How long does it take to fly to Chicago Midway Airport?

Flight times from Australia to Chicago Midway Airport vary, but if you’re flying out of Sydney Kingsford Smith and flying into Chicago O'Hare Intl (one of the most popular routes), then the duration is 21h 54m on average. Another popular route from Australia to Chicago Midway Airport is flying from Melbourne to Chicago O'Hare Intl, which will take roughly 25h 41m. Keep in mind that layovers or delays could extend your travel time.

$1,175 Find Cheap Flights to Chicago Midway Airport (MDW) in 2025/26

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Find the cheapest flights from Australia to Chicago Midway Airport

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One-way

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10:40 - 17:19SYD-MDW

23h 39m2 stops

11:45 - 08:30MDW-SYD

27h 45m2 stops

$2,142Delta

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Thu, 25 Dec - Sat, 24 Jan

09:10 - 18:08MEL-MDW

24h 58m2 stops

09:30 - 08:40MDW-MEL

31h 10m2 stops

$2,208Delta

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Fri, 13 Mar - Fri, 27 Mar

09:10 - 21:46MEL-MDW

28h 36m2 stops

14:00 - 08:40MDW-MEL

26h 40m2 stops

$2,217Delta

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Fri, 13 Mar - Fri, 27 Mar

14:15 - 22:09SYD-MDW

24h 54m2 stops

11:45 - 06:50MDW-SYD

26h 05m2 stops

$2,217Delta

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Sat, 17 Jan - Sat, 24 Jan

10:40 - 22:22SYD-MDW

28h 42m2 stops

10:46 - 06:50MDW-SYD

27h 04m2 stops

$2,282Delta

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Thu, 25 Dec - Sat, 24 Jan

09:10 - 08:54MEL-MDW

39h 44m2 stops

17:25 - 07:00MDW-MEL

45h 35m2 stops

$2,505Delta

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Wed, 11 Mar - Sun, 15 Mar

09:10 - 21:46MEL-MDW

28h 36m2 stops

09:20 - 07:00MDW-MEL

53h 40m2 stops

$2,517Delta

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Wed, 11 Mar - Sun, 15 Mar

10:40 - 17:55SYD-MDW

24h 15m2 stops

13:28 - 06:50MDW-SYD

24h 22m2 stops

$2,517Delta

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Tue, 20 Jan - Sun, 25 Jan

14:05 - 13:07SYD-MDW

40h 02m1 stop

06:00 - 06:55MDW-SYD

31h 55m2 stops

$2,867Multiple Airlines

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Sat, 17 Jan - Sat, 24 Jan

12:30 - 11:55MEL-MDW

40h 25m2 stops

06:00 - 05:25MDW-MEL

54h 25m2 stops

$5,856LATAM Airlines

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Thu, 4 Dec - Wed, 17 Dec

Fly from

Route

Depart

Return

Price

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 25/12

10:40-17:19

2 stops23h 39m

Chicago Midway

Sat 24/1

11:45-08:30

2 stops27h 45m

$2,142

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Fri 13/3

09:10-18:08

2 stops24h 58m

Chicago Midway

Fri 27/3

09:30-08:40

2 stops31h 10m

$2,208

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Fri 13/3

09:10-21:46

2 stops28h 36m

Chicago Midway

Fri 27/3

14:00-08:40

2 stops26h 40m

$2,217

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sat 17/1

14:15-22:09

2 stops24h 54m

Chicago Midway

Sat 24/1

11:45-06:50

2 stops26h 05m

$2,217

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 25/12

10:40-22:22

2 stops28h 42m

Chicago Midway

Sat 24/1

10:46-06:50

2 stops27h 04m

$2,282

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Wed 11/3

09:10-08:54

2 stops39h 44m

Chicago Midway

Sun 15/3

17:25-07:00

2 stops45h 35m

$2,505

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Wed 11/3

09:10-21:46

2 stops28h 36m

Chicago Midway

Sun 15/3

09:20-07:00

2 stops53h 40m

$2,517

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Tue 20/1

10:40-17:55

2 stops24h 15m

Chicago Midway

Sun 25/1

13:28-06:50

2 stops24h 22m

$2,517

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sat 17/1

14:05-13:07

1 stop40h 02m

Chicago Midway

Sat 24/1

06:00-06:55

2 stops31h 55m

$2,867

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Thu 4/12

12:30-11:55

2 stops40h 25m

Chicago Midway

Wed 17/12

06:00-05:25

2 stops54h 25m

$5,856

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Flights to Chicago Midway Airport – Travel Insights & Trends

Get data-powered insights and trends for flights to Chicago Midway Airport to help you craft the best travel plan.

Airlines

Other information

What is the cheapest airline that flies from Australia to Chicago Midway?

Delta and LATAM Airlines are the most popular carriers operating from Australia to Chicago Midway

Cheapest flights to Chicago Midway

Find the cheapest flights to Chicago Midway from your nearest city or airport

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Cheap Chicago Midway Airport flight deals and tips

Summary info about Chicago Midway Airport flight prices, duration and airlines

Best One-Way Price	$1,175
Best Round-Trip Price	$2,142
Fastest flight time	20h 44m

The best one-way flight price to Chicago from Australia in the last 72 hours is $1,175 (Sydney Kingsford Smith to Chicago Midway).

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The best round-trip flight price to Chicago from Australia in the last 72 hours is $2,142 (Sydney Kingsford Smith to Chicago Midway).

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The fastest flight to Chicago from Australia takes 20h 44m (Sydney Kingsford Smith to Chicago Midway).

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Frequently asked questions about flying to Chicago Midway Airport

Is there an alternative airport near Chicago Midway Airport?

Finding an alternative and possibly cheaper destination airport near Chicago Midway Airport is possible. If you are planning a flight to Chicago Midway Airport, consider booking flights to Chicago O'Hare Intl Airport (26 km from Chicago city centre) or Chicago Greater Rockford Airport (126 km from Chicago city centre).

Is there a cheaper alternative to flying into Chicago?

Chicago Greater Rockford Airport has an average price of $145 per person and is typically the cheapest airport to fly into when visiting Chicago. This average price does vary based on departure city. Try momondo’s Airport-to-Airport Pricing Tool to find the cheapest flight.

When did momondo last update prices for flights to Chicago Midway Airport?

Prices for flights to Chicago Midway Airport were last updated today.

How old do you have to be to fly to Chicago Midway Airport?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and stopovers. It is recommended that you verify with the airline you are booking with for travel to Chicago Midway Airport.

What documentation or ID do you need to fly to Chicago Midway Airport?

The necessary travel and health documents for your Chicago Midway Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's licence and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

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Why should I use momondo to find a flight deal to Chicago?

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Can I find flights to Chicago with flexible booking policies on momondo?

Yes. All flights to Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights to Chicago?

Once all potential Chicago flight options are in front of you momondo lets you sort and filter flights based on preferences such as airline, price and flight times, amongst many other options.

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If you are not ready to book a flight to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert; this is where momondo will track prices on flights to Chicago and let you know when they change.