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.

$1,104 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.

13:15 - 11:07

SYD

MDW

36h 52m

3 stops

11:06 - 11:50

MDW

SYD

33h 44m

3 stops

$1,356Multiple Airlines

Mon, 3 Aug - Mon, 17 Aug

09:15 - 18:33

SYD

MDW

24h 18m

2 stops

09:29 - 06:50

MDW

SYD

30h 21m

2 stops

$1,675Delta

Thu, 3 Sep - Sun, 20 Sep

09:10 - 20:31

SYD

MDW

26h 21m

2 stops

06:05 - 07:30

MDW

SYD

34h 25m

2 stops

$1,800Multiple Airlines

Mon, 24 Aug - Thu, 3 Sep

17:50 - 10:55

SYD

MDW

32h 05m

2 stops

07:25 - 07:05

MDW

SYD

32h 40m

2 stops

$1,856Multiple Airlines

Sun, 23 Aug - Fri, 18 Sep

12:00 - 17:22

SYD

MDW

20h 22m

1 stop

17:46 - 11:50

MDW

SYD

27h 04m

2 stops

$2,050Multiple Airlines

Mon, 20 Jul - Tue, 4 Aug

12:00 - 16:51

SYD

MDW

19h 51m

1 stop

17:46 - 11:50

MDW

SYD

27h 04m

2 stops

$2,059Multiple Airlines

Tue, 4 Aug - Tue, 11 Aug

10:40 - 22:10

SYD

MDW

28h 30m

2 stops

12:30 - 08:30

MDW

SYD

27h 00m

2 stops

$2,097Delta

Wed, 9 Dec - Thu, 14 Jan

10:40 - 18:37

SYD

MDW

24h 57m

2 stops

13:00 - 08:30

MDW

SYD

26h 30m

2 stops

$2,099Delta

Wed, 11 Nov - Mon, 16 Nov

10:40 - 16:50

SYD

MDW

23h 10m

2 stops

12:30 - 08:30

MDW

SYD

27h 00m

2 stops

$2,103Delta

Wed, 11 Nov - Sun, 15 Nov

10:40 - 18:37

SYD

MDW

24h 57m

2 stops

09:30 - 08:30

MDW

SYD

30h 00m

2 stops

$2,173Delta

Sat, 5 Dec - Thu, 14 Jan

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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 Sept

SYD09:15Sydney Kingsford Smith

24h 18m

2 stops

MDW18:33Chicago Midway

20 Sept

MDW09:29Chicago Midway

30h 21m

2 stops

SYD06:50Sydney Kingsford Smith

$1,675

Delta

11 Nov

SYD10:40Sydney Kingsford Smith

24h 57m

2 stops

MDW18:37Chicago Midway

16 Nov

MDW13:00Chicago Midway

26h 30m

2 stops

SYD08:30Sydney Kingsford Smith

$2,099

Delta

11 Nov

SYD10:40Sydney Kingsford Smith

23h 10m

2 stops

MDW16:50Chicago Midway

15 Nov

MDW12:30Chicago Midway

27h 00m

2 stops

SYD08:30Sydney Kingsford Smith

$2,103

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

Mon 3/8

13:15-11:07

3 stops36h 52m

Chicago Midway

Mon 17/8

11:06-11:50

3 stops33h 44m

$1,356

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 3/9

09:15-18:33

2 stops24h 18m

Chicago Midway

Sun 20/9

09:29-06:50

2 stops30h 21m

$1,675

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Mon 24/8

09:10-20:31

2 stops26h 21m

Chicago Midway

Thu 3/9

06:05-07:30

2 stops34h 25m

$1,800

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sun 23/8

17:50-10:55

2 stops32h 05m

Chicago Midway

Fri 18/9

07:25-07:05

2 stops32h 40m

$1,856

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Mon 20/7

12:00-17:22

1 stop20h 22m

Chicago Midway

Tue 4/8

17:46-11:50

2 stops27h 04m

$2,050

Fastest return journey

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Tue 4/8

12:00-16:51

1 stop19h 51m

Chicago Midway

Tue 11/8

17:46-11:50

2 stops27h 04m

$2,059

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Wed 9/12

10:40-22:10

2 stops28h 30m

Chicago Midway

Thu 14/1

12:30-08:30

2 stops27h 00m

$2,097

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Wed 11/11

10:40-18:37

2 stops24h 57m

Chicago Midway

Mon 16/11

13:00-08:30

2 stops26h 30m

$2,099

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Wed 11/11

10:40-16:50

2 stops23h 10m

Chicago Midway

Sun 15/11

12:30-08:30

2 stops27h 00m

$2,103

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sat 5/12

10:40-18:37

2 stops24h 57m

Chicago Midway

Thu 14/1

09:30-08:30

2 stops30h 00m

$2,173

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	20h 22m
Direct flights	None

The fastest flight from Sydney to Chicago Midway Airport takes 20h 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 20h 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.