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Cheap flights from Australia to Chicago Midway Airport from $713

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 18/11. Fares are subject to change and may not be available on all flights or dates of travel.
SYD — MDW
4 Sep — 11 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
Explore the most affordable flight options available from Australia to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 5 August 2026.

Fri 21/809:10 -
2 stops26h 21m
Sat 5/911:45 -
2 stops28h 45m
Deal found 31/7$1,762
Tue 8/909:15 -
2 stops24h 04m
Tue 22/914:00 -
2 stops25h 50m
Deal found 1/8$2,173
Wed 2/910:00 -
2 stops38h 17m
Sun 6/906:05 -
2 stops58h 45m
Deal found 2/8$2,175
Mon 2/1112:00 -
2 stops23h 00m
Fri 13/1117:25 -
2 stops47h 25m
Deal found 1/8$2,247
Sun 30/810:00 -
2 stops37h 39m
Sun 6/906:05 -
2 stops58h 45m
Deal found 2/8$2,250
Sat 29/809:15 -
2 stops23h 46m
Sat 5/910:56 -
2 stops28h 54m
Deal found 1/8$2,323
Fri 18/912:00 -
1 stop38h 59m
Fri 25/912:54 -
1 stop27h 01m
Deal found 4/8$2,364
Wed 23/910:00 -
2 stops23h 33m
Mon 28/913:00 -
2 stops27h 50m
Deal found 3/8$2,516
Thu 24/909:15 -
2 stops28h 29m
Thu 15/1013:27 -
2 stops26h 23m
Deal found 2/8$2,536
Thu 24/1212:00 -
2 stops27h 10m
Thu 21/113:05 -
2 stops27h 45m
Deal found 3/8$2,575
Wed 18/1112:00 -
2 stops23h 04m
Sat 28/1113:22 -
2 stops27h 28m
Deal found 4/8$2,593
Sat 26/1212:00 -
2 stops27h 10m
Sun 10/113:05 -
2 stops27h 45m
Deal found 1/8$2,627

Find flight deals from Australia to Midway

Keep the following information in mind while searching for Australia to Midway flight deals. Data was last updated 5 August 2026.

Round-trip from

$1,762

One-way from

$713

Popular in

July

Cheapest in

August

Average price

$1,536
21/8-5/9
  • 21/8-5/9
  • 4 total stops
  • 55h 06m total
  • Australia to Chicago
Search Deals
18/11
  • 18/11
  • 3 total stops
  • 37h 58m total
  • Australia to Chicago
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($69 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($36 potential savings vs. average return price).
Search Deals
Average for round-trip flights in August 2026
Search Deals

Cheapflights Fare Finder

 
Customise your flight search to find flights from Australia to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 647,157 searches. Data last updated 5 August 2026.
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

Fri 21/8

09:10-20:31

2 stops26h 21m

Chicago Midway

Sat 5/9

11:45-07:30

2 stops28h 45m

$1,762
Fastest return journey

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Tue 8/9

09:15-18:19

2 stops24h 04m

Chicago Midway

Tue 22/9

14:00-06:50

2 stops25h 50m

$2,173

MelbourneChicago

MEL Melbourne - MDW Chicago Midway

MELMDW

Melbourne

Wed 2/9

10:00-09:17

2 stops38h 17m

Chicago Midway

Sun 6/9

06:05-07:50

2 stops58h 45m

$2,175

MelbourneChicago

MEL Melbourne - MDW Chicago Midway

MELMDW

Melbourne

Mon 2/11

12:00-18:00

2 stops23h 00m

Chicago Midway

Fri 13/11

17:25-09:50

2 stops47h 25m

$2,247

MelbourneChicago

MEL Melbourne - MDW Chicago Midway

MELMDW

Melbourne

Sun 30/8

10:00-08:39

2 stops37h 39m

Chicago Midway

Sun 6/9

06:05-07:50

2 stops58h 45m

$2,250

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Thu 24/9

09:15-22:44

2 stops28h 29m

Chicago Midway

Thu 15/10

13:27-07:50

2 stops26h 23m

$2,536

MelbourneChicago

MEL Melbourne - MDW Chicago Midway

MELMDW

Melbourne

Thu 24/12

12:00-22:10

2 stops27h 10m

Chicago Midway

Thu 21/1

13:05-09:50

2 stops27h 45m

$2,575

MelbourneChicago

MEL Melbourne - MDW Chicago Midway

MELMDW

Melbourne

Wed 18/11

12:00-18:04

2 stops23h 04m

Chicago Midway

Sat 28/11

13:22-09:50

2 stops27h 28m

$2,593

MelbourneChicago

MEL Melbourne - MDW Chicago Midway

MELMDW

Melbourne

Fri 25/12

12:00-22:10

2 stops27h 10m

Chicago Midway

Sun 10/1

13:05-09:50

2 stops27h 45m

$2,627

MelbourneChicago

MEL Melbourne - MDW Chicago Midway

MELMDW

Melbourne

Sat 26/12

12:00-22:10

2 stops27h 10m

Chicago Midway

Sun 10/1

13:05-09:50

2 stops27h 45m

$2,627

Flights are sorted by cheapest return flights first.

Deals found on 1/8

Showing 1-10 of 39 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
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

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

Find useful and relevant information for your journey from Australia to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    For as low as $2,173, 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?

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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.

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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