SYD - ORD

$458 Find Cheap Flights from Sydney to Chicago O'Hare Airport

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 O'Hare Intl departing on 8/29. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago O'Hare Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Sydney to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Sydney to Chicago, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$1,115
Typical prices: $1,427-$972
Multiple Airlines
Sun 5/24Sun 5/31
SYD - ORD • 2 stops
Cheapest one-way
$458
Typical prices: $773-$951
Multiple Airlines
Sat 8/29
SYD - ORD • 3 stops
Top airlines
Cheapest • from $1,306 (round-trip)
Best reviews • 7.5 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Sydney and O'Hare Intl. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $1,010 (round-trip)
Shortest trip • 19h 36m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 2 weeks in advance save around 22% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 29% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to O'Hare Intl!
Flight Deals
Booking Insights
Flight Deals

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

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Sydney to O'Hare Intl 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 round-trip flight deals from Sydney to O'Hare Intl

Sun, May 24 - Sun, May 31
Multiple Airlines Logo
1:15 pm - 5:59 am
SYD
-
ORD
31h 44m
2 stops
Multiple Airlines Logo
7:15 am - 11:50 am
ORD
-
SYD
37h 35m
2 stops
$1,115Multiple Airlines
Wed, Jun 3 - Fri, Jun 12
Multiple Airlines Logo
1:20 pm - 5:59 am
SYD
-
ORD
31h 39m
2 stops
Multiple Airlines Logo
7:15 am - 11:50 am
ORD
-
SYD
37h 35m
2 stops
$1,133Multiple Airlines
Mon, Apr 27 - Tue, May 12
Multiple Airlines Logo
1:15 pm - 5:50 am
SYD
-
ORD
31h 35m
2 stops
Multiple Airlines Logo
12:40 pm - 10:10 pm
ORD
-
SYD
42h 30m
3 stops
$1,134Multiple Airlines
Mon, Jul 27 - Tue, Aug 4
Multiple Airlines Logo
6:00 am - 6:19 am
SYD
-
ORD
39h 19m
2 stops
Multiple Airlines Logo
6:55 am - 10:10 pm
ORD
-
SYD
48h 15m
3 stops
$1,175Multiple Airlines
Tue, Apr 28 - Wed, May 13
Multiple Airlines Logo
5:50 pm - 11:27 pm
SYD
-
ORD
20h 37m
1 stop
Multiple Airlines Logo
8:56 pm - 11:50 am
ORD
-
SYD
47h 54m
2 stops
$1,202Multiple Airlines
Wed, Apr 29 - Thu, May 14
Multiple Airlines Logo
5:50 pm - 11:27 pm
SYD
-
ORD
20h 37m
1 stop
Multiple Airlines Logo
6:15 am - 11:50 am
ORD
-
SYD
38h 35m
2 stops
$1,225Multiple Airlines
Thu, May 7 - Thu, May 28
Multiple Airlines Logo
5:50 pm - 6:39 am
SYD
-
ORD
27h 49m
1 stop
Multiple Airlines Logo
8:46 pm - 11:50 am
ORD
-
SYD
48h 04m
2 stops
$1,226Multiple Airlines
Mon, Apr 27 - Tue, May 12
Multiple Airlines Logo
5:50 pm - 5:50 am
SYD
-
ORD
27h 00m
1 stop
Multiple Airlines Logo
6:55 am - 7:30 am
ORD
-
SYD
33h 35m
2 stops
$1,239Multiple Airlines
Tue, Apr 28 - Wed, May 13
Multiple Airlines Logo
5:50 pm - 11:27 pm
SYD
-
ORD
20h 37m
1 stop
Multiple Airlines Logo
8:56 pm - 7:30 am
ORD
-
SYD
43h 34m
1 stop
$1,241Multiple Airlines
Sat, May 23 - Sat, May 30
Multiple Airlines Logo
5:50 pm - 6:34 am
SYD
-
ORD
27h 44m
1 stop
Multiple Airlines Logo
11:57 am - 11:50 am
ORD
-
SYD
32h 53m
2 stops
$1,267Multiple Airlines
Booking Insights

KAYAK's insights & trends for Sydney to O'Hare Intl flights

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

How much is a round-trip flight from Sydney to Chicago O'Hare Intl Airport?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Sydney to Chicago O'Hare Intl Airport departing in May.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Sydney to Chicago O'Hare Intl Airport, 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 O'Hare Intl Airport is September, where tickets cost $937 (return) on average. On the other hand, the most expensive months are January and April, where the average cost of round-trip tickets is $2,951 and $1,466 respectively.

How far in advance should I book a flight from Sydney to Chicago O'Hare Intl Airport?

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 O'Hare Intl Airport, 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 O'Hare Intl Airport, you should book around 2 weeks before departure, which saves you about 22% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 6 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$458
Best time to beat the crowds but there is an average 122% increase in price.
Most popular time to fly and prices are also 19% lower on average.
Flight from Sydney to Chicago O'Hare 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 round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips 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 Sydney to Chicago O'Hare Airport flights

  • What is the cheapest flight from Sydney to Chicago O'Hare Intl Airport?

    In the last 3 days, the lowest price for a flight from Sydney to Chicago O'Hare Intl Airport was $458 for a one-way ticket and $1,115 for a round-trip.

  • Do I need a passport to fly between Sydney and Chicago O'Hare Airport?

    Yes

  • Which airports will I be using when flying from Sydney to Chicago O'Hare Airport?

    When flying out of Sydney you will be using Sydney Kingsford Smith. You will be landing at Chicago O'Hare Airport, also known as Chicago O'Hare Intl.

  • Which aircraft models fly most regularly from Sydney to Chicago O'Hare Airport?

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

  • Which airline alliances offer flights from Sydney to Chicago O'Hare Airport?

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

  • Which is the best airline for flights from Sydney to Chicago, Qantas Airways or United Airlines?

    The two airlines most popular with KAYAK users for flights from Sydney to Chicago are Qantas Airways and United Airlines. With an average price for the route of $1,012 and an overall rating of 7.5, Qantas Airways is the most popular choice. United Airlines is also a great choice for the route, with an average price of $1,279 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Sydney to Chicago O'Hare Airport?

    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 O'Hare Airport.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago O'Hare Airport 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 O'Hare Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago O'Hare Airport with an airline and back to Sydney with another airline. Booking your flights between Sydney and ORD can sometimes prove cheaper using this method.

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

    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 O'Hare Airport from Sydney up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Sydney to O'Hare Intl

 
See real verified KAYAK customer reviews for airlines flying from Sydney to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Sydney to O'Hare Intl? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.5
Qantas AirwaysOverall score based on 1017 reviews
7.4Comfort
7.0Food
8.1Crew
7.7Boarding
7.2Entertainment
Airline reviews

We had bulkhead seats in a A380 in the upper deck in seats 31 D and E. Storage was very limited other than in overhead bin - which is not within reach when in seat. Yet paying same price as others in premium economy who have a lot more storage within arm’s reach. Seems very unfair.

8.0 ExcellentAnonymous, Apr 2026
SYD - LAX
Read more Qantas Airways reviews

We had bulkhead seats in a A380 in the upper deck in seats 31 D and E. Storage was very limited other than in overhead bin - which is not within reach when in seat. Yet paying same price as others in premium economy who have a lot more storage within arm’s reach. Seems very unfair.

On the Qantas flight, I could barely hear some of the announcements. It was better when I could read them on the screen.

Good check in and helpful staff. Delayed for 1 hour. Took about 45 Mins to get baggage’s at DFW . Food was average ( Hindu meal ) . Overall it was good experience

Our boarding and flight was very good. However when we landed and pulled in to the gate it took 55 minutes for the jet bridge to be positioned next to the aircraft. That caused us to miss our ground transportation and it caused us unnecessary last minute transit planning and expense. Our flight was AA1733 on March 17, 2026

We booked with Qantas instead of Delta and we instead flew on American Airlines. American is not our favorite to go on. No leg room and the width of seats are a joke. Your are packed like sardines on American flights.

When I originally booked this flight, I was expecting to travel on Qantas. When the itinerary changed and the long-haul segment was operated by American Airlines, we were disappointed but remained open-minded. Unfortunately, the overall service experience fell far short of expectations. This was a long-haul international flight. Getting up periodically to use the restroom or stretch is inevitable, especially on flights of this duration. However, each time we stood up, we felt as though we were inconveniencing the crew. The tone and body language often suggested that we were in the way or disrupting something simply by moving about the cabin. As a result, I avoided getting up as often as I needed to and was physically very sore upon arrival. Meal service was similarly impersonal. The options were presented in single words “beef or veggie,” “pasta or beef” without any description of what was actually being served. There was little engagement or courtesy beyond that. Even simple expressions of gratitude were often not acknowledged. I am accustomed to no-frills travel and do not expect luxury. What was disappointing was not the absence of extras, but the absence of basic warmth and professionalism. On a long-haul international flight, small moments of courtesy and humanity make a significant difference. In this case, the experience felt transactional and dismissive rather than welcoming. I hope this feedback is taken constructively, as there is a meaningful difference between efficient service and indifferent service.

Flight arrived late with no one to help over 30 people rebook. I slept at the airport.

Business seats not as comfortable or private as most competitors (e.g. Qantas was outstanding), and movie selection was much more limited than Qantas or United has been recently

Hard to move and get out of my seat when the passenger in front is in recline position.

It was a good flight and no complaints. It just wasn't anything that was better than any other flight.

The crew was generally professional. Though one of the crew members seemed to be easily annoyed, the others were fine and helpful. The green olives and almonds snack was really good. A great idea, and nice balance of tastes.

Every staff member was professional, friendly and courteous. The pizza twist was ok. It was warm but too much dough.

I had a terrible experience. My flight got delayed from Atlanta to Chicago on Monday April 6, 2026, and that led to me missing my next flight to Brussels. United Airlines didn’t provide me with any accommodation for shelter. I had to sleep at the airport in Chicago. The next flight I was put on didn’t leave until the evening hours of Tuesday 4/7/2026.

Food and drink service was very low quality. The flight attendants in business class must have been short some staff. Service was sluggish and not much English was spoken

The flight was officially delayed 3 times, and was actually later than that. Combined, it was a 3 hour delay, but there was no recognition (miles, voucher, etc). The crew seemed stressed. The captain sounded nervous in his announcements. The flight itself was smooth and uneventful.

Just a bad day to fly. Flight was delayed from scheduled 6:50 pm departure to 8:50 pm. Combination of factors mostly related to weather at the destination airport (which is where the incoming flight originated) which delayed the inbound flight over an hour. Once on board, we taxied but had to hold again on the taxiway for 10 minutes or so. We did not get wheels up until after 9 pm. The flight was smooth but about 18 minutes from our destination, we had to hold for several minutes more due to weather at ORD. We finally landed at ORD about 11:08 pm (accounting for the time difference, that was about a 3 hour delay from our scheduled departure time). It felt like we were never going to get to our destination. But the flight crew and attendants were very good. The movie selection onboard was also very nice. Got to watch half of a movie just during our taxi from the gate at ATL due to the delay!

3 hour delay…. Nearly 2 hours sitting on tarmac. Do better, United. Or at least have the sense to not say “we hope you enjoyed your flight with us” upon disembarking.

Flights were on time. Free Wifi on plane. Everything was well organized.

Economy plus was so cramped I could not use my laptop. It was beyond bad.

Would've been great if Lufthansa union cockpit pilots didn't strike for 2 days and caused a chaos to my returning plans to USA, and then after rebooking a flight 2 days later tge plane departed 35 min later. So I did not have a good experience.

Everything you need to know for your flight from Sydney to O'Hare Intl

Information on your arrival and departure airports