Cheap flights from Sydney to Chicago

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The best prices from Sydney Kingsford Smith 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

How to find the cheapest flight from Sydney to Chicago

All the information you need to plan the best SYD to CHI flight in 2021: compare Sydney to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.

SYD - CHI

Price

$858 - $1,432

CHI

Temperature

-5 - 23 °C

CHI

Precipitation

43 - 125 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

Average price

$1,249

Average for round-trip flights in October 2021

Round-trip from

$1,145

From Sydney Kingsford Smith to Chicago (CHI)

What is the cheapest day to fly return from Sydney to Chicago?

Flying to your destination on a Friday can be more expensive, but this shouldn’t discourage you from finding affordable options to get to Chicago. Check prices with Cheapflights to find a great deal for your trip.

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

Due to multiple factors, expect to potentially pay more when booking in January. For low rates, February can be a great choice for travel to Chicago. Flights to Chicago from Sydney in February are about $1,345 on average during February, but can be found for as low as $1,017.

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 October, November 2021

The best prices found for SYD to CHI flights in October, November
6 Nov. - 29 Jan.
SYD

Sydney Kingsford Smith

ORD

Chicago O'Hare Intl

2 stops

31h 05m
ORD

Chicago O'Hare Intl

SYD

Sydney Kingsford Smith

2 stops

29h 55m
$2,019

Multiple Airlines

View Deal

Deal found 19/10/21

6 Nov. - 29 Jan.
SYD

Sydney Kingsford Smith

ORD

Chicago O'Hare Intl

2 stops

26h 18m
ORD

Chicago O'Hare Intl

SYD

Sydney Kingsford Smith

3 stops

36h 45m
$2,025

Multiple Airlines

View Deal

Deal found 19/10/21

13 Nov. - 30 Dec.
SYD

Sydney Kingsford Smith

ORD

Chicago O'Hare Intl

2 stops

27h 18m
ORD

Chicago O'Hare Intl

SYD

Sydney Kingsford Smith

3 stops

46h 45m
$2,135

Multiple Airlines

View Deal

Deal found 18/10/21

Sydney to Chicago 2021 flight deals

Cheap flights to Chicago from Sydney found for this year
18 Dec. - 6 Jan.
SYD

Sydney Kingsford Smith

ORD

Chicago O'Hare Intl

3 stops

57h 22m
ORD

Chicago O'Hare Intl

SYD

Sydney Kingsford Smith

2 stops

39h 15m
$1,854

Multiple Airlines

View Deal

Deal found 21/10/21

6 Dec. - 14 Dec.
SYD

Sydney Kingsford Smith

ORD

Chicago O'Hare Intl

3 stops

40h 40m
ORD

Chicago O'Hare Intl

SYD

Sydney Kingsford Smith

2 stops

29h 25m
$1,909

Multiple Airlines

View Deal

Deal found 18/10/21

7 Dec. - 22 Dec.
SYD

Sydney Kingsford Smith

ORD

Chicago O'Hare Intl

3 stops

47h 20m
ORD

Chicago O'Hare Intl

SYD

Sydney Kingsford Smith

2 stops

52h 46m
$1,911

Multiple Airlines

View Deal

Deal found 20/10/21

Last-minute flights from Sydney to Chicago

Late deals on return flights to Chicago from Sydney, departing today and this week
27 Oct. - 4 Nov.
SYD

Sydney Kingsford Smith

ORD

Chicago O'Hare Intl

2 stops

34h 44m
ORD

Chicago O'Hare Intl

SYD

Sydney Kingsford Smith

2 stops

26h 05m
$2,384

United Airlines

View Deal

Deal found 20/10/21

27 Oct. - 4 Nov.
SYD

Sydney Kingsford Smith

ORD

Chicago O'Hare Intl

3 stops

41h 05m
ORD

Chicago O'Hare Intl

SYD

Sydney Kingsford Smith

2 stops

58h 40m
$2,402

Multiple Airlines

View Deal

Deal found 20/10/21

27 Oct. - 4 Nov.
SYD

Sydney Kingsford Smith

ORD

Chicago O'Hare Intl

3 stops

45h 50m
ORD

Chicago O'Hare Intl

SYD

Sydney Kingsford Smith

3 stops

50h 25m
$2,458

Multiple Airlines

View Deal

Deal found 20/10/21

One-way flights to Chicago All airports from Sydney

The cheapest one-way flights from Sydney to Chicago
21 Jan.
SYD

Sydney Kingsford Smith

ORD

Chicago O'Hare Intl

3 stops

36h 13m
$1,006

Multiple Airlines

View Deal

Deal found 19/10/21

18 Nov.
SYD

Sydney Kingsford Smith

ORD

Chicago O'Hare Intl

2 stops

32h 35m
$1,017

Multiple Airlines

View Deal

Deal found 20/10/21

28 Oct.
SYD

Sydney Kingsford Smith

ORD

Chicago O'Hare Intl

3 stops

44h 46m
$1,024

Multiple Airlines

View Deal

Deal found 19/10/21

Related info for your journey

Useful info, stats and facts about Sydney to Chicago flights.

What airport do you fly from for flights from Sydney to Chicago?

For a flight from Sydney to Chicago, you will be flying from Kingsford Smith. Sydney Kingsford Smith (SYD) is just 7.5 km from the centre of the city. Kingsford Smith is the only Sydney airport and it handles 0 outbound flights to Chicago per day. 10 airlines have flights to Chicago from Sydney Kingsford Smith on a regular basis.

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.

Can I find flights from Sydney to Chicago for under $1,400 on Cheapflights?

Yes, there are multiple flights from Sydney to Chicago for under $1,400. The cheapest flight booked recently is on Japan Airlines for just $1,369, but on average you can expect to pay $1,688.

Are there last-minute flights available from Sydney to Chicago for under $2,400?

There are currently 6+ open flights from Sydney to Chicago within the next 7 days for less than $2,400.

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

Cheapflights users have booked flights from Sydney to Chicago from $1,369 return. Another airline that can offer you cheap pricing is Fiji Airways.

What are the most popular airlines that fly from Sydney to Chicago?

When booking a flight from Sydney to Chicago, you may want to consider flying on American Airlines, Air Canada or Cathay Pacific as they are the most popular for this route.

What are the cheapest flights from Sydney to Chicago?

While on average a flight from Sydney to Chicago is generally $3,050, our data shows the cheapest flight currently is $613. When looking at the most popular route, (Sydney Kingsford Smith - Chicago O'Hare Intl), you can expect to pay $1,369 for that flight.

Can I fly to Chicago from Sydney Kingsford Smith right now?

Information is based on travel restrictions from Sydney Kingsford Smith to Chicago

Most visitors from Sydney Kingsford Smith need to provide a negative COVID-19 test result and/or quarantine to enter Chicago.

COVID-19 testing requirements
Visitors from Sydney Kingsford Smith must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Chicago.

Quarantine requirements
Visitors from Sydney Kingsford Smith are not required to quarantine after entering Chicago.

Can I fly back to Sydney Kingsford Smith from Chicago?

Returning to Sydney Kingsford Smith from Chicago

COVID-19 testing requirements
Visitors from Chicago must present a negative RT-PCR (NAAT) test taken 72 hours before departing to Sydney Kingsford Smith.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering Sydney Kingsford Smith.

Top 10 airlines flying from Sydney to Chicago

The chart below displays the airlines Cheapflights users travelling from Sydney to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
China Eastern
Cheapest$971
Average$1,206
FlexibilityNo cancel fee
On-time62%
COVID-19 safety
Air New Zealand
Cheapest$973
Average$1,308
FlexibilityNo cancel fee
On-time78%
COVID-19 safety
United Airlines
Cheapest$1,005
Average$1,360
FlexibilityNo cancel fee
On-time69%
COVID-19 safety
Air Canada
Cheapest$1,077
Average$1,363
FlexibilityNo cancel fee
On-time67%
COVID-19 safety
Qantas Airways
Cheapest$1,106
Average$1,538
FlexibilityNo cancel fee
On-time74%
COVID-19 safety
American Airlines
Cheapest$1,119
Average$1,618
FlexibilityNo cancel fee
On-time71%
COVID-19 safety
Korean Air
Cheapest$1,143
Average$1,490
FlexibilityNo cancel fee
On-time81%
COVID-19 safety
Japan Airlines
Cheapest$1,301
Average$1,577
FlexibilityNo cancel fee
On-time79%
COVID-19 safety
Cathay Pacific
Cheapest$1,304
Average$1,585
FlexibilityNo cancel fee
On-time72%
COVID-19 safety
ANA
Cheapest$1,689
Average$2,028
FlexibilityNo cancel fee
On-time80%
COVID-19 safety