SYD - ORD

$745 Find Cheap Flights from Sydney to Chicago O'Hare Airport – Compare and Save

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Everything you should know

Cheapest return flight
$1,274
Typical prices: $1,487-$2,107
Multiple Airlines
Fri 2/11Fri 9/11
SYD - ORD • 3 stops
Cheapest one-way flight
$745
Typical prices: $1,110-$1,532
Multiple Airlines
Sat 13/10
SYD - ORD • 1 stop
Direct flights
Not available
There are currently no direct flights between Sydney and Chicago O'Hare Intl Airport. You'll need to take a connecting flight to reach the destination.
Insights
Insights
When to book
20 weeks
in advance
Our data shows that travellers who book at least 20 weeks in advance save around 10% compared to booking last minute.
Insights
Insights
When to travel
September
Cheapest • 24% price drop
July
Most popular
Good to know
+1
Good to know
+1
Top stopover airports
Dallas/Fort Worth (DFW)
Cheapest • Avg $1,601 (return)
San Francisco (SFO)
Shortest trip • 21h 02m (one-way)
Insights
Insights
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KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you enjoy your trip to Chicago O'Hare Intl Airport!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Sydney to O'Hare Intl (SYD-ORD)

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

Recent return flight deals from Sydney to O'Hare Intl

Mon, 2 Nov - Mon, 9 Nov
Multiple Airlines Logo
14:00 - 05:13SYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
32h 13m3 stops Nadi Los Angeles Las Vegas Harry Reid Intl
Multiple Airlines Logo
06:30 - 12:35ORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
37h 05m3 stops Denver Intl Los Angeles Nadi
$1,274Multiple Airlines
Mon, 2 Nov - Mon, 9 Nov
Multiple Airlines Logo
14:00 - 05:13SYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
32h 13m3 stops Nadi Los Angeles Las Vegas Harry Reid Intl
Multiple Airlines Logo
06:30 - 12:35ORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
37h 05m3 stops Denver Intl Los Angeles Nadi
$1,367Multiple Airlines
Tue, 10 Nov - Tue, 17 Nov
Air New Zealand Logo
07:30 - 22:00SYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
31h 30m2 stops Auckland Intl Los Angeles
Air New Zealand Logo
09:21 - 08:35ORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
30h 14m2 stops Houston George Bush Intcntl Auckland Intl
$1,691Air New Zealand
Wed, 4 Nov - Mon, 9 Nov
American Airlines Logo
11:10 - 17:00SYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
46h 50m1 stop Los Angeles
American Airlines Logo
18:45 - 09:00ORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
21h 15m1 stop Los Angeles
$1,765American Airlines
Thu, 19 Nov - Thu, 26 Nov
Air New Zealand Logo
09:55 - 23:26SYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
30h 31m2 stops Auckland Intl Houston George Bush Intcntl
Air New Zealand Logo
10:25 - 08:35ORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
29h 10m2 stops San Francisco Auckland Intl
$1,790Air New Zealand
Sun, 11 Oct - Mon, 26 Oct
Qantas Airways Logo
10:10 - 15:59SYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
21h 49m1 stop Los Angeles
Qantas Airways Logo
18:55 - 09:00ORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
22h 05m1 stop Los Angeles
$1,924Qantas Airways
Fri, 4 Dec - Fri, 25 Dec
Qantas Airways Logo
11:20 - 17:59SYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
23h 39m1 stop Los Angeles
Qantas Airways Logo
21:00 - 09:00ORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
43h 00m1 stop Los Angeles
$1,995Qantas Airways
Tue, 10 Nov - Tue, 17 Nov
Air Canada Logo
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
Air Canada Logo
13:55 - 09:35ORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
26h 40m2 stops Montreal Pierre Elliott Trudeau Intl Vancouver Intl
$2,075Air Canada
Thu, 19 Nov - Thu, 26 Nov
Air Canada Logo
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
Air Canada Logo
13:55 - 09:35ORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
26h 40m2 stops Montreal Pierre Elliott Trudeau Intl Vancouver Intl
$2,086Air Canada
Tue, 27 Oct - Wed, 11 Nov
American Airlines Logo
11:10 - 18:35SYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
23h 25m2 stops Los Angeles Dallas/Fort Worth
American Airlines Logo
17:00 - 09:00ORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
23h 00m2 stops Phoenix Sky Harbor Intl Los Angeles
$2,739American Airlines
Booking Insights

Price, demand, and travel trends for Sydney to Chicago O'Hare Intl Airport flights

Use KAYAK data on prices, travel dates, airlines, and seasonal trends to compare options and book flights from Sydney to Chicago O'Hare Intl Airport with more confidence.

What's the cheapest day of the week to fly from Sydney to Chicago O'Hare Intl Airport?

Wednesday is the cheapest day of the week to fly from Sydney to Chicago O'Hare Intl Airport and is 9% cheaper than the average day. Monday is the most expensive day with flight prices 9% higher than average. Based on deals found by KAYAK users in the last 12 months.

What is the cheapest month to fly from Sydney to Chicago O'Hare Intl Airport?

•September is the cheapest month to fly from Sydney to Chicago O'Hare Intl Airport at $1,329 return.
•July ($1,968) and December ($1,915) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 48% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices from Sydney to Chicago O'Hare Intl Airport the cheapest?

Flights from Sydney to Chicago O'Hare Intl Airport are cheapest 20 weeks before departure. Booking in this window typically costs about 10% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

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Key details for Sydney to Chicago O'Hare Intl Airport flights

Low season

February

Cheapest flight

$745
Best time to beat the crowds (4% less expensive on average)
Most popular time to fly (13% more expensive on average)
Flights from Sydney to Chicago O'Hare Intl Airport

When to book flights from Sydney to O'Hare Intl

Are your dates flexible? Find out the best times to travel from Sydney to O'Hare Intl based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated return price

Your Sydney to Chicago O'Hare Intl Airport flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines, and booking questions.

  • Which airports can I use when flying from Sydney to Chicago O'Hare Intl Airport?

    Flights from Sydney to Chicago O'Hare Intl Airport usually depart from Sydney Kingsford Smith (SYD) and arrive at Chicago O'Hare Intl (ORD).

  • Which cabin classes can I book on flights from Sydney to Chicago O'Hare Intl Airport?

    Three cabin classes are available on flights from Sydney to Chicago O'Hare Intl Airport:

    • Economy class
    • Premium Economy Class
    • Business Class

  • Which airports do connecting flights from Sydney to Chicago O'Hare Intl Airport pass through?

    One-stop flights from Sydney to Chicago O'Hare Intl Airport most commonly connect through:

    • Los Angeles (LAX) – 62% of one-stop connections
    • Vancouver Intl (YVR) – 21% of one-stop connections
    • San Francisco (SFO) – 12% of one-stop connections
    • Dallas/Fort Worth (DFW) – 3% of one-stop connections

    Los Angeles (LAX) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Sydney to Chicago O'Hare Intl Airport?

    Yes. Being flexible with your travel dates can save you up to 17% on the Sydney to Chicago O'Hare Intl Airport route. Wednesday is the cheapest departure day at $1,594 return on average, while Monday is the most expensive at $1,914, a difference of $320. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What popular places can I visit in Chicago O'Hare Intl Airport?

    Some of the most popular sights in Chicago O'Hare Intl Airport are River North, Millennium Park, and Chicago Water Tower. These are among the most viewed places in Chicago O'Hare Intl Airport on KAYAK.

  • How expensive are last-minute Sydney to Chicago O'Hare Intl Airport flights?

    Last-minute fares on this route (booked within 2 weeks of departure) run 9% below the route average of $1,745. Booking late can sometimes save money on this route, but inventory is limited.

  • How long is a flight from Sydney to Chicago O'Hare Intl Airport?

    A direct flight from Sydney to Chicago O'Hare Intl Airport takes 0h 00m, covering 23,901 km.

  • Do I need a passport to fly from Sydney to Chicago O'Hare Intl Airport?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • How are flight prices from Sydney to Chicago O'Hare Intl Airport looking right now?

    One-way fares from Sydney to Chicago O'Hare Intl Airport are currently higher than usual. Average one-way flight prices are about $1,453, which is 12% above the typical average for this route.

  • How much time can I save by choosing a different stopover airport from Sydney to Chicago O'Hare Intl Airport?

    Flying via Dallas/Fort Worth (DFW) gives the shortest average 1-stop total travel time of 20h 50m, compared to 21h 02m via San Francisco (SFO) and 21h 13m via Los Angeles (LAX).

  • What is the time difference between Sydney and Chicago O'Hare Intl Airport?

    Chicago O'Hare Intl Airport is 15 hours behind Sydney (Central Time vs Eastern Australia Time). Plan for the time shift when scheduling connections or first-day activities.

  • Which car hire options are available at Chicago O'Hare Intl Airport (ORD)?

    Chicago O'Hare Intl Airport (ORD) hosts 5 major car hire companies, with daily rates starting from around $24 for economy cars. Top options include:
    • Routes Car & Truck Rentals
    • Europcar
    • Hertz
    • Dollar
    • Ace

  • How much should I expect to pay for a Sydney to Chicago O'Hare Intl Airport flight?

    Return flights from Sydney to Chicago O'Hare Intl Airport range from $1,487 to $2,107, with an average of $1,745 over the past 12 months. Anything below $1,487 counts as a good deal.

Your guide to booking Sydney to Chicago O'Hare Intl Airport flights

Get tips on when to book, when to fly, and what to know before your trip.
  • If your dates are flexible, aim for a Wednesday departure instead of Monday. On this route, Wednesday flights average $1,594 – about $320 less than Monday (17% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 20 weeks before you fly. On this route, that window historically saves about 10% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Sydney to Chicago O'Hare Intl Airport trip for September. Fares historically average $1,329 return in that month – typically $640 less than the most expensive month, which is July (based on the last 12 months).

More options for your flight from Sydney to O'Hare Intl

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

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