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.

$1,476 Cheap Flights from Sydney to Chicago Midway Airport in 2026

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 - 16:50SYD Sydney Kingsford Smith-MDW Chicago Midway

23h 10m2 stops Los Angeles Los Angeles Minneapolis St Paul

09:30 - 08:30MDW Chicago Midway-SYD Sydney Kingsford Smith

30h 00m2 stops Detroit Metropolitan Wayne County Los Angeles Los Angeles

$2,447Delta

Tue, 8 Dec - Tue, 12 Jan

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

22h 59m2 stops Los Angeles Los Angeles Minneapolis St Paul

11:28 - 08:30MDW Chicago Midway-SYD Sydney Kingsford Smith

28h 02m2 stops Atlanta Hartsfield-Jackson Los Angeles Los Angeles

$2,531Delta

Wed, 25 Nov - Fri, 4 Dec

10:40 - 08:50SYD Sydney Kingsford Smith-MDW Chicago Midway

39h 10m2 stops Los Angeles Los Angeles Detroit Metropolitan Wayne County

06:00 - 08:30MDW Chicago Midway-SYD Sydney Kingsford Smith

33h 30m2 stops Atlanta Hartsfield-Jackson Los Angeles Los Angeles

$2,590Delta

Tue, 29 Dec - Tue, 12 Jan

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

23h 45m2 stops Los Angeles Los Angeles Detroit Metropolitan Wayne County

11:33 - 07:30MDW Chicago Midway-SYD Sydney Kingsford Smith

27h 57m2 stops Atlanta Hartsfield-Jackson Los Angeles Los Angeles

$2,605Delta

Sun, 18 Oct - Sat, 31 Oct

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

23h 45m2 stops Los Angeles Los Angeles Detroit Metropolitan Wayne County

13:27 - 07:30MDW Chicago Midway-SYD Sydney Kingsford Smith

26h 03m2 stops Detroit Metropolitan Wayne County Los Angeles Los Angeles

$2,731Delta

Sun, 25 Oct - Thu, 29 Oct

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

23h 45m2 stops Los Angeles Los Angeles Detroit Metropolitan Wayne County

12:27 - 07:30MDW Chicago Midway-SYD Sydney Kingsford Smith

27h 03m2 stops Minneapolis St Paul Los Angeles Los Angeles

$2,731Delta

Thu, 22 Oct - Mon, 26 Oct

10:40 - 16:47SYD Sydney Kingsford Smith-MDW Chicago Midway

23h 07m2 stops Los Angeles Los Angeles Minneapolis St Paul

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

25h 59m2 stops Detroit Metropolitan Wayne County Los Angeles Los Angeles

$2,731Delta

Wed, 4 Nov - Mon, 9 Nov

09:15 - 22:44SYD Sydney Kingsford Smith-MDW Chicago Midway

28h 29m2 stops Los Angeles Los Angeles Atlanta Hartsfield-Jackson

09:29 - 07:50MDW Chicago Midway-SYD Sydney Kingsford Smith

30h 21m2 stops Detroit Metropolitan Wayne County Los Angeles Los Angeles

$2,754Delta

Mon, 28 Sep - Wed, 14 Oct

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

22h 32m2 stops Los Angeles Los Angeles Minneapolis St Paul

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

26h 23m2 stops Detroit Metropolitan Wayne County Los Angeles Los Angeles

$2,757Delta

Mon, 12 Oct - Mon, 19 Oct

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

23h 45m2 stops Los Angeles Los Angeles Detroit Metropolitan Wayne County

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

26h 23m2 stops Detroit Metropolitan Wayne County Los Angeles Los Angeles

$2,823Delta

Thu, 15 Oct - Thu, 22 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

8 Dec

SYD10:40Sydney Kingsford Smith

23h 10m

2 stops

MDW16:50Chicago Midway

12 Jan

MDW09:30Chicago Midway

30h 00m

2 stops

SYD08:30Sydney Kingsford Smith

$2,447

Delta

25 Nov

SYD10:40Sydney Kingsford Smith

22h 59m

2 stops

MDW16:39Chicago Midway

4 Dec

MDW11:28Chicago Midway

28h 02m

2 stops

SYD08:30Sydney Kingsford Smith

$2,531

Delta

29 Dec

SYD10:40Sydney Kingsford Smith

39h 10m

2 stops

MDW08:50Chicago Midway

12 Jan

MDW06:00Chicago Midway

33h 30m

2 stops

SYD08:30Sydney Kingsford Smith

$2,590

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 8/12

10:40-16:50

2 stops23h 10m

Chicago Midway

Tue 12/1

09:30-08:30

2 stops30h 00m

$2,447

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Wed 25/11

10:40-16:39

2 stops22h 59m

Chicago Midway

Fri 4/12

11:28-08:30

2 stops28h 02m

$2,531

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Tue 29/12

10:40-08:50

2 stops39h 10m

Chicago Midway

Tue 12/1

06:00-08:30

2 stops33h 30m

$2,590

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Sun 18/10

10:15-18:00

2 stops23h 45m

Chicago Midway

Sat 31/10

11:33-07:30

2 stops27h 57m

$2,605

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Sun 25/10

10:15-18:00

2 stops23h 45m

Chicago Midway

Thu 29/10

13:27-07:30

2 stops26h 03m

$2,731

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Thu 22/10

10:15-18:00

2 stops23h 45m

Chicago Midway

Mon 26/10

12:27-07:30

2 stops27h 03m

$2,731

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Wed 4/11

10:40-16:47

2 stops23h 07m

Chicago Midway

Mon 9/11

13:31-08:30

2 stops25h 59m

$2,731

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Mon 28/9

09:15-22:44

2 stops28h 29m

Chicago Midway

Wed 14/10

09:29-07:50

2 stops30h 21m

$2,754

Fastest return journey

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Mon 12/10

10:15-16:47

2 stops22h 32m

Chicago Midway

Mon 19/10

13:27-07:50

2 stops26h 23m

$2,757

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Thu 15/10

10:15-18:00

2 stops23h 45m

Chicago Midway

Thu 22/10

13:27-07:50

2 stops26h 23m

$2,823

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	$1,476
Fastest flight time	23h 07m
Direct flights	None

The best one-way flight to Chicago Midway Airport from Sydney in the past 72 hours is $1,476. The best return flight deal from Sydney to Chicago Midway Airport found on momondo in the last 72 hours is $2,447.

The fastest flight from Sydney to Chicago Midway Airport takes 23h 07m

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 23h 07m, 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.