SYD - ORD

$681 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 17/10. 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

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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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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

dom., 28 sep. - mié., 8 oct.
Air Canada Logo
09:20 - 15:00SYD-ORD
20h 40m1 stop
Air Canada Logo
15:45 - 08:20ORD-SYD
24h 35m1 stop
$1,481Air Canada
Find Deal
sáb., 4 oct. - sáb., 11 oct.
Air Canada Logo
09:20 - 15:00SYD-ORD
20h 40m1 stop
Air Canada Logo
15:45 - 08:20ORD-SYD
24h 35m1 stop
$1,505Air Canada
Find Deal
lun., 15 sep. - jue., 4 dic.
Air New Zealand Logo
08:45 - 23:15SYD-ORD
29h 30m2 stops
Air New Zealand Logo
14:35 - 08:45ORD-SYD
25h 10m2 stops
$1,548Air New Zealand
Find Deal
jue., 11 sep. - sáb., 27 sep.
 Logo
17:45 - 10:31SYD-ORD
31h 46m2 stops
 Logo
07:00 - 07:30ORD-SYD
33h 30m1 stop
$1,563
Find Deal
jue., 11 sep. - sáb., 27 sep.
 Logo
09:10 - 22:43SYD-ORD
28h 33m1 stop
 Logo
07:00 - 07:30ORD-SYD
33h 30m1 stop
$1,580
Find Deal
vie., 10 oct. - vie., 17 oct.
United Airlines Logo
10:30 - 17:05SYD-ORD
22h 35m2 stops
United Airlines Logo
16:40 - 07:55ORD-SYD
23h 15m2 stops
$1,609United Airlines
Find Deal
mar., 30 sep. - mié., 12 nov.
American Airlines Logo
09:10 - 18:08SYD-ORD
23h 58m2 stops
American Airlines Logo
13:49 - 09:00ORD-SYD
26h 11m1 stop
$1,669American Airlines
Find Deal
mar., 30 sep. - mié., 12 nov.
American Airlines Logo
09:10 - 15:51SYD-ORD
21h 41m1 stop
American Airlines Logo
15:00 - 09:00ORD-SYD
25h 00m1 stop
$1,683American Airlines
Find Deal
vie., 14 nov. - dom., 4 ene.
United Airlines Logo
12:10 - 16:58SYD-ORD
21h 48m2 stops
United Airlines Logo
07:05 - 09:15ORD-SYD
33h 10m1 stop
$1,752United Airlines
Find Deal
vie., 14 nov. - dom., 4 ene.
Air New Zealand Logo
13:55 - 22:57SYD-ORD
26h 02m2 stops
Air New Zealand Logo
13:04 - 08:45ORD-SYD
26h 41m2 stops
$1,810Air New Zealand
Find Deal
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.

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

The average price of all round-trip flights from Sydney to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Chicago O'Hare Airport on a Monday, as we generally find the cheapest rates on that day for this route. On the other hand, Sunday is the most expensive day to fly from Sydney to Chicago O'Hare Airport. For your return ticket, we recommend flying on a Friday and avoiding Thursdays for the best deals.

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 February, where tickets cost $1,101 (return) on average. On the other hand, the most expensive months are December and September, where the average cost of round-trip tickets is $2,590 and $1,777 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 4 weeks before departure, which saves you about 23% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 21 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$681
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly (65% more expensive 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 $444 for a one-way ticket and $966 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?

    Star Alliance, and oneworld 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 $1,798 and an overall rating of 8.4, ANA is the most popular choice. Air New Zealand is also a great choice for the route, with an average price of $1,621 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 505 reviews
7.4Entertainment
8.0Comfort
7.3Food
8.5Crew
8.2Boarding
Airline reviews

Not a comfortable trip, the seats are not good, and they look old.

4.0 OkayAnonymous, July 2025AKL - SFO
Read more Air New Zealand reviews

Not a comfortable trip, the seats are not good, and they look old.

Lost my luggage and brought someone else luggage to my airport.

Not entirely positive. It’s frustrating that everything is done through the united app. One of our flight attendants on our trip from San Francisco to MSP continually had trouble hearing people so she flipped her hair into people’s faces

I flew United from San Francisco to Auckland. My connecting flight from Auckland to Christchurch was canceled with no explanation. I was finally told the cancellation was due to fog. Even though it was clear when we landed. I am from San Francisco, I know what fog is! And I didn't see any fog. I was told the next available flight was 7 hours later. Unacceptable, they should have had a flight ready to go as soon as it was deemed safe to take off.

Two hours was not enough time to transition from the international to domestic terminal. You have to go through customs, a biological hazard check, gather your luggage, take a bus to the domestic terminal and recheck your luggage. The bus was slow and crowded and the lines to recheck your bags were very long. We missed our connecting flight. Initially, the Air New Zealand officials were not helpful at all in helping to get us on another flight. Told us we would have to buy another ticket for a flight 11 hours later. Found another agent that was more helpful. He helped arrange to get us on standby for another flight three hours later. Had to ride in jump seats next to the flight attendants, but at least we eventually got to out destination.

Full flight. Flight attendants were harried. Otherwise, fine for the typical cramped seating conditions in coach.

The 10hr flight was a comfortable as it could be in row 57. The food was just very bad….bland and soggy!

The business class upgrade meant a good sleep on the way home after a long week away. Excellent service, great food, and comfortable seat/bed for the journey.

Again, Air New Zealand was great. They kept bathrooms clean, food was actually very good, New Zealand wines a big hit

The issue was with getting our boarding pases. There were issues with our arrangements that were made through Kayak. I am sorry to say that we will not use you again because of this. The flight itself was good and the flight attendants excellent.

My flight from Dallas to Sydney was cancelled. My entire trip was rerouted to include the following: Hartford to Washington DC Washington DC to JFK JFK to Auckland Auckland to Christchurch I paid for an aisle seat on the flight to Auckland and was asked if I would take a window seat to accommodate a family. The agent at the podium failed to mention that the family had a 3 month old baby and that a bassinet would be used during the 16 hour flight. The only way I could get out of my seat was to crawl under the bassinet of the sleeping baby. I think it is wrong that I was no given the choice to sit in another seat, that the agent knew what she was doing and chose to not properly disclose my seating arrangement. Terrible treatment.

they ran out of fruit for breakfast and so I just had a yogurt instead. other than that the flight was good

by the time they got to our row, they were out of some of the food options. games and movies were great but maybe more game options like tetris or pac man would be great

A few more inches of legroom is all i ask

Great as usual, some delays but well communicated and made up for in the air

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.

Business class points redemption - good value for points paid, dubious value if out of your own pocket, domestic class business product okay for this length of flight. The flight left and arrived on time, crew were good, aircraft was a bit old and tired, but still miles ahead of their competitors in Virgin and Jetstar.

Airline running better than post Covid, proper boarding process now implemented, some aircraft feeling a bit old and tired, crew fine, online experience better.

We were upgraded and after just a short delay in attending to a safety check we were on our way. Would definately fly Qantas International on their Dreamliner again.

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.

My flight was delayed about 1 1/2 hours in Chicago, but other then that it was a good flight.

Flight attendant in first class gave poor service (like he didn't want to be there) and food was awful. We sat waiting for gate upon arrival over 45 mins.

Inoperable monitor left no entert for 9 hours. Crew was not helpful Food was awful.

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

Overall it was good. I missed my connection but I was put on another flight.

Overall a very poor experience - booked premium economy tickets but due to last minute flight delays , all my itinery went for a toss and had to fly economy class with no access to lounge or any compensation by united airlines to make up for the flight delays . i had expected better experience than that from united.

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

All flight attendants could benefit by taking an international flight on Qantas Airline. Qantas attendants are much more hospitable in every way. Much superior than and attendants on any US airline.

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

Any flight to ORD after about 2pm this summer has been challenging. Flight was delayed getting in (coming from ORD) and that led to it not leaving before a ground stop due to lightening before they could fuel the plane, and so forth. They made up some time but we were still late in arriving at ORD, and that led to missed connections.

Food was ok, but not as good as I have had before on AA.

Pretty good. The food was just mediocre, the boarding and crew were good.

Worst flight ever. I was suppose to have a 3 1/2 hour layover in Chicago but got to the gate 4 minutes before boarding.

My flight got switched and my prepaid bag didnt transfer over properly so I paid to check ANOTHER BAG. I was placed in a middle seat and it was just miserable. At least it was a bulkhead row so I had legroom. The flight just never seem3d to end

They should have MSNBC available on board. A 4- hour flight should provide more than a cookie.

Was not able to watch most shows on the entertainment site. They would not load

On Wednesday, July 30 we were in mid flight from Manchester to Charlotte and we turned around because the right engine was malfunctioning. That was the last flight out of Manchester that night. I was rebooked for Thursday, which became a weather event Friday. There were no seats left on the flight from Manchester to Charlotte. Consequently I didn’t leave Manchester until Saturday morning and we flew to Chicago so to say the least my scheduled flight and return to Iowa was three days off and it messed with my business schedule. Consequently cash flow. I would like some sort of acknowledgment of this event.

Dreadful experience. Our flight was delayed more than 8 hours due to a maintenance issue and the assistance from rebooking was poor. I was travelling with a bad knee and needed assistance waited in one place more than 3 hours before someone came with a wheelchair. The woman next to me was a 91 year old great grandmother who had waited more than 4 hours. There were moments of support from the staff but it appeared as they were going against the direction of management. It was apathy, lack of ownership and dismissive responses with small moments of kindness and understanding typically from grey haired, female, veteran staff..

Couldn’t get the door on the plane to close leading to a nearly 2 hour delay. But, hey at least they didn’t cancel the flight.

After a long flight from Tokyo, our connecting flight home was canceled due to “maintenance” while we were on our layover in Toronto. Very frustrating to close out our honeymoon, although I’m sure others had it even worse during last week’s strike. Air Canada staff at Pearson Airport are the one thing that kept me remotely at peace during this — they were very helpful and deserve a lot of props. But I would not fly Air Canada again.

I had wonderful wheelchair assistance through the Montreal airport onto the flight. Air Canada was excellent in this both at the Fredericton airport and the Montreal one where an attendant helped us through customs as well as transport and baggage security.

Horrible flight cancelled had to buy another very expensive ticket

Flight was cancelled last minute due to Air Canada strike leaving us stranded and having to stressfully find a way home that cost hundreds of dollars in excess cost added to the trip. Having just experienced our mother's funeral service, this was not a good way to end our trip.

Air Canada marooned me in Canada with no way back home during my summer vacation. I had to buy a last minute flight ticket for over $500 to make it back home. I have their credit card and have flown them for years. Never again.

Flight was cancelled last minute. Had to scramble and purchase a $2000 flight through a separate airlines. Stuck in Toronto two extra days. Missed my first two days on a new job. Had to rent a car for an additional two days. Scrambled to fins a place to live those extra two days. Spent a ton of extra money and lost a lot of money, as well as made a poor impression at work. Difficult difficult difficult

Terrible, return flight was cancelled a night before the flight was scheduled to depart and I was notified by an email and an automated message on their phone line. I’ll never book Air Canada again

Could not understand what the attendant was saying during his announcements.

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.

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