$1,713+ 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 21/2. Fares are subject to change and may not be available on all flights or dates of travel.
— MDW
2 Mar — 9 Mar1
1 adult
1 adult, Economy, 0 bags

Flights to Midway in 2026

Enter your travel dates to find the best prices.

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 31 January 2026.

Thu 19/309:40
SYD
-
MDW
2 stops24h 14m
Delta
Tue 21/412:53
MDW
-
SYD
2 stops26h 57m
Delta
Deal found 31/1$1,731
Mon 10/809:15
SYD
-
MDW
2 stops24h 16m
Delta
Mon 17/814:00
MDW
-
SYD
2 stops25h 50m
Delta
Deal found 30/1$2,074
Fri 12/609:15
SYD
-
MDW
2 stops24h 16m
Delta
Sun 12/714:00
MDW
-
SYD
2 stops25h 50m
Delta
Deal found 30/1$2,300
Tue 17/309:40
SYD
-
MDW
2 stops23h 42m
Delta
Tue 24/312:47
MDW
-
SYD
2 stops25h 18m
Delta
Deal found 31/1$2,375
Mon 16/309:40
SYD
-
MDW
2 stops23h 42m
Delta
Mon 23/313:10
MDW
-
SYD
2 stops26h 15m
Delta
Deal found 30/1$2,394
Fri 10/709:15
SYD
-
MDW
2 stops24h 16m
Delta
Sun 26/714:00
MDW
-
SYD
2 stops25h 50m
Delta
Deal found 31/1$2,415
Thu 12/313:15
SYD
-
MDW
2 stops25h 16m
Delta
Fri 20/310:45
MDW
-
SYD
2 stops28h 45m
Delta
Deal found 29/1$2,470
Tue 6/1010:15
SYD
-
MDW
2 stops23h 55m
Delta
Mon 12/1013:00
MDW
-
SYD
2 stops26h 50m
Delta
Deal found 30/1$2,546
Sat 14/214:15
SYD
-
MDW
2 stops25h 16m
Delta
Tue 17/212:45
MDW
-
SYD
2 stops26h 45m
Delta
Deal found 31/1$2,602

Find flight deals to Midway Airport

Find the latest flights to Midway in 2026, 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 31 January 2026.

Return from

$1,459

One-way from

$1,713

Popular in

December

Cheapest in

March

Average price

$1,469
17/3-24/3
  • 17/3-24/3
  • 3 total stops
  • 74h 43m total
  • Sydney to Chicago
Search Deals
Delta
  • Delta
  • 21/2
  • 2 total stops
  • 28h 51m total
  • Sydney to Chicago
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($260 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($47 potential savings vs. average return price).
Search Deals
Average for return flights in January 2026
Search Deals

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 31 January 2026.
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

Thu 19/3

09:40-17:54

2 stops24h 14m

Chicago Midway

Tue 21/4

12:53-06:50

2 stops26h 57m

$1,731

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Mon 13/4

09:15-17:58

2 stops23h 43m

Chicago Midway

Wed 22/4

10:43-06:50

2 stops29h 07m

$2,078

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Tue 14/7

09:15-18:31

2 stops24h 16m

Chicago Midway

Fri 31/7

14:00-06:50

2 stops25h 50m

$2,152

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Fri 12/6

09:15-18:31

2 stops24h 16m

Chicago Midway

Sun 12/7

14:00-06:50

2 stops25h 50m

$2,300

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Fri 10/7

09:15-18:05

2 stops23h 50m

Chicago Midway

Sun 26/7

14:00-06:50

2 stops25h 50m

$2,401

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sun 15/3

09:40-18:40

2 stops25h 00m

Chicago Midway

Sun 22/3

13:10-07:25

2 stops26h 15m

$2,455

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 12/3

13:15-22:31

2 stops25h 16m

Chicago Midway

Fri 20/3

10:45-07:30

2 stops28h 45m

$2,470

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 26/2

10:40-17:37

2 stops23h 57m

Chicago Midway

Thu 5/3

13:29-08:30

2 stops26h 01m

$2,604

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sat 14/2

14:15-22:31

2 stops25h 16m

Chicago Midway

Tue 17/2

12:45-08:30

2 stops26h 45m

$2,622

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sat 21/2

14:15-22:31

2 stops25h 16m

$1,713

Flights are sorted by cheapest return flights first.

Deals found on 30/1

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

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).

How long is the flight to Midway?

On average, a flight from Sydney to Midway takes 23 hours 43 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.

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, Brisbane 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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How does Cheapflights help users find flights to Midway?

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Why should you use Cheapflights to find cheap flight tickets to Midway?

Cheapflights simply makes it quick and affordable to book flights to Midway by bringing together all flight options from hundreds of airlines and agencies online — and we put them in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights to Midway with no change fees?

Certainly. Search results for flights to Midway shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

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Not ready to book yet? You can track prices for flights to Midway on Cheapflights with our Price Alerts feature and get notified when better prices are available.

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