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Cheap flights from Chicago to Sydney from $501

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 1/27. 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 (CHI-SYD)

Cheap round-trip flights

Logo
6:30 am - 11:45 amORD-SYD
38h 15m2 stops
Logo
1:15 pm - 10:43 pmSYD-ORD
24h 28m2 stops
$949
Find Deal
dom., sep. 14 - dom., sep. 21
Logo
6:30 am - 11:45 amORD-SYD
38h 15m2 stops
Logo
6:00 am - 10:43 pmSYD-ORD
32h 43m2 stops
$1,010
Find Deal
dom., sep. 28 - dom., oct. 5
Fiji Airways Logo
7:01 pm - 9:50 pmORD-SYD
34h 49m2 stops
Fiji Airways Logo
2:30 pm - 7:20 pmSYD-ORD
21h 50m2 stops
$1,150Fiji Airways
Find Deal
sáb., nov. 1 - sáb., nov. 15
ANA Logo
4:25 pm - 8:15 pmORD-SYD
34h 50m1 stop
ANA Logo
9:45 pm - 7:20 amSYD-ORD
26h 35m1 stop
$1,152ANA
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lun., feb. 2 - dom., feb. 15
ANA Logo
4:00 pm - 8:15 pmORD-SYD
35h 15m2 stops
ANA Logo
9:45 pm - 7:20 amSYD-ORD
26h 35m1 stop
$1,156ANA
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lun., feb. 2 - dom., feb. 15
Air New Zealand Logo
4:40 pm - 8:45 amORD-SYD
24h 05m2 stops
Air New Zealand Logo
11:45 am - 9:02 pmSYD-ORD
25h 17m2 stops
$1,214Air New Zealand
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mié., oct. 22 - mié., oct. 29
Fiji Airways Logo
5:40 pm - 12:30 pmORD-SYD
25h 50m2 stops
Fiji Airways Logo
2:10 pm - 11:57 pmSYD-ORD
26h 47m2 stops
$1,223Fiji Airways
Find Deal
lun., feb. 2 - dom., feb. 15
Air New Zealand Logo
6:15 am - 10:35 amORD-SYD
36h 20m2 stops
Air New Zealand Logo
1:55 pm - 10:59 pmSYD-ORD
26h 04m2 stops
$1,235Air New Zealand
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dom., oct. 19 - dom., nov. 23
Delta Logo
12:10 pm - 8:30 amMDW-SYD
27h 20m2 stops
Delta Logo
10:40 am - 9:46 pmSYD-MDW
28h 06m2 stops
$1,454Delta
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mar., dic. 30 - dom., ene. 18
Delta Logo
10:35 am - 8:30 amMDW-SYD
28h 55m2 stops
Delta Logo
10:40 am - 6:07 pmSYD-MDW
24h 27m2 stops
$1,465Delta
Find Deal
lun., nov. 24 - dom., dic. 7

Fiji Airways flights from Chicago to Sydney

Our best Fiji Airways deals on Chicago to Sydney flight tickets
Fiji Airways
Nov 1
ORD7:01 pmChicago O'Hare Intl
34h 49m
2 stops
SYD9:50 pmSydney Kingsford Smith
Nov 15
SYD2:30 pmSydney Kingsford Smith
21h 50m
2 stops
ORD7:20 pmChicago O'Hare Intl
$1,150
Find similar
Fiji Airways
Feb 2
ORD5:40 pmChicago O'Hare Intl
25h 50m
2 stops
SYD12:30 pmSydney Kingsford Smith
Feb 15
SYD2:10 pmSydney Kingsford Smith
26h 47m
2 stops
ORD11:57 pmChicago O'Hare Intl
$1,223
Find similar
Fiji Airways
Jan 31
ORD4:45 pmChicago O'Hare Intl
36h 05m
2 stops
SYD9:50 pmSydney Kingsford Smith
Feb 19
SYD2:10 pmSydney Kingsford Smith
26h 47m
2 stops
ORD11:57 pmChicago O'Hare Intl
$1,224
Find similar

ANA flights from Chicago to Sydney

Our best ANA deals on Chicago to Sydney flight tickets
ANA
Feb 2
ORD4:25 pmChicago O'Hare Intl
34h 50m
1 stop
SYD8:15 pmSydney Kingsford Smith
Feb 15
SYD9:45 pmSydney Kingsford Smith
26h 35m
1 stop
ORD7:20 amChicago O'Hare Intl
$1,152
Find similar
ANA
Feb 2
ORD4:00 pmChicago O'Hare Intl
35h 15m
2 stops
SYD8:15 pmSydney Kingsford Smith
Feb 15
SYD9:45 pmSydney Kingsford Smith
26h 35m
1 stop
ORD7:20 amChicago O'Hare Intl
$1,156
Find similar
ANA
Feb 9
ORD4:25 pmChicago O'Hare Intl
34h 50m
1 stop
SYD8:15 pmSydney Kingsford Smith
Feb 22
SYD12:25 pmSydney Kingsford Smith
33h 38m
2 stops
ORD5:03 amChicago O'Hare Intl
$1,161
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 agosto 16, 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

dom. 9/14

6:30 am-11:45 am

2 stops38h 15m

Sydney Kingsford Smith

dom. 9/21

1:15 pm-10:43 pm

2 stops24h 28m

$949

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

dom. 9/28

6:30 am-11:45 am

2 stops38h 15m

Sydney Kingsford Smith

dom. 10/5

6:00 am-10:43 pm

2 stops32h 43m

$1,010

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

sáb. 11/1

7:01 pm-9:50 pm

2 stops34h 49m

Sydney Kingsford Smith

sáb. 11/15

2:30 pm-7:20 pm

2 stops21h 50m

$1,150

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

lun. 2/2

4:25 pm-8:15 pm

1 stop34h 50m

Sydney Kingsford Smith

dom. 2/15

9:45 pm-7:20 am

1 stop26h 35m

$1,152

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

lun. 2/2

4:00 pm-8:15 pm

2 stops35h 15m

Sydney Kingsford Smith

dom. 2/15

9:45 pm-7:20 am

1 stop26h 35m

$1,156

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

mié. 10/22

4:40 pm-8:45 am

2 stops24h 05m

Sydney Kingsford Smith

mié. 10/29

11:45 am-9:02 pm

2 stops25h 17m

$1,214

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

lun. 2/2

5:40 pm-12:30 pm

2 stops25h 50m

Sydney Kingsford Smith

dom. 2/15

2:10 pm-11:57 pm

2 stops26h 47m

$1,223

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

dom. 10/19

6:15 am-10:35 am

2 stops36h 20m

Sydney Kingsford Smith

dom. 11/23

1:55 pm-10:59 pm

2 stops26h 04m

$1,235

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

mar. 12/30

12:10 pm-8:30 am

2 stops27h 20m

Sydney Kingsford Smith

dom. 1/18

10:40 am-9:46 pm

2 stops28h 06m

$1,454

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

lun. 11/24

10:35 am-8:30 am

2 stops28h 55m

Sydney Kingsford Smith

dom. 12/7

10:40 am-6:07 pm

2 stops24h 27m

$1,465

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 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 typical price of a round-trip flight between Chicago and Sydney?

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 $857. If you are unable to visit Sydney during the month of August, then departing from Chicago during the month May is also very affordable. Most momondo users find prices during this month for around $867.

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 $1,095 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 $866 on momondo.

Can stopping save me money on Chicago to Sydney flights?

You could potentially save up to 2% 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 August 2025, prices for Chicago to Sydney flights are approximately 59% 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

Best Price Found

$501

Fastest flight time

22h 28m

Direct flights

None

Airports in Sydney

1 airport
The best one-way flight to Sydney from Chicago in the past 72 hours is $501. The best round-trip flight deal from Chicago to Sydney found on momondo in the last 72 hours is $949.
The fastest flight from Chicago to Sydney takes 22h 28m
There are no direct flights from Chicago to Sydney. Popular non-direct routes for this connection are Chicago O'Hare Intl Airport - Sydney Kingsford Smith Airport and Chicago Midway Airport - Sydney Kingsford Smith Airport.
There is 1 airport near Sydney: Sydney Kingsford Smith (SYD)
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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 28m.

  • 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
933 reviews
Search ANA flights
Qantas AirwaysPriceFrom $812Free CancellationRating
7.5
895 reviews
Search Qantas Airways flights
American AirlinesPriceFrom $823Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
Fiji AirwaysPriceFrom $849Free CancellationRating
8.0
204 reviews
Search Fiji Airways flights
DeltaPriceFrom $853Free CancellationRating
8.0
7,985 reviews
Search Delta flights
Air CanadaPriceFrom $986Free CancellationRating
7.1
9,966 reviews
Search Air Canada flights
United AirlinesPriceFrom $1,202Free CancellationRating
7.4
8,916 reviews
Search United Airlines flights
Air New ZealandPriceFrom $1,275Free CancellationRating
8.0
504 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
Cronulla
Coogee
Lithgow
Penrith
Manly
Charlestown
Swansea
Leura
Terrigal

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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