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C$ 200+ 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 16/12. Fares are subject to change and may not be available on all flights or dates of travel.
— MDW
25 Nov — 2 Dec1
1 adult

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 645,034 searches and data was last updated on 20 November 2024.

Fly from

Any airport

Route

Depart

Return

Price

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 12/12

3:50 p.m.-4:40 p.m.

Nonstop1h 50m

Chicago Midway

Mon 16/12

12:05 p.m.-2:47 p.m.

Nonstop1h 42m

C$ 319

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 12/12

3:50 p.m.-4:40 p.m.

Nonstop1h 50m

Chicago Midway

Sun 15/12

5:35 p.m.-8:17 p.m.

Nonstop1h 42m

C$ 364

TorontoChicago

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Thu 12/12

6:30 a.m.-6:32 p.m.

1 stop13h 02m

Chicago Midway

Mon 16/12

9:38 a.m.-11:34 p.m.

1 stop12h 56m

C$ 374

TorontoChicago

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Mon 27/1

10:10 a.m.-1:08 p.m.

1 stop3h 58m

Chicago Midway

Wed 29/1

2:08 p.m.-10:52 p.m.

1 stop7h 44m

C$ 414

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 12/12

8:55 p.m.-5:37 p.m.

1 stop21h 42m

Chicago Midway

Sun 15/12

11:15 a.m.-1:57 p.m.

Nonstop1h 42m

C$ 486

TorontoChicago

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Tue 31/12

6:30 a.m.-11:08 a.m.

1 stop5h 38m

Chicago Midway

Tue 7/1

8:15 a.m.-8:50 a.m.

3 stops23h 35m

C$ 538

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Mon 16/12

3:50 p.m.-4:40 p.m.

Nonstop1h 50m

C$ 200

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Tue 17/12

9:30 a.m.-10:20 a.m.

Nonstop1h 50m

C$ 217

TorontoChicago

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Mon 16/12

6:00 a.m.-8:58 a.m.

1 stop3h 58m

C$ 230

TorontoChicago

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Thu 6/2

6:30 a.m.-12:46 p.m.

1 stop7h 16m

C$ 249

Flights are sorted by cheapest round-trip flights first.

Deals found on 18/11

Showing 1-10 of 13 results
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Flights to Midway in 2024

Find the latest flights to Midway in 2024, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 645,034 searches and data was last updated on 20 November 2024.

Round-trip from

C$ 319

One-way from

C$ 200

Popular in

November

Cheapest in

April

Average price

C$ 430
Porter Airlines
  • Porter Airlines
  • 12/12-16/12
  • Nonstop
  • 3h 32m total
  • Toronto to Chicago
Search Deals
Porter Airlines
  • Porter Airlines
  • 16/12
  • Nonstop
  • 1h 50m total
  • Toronto to Chicago
Search Deals
High demand for flights, 4% potential price rise
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Best time to find cheap flights, 1% potential price drop
Search Deals
Average for round-trip flights in November 2024
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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 20 November 2024.

Thu 12/123:50 p.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Mon 16/1212:05 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 19/11C$ 319
Thu 12/123:50 p.m.YTZ - MDW
Nonstop1h 50mAir Transat
Sun 15/125:35 p.m.MDW - YTZ
Nonstop1h 42mAir Transat
Deal found 19/11C$ 364
Thu 12/126:30 a.m.YYZ - MDW
1 stop13h 02mWestJet
Mon 16/129:38 a.m.MDW - YYZ
1 stop12h 56mWestJet
Deal found 20/11C$ 374
Thu 12/1210:05 a.m.YYZ - MDW
1 stop7h 56mDelta
Mon 16/121:30 p.m.MDW - YYZ
1 stop8h 06mDelta
Deal found 19/11C$ 433
Thu 12/128:55 p.m.YTZ - MDW
1 stop21h 42mMultiple Airlines
Sun 15/1211:15 a.m.MDW - YTZ
Nonstop1h 42mMultiple Airlines
Deal found 19/11C$ 486
Tue 31/126:30 a.m.YYZ - MDW
1 stop5h 38mMultiple Airlines
Tue 7/18:15 a.m.MDW - YYZ
3 stops23h 35mMultiple Airlines
Deal found 19/11C$ 538

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 15 November 2024.

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 41 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 evenings, 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 20 November 2024.
Read reviews from past customers who have flown Delta, Porter Airlines 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
8,756 reviews
Check prices

Comfort

7.9

Entertainment

7.9

Overall

8.0

Crew

8.5

Food

7.3

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
8,756 reviews
Delta
8.0
Very good
8,756 reviews
Check prices

Comfort

7.9

Entertainment

7.9

Overall

8.0

Crew

8.5

Food

7.3

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
7.8
Good
288 reviews
Delta
8.0
Very good
8,756 reviews
Check prices

Comfort

7.9

Entertainment

7.9

Overall

8.0

Crew

8.5

Food

7.3

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
389 reviews
Delta
8.0
Very good
8,756 reviews
Check prices

Comfort

7.9

Entertainment

7.9

Overall

8.0

Crew

8.5

Food

7.3

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
7.3
Good
2,811 reviews
Delta
8.0
Very good
8,756 reviews
Check prices

Comfort

7.9

Entertainment

7.9

Overall

8.0

Crew

8.5

Food

7.3

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$ 177, while round-trip flights cost around C$ 93.

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

    A round-trip flight to Midway will typically cost around C$ 101, however they can be found for as little as C$ 66.

  • 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).

See more FAQs

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Other airports near Midway

Other Chicago travellers fly to these airports near Midway.
Flights to Chicago O'Hare Intl Airport

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