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Cheap flights from Chicago to Sydney from $405

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 to Sydney departing on 12/1. 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 to Sydney

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
3:40 pm - 6:55 amORD-SYD
22h 15m1 stop
Air Canada Logo
11:20 am - 5:00 amSYD-ORD
34h 40m2 stops
$847Air Canada
Find Deal
mar., dic. 2 - mar., dic. 16
Air Canada Logo
10:38 am - 9:35 amORD-SYD
29h 57m2 stops
Air Canada Logo
4:00 pm - 11:18 amSYD-ORD
36h 18m2 stops
$849Air Canada
Find Deal
jue., dic. 11 - jue., dic. 25
Air Canada Logo
3:40 pm - 9:35 amORD-SYD
24h 55m1 stop
Air Canada Logo
11:20 am - 7:54 pmSYD-ORD
25h 34m1 stop
$850Air Canada
Find Deal
jue., dic. 11 - jue., dic. 25
Air Canada Logo
3:40 pm - 9:10 amORD-SYD
48h 30m2 stops
Air Canada Logo
11:20 am - 8:00 pmSYD-ORD
25h 40m2 stops
$851Air Canada
Find Deal
mar., ene. 27 - lun., feb. 2
Multiple Airlines Logo
3:40 pm - 2:50 pmORD-SYD
30h 10m2 stops
Multiple Airlines Logo
11:20 am - 2:41 pmSYD-ORD
20h 21m1 stop
$857Multiple Airlines
Find Deal
sáb., ene. 17 - mié., ene. 28
Multiple Airlines Logo
3:40 pm - 6:05 pmORD-SYD
33h 25m2 stops
Multiple Airlines Logo
8:30 am - 2:41 pmSYD-ORD
23h 11m2 stops
$861Multiple Airlines
Find Deal
lun., dic. 1 - vie., dic. 5
Qantas Airways Logo
6:04 pm - 6:10 amORD-SYD
43h 06m1 stop
Qantas Airways Logo
5:45 pm - 5:45 pmSYD-ORD
41h 00m1 stop
$902Qantas Airways
Find Deal
sáb., nov. 15 - lun., nov. 24
Qantas Airways Logo
8:35 am - 6:10 amORD-SYD
28h 35m1 stop
Qantas Airways Logo
11:20 am - 9:25 pmSYD-ORD
27h 05m1 stop
$923Qantas Airways
Find Deal
dom., dic. 7 - dom., dic. 14
Delta Logo
7:16 pm - 6:50 amMDW-SYD
42h 34m2 stops
Delta Logo
10:40 am - 10:26 pmSYD-MDW
28h 46m2 stops
$1,269Delta
Find Deal
lun., ene. 19 - mié., ene. 28
Delta Logo
7:16 pm - 6:50 amMDW-SYD
66h 34m2 stops
Delta Logo
10:40 am - 5:32 pmSYD-MDW
23h 52m2 stops
$1,285Delta
Find Deal
vie., ene. 16 - mar., ene. 27

Air Canada flights from Chicago to Sydney

Our best Air Canada deals on Chicago to Sydney flight tickets
Air Canada
Dec 2
ORD3:40 pmChicago O'Hare Intl
22h 15m
1 stop
SYD6:55 amSydney Kingsford Smith
Dec 16
SYD11:20 amSydney Kingsford Smith
34h 40m
2 stops
ORD5:00 amChicago O'Hare Intl
$847
Find similar
Air Canada
Dec 11
ORD10:38 amChicago O'Hare Intl
29h 57m
2 stops
SYD9:35 amSydney Kingsford Smith
Dec 25
SYD4:00 pmSydney Kingsford Smith
36h 18m
2 stops
ORD11:18 amChicago O'Hare Intl
$849
Find similar
Air Canada
Dec 11
ORD3:40 pmChicago O'Hare Intl
24h 55m
1 stop
SYD9:35 amSydney Kingsford Smith
Dec 25
SYD11:20 amSydney Kingsford Smith
25h 34m
1 stop
ORD7:54 pmChicago O'Hare Intl
$850
Find similar

Delta flights from Chicago to Sydney

Our best Delta deals on Chicago to Sydney flight tickets
Delta
Jan 19
MDW7:16 pmChicago Midway
42h 34m
2 stops
SYD6:50 amSydney Kingsford Smith
Jan 28
SYD10:40 amSydney Kingsford Smith
28h 46m
2 stops
MDW10:26 pmChicago Midway
$1,269
Find similar
Delta
Jan 16
MDW7:16 pmChicago Midway
66h 34m
2 stops
SYD6:50 amSydney Kingsford Smith
Jan 27
SYD10:40 amSydney Kingsford Smith
23h 52m
2 stops
MDW5:32 pmChicago Midway
$1,285
Find similar
Delta
Jan 18
MDW6:45 amChicago Midway
31h 05m
2 stops
SYD6:50 amSydney Kingsford Smith
Jan 30
SYD10:40 amSydney Kingsford Smith
23h 52m
2 stops
MDW5:32 pmChicago Midway
$1,319
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago 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 octubre 30, 2025.
Use the filters below to find and compare flights from Chicago to Sydney that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

mar. 12/2

3:40 pm-6:55 am

1 stop22h 15m

Sydney Kingsford Smith

mar. 12/16

11:20 am-5:00 am

2 stops34h 40m

$847

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

jue. 12/11

10:38 am-9:35 am

2 stops29h 57m

Sydney Kingsford Smith

jue. 12/25

4:00 pm-11:18 am

2 stops36h 18m

$849

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

jue. 12/11

3:40 pm-9:35 am

1 stop24h 55m

Sydney Kingsford Smith

jue. 12/25

11:20 am-7:54 pm

1 stop25h 34m

$850

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

mar. 1/27

3:40 pm-9:10 am

2 stops48h 30m

Sydney Kingsford Smith

lun. 2/2

11:20 am-8:00 pm

2 stops25h 40m

$851

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

sáb. 1/17

3:40 pm-2:50 pm

2 stops30h 10m

Sydney Kingsford Smith

mié. 1/28

11:20 am-2:41 pm

1 stop20h 21m

$857

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

lun. 12/1

3:40 pm-6:05 pm

2 stops33h 25m

Sydney Kingsford Smith

vie. 12/5

8:30 am-2:41 pm

2 stops23h 11m

$861

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

sáb. 11/15

6:04 pm-6:10 am

1 stop43h 06m

Sydney Kingsford Smith

lun. 11/24

5:45 pm-5:45 pm

1 stop41h 00m

$902

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

dom. 12/7

8:35 am-6:10 am

1 stop28h 35m

Sydney Kingsford Smith

dom. 12/14

11:20 am-9:25 pm

1 stop27h 05m

$923

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

lun. 1/19

7:16 pm-6:50 am

2 stops42h 34m

Sydney Kingsford Smith

mié. 1/28

10:40 am-10:26 pm

2 stops28h 46m

$1,269

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

vie. 1/16

7:16 pm-6:50 am

2 stops66h 34m

Sydney Kingsford Smith

mar. 1/27

10:40 am-5:32 pm

2 stops23h 52m

$1,285

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 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 month to fly to Sydney?

In general, August is the cheapest month to fly from Chicago to Sydney. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $851. If you are unable to visit Sydney during the month of August, then departing from Chicago during the month September is also very affordable. Most momondo users find prices during this month for around $856.

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

The cheapest day to depart from Chicago 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 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.

How far in advance should I book a flight to Sydney?

You are more likely to see cheaper flights to Sydney from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Sydney for around $1,078 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Sydney from Chicago for as low as $859 on momondo.

Can stopping save me money on Chicago to Sydney flights?

You could potentially save up to 29% on your flight if you consider stops on a Chicago to Sydney flight.

How have Chicago to Sydney flight prices changed over time?

As of October 2025, prices for Chicago to Sydney flights are approximately 57% cheaper when compared to flights at the same time last year.

When to book flights from Chicago to Sydney

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Sydney according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Sydney (CHI to SYD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Sydney

Direct flights

None
There are no direct flights from Chicago to Sydney. There are no popular flight routes from Chicago to Sydney.
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  • How far is Chicago to Sydney Kingsford Smith by plane?

    There are 9237.5 mi between Chicago and Sydney Kingsford Smith. By plane, this route typically takes 22h 15m.

  • When did momondo last update prices for flights from Chicago to Sydney Kingsford Smith Airport?

    Prices for flights from Chicago to Sydney Kingsford Smith Airport were last updated today.

  • How many operators does momondo search for flights from Chicago to Sydney Kingsford Smith Airport?

  • How old do you have to be to fly from Chicago to Sydney Kingsford Smith Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to Sydney Kingsford Smith Airport.

  • What documentation or ID do you need to fly to Sydney Kingsford Smith Airport?

    The required travel and health documents for your Sydney Kingsford Smith Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Sydney Kingsford Smith Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Chicago to Sydney?

Best airlines flying from Chicago to Sydney

Compare and see reviews for airlines that fly from Chicago to Sydney with momondo
Airline
Rating
Free Cancellation
Price
ANAPriceFrom $679Free CancellationRating
8.4
998 reviews
Search ANA flights
Qantas AirwaysPriceFrom $811Free CancellationRating
7.5
925 reviews
Search Qantas Airways flights
American AirlinesPriceFrom $822Free CancellationRating
7.2
11,035 reviews
Search American Airlines flights
DeltaPriceFrom $846Free CancellationRating
7.9
7,998 reviews
Search Delta flights
Fiji AirwaysPriceFrom $849Free CancellationRating
8.0
208 reviews
Search Fiji Airways flights
United AirlinesPriceFrom $871Free CancellationRating
7.4
8,998 reviews
Search United Airlines flights
Air CanadaPriceFrom $936Free CancellationRating
7.1
10,381 reviews
Search Air Canada flights
Air New ZealandPriceFrom $1,282Free CancellationRating
8.0
520 reviews
Search Air New Zealand flights

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?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Sydney for you.

Can I find flights from Chicago to Sydney with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Sydney from Chicago with this policy.

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?

Yes. momondo can track prices for Chicago to Sydney flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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