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.

$1,251 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

Last minute

Cheap return flights

Enter your travel dates to find the best prices.

06:15 - 07:25MDW-SYD

32h 10m2 stops

11:20 - 08:46SYD-MDW

38h 26m2 stops

$1,669Multiple Airlines

Find Deal

Fri, 5 Dec - Tue, 9 Dec

06:20 - 07:25MDW-SYD

32h 05m2 stops

11:20 - 23:25SYD-MDW

29h 05m2 stops

$1,885Multiple Airlines

Find Deal

Sun, 1 Feb - Thu, 12 Feb

06:00 - 07:25MDW-SYD

32h 25m2 stops

11:20 - 23:25SYD-MDW

29h 05m2 stops

$2,042Multiple Airlines

Find Deal

Thu, 12 Feb - Fri, 27 Feb

13:28 - 06:50MDW-SYD

24h 22m2 stops

10:40 - 16:16SYD-MDW

22h 36m2 stops

$2,237Delta

Find Deal

Sun, 1 Feb - Sun, 15 Feb

10:46 - 08:30MDW-SYD

28h 44m2 stops

10:40 - 17:45SYD-MDW

24h 05m2 stops

$2,313Delta

Find Deal

Wed, 11 Feb - Fri, 27 Feb

11:48 - 08:30MDW-SYD

27h 42m2 stops

14:15 - 22:26SYD-MDW

25h 11m2 stops

$2,390Delta

Find Deal

Thu, 1 Jan - Sat, 31 Jan

15:29 - 08:30MDW-SYD

24h 01m2 stops

10:40 - 22:09SYD-MDW

28h 29m2 stops

$2,466Delta

Find Deal

Wed, 24 Dec - Mon, 12 Jan

09:50 - 06:50MDW-SYD

28h 00m2 stops

10:40 - 16:31SYD-MDW

22h 51m2 stops

$2,542Delta

Find Deal

Thu, 25 Dec - Mon, 12 Jan

14:00 - 07:30MDW-SYD

25h 30m2 stops

10:25 - 18:34SYD-MDW

24h 09m2 stops

$2,573Delta

Find Deal

Thu, 26 Mar - Thu, 2 Apr

13:00 - 07:25MDW-SYD

26h 25m2 stops

10:25 - 18:08SYD-MDW

23h 43m2 stops

$2,611Delta

Find Deal

Sat, 21 Mar - Mon, 30 Mar

Delta flights from Chicago Midway Airport to Sydney

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

Delta

1 Feb

MDW13:28Chicago Midway

24h 22m

2 stops

SYD06:50Sydney Kingsford Smith

15 Feb

SYD10:40Sydney Kingsford Smith

22h 36m

2 stops

MDW16:16Chicago Midway

$2,237

Find similar

Delta

11 Feb

MDW13:28Chicago Midway

26h 02m

2 stops

SYD08:30Sydney Kingsford Smith

26 Feb

SYD14:15Sydney Kingsford Smith

25h 29m

2 stops

MDW22:44Chicago Midway

$2,313

Find similar

Delta

31 Jan

MDW13:28Chicago Midway

26h 02m

2 stops

SYD08:30Sydney Kingsford Smith

14 Feb

SYD14:15Sydney Kingsford Smith

25h 29m

2 stops

MDW22:44Chicago Midway

$2,390

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

Fri 5/12

06:15-07:25

2 stops32h 10m

Sydney Kingsford Smith

Tue 9/12

11:20-08:46

2 stops38h 26m

$1,669

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sun 1/2

06:20-07:25

2 stops32h 05m

Sydney Kingsford Smith

Thu 12/2

11:20-23:25

2 stops29h 05m

$1,885

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Thu 12/2

06:00-07:25

2 stops32h 25m

Sydney Kingsford Smith

Fri 27/2

11:20-23:25

2 stops29h 05m

$2,042

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sun 1/2

13:28-06:50

2 stops24h 22m

Sydney Kingsford Smith

Sun 15/2

10:40-16:16

2 stops22h 36m

$2,237

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 11/2

10:46-08:30

2 stops28h 44m

Sydney Kingsford Smith

Fri 27/2

10:40-17:45

2 stops24h 05m

$2,313

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Thu 1/1

11:48-08:30

2 stops27h 42m

Sydney Kingsford Smith

Sat 31/1

14:15-22:26

2 stops25h 11m

$2,390

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 24/12

15:29-08:30

2 stops24h 01m

Sydney Kingsford Smith

Mon 12/1

10:40-22:09

2 stops28h 29m

$2,466

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Thu 25/12

09:50-06:50

2 stops28h 00m

Sydney Kingsford Smith

Mon 12/1

10:40-16:31

2 stops22h 51m

$2,542

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Thu 26/3

14:00-07:30

2 stops25h 30m

Sydney Kingsford Smith

Thu 2/4

10:25-18:34

2 stops24h 09m

$2,573

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sat 21/3

13:00-07:25

2 stops26h 25m

Sydney Kingsford Smith

Mon 30/3

10:25-18:08

2 stops23h 43m

$2,611

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 $1,801. The most expensive day to fly to Sydney is Tuesday, with ticket prices averaging around $2,474.

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 $2,107. 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 $3,221 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 24h 01m.
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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Penrith

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Lithgow

Leura

Manly

Bondi Beach

Coogee

Cronulla

Randwick

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.