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Cheap flights from Australia to Chicago Midway Airport from $1,101

SYD — MDW
26 Sep — 3 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 8/1010:10 -
2 stops29h 33m
Wed 21/1006:15 -
2 stops33h 50m
Deal found 23/8$1,480
Wed 14/1010:10 -
2 stops29h 33m
Fri 30/1006:16 -
2 stops34h 44m
Deal found 23/8$1,515
Fri 2/1009:10 -
2 stops29h 34m
Thu 15/1013:12 -
2 stops26h 18m
Deal found 24/8$1,671
Sun 27/909:30 -
2 stops29h 14m
Mon 28/906:25 -
2 stops33h 35m
Deal found 25/8$1,814
Fri 4/910:30 -
3 stops39h 20m
Fri 11/906:25 -
3 stops33h 05m
Deal found 24/8$1,895
Mon 24/809:10 -
2 stops26h 21m
Mon 7/906:05 -
2 stops34h 00m
Deal found 23/8$1,924
Thu 8/1009:45 -
2 stops29h 58m
Thu 15/1006:15 -
2 stops32h 30m
Deal found 24/8$1,988
Wed 23/909:15 -
2 stops24h 18m
Wed 30/913:19 -
2 stops26h 31m
Deal found 26/8$2,256
Thu 17/909:15 -
2 stops24h 18m
Wed 14/1009:29 -
2 stops30h 21m
Deal found 25/8$2,257
Wed 7/1011:00 -
2 stops27h 33m
Thu 15/1018:44 -
2 stops46h 06m
Deal found 25/8$2,331
Sat 10/1010:15 -
2 stops23h 45m
Mon 26/1013:27 -
2 stops26h 03m
Deal found 25/8$2,332
Fri 25/910:00 -
2 stops27h 44m
Fri 2/1010:48 -
2 stops30h 02m
Deal found 26/8$2,405

Find flight deals from Australia to Midway

Round-trip from

$1,480

One-way from

$1,101

Popular in

May

Cheapest in

October

Average price

$1,676
8/10-21/10
  • 8/10-21/10
  • 4 total stops
  • 63h 23m total
  • Australia to Chicago
Search Deals
15/10
  • 15/10
  • 3 total stops
  • 49h 28m total
  • Australia to Chicago
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($310 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($76 potential savings vs. average return price).
Search Deals
Average for round-trip flights in August 2026
Search Deals

Cheapflights Fare Finder

 
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 Melbourne - MDW Chicago Midway

MELMDW

Melbourne

Thu 8/10

09:45-23:43

2 stops29h 58m

Chicago Midway

Thu 15/10

06:15-06:45

2 stops32h 30m

$1,988

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Wed 23/9

09:15-18:19

2 stops24h 04m

Chicago Midway

Wed 30/9

13:19-06:50

2 stops26h 31m

$2,256

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Thu 17/9

09:15-18:33

2 stops24h 18m

Chicago Midway

Wed 14/10

09:29-07:50

2 stops30h 21m

$2,257

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Wed 14/10

10:15-18:00

2 stops23h 45m

Chicago Midway

Wed 28/10

13:27-07:30

2 stops26h 03m

$2,257

MelbourneChicago

MEL Melbourne - MDW Chicago Midway

MELMDW

Melbourne

Wed 7/10

11:00-22:33

2 stops27h 33m

Chicago Midway

Thu 15/10

18:44-08:50

2 stops46h 06m

$2,331

MelbourneChicago

MEL Melbourne - MDW Chicago Midway

MELMDW

Melbourne

Fri 25/9

10:00-22:44

2 stops27h 44m

Chicago Midway

Fri 2/10

10:48-07:50

2 stops30h 02m

$2,405

MelbourneChicago

MEL Melbourne - MDW Chicago Midway

MELMDW

Melbourne

Sun 11/10

11:00-18:00

2 stops23h 00m

Chicago Midway

Sat 31/10

09:29-07:00

2 stops29h 31m

$2,405

MelbourneChicago

MEL Melbourne - MDW Chicago Midway

MELMDW

Melbourne

Sun 20/9

10:00-18:33

2 stops23h 33m

Chicago Midway

Mon 28/9

14:00-07:50

2 stops26h 50m

$2,633

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Thu 8/10

10:15-16:47

2 stops22h 32m

Chicago Midway

Wed 21/10

10:59-07:50

2 stops28h 51m

$2,742

MelbourneChicago

MEL Melbourne - MDW Chicago Midway

MELMDW

Melbourne

Wed 7/10

11:00-22:33

2 stops27h 33m

Chicago Midway

Wed 14/10

13:27-08:50

2 stops27h 23m

$2,743

Flights are sorted by cheapest return flights first.

Deals found on 25/8

Showing 1-10 of 51 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 $2,256, 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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