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Cheap flights from Australia to Chicago Midway Airport from $963

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 7/9. Fares are subject to change and may not be available on all flights or dates of travel.
SYD — MDW
27 Aug — 3 Sep1
1 adult

Cheap flight deals from Australia to Midway

Keep the following information in mind while searching for Australia to Midway flight deals. Data was last updated 22 August 2025.

Round-trip from

$2,229

One-way from

$963

Popular in

December

Cheapest in

February

Average price

$1,617
Delta
  • Delta
  • 15/11-22/11
  • 4 total stops
  • 54h 56m total
  • Australia to Chicago
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7/9
  • 7/9
  • 2 total stops
  • 28h 00m total
  • Australia to Chicago
Search Deals
Highest demand for flights based on searches. 22% potential increase in price ($728 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($121 potential savings vs. average return price).
Search Deals
Average for round-trip flights in August 2025
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Find flight deals from Australia to Midway

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 22 August 2025.

Sat 15/1110:40SYD - MDW
2 stops24h 56mDelta
Sat 22/1109:30MDW - SYD
2 stops30h 00mDelta
Deal found 21/8$2,229
Thu 4/909:25SYD - MDW
2 stops27h 01mDelta
Sun 7/913:43MDW - SYD
2 stops25h 52mDelta
Deal found 20/8$2,529
Thu 16/1010:25SYD - MDW
2 stops23h 18mDelta
Wed 22/1010:35MDW - SYD
2 stops29h 00mDelta
Deal found 19/8$2,543
Sun 31/809:25SYD - MDW
2 stops23h 12mDelta
Tue 16/909:35MDW - SYD
2 stops30h 00mDelta
Deal found 20/8$2,619
Sat 20/909:25SYD - MDW
2 stops24h 10mDelta
Sat 27/913:43MDW - SYD
2 stops25h 52mDelta
Deal found 21/8$2,795
Sun 21/909:25SYD - MDW
2 stops24h 10mDelta
Fri 26/912:43MDW - SYD
2 stops26h 52mDelta
Deal found 21/8$2,945
Sun 5/1010:25SYD - MDW
2 stops27h 11mDelta
Sun 12/1013:08MDW - SYD
2 stops26h 27mDelta
Deal found 21/8$2,995
Sun 14/1210:40SYD - MDW
2 stops24h 56mDelta
Fri 2/110:08MDW - SYD
2 stops29h 22mDelta
Deal found 21/8$3,420
Thu 4/909:30SYD - MDW
2 stops42h 41mMultiple Airlines
Sun 7/910:18MDW - SYD
1 stop29h 37mMultiple Airlines
Deal found 20/8$4,381
Mon 6/1010:25SYD - MDW
2 stops24h 00mDelta
Sat 18/1013:11MDW - SYD
2 stops26h 24mDelta
Deal found 21/8$6,875
Sun 5/1008:30BNE - MDW
2 stops42h 58mKorean Air
Sun 12/1009:20MDW - BNE
2 stops30h 25mKorean Air
Deal found 21/8$8,202
Thu 16/1008:40BNE - MDW
2 stops42h 48mMultiple Airlines
Sun 19/1009:35MDW - BNE
2 stops30h 10mMultiple Airlines
Deal found 21/8$8,248

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 22 August 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

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sat 15/11

10:40-18:36

2 stops24h 56m

Chicago Midway

Sat 22/11

09:30-08:30

2 stops30h 00m

$2,229

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 4/9

09:25-21:26

2 stops27h 01m

Chicago Midway

Sun 7/9

13:43-06:35

2 stops25h 52m

$2,529

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 16/10

10:25-17:43

2 stops23h 18m

Chicago Midway

Wed 22/10

10:35-07:35

2 stops29h 00m

$2,543

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sun 31/8

09:25-17:37

2 stops23h 12m

Chicago Midway

Tue 16/9

09:35-06:35

2 stops30h 00m

$2,619

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sat 20/9

09:25-18:35

2 stops24h 10m

Chicago Midway

Sat 27/9

13:43-06:35

2 stops25h 52m

$2,795

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sun 21/9

09:25-18:35

2 stops24h 10m

Chicago Midway

Fri 26/9

12:43-06:35

2 stops26h 52m

$2,945

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sun 5/10

10:25-21:36

2 stops27h 11m

Chicago Midway

Sun 12/10

13:08-07:35

2 stops26h 27m

$2,995

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sun 14/12

10:40-18:36

2 stops24h 56m

Chicago Midway

Fri 2/1

10:08-08:30

2 stops29h 22m

$3,420

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 4/9

09:30-13:11

2 stops42h 41m

Chicago Midway

Sun 7/9

10:18-06:55

1 stop29h 37m

$4,381

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Mon 6/10

10:25-18:25

2 stops24h 00m

Chicago Midway

Sat 18/10

13:11-07:35

2 stops26h 24m

$6,875

Flights are sorted by cheapest return flights first.

Deals found on 21/8

Showing 1-10 of 35 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 $2,229, Delta can have you in Chicago Midway Airport from Australia in 24h 56m. The distance between Australia and Chicago Midway Airport is about 14861 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, Brisbane - Chicago Midway or Melbourne - 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.

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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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