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SYD - CHI

Find cheap flights from Sydney to Chicago from $911

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 Chicago departing on 18/6. 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
Mon 3/6
Mon 10/6

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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.
In the last 7 days, travellers have searched 43,369,418 times on KAYAK, and here's why:

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Cheap flight deals from Sydney to Chicago (SYD-CHI)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Sydney to Chicago 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 and deals for you by selecting your travel dates.
Choose your dates
09:15 - 15:55SYD-ORD
21h 40m1 stop
11:55 - 07:05ORD-SYD
28h 10m1 stop
$1,616American Airlines
Find Deal
Tue, 11 Jun - Wed, 26 Jun
09:15 - 17:46SYD-ORD
23h 31m2 stops
17:34 - 07:05ORD-SYD
22h 31m2 stops
$1,622American Airlines
Find Deal
Tue, 11 Jun - Wed, 26 Jun
11:50 - 05:22SYD-ORD
32h 32m2 stops
17:45 - 09:25ORD-SYD
24h 40m1 stop
$1,765ANA
Find Deal
Sat, 15 Jun - Sun, 14 Jul
11:50 - 05:22SYD-ORD
32h 32m2 stops
17:45 - 19:15ORD-SYD
34h 30m1 stop
$1,828ANA
Find Deal
Sat, 15 Jun - Mon, 24 Jun
10:05 - 14:25SYD-ORD
43h 20m1 stop
16:05 - 06:15ORD-SYD
47h 10m1 stop
$2,106Cathay Pacific
Find Deal
Thu, 30 May - Sun, 15 Sep
09:20 - 18:27SYD-ORD
24h 07m2 stops
08:45 - 07:20ORD-SYD
31h 35m3 stops
$2,129Air Canada
Find Deal
Sat, 20 Jul - Sat, 3 Aug
09:20 - 20:16SYD-ORD
25h 56m2 stops
08:45 - 07:20ORD-SYD
31h 35m3 stops
$2,179Air Canada
Find Deal
Thu, 6 Jun - Fri, 21 Jun
10:05 - 14:25SYD-ORD
43h 20m1 stop
16:05 - 17:55ORD-SYD
34h 50m2 stops
$2,215Cathay Pacific
Find Deal
Thu, 30 May - Sun, 15 Sep
09:25 - 17:58SYD-MDW
23h 33m2 stops
12:42 - 06:35MDW-SYD
26h 53m2 stops
$2,518Delta
Find Deal
Thu, 23 May - Fri, 31 May
09:25 - 21:44SYD-MDW
27h 19m2 stops
09:35 - 07:35MDW-SYD
30h 00m2 stops
$2,676Delta
Find Deal
Mon, 30 Sep - Mon, 7 Oct

Flights from Sydney to Chicago - Travel Insights & Trends

Get data-powered insights and trends into flights from Sydney to Chicago 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?

The average price of all flights from Sydney to Chicago clicked on KAYAK for each day over the last 12 months.
If your flying dates are flexible, you should consider flying to Chicago on a Tuesday, as we generally find the cheapest rates on that day for this route. On the other hand, Saturday is the most expensive day to fly from Sydney to Chicago. For your return ticket, we recommend flying on a Wednesday and avoiding Tuesdays for the best deals.

What is the cheapest month to fly from Sydney to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Sydney to Chicago, 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 is October, where tickets cost $1,966 on average. On the other hand, the most expensive months are December and January, where the average cost of tickets is $3,096 and $2,973 respectively.

How far in advance should I book a flight from Sydney to Chicago?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Sydney to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Sydney to Chicago, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 62 days before departure.

Which airlines provide the cheapest flights from Sydney to Chicago?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the past 3 days, the cheapest one-way tickets to Chicago from Sydney were found on Cathay Pacific ($1,263) and Finnair ($1,559), and the lowest return tickets were found on American Airlines ($1,616) and ANA ($1,765).

Good to know

Low season

January

High season

June

Cheapest flight

$911
Best time to beat the crowds but there is an average 22% increase in price.
Most popular time to fly (10% more expensive on average)
Flight from Sydney to Chicago O'Hare Airport

When to book flights from Sydney to Chicago

Are your dates flexible? Find out the best times to travel from Sydney to Chicago 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 flights from Sydney to Chicago

  • What is the cheapest flight from Sydney to Chicago?

    In the last 3 days, the lowest price for a flight from Sydney to Chicago was $601 for a one-way ticket and $1,066 for a return.

  • Which aircraft models fly most regularly from Sydney to Chicago?

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

  • Which airline alliances offer flights from Sydney to Chicago?

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

  • Which is the best airline for flights from Sydney to Chicago, ANA or Cathay Pacific?

    The two airlines most popular with KAYAK users for flights from Sydney to Chicago are ANA and Cathay Pacific. With an average price for the route of $1,690 and an overall rating of 8.4, ANA is the most popular choice. Cathay Pacific is also a great choice for the route, with an average price of $2,143 and an overall rating of 7.8.

  • How does KAYAK find such low prices on flights from Sydney to Chicago?

    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.

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

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

    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 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?

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

See more FAQs

Top 5 airlines serving from Sydney to Chicago

 
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 Chicago? 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.
8.4
ANAOverall score based on 928 reviews
8.3Comfort
8.0Entertainment
8.8Crew
7.8Food
8.6Boarding
Airline reviews

Staff and crew are wonderful, professional and courteous. Meal is delicious and snacks can be improved. Entertainment needs improvement, pls update selections of movies. I appreciate that our flight was on time

8.0 ExcellentTheresa, Apr 2024NRT - HNL
Read more about ANA reviews

Staff and crew are wonderful, professional and courteous. Meal is delicious and snacks can be improved. Entertainment needs improvement, pls update selections of movies. I appreciate that our flight was on time

I flew economy class so of course it’s not as roomy as business and first class. But overall it was ok and the seat had an interesting way to recline — the seat itself extended forward instead of the backrest. This way the person sitting behind me would not lose space by my reclining—excellent concept. I wish all airlines used these seats.

Flying with ANA is always a breeze. Seats are very comfortable.

For the price of a seat that is obviously crammed together so as to get many more people onboard and combined with the long flight duration, Free WiFi should be an automatic “Thank You for Flying with Us!” To charge an additional fee when so many other businesses offers it is a bit “cheap” on the airline’s part.

Ticket was purchased as a United Airlines flight (operated by All Nippon) like what does that even mean? Makes for a VERY confusing flight experience. For instance, what do I look for a United drop off signage and ticket counter or ANA? No explanation anywhere to be found. I also felt a little bit scammed by the obsurdely restrictive seat selection provided. Only middle seats available!! Are you kidding me!! On 6hr + 10hr flights you're forcing me into the middle seat without telling me before I purchased the ticket?? This should be illegal. And to top it off, on the Tokyo LA leg there were quite a few empty seats including window seats! I must also say, the food was a dissappointing as well for my taste, fish with rice ( mostly plain white rice) or a vegetable medly for the breakfast meal? Should be at least 4 choices and at least 1 with eggs. Outside of these issues flight was otherwise ok.

It was very nice. I was a bit disappointed by the few meal services. There were probably more drink services that I missed while sleeping, but I would have liked the crew to bring more than one drink service before landing and to bring more than one drink service and coffee service after take off

Food was high quality. Crew was extremely professional, polite, attentive. Flights were on time. Plane had good media tech.

I wish the serve should leach and drink. Maybe because only 2hr

It was ok I thought because my flight was 1pm i was expecting to have lunch but it didn’t and after 7 hr finally dinner time was only chicken sandwich and next breakfast was an hour before plane land in Tokyo. so I should bring some food with me. Japanese flight attend was nice but the other was chewing gum and how she ask and respond to customers was not professional I felt. Maybe because Japan flight attendant is highly train and everyone looked very dress and professional so I was kind disappointed. I like that the bathroom was very clean .

Lovely airport at Haneda. Great food selection. Spacious and private boarding area with dedicated bathroom for each gate.

All was good, the only thing was it didn't run on time.

Great meal. Best seats ever! They need to teach other airlines how to do that.

Overall excellent but the Captain kept the seat belt sign on for far too long, especially at the beginning and end of the flight. It was 2 hours after take-off before the crew were able to start the service (on an 11 hour night flight, reducing our sleeping time) and the seat belt sign on went on during breakfast (90 mins before landing) and was not turned off again until we landed. This made for an uncomfortable journey of trying to limit fluid intake because it was unclear when the toilets would be available for use.

The staff and crew on board were excellent. Business class however, was very weird. I thought we would have individual pods, but the way it was set up was unexpected. Not very private and If you wanted to lay down, you had to have an entire bed made up for you by the crew, rather than how Delta one works where you could just lie down whenever you feel like it. It was a 16 hour flight. I chose not to have my bed made, and that turned out to be a good idea because everybody who had their bed made had to wait for the crew to roll up their mattresses. So strange!

Food was not good. We asked for Muslim food and it was weird tasteless type of boiled veges.

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

Good food and entertainment options. Great Staff that were all welcoming and caregiving.

The recline on the seat in front of me came back so that I was staring at the top of the man’s head in front of me the whole trip. He refused to bring his seat back up twice every time he was instructed to do so and only relented when he had a tray of good in front of him. And then right back in my lap!!! Horrible man!! I complained to the staff multiple times, but no one would address the issue. Otherwise, it would have been a perfect flight.

Flight was canceled due to technical issue shortly before the check-in counters opened. Passengers were rebooked on a flight three days later. Request to be accommodated on Air Tahiti Nui could not be processed. Customer service sorted out the refund after calling and being put on hold for almost an hour.

There was nothing I didn’t like, prices a little lower would help

BA Airbus A380 BC upstairs had 2 3 2 layout. The seat was comfy but access for those in middle or window seats had to climb over others fest to get to ailse when seats in bed mode. The layout was not nearly as private as other layouts. The staff was amazing as well as the food. Most airline food is average but this was restaurant quality.

Following a marathon flight riddled by delays and changes from Santiago, Chile, my flight to Melbourne from Sydney was on schedule but I was transferred to the next flight. The reason by ticketing and the floor manager was I missed the entry to flight by one minute! That's right, the emphasised that if I was 1 minute earlier I would be on the flight. I asked what was the point them emphasising 1minute overdue and how that helped me or the situation. They didn't care at all. Replying that if it was one minute earlier they would've done something and smirking delivering the information. Australian's do call Australia home, Qantas calls Australian's suckers.

Qantas are unable to service and unfit for purpose, they cannot transport Australians on time to overseas destinations. On top of the inflated ticketing, the Sydney flight to Santiago was impacted because the plane was delayed arriving and then further bungling by Qantas admitting the ground new ground crew in charge of cleaning were not trained. The impact on passengers with connecting flights was tremendous and long ques of frustrated passengers waiting for rescheduling. **Qantas has become the Australian Spirit of disappointment**

I was pleasantly surprised with my flight to LA with Qantas. Although seats were not the roomies, service was excellent.

The service and smooth landing. Food was delicious and the staff was friendly. We arrived earlier than scheduled.

Wonderful crew, good food. Absolutely loved the wine spritz and wish I could buy it!

Don’t like last minute airline change. Not able to choose seat earlier.

Enjoyed the new possibilities of in flight entertainment. Been awhile since I've flown, and that was a nice surprise. Being able to pick from such a variety was personalized and welcomed.

It's only a short trip from Sydney to Melbourne, which i have done many times. The trip met my expectations

It was good! Appreciated that it was very on schedule so it made the connecting flight less stressful

I was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.

We were delayed an hour leaving Munich (No fault of the crew). They kept us posted on the status so we knew what was going on, but as a result we missed our connection in Chicago and the communication on connecting flights was pretty poor as we disembarked. It was already stressful and some of that could have been reduced by better communications about where to find transfers, etc.

One problem, but a serious one - the plane is built with electric windows that tint dark to reduce light. Sitting next to the window is VERY UNCOMFORTABLE as it emits so much HEAT in the face when tinted.

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

Wifi wasn't working on one of the UA flights after boarding.

The flight was delayed instead of leaving at 11 it left at 12.20

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Crew was not very helpful. They forgot to serve me coffee and had to wait for a long time.It looked as if they were not very happy with what they were doing.

Good movies, iffy pay WiFi, food ok- on time though and that was great!

The experience was generally above average. The only downside was the absence of WiFi during my flight from Vancouver to San Francisco.

I was appalled to have to pay for just a regular seat when I went to book 24 hrs before my flight! Because it was only an hour flight I didn’t choose a seat from Grand Junction to Denver, but I did for Toronto and had to pay just to choose a regular available seat! In my 60+ years of flying this was the first time I have heard of this. Also, allowing people to bring on “huge “ suitcases, not carry on size, but much bigger, and then a large pack pack stuffed. So they take up all the room in the overhead bins and if we are later boarding, there is no room so we have to check our small carry on. I have already paid for and checked in one bag! I certainly will not choose to fly with United again unless it is the “only” airline available!

on demand entertainment in seat back awesome Check in Kiosk too demanding with endless demand for more information information then says go to counter. Counter agent unfriendly. Do it yourself check in luggage procedure not intuitive, upset employees frustrated the whole procedure.

It was an excellent experience, traveling from Toronto to Denver with United.

Ontime boarding. Almost 1 hour take off delay. We could have boarded slightly later since the pilots were in traffic

Flight was delayed, I had to put my luggage all the way in the back! They served only a beverage no snack on the way in Air Canada, definitely not a good first impression.

Fresh fuit or veg snacks would be so great, but there are two good restaurants in Denver airport. Try Etais UDIS or Freshens DIA for nutritious delicious pita sandwiches/ donairs and crepes in Freshens.

Crowded plane but it flew on time and had friendly staff

Headphones for the movies have too much bass and can't be adjusted. Almost impossible to hear. Great movie selections but can't really watch them because you can't hear them. Also the system is very slow.

This was the first AC flight in a long time that we experienced no delays or frustrations. The gate attendant was extremely polite and accommodating to my husband who has Parkinson’s disease which made boarding extremely stress free. Flight departed ON TIME and was a smooth ride. If only all my AC experiences could be like this.

Book cheap flights from Sydney to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Sydney to Chicago found on KAYAK in the last 72 hours.
18/6Tue
2 stops
26h 50mSYD-ORD
$911
24/5Fri
3 stops
53h 32mSYD-ORD
$945
24/5Fri
3 stops
48h 13mSYD-MDW
$948
18/6Tue
1 stopQantas Airways
21h 40mSYD-ORD
$1,775
7/5Tue
1 stopUnited Airlines
19h 22mSYD-ORD
$1,797
7/5Tue
1 stopUnited Airlines
20h 22mSYD-ORD
$1,804
2/7Tue
1 stopVirgin Australia
24h 24mSYD-ORD
$1,818
31/5Fri
3 stopsAir Canada
37h 38mSYD-ORD
$1,941
7/5Tue
3 stopsAir Canada
37h 41mSYD-ORD
$2,461
9/5Thu
3 stopsQantas Airways
25h 43mSYD-ORD
$2,831

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Last minute flights from Sydney to Chicago

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Sydney to Chicago that are departing in the next 10 days.
5/5Sun
multi-stopANA
35h 50mSYD-ORD
18/9Wed
multi-stopANA
45h 05mORD-SYD
$1,677
6/5Mon
multi-stopANA
32h 34mSYD-ORD
3/9Tue
multi-stopANA
34h 30mORD-SYD
$1,686
6/5Mon
multi-stopCathay Pacific
43h 20mSYD-ORD
20/8Tue
multi-stopCathay Pacific
25h 40mORD-SYD
$2,100
6/5Mon
multi-stopCathay Pacific
43h 20mSYD-ORD
3/9Tue
multi-stopCathay Pacific
47h 10mORD-SYD
$2,107
6/5Mon
multi-stop
43h 20mSYD-ORD
3/9Tue
multi-stop
39h 50mORD-SYD
$2,711
6/5Mon
multi-stop
45h 50mSYD-ORD
2/9Mon
multi-stop
42h 15mORD-SYD
$2,743
6/5Mon
multi-stopDelta
22h 39mSYD-MDW
3/9Tue
multi-stopDelta
29h 24mMDW-SYD
$2,953
6/5Mon
multi-stopDelta
23h 34mSYD-MDW
4/9Wed
multi-stopDelta
27h 36mMDW-SYD
$2,976
6/5Mon
multi-stopAir Canada
37h 41mSYD-ORD
20/8Tue
multi-stopAir Canada
31h 35mORD-SYD
$3,299
6/5Mon
multi-stopAir Canada
42h 40mSYD-ORD
3/9Tue
multi-stopAir Canada
31h 45mORD-SYD
$3,604

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Sydney - Chicago Flights

Departure:

Sydney (SYD)Australia

Return flight deals:

Chicago - Sydney

Cabin classes: