi from Toronto