Cheap flights from Sydney to Chicago

SYD — CHI
30 May — 6 Jun1
Return
1 adult
Economy
From?
To?
Mon 30/5
Mon 6/6

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 Saturday 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 2022: 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

Rainfall

43 - 125 mm

Popular inJanuaryHigh demand for flights, 30% potential price rise
Cheapest inFebruaryBest time to find cheap flights, 15% potential price drop
Average price$1,226Average for round-trip flights in May 2022
Round-trip from$1,211From Sydney Kingsford Smith to Chicago (CHI)

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

Flying to your destination on a Saturday 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 $1,422 on average during February, but can be found for as low as $1,075.

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

Unlike at midday, 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 May, June 2022

The best prices found for SYD to CHI flights in May, June
24 May - 1 Jun
SYD

Sydney Kingsford Smith

ORD

Chicago O'Hare Intl

2 stops

32h 19m
ORD

Chicago O'Hare Intl

SYD

Sydney Kingsford Smith

2 stops

33h 49m
$2,365

Multiple Airlines

View Deal

Deal found 23/5/22

24 May - 1 Jun
SYD

Sydney Kingsford Smith

ORD

Chicago O'Hare Intl

2 stops

32h 19m
ORD

Chicago O'Hare Intl

SYD

Sydney Kingsford Smith

3 stops

31h 47m
$2,443

Multiple Airlines

View Deal

Deal found 23/5/22

24 May - 1 Jun
SYD

Sydney Kingsford Smith

MDW

Chicago Midway

2 stops

25h 10m
MDW

Chicago Midway

SYD

Sydney Kingsford Smith

2 stops

26h 32m
$2,513

Delta

View Deal

Deal found 23/5/22

Sydney to Chicago 2022 flight deals

Cheap flights to Chicago from Sydney found for this year
14 Sep - 27 Sep
SYD

Sydney Kingsford Smith

ORD

Chicago O'Hare Intl

2 stops

24h 58m
ORD

Chicago O'Hare Intl

SYD

Sydney Kingsford Smith

2 stops

27h 35m
$1,590

Air Canada

View Deal

Deal found 23/5/22

16 Aug - 29 Aug
SYD

Sydney Kingsford Smith

ORD

Chicago O'Hare Intl

1 stop

20h 46m
ORD

Chicago O'Hare Intl

SYD

Sydney Kingsford Smith

2 stops

27h 10m
$1,597

Air Canada

View Deal

Deal found 23/5/22

16 Aug - 29 Aug
SYD

Sydney Kingsford Smith

ORD

Chicago O'Hare Intl

2 stops

25h 15m
ORD

Chicago O'Hare Intl

SYD

Sydney Kingsford Smith

2 stops

27h 10m
$1,606

Air Canada

View Deal

Deal found 23/5/22

Cheap Virgin Australia flights from Sydney to Chicago

17 Sep - 6 Oct
SYD

Sydney Kingsford Smith

ORD

Chicago O'Hare Intl

1 stop

20h 04m
ORD

Chicago O'Hare Intl

SYD

Sydney Kingsford Smith

1 stop

32h 45m
$1,674

Virgin Australia

View Deal

Deal found 24/5/22

5 Aug - 23 Sep
SYD

Sydney Kingsford Smith

ORD

Chicago O'Hare Intl

1 stop

20h 22m
ORD

Chicago O'Hare Intl

SYD

Sydney Kingsford Smith

1 stop

25h 57m
$1,675

Virgin Australia

View Deal

Deal found 24/5/22

14 Sep - 27 Sep
SYD

Sydney Kingsford Smith

ORD

Chicago O'Hare Intl

1 stop

35h 12m
ORD

Chicago O'Hare Intl

SYD

Sydney Kingsford Smith

1 stop

42h 17m
$1,713

Virgin Australia

View Deal

Deal found 24/5/22

Cheap American Airlines flights from Sydney to Chicago

4 Aug - 21 Sep
SYD

Sydney Kingsford Smith

ORD

Chicago O'Hare Intl

1 stop

21h 10m
ORD

Chicago O'Hare Intl

SYD

Sydney Kingsford Smith

1 stop

22h 55m
$1,771

American Airlines

View Deal

Deal found 24/5/22

4 Aug - 22 Sep
SYD

Sydney Kingsford Smith

ORD

Chicago O'Hare Intl

1 stop

21h 10m
ORD

Chicago O'Hare Intl

SYD

Sydney Kingsford Smith

1 stop

21h 50m
$1,822

American Airlines

View Deal

Deal found 24/5/22

7 Aug - 22 Sep
SYD

Sydney Kingsford Smith

ORD

Chicago O'Hare Intl

1 stop

27h 28m
ORD

Chicago O'Hare Intl

SYD

Sydney Kingsford Smith

1 stop

22h 55m
$1,873

American Airlines

View Deal

Deal found 24/5/22

Last-minute flights from Sydney to Chicago

Late deals on return flights to Chicago from Sydney, departing today and this week
1 Jun - 22 Jun
SYD

Sydney Kingsford Smith

ORD

Chicago O'Hare Intl

2 stops

29h 10m
ORD

Chicago O'Hare Intl

SYD

Sydney Kingsford Smith

2 stops

27h 04m
$2,519

United Airlines

View Deal

Deal found 23/5/22

1 Jun - 22 Jun
SYD

Sydney Kingsford Smith

ORD

Chicago O'Hare Intl

1 stop

34h 35m
ORD

Chicago O'Hare Intl

SYD

Sydney Kingsford Smith

2 stops

27h 04m
$2,534

United Airlines

View Deal

Deal found 23/5/22

1 Jun - 22 Jun
SYD

Sydney Kingsford Smith

ORD

Chicago O'Hare Intl

1 stop

34h 35m
ORD

Chicago O'Hare Intl

SYD

Sydney Kingsford Smith

1 stop

24h 00m
$2,599

United Airlines

View Deal

Deal found 23/5/22

One-way flights to Chicago All airports from Sydney

The cheapest one-way flights from Sydney to Chicago
16 Sep
SYD

Sydney Kingsford Smith

ORD

Chicago O'Hare Intl

2 stops

41h 49m
$1,008

Multiple Airlines

View Deal

Deal found 24/5/22

12 Jun
SYD

Sydney Kingsford Smith

ORD

Chicago O'Hare Intl

1 stop

36h 40m
$1,343

Air India

View Deal

Deal found 24/5/22

16 Sep
SYD

Sydney Kingsford Smith

ORD

Chicago O'Hare Intl

1 stop

20h 26m
$1,425

Air Canada

View Deal

Deal found 24/5/22

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. 12 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 Air Canada, China Eastern, and Lufthansa flying from Sydney Kingsford Smith to Chicago have implemented new flexible cancellation policies.

Can I find flights from Sydney to Chicago for under $1,600 on Cheapflights?

Yes, there are multiple flights from Sydney to Chicago for under $1,600. The cheapest flight booked recently is on Air Canada for just $1,561, but on average you can expect to pay $1,637.

Are there last-minute flights available from Sydney to Chicago for under $2,600?

There are currently 10+ open flights from Sydney to Chicago within the next 7 days for less than $2,600.

What are the cheapest airlines flying from Sydney to Chicago round-trip?

Cheapflights users have booked flights from Sydney to Chicago round-trip from $1,561. Other airlines that can offer you cheap pricing are Japan Airlines, from $1,659, and Virgin Australia, from $1,674.

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

To fly one-way, consider booking your trip with Air India, which is currently one of the cheapest options available, starting at $1,343. Air Canada flights start at $1,425 while deals on Delta start at $1,658 one-way.

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 Emirates 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 $6,897, our data shows the cheapest flight currently is $1,475. When looking at the most popular route, (Sydney Kingsford Smith - Chicago O'Hare Intl), you can expect to pay $1,523 for that flight.

Top 5 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 EasternCheapest$1,027Average$1,275FlexibilityNo cancel feeOn-time62%COVID-19 safety
Search China Eastern flights
Japan AirlinesCheapest$1,402Average$1,617FlexibilityNo cancel feeOn-time79%COVID-19 safety
Search Japan Airlines flights
ANACheapest$1,457Average$1,800FlexibilityNo cancel feeOn-time80%COVID-19 safety
Search ANA flights
Air CanadaCheapest$1,520Average$1,908FlexibilityNo cancel feeOn-time67%COVID-19 safety
Search Air Canada flights
LufthansaCheapest$1,554Average$2,042FlexibilityNo cancel feeOn-time76%COVID-19 safety
Search Lufthansa flights