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Cheap flights from Australia to Chicago Midway Airport from $1,069

SYD — MDW
21 Sep — 28 Sep1
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 30/809:30 -
2 stops40h 25m
Tue 15/906:25 -
2 stops33h 35m
Deal found 19/8$1,785
Mon 5/1005:35 -
3 stops33h 09m
Mon 12/1006:15 -
3 stops33h 15m
Deal found 20/8$1,923
Mon 2/1110:40 -
2 stops23h 07m
Mon 9/1113:22 -
2 stops26h 08m
Deal found 18/8$2,429
Mon 12/1010:15 -
2 stops28h 18m
Sun 25/1012:27 -
2 stops27h 03m
Deal found 21/8$2,432
Sun 6/1210:40 -
2 stops24h 24m
Mon 11/109:30 -
2 stops30h 00m
Deal found 21/8$2,468
Fri 9/1010:15 -
2 stops23h 45m
Sun 25/1010:01 -
2 stops29h 29m
Deal found 20/8$2,499
Fri 16/1011:00 -
2 stops27h 33m
Sun 25/1012:49 -
2 stops26h 11m
Deal found 21/8$2,506
Fri 16/1011:00 -
2 stops23h 00m
Mon 26/1012:27 -
2 stops26h 33m
Deal found 22/8$2,520
Thu 24/1210:10 -
2 stops29h 00m
Sun 3/109:30 -
2 stops29h 30m
Deal found 19/8$2,524
Sun 22/1110:40 -
2 stops21h 59m
Sun 29/1117:25 -
2 stops47h 05m
Deal found 18/8$2,601
Wed 25/1110:40 -
2 stops29h 16m
Sat 9/113:00 -
2 stops26h 30m
Deal found 19/8$2,625
Wed 4/1110:40 -
2 stops24h 20m
Mon 9/1113:22 -
2 stops26h 08m
Deal found 18/8$2,655

Find flight deals from Australia to Midway

Round-trip from

$1,923

One-way from

$1,069

Popular in

July

Cheapest in

October

Average price

$1,604
5/10-12/10
  • 5/10-12/10
  • 6 total stops
  • 66h 24m total
  • Australia to Chicago
Search Deals
30/9
  • 30/9
  • 3 total stops
  • 37h 44m total
  • Australia to Chicago
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($108 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($33 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.

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Route

Depart

Return

Price

Cheapest return flight

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Wed 4/11

10:40-16:47

2 stops23h 07m

Chicago Midway

Wed 11/11

13:22-08:30

2 stops26h 08m

$2,429

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Tue 3/11

10:40-18:00

2 stops24h 20m

Chicago Midway

Tue 10/11

12:30-08:30

2 stops27h 00m

$2,429

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Thu 3/12

10:40-18:04

2 stops24h 24m

Chicago Midway

Mon 11/1

13:00-08:30

2 stops26h 30m

$2,432

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Wed 2/12

10:40-22:56

2 stops29h 16m

Chicago Midway

Sun 10/1

13:00-08:30

2 stops26h 30m

$2,432

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Sun 6/12

10:40-22:56

2 stops29h 16m

Chicago Midway

Sun 10/1

09:30-08:30

2 stops30h 00m

$2,468

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Sun 6/12

10:40-18:04

2 stops24h 24m

Chicago Midway

Mon 11/1

09:30-08:30

2 stops30h 00m

$2,468

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Sun 6/12

10:40-22:56

2 stops29h 16m

Chicago Midway

Tue 12/1

09:30-08:30

2 stops30h 00m

$2,468

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Sat 10/10

10:15-18:00

2 stops23h 45m

Chicago Midway

Sun 25/10

10:59-07:30

2 stops28h 31m

$2,499

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Fri 9/10

10:15-18:00

2 stops23h 45m

Chicago Midway

Sun 25/10

10:01-07:30

2 stops29h 29m

$2,499

MelbourneChicago

MEL Melbourne - MDW Chicago Midway

MELMDW

Melbourne

Fri 16/10

11:00-22:33

2 stops27h 33m

Chicago Midway

Sun 25/10

12:49-07:00

2 stops26h 11m

$2,506

Flights are sorted by cheapest return flights first.

Deals found on 18/8

Showing 1-10 of 57 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 $2,429, Delta can have you in Chicago Midway Airport from Australia in 23h 07m. 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?

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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.

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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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