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Cheap flights from Chicago Midway Airport to Sydney from $504

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 5/9. 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
6:10 am - 10:10 pm
MDW
-
SYD
49h 00m
3 stops
Multiple Airlines Logo
1:15 pm - 11:09 am
SYD
-
MDW
36h 54m
3 stops
$1,039Multiple Airlines
Tue, Apr 28 - Tue, May 5
Multiple Airlines Logo
6:10 am - 7:05 am
MDW
-
SYD
33h 55m
2 stops
Multiple Airlines Logo
5:50 pm - 11:09 am
SYD
-
MDW
32h 19m
2 stops
$1,303Multiple Airlines
Tue, Apr 14 - Sun, May 10
Multiple Airlines Logo
6:00 am - 7:05 am
MDW
-
SYD
34h 05m
2 stops
Multiple Airlines Logo
5:50 pm - 11:09 am
SYD
-
MDW
32h 19m
2 stops
$1,352Multiple Airlines
Sun, Apr 26 - Sun, May 10
Multiple Airlines Logo
6:10 am - 7:30 am
MDW
-
SYD
34h 20m
2 stops
Multiple Airlines Logo
5:50 pm - 2:12 pm
SYD
-
MDW
35h 22m
2 stops
$1,371Multiple Airlines
Tue, Apr 28 - Sun, May 17
Multiple Airlines Logo
6:10 am - 7:05 am
MDW
-
SYD
33h 55m
2 stops
Multiple Airlines Logo
9:10 am - 11:09 am
SYD
-
MDW
40h 59m
2 stops
$1,372Multiple Airlines
Tue, Apr 28 - Tue, May 5
Multiple Airlines Logo
6:00 am - 7:30 am
MDW
-
SYD
34h 30m
2 stops
Multiple Airlines Logo
5:50 pm - 7:46 am
SYD
-
MDW
28h 56m
2 stops
$1,443Multiple Airlines
Thu, Apr 23 - Sun, May 3
Multiple Airlines Logo
6:00 am - 7:30 am
MDW
-
SYD
34h 30m
2 stops
Multiple Airlines Logo
5:50 pm - 11:09 am
SYD
-
MDW
32h 19m
2 stops
$1,510Multiple Airlines
Sun, May 3 - Sun, May 31
Multiple Airlines Logo
6:00 am - 7:05 am
MDW
-
SYD
34h 05m
2 stops
Multiple Airlines Logo
9:10 am - 11:09 am
SYD
-
MDW
40h 59m
2 stops
$1,529Multiple Airlines
Sun, May 10 - Sun, May 17
Multiple Airlines Logo
9:14 am - 7:05 am
MDW
-
SYD
30h 51m
2 stops
Multiple Airlines Logo
5:50 pm - 3:57 pm
SYD
-
MDW
37h 07m
2 stops
$1,586Multiple Airlines
Mon, Apr 20 - Thu, May 14
Delta Logo
9:23 am - 6:50 am
MDW
-
SYD
30h 27m
2 stops
Delta Logo
9:15 am - 8:37 am
SYD
-
MDW
38h 22m
2 stops
$1,611Delta
Sat, Jun 6 - Thu, Jul 23

Delta flights from Chicago Midway Airport to Sydney

Our best Delta deals on Chicago Midway Airport to Sydney flight tickets
Delta
Jun 6
MDW9:23 amChicago Midway
30h 27m
2 stops
SYD6:50 amSydney Kingsford Smith
Jul 23
SYD9:15 amSydney Kingsford Smith
38h 22m
2 stops
MDW8:37 amChicago Midway
$1,611
Delta
May 16
MDW1:59 pmChicago Midway
25h 51m
2 stops
SYD6:50 amSydney Kingsford Smith
May 26
SYD9:15 amSydney Kingsford Smith
26h 54m
2 stops
MDW9:09 pmChicago Midway
$1,612
Delta
Jun 5
MDW1:22 pmChicago Midway
26h 28m
2 stops
SYD6:50 amSydney Kingsford Smith
Jun 12
SYD9:15 amSydney Kingsford Smith
28h 02m
2 stops
MDW10:17 pmChicago Midway
$1,613

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 29, 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 4/28

6:10 am-10:10 pm

3 stops49h 00m

Sydney Kingsford Smith

Tue 5/5

1:15 pm-11:09 am

3 stops36h 54m

$1,039

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Tue 4/14

6:10 am-7:05 am

2 stops33h 55m

Sydney Kingsford Smith

Sun 5/10

5:50 pm-11:09 am

2 stops32h 19m

$1,303

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sun 4/26

6:00 am-7:05 am

2 stops34h 05m

Sydney Kingsford Smith

Sun 5/10

5:50 pm-11:09 am

2 stops32h 19m

$1,352

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Tue 4/28

6:10 am-7:30 am

2 stops34h 20m

Sydney Kingsford Smith

Sun 5/17

5:50 pm-2:12 pm

2 stops35h 22m

$1,371

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Tue 4/28

6:10 am-7:05 am

2 stops33h 55m

Sydney Kingsford Smith

Tue 5/5

9:10 am-11:09 am

2 stops40h 59m

$1,372
Quickest round-trip

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Thu 4/23

6:00 am-7:30 am

2 stops34h 30m

Sydney Kingsford Smith

Sun 5/3

5:50 pm-7:46 am

2 stops28h 56m

$1,443

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sun 5/3

6:00 am-7:30 am

2 stops34h 30m

Sydney Kingsford Smith

Sun 5/31

5:50 pm-11:09 am

2 stops32h 19m

$1,510

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sun 5/10

6:00 am-7:05 am

2 stops34h 05m

Sydney Kingsford Smith

Sun 5/17

9:10 am-11:09 am

2 stops40h 59m

$1,529

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Mon 4/20

9:14 am-7:05 am

2 stops30h 51m

Sydney Kingsford Smith

Thu 5/14

5:50 pm-3:57 pm

2 stops37h 07m

$1,586

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sat 6/6

9:23 am-6:50 am

2 stops30h 27m

Sydney Kingsford Smith

Thu 7/23

9:15 am-8:37 am

2 stops38h 22m

$1,611

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

24h 58m

Direct flights

None
The fastest flight from Chicago Midway Airport to Sydney takes 24h 58m
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 58m 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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