Which is the best airline for flights from Sydney to Chicago, ANA or Air New Zealand?

The two airlines most popular with KAYAK users for flights from Sydney to Chicago are ANA and Air New Zealand. With an average price for the route of $1,729 and an overall rating of 8.3, ANA is the most popular choice. Air New Zealand is also a great choice for the route, with an average price of $1,454 and an overall rating of 8.0.

How long does a flight from Sydney to Chicago take?

Flying between Chicago and Sydney will take minimum 17h 52m and will require at least one stop.

What is the cheapest flight from Sydney to Chicago?

In the last 5 days, the lowest price for a flight from Sydney to Chicago was $917 for a one-way ticket and $1,318 for a return.

Which airlines fly direct between Sydney and Chicago?

There is just one airline that flies from Sydney to Chicago direct and that is American Airlines . The best return deal found from American Airlines for the route is $1,234.

Which aircraft models fly most regularly from Sydney to Chicago?

We unfortunately don’t have that data for this specific route.

Which airline alliances offer flights from Sydney to Chicago?

oneworld, and Star Alliance are the airline alliances operating flights between Sydney and Chicago, with oneworld being the most commonly used for this route.

How does KAYAK find such low prices on flights from Sydney to Chicago?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Sydney to Chicago.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Sydney to Chicago?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Sydney is likely to change within 7 days, so travelers know whether to wait or book now.

What is the Hacker Fare option on flights from Sydney to Chicago?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional return ticket. You could then fly to Chicago with an airline and back to Sydney with another airline.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Sydney to Chicago?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Sydney up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

What is the cheapest stopover airport when flying from Sydney to Chicago?

Flights via Dallas (DFW) offer the most affordable fares, with an average price of $1,512 for a return.

What is the most popular stopover airport when flying from Sydney to Chicago?

Los Angeles (LAX) is the top choice – 53% of KAYAK users who clicked on one-stop flights from Sydney to Chicago picked an itinerary connecting there.

Which stopover airport has the quickest connection when flying from Sydney to Chicago?

If you prefer a quick connection, Dallas (DFW) often has the shortest stopovers from Sydney to Chicago, with an average time of 1h 41m .

Which stopover airport offers the shortest total travel time from Sydney to Chicago?

Consider flying via San Francisco (SFO) for the shortest journey. The average one-way travel time for flights connecting there is 19h 40m .

Which airlines provide the cheapest flights from Sydney to Chicago?

In the past 5 days, the cheapest return tickets from Sydney to Chicago were found on Qantas Airways ($1,386) and Philippine Airlines ($1,508).

What are the most popular airlines flying to Chicago?

The most popular airline among KAYAK users flying to Chicago is Qantas Airways, followed by Air Canada and United Airlines.

$917 CHEAP FLIGHTS from Sydney to Chicago (SYD - CHI)

Save 15% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Cheapest return fare

$1,318

Typical prices: $1,393-$1,656

Multiple Airlines

Thu 8/10Wed 21/10

SYD - ORD • 3 stops

Cheapest one-way flight

$917

Typical prices: $1,431-$1,627

Multiple Airlines

Tue 17/11

SYD - ORD • 3 stops

Direct flights

Not available

There are currently no direct flights between Sydney and Chicago. You’ll need at least 1 connection.

Insights

Top stopover airports

Dallas (DFW)

Cheapest • Avg $1,512 (return)

San Francisco (SFO)

Shortest trip • 19h 40m (one-way)

Insights

When to book

2 weeks

in advance

Our data shows that travellers who book at least 2 weeks in advance save around 28% compared to booking last minute.

Insights

When to travel

September

Cheapest • 17% price drop

December

Most popular

Good to know

Start a new search

KAYAK searches hundreds of sites at once to find you the best travel deals.

We hope you love your trip to Chicago!

Flight Deals

Cheap Flights from Sydney to Chicago (SYD-CHI)

Discover the best prices for you by selecting your travel dates on KAYAK.

Return

One-way

Last minute

Recent return flight deals from Sydney to Chicago

Thu, 8 Oct - Wed, 21 Oct

06:05 - 19:02SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

52h 57m3 stops Nadi Los Angeles Orlando

06:30 - 12:50ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

38h 20m3 stops Denver Intl Los Angeles Nadi

$1,318Multiple Airlines

Thu, 10 Sep - Fri, 25 Sep

13:15 - 00:45SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

26h 30m3 stops Nadi Los Angeles Dallas/Fort Worth

10:26 - 11:50ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

34h 24m3 stops Atlanta Hartsfield-Jackson Los Angeles Nadi

$1,318Multiple Airlines

Sun, 27 Sep - Mon, 28 Sep

21:25 - 05:00SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

22h 35m1 stop San Francisco

08:23 - 07:05ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

31h 42m1 stop Los Angeles

$1,386Qantas Airways

Thu, 15 Oct - Tue, 20 Oct

10:10 - 12:21SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

42h 11m1 stop Los Angeles

13:46 - 06:25ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

24h 39m2 stops Dallas/Fort Worth San Francisco

$1,669American Airlines

Wed, 14 Oct - Tue, 20 Oct

10:10 - 12:20SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

42h 10m1 stop Los Angeles

13:46 - 06:25ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

24h 39m2 stops Dallas/Fort Worth San Francisco

$1,669American Airlines

Wed, 4 Nov - Mon, 9 Nov

11:50 - 22:00SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

27h 10m2 stops Auckland Intl Los Angeles

10:34 - 10:35ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

31h 01m2 stops Houston George Bush Intcntl Auckland Intl

$1,726Air New Zealand

Wed, 14 Oct - Wed, 28 Oct

11:55 - 21:31SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

25h 36m2 stops Auckland Intl Los Angeles

15:47 - 18:15ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

34h 28m2 stops Los Angeles Auckland Intl

$1,752Air New Zealand

Wed, 14 Oct - Fri, 30 Oct

13:00 - 19:16SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

22h 16m1 stop Dallas/Fort Worth

08:29 - 09:00ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

32h 31m1 stop Los Angeles

$1,786Qantas Airways

Wed, 14 Oct - Mon, 19 Oct

10:20 - 18:43SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

24h 23m2 stops Vancouver Intl Montreal Pierre Elliott Trudeau Intl

11:05 - 08:20ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

29h 15m3 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl Vancouver Intl

$2,125Air Canada

Mon, 12 Oct - Sat, 24 Oct

10:20 - 20:12SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

25h 52m2 stops Vancouver Intl Montreal Pierre Elliott Trudeau Intl

11:05 - 08:35ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

29h 30m3 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl Vancouver Intl

$2,169Air Canada

Recent last minute flight deals from Sydney to Chicago

Wed, 26 Aug - Fri, 11 Sep

09:55 - 23:26SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

28h 31m2 stops Auckland Intl Houston George Bush Intcntl

15:00 - 08:45ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

26h 45m2 stops Los Angeles Auckland Intl

$2,732Air New Zealand

Wed, 26 Aug - Fri, 11 Sep

20:55 - 14:55SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

33h 00m1 stop Tokyo Haneda

17:45 - 09:25ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

24h 40m1 stop Tokyo Haneda

$2,805ANA

Wed, 26 Aug - Fri, 11 Sep

11:45 - 20:33SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

47h 48m2 stops Tokyo Haneda Los Angeles

17:45 - 09:25ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

24h 40m1 stop Tokyo Haneda

$2,849ANA

Wed, 26 Aug - Fri, 11 Sep

09:20 - 20:01SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

25h 41m2 stops Vancouver Intl Edmonton

08:45 - 07:20ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

31h 35m3 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl Vancouver Intl

$3,310Air Canada

Sat, 29 Aug - Mon, 31 Aug

08:55 - 11:00SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

41h 05m1 stop Tokyo Haneda

14:30 - 06:20ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

24h 50m1 stop Tokyo Haneda

$4,895Japan Airlines

Sat, 29 Aug - Mon, 31 Aug

08:55 - 11:00SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

41h 05m1 stop Tokyo Haneda

10:00 - 06:20ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

29h 20m2 stops Los Angeles Tokyo Haneda

$4,985Japan Airlines

Sat, 29 Aug - Mon, 31 Aug

08:55 - 23:30SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

53h 35m2 stops Tokyo Haneda Los Angeles

15:20 - 06:20ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

48h 00m2 stops San Francisco Tokyo Haneda

$5,136Japan Airlines

Thu, 27 Aug - Sun, 13 Sep

11:45 - 04:45SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

32h 00m2 stops Tokyo Haneda Los Angeles

17:45 - 19:10ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

34h 25m1 stop Tokyo Haneda

$7,989ANA

Thu, 27 Aug - Sun, 13 Sep

11:45 - 04:45SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

32h 00m2 stops Tokyo Haneda Los Angeles

17:45 - 19:10ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

34h 25m1 stop Tokyo Haneda

$8,007ANA

Thu, 27 Aug - Sun, 13 Sep

08:55 - 11:00SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

41h 05m1 stop Tokyo Haneda

14:10 - 06:20ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

25h 10m1 stop Tokyo Haneda

$8,287Japan Airlines

Booking Insights

KAYAK's insights & trends for Sydney to Chicago flights

Get data-powered insights and trends into flights from Sydney to Chicago to help you find the cheapest flights, the best time to fly and much more.

Prices

Airlines

Stopovers

How much is a return flight from Sydney to Chicago?

Flight prices are below average for this route right now.

Flights to Chicago from Sydney usually cost between $1,323 and $1,996 in October.
The lowest price found in the past 5 days was $1,318 on Multiple Airlines (8 Oct–21 Oct).

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

The cheapest month for flights from Sydney to Chicago is September, where tickets cost $1,434 (return) on average. On the other hand, the most expensive months are May and July, where the average cost of round-trip tickets is $2,001 and $1,958 respectively.

How far in advance should I book a flight from Sydney to Chicago?

To get a below average price on the flight from Sydney to Chicago, you should book around 2 weeks before departure, which saves you about 28% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 24 weeks before departure.

Find deals

Low season	March
High season	December
Cheapest flight	$917

Best time to beat the crowds (12% less expensive on average)

Most popular time to fly (6% more expensive on average)

Flight from Sydney to Chicago O'Hare Airport

When to book flights from Sydney to Chicago

Are your dates flexible? Find out the best times to travel from Sydney to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.

Estimated return price

KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or returns with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

What is the cheapest flight from Sydney to Chicago?
In the last 5 days, the lowest price for a flight from Sydney to Chicago was $917 for a one-way ticket and $1,318 for a return.
Which aircraft models fly most regularly from Sydney to Chicago?
We unfortunately don’t have that data for this specific route.
Which airline alliances offer flights from Sydney to Chicago?
oneworld, and Star Alliance are the airline alliances operating flights between Sydney and Chicago, with oneworld being the most commonly used for this route.
Which is the best airline for flights from Sydney to Chicago, ANA or Air New Zealand?
The two airlines most popular with KAYAK users for flights from Sydney to Chicago are ANA and Air New Zealand. With an average price for the route of $1,729 and an overall rating of 8.3, ANA is the most popular choice. Air New Zealand is also a great choice for the route, with an average price of $1,454 and an overall rating of 8.0.
How does KAYAK find such low prices on flights from Sydney to Chicago?
KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Sydney to Chicago.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Sydney to Chicago?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Sydney is likely to change within 7 days, so travelers know whether to wait or book now.
What is the Hacker Fare option on flights from Sydney to Chicago?
Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional return ticket. You could then fly to Chicago with an airline and back to Sydney with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Sydney to Chicago?
Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Sydney up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight from Sydney to Chicago

Airlines

Airports

Cabin class

Complete your trip

Direct flights

Flights to other cities

Origins

Other airports

Return flight deals

Other airlines flying from Sydney to Chicago

ANA flights from Sydney to Chicago

SYD - CHI

$917 Find Cheap Flights from Sydney to Chicago – Compare and Save

Everything you should know

Cheap Flights from Sydney to Chicago (SYD-CHI)

Recent return flight deals from Sydney to Chicago

Recent one-way flight deals from Sydney to Chicago

Recent last minute flight deals from Sydney to Chicago

KAYAK's insights & trends for Sydney to Chicago flights

How much is a return flight from Sydney to Chicago?

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

How far in advance should I book a flight from Sydney to Chicago?

Which airlines provide the cheapest flights from Sydney to Chicago?

Which airlines fly direct between Sydney and Chicago?

What is the most popular stopover airport when flying from Sydney to Chicago?

What is the cheapest stopover airport when flying from Sydney to Chicago?

Which stopover airport offers the shortest total travel time from Sydney to Chicago?

Which stopover airport has the quickest connection when flying from Sydney to Chicago?

How long does a flight from Sydney to Chicago take?

Good to know

Low season

High season

Cheapest flight

When to book flights from Sydney to Chicago

FAQs for booking flights from Sydney to Chicago

Everything you need to know for your flight from Sydney to Chicago

Other airlines flying from Sydney to Chicago

Information on your arrival and departure airports

Cabin class types available on flights from Sydney to Chicago

Complete your trip to Chicago with a hotel stay or car hire

Find direct flights to and from Sydney and Chicago

Flights to other popular destinations

Flights from domestic origins to Chicago

Choose which airport to fly into in ChicagoChicago

Find deals for your return flight