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Cheap flights from Chicago Midway Airport to Sydney from $851

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 1/21. 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
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
1:28 pm - 8:30 amMDW-SYD
26h 02m2 stops
Delta Logo
10:40 am - 10:22 pmSYD-MDW
28h 42m2 stops
$1,151Delta
Find Deal
Sun, Jan 18 - Sun, Feb 1
Delta Logo
12:48 pm - 8:30 amMDW-SYD
26h 42m2 stops
Delta Logo
10:40 am - 5:45 pmSYD-MDW
24h 05m2 stops
$1,165Delta
Find Deal
Tue, Feb 10 - Tue, Mar 3
Delta Logo
1:26 pm - 8:30 amMDW-SYD
26h 04m2 stops
Delta Logo
10:40 am - 5:37 pmSYD-MDW
23h 57m2 stops
$1,215Delta
Find Deal
Wed, Feb 11 - Fri, Feb 27
Delta Logo
1:28 pm - 8:30 amMDW-SYD
26h 02m2 stops
Delta Logo
2:15 pm - 10:22 pmSYD-MDW
25h 07m2 stops
$1,265Delta
Find Deal
Sat, Jan 17 - Sat, Jan 24
Delta Logo
9:30 am - 7:25 amMDW-SYD
29h 55m2 stops
Delta Logo
10:25 am - 8:50 amSYD-MDW
38h 25m2 stops
$1,335Delta
Find Deal
Wed, Mar 18 - Thu, Apr 2
Delta Logo
10:49 am - 7:35 amMDW-SYD
28h 46m2 stops
Delta Logo
9:25 am - 6:05 pmSYD-MDW
23h 40m2 stops
$1,465Delta
Find Deal
Wed, Apr 1 - Wed, Apr 22
Delta Logo
9:50 am - 6:50 amMDW-SYD
28h 00m2 stops
Delta Logo
10:40 am - 10:22 pmSYD-MDW
28h 42m2 stops
$1,485Delta
Find Deal
Thu, Jan 15 - Sun, Jan 25
Delta Logo
1:49 pm - 8:30 amMDW-SYD
25h 41m2 stops
Delta Logo
10:40 am - 5:29 pmSYD-MDW
23h 49m2 stops
$1,535Delta
Find Deal
Fri, Jan 16 - Fri, Jan 23
Delta Logo
9:32 am - 7:25 amMDW-SYD
29h 53m2 stops
Delta Logo
10:25 am - 6:40 pmSYD-MDW
24h 15m2 stops
$1,605Delta
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Wed, Mar 18 - Fri, Apr 3
Delta Logo
12:50 pm - 8:30 amMDW-SYD
26h 40m2 stops
Delta Logo
10:40 am - 5:19 pmSYD-MDW
23h 39m2 stops
$1,751Delta
Find Deal
Sun, Dec 7 - Tue, Dec 23

Delta flights from Chicago Midway Airport to Sydney

Our best Delta deals on Chicago Midway Airport to Sydney flight tickets
Delta
Jan 18
MDW1:28 pmChicago Midway
26h 02m
2 stops
SYD8:30 amSydney Kingsford Smith
Feb 1
SYD10:40 amSydney Kingsford Smith
28h 42m
2 stops
MDW10:22 pmChicago Midway
$1,151
Find similar
Delta
Feb 10
MDW10:48 amChicago Midway
27h 02m
2 stops
SYD6:50 amSydney Kingsford Smith
Mar 3
SYD10:40 amSydney Kingsford Smith
24h 05m
2 stops
MDW5:45 pmChicago Midway
$1,165
Find similar
Delta
Feb 11
MDW9:33 amChicago Midway
29h 57m
2 stops
SYD8:30 amSydney Kingsford Smith
Feb 27
SYD10:40 amSydney Kingsford Smith
24h 57m
2 stops
MDW6:37 pmChicago Midway
$1,215
Find similar

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 November 24, 2025.
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

Sun 1/18

1:28 pm-8:30 am

2 stops26h 02m

Sydney Kingsford Smith

Sun 2/1

10:40 am-10:22 pm

2 stops28h 42m

$1,151

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Tue 2/10

12:48 pm-8:30 am

2 stops26h 42m

Sydney Kingsford Smith

Tue 3/3

10:40 am-5:45 pm

2 stops24h 05m

$1,165

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 2/11

1:26 pm-8:30 am

2 stops26h 04m

Sydney Kingsford Smith

Fri 2/27

10:40 am-5:37 pm

2 stops23h 57m

$1,215

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sat 1/17

1:28 pm-8:30 am

2 stops26h 02m

Sydney Kingsford Smith

Sat 1/24

2:15 pm-10:22 pm

2 stops25h 07m

$1,265

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 3/18

9:30 am-7:25 am

2 stops29h 55m

Sydney Kingsford Smith

Thu 4/2

10:25 am-8:50 am

2 stops38h 25m

$1,335

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 4/1

10:49 am-7:35 am

2 stops28h 46m

Sydney Kingsford Smith

Wed 4/22

9:25 am-6:05 pm

2 stops23h 40m

$1,465

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Thu 1/15

9:50 am-6:50 am

2 stops28h 00m

Sydney Kingsford Smith

Sun 1/25

10:40 am-10:22 pm

2 stops28h 42m

$1,485

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Fri 1/16

1:49 pm-8:30 am

2 stops25h 41m

Sydney Kingsford Smith

Fri 1/23

10:40 am-5:29 pm

2 stops23h 49m

$1,535

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 3/18

9:32 am-7:25 am

2 stops29h 53m

Sydney Kingsford Smith

Fri 4/3

10:25 am-6:40 pm

2 stops24h 15m

$1,605

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sun 12/7

12:50 pm-8:30 am

2 stops26h 40m

Sydney Kingsford Smith

Tue 12/23

10:40 am-5:19 pm

2 stops23h 39m

$1,751

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 day to depart on your flight to Sydney?

The cheapest day to depart from Chicago Midway Airport to Sydney is on a Saturday when prices can be found for as low as $1,166. The most expensive day to fly to Sydney is Thursday, with ticket prices averaging around $1,391.

What is the cheapest time of day to depart on your flight to Sydney?

According to our data, the cheapest time of day to fly to Sydney is in the morning. momondo users have found flights departing from Chicago Midway Airport to Sydney in the morning for as low as $1,224. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Flights to Sydney are more costly in the evening, with an average ticket price of $1,412. Departure times in the evening fall within the peak daily travel times, which is why tickets can be more expensive.

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

Direct flights

None
There are no direct flights from Chicago Midway Airport to Sydney. There are no popular flight routes from Chicago Midway Airport to Sydney.
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  • 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 21m 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
Randwick
Coogee
Cronulla
Manly
Penrith
Leura
Lithgow
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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