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.

$1,250 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 - 18:04SYD Sydney Kingsford Smith-MDW Chicago Midway

24h 24m2 stops Los Angeles Detroit Metropolitan Wayne County

13:31 - 08:30MDW Chicago Midway-SYD Sydney Kingsford Smith

25h 59m2 stops Detroit Metropolitan Wayne County Los Angeles

$2,758Delta

Tue, 10 Nov - Tue, 17 Nov

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

24h 24m2 stops Los Angeles Detroit Metropolitan Wayne County

13:31 - 08:30MDW Chicago Midway-SYD Sydney Kingsford Smith

25h 59m2 stops Detroit Metropolitan Wayne County Los Angeles

$2,759Delta

Mon, 9 Nov - Mon, 16 Nov

09:40 - 18:00SYD Sydney Kingsford Smith-MDW Chicago Midway

24h 20m2 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

$2,897Delta

Fri, 30 Oct - Sat, 7 Nov

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

22h 32m2 stops Los Angeles Minneapolis St Paul

12:49 - 07:20MDW Chicago Midway-SYD Sydney Kingsford Smith

26h 31m2 stops Atlanta Hartsfield-Jackson Los Angeles

$2,908Delta

Tue, 20 Oct - Tue, 27 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

$2,910Delta

Thu, 22 Oct - Wed, 4 Nov

09:40 - 16:14SYD Sydney Kingsford Smith-MDW Chicago Midway

22h 34m2 stops Los Angeles Atlanta Hartsfield-Jackson

10:12 - 07:20MDW Chicago Midway-SYD Sydney Kingsford Smith

29h 08m2 stops Minneapolis St Paul Los Angeles

$2,911Delta

Mon, 26 Oct - Sat, 31 Oct

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

22h 32m2 stops Los Angeles Minneapolis St Paul

13:27 - 07:50MDW Chicago Midway-SYD Sydney Kingsford Smith

26h 23m2 stops Detroit Metropolitan Wayne County Los Angeles

$2,984Delta

Sat, 10 Oct - Tue, 13 Oct

21:30 - 23:47SYD Sydney Kingsford Smith-MDW Chicago Midway

43h 17m2 stops Abu Dhabi Zayed Intl Atlanta Hartsfield-Jackson

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

25h 28m1 stop Dallas/Fort Worth

$3,104Multiple Airlines

Tue, 10 Nov - Tue, 17 Nov

21:45 - 12:17SYD Sydney Kingsford Smith-MDW Chicago Midway

54h 32m2 stops Doha Hamad Intl Dallas/Fort Worth

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

26h 28m1 stop Dallas/Fort Worth

$3,263Multiple Airlines

Tue, 20 Oct - Tue, 27 Oct

20:30 - 14:35SYD Sydney Kingsford Smith-MDW Chicago Midway

34h 05m2 stops Vancouver Intl Toronto Pearson Intl

13:12 - 06:55MDW Chicago Midway-SYD Sydney Kingsford Smith

25h 43m1 stop Dallas/Fort Worth

$3,286Multiple Airlines

Mon, 19 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

10 Nov

SYD10:40Sydney Kingsford Smith

24h 24m

2 stops

MDW18:04Chicago Midway

17 Nov

MDW13:31Chicago Midway

25h 59m

2 stops

SYD08:30Sydney Kingsford Smith

$2,758

Delta

9 Nov

SYD10:40Sydney Kingsford Smith

24h 24m

2 stops

MDW18:04Chicago Midway

16 Nov

MDW13:31Chicago Midway

25h 59m

2 stops

SYD08:30Sydney Kingsford Smith

$2,759

Delta

30 Oct

SYD09:40Sydney Kingsford Smith

24h 20m

2 stops

MDW18:00Chicago Midway

7 Nov

MDW13:27Chicago Midway

26h 03m

2 stops

SYD08:30Sydney Kingsford Smith

$2,897

Korean Air flights from Sydney to Chicago Midway Airport

Our best Korean Air deals on Sydney to Chicago Midway Airport flight tickets

Korean Air

13 Nov

SYD21:55Sydney Kingsford Smith

31h 56m

2 stops

MDW12:51Chicago Midway

20 Nov

MDW17:13Chicago Midway

33h 52m

2 stops

SYD20:05Sydney Kingsford Smith

$8,561

Korean Air

19 Oct

SYD08:55Sydney Kingsford Smith

29h 38m

2 stops

MDW22:33Chicago Midway

26 Oct

MDW09:29Chicago Midway

42h 36m

2 stops

SYD20:05Sydney Kingsford Smith

$18,926

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

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Tue 10/11

10:40-18:04

2 stops24h 24m

Chicago Midway

Tue 17/11

13:31-08:30

2 stops25h 59m

$2,758

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Mon 9/11

10:40-18:04

2 stops24h 24m

Chicago Midway

Mon 16/11

13:31-08:30

2 stops25h 59m

$2,759

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Fri 30/10

09:40-18:00

2 stops24h 20m

Chicago Midway

Sat 7/11

13:27-08:30

2 stops26h 03m

$2,897

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Tue 20/10

10:15-16:47

2 stops22h 32m

Chicago Midway

Tue 27/10

12:49-07:20

2 stops26h 31m

$2,908

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Thu 22/10

10:15-18:00

2 stops23h 45m

Chicago Midway

Wed 4/11

13:27-08:30

2 stops26h 03m

$2,910

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Mon 26/10

09:40-16:14

2 stops22h 34m

Chicago Midway

Sat 31/10

10:12-07:20

2 stops29h 08m

$2,911

Fastest return journey

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Sat 10/10

10:15-16:47

2 stops22h 32m

Chicago Midway

Tue 13/10

13:27-07:50

2 stops26h 23m

$2,984

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Tue 10/11

21:30-23:47

2 stops43h 17m

Chicago Midway

Tue 17/11

12:27-06:55

1 stop25h 28m

$3,104

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Tue 20/10

21:45-12:17

2 stops54h 32m

Chicago Midway

Tue 27/10

12:27-06:55

1 stop26h 28m

$3,263

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Mon 19/10

20:30-14:35

2 stops34h 05m

Chicago Midway

Mon 26/10

13:12-06:55

1 stop25h 43m

$3,286

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	$1,250
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 $1,250. The best return flight deal from Sydney to Chicago Midway Airport found on momondo in the last 72 hours is $2,758.

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.