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Cheap flights from Australia to Chicago Midway Airport from $905

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 29/10. Fares are subject to change and may not be available on all flights or dates of travel.
SYD — MDW
21 Jul — 28 Jul1
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 21 June 2026.

Wed 9/913:15
SYD
-
MDW
3 stops36h 43m
Multiple Airlines
Mon 14/907:25
MDW
-
SYD
3 stops47h 45m
Multiple Airlines
Deal found 16/6$1,393
Sun 13/909:15
SYD
-
MDW
2 stops23h 50m
Delta
Tue 13/1009:30
MDW
-
SYD
2 stops30h 20m
Delta
Deal found 16/6$1,536
Fri 24/710:00
MEL
-
MDW
2 stops23h 25m
Delta
Sun 2/818:58
MDW
-
MEL
2 stops45h 52m
Delta
Deal found 17/6$1,539
Sat 20/623:50
BNE
-
MDW
3 stops50h 19m
Multiple Airlines
Sat 27/606:00
MDW
-
BNE
3 stops37h 40m
Multiple Airlines
Deal found 16/6$1,748
Fri 6/1110:40
SYD
-
MDW
2 stops28h 30m
Delta
Mon 16/1112:30
MDW
-
SYD
2 stops27h 00m
Delta
Deal found 17/6$1,756
Wed 11/1110:40
SYD
-
MDW
2 stops24h 57m
Delta
Mon 16/1113:00
MDW
-
SYD
2 stops26h 30m
Delta
Deal found 18/6$2,108
Sat 7/1110:40
SYD
-
MDW
2 stops24h 57m
Delta
Wed 18/1113:00
MDW
-
SYD
2 stops26h 30m
Delta
Deal found 17/6$2,144
Thu 1/1009:15
SYD
-
MDW
2 stops23h 56m
Delta
Fri 9/1009:30
MDW
-
SYD
2 stops30h 20m
Delta
Deal found 17/6$2,167
Sat 5/1210:40
SYD
-
MDW
2 stops24h 57m
Delta
Thu 14/109:30
MDW
-
SYD
2 stops30h 00m
Delta
Deal found 18/6$2,168
Wed 24/610:00
MEL
-
MDW
2 stops27h 17m
Delta
Wed 15/709:54
MDW
-
MEL
2 stops30h 56m
Delta
Deal found 20/6$2,191
Wed 24/610:00
MEL
-
MDW
2 stops27h 17m
Delta
Wed 1/709:17
MDW
-
MEL
2 stops31h 33m
Delta
Deal found 16/6$2,210
Mon 9/1110:40
SYD
-
MDW
2 stops23h 10m
Delta
Fri 20/1112:30
MDW
-
SYD
2 stops27h 00m
Delta
Deal found 17/6$2,278

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 21 June 2026.

Round-trip from

$1,353

One-way from

$905

Popular in

May

Cheapest in

August

Average price

$1,882
3/8-17/8
  • 3/8-17/8
  • 6 total stops
  • 70h 36m total
  • Australia to Chicago
Search Deals
Delta
  • Delta
  • 29/10
  • 2 total stops
  • 23h 10m total
  • Australia to Chicago
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($234 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 June 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 21 June 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 24/7

10:00-18:25

2 stops23h 25m

Chicago Midway

Sun 2/8

18:58-07:50

2 stops45h 52m

$1,539

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Wed 11/11

10:40-18:37

2 stops24h 57m

Chicago Midway

Mon 16/11

13:00-08:30

2 stops26h 30m

$2,108

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 1/10

09:15-18:33

2 stops24h 18m

Chicago Midway

Fri 9/10

13:00-07:50

2 stops26h 50m

$2,261

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Mon 27/7

09:15-18:18

2 stops24h 03m

Chicago Midway

Mon 10/8

13:25-06:50

2 stops26h 25m

$2,372

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Fri 10/7

09:15-18:18

2 stops24h 03m

Chicago Midway

Sun 26/7

09:54-06:50

2 stops29h 56m

$2,446

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sun 19/7

09:15-18:18

2 stops24h 03m

Chicago Midway

Sun 26/7

09:54-06:50

2 stops29h 56m

$2,446

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Fri 18/9

09:15-18:33

2 stops24h 18m

Chicago Midway

Fri 2/10

13:47-06:50

2 stops26h 03m

$2,608

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Wed 9/9

09:15-18:19

2 stops24h 04m

Chicago Midway

Mon 14/9

13:00-06:50

2 stops26h 50m

$2,700

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 16/7

09:15-18:25

2 stops24h 10m

Chicago Midway

Sat 1/8

09:54-06:50

2 stops29h 56m

$2,711

BrisbaneChicago

BNE - MDW

BNEMDW

Brisbane

Thu 9/7

22:15-17:40

2 stops34h 25m

Chicago Midway

Sat 11/7

21:00-20:00

2 stops32h 00m

$2,728

Flights are sorted by cheapest return flights first.

Deals found on 17/6

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 $1,539, Delta can have you in Chicago Midway Airport from Australia in 23h 25m. 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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