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Cheap flights from Chicago to Sydney from $691

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 15/9. 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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Cheap return flights

 Logo
06:40 - 07:05ORD-SYD
33h 25m1 stop
 Logo
09:10 - 06:00SYD-ORD
35h 50m1 stop
$1,370
Find Deal
Fri, 8 Aug - Fri, 22 Aug
 Logo
06:40 - 07:05ORD-SYD
33h 25m1 stop
 Logo
09:10 - 18:14SYD-ORD
24h 04m1 stop
$1,372
Find Deal
Wed, 6 Aug - Wed, 13 Aug
 Logo
06:40 - 22:10ORD-SYD
48h 30m2 stops
 Logo
13:15 - 06:00SYD-ORD
31h 45m2 stops
$1,376
Find Deal
Wed, 6 Aug - Wed, 13 Aug
 Logo
06:40 - 07:05ORD-SYD
33h 25m1 stop
 Logo
09:10 - 11:43SYD-ORD
41h 33m2 stops
$1,378
Find Deal
Wed, 6 Aug - Wed, 13 Aug
Delta Logo
09:30 - 06:35MDW-SYD
30h 05m2 stops
Delta Logo
09:25 - 18:07SYD-MDW
23h 42m2 stops
$2,239Delta
Find Deal
Wed, 10 Sep - Wed, 24 Sep
Delta Logo
13:08 - 06:35MDW-SYD
26h 27m2 stops
Delta Logo
09:25 - 21:44SYD-MDW
27h 19m2 stops
$2,240Delta
Find Deal
Tue, 2 Sep - Wed, 24 Sep
Delta Logo
13:43 - 06:35MDW-SYD
25h 52m2 stops
Delta Logo
09:25 - 18:37SYD-MDW
24h 12m2 stops
$2,315Delta
Find Deal
Tue, 19 Aug - Sat, 30 Aug
Korean Air Logo
09:25 - 06:20MDW-SYD
29h 55m2 stops
Korean Air Logo
07:55 - 12:29SYD-MDW
43h 34m2 stops
$4,560Korean Air
Find Deal
Wed, 9 Jul - Tue, 22 Jul
Korean Air Logo
09:25 - 06:20MDW-SYD
29h 55m2 stops
Korean Air Logo
07:55 - 12:29SYD-MDW
43h 34m2 stops
$4,713Korean Air
Find Deal
Wed, 9 Jul - Sat, 19 Jul
Korean Air Logo
09:25 - 06:20MDW-SYD
29h 55m2 stops
Korean Air Logo
07:55 - 12:29SYD-MDW
43h 34m2 stops
$5,324Korean Air
Find Deal
Fri, 11 Jul - Fri, 1 Aug

Delta flights from Chicago to Sydney

Our best Delta deals on Chicago to Sydney flight tickets
Delta
10 Sept
MDW09:30Chicago Midway
30h 05m
2 stops
SYD06:35Sydney Kingsford Smith
24 Sept
SYD09:25Sydney Kingsford Smith
23h 42m
2 stops
MDW18:07Chicago Midway
Delta
2 Sept
MDW13:08Chicago Midway
26h 27m
2 stops
SYD06:35Sydney Kingsford Smith
24 Sept
SYD09:25Sydney Kingsford Smith
27h 19m
2 stops
MDW21:44Chicago Midway
Delta
19 Aug
MDW13:43Chicago Midway
25h 52m
2 stops
SYD06:35Sydney Kingsford Smith
30 Aug
SYD09:25Sydney Kingsford Smith
24h 12m
2 stops
MDW18:37Chicago Midway

Korean Air flights from Chicago to Sydney

Our best Korean Air deals on Chicago to Sydney flight tickets
Korean Air
9 July
MDW09:25Chicago Midway
29h 55m
2 stops
SYD06:20Sydney Kingsford Smith
22 July
SYD07:55Sydney Kingsford Smith
43h 34m
2 stops
MDW12:29Chicago Midway
Korean Air
9 July
MDW09:25Chicago Midway
29h 55m
2 stops
SYD06:20Sydney Kingsford Smith
19 July
SYD07:55Sydney Kingsford Smith
43h 34m
2 stops
MDW12:29Chicago Midway
Korean Air
11 July
MDW09:25Chicago Midway
29h 55m
2 stops
SYD06:20Sydney Kingsford Smith
1 Aug
SYD07:55Sydney Kingsford Smith
43h 34m
2 stops
MDW12:29Chicago Midway

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?

The month of August is, on average, the cheapest month to fly to Sydney from Chicago, with most prices found around $1,315. If you aren’t able to travel to Sydney during the month of August, then flying in April is also cheap. Prices for this month can be found on momondo for an average of $1,326.

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

Our data shows that Sunday is the least expensive day to fly to Sydney. Tickets to fly out on this day can be as low as $1,805. The most expensive day to fly to Sydney is Tuesday, with ticket prices averaging around $2,479.

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 afternoon. momondo users have found flights departing from Chicago to Sydney in the afternoon for as low as $2,112. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. If you have a flexible travel schedule, then try to avoid flying at midday when prices are $3,228 on average. Flights to Sydney from Chicago at midday are generally more expensive because this time of day is more convenient for travellers’ schedules.

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 $1,700 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Sydney from Chicago for as low as $1,424 on momondo.

Can stopping save me money on Chicago to Sydney flights?

You could potentially save up to 6% 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 June 2025, prices for Chicago to Sydney flights are approximately 55% 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 return 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

$691

Fastest flight time

21h 53m

Direct flights

None

Airports in Sydney

1 airport
The best one-way flight to Sydney from Chicago in the past 72 hours is $691. The best return flight deal from Chicago to Sydney found on momondo in the last 72 hours is $1,370.
The fastest flight from Chicago to Sydney takes 21h 53m
There are no direct flights from Chicago to Sydney. Popular non-direct route for this connection is Chicago O'Hare Intl 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?

    Chicago and Sydney Kingsford Smith are 14866.2 km apart from one another. A reasonable flight in good conditions will take 21h 53m.

  • 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 for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and stopovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago 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 licence 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.

  • 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
Qantas AirwaysPriceFrom $1,305Free cancellationRating
7.5
866 reviews
Search Qantas Airways flights
Air CanadaPriceFrom $1,670Free cancellationRating
7.1
9,646 reviews
Search Air Canada flights

Travelling to a place near Sydney?

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

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Sydney?

It is quick and easy to find Chicago to Sydney flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Sydney that suits 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 in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Sydney from Chicago.

I’m not ready to book a flight from Chicago to Sydney right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Sydney, momondo offers a useful price alert feature which will track prices for flights to Sydney from Chicago and alert you when they change.


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