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Cheap flights from Australia to Chicago Midway Airport from $1,148

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 2/10. Fares are subject to change and may not be available on all flights or dates of travel.
SYD — MDW
15 Aug — 22 Aug1
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 16 July 2026.

Mon 3/813:15
SYD
-
MDW
3 stops36h 52m
Multiple Airlines
Tue 18/806:05
MDW
-
SYD
3 stops49h 20m
Multiple Airlines
Deal found 13/7$1,384
Sun 2/814:10
SYD
-
MDW
3 stops35h 57m
Multiple Airlines
Mon 17/811:06
MDW
-
SYD
3 stops33h 44m
Multiple Airlines
Deal found 12/7$1,453
Thu 10/906:00
MEL
-
MDW
3 stops30h 58m
Multiple Airlines
Thu 17/907:25
MDW
-
MEL
3 stops36h 40m
Multiple Airlines
Deal found 13/7$2,155
Tue 11/822:15
BNE
-
MDW
2 stops36h 45m
Multiple Airlines
Tue 18/820:45
MDW
-
BNE
2 stops32h 15m
Multiple Airlines
Deal found 14/7$2,173
Tue 15/909:15
SYD
-
MDW
2 stops24h 04m
Delta
Mon 19/1013:28
MDW
-
SYD
2 stops26h 22m
Delta
Deal found 11/7$2,433
Mon 12/1010:15
SYD
-
MDW
2 stops22h 24m
Delta
Tue 20/1013:00
MDW
-
SYD
2 stops26h 50m
Delta
Deal found 15/7$2,435
Wed 30/909:15
SYD
-
MDW
2 stops24h 04m
Delta
Tue 13/1013:28
MDW
-
SYD
2 stops26h 22m
Delta
Deal found 15/7$2,448
Tue 8/1210:40
SYD
-
MDW
2 stops28h 30m
Delta
Thu 14/113:00
MDW
-
SYD
2 stops26h 30m
Delta
Deal found 13/7$2,470
Thu 1/1009:15
SYD
-
MDW
2 stops24h 04m
Delta
Fri 9/1009:29
MDW
-
SYD
2 stops30h 21m
Delta
Deal found 14/7$2,500
Wed 28/1011:00
MEL
-
MDW
2 stops23h 05m
Delta
Wed 4/1117:21
MDW
-
MEL
2 stops47h 29m
Delta
Deal found 12/7$2,509
Fri 24/712:00
SYD
-
MDW
1 stop20h 22m
Multiple Airlines
Tue 28/717:46
MDW
-
SYD
2 stops34h 54m
Multiple Airlines
Deal found 14/7$2,539
Thu 24/1212:00
MEL
-
MDW
2 stops27h 10m
Delta
Thu 21/113:00
MDW
-
MEL
2 stops27h 50m
Delta
Deal found 15/7$2,558

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 16 July 2026.

Round-trip from

$1,384

One-way from

$1,148

Popular in

May

Cheapest in

October

Average price

$1,930
3/8-18/8
  • 3/8-18/8
  • 6 total stops
  • 86h 12m total
  • Australia to Chicago
Search Deals
2/10
  • 2/10
  • 2 total stops
  • 32h 08m 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. 1% potential price decrease ($34 potential savings vs. average return price).
Search Deals
Average for round-trip flights in July 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 16 July 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

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sun 2/8

17:50-11:07

2 stops32h 17m

Chicago Midway

Mon 17/8

11:06-07:30

2 stops29h 24m

$1,849

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Thu 10/9

06:00-21:58

3 stops30h 58m

Chicago Midway

Thu 17/9

07:25-11:05

3 stops36h 40m

$2,155

BrisbaneChicago

BNE - MDW

BNEMDW

Brisbane

Tue 11/8

22:15-20:00

2 stops36h 45m

Chicago Midway

Tue 18/8

20:45-20:00

2 stops32h 15m

$2,173

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Tue 15/9

09:15-18:19

2 stops24h 04m

Chicago Midway

Mon 19/10

13:28-07:50

2 stops26h 22m

$2,433

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Wed 30/9

09:15-18:19

2 stops24h 04m

Chicago Midway

Tue 13/10

13:28-07:50

2 stops26h 22m

$2,448

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Tue 8/12

10:40-22:10

2 stops28h 30m

Chicago Midway

Thu 14/1

13:00-08:30

2 stops26h 30m

$2,470

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sat 10/10

10:15-16:39

2 stops22h 24m

Chicago Midway

Mon 19/10

09:59-07:50

2 stops29h 51m

$2,508

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Fri 23/10

10:15-18:05

2 stops23h 50m

Chicago Midway

Mon 26/10

12:28-07:30

2 stops27h 02m

$2,508

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 1/10

09:15-18:19

2 stops24h 04m

Chicago Midway

Fri 9/10

09:29-07:50

2 stops30h 21m

$2,508

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Wed 28/10

11:00-18:05

2 stops23h 05m

Chicago Midway

Wed 4/11

17:21-09:50

2 stops47h 29m

$2,509

Flights are sorted by cheapest return flights first.

Deals found on 15/7

Showing 1-10 of 50 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 $2,433, Delta can have you in Chicago Midway Airport from Australia in 24h 04m. The distance between Australia and Chicago Midway Airport is about 14861 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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