Cheap flights from Australia to Chicago Midway Airport from $1,162

SYD — MDW
20 Oct — 27 Oct1
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

Thu 8/1010:30 -
2 stops29h 13m
Sat 24/1006:21 -
2 stops34h 19m
Deal found 19/9$1,933
Fri 9/1010:10 -
2 stops28h 12m
Sat 24/1006:21 -
2 stops32h 04m
Deal found 18/9$1,954
Tue 3/1107:30 -
3 stops33h 17m
Tue 10/1106:16 -
3 stops39h 19m
Deal found 19/9$1,989
Sun 1/1111:30 -
2 stops29h 17m
Sun 8/1106:16 -
3 stops39h 19m
Deal found 17/9$2,228
Thu 3/1210:40 -
2 stops29h 15m
Mon 11/109:30 -
2 stops30h 00m
Deal found 16/9$2,442
Tue 8/1210:10 -
2 stops23h 40m
Wed 13/113:00 -
2 stops26h 00m
Deal found 19/9$2,444
Tue 10/1110:40 -
2 stops24h 24m
Tue 17/1113:31 -
2 stops25h 59m
Deal found 18/9$2,444
Sun 22/1110:40 -
2 stops22h 59m
Sun 6/1212:39 -
2 stops26h 51m
Deal found 18/9$2,514
Wed 11/1110:10 -
2 stops23h 29m
Sat 21/1111:27 -
2 stops27h 33m
Deal found 17/9$2,517
Sun 6/1210:40 -
2 stops24h 21m
Tue 12/113:00 -
2 stops24h 50m
Deal found 16/9$2,517
Thu 10/1210:10 -
2 stops29h 44m
Thu 21/112:30 -
2 stops26h 30m
Deal found 19/9$2,518
Fri 4/1210:40 -
2 stops24h 21m
Sun 13/1209:37 -
2 stops29h 53m
Deal found 19/9$2,518

Find flight deals from Australia to Midway

Round-trip from

$1,933

One-way from

$1,162

Popular in

May

Cheapest in

October

Average price

$1,770
8/10-24/10
  • 8/10-24/10
  • 4 total stops
  • 63h 32m total
  • Australia to Chicago
10/11-31/12
  • 10/11-31/12
  • 3 total stops
  • 57h 00m total
  • Australia to Chicago
Highest demand for flights based on searches. 7% potential increase in price ($216 potential increase over avg. return price).
Cheapest flight prices on average. 2% potential price decrease ($68 potential savings vs. average return price).
Average for round-trip flights in September 2026

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Australia to Chicago Midway Airport that are best for you.

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Route

Depart

Return

Price

Cheapest return flight

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Tue 10/11

19:25-11:25

3 stops57h 00m

Chicago Midway

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,162

BrisbaneChicago

BNE Brisbane - MDW Chicago Midway

BNEMDW

Brisbane

Sun 18/10

23:50-14:35

3 stops53h 45m

Chicago Midway

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,205

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Mon 30/11

21:25-11:33

3 stops55h 08m

Chicago Midway

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,256

MelbourneChicago

MEL Melbourne - MDW Chicago Midway

MELMDW

Melbourne

Fri 30/10

12:50-11:25

3 stops38h 35m

Chicago Midway

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,288

MelbourneChicago

MEL Melbourne - MDW Chicago Midway

MELMDW

Melbourne

Tue 1/12

23:55-14:55

3 stops56h 00m

Chicago Midway

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,327

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Wed 2/12

12:45-14:55

3 stops43h 10m

Chicago Midway

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,344

BrisbaneChicago

BNE Brisbane - MDW Chicago Midway

BNEMDW

Brisbane

Mon 15/2

22:55-12:13

3 stops53h 18m

Chicago Midway

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,350

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Tue 1/12

20:20-14:55

3 stops59h 35m

Chicago Midway

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,430

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Thu 8/10

14:15-12:17

3 stops38h 02m

Chicago Midway

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,518

MelbourneChicago

MEL Melbourne - MDW Chicago Midway

MELMDW

Melbourne

Mon 18/1

10:10-22:10

2 stops29h 00m

Chicago Midway

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,546

Flights are sorted by cheapest return flights first.

Deals found on 16/9

Showing 1-10 of 41 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

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

  • How long is the flight from Australia to Chicago Midway Airport?

    For as low as $2,442, Delta can have you in Chicago Midway Airport from Australia in 29h 15m. The distance between Australia and Chicago Midway Airport is about 14861 km.

  • What are the most popular routes from Australia to Chicago Midway Airport?

  • 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.

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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.

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