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Cheap flights from Australia to Chicago Midway Airport from $746

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 6/10. Fares are subject to change and may not be available on all flights or dates of travel.
SYD — MDW
25 Aug — 1 Sep1
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 26 July 2026.

Sun 6/913:30
MEL
-
MDW
3 stops36h 25m
Multiple Airlines
Sun 13/906:25
MDW
-
MEL
3 stops39h 00m
Multiple Airlines
Deal found 24/7$1,540
Wed 16/911:35
BNE
-
MDW
3 stops38h 23m
Multiple Airlines
Mon 28/907:25
MDW
-
BNE
3 stops36h 10m
Multiple Airlines
Deal found 22/7$1,885
Thu 6/809:10
SYD
-
MDW
2 stops26h 22m
Multiple Airlines
Sun 23/806:05
MDW
-
SYD
2 stops34h 00m
Multiple Airlines
Deal found 21/7$2,030
Sat 31/1022:35
BNE
-
MDW
2 stops34h 55m
Multiple Airlines
Sat 7/1118:25
MDW
-
BNE
2 stops33h 55m
Multiple Airlines
Deal found 22/7$2,262
Mon 7/906:00
MEL
-
MDW
3 stops29h 31m
Multiple Airlines
Wed 30/907:25
MDW
-
MEL
3 stops37h 40m
Multiple Airlines
Deal found 23/7$2,359
Wed 30/909:15
SYD
-
MDW
2 stops24h 18m
Delta
Sun 11/1009:29
MDW
-
SYD
2 stops30h 21m
Delta
Deal found 23/7$2,451
Wed 9/1210:40
SYD
-
MDW
2 stops22h 59m
Delta
Thu 14/110:35
MDW
-
SYD
2 stops28h 55m
Delta
Deal found 25/7$2,485
Fri 18/910:00
MEL
-
MDW
2 stops23h 33m
Delta
Mon 28/913:00
MDW
-
MEL
2 stops27h 50m
Delta
Deal found 24/7$2,521
Tue 8/1212:00
MEL
-
MDW
2 stops23h 37m
Delta
Tue 19/113:00
MDW
-
MEL
2 stops27h 50m
Delta
Deal found 22/7$2,528
Sun 1/1110:40
SYD
-
MDW
2 stops24h 25m
Delta
Sun 8/1112:28
MDW
-
SYD
2 stops27h 02m
Delta
Deal found 22/7$2,559
Thu 20/822:15
BNE
-
MDW
2 stops34h 00m
Multiple Airlines
Thu 27/821:20
MDW
-
BNE
2 stops31h 40m
Multiple Airlines
Deal found 23/7$2,581
Sat 17/1010:15
SYD
-
MDW
2 stops22h 24m
Delta
Sat 24/1013:28
MDW
-
SYD
2 stops26h 02m
Delta
Deal found 24/7$2,598

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 26 July 2026.

Round-trip from

$1,540

One-way from

$746

Popular in

May

Cheapest in

October

Average price

$1,935
6/9-13/9
  • 6/9-13/9
  • 6 total stops
  • 75h 25m total
  • Australia to Chicago
Search Deals
6/10
  • 6/10
  • 3 total stops
  • 49h 23m total
  • Australia to Chicago
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($209 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($35 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 26 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

Thu 6/8

09:10-20:32

2 stops26h 22m

Chicago Midway

Sun 23/8

06:05-07:05

2 stops34h 00m

$2,030

BrisbaneChicago

BNE - MDW

BNEMDW

Brisbane

Sat 31/10

22:35-18:30

2 stops34h 55m

Chicago Midway

Sat 7/11

18:25-20:20

2 stops33h 55m

$2,262

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Mon 7/9

06:00-20:31

3 stops29h 31m

Chicago Midway

Wed 30/9

07:25-12:05

3 stops37h 40m

$2,359

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Fri 18/9

10:00-18:33

2 stops23h 33m

Chicago Midway

Mon 28/9

13:00-07:50

2 stops27h 50m

$2,521

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Tue 8/12

12:00-18:37

2 stops23h 37m

Chicago Midway

Tue 19/1

13:00-09:50

2 stops27h 50m

$2,528

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sat 17/10

10:15-16:39

2 stops22h 24m

Chicago Midway

Sat 24/10

13:28-07:30

2 stops26h 02m

$2,598

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

$2,650

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Thu 24/12

12:00-22:10

2 stops27h 10m

Chicago Midway

Thu 21/1

13:00-09:50

2 stops27h 50m

$2,652

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Wed 23/12

12:00-22:10

2 stops27h 10m

Chicago Midway

Fri 22/1

13:00-09:50

2 stops27h 50m

$2,655

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Tue 8/9

09:15-18:19

2 stops24h 04m

Chicago Midway

Tue 15/9

14:00-06:50

2 stops25h 50m

$2,747

Flights are sorted by cheapest return flights first.

Deals found on 23/7

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 $2,521, 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 Melbourne - Chicago Midway, Sydney Kingsford Smith - 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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