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.

$1,251 Cheap Flights from Sydney to Chicago Midway Airport in 2026

1 adult

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Find the cheapest flights from Sydney to Chicago

Round-trip

One-way

Last minute

Cheap return flights

Enter your travel dates to find the best prices.

09:15 - 17:58

SYD

MDW

23h 43m

2 stops

13:24 - 06:50

MDW

SYD

26h 26m

2 stops

$1,660Delta

Thu, 16 Apr - Wed, 29 Apr

09:15 - 17:58

SYD

MDW

23h 43m

2 stops

12:53 - 06:50

MDW

SYD

26h 57m

2 stops

$1,667Delta

Mon, 4 May - Mon, 11 May

17:50 - 07:59

SYD

MDW

29h 09m

2 stops

06:00 - 07:30

MDW

SYD

34h 30m

2 stops

$1,679Multiple Airlines

Thu, 16 Apr - Thu, 23 Apr

09:15 - 18:36

SYD

MDW

24h 21m

2 stops

13:22 - 06:50

MDW

SYD

26h 28m

2 stops

$1,742Delta

Sun, 3 May - Sun, 10 May

09:15 - 18:36

SYD

MDW

24h 21m

2 stops

12:52 - 06:50

MDW

SYD

26h 58m

2 stops

$1,810Delta

Fri, 17 Apr - Fri, 24 Apr

12:00 - 22:22

SYD

MDW

25h 22m

1 stop

16:15 - 06:55

MDW

SYD

23h 40m

1 stop

$2,048Multiple Airlines

Thu, 16 Apr - Thu, 23 Apr

12:00 - 22:15

SYD

MDW

25h 15m

1 stop

15:07 - 06:55

MDW

SYD

24h 48m

1 stop

$2,126Multiple Airlines

Sun, 3 May - Sun, 10 May

12:00 - 22:15

SYD

MDW

25h 15m

1 stop

15:07 - 06:55

MDW

SYD

24h 48m

1 stop

$2,155Multiple Airlines

Sun, 3 May - Sun, 10 May

09:15 - 21:45

SYD

MDW

27h 30m

2 stops

14:00 - 06:50

MDW

SYD

25h 50m

2 stops

$2,164Delta

Fri, 12 Jun - Sun, 12 Jul

12:00 - 21:37

SYD

MDW

24h 37m

1 stop

15:07 - 06:55

MDW

SYD

24h 48m

1 stop

$2,183Multiple Airlines

Fri, 1 May - Fri, 8 May

Delta flights from Sydney to Chicago Midway Airport

Our best Delta deals on Sydney to Chicago Midway Airport flight tickets

Delta

16 Apr

SYD09:15Sydney Kingsford Smith

23h 43m

2 stops

MDW17:58Chicago Midway

29 Apr

MDW13:24Chicago Midway

26h 26m

2 stops

SYD06:50Sydney Kingsford Smith

$1,660

Delta

12 May

SYD09:15Sydney Kingsford Smith

24h 18m

2 stops

MDW18:33Chicago Midway

26 May

MDW13:22Chicago Midway

26h 28m

2 stops

SYD06:50Sydney Kingsford Smith

$1,662

Delta

4 May

SYD09:15Sydney Kingsford Smith

23h 43m

2 stops

MDW17:58Chicago Midway

11 May

MDW12:53Chicago Midway

26h 57m

2 stops

SYD06:50Sydney Kingsford Smith

$1,667

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

Thu 16/4

09:15-17:58

2 stops23h 43m

Chicago Midway

Wed 29/4

13:24-06:50

2 stops26h 26m

$1,660

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Mon 4/5

09:15-17:58

2 stops23h 43m

Chicago Midway

Mon 11/5

12:53-06:50

2 stops26h 57m

$1,667

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 16/4

17:50-07:59

2 stops29h 09m

Chicago Midway

Thu 23/4

06:00-07:30

2 stops34h 30m

$1,679

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sun 3/5

09:15-18:36

2 stops24h 21m

Chicago Midway

Sun 10/5

13:22-06:50

2 stops26h 28m

$1,742

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Fri 17/4

09:15-18:36

2 stops24h 21m

Chicago Midway

Fri 24/4

12:52-06:50

2 stops26h 58m

$1,810

Fastest return journey

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 16/4

12:00-22:22

1 stop25h 22m

Chicago Midway

Thu 23/4

16:15-06:55

1 stop23h 40m

$2,048

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sun 3/5

12:00-22:15

1 stop25h 15m

Chicago Midway

Sun 10/5

15:07-06:55

1 stop24h 48m

$2,126

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sun 3/5

12:00-22:15

1 stop25h 15m

Chicago Midway

Sun 10/5

15:07-06:55

1 stop24h 48m

$2,155

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Fri 12/6

09:15-21:45

2 stops27h 30m

Chicago Midway

Sun 12/7

14:00-06:50

2 stops25h 50m

$2,164

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Fri 1/5

12:00-21:37

1 stop24h 37m

Chicago Midway

Fri 8/5

15:07-06:55

1 stop24h 48m

$2,183

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	23h 43m
Direct flights	None

The fastest flight from Sydney to Chicago Midway Airport takes 23h 43m

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

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 43m, 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.