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Midway

$773+ 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 8/15. Fares are subject to change and may not be available on all flights or dates of travel.
SYD — MDW
Jul 22 — Jul 291
Wed 7/22
Wed 7/29
1 adult, Economy
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Cheap 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 June 22, 2026.

This Trip.com deal was found by Cheapflights users on 6/20. 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 8/31:15 pm
SYD
-
MDW
3 stops36h 52m
Multiple Airlines
Mon 8/1711:06 am
MDW
-
SYD
3 stops33h 44m
Multiple Airlines
Deal found 6/20$950
This Delta deal was found by Cheapflights users on 6/22. 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 7/2410:00 am
MEL
-
MDW
2 stops23h 25m
Delta
Sun 8/26:58 pm
MDW
-
MEL
2 stops45h 52m
Delta
Deal found 6/22$1,073
This Trip.com deal was found by Cheapflights users on 6/21. 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.
Thu 8/271:30 pm
MEL
-
MDW
3 stops36h 25m
Multiple Airlines
Mon 8/316:05 am
MDW
-
MEL
3 stops39h 20m
Multiple Airlines
Deal found 6/21$1,089
This Delta deal was found by Cheapflights users on 6/17. 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 11/610:40 am
SYD
-
MDW
2 stops28h 30m
Delta
Mon 11/1612:30 pm
MDW
-
SYD
2 stops27h 00m
Delta
Deal found 6/17$1,233
This Trip.com deal was found by Cheapflights users on 6/21. 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 8/249:10 am
SYD
-
MDW
2 stops26h 21m
Multiple Airlines
Thu 9/36:05 am
MDW
-
SYD
2 stops34h 25m
Multiple Airlines
Deal found 6/21$1,261
This Trip.com deal was found by Cheapflights users on 6/21. 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.
Sun 8/235:50 pm
SYD
-
MDW
2 stops32h 05m
Multiple Airlines
Fri 9/187:25 am
MDW
-
SYD
2 stops32h 40m
Multiple Airlines
Deal found 6/21$1,300
This Kiwi.com deal was found by Cheapflights users on 6/21. 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.
Mon 7/2012:00 pm
SYD
-
MDW
1 stop20h 22m
Multiple Airlines
Tue 8/45:46 pm
MDW
-
SYD
2 stops27h 04m
Multiple Airlines
Deal found 6/21$1,436
This Kiwi.com deal was found by Cheapflights users on 6/21. 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.
Tue 8/412:00 pm
SYD
-
MDW
1 stop19h 51m
Multiple Airlines
Tue 8/115:46 pm
MDW
-
SYD
2 stops27h 04m
Multiple Airlines
Deal found 6/21$1,442
This Delta deal was found by Cheapflights users on 6/21. 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 11/1110:40 am
SYD
-
MDW
2 stops23h 10m
Delta
Sun 11/1512:30 pm
MDW
-
SYD
2 stops27h 00m
Delta
Deal found 6/21$1,473
This Delta deal was found by Cheapflights users on 6/18. 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 11/1110:40 am
SYD
-
MDW
2 stops24h 57m
Delta
Mon 11/161:00 pm
MDW
-
SYD
2 stops26h 30m
Delta
Deal found 6/18$1,480
This Delta deal was found by Cheapflights users on 6/17. 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.
Sat 11/710:40 am
SYD
-
MDW
2 stops24h 57m
Delta
Wed 11/181:00 pm
MDW
-
SYD
2 stops26h 30m
Delta
Deal found 6/17$1,505
This Delta deal was found by Cheapflights users on 6/18. 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.
Sat 12/510:40 am
SYD
-
MDW
2 stops24h 57m
Delta
Thu 1/149:30 am
MDW
-
SYD
2 stops30h 00m
Delta
Deal found 6/18$1,522

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 June 22, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$950
(Trip.com)

One-way from

$773
(Kiwi.com)

Popular in

May

Cheapest in

August

Average price

$1,321
Provider with most accurate pricing for Sydney Kingsford Smith-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Sydney Kingsford Smith-Chicago (CHI) flights.
Search Deals
From Australia to Chicago Midway
Search Deals
One-way flight from Australia to Chicago Midway
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($115 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
Search Deals

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 June 22, 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 round-trip

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Fri 7/24

10:00 am-6:25 pm

2 stops23h 25m

Chicago Midway

Sun 8/2

6:58 pm-7:50 am

2 stops45h 52m

$1,073

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Thu 8/27

1:30 pm-10:55 am

3 stops36h 25m

Chicago Midway

Mon 8/31

6:05 am-12:25 pm

3 stops39h 20m

$1,089

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Wed 11/11

10:40 am-6:37 pm

2 stops24h 57m

Chicago Midway

Mon 11/16

1:00 pm-8:30 am

2 stops26h 30m

$1,480

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 10/1

9:15 am-6:33 pm

2 stops24h 18m

Chicago Midway

Fri 10/9

1:00 pm-7:50 am

2 stops26h 50m

$1,587

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Mon 11/9

10:40 am-4:50 pm

2 stops23h 10m

Chicago Midway

Fri 11/20

12:30 pm-8:30 am

2 stops27h 00m

$1,599

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Mon 7/27

9:15 am-6:18 pm

2 stops24h 03m

Chicago Midway

Mon 8/10

1:25 pm-6:50 am

2 stops26h 25m

$1,665
Quickest round-trip

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Mon 8/3

9:15 am-6:01 pm

2 stops23h 46m

Chicago Midway

Mon 8/17

1:51 pm-6:50 am

2 stops25h 59m

$1,667

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Mon 7/20

9:15 am-6:25 pm

2 stops24h 10m

Chicago Midway

Tue 8/4

1:25 pm-6:50 am

2 stops26h 25m

$1,667

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 8/6

9:15 am-6:33 pm

2 stops24h 18m

Chicago Midway

Wed 8/19

1:27 pm-6:50 am

2 stops26h 23m

$1,678

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Fri 7/10

9:15 am-6:25 pm

2 stops24h 10m

Chicago Midway

Sun 7/26

9:54 am-6:50 am

2 stops29h 56m

$1,714

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/19

Showing 1-10 of 45 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 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 23h 25m. Fly via Delta to get the fastest option. Australia and Chicago Midway Airport are separated by a distance of 9665 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
Benton Harbor
Lansing
Merrillville
Hammond
Porter

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Alternative routes for Australia to Midway

See prices for flight routes from nearby airports that may be better suited for you.
Melbourne to O'Hare Intl flights
Sydney to O'Hare Intl flights
Brisbane to O'Hare Intl flights
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Adelaide to O'Hare Intl flights

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