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.

$970 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.

09:15 - 18:37SYD Sydney Kingsford Smith-MDW Chicago Midway

24h 22m2 stops Los Angeles Detroit Metropolitan Wayne County

13:00 - 06:50MDW Chicago Midway-SYD Sydney Kingsford Smith

26h 50m2 stops Detroit Metropolitan Wayne County Los Angeles

$2,534Delta

Mon, 10 May - Mon, 31 May

14:05 - 00:01SYD Sydney Kingsford Smith-MDW Chicago Midway

26h 56m2 stops Dallas/Fort Worth Atlanta Hartsfield-Jackson

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

31h 54m1 stop Dallas/Fort Worth

$3,974Multiple Airlines

Wed, 23 Dec - Wed, 30 Dec

14:05 - 00:01SYD Sydney Kingsford Smith-MDW Chicago Midway

26h 56m2 stops Dallas/Fort Worth Atlanta Hartsfield-Jackson

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

31h 54m1 stop Dallas/Fort Worth

$4,013Multiple Airlines

Wed, 23 Dec - Wed, 30 Dec

12:15 - 05:55SYD Sydney Kingsford Smith-MDW Chicago Midway

34h 40m2 stops Singapore Changi Los Angeles

15:50 - 21:15MDW Chicago Midway-SYD Sydney Kingsford Smith

36h 25m2 stops Los Angeles Singapore Changi

$4,023Singapore Airlines

Thu, 21 Jan - Thu, 28 Jan

12:00 - 06:00SYD Sydney Kingsford Smith-MDW Chicago Midway

34h 00m2 stops Singapore Changi San Francisco

15:55 - 19:15MDW Chicago Midway-SYD Sydney Kingsford Smith

36h 20m2 stops Los Angeles Singapore Changi

$4,185Singapore Airlines

Thu, 1 Apr - Mon, 10 May

14:05 - 19:42SYD Sydney Kingsford Smith-MDW Chicago Midway

46h 37m2 stops Dallas/Fort Worth Orlando

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

27h 15m1 stop Dallas/Fort Worth

$4,561Multiple Airlines

Sat, 5 Dec - Sat, 12 Dec

12:15 - 06:00SYD Sydney Kingsford Smith-MDW Chicago Midway

34h 45m2 stops Singapore Changi Los Angeles

15:45 - 21:15MDW Chicago Midway-SYD Sydney Kingsford Smith

36h 30m2 stops Los Angeles Singapore Changi

$4,564Singapore Airlines

Thu, 26 Nov - Thu, 3 Dec

14:05 - 12:03SYD Sydney Kingsford Smith-MDW Chicago Midway

38h 58m1 stop Dallas/Fort Worth

11:22 - 06:25MDW Chicago Midway-SYD Sydney Kingsford Smith

26h 03m2 stops Dallas/Fort Worth Los Angeles

$4,626Multiple Airlines

Sun, 20 Dec - Fri, 8 Jan

14:05 - 00:01SYD Sydney Kingsford Smith-MDW Chicago Midway

26h 56m2 stops Dallas/Fort Worth Atlanta Hartsfield-Jackson

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

31h 54m1 stop Dallas/Fort Worth

$4,858Multiple Airlines

Fri, 18 Dec - Fri, 1 Jan

06:25 - 00:01SYD Sydney Kingsford Smith-MDW Chicago Midway

34h 36m3 stops Auckland Intl Los Angeles Atlanta Hartsfield-Jackson

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

31h 54m1 stop Dallas/Fort Worth

$5,136Multiple Airlines

Fri, 18 Dec - Fri, 1 Jan

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Singapore Airlines flights from Sydney to Chicago Midway Airport

Our best Singapore Airlines deals on Sydney to Chicago Midway Airport flight tickets

Singapore Airlines

21 Jan

SYD12:15Sydney Kingsford Smith

34h 40m

2 stops

MDW05:55Chicago Midway

28 Jan

MDW15:50Chicago Midway

36h 25m

2 stops

SYD21:15Sydney Kingsford Smith

$4,023

Singapore Airlines

1 Apr

SYD12:00Sydney Kingsford Smith

34h 00m

2 stops

MDW06:00Chicago Midway

10 May

MDW15:55Chicago Midway

36h 20m

2 stops

SYD19:15Sydney Kingsford Smith

$4,185

Singapore Airlines

26 Nov

SYD12:15Sydney Kingsford Smith

34h 45m

2 stops

MDW06:00Chicago Midway

3 Dec

MDW15:45Chicago Midway

36h 30m

2 stops

SYD21:15Sydney Kingsford Smith

$4,564

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

Mon 10/5

09:15-18:37

2 stops24h 22m

Chicago Midway

Mon 31/5

13:00-06:50

2 stops26h 50m

$2,534

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Wed 23/12

14:05-00:01

2 stops26h 56m

Chicago Midway

Wed 30/12

06:01-06:55

1 stop31h 54m

$3,974

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Wed 23/12

14:05-00:01

2 stops26h 56m

Chicago Midway

Wed 30/12

06:01-06:55

1 stop31h 54m

$4,013

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Thu 21/1

12:15-05:55

2 stops34h 40m

Chicago Midway

Thu 28/1

15:50-21:15

2 stops36h 25m

$4,023

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Thu 1/4

12:00-06:00

2 stops34h 00m

Chicago Midway

Mon 10/5

15:55-19:15

2 stops36h 20m

$4,185

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Sat 5/12

14:05-19:42

2 stops46h 37m

Chicago Midway

Sat 12/12

10:40-06:55

1 stop27h 15m

$4,561

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Thu 26/11

12:15-06:00

2 stops34h 45m

Chicago Midway

Thu 3/12

15:45-21:15

2 stops36h 30m

$4,564

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Sun 20/12

14:05-12:03

1 stop38h 58m

Chicago Midway

Fri 8/1

11:22-06:25

2 stops26h 03m

$4,626

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Fri 18/12

14:05-00:01

2 stops26h 56m

Chicago Midway

Fri 1/1

06:01-06:55

1 stop31h 54m

$4,858

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Fri 18/12

06:25-00:01

3 stops34h 36m

Chicago Midway

Fri 1/1

06:01-06:55

1 stop31h 54m

$5,136

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	$970
Fastest flight time	24h 22m
Direct flights	None

The best one-way flight to Chicago Midway Airport from Sydney in the past 72 hours is $970. The best return flight deal from Sydney to Chicago Midway Airport found on momondo in the last 72 hours is $2,534.

The fastest flight from Sydney to Chicago Midway Airport takes 24h 22m

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 24h 22m, 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.