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 were last updated today.

How old do you have to be to fly from Sydney Kingsford Smith Airport to Chicago Midway Airport?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to 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 license, 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.

$779 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

Cheap round-trip flights

Enter your travel dates to find the best prices.

5:50 pm - 11:09 am

SYD

MDW

32h 19m

2 stops

6:00 am - 7:05 am

MDW

SYD

34h 05m

2 stops

$1,126Multiple Airlines

Tue, May 5 - Tue, May 12

5:50 pm - 11:12 am

SYD

MDW

32h 22m

2 stops

6:00 am - 7:30 am

MDW

SYD

34h 30m

2 stops

$1,143Multiple Airlines

Wed, May 6 - Wed, May 13

9:15 am - 5:58 pm

SYD

MDW

23h 43m

2 stops

10:41 am - 6:50 am

MDW

SYD

29h 09m

2 stops

$1,168Delta

Tue, Apr 21 - Tue, Apr 28

9:15 am - 5:58 pm

SYD

MDW

23h 43m

2 stops

1:24 pm - 6:50 am

MDW

SYD

26h 26m

2 stops

$1,172Delta

Thu, Apr 16 - Wed, Apr 29

9:15 am - 8:37 am

SYD

MDW

38h 22m

2 stops

9:49 am - 6:50 am

MDW

SYD

30h 01m

2 stops

$1,173Delta

Wed, Jun 17 - Sun, Jul 12

9:15 am - 5:58 pm

SYD

MDW

23h 43m

2 stops

12:53 pm - 6:50 am

MDW

SYD

26h 57m

2 stops

$1,177Delta

Mon, May 4 - Mon, May 11

9:15 am - 6:18 pm

SYD

MDW

24h 03m

2 stops

1:49 pm - 6:50 am

MDW

SYD

26h 01m

2 stops

$1,220Delta

Sun, Jul 26 - Sun, Aug 2

9:15 am - 8:37 am

SYD

MDW

38h 22m

2 stops

1:16 pm - 6:50 am

MDW

SYD

26h 34m

2 stops

$1,226Delta

Sun, Jun 14 - Tue, Jul 14

9:10 am - 11:04 am

SYD

MDW

40h 54m

2 stops

6:00 am - 7:05 am

MDW

SYD

34h 05m

2 stops

$1,270Multiple Airlines

Fri, May 8 - Fri, May 15

9:15 am - 5:56 pm

SYD

MDW

23h 41m

2 stops

9:54 am - 6:50 am

MDW

SYD

29h 56m

2 stops

$1,273Delta

Sat, Jun 6 - Sat, Jun 27

Delta flights from Sydney to Chicago Midway Airport

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

Delta

Apr 21

SYD9:15 amSydney Kingsford Smith

23h 43m

2 stops

MDW5:58 pmChicago Midway

Apr 28

MDW10:41 amChicago Midway

29h 09m

2 stops

SYD6:50 amSydney Kingsford Smith

$1,168

Delta

Apr 16

SYD9:15 amSydney Kingsford Smith

23h 43m

2 stops

MDW5:58 pmChicago Midway

Apr 29

MDW1:24 pmChicago Midway

26h 26m

2 stops

SYD6:50 amSydney Kingsford Smith

$1,172

Delta

Jun 17

SYD9:15 amSydney Kingsford Smith

38h 22m

2 stops

MDW8:37 amChicago Midway

Jul 12

MDW9:49 amChicago Midway

30h 01m

2 stops

SYD6:50 amSydney Kingsford Smith

$1,173

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 round-trip

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Tue 5/5

5:50 pm-11:09 am

2 stops32h 19m

Chicago Midway

Tue 5/12

6:00 am-7:05 am

2 stops34h 05m

$1,126

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Wed 5/6

5:50 pm-11:12 am

2 stops32h 22m

Chicago Midway

Wed 5/13

6:00 am-7:30 am

2 stops34h 30m

$1,143

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Tue 4/21

9:15 am-5:58 pm

2 stops23h 43m

Chicago Midway

Tue 4/28

10:41 am-6:50 am

2 stops29h 09m

$1,168

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 4/16

9:15 am-5:58 pm

2 stops23h 43m

Chicago Midway

Wed 4/29

1:24 pm-6:50 am

2 stops26h 26m

$1,172

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Wed 6/17

9:15 am-8:37 am

2 stops38h 22m

Chicago Midway

Sun 7/12

9:49 am-6:50 am

2 stops30h 01m

$1,173

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Mon 5/4

9:15 am-5:58 pm

2 stops23h 43m

Chicago Midway

Mon 5/11

12:53 pm-6:50 am

2 stops26h 57m

$1,177

Quickest round-trip

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sun 7/26

9:15 am-6:18 pm

2 stops24h 03m

Chicago Midway

Sun 8/2

1:49 pm-6:50 am

2 stops26h 01m

$1,220

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sun 6/14

9:15 am-8:37 am

2 stops38h 22m

Chicago Midway

Tue 7/14

1:16 pm-6:50 am

2 stops26h 34m

$1,226

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Fri 5/8

9:10 am-11:04 am

2 stops40h 54m

Chicago Midway

Fri 5/15

6:00 am-7:05 am

2 stops34h 05m

$1,270

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Sat 6/6

9:15 am-5:56 pm

2 stops23h 41m

Chicago Midway

Sat 6/27

9:54 am-6:50 am

2 stops29h 56m

$1,273

Flights are sorted by cheapest round-trip 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 round-trip 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 41m
Direct flights	None

The fastest flight from Sydney to Chicago Midway Airport takes 23h 41m

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?
Chicago Midway is 9230.4 mi away from Sydney Kingsford Smith. A reasonable flight in good conditions will take 23h 41m.
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 were last updated today.
How old do you have to be to fly from Sydney Kingsford Smith Airport to Chicago Midway Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to 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 license, 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.

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New Buffalo

Hammond

Saint Joseph

Benton Harbor

Portage

Lansing

Valparaiso

Schererville

Munster

Crown Point

Chesterton

Monticello

Porter

Griffith

Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Sydney to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Sydney to Chicago for you.

Can I find flights from Sydney to Chicago with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Sydney to Chicago flights to just show those with flexible booking policies.

How can momondo help me find flights from Sydney to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Sydney to Chicago.

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.