Cheap flights from Sydney to Chicago from $624
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Sydney to Chicago departing on 31/3. 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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Qantas Airways flights from Sydney to Chicago
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Fly to
Route
Depart
Return
SydneyChicago
SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl
SYDORD
Sydney Kingsford Smith
Mon 23/11
11:10-17:59
1 stop23h 49m
Chicago O'Hare Intl
Mon 30/11
18:45-09:00
1 stop21h 15m
SydneyChicago
SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl
SYDORD
Sydney Kingsford Smith
Wed 18/11
10:40-17:27
1 stop23h 47m
Chicago O'Hare Intl
Wed 25/11
18:23-08:30
1 stop21h 07m
SydneyChicago
SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl
SYDORD
Sydney Kingsford Smith
Mon 23/11
10:40-13:37
1 stop19h 57m
Chicago O'Hare Intl
Mon 30/11
14:32-08:30
1 stop24h 58m
SydneyChicago
SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl
SYDORD
Sydney Kingsford Smith
Thu 3/12
09:55-20:35
2 stops27h 40m
Chicago O'Hare Intl
Wed 10/2
13:55-08:35
2 stops25h 40m
SydneyChicago
SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl
SYDORD
Sydney Kingsford Smith
Mon 26/10
11:50-21:36
2 stops25h 46m
Chicago O'Hare Intl
Mon 2/11
15:00-12:50
2 stops28h 50m
SydneyChicago
SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl
SYDORD
Sydney Kingsford Smith
Mon 26/10
13:05-19:16
1 stop22h 11m
Chicago O'Hare Intl
Mon 2/11
05:30-09:00
1 stop34h 30m
SydneyChicago
SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl
SYDORD
Sydney Kingsford Smith
Sun 22/11
14:05-18:27
1 stop21h 22m
Chicago O'Hare Intl
Sun 29/11
21:03-09:00
1 stop42h 57m
SydneyChicago
SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl
SYDORD
Sydney Kingsford Smith
Thu 19/11
11:10-19:58
1 stop25h 48m
Chicago O'Hare Intl
Thu 10/12
17:15-09:00
1 stop22h 45m
SydneyChicago
SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl
SYDORD
Sydney Kingsford Smith
Wed 18/11
11:20-08:00
3 stops37h 40m
Chicago O'Hare Intl
Wed 25/11
07:05-09:35
3 stops33h 30m
SydneyChicago
SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl
SYDORD
Sydney Kingsford Smith
Thu 19/11
11:20-08:00
3 stops37h 40m
Chicago O'Hare Intl
Thu 26/11
10:37-09:35
3 stops29h 58m
See travel insights to Chicago from
How to get the cheapest flight ticket from Sydney to Chicago
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 Sydney and Chicago?
Prices are currently low for flights on this route.
Typical prices usually range from $1,405 to $1,773.The lowest price recently found on this route was $1,061.
What is the cheapest month to fly to Chicago?
If you don’t want to visit Chicago in October, then you should wait until March to fly from Sydney, when ticket prices are also cheap, with an average price of $1,649.
How far in advance should I book a flight from Sydney to Chicago?
You are more likely to see cheaper flights to Chicago from Sydney when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $2,106 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Sydney for as low as $1,258 on momondo.
Can stopping save me money on Sydney to Chicago flights?
You could potentially save up to 43% on your flight if you consider stops on a Sydney to Chicago flight.
How have Sydney to Chicago flight prices changed over time?
As of October 2026, prices for Sydney to Chicago flights are approximately 79% cheaper when compared to flights at the same time last year.
What is the cheapest airline that flies from Sydney Kingsford Smith to Chicago?
Delta is the most popular carrier operating from Sydney Kingsford Smith to Chicago
Which airlines fly to Chicago?
Qantas Airways, Air New Zealand and Air Canada are the top three most popular airlines that fly to Chicago from Sydney according to our data. Qantas Airways is the first choice among our users, with 51% of people opting to fly with this airline when travelling to Chicago. Keep in mind that there are 5 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.
Which airport is the most popular for stopovers for flights between Sydney and Chicago?
Los Angeles (LAX) was the most common stop: 59% of momondo users choosing one-stop flights on this route connected there.
Which stopover airport offers the lowest fares from Sydney to Chicago?
Flights via Vancouver (YVR) offer the lowest average return price of $1,389.
Which stopover airport has the shortest travel time from Sydney to Chicago?
Flights connecting via San Francisco (SFO) have the shortest average one-way travel time: 19h 30m.
Which stopover airport has the shortest connection time from Sydney to Chicago?
Houston (IAH) has the shortest average stopover time for this route: 1h 31m.
When to book flights from Sydney to Chicago
Cheap Sydney to Chicago (SYD to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Sydney to Chicago
Frequently asked questions about flying from Sydney to Chicago
How far is Sydney Kingsford Smith to Chicago by plane?
There are 14866.2 km between Sydney Kingsford Smith and Chicago. 21h 22m is a normal flight duration for this route.
When did momondo last update prices for flights from Sydney Kingsford Smith Airport to Chicago?
Prices for flights from Sydney Kingsford Smith Airport to Chicago were last updated today.
How many operators does momondo search for flights from Sydney Kingsford Smith Airport to Chicago?
The number of operators available for flights from Sydney Kingsford Smith Airport to Chicago is 5 as of October 2026.
How old do you have to be to fly from Sydney Kingsford Smith Airport to Chicago?
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 Sydney Kingsford Smith Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's licence and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular airline from Sydney to Chicago?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Sydney to Chicago is Qantas Airways (32% of total bookings). The next most popular airlines are United Airlines (22%), Air Canada (19%), and American Airlines (13%).
Best airlines flying from Sydney to Chicago
Compare and see reviews for airlines that fly from Sydney to Chicago with momondo
| Airline | Rating | Free cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $962 | Free cancellation | Rating 7.1 11,747 reviews | |||
| PriceFrom $1,362 | Free cancellation | Rating 7.0 12,151 reviews | |||
| PriceFrom $1,422 | Free cancellation | Rating 7.4 10,331 reviews | |||
| PriceFrom $1,433 | Free cancellation | Rating 8.0 671 reviews | |||
| PriceFrom $1,517 | Free cancellation | Rating 7.5 1,106 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from Sydney to Chicago?
momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Sydney to Chicago . Millions of users trust and use momondo every year so you are in good hands.
Can I find flights from Sydney to Chicago with flexible booking policies on momondo?
Flights from Sydney to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.
How can momondo help me find flights from Sydney to Chicago?
momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Sydney to Chicago.
I’m not ready to book a flight from Sydney to Chicago right now. Can momondo alert me if prices change?
If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Sydney and alert you when they change.