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.

$758 Cheap Flights from Sydney to Chicago Midway Airport in 2026

Find the cheapest flights from Sydney to Chicago

Return

One-way

Cheap return flights

Enter your travel dates to find the best prices.

13:15 - 10:58

SYD

MDW

36h 43m

3 stops

07:25 - 11:50

MDW

SYD

37h 25m

3 stops

$1,320Multiple Airlines

Wed, 9 Sep - Sun, 13 Sep

09:10 - 20:32

SYD

MDW

26h 22m

2 stops

06:05 - 07:05

MDW

SYD

34h 00m

2 stops

$2,031Multiple Airlines

Thu, 6 Aug - Sun, 23 Aug

09:15 - 18:33

SYD

MDW

24h 18m

2 stops

09:29 - 07:50

MDW

SYD

30h 21m

2 stops

$2,452Delta

Wed, 30 Sep - Sun, 11 Oct

10:40 - 19:05

SYD

MDW

24h 25m

2 stops

12:28 - 08:30

MDW

SYD

27h 02m

2 stops

$2,560Delta

Sun, 1 Nov - Sun, 8 Nov

10:15 - 16:39

SYD

MDW

22h 24m

2 stops

13:28 - 07:30

MDW

SYD

26h 02m

2 stops

$2,599Delta

Sat, 17 Oct - Sat, 24 Oct

09:15 - 18:19

SYD

MDW

24h 04m

2 stops

09:29 - 07:50

MDW

SYD

30h 21m

2 stops

$2,651Delta

Thu, 1 Oct - Fri, 9 Oct

09:15 - 18:19

SYD

MDW

24h 04m

2 stops

09:29 - 07:50

MDW

SYD

30h 21m

2 stops

$2,726Delta

Thu, 1 Oct - Fri, 9 Oct

09:15 - 22:44

SYD

MDW

28h 29m

2 stops

13:28 - 07:50

MDW

SYD

26h 22m

2 stops

$2,728Delta

Thu, 1 Oct - Fri, 9 Oct

09:15 - 18:19

SYD

MDW

24h 04m

2 stops

14:00 - 06:50

MDW

SYD

25h 50m

2 stops

$2,748Delta

Tue, 8 Sep - Tue, 15 Sep

09:15 - 18:01

SYD

MDW

23h 46m

2 stops

13:00 - 06:50

MDW

SYD

26h 50m

2 stops

$2,749Delta

Thu, 3 Sep - Wed, 16 Sep

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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

30 Sept

SYD09:15Sydney Kingsford Smith

24h 18m

2 stops

MDW18:33Chicago Midway

11 Oct

MDW09:29Chicago Midway

30h 21m

2 stops

SYD07:50Sydney Kingsford Smith

$2,452

Delta

1 Nov

SYD10:40Sydney Kingsford Smith

24h 25m

2 stops

MDW19:05Chicago Midway

8 Nov

MDW12:28Chicago Midway

27h 02m

2 stops

SYD08:30Sydney Kingsford Smith

$2,560

Delta

17 Oct

SYD10:15Sydney Kingsford Smith

22h 24m

2 stops

MDW16:39Chicago Midway

24 Oct

MDW13:28Chicago Midway

26h 02m

2 stops

SYD07:30Sydney Kingsford Smith

$2,599

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 - MDW

SYDMDW

Sydney Kingsford Smith

Wed 9/9

13:15-10:58

3 stops36h 43m

Chicago Midway

Sun 13/9

07:25-11:50

3 stops37h 25m

$1,320

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 6/8

09:10-20:32

2 stops26h 22m

Chicago Midway

Sun 23/8

06:05-07:05

2 stops34h 00m

$2,031

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Wed 30/9

09:15-18:33

2 stops24h 18m

Chicago Midway

Sun 11/10

09:29-07:50

2 stops30h 21m

$2,452

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sun 1/11

10:40-19:05

2 stops24h 25m

Chicago Midway

Sun 8/11

12:28-08:30

2 stops27h 02m

$2,560

Fastest return journey

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sat 17/10

10:15-16:39

2 stops22h 24m

Chicago Midway

Sat 24/10

13:28-07:30

2 stops26h 02m

$2,599

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 1/10

09:15-18:19

2 stops24h 04m

Chicago Midway

Fri 9/10

09:29-07:50

2 stops30h 21m

$2,651

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 1/10

09:15-18:19

2 stops24h 04m

Chicago Midway

Fri 9/10

09:29-07:50

2 stops30h 21m

$2,726

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 1/10

09:15-22:44

2 stops28h 29m

Chicago Midway

Fri 9/10

13:28-07:50

2 stops26h 22m

$2,728

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Tue 8/9

09:15-18:19

2 stops24h 04m

Chicago Midway

Tue 15/9

14:00-06:50

2 stops25h 50m

$2,748

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 3/9

09:15-18:01

2 stops23h 46m

Chicago Midway

Wed 16/9

13:00-06:50

2 stops26h 50m

$2,749

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

Fastest flight time	22h 24m
Direct flights	None

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

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 24m, 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.