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Cheap flights from Australia to Chicago Midway Airport from $1,208

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 14/2. Fares are subject to change and may not be available on all flights or dates of travel.
SYD — MDW
11 Jan — 18 Jan1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Australia to Midway

Enter your travel dates to find the best prices.

Cheapest flights from Australia to Midway
Explore the most affordable flight options available from Australia to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 12 December 2025.

Fri 26/1210:40SYD - MDW
2 stops28h 42mDelta
Tue 6/113:28MDW - SYD
2 stops24h 22mDelta
Deal found 10/12$2,589
Sun 28/1210:40SYD - MDW
2 stops28h 42mDelta
Thu 8/111:21MDW - SYD
2 stops26h 29mDelta
Deal found 10/12$3,139
Fri 19/1210:40SYD - MDW
2 stops30h 07mDelta
Sun 28/1209:29MDW - SYD
2 stops28h 21mDelta
Deal found 12/12$3,232
Sun 14/1210:40SYD - MDW
2 stops22h 38mDelta
Fri 2/111:48MDW - SYD
2 stops27h 42mDelta
Deal found 10/12$3,298
Mon 15/1210:40SYD - MDW
2 stops30h 07mDelta
Thu 25/1209:50MDW - SYD
2 stops28h 00mDelta
Deal found 11/12$3,378
Thu 25/1214:15SYD - MDW
2 stops25h 07mDelta
Thu 22/109:50MDW - SYD
2 stops29h 40mDelta
Deal found 11/12$3,777
Thu 18/1216:05MEL - MDW
1 stop38h 54mMultiple Airlines
Tue 30/1208:00MDW - MEL
2 stops44h 30mMultiple Airlines
Deal found 11/12$4,500
Fri 26/1209:10SYD - MDW
2 stops30h 12mKorean Air
Thu 8/106:45MDW - SYD
2 stops31h 10mKorean Air
Deal found 10/12$19,656

Find flight deals from Australia to Midway

Keep the following information in mind while searching for Australia to Midway flight deals. Data was last updated 12 December 2025.

Round-trip from

$1,594

One-way from

$1,208

Popular in

December

Cheapest in

March

Average price

$2,199
Delta
  • Delta
  • 25/1-1/2
  • 4 total stops
  • 67h 53m total
  • Australia to Chicago
Search Deals
14/2
  • 14/2
  • 3 total stops
  • 50h 31m total
  • Australia to Chicago
Search Deals
Highest demand for flights based on searches. 19% potential increase in price ($545 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($102 potential savings vs. average return price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customise your flight search to find flights from Australia to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 647,157 searches. Data last updated 12 December 2025.
Use the filters below to find and compare flights from Australia to Chicago Midway Airport that are best for you.

Fly from

Australia

Fly to

Midway

Route

Depart

Return

Price

BrisbaneChicago

BNE - MDW

BNEMDW

Brisbane

Sun 25/1

10:40-17:29

2 stops22h 49m

Chicago Midway

Sun 1/2

19:16-08:20

2 stops45h 04m

$1,594

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Tue 3/2

10:40-17:29

2 stops23h 49m

Chicago Midway

Fri 20/2

13:49-08:30

2 stops25h 41m

$1,802

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Mon 2/2

10:40-17:55

2 stops24h 15m

Chicago Midway

Thu 19/2

12:46-06:50

2 stops25h 04m

$1,802

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sun 1/2

10:40-18:36

2 stops24h 56m

Chicago Midway

Wed 18/2

13:28-08:30

2 stops26h 02m

$1,802

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 28/5

09:25-18:05

2 stops23h 40m

Chicago Midway

Sat 13/6

13:05-06:35

2 stops26h 30m

$2,140

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sat 7/3

14:15-22:42

2 stops25h 27m

Chicago Midway

Sat 14/3

14:03-07:25

2 stops25h 22m

$2,218

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Mon 26/1

10:40-17:29

2 stops23h 49m

Chicago Midway

Mon 2/2

12:48-08:30

2 stops26h 42m

$2,369

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sat 24/1

14:15-22:22

2 stops25h 07m

Chicago Midway

Sat 31/1

13:26-08:30

2 stops26h 04m

$2,514

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sat 27/12

10:40-17:19

2 stops23h 39m

Chicago Midway

Wed 7/1

11:21-08:30

2 stops28h 09m

$2,589

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Fri 26/12

10:40-22:22

2 stops28h 42m

Chicago Midway

Tue 6/1

13:28-06:50

2 stops24h 22m

$2,589

Flights are sorted by cheapest return flights first.

Deals found on 10/12

Showing 1-10 of 30 results
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Best time to book a flight from Australia to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Australia 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 from Australia to Chicago Midway Airport
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Australia to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Australia to Chicago Midway Airport?

    For as low as $1,594, Delta can have you in Chicago Midway Airport from Australia in 22h 49m. The distance between Australia and Chicago Midway Airport is about 14331 km.

  • What are the most popular routes from Australia to Chicago Midway Airport?

    When deciding which route to take from Australia to Chicago Midway Airport, consider Sydney Kingsford Smith - Chicago Midway, Melbourne - Chicago Midway or Brisbane - Chicago Midway, as they are the most popular.

  • Can I find deals for flights from Australia to Midway that include hotel bookings?

    Yes. In addition to deals on Australia to Midway flights, Cheapflights offers holiday packages that include both flights and hotel.

  • How can I find direct flights from Australia to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Australia to Midway.

  • Can I find deals for business class flights from Australia to Midway?

    Yes. Cheapflights offers flight deals from Australia to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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How does Cheapflights help users find flights from Australia to Midway?

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

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Midway from Australia.

Can Cheapflights find flights from Australia to Midway with no change fees?

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

Can Cheapflights notify me if prices for flights from Australia to Midway become cheaper?

Of course! You can now track prices for flights from Australia to Midway and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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