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

Prices for flights from Sydney Kingsford Smith Airport to Chicago Midway Airport refresh daily.

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

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and stopovers. It is recommended that you verify with the airline you are booking with for travel from Sydney Kingsford Smith Airport to Chicago Midway Airport.

What documentation or ID do you need to fly to Chicago Midway Airport?

The travel and health documents required for your trip to Chicago Midway 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 Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$738 Cheap Flights from Sydney to Chicago Midway Airport in 2026/27

Find the cheapest flights from Sydney to Chicago

Return

One-way

Last minute

Cheap return flights

Enter your travel dates to find the best prices.

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

22h 59m2 stops Los Angeles Minneapolis St Paul

13:05 - 08:30MDW Chicago Midway-SYD Sydney Kingsford Smith

26h 25m2 stops Atlanta Hartsfield-Jackson Los Angeles

$1,715Delta

Tue, 17 Nov - Tue, 24 Nov

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

22h 59m2 stops Los Angeles Minneapolis St Paul

13:05 - 08:30MDW Chicago Midway-SYD Sydney Kingsford Smith

26h 25m2 stops Atlanta Hartsfield-Jackson Los Angeles

$2,890Delta

Thu, 12 Nov - Mon, 30 Nov

11:15 - 23:47SYD Sydney Kingsford Smith-MDW Chicago Midway

29h 32m2 stops Los Angeles Atlanta Hartsfield-Jackson

08:28 - 06:55MDW Chicago Midway-SYD Sydney Kingsford Smith

29h 27m1 stop Dallas/Fort Worth

$3,457Multiple Airlines

Sun, 15 Nov - Mon, 30 Nov

11:15 - 00:47SYD Sydney Kingsford Smith-MDW Chicago Midway

29h 32m2 stops Los Angeles Atlanta Hartsfield-Jackson

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

25h 35m1 stop Dallas/Fort Worth

$3,949Multiple Airlines

Sun, 1 Nov - Thu, 5 Nov

11:15 - 09:45SYD Sydney Kingsford Smith-MDW Chicago Midway

39h 30m2 stops Los Angeles Dallas/Fort Worth

10:40 - 06:55MDW Chicago Midway-SYD Sydney Kingsford Smith

27h 15m1 stop Dallas/Fort Worth

$4,078Multiple Airlines

Fri, 4 Dec - Mon, 14 Dec

21:55 - 12:33SYD Sydney Kingsford Smith-MDW Chicago Midway

30h 38m2 stops Incheon Intl Detroit Metropolitan Wayne County

09:55 - 06:20MDW Chicago Midway-SYD Sydney Kingsford Smith

29h 25m2 stops Minneapolis St Paul Incheon Intl

$8,158Multiple Airlines

Fri, 26 Mar - Tue, 20 Apr

21:55 - 22:10SYD Sydney Kingsford Smith-MDW Chicago Midway

41h 15m2 stops Incheon Intl Atlanta Hartsfield-Jackson

09:55 - 06:20MDW Chicago Midway-SYD Sydney Kingsford Smith

29h 25m2 stops Minneapolis St Paul Incheon Intl

$8,498Multiple Airlines

Tue, 16 Feb - Tue, 20 Apr

21:55 - 13:01SYD Sydney Kingsford Smith-MDW Chicago Midway

32h 06m2 stops Incheon Intl Detroit Metropolitan Wayne County

17:12 - 20:05MDW Chicago Midway-SYD Sydney Kingsford Smith

33h 53m2 stops Atlanta Hartsfield-Jackson Incheon Intl

$8,521Multiple Airlines

Fri, 4 Dec - Mon, 14 Dec

21:55 - 13:01SYD Sydney Kingsford Smith-MDW Chicago Midway

32h 06m2 stops Incheon Intl Detroit Metropolitan Wayne County

17:12 - 20:05MDW Chicago Midway-SYD Sydney Kingsford Smith

33h 53m2 stops Atlanta Hartsfield-Jackson Incheon Intl

$8,604Multiple Airlines

Fri, 4 Dec - Mon, 14 Dec

21:55 - 11:59SYD Sydney Kingsford Smith-MDW Chicago Midway

31h 04m2 stops Incheon Intl Atlanta Hartsfield-Jackson

17:13 - 20:05MDW Chicago Midway-SYD Sydney Kingsford Smith

33h 52m2 stops Atlanta Hartsfield-Jackson Incheon Intl

$8,836Multiple Airlines

Sun, 15 Nov - Mon, 30 Nov

Cheap last-minute flights

Enter your travel dates to find the best prices.

10:15 - 18:00SYD Sydney Kingsford Smith-MDW Chicago Midway

23h 45m2 stops Los Angeles Detroit Metropolitan Wayne County

13:27 - 07:20MDW Chicago Midway-SYD Sydney Kingsford Smith

25h 53m2 stops Detroit Metropolitan Wayne County Los Angeles

$2,899Delta

Wed, 21 Oct - Mon, 26 Oct

10:15 - 18:00SYD Sydney Kingsford Smith-MDW Chicago Midway

23h 45m2 stops Los Angeles Detroit Metropolitan Wayne County

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

26h 03m2 stops Detroit Metropolitan Wayne County Los Angeles

$2,912Delta

Thu, 22 Oct - Wed, 4 Nov

10:15 - 16:47SYD Sydney Kingsford Smith-MDW Chicago Midway

22h 32m2 stops Los Angeles Minneapolis St Paul

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

29h 18m2 stops Minneapolis St Paul Los Angeles

$2,972Delta

Thu, 22 Oct - Sat, 7 Nov

10:15 - 16:47SYD Sydney Kingsford Smith-MDW Chicago Midway

22h 32m2 stops Los Angeles Minneapolis St Paul

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

29h 18m2 stops Minneapolis St Paul Los Angeles

$2,974Delta

Thu, 22 Oct - Sat, 7 Nov

08:40 - 12:17SYD Sydney Kingsford Smith-MDW Chicago Midway

43h 37m2 stops Hong Kong Intl Dallas/Fort Worth

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

25h 35m1 stop Dallas/Fort Worth

$3,155Multiple Airlines

Thu, 22 Oct - Sat, 7 Nov

13:00 - 12:17SYD Sydney Kingsford Smith-MDW Chicago Midway

39h 17m1 stop Dallas/Fort Worth

12:20 - 06:25MDW Chicago Midway-SYD Sydney Kingsford Smith

49h 05m2 stops Dallas/Fort Worth Los Angeles

$3,322Multiple Airlines

Thu, 22 Oct - Sat, 7 Nov

13:00 - 12:17SYD Sydney Kingsford Smith-MDW Chicago Midway

39h 17m1 stop Dallas/Fort Worth

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

48h 58m2 stops Dallas/Fort Worth Los Angeles

$3,352Multiple Airlines

Thu, 22 Oct - Wed, 4 Nov

08:55 - 22:33SYD Sydney Kingsford Smith-MDW Chicago Midway

29h 38m2 stops Incheon Intl Atlanta Hartsfield-Jackson

09:29 - 20:05MDW Chicago Midway-SYD Sydney Kingsford Smith

42h 36m2 stops Detroit Metropolitan Wayne County Incheon Intl

$8,524Multiple Airlines

Wed, 21 Oct - Mon, 26 Oct

08:55 - 22:33SYD Sydney Kingsford Smith-MDW Chicago Midway

29h 38m2 stops Incheon Intl Atlanta Hartsfield-Jackson

09:29 - 20:05MDW Chicago Midway-SYD Sydney Kingsford Smith

42h 36m2 stops Detroit Metropolitan Wayne County Incheon Intl

$18,168Multiple Airlines

Thu, 22 Oct - Mon, 26 Oct

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Delta flights from Sydney to Chicago Midway Airport

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

Delta

17 Nov

SYD10:40Sydney Kingsford Smith

22h 59m

2 stops

MDW16:39Chicago Midway

24 Nov

MDW13:05Chicago Midway

26h 25m

2 stops

SYD08:30Sydney Kingsford Smith

$1,715

Delta

12 Nov

SYD10:40Sydney Kingsford Smith

22h 59m

2 stops

MDW16:39Chicago Midway

30 Nov

MDW13:05Chicago Midway

26h 25m

2 stops

SYD08:30Sydney Kingsford Smith

$2,890

Delta

21 Oct

SYD10:15Sydney Kingsford Smith

23h 45m

2 stops

MDW18:00Chicago Midway

26 Oct

MDW13:27Chicago Midway

25h 53m

2 stops

SYD07:20Sydney Kingsford Smith

$2,899

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

Fastest return journey

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Tue 17/11

10:40-16:39

2 stops22h 59m

Chicago Midway

Tue 24/11

13:05-08:30

2 stops26h 25m

$1,715

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Thu 12/11

10:40-16:39

2 stops22h 59m

Chicago Midway

Mon 30/11

13:05-08:30

2 stops26h 25m

$2,890

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Sun 15/11

11:15-23:47

2 stops29h 32m

Chicago Midway

Mon 30/11

08:28-06:55

1 stop29h 27m

$3,457

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Sun 1/11

11:15-00:47

2 stops29h 32m

Chicago Midway

Thu 5/11

12:20-06:55

1 stop25h 35m

$3,949

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Fri 4/12

11:15-09:45

2 stops39h 30m

Chicago Midway

Mon 14/12

10:40-06:55

1 stop27h 15m

$4,078

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Fri 26/3

21:55-12:33

2 stops30h 38m

Chicago Midway

Tue 20/4

09:55-06:20

2 stops29h 25m

$8,158

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Tue 16/2

21:55-22:10

2 stops41h 15m

Chicago Midway

Tue 20/4

09:55-06:20

2 stops29h 25m

$8,498

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Fri 4/12

21:55-13:01

2 stops32h 06m

Chicago Midway

Mon 14/12

17:12-20:05

2 stops33h 53m

$8,521

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Fri 4/12

21:55-13:01

2 stops32h 06m

Chicago Midway

Mon 14/12

17:12-20:05

2 stops33h 53m

$8,604

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Sun 15/11

21:55-11:59

2 stops31h 04m

Chicago Midway

Mon 30/11

17:13-20:05

2 stops33h 52m

$8,836

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 Sydney to Chicago Midway Airport

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

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

Delta is the most popular carrier operating from Sydney Kingsford Smith to Chicago Midway

When to book flights from Sydney to Chicago Midway Airport

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

Estimated return price

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

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

Best price found	$738
Fastest flight time	22h 59m
Direct flights	None

The best one-way flight to Chicago Midway Airport from Sydney in the past 72 hours is $738. The best return flight deal from Sydney to Chicago Midway Airport found on momondo in the last 72 hours is $1,715.

The fastest flight from Sydney to Chicago Midway Airport takes 22h 59m

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

Search flight deals

Frequently asked questions about flying from Sydney to Chicago Midway Airport

How far is Sydney Kingsford Smith to Chicago Midway by plane?
There are 14854.9 km between Sydney Kingsford Smith and Chicago Midway. Flights usually cover this in 22h 59m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Sydney Kingsford Smith Airport to Chicago Midway Airport?
Prices for flights from Sydney Kingsford Smith Airport to Chicago Midway Airport refresh daily.
How old do you have to be to fly from Sydney Kingsford Smith Airport to Chicago Midway Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and stopovers. It is recommended that you verify with the airline you are booking with for travel from Sydney Kingsford Smith Airport to Chicago Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The travel and health documents required for your trip to Chicago Midway 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 Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Sydney to Chicago . Millions of users trust and use momondo every year so you are in good hands.

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

Yes. momondo enables you to select and highlight flights to Chicago from Sydney with this policy.

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

momondo helps you find the best flight between Sydney and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Price alerts on flights to Chicago from Sydney are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.