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Cheap flights from Chicago Midway Airport to Sydney from $577

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 6/20. 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.
Delta Logo
1:22 pm - 6:50 am
MDW
-
SYD
26h 28m
2 stops
Delta Logo
9:15 am - 6:31 pm
SYD
-
MDW
24h 16m
2 stops
$1,512Delta
Tue, May 26 - Sun, Jul 26
Delta Logo
1:00 pm - 6:50 am
MDW
-
SYD
26h 50m
2 stops
Delta Logo
9:15 am - 6:31 pm
SYD
-
MDW
24h 16m
2 stops
$1,513Delta
Wed, Aug 5 - Sun, Aug 30
Delta Logo
9:20 am - 6:50 am
MDW
-
SYD
30h 30m
2 stops
Delta Logo
9:15 am - 6:31 pm
SYD
-
MDW
24h 16m
2 stops
$1,563Delta
Mon, Jul 6 - Mon, Jul 27
Multiple Airlines Logo
6:00 am - 7:05 am
MDW
-
SYD
34h 05m
2 stops
Multiple Airlines Logo
5:50 pm - 7:41 am
SYD
-
MDW
28h 51m
2 stops
$1,585Multiple Airlines
Wed, Apr 8 - Sat, May 2
Delta Logo
1:24 pm - 6:50 am
MDW
-
SYD
26h 26m
2 stops
Delta Logo
9:15 am - 5:58 pm
SYD
-
MDW
23h 43m
2 stops
$1,599Delta
Wed, Apr 22 - Wed, Apr 29
Delta Logo
1:22 pm - 6:50 am
MDW
-
SYD
26h 28m
2 stops
Delta Logo
9:15 am - 6:31 pm
SYD
-
MDW
24h 16m
2 stops
$1,638Delta
Mon, Jun 1 - Mon, Jun 15
Delta Logo
2:12 pm - 6:50 am
MDW
-
SYD
25h 38m
2 stops
Delta Logo
9:15 am - 5:56 pm
SYD
-
MDW
23h 41m
2 stops
$1,662Delta
Sat, May 2 - Sat, May 9
Delta Logo
2:12 pm - 6:50 am
MDW
-
SYD
25h 38m
2 stops
Delta Logo
9:15 am - 9:09 pm
SYD
-
MDW
26h 54m
2 stops
$1,663Delta
Sat, Apr 18 - Sat, May 9
Multiple Airlines Logo
6:00 am - 7:05 am
MDW
-
SYD
34h 05m
2 stops
Multiple Airlines Logo
9:10 am - 5:54 pm
SYD
-
MDW
47h 44m
2 stops
$1,681Multiple Airlines
Thu, Apr 9 - Thu, Apr 23
Delta Logo
1:00 pm - 6:50 am
MDW
-
SYD
26h 50m
2 stops
Delta Logo
9:15 am - 9:46 pm
SYD
-
MDW
27h 31m
2 stops
$1,688Delta
Sat, Aug 22 - Fri, Sep 4

Delta flights from Chicago Midway Airport to Sydney

Our best Delta deals on Chicago Midway Airport to Sydney flight tickets
Delta
May 26
MDW1:22 pmChicago Midway
26h 28m
2 stops
SYD6:50 amSydney Kingsford Smith
Jul 26
SYD9:15 amSydney Kingsford Smith
24h 16m
2 stops
MDW6:31 pmChicago Midway
$1,512
Delta
Aug 5
MDW1:00 pmChicago Midway
26h 50m
2 stops
SYD6:50 amSydney Kingsford Smith
Aug 30
SYD9:15 amSydney Kingsford Smith
24h 16m
2 stops
MDW6:31 pmChicago Midway
$1,513
Delta
Jul 6
MDW9:20 amChicago Midway
30h 30m
2 stops
SYD6:50 amSydney Kingsford Smith
Jul 27
SYD9:15 amSydney Kingsford Smith
24h 16m
2 stops
MDW6:31 pmChicago Midway
$1,563

WestJet flights from Chicago Midway Airport to Sydney

Our best WestJet deals on Chicago Midway Airport to Sydney flight tickets
WestJet
Apr 5
MDW7:20 pmChicago Midway
44h 15m
2 stops
SYD6:35 amSydney Kingsford Smith
Apr 23
SYD8:30 pmSydney Kingsford Smith
61h 06m
2 stops
MDW6:36 pmChicago Midway
$7,433
WestJet
Apr 3
MDW7:20 pmChicago Midway
44h 15m
2 stops
SYD7:35 amSydney Kingsford Smith
Apr 23
SYD8:30 pmSydney Kingsford Smith
61h 06m
2 stops
MDW6:36 pmChicago Midway
$7,477

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 March 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

Cheapest round-trip

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Tue 5/26

1:22 pm-6:50 am

2 stops26h 28m

Sydney Kingsford Smith

Sun 7/26

9:15 am-6:31 pm

2 stops24h 16m

$1,512

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 8/5

1:00 pm-6:50 am

2 stops26h 50m

Sydney Kingsford Smith

Sun 8/30

9:15 am-6:31 pm

2 stops24h 16m

$1,513

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Mon 7/6

9:20 am-6:50 am

2 stops30h 30m

Sydney Kingsford Smith

Mon 7/27

9:15 am-6:31 pm

2 stops24h 16m

$1,563

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 4/8

6:00 am-7:05 am

2 stops34h 05m

Sydney Kingsford Smith

Sat 5/2

5:50 pm-7:41 am

2 stops28h 51m

$1,585

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 4/22

1:24 pm-6:50 am

2 stops26h 26m

Sydney Kingsford Smith

Wed 4/29

9:15 am-5:58 pm

2 stops23h 43m

$1,599

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Mon 6/1

1:22 pm-6:50 am

2 stops26h 28m

Sydney Kingsford Smith

Mon 6/15

9:15 am-6:31 pm

2 stops24h 16m

$1,638
Quickest round-trip

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sat 5/2

2:12 pm-6:50 am

2 stops25h 38m

Sydney Kingsford Smith

Sat 5/9

9:15 am-5:56 pm

2 stops23h 41m

$1,662

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sat 4/18

2:12 pm-6:50 am

2 stops25h 38m

Sydney Kingsford Smith

Sat 5/9

9:15 am-9:09 pm

2 stops26h 54m

$1,663

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Thu 4/9

6:00 am-7:05 am

2 stops34h 05m

Sydney Kingsford Smith

Thu 4/23

9:10 am-5:54 pm

2 stops47h 44m

$1,681

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sat 8/22

1:00 pm-6:50 am

2 stops26h 50m

Sydney Kingsford Smith

Fri 9/4

9:15 am-9:46 pm

2 stops27h 31m

$1,688

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 45m

Direct flights

None
The fastest flight from Chicago Midway Airport to Sydney takes 25h 45m
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 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
Bondi Beach
Katoomba
Wollongong
Penrith
Manly
Randwick
Coogee
Leura
Lithgow
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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