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.

$900 Cheap Flights from Sydney to Chicago Midway Airport in 2026

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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.

10:40 - 16:50

SYD

MDW

23h 10m

2 stops

13:05 - 08:30

MDW

SYD

26h 25m

2 stops

$1,459Delta

Mon, 2 Nov - Wed, 11 Nov

09:15 - 22:25

SYD

MDW

28h 10m

2 stops

13:00 - 07:50

MDW

SYD

26h 50m

2 stops

$1,526Delta

Sat, 3 Oct - Tue, 13 Oct

10:40 - 16:50

SYD

MDW

23h 10m

2 stops

13:05 - 08:30

MDW

SYD

26h 25m

2 stops

$1,530Delta

Thu, 5 Nov - Thu, 12 Nov

09:15 - 09:13

SYD

MDW

38h 58m

2 stops

10:48 - 06:50

MDW

SYD

29h 02m

2 stops

$1,917Delta

Mon, 27 Jul - Mon, 21 Sep

09:15 - 18:18

SYD

MDW

24h 03m

2 stops

09:30 - 06:50

MDW

SYD

30h 20m

2 stops

$1,983Delta

Fri, 17 Jul - Wed, 30 Sep

09:15 - 18:18

SYD

MDW

24h 03m

2 stops

13:14 - 06:50

MDW

SYD

26h 36m

2 stops

$1,991Delta

Fri, 17 Jul - Wed, 30 Sep

09:15 - 22:36

SYD

MDW

28h 21m

2 stops

13:47 - 06:50

MDW

SYD

26h 03m

2 stops

$2,113Delta

Tue, 1 Sep - Tue, 22 Sep

12:00 - 18:37

SYD

MDW

21h 37m

1 stop

17:46 - 11:50

MDW

SYD

27h 04m

2 stops

$2,262Multiple Airlines

Tue, 14 Jul - Tue, 28 Jul

09:15 - 18:25

SYD

MDW

24h 10m

2 stops

13:18 - 06:50

MDW

SYD

26h 32m

2 stops

$2,373Delta

Thu, 16 Jul - Wed, 29 Jul

09:15 - 18:25

SYD

MDW

24h 10m

2 stops

13:18 - 06:50

MDW

SYD

26h 32m

2 stops

$2,378Delta

Tue, 14 Jul - Tue, 28 Jul

Delta flights from Sydney to Chicago Midway Airport

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

Delta

2 Nov

SYD10:40Sydney Kingsford Smith

23h 10m

2 stops

MDW16:50Chicago Midway

11 Nov

MDW13:05Chicago Midway

26h 25m

2 stops

SYD08:30Sydney Kingsford Smith

$1,459

Delta

3 Oct

SYD09:15Sydney Kingsford Smith

28h 10m

2 stops

MDW22:25Chicago Midway

13 Oct

MDW13:00Chicago Midway

26h 50m

2 stops

SYD07:50Sydney Kingsford Smith

$1,526

Delta

5 Nov

SYD10:40Sydney Kingsford Smith

23h 10m

2 stops

MDW16:50Chicago Midway

12 Nov

MDW13:05Chicago Midway

26h 25m

2 stops

SYD08:30Sydney Kingsford Smith

$1,530

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 2/11

10:40-16:50

2 stops23h 10m

Chicago Midway

Wed 11/11

13:05-08:30

2 stops26h 25m

$1,459

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sat 3/10

09:15-22:25

2 stops28h 10m

Chicago Midway

Tue 13/10

13:00-07:50

2 stops26h 50m

$1,526

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 5/11

10:40-16:50

2 stops23h 10m

Chicago Midway

Thu 12/11

13:05-08:30

2 stops26h 25m

$1,530

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Mon 27/7

09:15-09:13

2 stops38h 58m

Chicago Midway

Mon 21/9

10:48-06:50

2 stops29h 02m

$1,917

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Fri 17/7

09:15-18:18

2 stops24h 03m

Chicago Midway

Wed 30/9

09:30-06:50

2 stops30h 20m

$1,983

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Fri 17/7

09:15-18:18

2 stops24h 03m

Chicago Midway

Wed 30/9

13:14-06:50

2 stops26h 36m

$1,991

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Tue 1/9

09:15-22:36

2 stops28h 21m

Chicago Midway

Tue 22/9

13:47-06:50

2 stops26h 03m

$2,113

Fastest return journey

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Tue 14/7

12:00-18:37

1 stop21h 37m

Chicago Midway

Tue 28/7

17:46-11:50

2 stops27h 04m

$2,262

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 16/7

09:15-18:25

2 stops24h 10m

Chicago Midway

Wed 29/7

13:18-06:50

2 stops26h 32m

$2,373

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Tue 14/7

09:15-18:25

2 stops24h 10m

Chicago Midway

Tue 28/7

13:18-06:50

2 stops26h 32m

$2,378

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 10m
Direct flights	None

The fastest flight from Sydney to Chicago Midway Airport takes 23h 10m

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 23h 10m, 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.