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Cheap flights from Australia to Chicago Midway Airport from $1,091

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 16/2. Fares are subject to change and may not be available on all flights or dates of travel.
SYD — MDW
15 Feb — 22 Feb1
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 16 January 2026.

Round-trip from

$1,598

One-way from

$1,091

Popular in

December

Cheapest in

February

Average price

$1,481
Delta
  • Delta
  • 1/3-8/3
  • 4 total stops
  • 67h 57m total
  • Australia to Chicago
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16/2
  • 16/2
  • 3 total stops
  • 51h 07m total
  • Australia to Chicago
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($457 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($78 potential savings vs. average return price).
Search Deals
Average for round-trip flights in January 2026
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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 16 January 2026.

Sun 1/310:40
BNE
-
MDW
2 stops22h 57m
Delta
Sun 8/319:20
MDW
-
BNE
2 stops45h 00m
Delta
Deal found 14/1$1,598
Sun 1/310:10
MEL
-
MDW
2 stops24h 27m
Delta
Sun 8/318:34
MDW
-
MEL
2 stops44h 26m
Delta
Deal found 15/1$1,604
Fri 13/309:10
MEL
-
MDW
2 stops24h 44m
Delta
Fri 27/310:45
MDW
-
MEL
2 stops30h 05m
Delta
Deal found 15/1$1,680
Tue 3/210:40
SYD
-
MDW
2 stops23h 49m
Delta
Wed 18/213:49
MDW
-
SYD
2 stops25h 41m
Delta
Deal found 15/1$1,729
Sun 26/710:00
MEL
-
MDW
2 stops23h 31m
Delta
Tue 4/818:45
MDW
-
MEL
2 stops46h 05m
Delta
Deal found 15/1$2,146
Wed 18/210:40
SYD
-
MDW
2 stops24h 05m
Delta
Sun 1/312:45
MDW
-
SYD
2 stops25h 05m
Delta
Deal found 12/1$2,378
Fri 3/710:00
MEL
-
MDW
2 stops23h 31m
Delta
Mon 27/713:05
MDW
-
MEL
2 stops27h 45m
Delta
Deal found 14/1$2,411
Sun 1/310:40
SYD
-
MDW
2 stops24h 05m
Delta
Sun 8/314:05
MDW
-
SYD
2 stops25h 20m
Delta
Deal found 15/1$2,446
Fri 20/210:40
SYD
-
MDW
2 stops24h 05m
Delta
Sat 28/211:45
MDW
-
SYD
2 stops27h 45m
Delta
Deal found 14/1$2,521
Tue 6/1010:15
SYD
-
MDW
2 stops24h 22m
Delta
Mon 12/1013:00
MDW
-
SYD
2 stops26h 35m
Delta
Deal found 14/1$2,524
Thu 5/210:40
SYD
-
MDW
2 stops23h 49m
Delta
Sun 8/210:48
MDW
-
SYD
2 stops27h 02m
Delta
Deal found 14/1$2,526
Thu 29/110:40
SYD
-
MDW
2 stops23h 49m
Delta
Wed 11/213:51
MDW
-
SYD
2 stops25h 39m
Delta
Deal found 13/1$2,529

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 16 January 2026.
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 1/3

10:40-17:37

2 stops22h 57m

Chicago Midway

Sun 8/3

19:20-07:20

2 stops45h 00m

$1,598

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Sun 1/3

10:10-17:37

2 stops24h 27m

Chicago Midway

Sun 8/3

18:34-07:00

2 stops44h 26m

$1,604

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Fri 13/3

09:10-17:54

2 stops24h 44m

Chicago Midway

Fri 27/3

10:45-08:50

2 stops30h 05m

$1,680

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Tue 3/2

10:40-17:29

2 stops23h 49m

Chicago Midway

Wed 18/2

13:49-08:30

2 stops25h 41m

$1,729

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Wed 18/2

10:40-17:45

2 stops24h 05m

Chicago Midway

Sun 1/3

12:45-06:50

2 stops25h 05m

$2,378

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Fri 3/7

10:00-18:31

2 stops23h 31m

Chicago Midway

Mon 27/7

13:05-07:50

2 stops27h 45m

$2,411

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sun 1/3

10:40-17:45

2 stops24h 05m

Chicago Midway

Sun 8/3

14:05-07:25

2 stops25h 20m

$2,446

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Fri 20/2

10:40-17:45

2 stops24h 05m

Chicago Midway

Sat 28/2

11:45-08:30

2 stops27h 45m

$2,521

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sat 28/2

14:15-22:31

2 stops25h 16m

Chicago Midway

Sat 7/3

11:45-06:50

2 stops26h 05m

$2,526

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 5/2

10:40-17:29

2 stops23h 49m

Chicago Midway

Sun 8/2

10:48-06:50

2 stops27h 02m

$2,526

Flights are sorted by cheapest return flights first.

Deals found on 12/1

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 $1,598, Delta can have you in Chicago Midway Airport from Australia in 22h 57m. 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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