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C$ 204+ Cheap flights to Midway

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 29/3. Fares are subject to change and may not be available on all flights or dates of travel.
— MDW
22 Jan — 29 Jan1
1 adult

Flights to Midway in 2025

Find the latest flights to Midway in 2025, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 629,999 searches and data was last updated on 17 January 2025.

Round-trip from

C$ 339

One-way from

C$ 208

Popular in

December

Cheapest in

April

Average price

C$ 410
Porter Airlines
  • Porter Airlines
  • 19/2-25/2
  • Nonstop
  • 3h 32m total
  • Toronto to Chicago
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Porter Airlines
  • Porter Airlines
  • 24/3
  • Nonstop
  • 1h 50m total
  • Toronto to Chicago
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High demand for flights, 7% potential price rise
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Best time to find cheap flights, 1% potential price drop
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Average for round-trip flights in January 2025
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Find flight deals to Midway Airport

Cheapest flights to Midway Airport
Explore the most affordable flight options available to Midway Airport. Find the lowest fares based on data from user searches, with prices last updated on 17 January 2025.

Fri 14/211:20 a.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Sun 16/21:05 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 15/1C$ 339
Thu 20/211:20 a.m.YTZ - MDW
Nonstop1h 50mAir Transat
Sun 23/21:05 p.m.MDW - YTZ
Nonstop1h 42mAir Transat
Deal found 16/1C$ 366
Fri 7/26:00 a.m.YYZ - MDW
1 stop3h 51mDelta
Sun 9/25:05 p.m.MDW - YYZ
1 stop4h 44mDelta
Deal found 14/1C$ 391
Wed 12/26:30 a.m.YYZ - MDW
1 stop12h 13mWestJet
Fri 14/21:26 p.m.MDW - YYZ
1 stop8h 41mWestJet
Deal found 15/1C$ 434
Fri 21/211:20 a.m.YTZ - MDW
1 stop7h 13mMultiple Airlines
Sun 23/21:05 p.m.MDW - YTZ
Nonstop1h 42mMultiple Airlines
Deal found 15/1C$ 438
Thu 30/111:05 p.m.YYZ - MDW
2 stops16h 37mMultiple Airlines
Thu 6/27:25 a.m.MDW - YYZ
1 stop9h 05mMultiple Airlines
Deal found 16/1C$ 492

Find flights to Midway within your budget

Locate flights to Midway that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 629,999 searches and data was last updated on 17 January 2025.

Fly from

Any airport

Route

Depart

Return

Price

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Fri 14/2

11:20 a.m.-12:10 p.m.

Nonstop1h 50m

Chicago Midway

Sun 16/2

1:05 p.m.-3:47 p.m.

Nonstop1h 42m

C$ 339

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 20/2

11:20 a.m.-12:10 p.m.

Nonstop1h 50m

Chicago Midway

Sun 23/2

1:05 p.m.-3:47 p.m.

Nonstop1h 42m

C$ 366

TorontoChicago

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Fri 7/2

6:00 a.m.-8:51 a.m.

1 stop3h 51m

Chicago Midway

Sun 9/2

5:05 p.m.-10:49 p.m.

1 stop4h 44m

C$ 391

TorontoChicago

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Wed 12/2

6:30 a.m.-5:43 p.m.

1 stop12h 13m

Chicago Midway

Fri 14/2

1:26 p.m.-11:07 p.m.

1 stop8h 41m

C$ 434

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Fri 21/2

11:20 a.m.-5:33 p.m.

1 stop7h 13m

Chicago Midway

Sun 23/2

1:05 p.m.-3:47 p.m.

Nonstop1h 42m

C$ 438

TorontoChicago

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Thu 30/1

11:05 p.m.-2:42 p.m.

2 stops16h 37m

Chicago Midway

Thu 6/2

7:25 a.m.-5:30 p.m.

1 stop9h 05m

C$ 492

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Sat 29/3

11:10 a.m.-12:00 p.m.

Nonstop1h 50m

C$ 204

TorontoChicago

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Mon 19/5

7:45 a.m.-10:13 p.m.

2 stops15h 28m

C$ 216

TorontoChicago

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Sun 9/2

6:00 a.m.-8:51 a.m.

1 stop3h 51m

C$ 234

TorontoChicago

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Tue 18/2

6:30 a.m.-12:42 p.m.

1 stop7h 12m

C$ 254

Flights are sorted by cheapest round-trip flights first.

Deals found on 15/1

Showing 1-10 of 12 results
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Best time to book a flight to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights to Midway

Get recent, data-driven insights about flights to Midway including ideal travel times, pricing trends, and more.

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

Use this chart to determine the optimal time to book a round-trip flight from Toronto to Midway. Price data was last updated on 10 January 2025.

To ensure you get the cheapest price possible for a flight to Midway, you should look to book at least 24 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.

How long is the flight to Midway?

On average, a flight from Toronto to Midway takes 2 hours 31 minutes. Flights to Midway from other popular cities in Canada will vary in length. Below are a few examples of popular routes and their flight times.

When is the cheapest time to fly to Midway?

Use this chart to determine the cheapest time to fly round-trip from Toronto to Midway. Price data was last updated on 30 June 2024.

Users looking for the lowest fares to Midway should consider flying on Monday at noon, when prices are typically cheapest. Budget-minded travellers will want to avoid Sunday at noon, when prices are usually at their highest.

What are the most popular airlines that fly to Midway?

The most popular airlines flying from Toronto to Midway are Porter Airlines and WestJet.

Porter Airlines

Porter Airlines

From C$ 194

WestJet

WestJet

From C$ 317

What are the cheapest airlines that fly to Midway?

The cheapest airlines flying from Toronto to Midway are Porter Airlines and WestJet.

Rainfall in Midway by month

Plan your trip to Midway by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Midway ranges from 43.0 - 125.0 mm per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Midway when rainfall is around 43.0 mm.

Temperature in Midway by month

Plan your trip to Midway by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Midway, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated 17 January 2025.
Read reviews from past customers who have flown Porter Airlines, Delta and WestJet to Chicago. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,511 reviews
Check prices

Comfort

8.0

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.6

Boarding

8.2

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Delta
8.0
Very good
8,511 reviews
Delta
8.0
Very good
8,511 reviews
Check prices

Comfort

8.0

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.6

Boarding

8.2

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Porter Airlines
7.9
Good
276 reviews
Delta
8.0
Very good
8,511 reviews
Check prices

Comfort

8.0

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.6

Boarding

8.2

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Air Transat
7.8
Good
381 reviews
Delta
8.0
Very good
8,511 reviews
Check prices

Comfort

8.0

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.6

Boarding

8.2

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

WestJet
7.2
Good
2,824 reviews
Delta
8.0
Very good
8,511 reviews
Check prices

Comfort

8.0

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.6

Boarding

8.2

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

  • Can I find cheaper flights to Midway if I am willing to have layovers?

    Yes, flights with layovers are often cheaper than direct flights. Keep an eye out for flight deals to Midway on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Midway?

    Based on reviews from Cheapflights users, Porter Airlines is rated the highest out of the airlines that fly to Midway.

  • What is the cheapest airport to fly to in Midway?

    Chicago Midway is currently the cheapest airport to fly to in Midway. One-way flights to Chicago Midway typically cost C$ 98, while round-trip flights cost around C$ 168.

  • How much is a round-trip flight to Midway?

    A round-trip flight to Midway will typically cost around C$ 118, however they can be found for as little as C$ 117.

  • Where does the fastest flight to Midway depart from?

    For those looking to save time traveling to Midway, Toronto offers the quickest one-way flight (1 hour 50 minutes).

  • Does Chicago Midway have rental cars?

    Yes. Those touching down at Chicago Midway can take advantage of the rental car services offered upon their arrival.

  • Are there hotels close to Chicago Midway?

    Yes. Chicago Midway has hotels nearby for those requiring accommodations. Midway Airport 2 Bedroom with full Kitchen is the closest property to Chicago Midway (0.0 km away from Chicago Midway).

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