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Cheap flights from Australia to Chicago Midway Airport from $751

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 5/8. Fares are subject to change and may not be available on all flights or dates of travel.
SYD — MDW
30 Aug — 6 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 31 July 2026.

Wed 5/817:50
SYD
-
MDW
2 stops31h 01m
Multiple Airlines
Sat 22/811:45
MDW
-
SYD
2 stops28h 45m
Multiple Airlines
Deal found 30/7$1,903
Thu 10/917:50
SYD
-
MDW
2 stops33h 09m
Multiple Airlines
Thu 17/906:25
MDW
-
SYD
2 stops34h 05m
Multiple Airlines
Deal found 27/7$2,069
Mon 24/812:00
SYD
-
MDW
1 stop23h 31m
Multiple Airlines
Sun 13/912:54
MDW
-
SYD
1 stop27h 01m
Multiple Airlines
Deal found 29/7$2,152
Tue 8/909:15
SYD
-
MDW
2 stops24h 04m
Delta
Tue 22/913:19
MDW
-
SYD
2 stops26h 31m
Delta
Deal found 31/7$2,173
Mon 10/822:15
BNE
-
MDW
2 stops33h 20m
Multiple Airlines
Tue 11/821:00
MDW
-
BNE
2 stops32h 00m
Multiple Airlines
Deal found 27/7$2,190
Sun 6/909:30
MEL
-
MDW
2 stops26h 01m
Multiple Airlines
Mon 7/906:05
MDW
-
MEL
2 stops34h 25m
Multiple Airlines
Deal found 28/7$2,223
Tue 8/1212:00
MEL
-
MDW
2 stops27h 56m
Delta
Tue 19/113:05
MDW
-
MEL
2 stops27h 45m
Delta
Deal found 29/7$2,468
Thu 10/1212:00
MEL
-
MDW
2 stops23h 04m
Delta
Tue 19/113:00
MDW
-
MEL
2 stops27h 50m
Delta
Deal found 29/7$2,492
Tue 24/1110:40
SYD
-
MDW
2 stops22h 59m
Delta
Mon 30/1112:30
MDW
-
SYD
2 stops27h 00m
Delta
Deal found 28/7$2,515
Thu 8/1010:15
SYD
-
MDW
2 stops23h 45m
Delta
Thu 15/1009:29
MDW
-
SYD
2 stops30h 21m
Delta
Deal found 27/7$2,521
Thu 24/1212:00
MEL
-
MDW
2 stops27h 10m
Delta
Thu 21/113:05
MDW
-
MEL
2 stops27h 45m
Delta
Deal found 28/7$2,575
Fri 25/909:15
SYD
-
MDW
2 stops24h 04m
Delta
Thu 15/1009:29
MDW
-
SYD
2 stops30h 21m
Delta
Deal found 29/7$2,582

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 31 July 2026.

Round-trip from

$2,069

One-way from

$698

Popular in

May

Cheapest in

October

Average price

$1,934
10/9-17/9
  • 10/9-17/9
  • 4 total stops
  • 67h 14m total
  • Australia to Chicago
Search Deals
25/8
  • 25/8
  • 3 total stops
  • 36h 40m total
  • Australia to Chicago
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($207 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 31 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
Fastest return journey

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Mon 24/8

12:00-20:31

1 stop23h 31m

Chicago Midway

Sun 13/9

12:54-06:55

1 stop27h 01m

$2,152

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Tue 8/9

09:15-18:19

2 stops24h 04m

Chicago Midway

Tue 22/9

13:19-06:50

2 stops26h 31m

$2,173

BrisbaneChicago

BNE - MDW

BNEMDW

Brisbane

Mon 10/8

22:15-16:35

2 stops33h 20m

Chicago Midway

Tue 11/8

21:00-20:00

2 stops32h 00m

$2,190

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Sun 6/9

09:30-20:31

2 stops26h 01m

Chicago Midway

Mon 7/9

06:05-07:30

2 stops34h 25m

$2,223

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Wed 9/12

12:00-22:56

2 stops27h 56m

Chicago Midway

Sun 17/1

13:05-09:50

2 stops27h 45m

$2,468

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Tue 8/12

12:00-22:56

2 stops27h 56m

Chicago Midway

Wed 20/1

13:05-09:50

2 stops27h 45m

$2,468

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Thu 10/12

12:00-18:04

2 stops23h 04m

Chicago Midway

Tue 19/1

13:00-09:50

2 stops27h 50m

$2,492

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 8/10

10:15-18:00

2 stops23h 45m

Chicago Midway

Thu 15/10

09:29-07:50

2 stops30h 21m

$2,521

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Thu 24/12

12:00-22:10

2 stops27h 10m

Chicago Midway

Thu 21/1

13:05-09:50

2 stops27h 45m

$2,575

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Fri 25/9

09:15-18:19

2 stops24h 04m

Chicago Midway

Thu 15/10

09:29-07:50

2 stops30h 21m

$2,582

Flights are sorted by cheapest return flights first.

Deals found on 30/7

Showing 1-10 of 43 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 $2,173, 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?

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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