Cheap flights from Chicago to Sydney from $775
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 31/10. 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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Fly from
Fly to
Route
Depart
Return
ChicagoSydney
ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith
ORDSYD
Chicago O'Hare Intl
Fri 5/3
06:29-09:50
2 stops34h 21m
Sydney Kingsford Smith
Tue 16/3
11:30-17:55
1 stop46h 25m
ChicagoSydney
ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith
ORDSYD
Chicago O'Hare Intl
Sun 28/2
05:00-09:50
2 stops35h 50m
Sydney Kingsford Smith
Thu 11/3
11:30-16:55
1 stop46h 25m
ChicagoSydney
ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith
ORDSYD
Chicago O'Hare Intl
Fri 5/3
06:29-09:50
2 stops34h 21m
Sydney Kingsford Smith
Tue 16/3
11:30-17:55
1 stop46h 25m
ChicagoSydney
ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith
ORDSYD
Chicago O'Hare Intl
Tue 3/11
09:21-08:35
2 stops30h 14m
Sydney Kingsford Smith
Tue 10/11
09:55-20:35
2 stops27h 40m
ChicagoSydney
ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith
ORDSYD
Chicago O'Hare Intl
Sun 7/2
12:45-08:35
2 stops26h 50m
Sydney Kingsford Smith
Sun 21/2
11:50-06:25
2 stops35h 35m
ChicagoSydney
ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith
ORDSYD
Chicago O'Hare Intl
Sun 24/1
13:55-08:35
2 stops25h 40m
Sydney Kingsford Smith
Sun 7/2
11:50-18:25
2 stops23h 35m
ChicagoSydney
ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith
ORDSYD
Chicago O'Hare Intl
Fri 5/3
22:45-09:50
1 stop42h 05m
Sydney Kingsford Smith
Mon 15/3
11:30-05:02
2 stops33h 32m
ChicagoSydney
ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith
ORDSYD
Chicago O'Hare Intl
Fri 5/3
06:29-09:50
2 stops34h 21m
Sydney Kingsford Smith
Tue 16/3
11:30-05:02
2 stops33h 32m
ChicagoSydney
ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith
ORDSYD
Chicago O'Hare Intl
Mon 19/10
10:30-07:30
1 stop29h 00m
Sydney Kingsford Smith
Wed 4/11
14:05-20:00
1 stop22h 55m
ChicagoSydney
ORD Chicago O'Hare Intl - SYD Sydney Kingsford Smith
ORDSYD
Chicago O'Hare Intl
Tue 29/12
21:18-09:00
1 stop42h 42m
Sydney Kingsford Smith
Tue 2/2
11:20-18:28
1 stop24h 08m
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?
Prices are currently low for flights on this route.
Typical prices usually range from $1,898 to $2,576.The lowest price recently found on this route was $1,853.
What is the cheapest month to fly to Sydney?
The month of February is, on average, the cheapest month to fly to Sydney from Chicago, with most prices found around $1,768. If you aren’t able to travel to Sydney during the month of February, then flying in June is also cheap. Prices for this month can be found on momondo for an average of $1,837.
How far in advance should I book a flight from Chicago 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 $2,044 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 $1,517 on momondo.
Can stopping save me money on Chicago to Sydney flights?
You could potentially save up to 17% 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 2026, prices for Chicago to Sydney flights are approximately 11% cheaper when compared to flights at the same time last year.
Which airport is the most popular for stopovers for flights between Chicago and Sydney?
Los Angeles (LAX) was the most common stop: 67% of momondo users choosing one-stop flights on this route connected there.
Which stopover airport offers the lowest fares from Chicago to Sydney?
Flights via Nadi (NAN) offer the lowest average return price of $1,039.
Which stopover airport has the shortest travel time from Chicago to Sydney?
Flights connecting via Nadi (NAN) have the shortest average one-way travel time: 19h 00m.
Which stopover airport has the shortest connection time from Chicago to Sydney?
Los Angeles (LAX) has the shortest average stopover time for this route: 1h 50m.
When to book flights from Chicago to Sydney
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
Frequently asked questions about flying from Chicago to Sydney
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 25h 13m.
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?
As of October 2026, there is 1 operator available to choose from 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.
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 | ||
|---|---|---|---|---|---|
| PriceFrom $2,275 | Free cancellation | Rating 7.5 1,104 reviews |
Travelling to a place near Sydney?
Book flights to Sydney if you plan to visit one of these locationsWhy 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.