Prices are in Australian Dollars.

Cheap flights from Sydney to Chicago

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Economy
Sydney (SYD)
Chicago (CHI)
Depart
Return
Any month
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The best prices from Sydney to Chicago are usually found in February or August, booked 0 days in advance, depart on a Tuesday or Friday and return on a Saturday

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Economy
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Mon. 19/4
Mon. 26/4
Any month
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How to find the cheapest flight from
Sydney (SYD) to Chicago (CHI)

SYD - CHI
Price
$1,126 - $1,879
CHI
Temperature
1 - 29 °C
CHI
Rainfall
17 - 109 mm

Popular in

January

High demand for flights, 30% potential price rise

Cheapest in

February

Best time to find cheap flights, 15% potential price drop

Round-trip from

$1,126

From Sydney to Chicago

One-way from

$1,445

One-way flight from Sydney to Chicago

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest day to fly return from Sydney to Chicago?

Friday flights are found to be more expensive to fly from Sydney to Chicago. This shouldn’t discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Chicago.

What is the cheapest month to fly from Sydney to Chicago?

Our data shows that February tends to be the cheapest month to fly to Chicago from Sydney. Users have commonly found prices around $1,323 for the month, but tickets can be as low as $1,000. Due to multiple factors, prepare for potentially higher prices in January.

When is the cheapest time to fly from Sydney to Chicago (SYD - CHI)?

Unlike in the afternoon, when flights are generally more expensive, you can save up to 16% on flights from Sydney to Chicago by exploring options for tickets in the morning.

Cheap flights from Sydney to Chicago in April, May 2021

6 May - 28 May
$3,160pp
SYD
Sydney Kingsford Smith
Multiple airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
ANA
   
2 STOPS
SYD
Sydney Kingsford Smith
6 May - 29 May
$3,270pp
SYD
Sydney Kingsford Smith
United Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
   
2 STOPS
SYD
Sydney Kingsford Smith
3 May - 30 May
$3,279pp
SYD
Sydney Kingsford Smith
United Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
 
1 STOP
SYD
Sydney Kingsford Smith

Sydney to Chicago 2021 flight deals

2 Nov - 9 Nov
$1,821pp
SYD
Sydney Kingsford Smith
Cathay Pacific
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Cathay Pacific
 
1 STOP
SYD
Sydney Kingsford Smith
2 Nov - 9 Nov
$1,862pp
SYD
Sydney Kingsford Smith
ANA
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
ANA
   
2 STOPS
SYD
Sydney Kingsford Smith
21 Dec - 4 Jan
$1,863pp
SYD
Sydney Kingsford Smith
ANA
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
ANA
   
2 STOPS
SYD
Sydney Kingsford Smith

One-way flights to Chicago from Sydney

07:15 - 16:07
Japan Airlines
2 stops
47h 52m
SYD - ORD
Japan Airlines
18:10 - 11:10
Qatar Airways
1 stop
32h 00m
SYD - ORD
Qatar Airways
$1,523
KAYAK
05:55 - 12:59
Delta
2 stops
22h 04m
SYD - MDW
Delta
$2,385
Delta

Related info for your journey

Flight FAQs

From Sydney to Chicago

Can I find flights from Sydney to Chicago for under $2,362 on Cheapflights?

Yes, there are multiple flights from Sydney to Chicago for under $2,362. The cheapest flight booked recently is on Multiple Airlines for just $2,337, but on average you can expect to pay $3,161.

Which airlines flying from Sydney Kingsford Smith to Chicago have flexible cancellations due to COVID-19?

Due to the rapidly changing circumstances due to COVID-19, airlines like United Airlines, Air New Zealand, and American Airlines flying from Sydney Kingsford Smith to Chicago have implemented new flexible cancellation policies.

Are there direct flights from Sydney to Chicago for under $2,362 on Cheapflights?

There are no direct flights from Sydney to Chicago, but Cheapflights can provide you with all the information you need to find the fastest route with the fewest stops.

Is Sydney weather warmer or cooler than Chicago?

Temperatures around the 29 °Cs can be experienced in July. The weather in Chicago is hotter than in Sydney. Plan for potential changes in flight availability as peak weather approaches in this location.

How long does is the flight from Sydney to Chicago?

Departing from Sydney to Chicago will take you 19h 49m. Both multi-stop and direct flights can be found to your destination and back.

What are the cheapest airlines to flying from Sydney to Chicago return?

Flying on Finnair is currently your cheapest option to Chicago, with prices starting at $2,431. Additional return tickets that might be worth considering are offered by Cathay Pacific and United Airlines, with the lowest prices starting at $2,486 and $3,271, respectively.

What are the cheapest airlines to fly from Sydney to Chicago one-way?

One-way options have recently been found by users for as low as $1,445 on Japan Airlines. Other airlines that offer cheap prices include Qatar Airways from $1,523 and Delta from $2,385 one-way.

Destination information for Chicago

Today's exchange rate
$1 = $0.77
Average temperature for April in Chicago
17.0 °C
Avg rainfall for April in Chicago
58.0 mm

Airports servicing Sydney

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Top 10 airlines flying from Sydney to Chicago

Airline Cheapest Average Flexibility On-time COVID-19 safety
China Eastern
$728 $904 No cancel fee 62%

We couldn't confirm the COVID-19 safety measures taken by China Eastern. Please check directly on their website for additional information.

Search China Eastern flights
Air New Zealand
$729 $980 No cancel fee 78%
Search Air New Zealand flights
United Airlines
$753 $1,019 No cancel fee 69%
Search United Airlines flights
Air Canada
$807 $1,021 No cancel fee 67%
Search Air Canada flights
Korean Air
$856 $1,116 No cancel fee 81%
Search Korean Air flights
Qantas Airways
$828 $1,153 No cancel fee 74%
Search Qantas Airways flights
Japan Airlines
$975 $1,181 No cancel fee 79%

We couldn't confirm the COVID-19 safety measures taken by Japan Airlines. Please check directly on their website for additional information.

Search Japan Airlines flights
Cathay Pacific
$977 $1,188 No cancel fee 72%
Search Cathay Pacific flights
American Airlines
$838 $1,212 No cancel fee 71%
Search American Airlines flights
ANA
$1,266 $1,520 No cancel fee 80%
Search ANA flights
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