$1,231+ 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 30/9. Fares are subject to change and may not be available on all flights or dates of travel.
— MDW
23 Jul — 30 Jul1
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 647,157 searches and data was last updated on 18 July 2025.

Return from

$1,502

One-way from

$1,231

Popular in

December

Cheapest in

February

Average price

$1,452
United Airlines
  • United Airlines
  • 9/9-9/9
  • 3 total stops
  • 65h 59m total
  • Sydney to Chicago
30/9
  • 30/9
  • 2 total stops
  • 37h 39m total
  • Sydney to Chicago
Highest demand for flights based on searches. 19% potential increase in price ($589 potential increase over avg. return price).
Cheapest flight prices on average. 5% potential price decrease ($120 potential savings vs. average return price).
Average for return flights in July 2025

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 18 July 2025.

Mon 29/909:25SYD - MDW
2 stops27h 11mDelta
Sun 12/1006:00MDW - SYD
2 stops57h 35mDelta
Deal found 17/7$2,106
Sun 31/820:30SYD - MDW
2 stops40h 18mMultiple Airlines
Sun 7/910:18MDW - SYD
1 stop29h 37mMultiple Airlines
Deal found 17/7$3,776
Sun 10/811:50SYD - MDW
3 stops36h 46mLATAM Airlines
Mon 11/812:43MDW - SYD
2 stops37h 32mLATAM Airlines
Deal found 17/7$4,853
Wed 6/807:55SYD - MDW
2 stops43h 34mKorean Air
Wed 10/909:15MDW - SYD
2 stops30h 05mKorean Air
Deal found 17/7$8,243

Cheapflights Fare Finder

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 647,157 searches and data was last updated on 18 July 2025.
Use the filters below to find and compare flights to Chicago Midway Airport that are best for you.

Fly from

Sydney

Route

Depart

Return

Price

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Mon 29/9

09:25-21:36

2 stops27h 11m

Chicago Midway

Sun 12/10

06:00-07:35

2 stops57h 35m

$2,106

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sun 31/8

20:30-21:48

2 stops40h 18m

Chicago Midway

Sun 7/9

10:18-06:55

1 stop29h 37m

$3,776

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sun 10/8

11:50-09:36

3 stops36h 46m

Chicago Midway

Mon 11/8

12:43-17:15

2 stops37h 32m

$4,853

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Wed 6/8

07:55-12:29

2 stops43h 34m

Chicago Midway

Wed 10/9

09:15-06:20

2 stops30h 05m

$8,243

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Tue 30/9

17:45-16:24

2 stops37h 39m

$1,231

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Mon 29/9

09:25-17:35

2 stops23h 10m

$1,339

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Fri 3/10

11:50-09:48

3 stops36h 58m

$2,948

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Fri 9/1

09:10-12:35

2 stops44h 25m

$4,921

Flights are sorted by cheapest return flights first.

Deals found on 16/7

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 return 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.

Cheapflights Insights

Everything you need to know about your flight to Chicago Midway Airport

How long is the flight to Midway?

On average, a flight from Sydney to Midway takes 23 hours 14 minutes. Flights to Midway from other popular cities in Australia will vary in length. Below are a few examples of popular routes and their flight times.

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 18 July 2025.
See what other customers who have flown with Korean Air, Delta, andLATAM Airlines to the United States have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Overall

8.4

Entertainment

8.2

Food

8.1

Comfort

8.2

Boarding

8.5

Crew

8.7

Reviews

1 / 20
10.0
Excellent

Myung Suk,May 2025

ICN - LAX

The flight was less crowded and the economic class seat was at least 5 inches longer than other airlines.

Overall

8.4

Entertainment

8.2

Food

8.1

Comfort

8.2

Boarding

8.5

Crew

8.7

Reviews

1 / 20
10.0
Excellent

Myung Suk,May 2025

ICN - LAX

The flight was less crowded and the economic class seat was at least 5 inches longer than other airlines.
8.0
Very Good

Overall

8.4

Entertainment

8.2

Food

8.1

Comfort

8.2

Boarding

8.5

Crew

8.7

Reviews

1 / 20
10.0
Excellent

Myung Suk,May 2025

ICN - LAX

The flight was less crowded and the economic class seat was at least 5 inches longer than other airlines.

Overall

8.4

Entertainment

8.2

Food

8.1

Comfort

8.2

Boarding

8.5

Crew

8.7

Reviews

1 / 20
10.0
Excellent

Myung Suk,May 2025

ICN - LAX

The flight was less crowded and the economic class seat was at least 5 inches longer than other airlines.

FAQs about flying to Midway

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

    Yes, flights with stopovers 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.

  • Where does the fastest flight to Midway depart from?

    For those looking to save time traveling to Midway, Sydney Kingsford Smith offers the quickest one-way flight (23 hours 14 minutes).

  • Does Chicago Midway have car hire?

    Yes. Those touching down at Chicago Midway can take advantage of the car hire 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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