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Cheap flights from Australia to Chicago Midway Airport from $1,002

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 4/5. Fares are subject to change and may not be available on all flights or dates of travel.
SYD — MDW
8 Apr — 15 Apr1
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 9 March 2026.

Wed 22/410:00
MEL
-
MDW
2 stops27h 28m
Delta
Wed 29/414:12
MDW
-
MEL
2 stops26h 38m
Delta
Deal found 7/3$1,585
Fri 17/410:00
MEL
-
MDW
2 stops27h 28m
Delta
Fri 24/414:12
MDW
-
MEL
2 stops26h 38m
Delta
Deal found 3/3$1,696
Thu 19/309:40
SYD
-
MDW
2 stops24h 14m
Delta
Thu 2/413:10
MDW
-
SYD
2 stops26h 40m
Delta
Deal found 4/3$1,836
Thu 12/309:40
SYD
-
MDW
2 stops24h 14m
Delta
Wed 25/313:10
MDW
-
SYD
2 stops26h 15m
Delta
Deal found 4/3$1,848
Sun 19/409:15
SYD
-
MDW
2 stops23h 43m
Delta
Sun 26/413:24
MDW
-
SYD
2 stops26h 26m
Delta
Deal found 5/3$1,858
Fri 10/709:15
SYD
-
MDW
2 stops24h 16m
Delta
Sun 26/713:00
MDW
-
SYD
2 stops26h 50m
Delta
Deal found 6/3$1,871
Sat 18/409:15
SYD
-
MDW
2 stops24h 21m
Delta
Sat 25/413:24
MDW
-
SYD
2 stops26h 26m
Delta
Deal found 4/3$1,891
Thu 19/313:05
SYD
-
MDW
1 stop27h 43m
Multiple Airlines
Thu 2/417:11
MDW
-
SYD
2 stops27h 39m
Multiple Airlines
Deal found 4/3$2,053
Fri 12/609:15
SYD
-
MDW
2 stops27h 30m
Delta
Sun 12/713:00
MDW
-
SYD
2 stops26h 50m
Delta
Deal found 4/3$2,083
Fri 13/309:10
MEL
-
MDW
2 stops24h 44m
Delta
Fri 27/309:35
MDW
-
MEL
2 stops31h 15m
Delta
Deal found 5/3$2,086
Fri 12/609:15
SYD
-
MDW
2 stops27h 30m
Delta
Fri 3/709:30
MDW
-
SYD
2 stops30h 20m
Delta
Deal found 5/3$2,094
Thu 9/709:15
SYD
-
MDW
2 stops27h 30m
Delta
Mon 3/813:05
MDW
-
SYD
2 stops26h 45m
Delta
Deal found 6/3$2,144

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 9 March 2026.

Round-trip from

$1,585

One-way from

$1,002

Popular in

December

Cheapest in

August

Average price

$1,582
Delta
  • Delta
  • 22/4-29/4
  • 4 total stops
  • 54h 06m total
  • Australia to Chicago
Search Deals
4/5
  • 4/5
  • 2 total stops
  • 41h 00m total
  • Australia to Chicago
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($107 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($33 potential savings vs. average return price).
Search Deals
Average for round-trip flights in March 2026
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 9 March 2026.
Use the filters below to find and compare flights from Australia to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Wed 22/4

10:00-22:28

2 stops27h 28m

Chicago Midway

Wed 29/4

14:12-07:50

2 stops26h 38m

$1,585

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Fri 17/4

10:00-22:28

2 stops27h 28m

Chicago Midway

Fri 24/4

14:12-07:50

2 stops26h 38m

$1,696

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 12/3

09:40-17:54

2 stops24h 14m

Chicago Midway

Sat 28/3

13:10-07:50

2 stops26h 40m

$1,848

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 12/3

09:40-17:54

2 stops24h 14m

Chicago Midway

Wed 25/3

13:10-07:25

2 stops26h 15m

$1,848

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sun 19/4

09:15-17:58

2 stops23h 43m

Chicago Midway

Sun 26/4

13:24-06:50

2 stops26h 26m

$1,858

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Wed 11/3

09:40-17:54

2 stops24h 14m

Chicago Midway

Wed 18/3

10:45-07:25

2 stops28h 40m

$1,858
Fastest return journey

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Tue 19/5

09:15-17:56

2 stops23h 41m

Chicago Midway

Tue 9/6

14:00-06:50

2 stops25h 50m

$1,858

BrisbaneChicago

BNE - MDW

BNEMDW

Brisbane

Tue 21/7

22:15-22:55

2 stops39h 40m

Chicago Midway

Thu 6/8

20:45-20:00

2 stops32h 15m

$2,184

BrisbaneChicago

BNE - MDW

BNEMDW

Brisbane

Tue 21/7

22:15-17:10

2 stops33h 55m

Chicago Midway

Tue 4/8

21:00-20:00

2 stops32h 00m

$2,184

BrisbaneChicago

BNE - MDW

BNEMDW

Brisbane

Mon 13/7

22:15-17:10

2 stops33h 55m

Chicago Midway

Tue 15/9

20:30-20:00

2 stops32h 30m

$2,345

Flights are sorted by cheapest return flights first.

Deals found on 8/3

Showing 1-10 of 48 resultsSorted by cheapest first
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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 $1,585, Delta can have you in Chicago Midway Airport from Australia in 27h 28m. 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 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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