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Cheap flights from Chicago to Sydney from $453

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 5/15. 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

KAYAK's recommended round-trip deals from the most popular airlines that fly from Chicago to Sydney.
 Logo
8:00 am - 11:45 amMDW-SYD
36h 45m2 stops
 Logo
1:45 pm - 1:29 pmSYD-MDW
38h 44m2 stops
Sat, May 31 - Sat, Jun 7
 Logo
11:55 am - 11:45 amORD-SYD
32h 50m2 stops
 Logo
1:45 pm - 12:18 pmSYD-ORD
37h 33m2 stops
$1,009
Find Deal
Sat, May 31 - Sat, Jun 7
Air Canada Logo
9:12 pm - 7:20 amORD-SYD
43h 08m2 stops
Air Canada Logo
9:20 am - 8:11 pmSYD-ORD
25h 51m2 stops
$1,339Air Canada
Find Deal
Sat, Sep 20 - Tue, Sep 30
Air Canada Logo
3:40 pm - 10:40 amORD-SYD
28h 00m2 stops
Air Canada Logo
9:20 am - 2:55 pmSYD-ORD
20h 35m1 stop
$1,352Air Canada
Find Deal
Tue, Sep 9 - Wed, Sep 24
Qantas Airways Logo
5:51 pm - 7:05 amORD-SYD
22h 14m1 stop
Qantas Airways Logo
9:10 am - 2:17 pmSYD-ORD
20h 07m1 stop
$1,355Qantas Airways
Find Deal
Tue, Sep 9 - Wed, Sep 24
Qantas Airways Logo
6:30 pm - 6:55 amORD-SYD
21h 25m1 stop
Qantas Airways Logo
9:10 am - 11:35 pmSYD-ORD
29h 25m1 stop
$1,356Qantas Airways
Find Deal
Wed, Jun 11 - Sun, Jun 22
American Airlines Logo
7:03 pm - 6:55 amORD-SYD
20h 52m1 stop
American Airlines Logo
12:10 pm - 5:20 pmSYD-ORD
20h 10m1 stop
$1,422American Airlines
Find Deal
Mon, Aug 4 - Wed, Aug 13
American Airlines Logo
4:45 pm - 7:05 amORD-SYD
23h 20m2 stops
American Airlines Logo
5:45 pm - 11:35 pmSYD-ORD
20h 50m1 stop
$1,430American Airlines
Find Deal
Sun, Jun 8 - Sun, Jun 22
Delta Logo
12:44 pm - 6:35 amMDW-SYD
26h 51m2 stops
Delta Logo
9:25 am - 6:03 pmSYD-MDW
23h 38m2 stops
$1,470Delta
Find Deal
Tue, Jul 1 - Wed, Jul 16
Delta Logo
3:40 pm - 6:35 amMDW-SYD
23h 55m2 stops
Delta Logo
9:25 am - 6:03 pmSYD-MDW
23h 38m2 stops
$1,471Delta
Find Deal
Tue, Jul 8 - Tue, Aug 5

Alaska Airlines flights from Chicago to Sydney

Our best Alaska Airlines deals on Chicago to Sydney flight tickets
Alaska Airlines
May 16
ORD7:59 pmChicago O'Hare Intl
32h 46m
2 stops
SYD7:45 pmSydney Kingsford Smith
May 31
SYD9:40 pmSydney Kingsford Smith
36h 19m
2 stops
ORD6:59 pmChicago O'Hare Intl
Alaska Airlines
Aug 27
ORD8:59 pmChicago O'Hare Intl
31h 46m
2 stops
SYD7:45 pmSydney Kingsford Smith
Sep 4
SYD9:40 pmSydney Kingsford Smith
23h 00m
2 stops
ORD5:40 amChicago O'Hare Intl
Alaska Airlines
Aug 13
ORD7:18 pmChicago O'Hare Intl
33h 27m
2 stops
SYD7:45 pmSydney Kingsford Smith
Aug 22
SYD9:40 pmSydney Kingsford Smith
37h 23m
2 stops
ORD8:03 pmChicago O'Hare Intl

Air Canada flights from Chicago to Sydney

Our best Air Canada deals on Chicago to Sydney flight tickets
Air Canada
Sep 20
ORD9:12 pmChicago O'Hare Intl
43h 08m
2 stops
SYD7:20 amSydney Kingsford Smith
Sep 30
SYD9:20 amSydney Kingsford Smith
25h 51m
2 stops
ORD8:11 pmChicago O'Hare Intl
Air Canada
Sep 9
ORD3:40 pmChicago O'Hare Intl
28h 00m
2 stops
SYD10:40 amSydney Kingsford Smith
Sep 24
SYD9:20 amSydney Kingsford Smith
20h 35m
1 stop
ORD2:55 pmChicago O'Hare Intl
Air Canada
Oct 5
ORD3:35 pmChicago O'Hare Intl
24h 45m
1 stop
SYD8:20 amSydney Kingsford Smith
Oct 11
SYD10:20 amSydney Kingsford Smith
20h 35m
1 stop
ORD2:55 pmChicago O'Hare Intl

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 $864. If you are unable to visit Sydney during the month of August, then departing from Chicago during the month April is also very affordable. Most momondo users find prices during this month for around $877.

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 25 weeks ahead of your departure date. In general, you can expect to find flights to Sydney for around $1,102 when searching 25 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 $843 on momondo.

How have Chicago to Sydney flight prices changed over time?

As of April 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

Best Price Found

$453

Fastest flight time

20h 52m

Direct flights

None

Airports in Sydney

1 airport
The best one-way flight to Sydney from Chicago in the past 72 hours is $453. The best round-trip flight deal from Chicago to Sydney found on momondo in the last 72 hours is $955.
The fastest flight from Chicago to Sydney takes 20h 52m
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)

  • 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 20h 52m.

  • 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
8.3
844 reviews
Search ANA flights
Qantas AirwaysPriceFrom $808Free CancellationRating
7.5
819 reviews
Search Qantas Airways flights
American AirlinesPriceFrom $825Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $852Free CancellationRating
8.0
7,917 reviews
Search Delta flights
Air CanadaPriceFrom $976Free CancellationRating
7.0
9,142 reviews
Search Air Canada flights
United AirlinesPriceFrom $1,203Free CancellationRating
7.4
8,667 reviews
Search United Airlines flights
Air New ZealandPriceFrom $1,256Free CancellationRating
8.0
467 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
Cronulla
Randwick
Wollongong
Katoomba
Manly
Lithgow
Penrith
Coogee
Charlestown
Swansea
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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