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.

$1,326 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

Round-trip

One-way

Last minute

Cheap return flights

Enter your travel dates to find the best prices.

12:45 - 06:50MDW-SYD

25h 05m2 stops

09:25 - 18:05SYD-MDW

23h 40m2 stops

$2,259Delta

Find Deal

Tue, 30 Dec - Mon, 18 May

14:00 - 06:35MDW-SYD

25h 35m2 stops

09:25 - 21:45SYD-MDW

27h 20m2 stops

$2,261Delta

Find Deal

Wed, 22 Apr - Tue, 5 May

06:05 - 09:00MDW-SYD

33h 55m2 stops

11:20 - 22:43SYD-MDW

28h 23m2 stops

$2,306Multiple Airlines

Find Deal

Thu, 20 Nov - Thu, 27 Nov

13:28 - 08:30MDW-SYD

26h 02m2 stops

10:40 - 17:37SYD-MDW

23h 57m2 stops

$2,336Delta

Find Deal

Wed, 11 Feb - Thu, 26 Feb

13:00 - 06:35MDW-SYD

26h 35m2 stops

09:25 - 21:45SYD-MDW

27h 20m2 stops

$2,414Delta

Find Deal

Sat, 4 Apr - Sat, 25 Apr

09:59 - 08:30MDW-SYD

29h 31m2 stops

10:40 - 23:47SYD-MDW

30h 07m2 stops

$2,491Delta

Find Deal

Wed, 10 Dec - Wed, 17 Dec

09:59 - 08:30MDW-SYD

29h 31m2 stops

14:15 - 22:22SYD-MDW

25h 07m2 stops

$2,568Delta

Find Deal

Thu, 11 Dec - Mon, 29 Dec

13:50 - 08:30MDW-SYD

25h 40m2 stops

10:40 - 18:18SYD-MDW

24h 38m2 stops

$2,645Delta

Find Deal

Thu, 4 Dec - Fri, 19 Dec

13:50 - 08:30MDW-SYD

25h 40m2 stops

10:40 - 23:47SYD-MDW

30h 07m2 stops

$2,676Delta

Find Deal

Sun, 7 Dec - Sun, 14 Dec

05:30 - 06:55MDW-SYD

32h 25m1 stop

06:20 - 21:44SYD-MDW

32h 24m2 stops

$2,699Multiple Airlines

Find Deal

Mon, 1 Dec - Sun, 18 Jan

Delta flights from Chicago Midway Airport to Sydney

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

Delta

30 Dec

MDW12:45Chicago Midway

25h 05m

2 stops

SYD06:50Sydney Kingsford Smith

18 May

SYD09:25Sydney Kingsford Smith

23h 40m

2 stops

MDW18:05Chicago Midway

$2,259

Find similar

Delta

22 Apr

MDW14:00Chicago Midway

25h 35m

2 stops

SYD06:35Sydney Kingsford Smith

5 May

SYD09:25Sydney Kingsford Smith

27h 20m

2 stops

MDW21:45Chicago Midway

$2,261

Find similar

Delta

11 Feb

MDW13:28Chicago Midway

26h 02m

2 stops

SYD08:30Sydney Kingsford Smith

26 Feb

SYD10:40Sydney Kingsford Smith

23h 57m

2 stops

MDW17:37Chicago Midway

$2,336

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

Tue 30/12

12:45-06:50

2 stops25h 05m

Sydney Kingsford Smith

Mon 18/5

09:25-18:05

2 stops23h 40m

$2,259

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 22/4

14:00-06:35

2 stops25h 35m

Sydney Kingsford Smith

Tue 5/5

09:25-21:45

2 stops27h 20m

$2,261

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Thu 20/11

06:05-09:00

2 stops33h 55m

Sydney Kingsford Smith

Thu 27/11

11:20-22:43

2 stops28h 23m

$2,306

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 11/2

13:28-08:30

2 stops26h 02m

Sydney Kingsford Smith

Thu 26/2

10:40-17:37

2 stops23h 57m

$2,336

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sat 4/4

13:00-06:35

2 stops26h 35m

Sydney Kingsford Smith

Sat 25/4

09:25-21:45

2 stops27h 20m

$2,414

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 10/12

09:59-08:30

2 stops29h 31m

Sydney Kingsford Smith

Wed 17/12

10:40-23:47

2 stops30h 07m

$2,491

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Thu 11/12

09:59-08:30

2 stops29h 31m

Sydney Kingsford Smith

Mon 29/12

14:15-22:22

2 stops25h 07m

$2,568

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Thu 4/12

13:50-08:30

2 stops25h 40m

Sydney Kingsford Smith

Fri 19/12

10:40-18:18

2 stops24h 38m

$2,645

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sun 7/12

13:50-08:30

2 stops25h 40m

Sydney Kingsford Smith

Sun 14/12

10:40-23:47

2 stops30h 07m

$2,676

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Mon 1/12

05:30-06:55

1 stop32h 25m

Sydney Kingsford Smith

Sun 18/1

06:20-21:44

2 stops32h 24m

$2,699

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 $1,820. The most expensive day to fly to Sydney is Tuesday, with ticket prices averaging around $2,500.

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 $2,130. 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 $3,256 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 25h 02m.
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

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.