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Cheap flights from Australia to Chicago Midway Airport from $1,070

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 13/12. Fares are subject to change and may not be available on all flights or dates of travel.
SYD — MDW
8 Dec — 15 Dec1
1 adult
1 adult, Economy, 0 bags

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 8 November 2025.

Round-trip from

$2,150

One-way from

$1,070

Popular in

December

Cheapest in

March

Average price

$1,781
Delta
  • Delta
  • 2/2-19/2
  • 4 total stops
  • 49h 54m total
  • Australia to Chicago
Search Deals
13/12
  • 13/12
  • 3 total stops
  • 54h 28m total
  • Australia to Chicago
Search Deals
Highest demand for flights based on searches. 21% potential increase in price ($638 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 November 2025
Search Deals

Find 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 8 November 2025.

Wed 10/1210:40SYD - MDW
2 stops30h 07mDelta
Mon 15/1209:34MDW - SYD
2 stops29h 56mDelta
Deal found 6/11$2,528
Thu 20/1110:40SYD - MDW
2 stops22h 58mDelta
Sun 30/1113:15MDW - SYD
2 stops26h 15mDelta
Deal found 7/11$2,531
Sun 23/1110:40SYD - MDW
2 stops24h 28mDelta
Sun 30/1113:47MDW - SYD
2 stops25h 43mDelta
Deal found 5/11$2,608
Tue 9/1210:40SYD - MDW
2 stops24h 38mDelta
Sun 14/1209:59MDW - SYD
2 stops29h 31mDelta
Deal found 7/11$2,850
Tue 25/1119:15SYD - MDW
2 stops44h 02mMultiple Airlines
Tue 30/1208:00MDW - SYD
1 stop29h 55mMultiple Airlines
Deal found 6/11$2,924
Tue 23/1210:40SYD - MDW
2 stops23h 39mDelta
Tue 30/1212:45MDW - SYD
2 stops26h 45mDelta
Deal found 7/11$3,010
Sat 6/1210:40SYD - MDW
2 stops30h 07mDelta
Sat 13/1209:59MDW - SYD
2 stops29h 31mDelta
Deal found 6/11$3,078
Sun 21/1210:10MEL - MDW
2 stops24h 09mDelta
Sun 28/1217:59MDW - MEL
2 stops45h 01mDelta
Deal found 6/11$3,089
Sun 14/1210:40SYD - MDW
2 stops30h 07mDelta
Fri 2/109:50MDW - SYD
2 stops29h 40mDelta
Deal found 8/11$3,235
Tue 23/1214:00SYD - MDW
2 stops36h 21mMultiple Airlines
Tue 30/1208:00MDW - SYD
1 stop29h 55mMultiple Airlines
Deal found 7/11$3,293
Fri 5/1210:40SYD - MDW
2 stops24h 38mDelta
Fri 12/1209:59MDW - SYD
2 stops29h 31mDelta
Deal found 7/11$3,387

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 8 November 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

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Fri 13/3

09:10-18:34

2 stops25h 24m

Chicago Midway

Fri 27/3

13:05-08:40

2 stops27h 35m

$2,224

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sun 1/2

10:40-17:32

2 stops23h 52m

Chicago Midway

Thu 19/2

12:46-08:30

2 stops26h 44m

$2,225

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Wed 11/3

09:10-18:08

2 stops24h 58m

Chicago Midway

Sun 15/3

13:05-07:00

2 stops49h 55m

$2,525

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Wed 10/12

10:40-23:47

2 stops30h 07m

Chicago Midway

Mon 15/12

09:34-08:30

2 stops29h 56m

$2,528

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 20/11

10:40-16:38

2 stops22h 58m

Chicago Midway

Sun 30/11

13:15-08:30

2 stops26h 15m

$2,531

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Tue 25/11

10:40-16:38

2 stops22h 58m

Chicago Midway

Tue 30/12

12:45-06:50

2 stops25h 05m

$2,531

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sun 23/11

10:40-18:08

2 stops24h 28m

Chicago Midway

Sun 30/11

13:47-08:30

2 stops25h 43m

$2,608

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Tue 9/12

10:40-18:18

2 stops24h 38m

Chicago Midway

Sun 14/12

09:59-08:30

2 stops29h 31m

$2,850

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Tue 25/11

19:15-22:17

2 stops44h 02m

Chicago Midway

Tue 30/12

08:00-06:55

1 stop29h 55m

$2,924

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Tue 23/12

10:40-17:19

2 stops23h 39m

Chicago Midway

Tue 30/12

12:45-08:30

2 stops26h 45m

$3,010

Flights are sorted by cheapest return flights first.

Deals found on 8/11

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 $2,224, Delta can have you in Chicago Midway Airport from Australia in 25h 24m. The distance between Australia and Chicago Midway Airport is about 15554 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 Melbourne - Chicago Midway, Sydney Kingsford Smith - 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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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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