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Cheap flights from Chicago Midway Airport to Sydney from $669

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 2/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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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
6:00 am - 7:25 am
MDW
-
SYD
32h 25m
2 stops
Multiple Airlines Logo
5:45 pm - 6:13 pm
SYD
-
MDW
40h 28m
2 stops
$1,254Multiple Airlines
Mon, Feb 23 - Mon, Mar 9
Delta Logo
1:05 pm - 6:50 am
MDW
-
SYD
26h 45m
2 stops
Delta Logo
9:15 am - 6:05 pm
SYD
-
MDW
23h 50m
2 stops
$1,387Delta
Wed, Aug 5 - Sun, Aug 30
Delta Logo
9:50 am - 8:30 am
MDW
-
SYD
29h 40m
2 stops
Delta Logo
9:40 am - 5:22 pm
SYD
-
MDW
23h 42m
2 stops
$1,388Delta
Tue, Feb 17 - Sun, Mar 15
Delta Logo
1:10 pm - 7:50 am
MDW
-
SYD
26h 40m
2 stops
Delta Logo
9:15 am - 8:51 am
SYD
-
MDW
38h 36m
2 stops
$1,398Delta
Tue, Mar 31 - Mon, Apr 13
Delta Logo
1:28 pm - 6:50 am
MDW
-
SYD
24h 22m
2 stops
Delta Logo
10:40 am - 5:45 pm
SYD
-
MDW
24h 05m
2 stops
$1,437Delta
Sun, Feb 22 - Fri, Mar 6
Delta Logo
1:49 pm - 8:30 am
MDW
-
SYD
25h 41m
2 stops
Delta Logo
2:15 pm - 10:31 pm
SYD
-
MDW
25h 16m
2 stops
$1,438Delta
Mon, Feb 23 - Sat, Mar 7
Delta Logo
7:16 pm - 6:50 am
MDW
-
SYD
44h 34m
2 stops
Delta Logo
9:15 am - 5:56 pm
SYD
-
MDW
23h 41m
2 stops
$1,456Delta
Sat, Apr 18 - Sat, May 9
Delta Logo
1:28 pm - 8:30 am
MDW
-
SYD
26h 02m
2 stops
Delta Logo
10:40 am - 5:45 pm
SYD
-
MDW
24h 05m
2 stops
$1,487Delta
Sat, Feb 28 - Fri, Mar 6
Delta Logo
1:23 pm - 6:50 am
MDW
-
SYD
26h 27m
2 stops
Delta Logo
9:15 am - 10:28 pm
SYD
-
MDW
28h 13m
2 stops
$1,488Delta
Fri, Apr 17 - Sat, Apr 25
Delta Logo
10:45 am - 7:50 am
MDW
-
SYD
29h 05m
2 stops
Delta Logo
9:15 am - 5:58 pm
SYD
-
MDW
23h 43m
2 stops
$1,502Delta
Tue, Mar 31 - Mon, Apr 13

Delta flights from Chicago Midway Airport to Sydney

Our best Delta deals on Chicago Midway Airport to Sydney flight tickets
Delta
Feb 10
MDW12:46 pmChicago Midway
26h 44m
2 stops
SYD8:30 amSydney Kingsford Smith
Mar 3
SYD10:40 amSydney Kingsford Smith
23h 57m
2 stops
MDW5:37 pmChicago Midway
$1,387
Delta
Feb 10
MDW1:51 pmChicago Midway
25h 39m
2 stops
SYD8:30 amSydney Kingsford Smith
Mar 17
SYD9:40 amSydney Kingsford Smith
24h 14m
2 stops
MDW5:54 pmChicago Midway
$1,388
Delta
Mar 31
MDW1:10 pmChicago Midway
26h 40m
2 stops
SYD7:50 amSydney Kingsford Smith
Apr 13
SYD9:15 amSydney Kingsford Smith
38h 36m
2 stops
MDW8:51 amChicago Midway
$1,398

WestJet flights from Chicago Midway Airport to Sydney

Our best WestJet deals on Chicago Midway Airport to Sydney flight tickets
WestJet
Feb 20
MDW7:20 pmChicago Midway
42h 15m
2 stops
SYD6:35 amSydney Kingsford Smith
Mar 2
SYD8:30 pmSydney Kingsford Smith
57h 35m
2 stops
MDW1:05 pmChicago Midway
$6,731
WestJet
Feb 18
MDW7:20 pmChicago Midway
42h 15m
2 stops
SYD6:35 amSydney Kingsford Smith
Mar 2
SYD8:30 pmSydney Kingsford Smith
63h 10m
2 stops
MDW6:40 pmChicago Midway
$6,850
WestJet
Feb 15
MDW5:00 pmChicago Midway
44h 35m
2 stops
SYD6:35 amSydney Kingsford Smith
Mar 2
SYD8:30 pmSydney Kingsford Smith
57h 35m
2 stops
MDW1:05 pmChicago Midway
$6,948

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 February 6, 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

Mon 2/23

6:00 am-7:25 am

2 stops32h 25m

Sydney Kingsford Smith

Mon 3/9

5:45 pm-6:13 pm

2 stops40h 28m

$1,254

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 8/5

1:05 pm-6:50 am

2 stops26h 45m

Sydney Kingsford Smith

Sun 8/30

9:15 am-6:05 pm

2 stops23h 50m

$1,387

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Tue 2/17

9:50 am-8:30 am

2 stops29h 40m

Sydney Kingsford Smith

Sun 3/15

9:40 am-5:22 pm

2 stops23h 42m

$1,388

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Tue 3/31

1:10 pm-7:50 am

2 stops26h 40m

Sydney Kingsford Smith

Mon 4/13

9:15 am-8:51 am

2 stops38h 36m

$1,398

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sun 2/22

1:28 pm-6:50 am

2 stops24h 22m

Sydney Kingsford Smith

Fri 3/6

10:40 am-5:45 pm

2 stops24h 05m

$1,437

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Mon 2/23

1:49 pm-8:30 am

2 stops25h 41m

Sydney Kingsford Smith

Sat 3/7

2:15 pm-10:31 pm

2 stops25h 16m

$1,438

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sat 4/18

7:16 pm-6:50 am

2 stops44h 34m

Sydney Kingsford Smith

Sat 5/9

9:15 am-5:56 pm

2 stops23h 41m

$1,456

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sat 2/28

1:28 pm-8:30 am

2 stops26h 02m

Sydney Kingsford Smith

Fri 3/6

10:40 am-5:45 pm

2 stops24h 05m

$1,487

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Fri 4/17

1:23 pm-6:50 am

2 stops26h 27m

Sydney Kingsford Smith

Sat 4/25

9:15 am-10:28 pm

2 stops28h 13m

$1,488

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Tue 3/31

10:45 am-7:50 am

2 stops29h 05m

Sydney Kingsford Smith

Mon 4/13

9:15 am-5:58 pm

2 stops23h 43m

$1,502

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?

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Bondi Beach
Parramatta
Katoomba
Wollongong
Randwick
Penrith
Coogee
Manly
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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