Cheap flights from Australia to Chicago Midway Airport from $708

SYD — MDW
13 Oct — 20 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

Sun 11/1009:45 -
2 stops29h 58m
Sat 31/1007:25 -
2 stops34h 05m
Deal found 8/9$1,945
Thu 12/1112:00 -
1 stop40h 25m
Sat 21/1108:28 -
1 stop27h 32m
Deal found 11/9$2,253
Wed 21/1010:15 -
2 stops22h 32m
Wed 28/1012:27 -
2 stops27h 03m
Deal found 8/9$2,255
Mon 5/1010:15 -
2 stops24h 18m
Mon 19/1013:27 -
2 stops26h 23m
Deal found 9/9$2,256
Wed 7/1011:00 -
2 stops27h 33m
Thu 15/1018:44 -
2 stops46h 06m
Deal found 9/9$2,331
Fri 23/1011:00 -
2 stops23h 00m
Thu 29/1012:27 -
2 stops26h 33m
Deal found 9/9$2,407
Fri 23/1010:15 -
2 stops22h 32m
Fri 30/1010:59 -
2 stops28h 31m
Deal found 8/9$2,407
Fri 25/1210:10 -
2 stops24h 14m
Wed 31/309:55 -
2 stops30h 55m
Deal found 10/9$2,434
Wed 11/1110:10 -
2 stops23h 29m
Sat 21/1111:27 -
2 stops27h 33m
Deal found 11/9$2,518
Mon 5/1010:15 -
2 stops24h 18m
Sun 18/1010:59 -
2 stops28h 51m
Deal found 9/9$2,584
Fri 27/1110:40 -
2 stops21h 59m
Thu 3/1218:45 -
2 stops45h 45m
Deal found 8/9$2,592
Fri 25/909:15 -
2 stops28h 29m
Mon 5/1009:29 -
2 stops30h 21m
Deal found 9/9$2,659

Find flight deals from Australia to Midway

Round-trip from

$1,945

One-way from

$708

Popular in

May

Cheapest in

October

Average price

$1,760
11/10-31/10
  • 11/10-31/10
  • 4 total stops
  • 64h 03m total
  • Australia to Chicago
21/10-31/12
  • 21/10-31/12
  • 3 total stops
  • 49h 28m total
  • Australia to Chicago
Highest demand for flights based on searches. 7% potential increase in price ($213 potential increase over avg. return price).
Cheapest flight prices on average. 2% potential price decrease ($67 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.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Wed 21/10

14:15-23:43

3 stops49h 28m

Chicago Midway

Wed 31/12

00:00-16:00

Nonstop0h 00m

$708

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Mon 5/10

12:15-17:46

3 stops45h 31m

Chicago Midway

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,438

MelbourneChicago

MEL Melbourne - MDW Chicago Midway

MELMDW

Melbourne

Mon 1/3

20:50-12:13

3 stops56h 23m

Chicago Midway

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,485

MelbourneChicago

MEL Melbourne - MDW Chicago Midway

MELMDW

Melbourne

Wed 11/11

10:10-22:54

2 stops29h 44m

Chicago Midway

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,541

MelbourneChicago

MEL Melbourne - MDW Chicago Midway

MELMDW

Melbourne

Wed 20/1

10:10-18:37

2 stops25h 27m

Chicago Midway

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,541

MelbourneChicago

MEL Melbourne - MDW Chicago Midway

MELMDW

Melbourne

Mon 1/3

10:10-22:10

2 stops29h 00m

Chicago Midway

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,545

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Thu 22/10

18:50-12:17

2 stops33h 27m

Chicago Midway

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,644

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Mon 1/3

11:30-05:55

2 stops35h 25m

Chicago Midway

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,687

MelbourneChicago

MEL Melbourne - MDW Chicago Midway

MELMDW

Melbourne

Fri 20/11

08:40-07:23

2 stops39h 43m

Chicago Midway

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,725
Fastest return journey

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Thu 8/10

10:15-18:00

2 stops23h 45m

Chicago Midway

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,747

Flights are sorted by cheapest return flights first.

Deals found on 8/9

Showing 1-10 of 44 resultsSorted by cheapest first
1
2
3
...
5

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 $2,255, Delta can have you in Chicago Midway Airport from Australia in 22h 32m. 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Fly with Cheapflights

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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.