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 22h 41m on average. Another popular route from Australia to Chicago Midway Airport is flying from Melbourne to Chicago O'Hare Intl, which will take roughly 22h 35m. Keep in mind that layovers or delays could extend your travel time.

$1,112 Find Cheap Flights to Chicago Midway Airport (MDW) in 2025

Look for other cheap flights to Chicago Midway

1 adult

Save money when you book flights with momondo

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customise your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from Australia to Chicago Midway Airport

Round-trip

One-way

Last minute

Cheap return flights

10:25 - 18:25SYD-MDW

24h 00m2 stops

10:35 - 07:35MDW-SYD

29h 00m2 stops

$1,506Delta

Find Deal

Thu, 9 Oct - Wed, 22 Oct

10:10 - 15:12SYD-MDW

45h 02m2 stops

08:30 - 09:00MDW-SYD

32h 30m2 stops

$1,905

Find Deal

Thu, 23 Oct - Thu, 30 Oct

09:40 - 18:25SYD-MDW

24h 45m2 stops

12:47 - 08:30MDW-SYD

26h 43m2 stops

$2,063Delta

Find Deal

Tue, 28 Oct - Tue, 11 Nov

10:40 - 18:08SYD-MDW

24h 28m2 stops

13:00 - 08:30MDW-SYD

26h 30m2 stops

$2,285Delta

Find Deal

Mon, 12 Jan - Fri, 30 Jan

10:25 - 17:43SYD-MDW

23h 18m2 stops

09:20 - 07:35MDW-SYD

30h 15m2 stops

$2,360Delta

Find Deal

Tue, 14 Oct - Wed, 22 Oct

10:25 - 17:43SYD-MDW

23h 18m2 stops

10:47 - 08:30MDW-SYD

28h 43m2 stops

$2,367Delta

Find Deal

Wed, 15 Oct - Sun, 9 Nov

10:25 - 18:25SYD-MDW

24h 00m2 stops

10:40 - 07:30MDW-SYD

28h 50m2 stops

$2,434Delta

Find Deal

Thu, 23 Oct - Thu, 30 Oct

09:25 - 18:35SYD-MDW

24h 10m2 stops

12:47 - 08:30MDW-SYD

26h 43m2 stops

$2,508Delta

Find Deal

Tue, 30 Sep - Wed, 12 Nov

16:05 - 23:20MEL-MDW

23h 15m1 stop

06:20 - 09:30MDW-MEL

35h 10m2 stops

$3,326

Find Deal

Fri, 24 Oct - Fri, 31 Oct

08:40 - 23:32BNE-MDW

30h 52m2 stops

17:34 - 06:20MDW-BNE

44h 46m2 stops

$8,811Korean Air

Find Deal

Thu, 13 Nov - Sat, 29 Nov

Fly from

Route

Depart

Return

Price

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 9/10

10:25-18:25

2 stops24h 00m

Chicago Midway

Wed 22/10

10:35-07:35

2 stops29h 00m

$1,506

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 23/10

10:10-15:12

2 stops45h 02m

Chicago Midway

Thu 30/10

08:30-09:00

2 stops32h 30m

$1,905

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Tue 28/10

09:40-18:25

2 stops24h 45m

Chicago Midway

Tue 11/11

12:47-08:30

2 stops26h 43m

$2,063

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Mon 12/1

10:40-18:08

2 stops24h 28m

Chicago Midway

Fri 30/1

13:00-08:30

2 stops26h 30m

$2,285

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Tue 14/10

10:25-17:43

2 stops23h 18m

Chicago Midway

Wed 22/10

09:20-07:35

2 stops30h 15m

$2,360

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Wed 15/10

10:25-17:43

2 stops23h 18m

Chicago Midway

Sun 9/11

10:47-08:30

2 stops28h 43m

$2,367

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 23/10

10:25-18:25

2 stops24h 00m

Chicago Midway

Thu 30/10

10:40-07:30

2 stops28h 50m

$2,434

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Tue 30/9

09:25-18:35

2 stops24h 10m

Chicago Midway

Wed 12/11

12:47-08:30

2 stops26h 43m

$2,508

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Fri 24/10

16:05-23:20

1 stop23h 15m

Chicago Midway

Fri 31/10

06:20-09:30

2 stops35h 10m

$3,326

BrisbaneChicago

BNE - MDW

BNEMDW

Brisbane

Thu 13/11

08:40-23:32

2 stops30h 52m

Chicago Midway

Sat 29/11

17:34-06:20

2 stops44h 46m

$8,811

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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 is the most popular carrier operating from Australia to Chicago Midway

Cheapest flights to Chicago Midway

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

Find flights from Sydney to Milwaukee

Cheap Chicago Midway Airport flight deals and tips

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

Best One-Way Price	$1,112
Best Round-Trip Price	$1,506
Fastest flight time	20h 47m

The best one-way flight price to Chicago from Australia in the last 72 hours is $1,112 (Melbourne to Chicago Midway).

Search Deals

The best round-trip flight price to Chicago from Australia in the last 72 hours is $1,506 (Sydney Kingsford Smith to Chicago Midway).

Search Deals

The fastest flight to Chicago from Australia takes 20h 47m (Melbourne to Chicago Midway).

Search Deals

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 $144 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.

What is the absolute cheapest flight to Chicago?

$64 is the cheapest deal found on momondo in the last two weeks for a flight to Chicago. This flight is from New York and is 88% cheaper than most flights to Chicago. To find the cheapest price to Chicago from your area, use momondo’s Airport-to-Airport Pricing Tool.

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.

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight to Chicago. momondo saves you time and could save you money on your trip.

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.

I’m not ready to book a flight to Chicago right now. Can momondo alert me if prices change?

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.