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.

$1,101 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.

10:10 - 23:43SYD Sydney Kingsford Smith-MDW Chicago Midway

29h 33m2 stops Los Angeles Los Angeles Atlanta Hartsfield-Jackson

06:15 - 08:05MDW Chicago Midway-SYD Sydney Kingsford Smith

33h 50m2 stops Atlanta Hartsfield-Jackson Los Angeles Los Angeles

$1,480Multiple Airlines

Thu, 8 Oct - Wed, 21 Oct

10:10 - 23:43SYD Sydney Kingsford Smith-MDW Chicago Midway

29h 33m2 stops Los Angeles Los Angeles Atlanta Hartsfield-Jackson

06:16 - 09:00MDW Chicago Midway-SYD Sydney Kingsford Smith

34h 44m2 stops Atlanta Hartsfield-Jackson Los Angeles Los Angeles

$1,515Multiple Airlines

Wed, 14 Oct - Fri, 30 Oct

09:10 - 23:44SYD Sydney Kingsford Smith-MDW Chicago Midway

29h 34m2 stops Los Angeles Los Angeles Atlanta Hartsfield-Jackson

13:12 - 07:30MDW Chicago Midway-SYD Sydney Kingsford Smith

26h 18m2 stops Dallas/Fort Worth Los Angeles Los Angeles

$1,671Multiple Airlines

Fri, 2 Oct - Thu, 15 Oct

09:30 - 23:44SYD Sydney Kingsford Smith-MDW Chicago Midway

29h 14m2 stops Los Angeles Los Angeles Atlanta Hartsfield-Jackson

06:25 - 07:00MDW Chicago Midway-SYD Sydney Kingsford Smith

33h 35m2 stops Atlanta Hartsfield-Jackson Los Angeles Los Angeles

$1,814Multiple Airlines

Sun, 27 Sep - Mon, 28 Sep

09:15 - 18:33SYD Sydney Kingsford Smith-MDW Chicago Midway

24h 18m2 stops Los Angeles Los Angeles Detroit Metropolitan Wayne County

13:19 - 06:50MDW Chicago Midway-SYD Sydney Kingsford Smith

26h 31m2 stops Detroit Metropolitan Wayne County Los Angeles Los Angeles

$2,256Delta

Wed, 23 Sep - Wed, 30 Sep

09:15 - 18:19SYD Sydney Kingsford Smith-MDW Chicago Midway

24h 04m2 stops Los Angeles Los Angeles Minneapolis St Paul

13:19 - 06:50MDW Chicago Midway-SYD Sydney Kingsford Smith

26h 31m2 stops Detroit Metropolitan Wayne County Los Angeles Los Angeles

$2,256Delta

Wed, 23 Sep - Wed, 30 Sep

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

$2,257Delta

Wed, 14 Oct - Wed, 28 Oct

09:15 - 18:33SYD Sydney Kingsford Smith-MDW Chicago Midway

24h 18m2 stops Los Angeles Los Angeles Detroit Metropolitan Wayne County

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

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

$2,257Delta

Thu, 17 Sep - Wed, 14 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

$2,332Delta

Sat, 10 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

23 Sept

SYD09:15Sydney Kingsford Smith

24h 04m

2 stops

MDW18:19Chicago Midway

30 Sept

MDW13:19Chicago Midway

26h 31m

2 stops

SYD06:50Sydney Kingsford Smith

$2,256

Delta

17 Sept

SYD09:15Sydney Kingsford Smith

24h 18m

2 stops

MDW18:33Chicago Midway

14 Oct

MDW09:29Chicago Midway

30h 21m

2 stops

SYD07:50Sydney Kingsford Smith

$2,257

Delta

10 Oct

SYD10:15Sydney Kingsford Smith

23h 45m

2 stops

MDW18:00Chicago Midway

26 Oct

MDW13:27Chicago Midway

26h 03m

2 stops

SYD07:30Sydney Kingsford Smith

$2,332

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

Thu 8/10

10:10-23:43

2 stops29h 33m

Chicago Midway

Wed 21/10

06:15-08:05

2 stops33h 50m

$1,480

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Wed 14/10

10:10-23:43

2 stops29h 33m

Chicago Midway

Fri 30/10

06:16-09:00

2 stops34h 44m

$1,515

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Fri 2/10

09:10-23:44

2 stops29h 34m

Chicago Midway

Thu 15/10

13:12-07:30

2 stops26h 18m

$1,671

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Sun 27/9

09:30-23:44

2 stops29h 14m

Chicago Midway

Mon 28/9

06:25-07:00

2 stops33h 35m

$1,814

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Wed 23/9

09:15-18:33

2 stops24h 18m

Chicago Midway

Wed 30/9

13:19-06:50

2 stops26h 31m

$2,256

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Wed 23/9

09:15-18:19

2 stops24h 04m

Chicago Midway

Wed 30/9

13:19-06:50

2 stops26h 31m

$2,256

Fastest return journey

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Wed 14/10

10:15-18:00

2 stops23h 45m

Chicago Midway

Wed 28/10

13:27-07:30

2 stops26h 03m

$2,257

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Thu 17/9

09:15-18:33

2 stops24h 18m

Chicago Midway

Wed 14/10

09:29-07:50

2 stops30h 21m

$2,257

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Sat 10/10

10:15-18:00

2 stops23h 45m

Chicago Midway

Mon 26/10

13:27-07:30

2 stops26h 03m

$2,332

Cheapest one-way

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Thu 15/10

14:15-23:43

3 stops49h 28m

$1,101

Flights are sorted by cheapest return flights first.

Showing 1-10 of 19 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	$1,101
Fastest flight time	23h 44m
Direct flights	None

The best one-way flight to Chicago Midway Airport from Sydney in the past 72 hours is $1,101. The best return flight deal from Sydney to Chicago Midway Airport found on momondo in the last 72 hours is $1,480.

The fastest flight from Sydney to Chicago Midway Airport takes 23h 44m

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 44m, 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.