How do I get Price Alerts for flights from Sydney to Chicago Midway Airport?

Search flight deals from Sydney to Chicago Midway Airport . While viewing offers you’ll have the option to create a Price Alert.

How can I save money on flights from Sydney to Chicago Midway Airport with momondo?

Leverage our AI within our “Price Forecast” tool, which predicts if it’s better to book now or wait until prices decrease. You can strategically pick the best days to fly and save money on your trip by using our “Price Calendar” tool. “Explore” shows an overview of how much it costs to fly to anywhere from a selected city or airport. Our “Discover” content is a great option for travel inspiration and money-saving tips, while “Price Alerts” will update you when prices change, so you can book when fares are right.

How does momondo find its flight prices?

We show prices from over 700+ competitors with a single click. With options from airlines and OTAs from across our 30 international markets, we are able to show you a diverse range of deals to create your adventure.

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.

$1,162 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.

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

28h 12m2 stops Los Angeles Atlanta Hartsfield-Jackson

06:21 - 06:25MDW Chicago Midway-SYD Sydney Kingsford Smith

32h 04m2 stops Atlanta Hartsfield-Jackson Los Angeles

$1,956Multiple Airlines

Fri, 9 Oct - Sat, 24 Oct

10:40 - 22:55SYD Sydney Kingsford Smith-MDW Chicago Midway

29h 15m2 stops Los Angeles Atlanta Hartsfield-Jackson

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

30h 00m2 stops Detroit Metropolitan Wayne County Los Angeles

$2,444Delta

Thu, 3 Dec - Mon, 11 Jan

10:40 - 22:55SYD Sydney Kingsford Smith-MDW Chicago Midway

29h 15m2 stops Los Angeles Atlanta Hartsfield-Jackson

13:00 - 08:30MDW Chicago Midway-SYD Sydney Kingsford Smith

26h 30m2 stops Detroit Metropolitan Wayne County Los Angeles

$2,444Delta

Thu, 3 Dec - Sun, 10 Jan

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

$2,446Delta

Tue, 10 Nov - Tue, 17 Nov

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

22h 59m2 stops Los Angeles Minneapolis St Paul

12:39 - 08:30MDW Chicago Midway-SYD Sydney Kingsford Smith

26h 51m2 stops Minneapolis St Paul Los Angeles

$2,516Delta

Sun, 22 Nov - Sun, 6 Dec

10:40 - 18:01SYD Sydney Kingsford Smith-MDW Chicago Midway

24h 21m2 stops Los Angeles Detroit Metropolitan Wayne County

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

24h 50m2 stops Detroit Metropolitan Wayne County Los Angeles

$2,519Delta

Sun, 6 Dec - Tue, 12 Jan

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

22h 59m2 stops Los Angeles Minneapolis St Paul

10:24 - 08:30MDW Chicago Midway-SYD Sydney Kingsford Smith

29h 06m2 stops Minneapolis St Paul Los Angeles

$2,600Delta

Sat, 21 Nov - Sat, 5 Dec

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

23h 07m2 stops Los Angeles Minneapolis St Paul

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

26h 25m2 stops Atlanta Hartsfield-Jackson Los Angeles

$2,740Delta

Mon, 2 Nov - Mon, 9 Nov

10:40 - 18:00SYD Sydney Kingsford Smith-MDW Chicago Midway

24h 20m2 stops Los Angeles Detroit Metropolitan Wayne County

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

27h 00m2 stops Minneapolis St Paul Los Angeles

$2,745Delta

Mon, 2 Nov - Mon, 9 Nov

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

22h 34m2 stops Los Angeles Atlanta Hartsfield-Jackson

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

25h 59m2 stops Detroit Metropolitan Wayne County Los Angeles

$2,750Delta

Tue, 27 Oct - Wed, 11 Nov

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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

3 Dec

SYD10:40Sydney Kingsford Smith

29h 15m

2 stops

MDW22:55Chicago Midway

11 Jan

MDW09:30Chicago Midway

30h 00m

2 stops

SYD08:30Sydney Kingsford Smith

$2,444

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

$2,446

Delta

22 Nov

SYD10:40Sydney Kingsford Smith

22h 59m

2 stops

MDW16:39Chicago Midway

6 Dec

MDW12:39Chicago Midway

26h 51m

2 stops

SYD08:30Sydney Kingsford Smith

$2,516

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

Fri 9/10

10:10-22:22

2 stops28h 12m

Chicago Midway

Sat 24/10

06:21-06:25

2 stops32h 04m

$1,956

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Thu 3/12

10:40-22:55

2 stops29h 15m

Chicago Midway

Mon 11/1

09:30-08:30

2 stops30h 00m

$2,444

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Thu 3/12

10:40-22:55

2 stops29h 15m

Chicago Midway

Sun 10/1

13:00-08:30

2 stops26h 30m

$2,444

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

$2,446

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Sun 22/11

10:40-16:39

2 stops22h 59m

Chicago Midway

Sun 6/12

12:39-08:30

2 stops26h 51m

$2,516

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Sun 6/12

10:40-18:01

2 stops24h 21m

Chicago Midway

Tue 12/1

13:00-06:50

2 stops24h 50m

$2,519

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Sat 21/11

10:40-16:39

2 stops22h 59m

Chicago Midway

Sat 5/12

10:24-08:30

2 stops29h 06m

$2,600

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Mon 2/11

10:40-16:47

2 stops23h 07m

Chicago Midway

Mon 9/11

13:05-08:30

2 stops26h 25m

$2,740

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Mon 2/11

10:40-18:00

2 stops24h 20m

Chicago Midway

Mon 9/11

12:30-08:30

2 stops27h 00m

$2,745

Fastest return journey

SydneyChicago

SYD Sydney Kingsford Smith - MDW Chicago Midway

SYDMDW

Sydney Kingsford Smith

Tue 27/10

09:40-16:14

2 stops22h 34m

Chicago Midway

Wed 11/11

13:31-08:30

2 stops25h 59m

$2,750

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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	$1,162
Fastest flight time	24h 18m
Direct flights	None

The best one-way flight to Chicago Midway Airport from Sydney in the past 72 hours is $1,162. The best return flight deal from Sydney to Chicago Midway Airport found on momondo in the last 72 hours is $1,956.

The fastest flight from Sydney to Chicago Midway Airport takes 24h 18m

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 18m, 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.

Frequently asked questions about flying from Sydney to Chicago Midway Airport

How do I get Price Alerts for flights from Sydney to Chicago Midway Airport?
Search flight deals from Sydney to Chicago Midway Airport. While viewing offers you’ll have the option to create a Price Alert.
How can I save money on flights from Sydney to Chicago Midway Airport with momondo?
Leverage our AI within our “Price Forecast” tool, which predicts if it’s better to book now or wait until prices decrease. You can strategically pick the best days to fly and save money on your trip by using our “Price Calendar” tool. “Explore” shows an overview of how much it costs to fly to anywhere from a selected city or airport. Our “Discover” content is a great option for travel inspiration and money-saving tips, while “Price Alerts” will update you when prices change, so you can book when fares are right.
How does momondo find its flight prices?
We show prices from over 700+ competitors with a single click. With options from airlines and OTAs from across our 30 international markets, we are able to show you a diverse range of deals to create your adventure.

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.