Cheap Flights to Chicago Midway

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Flights to Chicago Midway in 2021

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
Popular inJanuaryHigh demand for flights, 6% potential price rise
Cheapest inAprilBest time to find cheap flights, 1% potential price drop
Average priceC$ 294Average for round-trip flights in June 2021
Round-trip fromC$ 378From Toronto to Chicago Midway
One-way fromC$ 12One-way flight from Toronto to Chicago

Cheap flights to Chicago Midway Airport in June, July 2021

The best prices found for MDW flights for June, July
20 Jul - 27 Jul
C$ 417pp
YYZ
Toronto Pearson Intl
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
YYZ
Toronto Pearson Intl
6 Jul - 3 Aug
C$ 452pp
YYZ
Toronto Pearson Intl
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
YYZ
Toronto Pearson Intl
12 Jul - 17 Jul
C$ 453pp
YYZ
Toronto Pearson Intl
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
YYZ
Toronto Pearson Intl

Chicago Midway Airport 2021 flight deals

Cheap flights to Chicago Midway Airport found for this year
8 Sep - 12 Sep
C$ 378pp
YTZ
Toronto Island
Porter Airlines
Direct
MDW
Chicago Midway
MDW
Chicago Midway
Porter Airlines
Direct
YTZ
Toronto Island
30 Aug - 5 Sep
C$ 385pp
YTZ
Toronto Island
Porter Airlines
Direct
MDW
Chicago Midway
MDW
Chicago Midway
Porter Airlines
Direct
YTZ
Toronto Island
1 Sep - 6 Sep
C$ 386pp
YTZ
Toronto Island
Porter Airlines
Direct
MDW
Chicago Midway
MDW
Chicago Midway
Porter Airlines
Direct
YTZ
Toronto Island

Last minute flights to Chicago Midway Airport

Late deals on round-trip flights to Chicago Midway Airport, departing today and this week
29 Jun - 3 Jul
C$ 456pp
YYZ
Toronto Pearson Intl
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
YYZ
Toronto Pearson Intl
26 Jun - 4 Jul
C$ 462pp
YYZ
Toronto Pearson Intl
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
YYZ
Toronto Pearson Intl
26 Jun - 8 Jul
C$ 493pp
YYZ
Toronto Pearson Intl
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
YYZ
Toronto Pearson Intl

Cheapest prices for Chicago Midway flights by month

The cheapest ticket to Chicago Midway found for each month in 2021 based on historical flight searches by Cheapflights users.
January
C$ 318
February
C$ 322
March
C$ 326
April
C$ 350
May
C$ 321
June
C$ 378
July
C$ 394
August
C$ 370
September
C$ 348
October
C$ 324
November
C$ 323
December
C$ 300
At the present moment the cheapest month to fly to Chicago Midway is currently December; with July being the most expensive. Prices will vary depending on multiple factors such as booking in advance, airline and departure airports and times.

When is the best time to fly to Chicago Midway?

Average Chicago flight ticket prices and weather conditions for 2021 and 2022 by month.
YTO - CHI
Price
C$ 300 - C$ 455
CHI
Temperature
1 - 29 °C
CHI
Rainfall
17 - 109 mm
Flying to Chicago Midway in December is usually considered the best time to fly. However, you will find other deals are always available year round. July sees the temperatures in Chicago Midway peak to their warmest. May tends, on average, to see the most amount of rainfall.

When is the best time to book a flight to Chicago Midway?

The price you pay for your flight to Chicago Midway may vary depending on when you book. For the best chance of a lower fare, look to book 34 days in advance of your trip. Fares are likely to increase in the final two weeks or so before your departure date.

Which day is cheapest to fly to Chicago Midway?

Wednesday is currently, on average, the cheapest day to fly to Chicago Midway. Flying on Monday will result in higher flight prices.

What time of day is cheapest to fly to MDW airport?

Chicago Midway flights can be made cheaper if you choose a flight at noon. Booking a flight in the evening will likely mean higher prices.

Alternative, similarly priced destinations

See alternative destinations where airfare is generally forecast to be close to Chicago Midway flight prices.

Find the best prices for you!

Cheap tickets to Chicago Midway found by our users in Canada as recently as June 21, 2021.

Cheapest flights to USA

Not set on Chicago Midway? See the cheapest flights to Canada. Airfare prices updated on June 21, 2021.
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