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Cheap flights from Chicago Midway Airport to Sydney from $664

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 10/21. 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
1 adult, Economy, 0 bags

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
6:25 am - 7:05 amMDW  Chicago Midway-SYD Sydney Kingsford Smith
33h 40m2 stops Atlanta Hartsfield-Jackson Los Angeles
Multiple Airlines Logo
6:50 pm - 11:59 amSYD  Sydney Kingsford Smith-MDW Chicago Midway
33h 09m2 stops Los Angeles Dallas/Fort Worth
$1,275Multiple Airlines
Sun, Sep 27 - Sun, Oct 4
Multiple Airlines Logo
6:05 am - 7:05 amMDW  Chicago Midway-SYD Sydney Kingsford Smith
34h 00m2 stops Atlanta Hartsfield-Jackson Los Angeles
Multiple Airlines Logo
9:10 am - 11:44 pmSYD  Sydney Kingsford Smith-MDW Chicago Midway
29h 34m2 stops Los Angeles Atlanta Hartsfield-Jackson
$1,387Multiple Airlines
Mon, Aug 31 - Fri, Sep 18
Multiple Airlines Logo
6:25 am - 7:05 amMDW  Chicago Midway-SYD Sydney Kingsford Smith
33h 40m2 stops Atlanta Hartsfield-Jackson Los Angeles
Multiple Airlines Logo
9:10 am - 11:44 pmSYD  Sydney Kingsford Smith-MDW Chicago Midway
29h 34m2 stops Los Angeles Atlanta Hartsfield-Jackson
$1,417Multiple Airlines
Thu, Sep 24 - Thu, Oct 1
Multiple Airlines Logo
6:25 am - 7:05 amMDW  Chicago Midway-SYD Sydney Kingsford Smith
33h 40m2 stops Atlanta Hartsfield-Jackson Los Angeles
Multiple Airlines Logo
9:10 am - 11:44 pmSYD  Sydney Kingsford Smith-MDW Chicago Midway
29h 34m2 stops Los Angeles Atlanta Hartsfield-Jackson
$1,463Multiple Airlines
Thu, Sep 10 - Thu, Sep 17
Multiple Airlines Logo
6:25 am - 7:05 amMDW  Chicago Midway-SYD Sydney Kingsford Smith
33h 40m2 stops Atlanta Hartsfield-Jackson Los Angeles
Multiple Airlines Logo
10:10 am - 10:58 amSYD  Sydney Kingsford Smith-MDW Chicago Midway
40h 48m2 stops Los Angeles Atlanta Hartsfield-Jackson
$1,608Multiple Airlines
Thu, Oct 1 - Mon, Oct 12
Multiple Airlines Logo
6:25 am - 7:30 amMDW  Chicago Midway-SYD Sydney Kingsford Smith
34h 05m2 stops Atlanta Hartsfield-Jackson Los Angeles
Multiple Airlines Logo
1:00 pm - 11:59 amSYD  Sydney Kingsford Smith-MDW Chicago Midway
38h 59m1 stop Dallas/Fort Worth
$1,612Multiple Airlines
Sun, Sep 27 - Sun, Oct 4
Delta Logo
1:22 pm - 8:30 amMDW  Chicago Midway-SYD Sydney Kingsford Smith
26h 08m2 stops Detroit Metropolitan Wayne County Los Angeles
Delta Logo
10:40 am - 6:04 pmSYD  Sydney Kingsford Smith-MDW Chicago Midway
24h 24m2 stops Los Angeles Detroit Metropolitan Wayne County
$1,613Delta
Tue, Dec 1 - Tue, Dec 8
Delta Logo
9:29 am - 7:50 amMDW  Chicago Midway-SYD Sydney Kingsford Smith
30h 21m2 stops Detroit Metropolitan Wayne County Los Angeles
Delta Logo
10:15 am - 4:47 pmSYD  Sydney Kingsford Smith-MDW Chicago Midway
22h 32m2 stops Los Angeles Minneapolis St Paul
$1,613Delta
Tue, Oct 6 - Mon, Oct 19
Delta Logo
1:22 pm - 8:30 amMDW  Chicago Midway-SYD Sydney Kingsford Smith
26h 08m2 stops Detroit Metropolitan Wayne County Los Angeles
Delta Logo
10:40 am - 4:39 pmSYD  Sydney Kingsford Smith-MDW Chicago Midway
22h 59m2 stops Los Angeles Minneapolis St Paul
$1,613Delta
Wed, Nov 25 - Mon, Dec 7
Delta Logo
1:22 pm - 8:30 amMDW  Chicago Midway-SYD Sydney Kingsford Smith
26h 08m2 stops Detroit Metropolitan Wayne County Los Angeles
Delta Logo
10:40 am - 4:39 pmSYD  Sydney Kingsford Smith-MDW Chicago Midway
22h 59m2 stops Los Angeles Minneapolis St Paul
$1,613Delta
Tue, Dec 1 - Tue, Dec 8

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Delta flights from Chicago Midway Airport to Sydney

Our best Delta deals on Chicago Midway Airport to Sydney flight tickets
Delta
Sep 28
MDW2:00 pmChicago Midway
25h 50m
2 stops
SYD6:50 amSydney Kingsford Smith
Oct 12
SYD10:15 amSydney Kingsford Smith
22h 32m
2 stops
MDW4:47 pmChicago Midway
$1,613
Delta
Dec 1
MDW12:30 pmChicago Midway
27h 00m
2 stops
SYD8:30 amSydney Kingsford Smith
Dec 13
SYD10:40 amSydney Kingsford Smith
24h 24m
2 stops
MDW6:04 pmChicago Midway
$1,615
Delta
Aug 26
MDW12:46 pmChicago Midway
27h 04m
2 stops
SYD6:50 amSydney Kingsford Smith
Sep 8
SYD9:15 amSydney Kingsford Smith
24h 04m
2 stops
MDW6:19 pmChicago Midway
$1,616

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 August 13, 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 Chicago Midway - SYD Sydney Kingsford Smith

MDWSYD

Chicago Midway

Sun 9/27

6:25 am-7:05 am

2 stops33h 40m

Sydney Kingsford Smith

Sun 10/4

6:50 pm-11:59 am

2 stops33h 09m

$1,275

ChicagoSydney

MDW Chicago Midway - SYD Sydney Kingsford Smith

MDWSYD

Chicago Midway

Mon 8/31

6:05 am-7:05 am

2 stops34h 00m

Sydney Kingsford Smith

Fri 9/18

9:10 am-11:44 pm

2 stops29h 34m

$1,387

ChicagoSydney

MDW Chicago Midway - SYD Sydney Kingsford Smith

MDWSYD

Chicago Midway

Thu 9/24

6:25 am-7:05 am

2 stops33h 40m

Sydney Kingsford Smith

Thu 10/1

9:10 am-11:44 pm

2 stops29h 34m

$1,417

ChicagoSydney

MDW Chicago Midway - SYD Sydney Kingsford Smith

MDWSYD

Chicago Midway

Thu 9/10

6:25 am-7:05 am

2 stops33h 40m

Sydney Kingsford Smith

Thu 9/17

9:10 am-11:44 pm

2 stops29h 34m

$1,463

ChicagoSydney

MDW Chicago Midway - SYD Sydney Kingsford Smith

MDWSYD

Chicago Midway

Thu 10/1

6:25 am-7:05 am

2 stops33h 40m

Sydney Kingsford Smith

Mon 10/12

10:10 am-10:58 am

2 stops40h 48m

$1,608

ChicagoSydney

MDW Chicago Midway - SYD Sydney Kingsford Smith

MDWSYD

Chicago Midway

Sun 9/27

6:25 am-7:30 am

2 stops34h 05m

Sydney Kingsford Smith

Sun 10/4

1:00 pm-11:59 am

1 stop38h 59m

$1,612

ChicagoSydney

MDW Chicago Midway - SYD Sydney Kingsford Smith

MDWSYD

Chicago Midway

Tue 12/1

1:22 pm-8:30 am

2 stops26h 08m

Sydney Kingsford Smith

Tue 12/8

10:40 am-6:04 pm

2 stops24h 24m

$1,613

ChicagoSydney

MDW Chicago Midway - SYD Sydney Kingsford Smith

MDWSYD

Chicago Midway

Tue 10/6

9:29 am-7:50 am

2 stops30h 21m

Sydney Kingsford Smith

Mon 10/19

10:15 am-4:47 pm

2 stops22h 32m

$1,613
Quickest round-trip

ChicagoSydney

MDW Chicago Midway - SYD Sydney Kingsford Smith

MDWSYD

Chicago Midway

Wed 11/25

1:22 pm-8:30 am

2 stops26h 08m

Sydney Kingsford Smith

Mon 12/7

10:40 am-4:39 pm

2 stops22h 59m

$1,613

ChicagoSydney

MDW Chicago Midway - SYD Sydney Kingsford Smith

MDWSYD

Chicago Midway

Tue 12/1

1:22 pm-8:30 am

2 stops26h 08m

Sydney Kingsford Smith

Tue 12/8

10:40 am-4:39 pm

2 stops22h 59m

$1,613

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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

26h 30m

Direct flights

None
The fastest flight from Chicago Midway Airport to Sydney takes 26h 30m
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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Frequently asked questions about flying from Chicago Midway Airport to Sydney

  • 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 26h 30m 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.

Frequently asked questions about flying from Chicago Midway Airport to Sydney

  • How do I get Price Alerts for flights from Chicago Midway Airport to Sydney?

    Price Alerts will notify you by email when the price for flights to Sydney from Chicago Midway Airport decreases. To activate this, select your desired travel dates and search for offers. While browsing through offers you’ll see the Price Alert widget toggle. Click it to turn on notifications.

  • How can I save money on flights from Chicago Midway Airport to Sydney with momondo?

    Plan your trips smart with the “Price Forecast” feature, which uses flight data to help you pick the best days to fly for the lowest fares. Our “Price Calendar” helps you get the most for your money by showing you when it’s most advantageous to fly. Curate your own travel experiences for less with “Explore”. Expert travel hacks to fuel your next adventure are a click away with “Discover” by momondo. Set up our “Price Alerts” to track fare changes and book when prices are at their lowest point.

  • How does momondo find its flight prices?

    We aggregate our prices from over 700+ competitors from airlines to OTAs. We operate in over 30 markets worldwide to show you a wide range of travel options.

Traveling to a place near Sydney?

Book flights to Sydney if you plan to visit one of these locations
Parramatta
Bondi Beach
Wollongong
Penrith
Katoomba
Leura
Cronulla
Randwick
Manly
Lithgow
Coogee
Terrigal
Charlestown
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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