SYD - ORD

$704 Find Cheap Flights from Sydney to Chicago O'Hare Airport – 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 O'Hare Intl departing on 4/9. 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
$1,683
Typical prices: $1,325-$1,894
Qantas Airways
Fri 28/8Sat 12/9
SYD - ORD • 2 stops
Cheapest one-way flight
$704
Typical prices: $895-$1,484
Multiple Airlines
Fri 4/9
SYD - ORD • 2 stops
Top airlines
Cheapest • from $1,371 (return)
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
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Direct flights
Not available
There are currently no direct flights between Sydney and O'Hare Intl. You’ll need at least 1 connection.
Insights
Insights
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Insights
Top stopover airports
Cheapest • Avg $1,530 (return)
Shortest trip • 19h 40m (one-way)
Insights
Insights
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Insights
When to book
in advance
Our data shows that travellers who book at least 2 weeks in advance save around 30% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 33% price drop
Most popular
Good to know
Good to know
+1
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Good to know
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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 return 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 return flight deals from Sydney to O'Hare Intl

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 Los Angeles
Qantas Airways Logo
17:50 - 15:45ORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
30h 55m2 stops Los Angeles Los Angeles Melbourne
$1,683Qantas Airways
Tue, 10 Nov - Tue, 24 Nov
Cathay Pacific Logo
15:15 - 12:55SYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
38h 40m1 stop Hong Kong Intl
Cathay Pacific Logo
14:35 - 09:35ORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
26h 00m1 stop Hong Kong Intl
$1,693Cathay Pacific
Tue, 10 Nov - Wed, 25 Nov
Cathay Pacific Logo
22:20 - 12:55SYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
31h 35m1 stop Hong Kong Intl
Cathay Pacific Logo
14:35 - 09:35ORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
26h 00m1 stop Hong Kong Intl
$1,693Cathay Pacific
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 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
$1,742Air New Zealand
Tue, 8 Sep - Tue, 22 Sep
Air New Zealand Logo
09:55 - 00:59SYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
30h 04m2 stops Auckland Intl San Francisco
Air New Zealand Logo
14:35 - 08:45ORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
27h 10m2 stops San Francisco Auckland Intl
$1,744Air New Zealand
Fri, 28 Aug - Tue, 1 Sep
American Airlines Logo
09:10 - 05:00SYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
34h 50m1 stop Los Angeles Los Angeles
American Airlines Logo
17:05 - 06:25ORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
22h 20m1 stop San Francisco
$2,262American Airlines
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 Los Angeles
American Airlines Logo
15:20 - 06:25ORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
24h 05m1 stop San Francisco
$2,269American 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
$2,320Air 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
$2,331Air Canada
Thu, 27 Aug - Fri, 11 Sep
Qantas Airways Logo
09:10 - 14:54SYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
20h 44m1 stop Los Angeles Los Angeles
Qantas Airways Logo
13:29 - 06:25ORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
25h 56m1 stop San Francisco
$2,334Qantas Airways
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 return flight from Sydney to Chicago O'Hare Intl Airport?

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 O'Hare Intl Airport departing in September.

Flight prices are below average for this route right now.

Flights to Chicago O'Hare Intl Airport from Sydney usually cost between $1,412 and $2,310 in September.
The lowest price found in the past 5 days was $1,371 on Air Canada (8 Sept–22 Sept).

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 $1,307 (return) on average. On the other hand, the most expensive months are January and July, where the average cost of round-trip tickets is $4,174 and $1,982 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 30% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 24 weeks before departure.

Good to know

Low season

January

Cheapest flight

$704
Best time to beat the crowds but there is an average 114% increase in price.
Most popular time to fly and prices are also 10% 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 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 Sydney to Chicago O'Hare Airport flights

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

    In the last 5 days, the lowest price for a flight from Sydney to Chicago O'Hare Intl Airport was $704 for a one-way ticket and $1,371 for a return.

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

    On your way to Chicago O'Hare Airport, you’ll fly out from Sydney Kingsford Smith. You’ll be landing at 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, Air New Zealand or Qantas Airways?

    The two airlines most popular with KAYAK users for flights from Sydney to Chicago are Air New Zealand and Qantas Airways. With an average price for the route of $1,519 and an overall rating of 8.0, Air New Zealand is the most popular choice. Qantas Airways is also a great choice for the route, with an average price of $1,733 and an overall rating of 7.5.

  • 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 travellers 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 return ticket. You could then fly to Chicago O'Hare Airport 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 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 5 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.
8.0
Air New ZealandOverall score based on 659 reviews
7.4Entertainment
8.2Boarding
8.5Crew
7.9Comfort
7.4Food
Airline reviews

We got to experience Premium Economy from Sydney to Auckland and it was a great experience wiht Air New Zealand. The crew was friendly and helpful.

10.0 ExcellentManish, May 2026
Read more Air New Zealand reviews

We got to experience Premium Economy from Sydney to Auckland and it was a great experience wiht Air New Zealand. The crew was friendly and helpful.

Time to upgrade those planes so you can provide first class.

The flight was smooth and on time. Entertainment options were lacking and there was no food, other than some very boring snacks.

A better selection of entertainment would have been nice. I found nothing that appealed to me as a middle-aged traveler. The flight attendants were gracious, helpful, and attentive. It also would have been nice to have more bathrooms as the flight was full and the plane was big.

This flight was the second leg of a trip that began in Auckland, New Zealand. I was unable to find a way to select seats in advance. The boarding passes we were given in Auckland did not have seat assignments for the second flight. There was no way to check on it until personnel showed up at the gate in Los Angeles, immediately before boarding time. The flight was overbooked by one, and since I was traveling with my sister, we needed two seats. We waited in considerable anxiety for everyone else to board and when one person did not show up, we had to take whatever was left. At least we finally got on the flight although we were the very last to board. We were not able to sit together, of course.

I was not even on that flight and did not even book a ticket. Kayak did a phenomenal job

Economy was much nicer on the Air New Zealand planes.

Couldn’t request a vegan meal somehow but I noticed other people getting them

They announced food service but then never came around. We also couldn’t land so kept trying to get to runway and then had to come up and go around happened like 3 times and cause the child next to me to start throwing up

Carring crew, nice ambiance of the cabin, comfortable beds, good food well served. We liked everything.

Great food and good entertainment options for the long flight.

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.

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

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.

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

Basic airline, aircraft and service. AA gets you from point A to B. My flight was delayed by 2 hours too.

Poor! This flight was delayed 14 hours. There was no assistance in helping customers find other routes to their destination, nor any other kind of support. It was a chaotic experience. I'm not likely to fly with AA going forward.

I tried to check in online but was unable to do so. I stood in line for nearly two hours to check in. American Airlines was understaffed. When I finally got to the kiosk to check in, I was still unable to check in. No AA staff was available to help. Finally one of the airport security agents who was helping passengers became of lack of AA Staff told me: “I think the reason you can’t check in is that you are starting your name with an upper case letter when you write it. Just write it with all lower case letters.” That did allow me to check in. HOW COULD ANYONE POSSIBLY KNOW THAT IF THEY USE AN INITIAL UPPER CASE LETTER TO SPELL THEIR OWN NAME, AA WOULD NOT ALLOW THEM TO CHECK IN?????? Then I had to wait in line over half an hour again to drop off my baggage. Although I arrived at the airport 3 hours early, by the time I got to the gate, they had already started boarding.

Friendly staff, surprisingly good premium economy seats allowing good sleep/ snooze opportunity and very good menu.

The service was excellent. The quarters were a little cramped in Economy, and we had to exist there for 18 hours.

Like the fact that the boarding was expedited. But the delay and chaos around the onboarding was not appreciated.

Seats are complete BS for 10 hrs. The guy at counter canceled our return flight from europe. Lufthansa on the way back made United look like a trailer park gathering. If given the opportunity, I will never fly united again. Lufthansa seats werent much better to be fair but the service was a 10 out of 10. Incant express how difficult umited made my trip.

It was a great experience to fly with ANA, the sit is very comfortable.

The flight crew were very helpful. The seats were very close together. There was barely room to sit without touching the person next to you.

I’m an EP on AA every year for more than a decade but this was a very pleasant and surprising experience. Clean and sizable plane for HOU to CHI. 5 row first class. And excellent food in first class the steak option was really good. Your flight attendants even better. Seat 5A

Gluten free snack options and meals that offer both gluten free and dairy free.

Not a bad flight but a long delay boarding and taking off due to the pilot not arriving on time.

I would have preferred a flight voucher and to hop on a different flight. Delayed over 6 hours.

I almost missed my connection in Chicago due to having to wait on a gate to be open I am assuming. Having to run from E terminal to C terminal and I barely made it there before they closed the door. This may not be the actual airline's fault it's crazy how there is so little time between flight especially when they are placed so far apart in the airport.

The Wi-Fi did not work, so you weren't able to watch entertainment on your own device. They did not have wired headphones so you couldn't watch it on the in-seat entertainment screen either. There was plenty of time to do a drink and snag service but the flight attendants chose not to.

The flight was delayed in 30 minute increments for a total of 4 hours and 30 minute delay. All other flights to Chicago left on time except for this one flight. If there is an issue with the inbound flight, just let customers know so they can find another flight right away, Once we got on the plane there was another 30 minute delay taking off at 10:30 at night which is very unusual that a flight wouldn't be ready to take off

My seat had a worn out cushion, which made it a bit uncomfortable. Other than that, the flight was excellent.

Take this flight regularly. Every single week same thing. Departure delayed. Make up some time in the air. Land at ORD and then wait for gate in "L" concourse Terminal 3 for 30-40 min-which yields a very delayed final arrival. Plus I get to taxi around and see every runway and drive over the bridge (IFKYK) over the expressway 2-4 times in most cases. Change the sched of incoming plane/work with FAA to improve traffic flow at ORD/change the timing of these flights. Whatever it takes. But do better.

- flight was delayed several hours due to weather (understandable) - flight delayed further and we were told by attendants "we are not sure where the pilots are but they are on their way" as we have to find different pilots for the flight - announcements over the PA were somewhat unprofessional by the attendants, seems they need more training and were not reading off the script. They showed their young age and immaturity in their communications with the passengers. They were not clear and lacked professional communication language. - going from a hub to hub we were also parked at the tarmac at ohare for an additional hour and kept being told "few more minutes". Please just let the passengers know the real wait time instead of hiding the truth. We understand there is traffic and weather delays, but we just want transparency. There are several logistics of our lives that revolve around what the attendants and pilots are sharing with us but they are not being transparant.

Boarding and Delays The boarding process for my American Airlines flight from Copenhagen to Philadelphia was a bit tricky. We experienced a gate change that required a long walk to a new area of the airport. Additionally, boarding was not via a jet bridge; we had to take a shuttle bus to the plane and then carry our luggage up the stairs ourselves. Furthermore, the bag drop didn't open until about 12:20 PM, which was only three hours before our scheduled departure. This meant I couldn't drop my bag off early and had to wait outside of security in order to drop off my bag and use the kiosk. The bag drop self-service kiosks also didn't open until about 12:00 PM when an American Airlines employee unlocked them so that we could print out our boarding passes and bag tags, which further created a backlog. The flight was delayed by over an hour because we had to wait for one of the tires on the plane to be changed. Flight Attendant Professionalism On a positive note, the flight attendant was very professional when handling a passenger who was sitting in the wrong seat. Even though the passenger was persistent and reluctant to move, the flight attendant calmly ensured the assigned passenger could take their seat. Kudos to the flight attendant for keeping his calm and composure, not allowing the issue to escalate, and handling it well under pressure while a line of passengers waited in the aisle to board. In-Flight Service The in-flight service was also fast, prompt, and efficient, although service had to be suspended for the last two hours of the flight due to weather and turbulence, which was outside of the crew's control. Limited Flight Options Please note that American Airlines only operates one flight per day in and out of Copenhagen. This means there are limited options available if your flight is delayed or canceled, which is something to take into consideration when booking.

This may have been the hottest cabin temperatures I have experienced on any flight prior to take off lasting for approximately 30 minutes. I am not typically one to complain but I was genuinely worried about the health of several passengers on the flight due to the extreme temperatures including a small toddler.

I will never but. through kayak again. and American Airlines. I will never fly again on. They're both thieves.

Nothing, I wont be flying American Airlines again and will not be recommending anyone to fly American Airlines. It was the worst experience flying I've ever had.

My luggage was not sent with us. Not sure if this is Envoy Air responsibility but that was a very BAD experience

The planes can use an actual cleaning. The armrest and seats do not appear to be cleaned on this one and most other planes.

After 3 hours of delays, they ended up cancelling my flight. And although I could purchase one-way tickets to get to my destination, they would not offer me these flights as compensation for the cancelled flight, and I didn't end up making it home until 13 hours after I was originally supposed to arrive. It made for an extremely strenuous end to an otherwise good trip.

It's kindof ridiculous that your system is even asking me about this since my flight was canceled and I wasn't rescheduled.

Bad service as well. Another 3hr delayed flight from chicago to Charlotte.

Very bad service the way back we was on the way for r two days very bad condition and waiting for luggage till now

United had no (zero) record of our flight. It took over an hour of us standing in line with surly employee while others waited to get resolved. I have never experienced such poor service and poor empathy.

Or the greatest and it ended up picking us up from Chicago to Toronto not sure who was tesponsible for the 4 hr delay. United should have been properly prepared for a scheduled flight from Austin to Chicago and they were not.

My flight was overbooked and they would not let me board. I had to book another flight and pay the full amount of that flight. I did not get any help at all from Air Canada or United Airlines.

Everything was made rather simple, so I appreciate that. All the people I dealt with from entering the airport in Jacksonville to my lonnnnnnng walk to my next gate in Chicago were excellent and very helpful.

Terrible. 3 missed flights and 24 hours delayed with lost bag and promised $100 compensation from United and absolutely nothing from them…

flight was delayed 6 hours for weather, then cancelled because of the crash in toronto, but none of the links to cancel or rebook my flights are working

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

Information on your arrival and departure airports