SYD - CHI
$621 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 26/11. 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.
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Everything you should know
Cheapest return flight
$1,062
Typical prices: $1,567-$2,321
Delta
Sat 17/11Sat 24/11
SYD - ORD • 2 stops
Cheapest one-way flight
$621
Typical prices: $1,140-$1,668
Delta
Mon 26/11
SYD - ORD • 2 stops
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, 17 Nov - Tue, 24 Nov
10:40 - 17:27SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl
23h 47m1 stop Los Angeles
07:45 - 08:30ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith
31h 45m1 stop Los Angeles
$1,062Delta
Tue, 17 Nov - Tue, 24 Nov
10:40 - 20:49SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl
27h 09m2 stops Los Angeles Atlanta Hartsfield-Jackson
14:32 - 08:30ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith
24h 58m1 stop Los Angeles
$1,062Delta
Thu, 22 Oct - Fri, 6 Nov
10:10 - 18:38SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl
24h 28m1 stop Los Angeles
15:25 - 09:00ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith
24h 35m1 stop Los Angeles
$1,124American Airlines
Thu, 3 Dec - Wed, 10 Feb
09:55 - 20:35SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl
27h 40m2 stops Auckland Intl Los Angeles
13:55 - 08:35ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith
25h 40m2 stops Los Angeles Auckland Intl
$1,784Air New Zealand
Thu, 22 Oct - Fri, 6 Nov
09:55 - 23:27SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl
29h 32m2 stops Auckland Intl Houston George Bush Intcntl
12:42 - 08:35ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith
26h 53m2 stops San Francisco Auckland Intl
$1,839Air New Zealand
Mon, 26 Oct - Mon, 2 Nov
13:05 - 19:16SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl
22h 11m1 stop Dallas/Fort Worth
05:30 - 09:00ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith
34h 30m1 stop Los Angeles
$1,876Qantas Airways
Mon, 23 Nov - Thu, 10 Dec
11:10 - 16:42SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl
22h 32m1 stop Los Angeles
21:05 - 09:00ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith
42h 55m1 stop Los Angeles
$1,922Qantas Airways
Tue, 17 Nov - Tue, 24 Nov
11:20 - 08:00SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl
37h 40m3 stops Vancouver Intl Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
13:55 - 09:35ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith
26h 40m2 stops Montreal Pierre Elliott Trudeau Intl Vancouver Intl
$2,474Air Canada
Tue, 17 Nov - Tue, 24 Nov
11:20 - 08:00SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl
37h 40m3 stops Vancouver Intl Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
10:37 - 09:35ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith
29h 58m3 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl Vancouver Intl
$2,484Air Canada
Mon, 14 Dec - Sat, 9 Jan
14:05 - 20:21SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl
23h 16m2 stops Dallas/Fort Worth Tulsa
20:54 - 06:25ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith
40h 31m1 stop San Francisco
$15,250American Airlines
Recent one-way flight deals from Sydney to Chicago
Thu, 26 Nov
10:40 - 23:20SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl
29h 40m2 stops Los Angeles Atlanta Hartsfield-Jackson
$621Delta
Thu, 26 Nov
10:40 - 15:43SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl
22h 03m1 stop Los Angeles
$621Delta
Sat, 7 Nov
11:10 - 00:01SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl
29h 51m1 stop Los Angeles
$708American Airlines
Sat, 7 Nov
11:10 - 16:00SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl
21h 50m2 stops Los Angeles Denver Intl
$715American Airlines
Sat, 3 Apr
19:20 - 07:47SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl
52h 27m2 stops Auckland Intl Houston George Bush Intcntl
$1,568Air New Zealand
Sat, 3 Apr
19:20 - 07:47SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl
52h 27m2 stops Auckland Intl Houston George Bush Intcntl
$1,568Air New Zealand
Sat, 3 Apr
10:10 - 16:51SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl
22h 41m1 stop Los Angeles
$1,630Qantas Airways
Sun, 4 Apr
10:20 - 22:57SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl
27h 37m2 stops Los Angeles Orlando
$1,671Qantas Airways
Wed, 30 Dec
11:20 - 08:07SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl
37h 47m3 stops Vancouver Intl Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
$2,611Air Canada
Wed, 30 Dec
11:20 - 08:07SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl
37h 47m3 stops Vancouver Intl Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
$3,008Air Canada
Recent last minute flight deals from Sydney to Chicago
Thu, 8 Oct - Wed, 21 Oct
10:15 - 18:10SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl
23h 55m2 stops Los Angeles Salt Lake City
12:30 - 07:50ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith
27h 20m2 stops Minneapolis St Paul Los Angeles
$1,063Delta
Thu, 8 Oct - Wed, 21 Oct
10:15 - 17:50SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl
23h 35m1 stop Los Angeles
18:59 - 07:50ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith
20h 51m1 stop Los Angeles
$1,063Delta
Thu, 8 Oct - Wed, 21 Oct
10:15 - 13:38SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl
19h 23m1 stop Los Angeles
11:19 - 07:50ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith
28h 31m2 stops Detroit Metropolitan Wayne County Los Angeles
$1,063Delta
Thu, 8 Oct - Wed, 21 Oct
10:15 - 20:38SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl
26h 23m2 stops Los Angeles Atlanta Hartsfield-Jackson
14:03 - 07:50ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith
25h 47m2 stops Salt Lake City Los Angeles
$1,063Delta
Thu, 8 Oct - Thu, 15 Oct
10:15 - 19:11SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl
24h 56m2 stops Los Angeles Atlanta Hartsfield-Jackson
09:59 - 07:50ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith
29h 51m2 stops Minneapolis St Paul Los Angeles
$1,134Delta
Thu, 8 Oct - Thu, 15 Oct
10:15 - 23:47SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl
29h 32m1 stop Los Angeles
07:20 - 07:50ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith
32h 30m1 stop Los Angeles
$1,134Delta
Thu, 8 Oct - Thu, 15 Oct
10:15 - 23:57SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl
29h 42m2 stops Los Angeles Atlanta Hartsfield-Jackson
14:45 - 07:50ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith
25h 05m1 stop Los Angeles
$1,134Delta
Thu, 8 Oct - Wed, 21 Oct
11:10 - 13:55SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl
42h 45m1 stop Hong Kong Intl
16:15 - 07:10ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith
46h 55m1 stop Hong Kong Intl
$2,118Cathay Pacific
Thu, 8 Oct - Wed, 21 Oct
10:20 - 20:12SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl
25h 52m2 stops Vancouver Intl Montreal Pierre Elliott Trudeau Intl
08:45 - 08:20ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith
31h 35m3 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl Vancouver Intl
$2,970Air Canada
Thu, 8 Oct - Thu, 15 Oct
10:20 - 18:46SYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl
48h 26m3 stops Vancouver Intl Toronto Pearson Intl Ottawa
07:11 - 08:20ORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith
57h 09m2 stops Montreal Pierre Elliott Trudeau Intl Vancouver Intl
$3,315Air Canada
Booking Insights
Price, demand, and travel trends for Sydney to Chicago flights
Use KAYAK data on prices, travel dates, airlines, and seasonal trends to compare options and book flights with more confidence.
Prices
Airlines
Stopovers
How much is a return flight from Sydney to Chicago?
This analysis is based on the cheapest return price found on KAYAK in the last 12 months by searching for a flight from Sydney to Chicago departing in November.What is the cheapest Sydney to Chicago flight route?
KAYAK tracks online flight deals over the last 12 months and analyses pricing trends to identify the best available fares.Sydney (SYD) to Chicago O'Hare Intl Airport (ORD) is the cheapest Sydney to Chicago route, averaging $1,866 return. Other Sydney to Chicago routes average $2,216, based on KAYAK data over the past 12 months.
What's the cheapest day of the week to fly from Sydney to Chicago?
Based on deals KAYAK users found in the last 12 months, Sunday is the cheapest day of the week to fly from Sydney to Chicago. It’s 6% cheaper than the average day, while Monday is the most expensive, with prices 12% higher.
What is the cheapest month to fly from Sydney to Chicago?
KAYAK internal proprietary data takes all prices for each month over the last 12 months for return 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.•October is the cheapest month to fly from Sydney to Chicago at $1,524 return.
•December ($2,276) and September ($2,105) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 49% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.When are flights from Sydney to Chicago the cheapest?
Flights from Sydney to Chicago are cheapest 20 weeks before departure. Booking in this window typically costs about 30% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.
Return flights from Sydney to Chicago typically range from $1,567 to $2,321. The lowest price found in the past 5 days was $1,062 on Delta.
What is the most popular stopover airport when flying from Sydney to Chicago?
KAYAK data for 1-stop return journeys over the past 3 months. Only counts itineraries with the same stopover on both legs.Los Angeles (LAX) is the most popular stopover for the Sydney to Chicago route. 65% of KAYAK users who booked 1-stop return journeys over the past 3 months connected via LAX.
What is the cheapest stopover airport when flying from Sydney to Chicago?
Flights via Dallas/Fort Worth (DFW) offer the most affordable fares, with an average return price of $1,616. Based on KAYAK data over the past 3 months.
Key details for Sydney to Chicago flights
Low season | February |
|---|---|
High season | July |
Cheapest flight | $621 |
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.
Your Sydney to Chicago flight questions, answered
Find helpful answers about this route, including flight times, airports, airlines, and booking tips.
Your guide to booking Sydney to Chicago flights
Get tips on when to book, when to fly, and what to know before your trip.More options for your flight from Sydney to Chicago
Complete your trip to Chicago with a hotel stay or car hire
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.
Information on your arrival and departure airports
Cabin class types available on flights from Sydney to Chicago
Cabin classes available on flights from Sydney to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability are not guaranteed.
Find direct flights to and from Sydney and Chicago
Flights from domestic origins to Chicago
More flights to Chicago. Prices are the lowest found on KAYAK in the last 7 days. Price and availability are not guaranteed.
Choose which airport to fly into in ChicagoChicago
Sydney to Chicago Midway Airportfrom $1,063
Sydney to Chicago O'Hare Intl Airportfrom $1,063
Flights to other popular destinations
The most popular flights on KAYAK according to clicks in the last 2 weeks. Prices are the lowest found on KAYAK over the last 7 days. Price and availability are not guaranteed.