What is the cheapest airline that flies from Chicago Midway to Sydney Kingsford Smith?

Delta and WestJet are the most popular carriers operating from Chicago Midway to Sydney Kingsford Smith

When did momondo last update prices for flights from Chicago Midway Airport to Sydney Kingsford Smith Airport?

Prices for flights from Chicago Midway Airport to Sydney Kingsford Smith Airport were last updated today.

How old do you have to be to fly from Chicago Midway Airport to Sydney Kingsford Smith Airport?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and stopovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago Midway Airport to Sydney Kingsford Smith Airport.

What documentation or ID do you need to fly to Sydney Kingsford Smith Airport?

The travel and health documents required for your trip to Sydney Kingsford Smith Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s licence, and a passport valid for six-months after you plan to arrive at Sydney Kingsford Smith Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$1,101 Cheap Flights from Chicago Midway Airport to Sydney in 2025/26

1 adult

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Find the cheapest flights from Chicago Midway Airport to Sydney

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One-way

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Enter your travel dates to find the best prices.

06:30 - 07:25MDW-SYD

31h 55m2 stops

17:45 - 20:36SYD-MDW

43h 51m2 stops

$2,102Multiple Airlines

Find Deal

Thu, 13 Nov - Wed, 3 Dec

06:00 - 08:30MDW-SYD

33h 30m2 stops

10:40 - 18:08SYD-MDW

24h 28m2 stops

$2,250Delta

Find Deal

Wed, 31 Dec - Tue, 20 Jan

06:00 - 08:30MDW-SYD

33h 30m2 stops

14:15 - 21:46SYD-MDW

24h 31m2 stops

$2,251Delta

Find Deal

Wed, 31 Dec - Mon, 12 Jan

13:14 - 08:30MDW-SYD

26h 16m2 stops

10:40 - 17:19SYD-MDW

23h 39m2 stops

$2,253Delta

Find Deal

Sun, 7 Dec - Tue, 23 Dec

06:00 - 08:30MDW-SYD

33h 30m2 stops

10:40 - 21:46SYD-MDW

28h 06m2 stops

$2,327Delta

Find Deal

Wed, 31 Dec - Fri, 30 Jan

11:48 - 08:30MDW-SYD

27h 42m2 stops

14:15 - 21:46SYD-MDW

24h 31m2 stops

$2,328Delta

Find Deal

Thu, 1 Jan - Mon, 12 Jan

06:00 - 08:30MDW-SYD

33h 30m2 stops

10:40 - 18:34SYD-MDW

24h 54m2 stops

$2,330Delta

Find Deal

Wed, 31 Dec - Fri, 30 Jan

09:30 - 08:30MDW-SYD

30h 00m2 stops

09:40 - 18:34SYD-MDW

24h 54m2 stops

$2,368Delta

Find Deal

Mon, 2 Mar - Sun, 15 Mar

13:00 - 08:30MDW-SYD

26h 30m2 stops

10:40 - 21:46SYD-MDW

28h 06m2 stops

$2,403Delta

Find Deal

Sat, 24 Jan - Fri, 13 Feb

11:23 - 06:55MDW-SYD

26h 32m1 stop

14:05 - 17:11SYD-MDW

20h 06m1 stop

$2,627Multiple Airlines

Find Deal

Sun, 9 Nov - Sun, 16 Nov

Delta flights from Chicago Midway Airport to Sydney

Our best Delta deals on Chicago Midway Airport to Sydney flight tickets

Delta

31 Dec

MDW06:00Chicago Midway

33h 30m

2 stops

SYD08:30Sydney Kingsford Smith

20 Jan

SYD10:40Sydney Kingsford Smith

24h 28m

2 stops

MDW18:08Chicago Midway

$2,250

Find similar

Delta

31 Dec

MDW06:00Chicago Midway

33h 30m

2 stops

SYD08:30Sydney Kingsford Smith

12 Jan

SYD14:15Sydney Kingsford Smith

24h 31m

2 stops

MDW21:46Chicago Midway

$2,251

Find similar

Delta

7 Dec

MDW13:14Chicago Midway

26h 16m

2 stops

SYD08:30Sydney Kingsford Smith

23 Dec

SYD10:40Sydney Kingsford Smith

23h 39m

2 stops

MDW17:19Chicago Midway

$2,253

Find similar

momondo Fare Finder

Use the filters below to find and compare flights from Chicago Midway Airport to Sydney that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Thu 13/11

06:30-07:25

2 stops31h 55m

Sydney Kingsford Smith

Wed 3/12

17:45-20:36

2 stops43h 51m

$2,102

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 31/12

06:00-08:30

2 stops33h 30m

Sydney Kingsford Smith

Tue 20/1

10:40-18:08

2 stops24h 28m

$2,250

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 31/12

06:00-08:30

2 stops33h 30m

Sydney Kingsford Smith

Mon 12/1

14:15-21:46

2 stops24h 31m

$2,251

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sun 7/12

13:14-08:30

2 stops26h 16m

Sydney Kingsford Smith

Tue 23/12

10:40-17:19

2 stops23h 39m

$2,253

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 31/12

06:00-08:30

2 stops33h 30m

Sydney Kingsford Smith

Fri 30/1

10:40-21:46

2 stops28h 06m

$2,326

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Thu 1/1

11:48-08:30

2 stops27h 42m

Sydney Kingsford Smith

Mon 12/1

14:15-21:46

2 stops24h 31m

$2,328

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 31/12

06:00-08:30

2 stops33h 30m

Sydney Kingsford Smith

Fri 30/1

10:40-18:34

2 stops24h 54m

$2,330

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Mon 2/3

09:30-08:30

2 stops30h 00m

Sydney Kingsford Smith

Sun 15/3

09:40-18:34

2 stops24h 54m

$2,368

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sat 24/1

13:00-08:30

2 stops26h 30m

Sydney Kingsford Smith

Fri 13/2

10:40-21:46

2 stops28h 06m

$2,403

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sun 9/11

11:23-06:55

1 stop26h 32m

Sydney Kingsford Smith

Sun 16/11

14:05-17:11

1 stop20h 06m

$2,627

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago Midway Airport to Sydney

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the cheapest day to depart on your flight to Sydney?

Our data shows that Sunday is the least expensive day to fly to Sydney. Tickets to fly out on this day can be as low as $1,813. The most expensive day to fly to Sydney is Tuesday, with ticket prices averaging around $2,489.

What is the cheapest time of day to depart on your flight to Sydney?

According to our data, the cheapest time of day to fly to Sydney is in the afternoon. momondo users have found flights departing from Chicago Midway Airport to Sydney in the afternoon for as low as $2,121. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. If you have a flexible travel schedule, then try to avoid flying at midday when prices are $3,242 on average. Flights to Sydney from Chicago Midway Airport at midday are generally more expensive because this time of day is more convenient for travellers’ schedules.

When to book flights from Chicago Midway Airport to Sydney

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Sydney according to our flight data. Find out which month and days have the cheapest flights.

Estimated return price

Cheap Chicago Midway Airport to Sydney (MDW to SYD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Sydney

Direct flights	None

There are no direct flights from Chicago Midway Airport to Sydney. There are no popular flight routes from Chicago Midway Airport to Sydney.

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How far is Chicago Midway to Sydney Kingsford Smith by plane?
Chicago Midway and Sydney Kingsford Smith are 14854.9 km apart from one another. In terms of flight time, this usually takes a little over 22h 28m.
When did momondo last update prices for flights from Chicago Midway Airport to Sydney Kingsford Smith Airport?
Prices for flights from Chicago Midway Airport to Sydney Kingsford Smith Airport were last updated today.
How old do you have to be to fly from Chicago Midway Airport to Sydney Kingsford Smith Airport?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and stopovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago Midway Airport to Sydney Kingsford Smith Airport.
What documentation or ID do you need to fly to Sydney Kingsford Smith Airport?
The travel and health documents required for your trip to Sydney Kingsford Smith Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s licence, and a passport valid for six-months after you plan to arrive at Sydney Kingsford Smith Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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Terrigal

Penrith

Katoomba

Lithgow

Leura

Manly

Bondi Beach

Coogee

Randwick

Cronulla

Charlestown

Newport

Swansea

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Sydney from Chicago.

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

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

How can momondo help me find flights from Chicago to Sydney?

Once all potential Chicago to Sydney 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 from Chicago to Sydney right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Sydney from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.