Cheap flights from Toronto to Chicago Midway Airport from $118

Round-trip
1 adult
Economy
From?
To?
Tue 10/26
Tue 11/2

Travel Restriction Alert

The COVID-19 (coronavirus) outbreak may impact travel from Toronto to Chicago Midway Airport.
View current United States travel restrictions

Flight information for Toronto to Chicago Midway Airport
(YTO to MDW)

Find info about flight duration, direct flights, and airports for your flight from Toronto to Chicago Midway Airport
Best Price Found$196The best flight deal from Toronto to Chicago Midway Airport found on momondo in the last 72 hours is $196
Fastest flight time1h 47mThe fastest flight from Toronto to Chicago Midway Airport takes 1h 47m
Direct flightsNoneThere are no direct flights from Toronto to Chicago Midway Airport. Popular non-direct routes for this connection are Toronto Pearson Intl Airport - Chicago Midway Airport and Toronto Island Airport - Chicago Midway Airport.

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

April

The cheapest time of year to fly to Chicago Midway Airport from Toronto is April. Most expensive is July

What is the cheapest airline that flies to Chicago Midway Airport from Toronto?

Porter Airlines

Delta and Porter Airlines are the most popular carriers operating from Toronto to Chicago Midway Airport

How far in advance should you book Toronto to Chicago Midway Airport flights?

31 days before

The cheapest time to buy a flight from Toronto to Chicago Midway Airport is approximately 31 days to departure


Easily compare round-trip flights from Toronto to Chicago Midway Airport

Below you can see the best fares for your round-trip flight route over the next three months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Toronto to Chicago Midway Airport by changing tabs
Porter Airlines
Nov 11
YTZ11:55 amToronto Island
1h 50m
MDW1:45 pmChicago Midway
Nov 14
MDW6:45 amChicago Midway
1h 37m
YTZ8:22 amToronto Island
Major Airline
Nov 6
YTZ5:35 amToronto Island
1h 50m
MDW7:25 amChicago Midway
Nov 14
MDW1:40 pmChicago Midway
1h 37m
YTZ3:17 pmToronto Island
Delta
Nov 21
YYZ5:30 amToronto Pearson Intl
7h 01m
1 stop
MDW12:31 pmChicago Midway
Dec 1
MDW8:49 amChicago Midway
7h 42m
1 stop
YYZ4:31 pmToronto Pearson Intl
Porter Airlines
Nov 11
YTZ4:00 amToronto Island
1h 50m
MDW5:50 amChicago Midway
Nov 15
MDW10:10 amChicago Midway
1h 37m
YTZ11:47 amToronto Island
WestJet
Dec 10
YYZ7:59 amToronto Pearson Intl
6h 02m
1 stop
MDW2:01 pmChicago Midway
Dec 13
MDW5:22 amChicago Midway
4h 39m
1 stop
YYZ10:01 amToronto Pearson Intl
Porter Airlines
Nov 16
YTZ4:00 amToronto Island
1h 50m
MDW5:50 amChicago Midway
Nov 18
MDW10:10 amChicago Midway
1h 37m
YTZ11:47 amToronto Island

Find the cheapest one-way flights from Toronto to Chicago Midway Airport

If you're looking for one-way flights from Toronto to Chicago Midway Airport, view some of our deals below provided by Delta and Porter Airlines
Porter Airlines
Nov 17
YTZ11:55 amToronto Island
1h 50m
MDW1:45 pmChicago Midway
Delta
Nov 9
YYZ1:15 amToronto Pearson Intl
7h 48m
2 stops
MDW9:03 amChicago Midway
Multiple Airlines
Nov 6
YYZ3:00 amToronto Pearson Intl
27h 06m
2 stops
MDW5:06 amChicago Midway

Search last-minute flights to Chicago Midway Airport from Toronto

Find and compare flight prices for your last-minute flight from Toronto to Chicago Midway Airport
Porter Airlines
Oct 29
YTZ5:00 amToronto Island
1h 47m
MDW6:47 amChicago Midway
Nov 5
MDW6:30 amChicago Midway
1h 37m
YTZ8:07 amToronto Island
Delta
Oct 26
YYZ12:00 pmToronto Pearson Intl
3h 35m
1 stop
MDW3:35 pmChicago Midway
Oct 28
MDW2:00 amChicago Midway
8h 09m
2 stops
YYZ10:09 amToronto Pearson Intl
Multiple Airlines
Oct 31
YTZ12:55 pmToronto Island
1h 47m
MDW2:42 pmChicago Midway
Nov 7
MDW4:51 amChicago Midway
26h 59m
2 stops
YTZ7:50 amToronto Island
Porter Airlines
Oct 28
YTZ9:30 amToronto Island
1h 47m
MDW11:17 amChicago Midway
Nov 2
MDW2:35 pmChicago Midway
1h 37m
YTZ4:12 pmToronto Island
Porter Airlines
Oct 29
YTZ1:15 pmToronto Island
1h 47m
MDW3:02 pmChicago Midway
Nov 4
MDW2:35 pmChicago Midway
1h 37m
YTZ4:12 pmToronto Island
Porter Airlines
Oct 29
YTZ9:30 amToronto Island
1h 47m
MDW11:17 amChicago Midway
Nov 1
MDW2:35 pmChicago Midway
1h 37m
YTZ4:12 pmToronto Island

Best airlines flying from Toronto to Chicago Midway Airport

Compare and see reviews for airlines that fly from Toronto to Chicago Midway Airport with momondo
AirlineRatingFree CancellationPrice
Porter Airlines
PriceFrom $179
Free Cancellation
Rating
8.1
8.4

Boarding

8.6

Comfort

8.6

Crew

7.4

Entertainment

7.8

Food

Reviews

Cons: Return checking by Porter staff

1 / 6
Delta
PriceFrom $225
Free Cancellation
Rating
8.2
8.2

Boarding

8.4

Comfort

8.3

Crew

8.1

Entertainment

8.0

Food

Reviews

Great

1 / 10

  • Are airlines flying from Toronto to Chicago Midway offering flexible cancellation due to COVID-19?

    To ease the stress of booking flights, some of our airline partners flying from Toronto to Chicago Midway are responding to the global pandemic. The following airlines may have a flexible cancellation policy to help accommodate travelers: Porter Airlines and Delta.

  • How far is Toronto to Chicago Midway by plane?

    There are 443.1 mi between Toronto and Chicago Midway. Typically, this will take 1h 50m by plane in normal conditions.


Can I fly to Chicago Midway from Toronto right now?

Information is based on travel restrictions from Toronto to Chicago Midway

Most visitors from Toronto need to provide a negative COVID-19 test result and/or quarantine to enter Chicago Midway.

COVID-19 testing requirements
Visitors from Toronto must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Chicago Midway.

Quarantine requirements
Visitors from Toronto are not required to quarantine after entering Chicago Midway.

Can I fly back to Toronto from Chicago Midway?

Returning to Toronto from Chicago Midway

COVID-19 testing requirements
Visitors from Chicago Midway must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Toronto.

Quarantine requirements
Visitors from Chicago Midway are not required to quarantine after entering Toronto.

If you are planning to travel to Chicago Midway Airport at this time, it is recommended that you stay up to date on current restrictions and follow proper safety measures while in public.

Alternative routes for Toronto to Chicago Midway Airport

Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times
Toronto to Chicago O'Hare Intl Airport Flights
Fastest flight time1h 41m
Cheapest price$215
Ottawa to Chicago Midway Airport Flights
Fastest flight time3h 40m
Cheapest price$248
Ottawa to Chicago O'Hare Intl Airport Flights
Fastest flight time5h 54m
Cheapest price$342

Similar Toronto to Chicago Midway Airport flights

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