How do I get Price Alerts for flights from Chicago Midway Airport to Sydney?

Price Alerts will notify you by email when the price for flights to Sydney from Chicago Midway Airport decreases. To activate this, select your desired travel dates and search for offers. While browsing through offers you’ll see the Price Alert widget toggle. Click it to turn on notifications.

How can I save money on flights from Chicago Midway Airport to Sydney with momondo?

Plan your trips smart with the “Price Forecast” feature, which uses flight data to help you pick the best days to fly for the lowest fares. Our “Price Calendar” helps you get the most for your money by showing you when it’s most advantageous to fly. Curate your own travel experiences for less with “Explore” . Expert travel hacks to fuel your next adventure are a click away with “Discover” by momondo. Set up our “Price Alerts” to track fare changes and book when prices are at their lowest point.

How does momondo find its flight prices?

We show prices from over 700+ competitors with a single click. With options from airlines and OTAs from across our 30 international markets, we are able to show you a diverse range of deals to create your adventure.

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.

$1,143 Cheap Flights from Chicago Midway Airport to Sydney in 2026/27

Find the cheapest flights from Chicago Midway Airport to Sydney

Return

One-way

Last minute

Cheap return flights

Enter your travel dates to find the best prices.

10:12 - 08:30MDW Chicago Midway-SYD Sydney Kingsford Smith

29h 18m2 stops Minneapolis St Paul Los Angeles

10:40 - 16:39SYD Sydney Kingsford Smith-MDW Chicago Midway

22h 59m2 stops Los Angeles Minneapolis St Paul

$1,857Delta

Sat, 7 Nov - Fri, 13 Nov

13:27 - 08:30MDW Chicago Midway-SYD Sydney Kingsford Smith

26h 03m2 stops Detroit Metropolitan Wayne County Los Angeles

10:40 - 16:39SYD Sydney Kingsford Smith-MDW Chicago Midway

22h 59m2 stops Los Angeles Minneapolis St Paul

$2,427Delta

Sun, 8 Nov - Wed, 18 Nov

10:12 - 08:30MDW Chicago Midway-SYD Sydney Kingsford Smith

29h 18m2 stops Minneapolis St Paul Los Angeles

10:40 - 16:39SYD Sydney Kingsford Smith-MDW Chicago Midway

22h 59m2 stops Los Angeles Minneapolis St Paul

$2,570Delta

Sat, 7 Nov - Fri, 13 Nov

06:01 - 06:55MDW Chicago Midway-SYD Sydney Kingsford Smith

31h 54m1 stop Dallas/Fort Worth

08:45 - 12:13SYD Sydney Kingsford Smith-MDW Chicago Midway

44h 28m2 stops Hong Kong Intl Dallas/Fort Worth

$2,953Multiple Airlines

Fri, 22 Jan - Sun, 31 Jan

12:20 - 06:55MDW Chicago Midway-SYD Sydney Kingsford Smith

25h 35m1 stop Dallas/Fort Worth

15:15 - 07:37SYD Sydney Kingsford Smith-MDW Chicago Midway

57h 22m2 stops Hong Kong Intl Dallas/Fort Worth

$2,990Multiple Airlines

Mon, 9 Nov - Wed, 25 Nov

06:01 - 06:55MDW Chicago Midway-SYD Sydney Kingsford Smith

31h 54m1 stop Dallas/Fort Worth

22:20 - 12:13SYD Sydney Kingsford Smith-MDW Chicago Midway

54h 53m2 stops Hong Kong Intl Dallas/Fort Worth

$2,991Multiple Airlines

Wed, 27 Jan - Wed, 3 Feb

12:20 - 06:55MDW Chicago Midway-SYD Sydney Kingsford Smith

25h 35m1 stop Dallas/Fort Worth

15:15 - 07:37SYD Sydney Kingsford Smith-MDW Chicago Midway

57h 22m2 stops Hong Kong Intl Dallas/Fort Worth

$3,027Multiple Airlines

Mon, 9 Nov - Wed, 25 Nov

15:45 - 20:15MDW Chicago Midway-SYD Sydney Kingsford Smith

35h 30m2 stops Los Angeles Tokyo Haneda

21:45 - 05:55SYD Sydney Kingsford Smith-MDW Chicago Midway

49h 10m2 stops Tokyo Haneda Los Angeles

$3,364Multiple Airlines

Mon, 7 Dec - Mon, 14 Dec

10:00 - 12:15MDW Chicago Midway-SYD Sydney Kingsford Smith

58h 15m2 stops San Francisco Taipei City Taiwan Taoyuan Intl

22:10 - 06:05SYD Sydney Kingsford Smith-MDW Chicago Midway

47h 55m2 stops Taipei City Taiwan Taoyuan Intl Seattle/Tacoma Intl

$3,512Multiple Airlines

Wed, 17 Mar - Wed, 31 Mar

15:50 - 12:15MDW Chicago Midway-SYD Sydney Kingsford Smith

51h 25m2 stops Ontario Taipei City Taiwan Taoyuan Intl

22:10 - 11:20SYD Sydney Kingsford Smith-MDW Chicago Midway

54h 10m2 stops Taipei City Taiwan Taoyuan Intl Seattle/Tacoma Intl

$3,533Multiple Airlines

Wed, 17 Feb - Mon, 8 Mar

Cheap last-minute flights

Enter your travel dates to find the best prices.

11:39 - 08:30MDW Chicago Midway-SYD Sydney Kingsford Smith

27h 51m2 stops Atlanta Hartsfield-Jackson Los Angeles

10:40 - 18:04SYD Sydney Kingsford Smith-MDW Chicago Midway

24h 24m2 stops Los Angeles Detroit Metropolitan Wayne County

$2,427Delta

Tue, 3 Nov - Tue, 10 Nov

12:27 - 06:25MDW Chicago Midway-SYD Sydney Kingsford Smith

48h 58m2 stops Dallas/Fort Worth Los Angeles

14:05 - 11:22SYD Sydney Kingsford Smith-MDW Chicago Midway

38h 17m1 stop Dallas/Fort Worth

$3,345Multiple Airlines

Tue, 3 Nov - Tue, 10 Nov

16:45 - 12:15MDW Chicago Midway-SYD Sydney Kingsford Smith

50h 30m2 stops Los Angeles Taipei City Taiwan Taoyuan Intl

22:10 - 12:15SYD Sydney Kingsford Smith-MDW Chicago Midway

55h 05m2 stops Taipei City Taiwan Taoyuan Intl Seattle/Tacoma Intl

$3,721Multiple Airlines

Sun, 1 Nov - Mon, 1 Feb

12:27 - 06:55MDW Chicago Midway-SYD Sydney Kingsford Smith

25h 28m1 stop Dallas/Fort Worth

14:05 - 11:22SYD Sydney Kingsford Smith-MDW Chicago Midway

38h 17m1 stop Dallas/Fort Worth

$3,776Multiple Airlines

Tue, 3 Nov - Tue, 10 Nov

18:05 - 12:15MDW Chicago Midway-SYD Sydney Kingsford Smith

49h 10m2 stops Phoenix Sky Harbor Intl Taipei City Taiwan Taoyuan Intl

22:10 - 11:20SYD Sydney Kingsford Smith-MDW Chicago Midway

54h 10m2 stops Taipei City Taiwan Taoyuan Intl Seattle/Tacoma Intl

$3,934Multiple Airlines

Sun, 1 Nov - Wed, 11 Nov

18:05 - 12:15MDW Chicago Midway-SYD Sydney Kingsford Smith

49h 10m2 stops Phoenix Sky Harbor Intl Taipei City Taiwan Taoyuan Intl

22:10 - 12:25SYD Sydney Kingsford Smith-MDW Chicago Midway

55h 15m2 stops Taipei City Taiwan Taoyuan Intl Seattle/Tacoma Intl

$4,273Multiple Airlines

Sun, 1 Nov - Mon, 16 Nov

19:15 - 12:15MDW Chicago Midway-SYD Sydney Kingsford Smith

49h 00m2 stops Phoenix Sky Harbor Intl Taipei City Taiwan Taoyuan Intl

22:10 - 12:25SYD Sydney Kingsford Smith-MDW Chicago Midway

55h 15m2 stops Taipei City Taiwan Taoyuan Intl Los Angeles

$4,474Multiple Airlines

Fri, 30 Oct - Thu, 5 Nov

19:15 - 12:15MDW Chicago Midway-SYD Sydney Kingsford Smith

49h 00m2 stops Phoenix Sky Harbor Intl Taipei City Taiwan Taoyuan Intl

22:10 - 01:10SYD Sydney Kingsford Smith-MDW Chicago Midway

44h 00m3 stops Taipei City Taiwan Taoyuan Intl Phoenix Sky Harbor Intl Dallas Love Field

$4,481Multiple Airlines

Fri, 30 Oct - Thu, 5 Nov

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

Delta flights from Chicago Midway Airport to Sydney

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

Delta

7 Nov

MDW10:12Chicago Midway

29h 18m

2 stops

SYD08:30Sydney Kingsford Smith

13 Nov

SYD10:40Sydney Kingsford Smith

22h 59m

2 stops

MDW16:39Chicago Midway

$1,857

Delta

8 Nov

MDW13:27Chicago Midway

26h 03m

2 stops

SYD08:30Sydney Kingsford Smith

18 Nov

SYD10:40Sydney Kingsford Smith

22h 59m

2 stops

MDW16:39Chicago Midway

$2,427

Delta

7 Nov

MDW10:12Chicago Midway

29h 18m

2 stops

SYD08:30Sydney Kingsford Smith

13 Nov

SYD10:40Sydney Kingsford Smith

22h 59m

2 stops

MDW16:39Chicago Midway

$2,570

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

Cheapest return flight

ChicagoSydney

MDW Chicago Midway - SYD Sydney Kingsford Smith

MDWSYD

Chicago Midway

Sat 7/11

10:12-08:30

2 stops29h 18m

Sydney Kingsford Smith

Fri 13/11

10:40-16:39

2 stops22h 59m

$1,857

Fastest return journey

ChicagoSydney

MDW Chicago Midway - SYD Sydney Kingsford Smith

MDWSYD

Chicago Midway

Sun 8/11

13:27-08:30

2 stops26h 03m

Sydney Kingsford Smith

Wed 18/11

10:40-16:39

2 stops22h 59m

$2,427

ChicagoSydney

MDW Chicago Midway - SYD Sydney Kingsford Smith

MDWSYD

Chicago Midway

Sat 7/11

10:12-08:30

2 stops29h 18m

Sydney Kingsford Smith

Fri 13/11

10:40-16:39

2 stops22h 59m

$2,570

ChicagoSydney

MDW Chicago Midway - SYD Sydney Kingsford Smith

MDWSYD

Chicago Midway

Fri 22/1

06:01-06:55

1 stop31h 54m

Sydney Kingsford Smith

Sun 31/1

08:45-12:13

2 stops44h 28m

$2,953

ChicagoSydney

MDW Chicago Midway - SYD Sydney Kingsford Smith

MDWSYD

Chicago Midway

Mon 9/11

12:20-06:55

1 stop25h 35m

Sydney Kingsford Smith

Wed 25/11

15:15-07:37

2 stops57h 22m

$2,990

ChicagoSydney

MDW Chicago Midway - SYD Sydney Kingsford Smith

MDWSYD

Chicago Midway

Wed 27/1

06:01-06:55

1 stop31h 54m

Sydney Kingsford Smith

Wed 3/2

22:20-12:13

2 stops54h 53m

$2,991

ChicagoSydney

MDW Chicago Midway - SYD Sydney Kingsford Smith

MDWSYD

Chicago Midway

Mon 9/11

12:20-06:55

1 stop25h 35m

Sydney Kingsford Smith

Wed 25/11

15:15-07:37

2 stops57h 22m

$3,027

ChicagoSydney

MDW Chicago Midway - SYD Sydney Kingsford Smith

MDWSYD

Chicago Midway

Mon 7/12

15:45-20:15

2 stops35h 30m

Sydney Kingsford Smith

Mon 14/12

21:45-05:55

2 stops49h 10m

$3,364

ChicagoSydney

MDW Chicago Midway - SYD Sydney Kingsford Smith

MDWSYD

Chicago Midway

Wed 17/3

10:00-12:15

2 stops58h 15m

Sydney Kingsford Smith

Wed 31/3

22:10-06:05

2 stops47h 55m

$3,512

ChicagoSydney

MDW Chicago Midway - SYD Sydney Kingsford Smith

MDWSYD

Chicago Midway

Wed 17/2

15:50-12:15

2 stops51h 25m

Sydney Kingsford Smith

Mon 8/3

22:10-11:20

2 stops54h 10m

$3,533

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Best price found	$1,143
Fastest flight time	26h 03m
Direct flights	None

The best one-way flight to Sydney from Chicago Midway Airport in the past 72 hours is $1,143. The best return flight deal from Chicago Midway Airport to Sydney found on momondo in the last 72 hours is $1,857.

The fastest flight from Chicago Midway Airport to Sydney takes 26h 03m

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

Search flight deals

Frequently asked questions about flying from Chicago Midway Airport to Sydney

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 26h 03m.
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.

Frequently asked questions about flying from Chicago Midway Airport to Sydney

How do I get Price Alerts for flights from Chicago Midway Airport to Sydney?
Price Alerts will notify you by email when the price for flights to Sydney from Chicago Midway Airport decreases. To activate this, select your desired travel dates and search for offers. While browsing through offers you’ll see the Price Alert widget toggle. Click it to turn on notifications.
How can I save money on flights from Chicago Midway Airport to Sydney with momondo?
Plan your trips smart with the “Price Forecast” feature, which uses flight data to help you pick the best days to fly for the lowest fares. Our “Price Calendar” helps you get the most for your money by showing you when it’s most advantageous to fly. Curate your own travel experiences for less with “Explore”. Expert travel hacks to fuel your next adventure are a click away with “Discover” by momondo. Set up our “Price Alerts” to track fare changes and book when prices are at their lowest point.
How does momondo find its flight prices?
We show prices from over 700+ competitors with a single click. With options from airlines and OTAs from across our 30 international markets, we are able to show you a diverse range of deals to create your adventure.

Parramatta

Terrigal

Wollongong

Katoomba

Penrith

Coogee

Lithgow

Manly

Cronulla

Randwick

Leura

Bondi Beach

Charlestown

Swansea

Newport

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.