Cheap Flights to Midway

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Boston (BOS)
Chicago (CHI)
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Thu. 16/12
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Flights to 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$ 342Average for round-trip flights in December 2021
Round-trip fromC$ 246From Toronto to Chicago Midway
One-way fromC$ 13One-way flight from Toronto to Chicago Midway (MDW)

Cheap flights to Chicago Midway Airport in December, January 2021

The best prices found for MDW flights for December, January
1 Jan - 4 Jan
C$ 268pp
YTZ
Toronto Island
Porter Airlines
Direct
MDW
Chicago Midway
MDW
Chicago Midway
Porter Airlines
Direct
YTZ
Toronto Island
17 Dec - 25 Dec
C$ 276pp
YTZ
Toronto Island
Porter Airlines
Direct
MDW
Chicago Midway
MDW
Chicago Midway
Porter Airlines
Direct
YTZ
Toronto Island
20 Dec - 30 Dec
C$ 277pp
YTZ
Toronto Island
Porter Airlines
Direct
MDW
Chicago Midway
MDW
Chicago Midway
Porter Airlines
Direct
YTZ
Toronto Island

Chicago Midway Airport 2021 flight deals

Cheap flights to Chicago Midway Airport found for this year
17 Dec - 25 Dec
C$ 276pp
YTZ
Toronto Island
Porter Airlines
Direct
MDW
Chicago Midway
MDW
Chicago Midway
Porter Airlines
Direct
YTZ
Toronto Island
20 Dec - 30 Dec
C$ 277pp
YTZ
Toronto Island
Porter Airlines
Direct
MDW
Chicago Midway
MDW
Chicago Midway
Porter Airlines
Direct
YTZ
Toronto Island
20 Dec - 25 Dec
C$ 280pp
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
12 Dec - 24 Dec
C$ 377pp
YTZ
Toronto Island
Porter Airlines
Direct
MDW
Chicago Midway
MDW
Chicago Midway
Porter Airlines
Direct
YTZ
Toronto Island
12 Dec - 10 Jan
C$ 393pp
YTZ
Toronto Island
Porter Airlines
Direct
MDW
Chicago Midway
MDW
Chicago Midway
Porter Airlines
Direct
YTZ
Toronto Island
10 Dec - 21 Dec
C$ 394pp
YTZ
Toronto Island
Porter Airlines
Direct
MDW
Chicago Midway
MDW
Chicago Midway
Porter Airlines
Direct
YTZ
Toronto Island

COVID Restrictions

View COVID Travel Restrictions for Midway

Can I fly to Chicago Midway from USA right now?

Information is based on travel restrictions for travel to Chicago Midway within the United States

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

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

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

Can I fly back to USA from Chicago Midway?

Returning to USA from Chicago Midway

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

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

Hide COVID Travel Restrictions for Midway

Cheapest prices for Midway flights by month

The cheapest ticket to Midway found for each month in 2021 based on historical flight searches by Cheapflights users.
January
C$ 328
March
C$ 317
April
C$ 286
May
C$ 277
June
C$ 268
July
C$ 301
August
C$ 347
September
C$ 315
October
C$ 300
November
C$ 313
December
C$ 313

When is the best time to fly to Midway Airport?

Average Chicago flight ticket prices and weather conditions for 2021 and 2022 by month.
YTO - CHI
Price
C$ 307 - C$ 466
CHI
Temperature
1 - 29 °C
CHI
Precipitation
17 - 109 mm
Whilst there are several times of the year to choose from, October is seen as the time to fly to Chicago Midway, however, it is possible to get good deals throughout the year. If weather is an important factor for you when considering when to fly to Chicago Midway, the warmest period tends to be July, with the wettest being May.

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

To ensure you get the cheapest price possible for a flight to Midway, you should look to book at least 34 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

Which day is cheapest to fly to Midway?

The cheapest day to fly to Midway is usually Wednesday. At the moment, Monday is the most expensive.

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

At the moment, flights at noon are likely to offer the best value for money for your Midway trip. A flight in the evening will more often than not be of higher cost.

How popular are flights to Chicago Midway (MDW) this year?

Chicago Midway Airport has seen a 87% increase in demand for flights to the city compared to last year.

Alternative, similarly priced destinations

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

Find the best prices for you!

Cheap tickets to Midway found by our users in Canada as recently as December 02, 2021.

Cheapest flights to USA

Not set on Midway? See the cheapest flights to Canada. Airfare prices updated on December 02, 2021.
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