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Cheap flights from Chicago Midway Airport to Sydney from $476

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 3/5. 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

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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
6:05 am - 7:25 am
MDW
-
SYD
33h 20m
2 stops
Multiple Airlines Logo
11:20 am - 10:45 pm
SYD
-
MDW
27h 25m
2 stops
$1,419Multiple Airlines
vie., mar. 13 - lun., mar. 23
Delta Logo
2:00 pm - 6:50 am
MDW
-
SYD
25h 50m
2 stops
Delta Logo
9:15 am - 6:31 pm
SYD
-
MDW
24h 16m
2 stops
$1,475Delta
mié., ago. 5 - dom., ago. 30
Multiple Airlines Logo
9:11 pm - 11:50 am
MDW
-
SYD
47h 39m
2 stops
Multiple Airlines Logo
12:00 pm - 8:06 pm
SYD
-
MDW
23h 06m
1 stop
$1,514Multiple Airlines
lun., ago. 3 - dom., ago. 16
Delta Logo
2:05 pm - 7:50 am
MDW
-
SYD
25h 45m
2 stops
Delta Logo
9:15 am - 10:28 pm
SYD
-
MDW
28h 13m
2 stops
$1,525Delta
lun., mar. 30 - sáb., abr. 18
Multiple Airlines Logo
9:11 pm - 11:50 am
MDW
-
SYD
47h 39m
2 stops
Multiple Airlines Logo
12:00 pm - 8:06 pm
SYD
-
MDW
23h 06m
1 stop
$1,538Multiple Airlines
lun., jun. 8 - mié., jun. 17
Multiple Airlines Logo
6:45 pm - 6:50 am
MDW
-
SYD
45h 05m
2 stops
Multiple Airlines Logo
9:15 am - 6:31 pm
SYD
-
MDW
24h 16m
2 stops
$1,614Multiple Airlines
jue., jul. 2 - dom., jul. 12
Multiple Airlines Logo
9:11 pm - 11:50 am
MDW
-
SYD
47h 39m
2 stops
Multiple Airlines Logo
12:00 pm - 8:06 pm
SYD
-
MDW
23h 06m
1 stop
$1,616Multiple Airlines
vie., jun. 5 - vie., jun. 12
Delta Logo
2:00 pm - 6:50 am
MDW
-
SYD
25h 50m
2 stops
Delta Logo
9:15 am - 6:05 pm
SYD
-
MDW
23h 50m
2 stops
$1,625Delta
jue., jul. 2 - dom., ago. 9
Delta Logo
9:35 am - 7:25 am
MDW
-
SYD
29h 50m
2 stops
Delta Logo
9:15 am - 10:31 pm
SYD
-
MDW
28h 16m
2 stops
$1,669Delta
mié., mar. 25 - mar., abr. 7
Multiple Airlines Logo
9:16 pm - 6:55 am
MDW
-
SYD
41h 39m
1 stop
Multiple Airlines Logo
2:00 pm - 8:21 pm
SYD
-
MDW
22h 21m
2 stops
$1,777Multiple Airlines
sáb., mar. 21 - sáb., mar. 28

Delta flights from Chicago Midway Airport to Sydney

Our best Delta deals on Chicago Midway Airport to Sydney flight tickets
Delta
Mar 4
MDW12:45 pmChicago Midway
26h 45m
2 stops
SYD8:30 amSydney Kingsford Smith
Apr 15
SYD9:15 amSydney Kingsford Smith
23h 43m
2 stops
MDW5:58 pmChicago Midway
$1,475
Delta
Feb 28
MDW9:34 amChicago Midway
28h 16m
2 stops
SYD6:50 amSydney Kingsford Smith
Apr 27
SYD9:15 amSydney Kingsford Smith
23h 43m
2 stops
MDW5:58 pmChicago Midway
$1,525
Delta
Feb 28
MDW1:28 pmChicago Midway
24h 22m
2 stops
SYD6:50 amSydney Kingsford Smith
Mar 13
SYD9:40 amSydney Kingsford Smith
25h 00m
2 stops
MDW6:40 pmChicago Midway
$1,575

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 febrero 23, 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

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

vie. 3/13

6:05 am-7:25 am

2 stops33h 20m

Sydney Kingsford Smith

lun. 3/23

11:20 am-10:45 pm

2 stops27h 25m

$1,419

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

mié. 8/5

2:00 pm-6:50 am

2 stops25h 50m

Sydney Kingsford Smith

dom. 8/30

9:15 am-6:31 pm

2 stops24h 16m

$1,475

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

lun. 8/3

9:11 pm-11:50 am

2 stops47h 39m

Sydney Kingsford Smith

dom. 8/16

12:00 pm-8:06 pm

1 stop23h 06m

$1,514

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

lun. 3/30

2:05 pm-7:50 am

2 stops25h 45m

Sydney Kingsford Smith

sáb. 4/18

9:15 am-10:28 pm

2 stops28h 13m

$1,525

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

lun. 6/8

9:11 pm-11:50 am

2 stops47h 39m

Sydney Kingsford Smith

mié. 6/17

12:00 pm-8:06 pm

1 stop23h 06m

$1,538

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

jue. 7/2

6:45 pm-6:50 am

2 stops45h 05m

Sydney Kingsford Smith

dom. 7/12

9:15 am-6:31 pm

2 stops24h 16m

$1,614

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

vie. 6/5

9:11 pm-11:50 am

2 stops47h 39m

Sydney Kingsford Smith

vie. 6/12

12:00 pm-8:06 pm

1 stop23h 06m

$1,616

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

jue. 7/2

2:00 pm-6:50 am

2 stops25h 50m

Sydney Kingsford Smith

dom. 8/9

9:15 am-6:05 pm

2 stops23h 50m

$1,625

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

mié. 3/25

9:35 am-7:25 am

2 stops29h 50m

Sydney Kingsford Smith

mar. 4/7

9:15 am-10:31 pm

2 stops28h 16m

$1,669

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

sáb. 3/21

9:16 pm-6:55 am

1 stop41h 39m

Sydney Kingsford Smith

sáb. 3/28

2:00 pm-8:21 pm

2 stops22h 21m

$1,777

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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

25h 50m

Direct flights

None
The fastest flight from Chicago Midway Airport to Sydney takes 25h 50m
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 25h 50m 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
Bondi Beach
Katoomba
Parramatta
Wollongong
Penrith
Coogee
Manly
Randwick
Lithgow
Leura
Cronulla
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.

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