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Cheap flights from Australia to Chicago Midway Airport from $834

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 15/8. Fares are subject to change and may not be available on all flights or dates of travel.
SYD — MDW
23 May — 30 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 23 April 2026.

Wed 3/617:50
SYD
-
MDW
2 stops32h 22m
Multiple Airlines
Wed 10/606:00
MDW
-
SYD
2 stops34h 30m
Multiple Airlines
Deal found 21/4$1,880
Fri 5/610:00
MEL
-
MDW
2 stops23h 33m
Delta
Fri 12/611:05
MDW
-
MEL
2 stops29h 45m
Delta
Deal found 21/4$2,122
Wed 3/610:00
MEL
-
MDW
2 stops23h 33m
Delta
Wed 10/612:45
MDW
-
MEL
2 stops28h 05m
Delta
Deal found 19/4$2,125
Fri 5/609:30
MEL
-
MDW
2 stops40h 34m
Multiple Airlines
Fri 19/606:00
MDW
-
MEL
2 stops34h 30m
Multiple Airlines
Deal found 22/4$2,220
Wed 10/610:00
MEL
-
MDW
2 stops23h 31m
Delta
Wed 17/611:05
MDW
-
MEL
2 stops29h 45m
Delta
Deal found 20/4$2,284
Thu 4/609:15
SYD
-
MDW
2 stops26h 54m
Delta
Wed 12/814:00
MDW
-
SYD
2 stops25h 50m
Delta
Deal found 21/4$2,372
Wed 3/609:15
SYD
-
MDW
2 stops24h 18m
Delta
Wed 10/613:49
MDW
-
SYD
2 stops26h 01m
Delta
Deal found 18/4$2,375
Mon 20/409:15
SYD
-
MDW
2 stops23h 43m
Delta
Sun 3/512:52
MDW
-
SYD
2 stops26h 58m
Delta
Deal found 18/4$2,377
Tue 4/809:15
SYD
-
MDW
2 stops24h 10m
Delta
Sun 30/814:00
MDW
-
SYD
2 stops25h 50m
Delta
Deal found 21/4$2,409
Fri 5/610:00
MEL
-
MDW
2 stops23h 33m
Delta
Wed 17/611:05
MDW
-
MEL
2 stops29h 45m
Delta
Deal found 22/4$2,434
Tue 23/609:15
SYD
-
MDW
2 stops24h 03m
Delta
Wed 22/713:49
MDW
-
SYD
2 stops26h 01m
Delta
Deal found 21/4$2,445
Fri 12/609:15
SYD
-
MDW
2 stops24h 16m
Delta
Sun 12/711:05
MDW
-
SYD
2 stops28h 45m
Delta
Deal found 22/4$2,466

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 23 April 2026.

Round-trip from

$1,880

One-way from

$834

Popular in

April

Cheapest in

August

Average price

$2,223
3/6-10/6
  • 3/6-10/6
  • 4 total stops
  • 66h 52m total
  • Australia to Chicago
Search Deals
15/8
  • 15/8
  • 3 total stops
  • 46h 42m total
  • Australia to Chicago
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($200 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($69 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 23 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 5/6

10:00-18:33

2 stops23h 33m

Chicago Midway

Fri 12/6

11:05-07:50

2 stops29h 45m

$2,122

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Wed 3/6

10:00-18:33

2 stops23h 33m

Chicago Midway

Wed 10/6

12:45-07:50

2 stops28h 05m

$2,125

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Wed 10/6

10:00-18:31

2 stops23h 31m

Chicago Midway

Wed 17/6

11:05-07:50

2 stops29h 45m

$2,284

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 4/6

09:15-21:09

2 stops26h 54m

Chicago Midway

Wed 12/8

14:00-06:50

2 stops25h 50m

$2,372
Fastest return journey

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Tue 4/8

09:15-18:25

2 stops24h 10m

Chicago Midway

Sun 30/8

14:00-06:50

2 stops25h 50m

$2,409

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Fri 5/6

10:00-18:33

2 stops23h 33m

Chicago Midway

Wed 17/6

11:05-07:50

2 stops29h 45m

$2,434

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Fri 5/6

10:00-18:33

2 stops23h 33m

Chicago Midway

Sun 21/6

19:16-07:50

2 stops45h 34m

$2,434

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 4/6

09:15-18:33

2 stops24h 18m

Chicago Midway

Thu 11/6

13:49-06:50

2 stops26h 01m

$2,445

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Tue 23/6

09:15-18:18

2 stops24h 03m

Chicago Midway

Mon 20/7

17:10-06:50

2 stops46h 40m

$2,445

BrisbaneChicago

BNE - MDW

BNEMDW

Brisbane

Mon 1/6

22:15-17:00

2 stops33h 45m

Chicago Midway

Sat 6/6

21:00-20:00

2 stops32h 00m

$2,479

Flights are sorted by cheapest return flights first.

Deals found on 21/4

Showing 1-10 of 55 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 $2,122, 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?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Midway from Australia today with Cheapflights!

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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