SYD - ORD

$889 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 30/9. 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

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.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Sydney to Chicago.
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Everything you should know

Cheapest return fare
$1,415
Typical prices: $1,648-$1,384
American Airlines
Thu 29/10Sun 1/11
SYD - ORD • 1 stop
Cheapest one-way flight
$889
Typical prices: $1,241-$1,462
American Airlines
Wed 30/9
SYD - ORD • 1 stop
Top airlines
Cheapest • from $1,415 (return)
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
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Airline reviews
Airline reviews
+1
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
Insights
Insights
Top stopover airports
Cheapest • Avg $1,508 (return)
Shortest trip • 20h 15m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travellers who book at least 2 weeks in advance save around 18% 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 hundreds 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 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

Thu, 29 Oct - Sun, 1 Nov
American Airlines Logo
11:15 - 06:01
SYD
-
ORD
34h 46m
1 stop
American Airlines Logo
08:35 - 06:10
ORD
-
SYD
28h 35m
1 stop
$1,415American Airlines
Thu, 29 Oct - Sun, 1 Nov
American Airlines Logo
11:15 - 06:01
SYD
-
ORD
34h 46m
1 stop
American Airlines Logo
08:35 - 06:10
ORD
-
SYD
28h 35m
1 stop
$1,416American Airlines
Thu, 29 Oct - Sun, 1 Nov
American Airlines Logo
11:15 - 06:01
SYD
-
ORD
34h 46m
1 stop
American Airlines Logo
10:15 - 06:10
ORD
-
SYD
26h 55m
1 stop
$1,422American Airlines
Thu, 1 Oct - Fri, 9 Oct
American Airlines Logo
09:10 - 05:59
SYD
-
ORD
35h 49m
1 stop
American Airlines Logo
16:45 - 06:25
ORD
-
SYD
21h 40m
1 stop
$1,500American Airlines
Thu, 1 Oct - Fri, 9 Oct
American Airlines Logo
09:10 - 14:20
SYD
-
ORD
20h 10m
1 stop
American Airlines Logo
16:45 - 06:25
ORD
-
SYD
21h 40m
1 stop
$1,501American Airlines
Thu, 1 Oct - Fri, 9 Oct
American Airlines Logo
09:10 - 20:00
SYD
-
ORD
25h 50m
1 stop
American Airlines Logo
06:45 - 06:25
ORD
-
SYD
31h 40m
1 stop
$1,507American Airlines
Tue, 22 Sep - Sat, 10 Oct
Qantas Airways Logo
09:10 - 14:20
SYD
-
ORD
20h 10m
1 stop
Qantas Airways Logo
20:25 - 07:30
ORD
-
SYD
43h 05m
1 stop
$1,543Qantas Airways
Thu, 23 Jul - Mon, 27 Jul
Multiple Airlines Logo
17:50 - 06:17
SYD
-
ORD
27h 27m
1 stop
Multiple Airlines Logo
21:13 - 07:30
ORD
-
SYD
43h 17m
1 stop
$1,960Multiple Airlines
Thu, 1 Oct - Fri, 9 Oct
Delta Logo
09:15 - 20:55
SYD
-
ORD
26h 40m
2 stops
Delta Logo
18:30 - 07:50
ORD
-
SYD
21h 20m
1 stop
$1,963Delta
Fri, 17 Jul - Wed, 30 Sep
American Airlines Logo
09:10 - 18:16
SYD
-
ORD
24h 06m
2 stops
American Airlines Logo
18:50 - 06:55
ORD
-
SYD
21h 05m
1 stop
$1,967American 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 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 October.

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 $1,306 (return) on average. On the other hand, the most expensive months are January and April, where the average cost of round-trip tickets is $4,114 and $1,929 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 18% 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$889
Best time to beat the crowds but there is an average 123% increase in price.
Most popular time to fly and prices are also 18% 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 3 days, the lowest price for a flight from Sydney to Chicago O'Hare Intl Airport was $889 for a one-way ticket and $1,415 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, 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 $1,725 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 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 648 reviews
8.2Boarding
8.0Comfort
8.5Crew
7.4Entertainment
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
SYD - AKL
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.

Great first time experience with ANZ. Such a great customer service. The crew was very friendly and welcoming

Great airline service by the staff. I highly recommend it

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.

The Air New Zealand product is terrible, it's as expensive as a Jetstar ticket with add ons but with surely staff and old aircraft.

Wonderful trip. Everyone from checking in to the gate to the flight itself was amazing - kind, helpful, and has a beautiful smile.

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.

The Premium Economy seats were very comfortable and the food was quite tasty. I did not use the entertainment system, but I was able to charge my phone and tablet with the seatback connection.

We had a cancellation due to weather, but the American Airlines staff was very helpful. Once we got on a plane, the trip was great.

Great food and good entertainment options for the long flight.

It seems that qantas are trying hard to regain their status as Australia's premier airline. I only flew economy but happy with the service entertainment, food, configuration everything.

Loved the food and beverages available, spacious economy class, excellent entertainment

Very good overall. Highly recommend for all flying to Australia

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.

This flight is a quick way to get to Chicago, but a bit expensive.

The clerk at check in for my bags was very rude. My credit card was hacked during my vacation and she told me it was not possible to pay in cash for my bag. “You bought the cheapest ticket, you should have bought a ticket that included a bag. If you cannot pay with a credit card, we will not let you on this flight”. She spoke to her supervisor and then told me , I could ask other passengers, if they would use their credit card to check my bag. I had to beg 5 different people, till one agreed to use their credit card. I payed them cash of course. This was a very stressful and humiliating experience for me. I strongly suggest you build in some kind of provision for travelers who got robbed.

O’hsre taxi and deboarding took 40 minutes. Needed 20 minutes extra time between connecting flights to avoid running through terminal.

Flight crew was super friendly and helpful. Food was frequent and honestly pretty good. Plenty of on-board entertainment. Economy seats are super cramped for such a long flight, but the crew allowed people to get up and stretch, and kids could wander with their parents, so we all made it work. Overall a very good experience.

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Starlink is great Crew was polite Business class didn’t get a welcome drink just water and snacks were ok

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

very average service no complimentary alcoholics drinks unlike other airlines such as Porter airlines No decent seats available during check-in time the day before

boarded early to only find out that flight would sit at gate for 45 min to an hour. Landed in chicago and sat on runway for over an hour before got to gate. Total delay was extensive for a 45 min flight door to door.

The flight was significantly delayed. The inbound flight from EWR was delayed departing because of mechanical problems. My original departure from CLT was 5:28 pm but due to the delay of the inbound flight, after arrival, deplaning, cleaning, boarding, we did not push back from the gate until 9:00 pm. Once in the air, the flight was smooth and what was originally supposed to be an arrival in ORD at 7:30 pm local time turned out to be 9:35 pm.

Awful, tons of delays, I got into Chicago multiple hours late meaning I hit the very traffic I tried so desperately to avoid. Just empty apologies from American Airlines text alerts. Trash behavior from a trash airline.

They lost my baggage and I am still struggling to the information and update

The homeless eat better than what was served on that plane. Pretzels and ice cream? My last trip to Europe. Everything is small, but the bill.

Awful customer service, horrible experience. We travel a lot domestic & international- worst flights to/from ever. Brief bkgd as Inhate to relive this experience: booked and chose 2 seats 4 months prior in Premium Economy - last row end seats close to bathroom, no one behind us, plenty of legroom;, underwear storage — flown this was on other airlines, love it. We receive notice 4 days before scheduled overseas flight - plane has changed, new seats assigned. Seats are split into single seats, opposites of the plane, FRONT Row so no reachable storage. Called BOTH British Air & America. American “switched planes and the seats you want are taken;” British Air “Yes, we’ll be glad to accommodate you (type type type). Just ask at the Gate and someone will give you new boarding passes with seats together in middle, OK?” — OK. —At Gate the attendant looks us up saying “No, it is an overbooked flight and yours are the only seats available.” But but but wait, “We were TOLD our seats had been switched and seated together?” Gate attendant “Well they were wrong and don’t change your seats. Your original seats are where you’ll sit.”. Right. No help WHATSOEVER. We sit opposite on way there, wife VERY disgruntled, a Tol 5 worst ways to start a 3-week bus tour of UK. We promise to NEVER FLY AMERICAN OR BROTISH AIR EVER, and we have 3 more extensive trips planned..

Requested early boarding to disinfect seat, tray table, etc. before general boarding. Instructed to board after wheelchair passengers. Waited on jet bridge behind 12 wheelchair passengers. Stopped immediately after entering plane to wait for gate agent in rear of plane cleaning a seat that was wet, got to my row and found both seats adjacent to mine already occupied, with the lack of room making it impossible for me to clean my own space and defeating the purpose of my boarding early. Cleaned the armrests and tray table as best I could.

The wifi experience is awful. I had to try again and again, taking over 30 minutes, to connect to the wifi. I had to watch the same two ads over and over until I was finally successful. Once connected, it was anything but "high speed" and disconnected at least three times during the flight.

It was good, the staff was great, and the food, was as usual, tea and biscuit. Bathroom was clean, and the plane was clean as well.

Very good I can’t complain one bit. Thank you American Airlines for making my flight enjoyable and safe!

The staff and service on American Airlines were truly outstanding. I had requested wheelchair assistance for my mother due to her knee issues, and the team went above and beyond every step of the way—from boarding in Boston to our arrival in Chicago. Their care, professionalism, and attentiveness made the entire experience smooth and stress-free. I’m very grateful for the support they provided.

The new planes (American Eagle) are beautiful and especially comfortable. The flight attendants are consistently professional and courteous. And, while it may seem inconsequential, the new liquid tube of coffee creamer—in contrast to the powdered coffee creamer—makes all the difference in a cup of coffee.

The flight was smooth, the plane was spacious and clean, the staff was kind and the food was decent.

Pretzels were a bit dry and dusty, however it is nice to have a choice between sweet and savory snacks.

Flight crew was great, and even the crew for checking bags! I had a question for a friend of mine flying tomorrow and the man I talked to was awesome and answered my questions and looked up things for me when he didn’t have to! I was able to give her current & accurate info for her flight and she was so appreciative too!!

Never flown with Air Canada before, but it's now a top choice! Loved it!

Horrible crew, horrible seats configuration, ridiculous space in the toilets, Air Canada is no longer a option.

Crew at gate and onboard were just very OK, not very friendly and honestly seemed bothered to be there. I will give a shout out to still selling headphones for those who forgot.

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.

The flight attendants were not very nice. No smiles On my return trip I was charged for one bag $83.30 although I had purchased the flight including one piece of luggage. Can this be refunded to me? Thank you!

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

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

Information on your arrival and departure airports