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Cheap flights from Australia to Chicago Midway Airport from $1,194

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 23/5. Fares are subject to change and may not be available on all flights or dates of travel.
SYD — MDW
6 May — 13 May1
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 6 April 2026.

Fri 8/510:00
MEL
-
MDW
2 stops23h 33m
Delta
Fri 22/512:53
MDW
-
MEL
2 stops27h 57m
Delta
Deal found 3/4$2,124
Wed 20/510:00
MEL
-
MDW
2 stops23h 33m
Delta
Wed 27/513:22
MDW
-
MEL
2 stops27h 28m
Delta
Deal found 5/4$2,127
Wed 6/510:00
MEL
-
MDW
2 stops27h 28m
Delta
Fri 15/513:22
MDW
-
MEL
2 stops27h 28m
Delta
Deal found 1/4$2,136
Mon 4/509:15
SYD
-
MDW
2 stops23h 43m
Delta
Tue 26/512:53
MDW
-
SYD
2 stops26h 57m
Delta
Deal found 3/4$2,375
Tue 19/509:15
SYD
-
MDW
2 stops23h 41m
Delta
Tue 26/510:59
MDW
-
SYD
2 stops28h 51m
Delta
Deal found 4/4$2,378
Tue 9/609:15
SYD
-
MDW
2 stops24h 03m
Delta
Tue 7/713:49
MDW
-
SYD
2 stops26h 01m
Delta
Deal found 3/4$2,410
Fri 8/513:30
MEL
-
MDW
3 stops36h 34m
Multiple Airlines
Mon 8/606:00
MDW
-
MEL
3 stops39h 25m
Multiple Airlines
Deal found 4/4$2,411
Wed 3/609:15
SYD
-
MDW
2 stops23h 41m
Delta
Fri 12/612:45
MDW
-
SYD
2 stops27h 05m
Delta
Deal found 5/4$2,436
Mon 4/509:15
SYD
-
MDW
2 stops23h 43m
Delta
Thu 21/509:23
MDW
-
SYD
2 stops30h 27m
Delta
Deal found 2/4$2,443
Wed 6/509:15
SYD
-
MDW
2 stops23h 43m
Delta
Thu 28/513:22
MDW
-
SYD
2 stops26h 28m
Delta
Deal found 3/4$2,445
Wed 21/1010:15
SYD
-
MDW
2 stops22h 35m
Delta
Wed 4/1113:00
MDW
-
SYD
2 stops26h 30m
Delta
Deal found 5/4$2,449
Sun 17/509:15
SYD
-
MDW
2 stops26h 54m
Delta
Sun 24/513:59
MDW
-
SYD
2 stops25h 51m
Delta
Deal found 2/4$2,458

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 6 April 2026.

Round-trip from

$2,124

One-way from

$1,194

Popular in

April

Cheapest in

August

Average price

$2,307
Delta
  • Delta
  • 8/5-22/5
  • 4 total stops
  • 51h 30m total
  • Australia to Chicago
Search Deals
23/5
  • 23/5
  • 2 total stops
  • 39h 57m total
  • Australia to Chicago
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($197 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($75 potential savings vs. average return price).
Search Deals
Average for round-trip flights in April 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 6 April 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

Fri 8/5

10:00-18:33

2 stops23h 33m

Chicago Midway

Fri 22/5

12:53-07:50

2 stops27h 57m

$2,124

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Wed 20/5

10:00-18:33

2 stops23h 33m

Chicago Midway

Wed 27/5

13:22-07:50

2 stops27h 28m

$2,127

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Wed 6/5

10:00-22:28

2 stops27h 28m

Chicago Midway

Fri 15/5

13:22-07:50

2 stops27h 28m

$2,136

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Sun 17/5

10:00-18:33

2 stops23h 33m

Chicago Midway

Sun 24/5

19:13-07:50

2 stops45h 37m

$2,136

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 28/5

09:15-21:09

2 stops26h 54m

Chicago Midway

Wed 10/6

13:16-06:50

2 stops26h 34m

$2,375

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Mon 18/5

09:15-17:56

2 stops23h 41m

Chicago Midway

Mon 25/5

12:53-06:50

2 stops26h 57m

$2,375

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Tue 19/5

09:15-17:56

2 stops23h 41m

Chicago Midway

Tue 26/5

10:59-06:50

2 stops28h 51m

$2,378

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Fri 8/5

13:30-11:04

3 stops36h 34m

Chicago Midway

Mon 8/6

06:00-12:25

3 stops39h 25m

$2,411

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Wed 3/6

09:15-17:56

2 stops23h 41m

Chicago Midway

Fri 12/6

12:45-06:50

2 stops27h 05m

$2,436

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sun 17/5

09:15-21:09

2 stops26h 54m

Chicago Midway

Sun 24/5

13:59-06:50

2 stops25h 51m

$2,458

Flights are sorted by cheapest return flights first.

Deals found on 5/4

Showing 1-10 of 33 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 $2,124, Delta can have you in Chicago Midway Airport from Australia in 23h 33m. 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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