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$772+ Cheap flights from Australia to Midway (MDW)

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 11/19. Fares are subject to change and may not be available on all flights or dates of travel.
SYD — MDW
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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Cheap flight deals from Australia to Midway

Keep the following information in mind while searching for Australia to Midway flight deals. Data was last updated November 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$989
(Delta)

One-way from

$772
(Kiwi.com)

Popular in

December

Cheapest in

March

Average price

$1,155
Provider with most accurate pricing for Sydney Kingsford Smith-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Sydney Kingsford Smith-Chicago (CHI) flights.
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From Australia to Chicago Midway
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One-way flight from Australia to Chicago Midway
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Highest demand for flights based on searches. 21% potential increase in price ($269 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($42 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find flight deals from Australia to Midway

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 November 3, 2025.

This Delta deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1310:40 amSYD - MDW
2 stops24h 38mDelta
Wed 11/261:15 pmMDW - SYD
2 stops26h 15mDelta
Deal found 11/1$989
This Trip.com deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/811:20 amSYD - MDW
2 stops38h 26mMultiple Airlines
Wed 12/316:12 amMDW - SYD
2 stops33h 48mMultiple Airlines
Deal found 11/3$1,001
This Delta deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/511:05 amBNE - MDW
2 stops22h 38mDelta
Sun 11/97:02 pmMDW - BNE
2 stops45h 18mDelta
Deal found 11/3$1,029
This Delta deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/1610:40 amSYD - MDW
2 stops30h 00mDelta
Sun 11/301:47 pmMDW - SYD
2 stops25h 43mDelta
Deal found 11/1$1,136
This Delta deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/2310:40 amSYD - MDW
2 stops30h 00mDelta
Sun 11/309:41 amMDW - SYD
2 stops29h 49mDelta
Deal found 11/2$1,137
This Delta deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2510:40 amSYD - MDW
2 stops23h 39mDelta
Thu 1/2212:48 pmMDW - SYD
2 stops26h 42mDelta
Deal found 11/2$1,419
This Delta deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1010:40 amSYD - MDW
2 stops30h 07mDelta
Thu 1/151:28 pmMDW - SYD
2 stops26h 02mDelta
Deal found 11/1$1,517
This Trip.com deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/1612:10 pmBNE - MDW
2 stops36h 36mMultiple Airlines
Tue 12/236:14 amMDW - BNE
2 stops31h 31mMultiple Airlines
Deal found 11/1$1,545
This Delta deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1711:05 amBNE - MDW
2 stops23h 13mDelta
Tue 12/305:59 pmMDW - BNE
2 stops46h 21mDelta
Deal found 11/1$1,617
This Delta deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2110:40 amSYD - MDW
2 stops23h 39mDelta
Sat 1/1011:45 amMDW - SYD
2 stops27h 45mDelta
Deal found 11/1$1,677
This Delta deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/510:10 amMEL - MDW
2 stops30h 37mDelta
Mon 1/1910:46 amMDW - MEL
2 stops28h 14mDelta
Deal found 10/31$1,704
This Kiwi.com deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/59:20 amMEL - MDW
2 stops29h 08mMultiple Airlines
Mon 1/197:00 amMDW - MEL
1 stop29h 00mMultiple Airlines
Deal found 10/31$2,019

Cheapflights Fare Finder

 
Customize 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 2,558,603 searches. Data last updated November 3, 2025.
Use the filters below to find and compare flights from Australia to Chicago Midway Airport that are best for you.

Fly from

Australia

Fly to

Midway

Route

Depart

Return

Price

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 11/13

10:40 am-6:18 pm

2 stops24h 38m

Chicago Midway

Wed 11/26

1:15 pm-8:30 am

2 stops26h 15m

$989

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Mon 12/8

11:20 am-8:46 am

2 stops38h 26m

Chicago Midway

Wed 12/31

6:12 am-9:00 am

2 stops33h 48m

$1,001

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sun 11/16

10:40 am-11:40 pm

2 stops30h 00m

Chicago Midway

Sun 11/30

1:47 pm-8:30 am

2 stops25h 43m

$1,136

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sun 11/23

10:40 am-11:40 pm

2 stops30h 00m

Chicago Midway

Sun 11/30

9:41 am-8:30 am

2 stops29h 49m

$1,137

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 12/25

10:40 am-5:19 pm

2 stops23h 39m

Chicago Midway

Thu 1/22

10:53 am-8:30 am

2 stops28h 37m

$1,419

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Fri 3/13

9:10 am-6:34 pm

2 stops25h 24m

Chicago Midway

Fri 3/27

1:05 pm-8:40 am

2 stops27h 35m

$1,455

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Wed 12/10

10:40 am-11:47 pm

2 stops30h 07m

Chicago Midway

Thu 1/15

1:28 pm-8:30 am

2 stops26h 02m

$1,517

BrisbaneChicago

BNE - MDW

BNEMDW

Brisbane

Tue 12/16

12:10 pm-8:46 am

2 stops36h 36m

Chicago Midway

Tue 12/23

6:14 am-5:45 am

2 stops31h 31m

$1,545

BrisbaneChicago

BNE - MDW

BNEMDW

Brisbane

Wed 12/17

11:05 am-6:18 pm

2 stops23h 13m

Chicago Midway

Tue 12/30

5:59 pm-8:20 am

2 stops46h 21m

$1,617

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Wed 3/11

9:10 am-8:54 am

2 stops39h 44m

Chicago Midway

Sun 3/15

5:25 pm-7:00 am

2 stops45h 35m

$1,651

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Showing 1-10 of 31 results
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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 round-trip 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?

    There are many flights that can get you from Australia to Chicago Midway Airport in 24h 38m. Fly via Delta to get the fastest option. Australia and Chicago Midway Airport are separated by a distance of 9234 mi.

  • What are the most popular routes from Australia to Chicago Midway Airport?

    While some choose either Melbourne - Chicago Midway or Brisbane - Chicago Midway, Sydney Kingsford Smith - Chicago Midway is the most popular route 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 vacation 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

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Porter
Benton Harbor

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