Cheap flights from Chicago Midway Airport to Sydney from $579

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 7/21. 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
1 adult, Economy, 0 bags

Find the cheapest flights from Chicago Midway Airport to Sydney

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
11:06 am - 7:05 am
MDW
-
SYD
28h 59m
2 stops
Multiple Airlines Logo
9:10 am - 9:51 am
SYD
-
MDW
39h 41m
2 stops
$1,404Multiple Airlines
qua, ago 5 - qua, ago 12
Multiple Airlines Logo
6:05 am - 11:50 am
MDW
-
SYD
38h 45m
3 stops
Multiple Airlines Logo
1:15 pm - 11:07 am
SYD
-
MDW
36h 52m
3 stops
$1,406Multiple Airlines
ter, jul 21 - sex, jul 31
Multiple Airlines Logo
6:05 am - 7:05 am
MDW
-
SYD
34h 00m
2 stops
Multiple Airlines Logo
9:10 am - 8:31 pm
SYD
-
MDW
26h 21m
2 stops
$1,439Multiple Airlines
sex, ago 14 - seg, ago 24
Multiple Airlines Logo
5:46 pm - 11:50 am
MDW
-
SYD
27h 04m
2 stops
Multiple Airlines Logo
12:00 pm - 5:22 pm
SYD
-
MDW
20h 22m
1 stop
$1,476Multiple Airlines
ter, ago 11 - seg, ago 17
Multiple Airlines Logo
11:06 am - 7:05 am
MDW
-
SYD
28h 59m
2 stops
Multiple Airlines Logo
9:10 am - 8:31 pm
SYD
-
MDW
26h 21m
2 stops
$1,480Multiple Airlines
seg, ago 10 - seg, ago 24
Multiple Airlines Logo
11:06 am - 7:30 am
MDW
-
SYD
29h 24m
2 stops
Multiple Airlines Logo
9:10 am - 10:55 am
SYD
-
MDW
40h 45m
2 stops
$1,513Multiple Airlines
dom, ago 9 - qua, ago 19
Delta Logo
1:27 pm - 6:50 am
MDW
-
SYD
26h 23m
2 stops
Delta Logo
9:15 am - 6:01 pm
SYD
-
MDW
23h 46m
2 stops
$1,587Delta
seg, ago 10 - qua, ago 26
Multiple Airlines Logo
11:06 am - 7:30 am
MDW
-
SYD
29h 24m
2 stops
Multiple Airlines Logo
12:00 pm - 5:22 pm
SYD
-
MDW
20h 22m
1 stop
$1,601Multiple Airlines
sáb, ago 8 - seg, ago 17
Multiple Airlines Logo
11:06 am - 7:05 am
MDW
-
SYD
28h 59m
2 stops
Multiple Airlines Logo
9:10 am - 10:55 am
SYD
-
MDW
40h 45m
2 stops
$1,605Multiple Airlines
qui, ago 13 - sáb, ago 22
Multiple Airlines Logo
11:06 am - 7:05 am
MDW
-
SYD
28h 59m
2 stops
Multiple Airlines Logo
5:50 pm - 10:55 am
SYD
-
MDW
32h 05m
2 stops
$1,608Multiple Airlines
qui, ago 13 - sáb, ago 22

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.

Delta flights from Chicago Midway Airport to Sydney

Our best Delta deals on Chicago Midway Airport to Sydney flight tickets
Delta
Aug 10
MDW1:27 pmChicago Midway
26h 23m
2 stops
SYD6:50 amSydney Kingsford Smith
Aug 26
SYD9:15 amSydney Kingsford Smith
23h 46m
2 stops
MDW6:01 pmChicago Midway
$1,587
Delta
Aug 10
MDW1:51 pmChicago Midway
25h 59m
2 stops
SYD6:50 amSydney Kingsford Smith
Aug 26
SYD9:15 amSydney Kingsford Smith
24h 18m
2 stops
MDW6:33 pmChicago Midway
$1,613
Delta
Aug 18
MDW1:51 pmChicago Midway
25h 59m
2 stops
SYD6:50 amSydney Kingsford Smith
Sep 1
SYD9:15 amSydney Kingsford Smith
28h 21m
2 stops
MDW10:36 pmChicago Midway
$1,688

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 junho 22, 2026.
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

Cheapest round-trip

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

qua 8/5

11:06 am-7:05 am

2 stops28h 59m

Sydney Kingsford Smith

qua 8/12

9:10 am-9:51 am

2 stops39h 41m

$1,404

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

ter 7/21

6:05 am-11:50 am

3 stops38h 45m

Sydney Kingsford Smith

sex 7/31

1:15 pm-11:07 am

3 stops36h 52m

$1,406

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

sex 8/14

6:05 am-7:05 am

2 stops34h 00m

Sydney Kingsford Smith

seg 8/24

9:10 am-8:31 pm

2 stops26h 21m

$1,439
Quickest round-trip

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

ter 8/11

5:46 pm-11:50 am

2 stops27h 04m

Sydney Kingsford Smith

seg 8/17

12:00 pm-5:22 pm

1 stop20h 22m

$1,476

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

seg 8/10

11:06 am-7:05 am

2 stops28h 59m

Sydney Kingsford Smith

seg 8/24

9:10 am-8:31 pm

2 stops26h 21m

$1,480

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

dom 8/9

11:06 am-7:30 am

2 stops29h 24m

Sydney Kingsford Smith

qua 8/19

9:10 am-10:55 am

2 stops40h 45m

$1,513

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

seg 8/10

1:27 pm-6:50 am

2 stops26h 23m

Sydney Kingsford Smith

qua 8/26

9:15 am-6:01 pm

2 stops23h 46m

$1,587

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

sáb 8/8

11:06 am-7:30 am

2 stops29h 24m

Sydney Kingsford Smith

seg 8/17

12:00 pm-5:22 pm

1 stop20h 22m

$1,601

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

qui 8/13

11:06 am-7:05 am

2 stops28h 59m

Sydney Kingsford Smith

sáb 8/22

9:10 am-10:55 am

2 stops40h 45m

$1,605

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

qui 8/13

11:06 am-7:05 am

2 stops28h 59m

Sydney Kingsford Smith

sáb 8/22

5:50 pm-10:55 am

2 stops32h 05m

$1,608

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 airline that flies from Chicago Midway to Sydney Kingsford Smith?

Delta is the most popular carrier operating from Chicago Midway to Sydney Kingsford Smith

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

23h 45m

Direct flights

None
The fastest flight from Chicago Midway Airport to Sydney takes 23h 45m
There are no direct flights from Chicago Midway Airport to Sydney. There are no popular flight routes from Chicago Midway Airport to Sydney.

Frequently asked questions about flying from Chicago Midway Airport to Sydney

  • 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 23h 45m 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
Katoomba
Bondi Beach
Penrith
Wollongong
Randwick
Leura
Lithgow
Manly
Coogee
Cronulla
Terrigal
Charlestown
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.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
qua 7/22
qua 7/29

Find better results for your trip to Australia