SYD - CHI

$697 Find Cheap Flights from Sydney to Chicago – Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Sydney to Chicago departing on 8/10. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest return fare
$1,264
Typical prices: $1,241-$1,480
Multiple Airlines
Tue 8/9Tue 22/9
SYD - ORD • 2 stops
Cheapest one-way flight
$697
Typical prices: $1,251-$1,309
Multiple Airlines
Thu 8/10
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.
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Top stopover airports
San Francisco (SFO)
Cheapest • Avg $1,509 (return)
San Francisco (SFO)
Shortest trip • 19h 40m (one-way)
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When to book
2 weeks
in advance
Our data shows that travellers who book at least 2 weeks in advance save around 30% compared to booking last minute.
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When to travel
September
Cheapest • 17% price drop
December
Most popular
Good to know
Good to know
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Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Sydney to Chicago (SYD-CHI)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for return flights from Sydney to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent return flight deals from Sydney to Chicago

Tue, 8 Sep - Tue, 22 Sep
Multiple Airlines Logo
13:15 - 06:17SYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
32h 02m2 stops Nadi Los Angeles
Multiple Airlines Logo
06:00 - 22:25ORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
49h 25m3 stops Dallas/Fort Worth Los Angeles Nadi
$1,264Multiple Airlines
Fri, 28 Aug - Sat, 12 Sep
Qantas Airways Logo
06:25 - 15:54SYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
24h 29m2 stops Melbourne Los Angeles
Qantas Airways Logo
17:50 - 15:45ORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
30h 55m2 stops Los Angeles Melbourne
$1,686Qantas Airways
Tue, 3 Nov - Tue, 17 Nov
Air New Zealand Logo
09:55 - 21:49SYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
28h 54m2 stops Auckland Intl Los Angeles
Air New Zealand Logo
14:22 - 10:35ORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
27h 13m2 stops Houston George Bush Intcntl Auckland Intl
$1,745Air New Zealand
Mon, 24 Aug - Thu, 27 Aug
Multiple Airlines Logo
09:30 - 06:17SYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
35h 47m1 stop Los Angeles
Multiple Airlines Logo
21:20 - 07:00ORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
42h 40m1 stop Los Angeles
$1,816Multiple Airlines
Tue, 8 Sep - Tue, 22 Sep
Air New Zealand Logo
09:55 - 23:05SYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
28h 10m2 stops Auckland Intl Los Angeles
Air New Zealand Logo
16:00 - 10:40ORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
27h 40m2 stops San Francisco Auckland Intl
$1,846Air New Zealand
Mon, 31 Aug - Tue, 15 Sep
Qantas Airways Logo
06:25 - 16:51SYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
25h 26m2 stops Melbourne Los Angeles
Qantas Airways Logo
06:45 - 06:25ORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
32h 40m1 stop San Francisco
$2,214Qantas Airways
Fri, 28 Aug - Tue, 1 Sep
American Airlines Logo
09:10 - 12:23SYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
42h 13m1 stop Los Angeles
American Airlines Logo
15:20 - 06:25ORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
24h 05m1 stop San Francisco
$2,272American Airlines
Mon, 30 Nov - Mon, 8 Feb
Air Canada Logo
11:20 - 07:50SYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
37h 30m2 stops Vancouver Intl Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
15:35 - 09:35ORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
25h 00m1 stop Vancouver Intl
$2,323Air Canada
Mon, 30 Nov - Mon, 8 Feb
Air Canada Logo
11:20 - 16:50SYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
46h 30m2 stops Vancouver Intl Calgary
Air Canada Logo
07:05 - 09:35ORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
33h 30m3 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl Vancouver Intl
$2,335Air Canada
Fri, 28 Aug - Tue, 1 Sep
American Airlines Logo
09:10 - 12:23SYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
42h 13m1 stop Los Angeles
American Airlines Logo
15:20 - 06:25ORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
24h 05m1 stop San Francisco
$2,550American 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.

How much is a return flight from Sydney to Chicago?

This analysis is based on the cheapest return trip price found on KAYAK in the last 12 months by searching for a flight from Sydney to Chicago departing in September.

Flight prices are below average for this route right now.

Flights to Chicago from Sydney usually cost between $1,343 and $1,885 in September.
The lowest price found in the past 5 days was $1,264 on Multiple Airlines (8 Sept–22 Sept).

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Sydney to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Sydney to Chicago is September, where tickets cost $1,436 (return) on average. On the other hand, the most expensive months are July and December, where the average cost of round-trip tickets is $1,985 and $1,904 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Sydney to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

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 30% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 24 weeks before departure.

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Good to know

Low season

March

Cheapest flight

$697
Best time to beat the crowds (11% less expensive on average)
Most popular time to fly (8% 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.

FAQs for booking flights from Sydney to Chicago

  • 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 $697 for a one-way ticket and $1,264 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 $1,752 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 $1,474 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

Other airlines flying from Sydney to Chicago

Flights from the other most popular airlines that fly from Sydney to Chicago according to KAYAK users. Prices are the lowest found on KAYAK over the last 7 days. Price and availability are not guaranteed.
ANA flights from Sydney to Chicago