Cheap Flights to Midway

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Economy
Boston (BOS)
Chicago (CHI)
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Flights to Midway in 2022

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
Popular inAugustHigh demand for flights, 29% potential price rise
Cheapest inJuneBest time to find cheap flights, 4% potential price drop
Average priceC$ 274Average for round-trip flights in June 2022
Round-trip fromC$ 170From Toronto to Chicago Midway
One-way fromC$ 13One-way flight from Toronto to Chicago Midway (MDW)

Cheap flights to Chicago Midway Airport in June, July 2022

The best prices found for MDW flights for June, July
22 Jul - 24 Jul
C$ 255pp
YTZ
Toronto Island
Porter Airlines
Direct
MDW
Chicago Midway
MDW
Chicago Midway
Porter Airlines
Direct
YTZ
Toronto Island
16 Jul - 19 Jul
C$ 256pp
YTZ
Toronto Island
Porter Airlines
Direct
MDW
Chicago Midway
MDW
Chicago Midway
Porter Airlines
Direct
YTZ
Toronto Island
20 Jul - 24 Jul
C$ 258pp
YTZ
Toronto Island
Porter Airlines
Direct
MDW
Chicago Midway
MDW
Chicago Midway
Porter Airlines
Direct
YTZ
Toronto Island

Chicago Midway Airport 2022 flight deals

Cheap flights to Chicago Midway Airport found for this year
5 Aug - 21 Aug
C$ 255pp
YTZ
Toronto Island
Porter Airlines
Direct
MDW
Chicago Midway
MDW
Chicago Midway
Porter Airlines
Direct
YTZ
Toronto Island
2 Aug - 6 Aug
C$ 256pp
YTZ
Toronto Island
Porter Airlines
Direct
MDW
Chicago Midway
MDW
Chicago Midway
Porter Airlines
Direct
YTZ
Toronto Island
14 Aug - 19 Aug
C$ 258pp
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
7 Jul - 26 Jul
C$ 401pp
YTZ
Toronto Island
Porter Airlines
Direct
MDW
Chicago Midway
MDW
Chicago Midway
Porter Airlines
Direct
YTZ
Toronto Island
5 Jul - 21 Jul
C$ 411pp
YTZ
Toronto Island
Porter Airlines
Direct
MDW
Chicago Midway
MDW
Chicago Midway
Porter Airlines
Direct
YTZ
Toronto Island
8 Jul - 15 Jul
C$ 442pp
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 Canada right now?

Information is based on travel restrictions from Canada to Chicago Midway

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

COVID-19 testing requirements
Visitors from Canada are not required to present a negative COVID-19 PCR test or antigen result upon entering Chicago Midway.

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

Can I fly back to Canada from Chicago Midway?

Returning to Canada 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 for RT-PCR (NAAT) and 1 day for Antigen (quick-test) before departing to Canada.

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

Hide COVID Travel Restrictions for Midway

What is the cheapest month to fly to Midway?

The cheapest ticket to Midway found for each month in 2022 based on historical flight searches by Cheapflights users.
April
C$ 330
May
C$ 276
June
C$ 278
July
C$ 294
September
C$ 268
October
C$ 384
December
C$ 320
Currently, the cheapest month for flights to Midway is January. The most expensive month for flights is October. The cheapest prices are shown above but prices will vary according to departure times, airlines, class and how early you book.

When is the best time to fly to Midway Airport?

Average Chicago flight ticket prices and weather conditions for 2022 and 2023 by month.
YTO - CHI
Price
C$ 313 - C$ 580
CHI
Temperature
1 - 29 °C
CHI
Rainfall
17 - 109 mm

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 61 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 Thursday. At the moment, Monday is the most expensive.

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

At the moment, flights in the morning are likely to offer the best value for money for your Midway trip. A flight at noon 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 303% 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 June 28, 2022.
Other local departures to Midway (MDW) from Canada

Cheapest flights to USA

Not set on Midway? See the cheapest flights to Canada. Airfare prices updated on June 28, 2022.
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