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Cheap flights from Australia to Chicago Midway Airport from $1,042

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 9/1. Fares are subject to change and may not be available on all flights or dates of travel.
SYD — MDW
27 Dec — 3 Jan1
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 27 November 2025.

Round-trip from

$2,060

One-way from

$1,042

Popular in

December

Cheapest in

March

Average price

$1,776
Delta
  • Delta
  • 13/5-27/5
  • 4 total stops
  • 53h 25m total
  • Australia to Chicago
Search Deals
9/1
  • 9/1
  • 3 total stops
  • 56h 23m total
  • Australia to Chicago
Search Deals
Highest demand for flights based on searches. 21% potential increase in price ($652 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($104 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 27 November 2025.

Thu 4/1210:40SYD - MDW
2 stops30h 07mDelta
Mon 8/1219:02MDW - SYD
2 stops44h 28mDelta
Deal found 25/11$1,800
Wed 24/1210:10MEL - MDW
2 stops29h 12mDelta
Wed 31/1209:29MDW - MEL
2 stops29h 31mDelta
Deal found 25/11$2,171
Thu 25/1214:15SYD - MDW
2 stops25h 07mDelta
Sat 10/113:28MDW - SYD
2 stops24h 22mDelta
Deal found 26/11$2,394
Mon 15/1217:45SYD - MDW
2 stops32h 01mMultiple Airlines
Tue 30/1206:14MDW - SYD
2 stops33h 46mMultiple Airlines
Deal found 25/11$2,575
Fri 26/1210:40BNE - MDW
2 stops22h 39mDelta
Sun 18/117:59MDW - BNE
2 stops46h 21mDelta
Deal found 25/11$2,649
Wed 17/1210:40SYD - MDW
2 stops22h 54mDelta
Fri 2/109:50MDW - SYD
2 stops29h 40mDelta
Deal found 26/11$3,164
Mon 22/1214:15SYD - MDW
2 stops25h 07mDelta
Wed 7/106:45MDW - SYD
2 stops32h 45mDelta
Deal found 26/11$3,166
Sun 28/1210:40BNE - MDW
2 stops22h 39mDelta
Sun 18/117:59MDW - BNE
2 stops46h 21mDelta
Deal found 25/11$3,233
Sun 14/1210:40SYD - MDW
2 stops30h 07mDelta
Fri 2/111:48MDW - SYD
2 stops27h 42mDelta
Deal found 26/11$3,470
Sun 30/1114:05SYD - MDW
1 stop27h 08mMultiple Airlines
Tue 2/1214:49MDW - SYD
3 stops48h 26mMultiple Airlines
Deal found 26/11$3,710
Mon 22/1214:15SYD - MDW
2 stops25h 07mDelta
Mon 5/106:45MDW - SYD
2 stops32h 45mDelta
Deal found 25/11$3,775
Tue 23/1216:05MEL - MDW
1 stop34h 16mMultiple Airlines
Sat 17/108:22MDW - MEL
2 stops27h 38mMultiple Airlines
Deal found 25/11$4,001

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 27 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

Wed 13/5

10:00-21:45

2 stops26h 45m

Chicago Midway

Mon 1/6

14:00-07:40

2 stops26h 40m

$2,060

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Wed 13/5

10:00-21:45

2 stops26h 45m

Chicago Midway

Wed 27/5

14:00-07:40

2 stops26h 40m

$2,060

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 21/5

09:25-18:31

2 stops24h 06m

Chicago Midway

Thu 28/5

13:05-06:35

2 stops26h 30m

$2,136

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Wed 24/12

10:10-22:22

2 stops29h 12m

Chicago Midway

Wed 31/12

09:29-08:00

2 stops29h 31m

$2,171

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Sun 10/5

10:00-18:31

2 stops23h 31m

Chicago Midway

Thu 28/5

18:45-07:40

2 stops45h 55m

$2,209

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Fri 13/3

09:10-17:55

2 stops24h 45m

Chicago Midway

Fri 27/3

12:47-08:40

2 stops27h 53m

$2,209

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Fri 1/5

09:25-18:31

2 stops24h 06m

Chicago Midway

Sat 9/5

13:00-06:35

2 stops26h 35m

$2,211

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 25/12

14:15-22:22

2 stops25h 07m

Chicago Midway

Sat 10/1

13:28-06:50

2 stops24h 22m

$2,394

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Mon 15/12

17:45-08:46

2 stops32h 01m

Chicago Midway

Tue 30/12

06:14-09:00

2 stops33h 46m

$2,575

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Fri 6/3

10:10-22:42

2 stops29h 32m

Chicago Midway

Tue 10/3

17:38-07:00

2 stops45h 22m

$2,581

Flights are sorted by cheapest return flights first.

Deals found on 26/11

Showing 1-10 of 42 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 $2,060, Delta can have you in Chicago Midway Airport from Australia in 26h 45m. 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 Brisbane - Chicago Midway, Sydney Kingsford Smith - 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.

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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