Latest deals
Insights
When to book
FAQs
Price Alerts

Cheap flights from Chicago Midway Airport to Sydney from $852

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Sydney departing on 2/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

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

Trusted and free

Trusted and free

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

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Chicago Midway Airport to Sydney

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
1:28 pm - 6:50 am
MDW
-
SYD
24h 22m2 stops
Delta Logo
10:40 am - 5:29 pm
SYD
-
MDW
23h 49m2 stops
$1,167Delta
Sun, Jan 18 - Wed, Feb 4
Delta Logo
1:26 pm - 8:30 am
MDW
-
SYD
26h 04m2 stops
Delta Logo
10:40 am - 10:42 pm
SYD
-
MDW
29h 02m2 stops
$1,217Delta
Wed, Feb 11 - Fri, Feb 27
Multiple Airlines Logo
6:12 am - 7:25 am
MDW
-
SYD
32h 13m2 stops
Multiple Airlines Logo
11:20 am - 11:47 am
SYD
-
MDW
41h 27m2 stops
$1,239Multiple Airlines
Thu, Dec 25 - Sun, Jan 18
Delta Logo
9:53 am - 6:50 am
MDW
-
SYD
27h 57m2 stops
Delta Logo
10:40 am - 5:37 pm
SYD
-
MDW
23h 57m2 stops
$1,266Delta
Sun, Feb 1 - Sun, Feb 22
Delta Logo
1:49 pm - 8:30 am
MDW
-
SYD
25h 41m2 stops
Delta Logo
10:40 am - 6:36 pm
SYD
-
MDW
24h 56m2 stops
$1,267Delta
Thu, Jan 22 - Thu, Jan 29
Delta Logo
12:48 pm - 8:30 am
MDW
-
SYD
26h 42m2 stops
Delta Logo
10:40 am - 5:37 pm
SYD
-
MDW
23h 57m2 stops
$1,316Delta
Thu, Feb 5 - Sun, Feb 22
Delta Logo
1:49 pm - 8:30 am
MDW
-
SYD
25h 41m2 stops
Delta Logo
10:40 am - 5:55 pm
SYD
-
MDW
24h 15m2 stops
$1,388Delta
Wed, Jan 21 - Wed, Jan 28
Multiple Airlines Logo
6:12 am - 9:00 am
MDW
-
SYD
33h 48m2 stops
Multiple Airlines Logo
11:20 am - 2:05 pm
SYD
-
MDW
43h 45m2 stops
$1,407Multiple Airlines
Wed, Dec 24 - Thu, Jan 8
Delta Logo
1:28 pm - 8:30 am
MDW
-
SYD
26h 02m2 stops
Delta Logo
10:40 am - 5:29 pm
SYD
-
MDW
23h 49m2 stops
$1,438Delta
Sat, Jan 17 - Tue, Feb 3
Delta Logo
1:28 pm - 8:30 am
MDW
-
SYD
26h 02m2 stops
Delta Logo
10:40 am - 5:55 pm
SYD
-
MDW
24h 15m2 stops
$1,693Delta
Thu, Jan 15 - Sun, Feb 1

Delta flights from Chicago Midway Airport to Sydney

Our best Delta deals on Chicago Midway Airport to Sydney flight tickets
Delta
May 24
MDW2:00 pmChicago Midway
25h 35m
2 stops
SYD6:35 amSydney Kingsford Smith
Jun 8
SYD9:25 amSydney Kingsford Smith
23h 40m
2 stops
MDW6:05 pmChicago Midway
$1,155
Find similar
Delta
Feb 8
MDW10:48 amChicago Midway
28h 42m
2 stops
SYD8:30 amSydney Kingsford Smith
Feb 23
SYD10:40 amSydney Kingsford Smith
23h 57m
2 stops
MDW5:37 pmChicago Midway
$1,167
Find similar
Delta
May 23
MDW2:00 pmChicago Midway
25h 35m
2 stops
SYD6:35 amSydney Kingsford Smith
Jun 8
SYD9:25 amSydney Kingsford Smith
23h 40m
2 stops
MDW6:05 pmChicago Midway
$1,205
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Sydney that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated December 8, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Sydney that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sun 1/18

1:28 pm-6:50 am

2 stops24h 22m

Sydney Kingsford Smith

Wed 2/4

10:40 am-5:29 pm

2 stops23h 49m

$1,167

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 2/11

1:26 pm-8:30 am

2 stops26h 04m

Sydney Kingsford Smith

Fri 2/27

10:40 am-10:42 pm

2 stops29h 02m

$1,217

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Thu 12/25

6:12 am-7:25 am

2 stops32h 13m

Sydney Kingsford Smith

Sun 1/18

11:20 am-11:47 am

2 stops41h 27m

$1,239

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sun 2/1

9:53 am-6:50 am

2 stops27h 57m

Sydney Kingsford Smith

Sun 2/22

10:40 am-5:37 pm

2 stops23h 57m

$1,266

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Thu 1/22

1:49 pm-8:30 am

2 stops25h 41m

Sydney Kingsford Smith

Thu 1/29

10:40 am-6:36 pm

2 stops24h 56m

$1,267

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Thu 2/5

12:48 pm-8:30 am

2 stops26h 42m

Sydney Kingsford Smith

Sun 2/22

10:40 am-5:37 pm

2 stops23h 57m

$1,316

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 1/21

1:49 pm-8:30 am

2 stops25h 41m

Sydney Kingsford Smith

Wed 1/28

10:40 am-5:55 pm

2 stops24h 15m

$1,388

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 12/24

6:12 am-9:00 am

2 stops33h 48m

Sydney Kingsford Smith

Thu 1/8

11:20 am-2:05 pm

2 stops43h 45m

$1,407

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sat 1/17

1:28 pm-8:30 am

2 stops26h 02m

Sydney Kingsford Smith

Tue 2/3

10:40 am-5:29 pm

2 stops23h 49m

$1,438

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Thu 1/15

1:28 pm-8:30 am

2 stops26h 02m

Sydney Kingsford Smith

Sun 2/1

10:40 am-5:55 pm

2 stops24h 15m

$1,693

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Sydney from

How to get the cheapest flight ticket from Chicago Midway Airport to Sydney

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 day to depart on your flight to Sydney?

The cheapest day to depart from Chicago Midway Airport to Sydney is on a Saturday when prices can be found for as low as $1,166. The most expensive day to fly to Sydney is Thursday, with ticket prices averaging around $1,391.

What is the cheapest time of day to depart on your flight to Sydney?

According to our data, the cheapest time of day to fly to Sydney is in the morning. momondo users have found flights departing from Chicago Midway Airport to Sydney in the morning for as low as $1,224. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Flights to Sydney are more costly in the evening, with an average ticket price of $1,412. Departure times in the evening fall within the peak daily travel times, which is why tickets can be more expensive.

When to book flights from Chicago Midway Airport to Sydney

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Sydney according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Sydney (MDW to SYD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Sydney

Fastest flight time

24h 24m

Direct flights

None
The fastest flight from Chicago Midway Airport to Sydney takes 24h 24m
There are no direct flights from Chicago Midway Airport to Sydney. There are no popular flight routes from Chicago Midway Airport to Sydney.
Search flight deals

  • How far is Chicago Midway to Sydney Kingsford Smith by plane?

    There are 9230.4 mi between Chicago Midway and Sydney Kingsford Smith. Typically, this will take 24h 01m by plane in normal conditions.

  • When did momondo last update prices for flights from Chicago Midway Airport to Sydney Kingsford Smith Airport?

    Prices for flights from Chicago Midway Airport to Sydney Kingsford Smith Airport are refreshed on a daily basis.

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Sydney Kingsford Smith Airport.

  • What documentation or ID do you need to fly to Sydney Kingsford Smith Airport?

    The necessary travel and health documents for your Sydney Kingsford Smith Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Sydney?

Book flights to Sydney if you plan to visit one of these locations
Parramatta
Bondi Beach
Katoomba
Wollongong
Randwick
Coogee
Manly
Penrith
Cronulla
Lithgow
Leura
Charlestown
Terrigal
Swansea

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Sydney. Millions of users trust and use momondo every year so you are in good hands.

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

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

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

Once you have performed a search for Chicago to Sydney flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Chicago to Sydney right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Chicago to Sydney flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

An easier way to manage your Sydney trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Wed 1/7
Wed 1/14
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Australia