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Cheap flights from Australia to Chicago Midway Airport from $659

SYD — MDW
6 Oct — 13 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

Tue 3/1110:40 -
2 stops24h 20m
Wed 11/1113:05 -
2 stops26h 25m
Deal found 2/9$2,426
Thu 29/1009:40 -
2 stops22h 34m
Wed 11/1113:05 -
2 stops26h 25m
Deal found 4/9$2,437
Wed 25/1110:40 -
2 stops23h 24m
Mon 7/1213:41 -
2 stops26h 49m
Deal found 3/9$2,642
Wed 4/1110:40 -
2 stops23h 07m
Mon 9/1113:31 -
2 stops25h 59m
Deal found 2/9$2,707
Thu 22/1010:15 -
2 stops23h 45m
Mon 26/1012:27 -
2 stops27h 03m
Deal found 1/9$2,711
Mon 12/1010:15 -
2 stops23h 45m
Mon 26/1013:27 -
2 stops26h 03m
Deal found 3/9$2,724
Mon 5/1010:15 -
2 stops24h 18m
Sun 18/1010:59 -
2 stops28h 51m
Deal found 5/9$2,743
Mon 12/1005:55 -
3 stops32h 48m
Wed 14/1006:21 -
3 stops33h 09m
Deal found 2/9$2,789
Wed 7/1011:00 -
2 stops23h 00m
Thu 15/1018:44 -
2 stops46h 06m
Deal found 2/9$2,799
Tue 20/1011:00 -
2 stops23h 00m
Thu 29/1009:29 -
2 stops29h 31m
Deal found 1/9$2,803
Sun 11/1011:00 -
2 stops23h 00m
Sat 31/1009:29 -
2 stops29h 31m
Deal found 3/9$2,872
Sat 17/1010:15 -
2 stops22h 32m
Sat 24/1013:27 -
2 stops26h 03m
Deal found 2/9$2,874

Find flight deals from Australia to Midway

Round-trip from

$2,426

One-way from

$659

Popular in

May

Cheapest in

October

Average price

$1,751
Delta
  • Delta
  • 3/11-11/11
  • 4 total stops
  • 50h 45m total
  • Australia to Chicago
Search Deals
20/10-31/12
  • 20/10-31/12
  • 3 total stops
  • 49h 28m total
  • Australia to Chicago
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($264 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($72 potential savings vs. average return price).
Search Deals
Average for round-trip flights in September 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.

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Route

Depart

Return

Price

Cheapest return flight

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Tue 20/10

14:15-23:43

3 stops49h 28m

Chicago Midway

Wed 31/12

00:00-16:00

Nonstop0h 00m

$659

MelbourneChicago

MEL Melbourne - MDW Chicago Midway

MELMDW

Melbourne

Tue 20/10

14:25-14:35

3 stops40h 10m

Chicago Midway

Wed 31/12

00:00-16:00

Nonstop0h 00m

$759

MelbourneChicago

MEL Melbourne - MDW Chicago Midway

MELMDW

Melbourne

Thu 22/10

14:20-23:43

3 stops49h 23m

Chicago Midway

Wed 31/12

00:00-16:00

Nonstop0h 00m

$802

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Mon 23/11

14:00-12:30

3 stops39h 30m

Chicago Midway

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,136

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Wed 18/11

11:00-11:25

3 stops41h 25m

Chicago Midway

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,329

MelbourneChicago

MEL Melbourne - MDW Chicago Midway

MELMDW

Melbourne

Mon 30/11

21:40-12:59

3 stops56h 19m

Chicago Midway

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,372

BrisbaneChicago

BNE Brisbane - MDW Chicago Midway

BNEMDW

Brisbane

Mon 21/9

22:15-16:40

2 stops33h 25m

Chicago Midway

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,403

MelbourneChicago

MEL Melbourne - MDW Chicago Midway

MELMDW

Melbourne

Wed 30/9

17:20-23:44

2 stops45h 24m

Chicago Midway

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,460

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Tue 24/11

10:40-16:39

2 stops22h 59m

Chicago Midway

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,531

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Mon 23/11

10:40-16:39

2 stops22h 59m

Chicago Midway

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,537

Flights are sorted by cheapest return flights first.

Deals found on 5/9

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

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 $2,426, Delta can have you in Chicago Midway Airport from Australia in 24h 20m. 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.

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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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