Latest deals
Insights
When to book
FAQs
Price Alerts

Cheap flights from Chicago Midway Airport to Sydney from $679

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 11/14. 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 - 10:58 amSYD  Sydney Kingsford Smith-MDW Chicago Midway
32h 08m2 stops Los Angeles Atlanta Hartsfield-Jackson
$1,408Multiple Airlines
Sun, Sep 27 - Mon, Oct 12
Multiple Airlines Logo
8:45 pm - 7:10 pmMDW  Chicago Midway-SYD Sydney Kingsford Smith
31h 25m2 stops Los Angeles Tokyo Haneda
Multiple Airlines Logo
11:45 am - 12:00 pmSYD  Sydney Kingsford Smith-MDW Chicago Midway
39h 15m2 stops Tokyo Haneda Los Angeles
$1,458Multiple Airlines
Tue, Sep 1 - Tue, Sep 8
Delta Logo
10:01 am - 7:50 amMDW  Chicago Midway-SYD Sydney Kingsford Smith
29h 49m2 stops Minneapolis St Paul Los Angeles
Delta Logo
10:15 am - 4:47 pmSYD  Sydney Kingsford Smith-MDW Chicago Midway
22h 32m2 stops Los Angeles Minneapolis St Paul
$1,612Delta
Wed, Oct 7 - Wed, Oct 21
Delta Logo
12:27 pm - 8:30 amMDW  Chicago Midway-SYD Sydney Kingsford Smith
27h 03m2 stops Minneapolis St Paul 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
$1,612Delta
Mon, Nov 2 - Mon, Nov 9
Delta Logo
12:30 pm - 8:30 amMDW  Chicago Midway-SYD Sydney Kingsford Smith
27h 00m2 stops Minneapolis St Paul 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
Wed, Nov 25 - Wed, Dec 2
Delta Logo
1:00 pm - 6:50 amMDW  Chicago Midway-SYD Sydney Kingsford Smith
26h 50m2 stops Atlanta Hartsfield-Jackson Los Angeles
Delta Logo
10:15 am - 10:33 pmSYD  Sydney Kingsford Smith-MDW Chicago Midway
28h 18m2 stops Los Angeles Atlanta Hartsfield-Jackson
$1,613Delta
Fri, Oct 2 - Sat, Oct 17
Delta Logo
1:00 pm - 8:30 amMDW  Chicago Midway-SYD Sydney Kingsford Smith
26h 30m2 stops Detroit Metropolitan Wayne County Los Angeles
Delta Logo
10:40 am - 10:10 pmSYD  Sydney Kingsford Smith-MDW Chicago Midway
28h 30m2 stops Los Angeles Atlanta Hartsfield-Jackson
$1,613Delta
Sat, Jan 16 - Sat, Jan 30
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
Mon, Oct 5 - Mon, Oct 12
Delta Logo
1:00 pm - 6:50 amMDW  Chicago Midway-SYD Sydney Kingsford Smith
26h 50m2 stops Atlanta Hartsfield-Jackson Los Angeles
Delta Logo
9:15 am - 6:19 pmSYD  Sydney Kingsford Smith-MDW Chicago Midway
24h 04m2 stops Los Angeles Minneapolis St Paul
$1,616Delta
Wed, Sep 23 - Wed, Sep 30
Delta Logo
1:25 pm - 6:50 amMDW  Chicago Midway-SYD Sydney Kingsford Smith
26h 25m2 stops Detroit Metropolitan Wayne County Los Angeles
Delta Logo
9:15 am - 6:33 pmSYD  Sydney Kingsford Smith-MDW Chicago Midway
24h 18m2 stops Los Angeles Detroit Metropolitan Wayne County
$1,616Delta
Mon, Aug 24 - Mon, Sep 21

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Delta flights from Chicago Midway Airport to Sydney

Our best Delta deals on Chicago Midway Airport to Sydney flight tickets
Delta
Oct 7
MDW10:01 amChicago Midway
29h 49m
2 stops
SYD7:50 amSydney Kingsford Smith
Oct 21
SYD10:15 amSydney Kingsford Smith
22h 32m
2 stops
MDW4:47 pmChicago Midway
$1,612
Delta
Oct 2
MDW1:00 pmChicago Midway
26h 50m
2 stops
SYD6:50 amSydney Kingsford Smith
Oct 17
SYD10:15 amSydney Kingsford Smith
28h 18m
2 stops
MDW10:33 pmChicago Midway
$1,613
Delta
Aug 24
MDW1:25 pmChicago Midway
26h 25m
2 stops
SYD6:50 amSydney Kingsford Smith
Sep 21
SYD9:15 amSydney Kingsford Smith
24h 18m
2 stops
MDW6:33 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 7, 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

Mon 10/12

6:50 pm-10:58 am

2 stops32h 08m

$1,408

ChicagoSydney

MDW Chicago Midway - SYD Sydney Kingsford Smith

MDWSYD

Chicago Midway

Tue 9/1

8:45 pm-7:10 pm

2 stops31h 25m

Sydney Kingsford Smith

Tue 9/8

11:45 am-12:00 pm

2 stops39h 15m

$1,458

ChicagoSydney

MDW Chicago Midway - SYD Sydney Kingsford Smith

MDWSYD

Chicago Midway

Wed 10/7

10:01 am-7:50 am

2 stops29h 49m

Sydney Kingsford Smith

Wed 10/21

10:15 am-4:47 pm

2 stops22h 32m

$1,612

ChicagoSydney

MDW Chicago Midway - SYD Sydney Kingsford Smith

MDWSYD

Chicago Midway

Mon 11/2

12:27 pm-8:30 am

2 stops27h 03m

Sydney Kingsford Smith

Mon 11/9

10:40 am-6:04 pm

2 stops24h 24m

$1,612

ChicagoSydney

MDW Chicago Midway - SYD Sydney Kingsford Smith

MDWSYD

Chicago Midway

Wed 11/25

12:30 pm-8:30 am

2 stops27h 00m

Sydney Kingsford Smith

Wed 12/2

10:40 am-6:04 pm

2 stops24h 24m

$1,613

ChicagoSydney

MDW Chicago Midway - SYD Sydney Kingsford Smith

MDWSYD

Chicago Midway

Fri 10/2

1:00 pm-6:50 am

2 stops26h 50m

Sydney Kingsford Smith

Sat 10/17

10:15 am-10:33 pm

2 stops28h 18m

$1,613

ChicagoSydney

MDW Chicago Midway - SYD Sydney Kingsford Smith

MDWSYD

Chicago Midway

Sat 1/16

1:00 pm-8:30 am

2 stops26h 30m

Sydney Kingsford Smith

Sat 1/30

10:40 am-10:10 pm

2 stops28h 30m

$1,613

ChicagoSydney

MDW Chicago Midway - SYD Sydney Kingsford Smith

MDWSYD

Chicago Midway

Mon 10/5

9:29 am-7:50 am

2 stops30h 21m

Sydney Kingsford Smith

Mon 10/12

10:15 am-4:47 pm

2 stops22h 32m

$1,613

ChicagoSydney

MDW Chicago Midway - SYD Sydney Kingsford Smith

MDWSYD

Chicago Midway

Wed 9/23

1:00 pm-6:50 am

2 stops26h 50m

Sydney Kingsford Smith

Wed 9/30

9:15 am-6:19 pm

2 stops24h 04m

$1,616
Quickest round-trip

ChicagoSydney

MDW Chicago Midway - SYD Sydney Kingsford Smith

MDWSYD

Chicago Midway

Mon 8/24

1:25 pm-6:50 am

2 stops26h 25m

Sydney Kingsford Smith

Mon 9/21

9:15 am-6:33 pm

2 stops24h 18m

$1,616

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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

26h 25m

Direct flights

None
The fastest flight from Chicago Midway Airport to Sydney takes 26h 25m
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

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 25m 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
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.

An easier way to manage your Sydney trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sun 9/6
Sun 9/13
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Australia