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.

$1,191 Cheap Flights from Sydney to Chicago Midway Airport in 2026

1 adult

Save money when you book flights with momondo

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customise your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

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

12:53 - 06:50

MDW

SYD

26h 57m

2 stops

$2,369Delta

ma, 4 mei. - di, 26 mei.

09:15 - 17:56

SYD

MDW

23h 41m

2 stops

13:22 - 06:50

MDW

SYD

26h 28m

2 stops

$2,372Delta

di, 19 mei. - di, 26 mei.

09:15 - 21:09

SYD

MDW

26h 54m

2 stops

13:22 - 06:50

MDW

SYD

26h 28m

2 stops

$2,377Delta

di, 19 mei. - di, 26 mei.

09:15 - 18:18

SYD

MDW

24h 03m

2 stops

13:49 - 06:50

MDW

SYD

26h 01m

2 stops

$2,404Delta

di, 9 jun. - di, 7 jul.

09:15 - 18:31

SYD

MDW

24h 16m

2 stops

13:16 - 06:50

MDW

SYD

26h 34m

2 stops

$2,407Delta

di, 9 jun. - di, 7 jul.

09:15 - 18:31

SYD

MDW

24h 16m

2 stops

13:49 - 06:50

MDW

SYD

26h 01m

2 stops

$2,408Delta

di, 9 jun. - di, 7 jul.

09:15 - 17:56

SYD

MDW

23h 41m

2 stops

12:45 - 06:50

MDW

SYD

27h 05m

2 stops

$2,430Delta

wo, 3 jun. - vr, 12 jun.

09:15 - 17:58

SYD

MDW

23h 43m

2 stops

09:23 - 06:50

MDW

SYD

30h 27m

2 stops

$2,437Delta

ma, 4 mei. - do, 21 mei.

09:15 - 17:58

SYD

MDW

23h 43m

2 stops

13:22 - 06:50

MDW

SYD

26h 28m

2 stops

$2,439Delta

wo, 6 mei. - do, 28 mei.

09:15 - 18:18

SYD

MDW

24h 03m

2 stops

13:49 - 06:50

MDW

SYD

26h 01m

2 stops

$2,462Delta

vr, 17 jul. - ma, 27 jul.

Delta flights from Sydney to Chicago Midway Airport

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

Delta

4 May

SYD09:15Sydney Kingsford Smith

23h 43m

2 stops

MDW17:58Chicago Midway

26 May

MDW12:53Chicago Midway

26h 57m

2 stops

SYD06:50Sydney Kingsford Smith

$2,369

Delta

19 May

SYD09:15Sydney Kingsford Smith

23h 41m

2 stops

MDW17:56Chicago Midway

26 May

MDW10:59Chicago Midway

28h 51m

2 stops

SYD06:50Sydney Kingsford Smith

$2,372

Delta

19 May

SYD09:15Sydney Kingsford Smith

26h 54m

2 stops

MDW21:09Chicago Midway

26 May

MDW13:22Chicago Midway

26h 28m

2 stops

SYD06:50Sydney Kingsford Smith

$2,377

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

ma 4/5

09:15-17:58

2 stops23h 43m

Chicago Midway

di 26/5

12:53-06:50

2 stops26h 57m

$2,369

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

di 19/5

09:15-17:56

2 stops23h 41m

Chicago Midway

di 26/5

13:22-06:50

2 stops26h 28m

$2,372

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

di 19/5

09:15-21:09

2 stops26h 54m

Chicago Midway

di 26/5

13:22-06:50

2 stops26h 28m

$2,377

Fastest return journey

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

di 9/6

09:15-18:18

2 stops24h 03m

Chicago Midway

di 7/7

13:49-06:50

2 stops26h 01m

$2,404

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

di 9/6

09:15-18:31

2 stops24h 16m

Chicago Midway

di 7/7

13:16-06:50

2 stops26h 34m

$2,407

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

di 9/6

09:15-18:31

2 stops24h 16m

Chicago Midway

di 7/7

13:49-06:50

2 stops26h 01m

$2,408

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

wo 3/6

09:15-17:56

2 stops23h 41m

Chicago Midway

vr 12/6

12:45-06:50

2 stops27h 05m

$2,430

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

ma 4/5

09:15-17:58

2 stops23h 43m

Chicago Midway

do 21/5

09:23-06:50

2 stops30h 27m

$2,437

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

wo 6/5

09:15-17:58

2 stops23h 43m

Chicago Midway

do 28/5

13:22-06:50

2 stops26h 28m

$2,439

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

vr 17/7

09:15-18:18

2 stops24h 03m

Chicago Midway

ma 27/7

13:49-06:50

2 stops26h 01m

$2,462

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 35m
Direct flights	None

The fastest flight from Sydney to Chicago Midway Airport takes 22h 35m

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 35m, 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.