CHI - SYD

$770 Find Cheap Flights from Chicago to Sydney

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Sydney departing on 15/5. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Sydney

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Sydney, 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 Chicago to Sydney, as well as popular online travel agencies
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Cheap Flight Deals from Chicago to Sydney (CHI-SYD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for return flights from Chicago to Sydney 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.

Recent return flight deals from Chicago to Sydney

KAYAK's recommended return flight deals from the most popular airlines that fly from Chicago to Sydney.
Discover the best prices for you by selecting your travel dates on KAYAK.
Choose your dates
 Logo
07:40 - 12:15MDW-SYD
37h 35m2 stops
 Logo
13:15 - 11:51SYD-MDW
37h 36m2 stops
$1,641
Find Deal
Thu, 5 Jun - Thu, 12 Jun
 Logo
11:45 - 12:15ORD-SYD
33h 30m3 stops
 Logo
13:15 - 06:51SYD-ORD
32h 36m3 stops
$1,681
Find Deal
Thu, 5 Jun - Thu, 12 Jun
Fiji Airways Logo
18:45 - 11:45ORD-SYD
26h 00m2 stops
Fiji Airways Logo
06:15 - 20:54SYD-ORD
29h 39m2 stops
$1,819Fiji Airways
Find Deal
Tue, 3 Jun - Tue, 10 Jun
Fiji Airways Logo
19:03 - 11:45ORD-SYD
25h 42m2 stops
Fiji Airways Logo
13:45 - 21:02SYD-ORD
22h 17m2 stops
$1,886Fiji Airways
Find Deal
Sat, 23 Aug - Sat, 6 Sep
Qantas Airways Logo
18:53 - 07:05ORD-SYD
21h 12m1 stop
Qantas Airways Logo
17:45 - 23:43SYD-ORD
20h 58m1 stop
$2,044Qantas Airways
Find Deal
Wed, 2 Jul - Wed, 16 Jul
Air Canada Logo
15:35 - 08:20ORD-SYD
24h 45m1 stop
Air Canada Logo
10:20 - 16:42SYD-ORD
22h 22m1 stop
$2,069Air Canada
Find Deal
Tue, 14 Oct - Tue, 21 Oct
Air Canada Logo
15:35 - 08:20ORD-SYD
24h 45m1 stop
Air Canada Logo
10:20 - 20:25SYD-ORD
26h 05m2 stops
$2,084Air Canada
Find Deal
Tue, 14 Oct - Wed, 29 Oct
Qantas Airways Logo
17:51 - 07:05ORD-SYD
22h 14m1 stop
Qantas Airways Logo
09:10 - 14:15SYD-ORD
20h 05m1 stop
$2,116Qantas Airways
Find Deal
Tue, 10 Jun - Fri, 20 Jun
United Airlines Logo
10:50 - 07:00ORD-SYD
29h 10m1 stop
United Airlines Logo
10:20 - 14:52SYD-ORD
19h 32m1 stop
$2,266United Airlines
Find Deal
Mon, 16 Jun - Tue, 1 Jul
United Airlines Logo
12:53 - 06:55ORD-SYD
27h 02m1 stop
United Airlines Logo
11:20 - 14:55SYD-ORD
19h 35m1 stop
$2,276United Airlines
Find Deal
Mon, 29 Sep - Tue, 21 Oct

KAYAK's insights & trends for Chicago to Sydney flights

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

The average price of all round-trip flights from Chicago to Sydney clicked on KAYAK for each day over the last 12 months.
When flying from Chicago to Sydney, you should consider leaving on a Friday and avoid Thursdays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Mondays and the most expensive ones on Sundays.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Sydney, 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 Chicago to Sydney is August, where tickets cost $1,350 (return) on average. On the other hand, the most expensive months are December and July, where the average cost of round-trip tickets is $2,295 and $2,094 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Sydney, 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 Chicago to Sydney, you should book around 4 weeks before departure. For the absolute cheapest price, our data suggests you should book 25 weeks before departure.

Good to know

Low season

April

High season

March

Cheapest flight

$770
Best time to beat the crowds (19% less expensive on average)
Most popular time to fly and prices are also 17% lower on average.
Flight from Chicago Midway Airport to Sydney

When to book flights from Chicago to Sydney

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

  • Can I fly directly from Chicago to Sydney?

    Unfortunately, there aren’t any airlines with a direct connection from Chicago to Sydney. Your trips will involve at least one layover, with certain airlines even having two layovers scheduled for this trip. The location of the layover will depend on the airline you’re flying with. For instance, Air New Zealand has its layovers scheduled for Auckland while Air India has Delhi. Both American Airlines and United have Los Angeles as the set layover destination for this route.

  • Is public transport available from Sydney Airport (SYD) to downtown Sydney?

    Yes, there is a train that connects the airport to the city center. It is the cheapest option available and also the quickest, taking the best part of fifteen minutes between the airport and downtown. However, it is not as convenient as a taxi especially when you have a lot of luggage as it will drop you off at the Circular Quay in the center of Sydney then you will have to walk to your hotel.

  • What are the benefits of upgrading to first class for this trip?

    For a long flight like this one, you are sure to get maximum value for your money when you upgrade to first class. The seats are much more comfortable, making the trip more bearable, and you can stretch out freely with the extra legroom. In addition, you will be served an amazing selection of meals and drinks to enjoy at various points during the flight. Lastly, you will be able to access the first-class lounges during your layover, where you can freshen up and get some rest while waiting for the second leg of the flight.

  • Do I need a visa to fly from Chicago to Sydney?

    Yes, a visa is one of the mandatory requirements for all US citizens going to Sydney or any other Australian city. As they don’t provide any visas on arrival, you have to apply beforehand by visiting the Embassy or Consulate in advance of your travel dates to ensure that they have been processed by the time you’re flying out. You can also apply for an ETA via an online process, which is much more convenient.

  • What is the cheapest flight from Chicago to Sydney?

    In the last 3 days, the lowest price for a flight from Chicago to Sydney was $493 for a one-way ticket and $1,050 for a return.

  • Which airports will I be using when flying from Chicago to Sydney?

    Chicago has 2 major airports: Chicago Midway and Chicago O'Hare Intl. Sydney Kingsford Smith is the only airport in Sydney. You’ll usually find the cheapest deals if you fly from Chicago O'Hare Airport.

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

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

  • Which airline alliances offer flights from Chicago to Sydney?

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

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

    The two airlines most popular with KAYAK users for flights from Chicago to Sydney are Qantas Airways and United Airlines. With an average price for the route of $1,486 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 $2,154 and an overall rating of 7.4.

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

    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 Chicago to Sydney.

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

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

    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 Sydney with an airline and back to Chicago with another airline.

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

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

See more FAQs

KAYAK’s top tips for finding a cheap flight from Chicago to Sydney

  • Air New Zealand is a great option to book when flying with the entire family. They have free Wi-Fi available plus seatback on-demand video and free meals, all of which should make it a better experience for the kids.
  • The Blue Line train from downtown Chicago to O’Hare International Airport (ORD) is a good commuter option when you want to avoid the rush hour traffic that is usually quite a menace.
  • United Airlines doesn’t allow passengers to bring carry-on bags to the economy class cabin. However, they do allow one checked bag for free, meaning if you have any bags, you will need to check them before the flight.
  • American Airlines offers travelers the chance to calculate and offset the emissions generated during the flight from Chicago to Sydney through Cool Effect. This is a great way to make your trips more sustainable and keep the carbon footprint low.
  • Chicago Midway is an alternative departure airport to O’Hare. It is closer to downtown Chicago and also less busy, however, there are few flight options from the airport with all of them being served by Delta and including at least two layovers.
See more tips

Top 3 airlines serving from Chicago to Sydney

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Sydney. 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 Chicago to Sydney? 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 826 reviews
7.2Entertainment
8.2Crew
6.9Food
7.4Comfort
7.7Boarding
Airline reviews

Loved the staff. The economy seats could have been bigger.

10.0 ExcellentCarolyn, Apr 2025LAX - SYD
Read more Qantas Airways reviews

Loved the staff. The economy seats could have been bigger.

Airport and crew experience was excellent. We had to queue for the runway - no one’s fault, but it did mean we were 30 minutes late leaving

Overall good experience with flight and airport wheelchair staff. Also got Indian food in the flights

I liked the service, the menu, and the comfort of the seats! Even tho we were seated by the bathrooms, the reclining seats and movie selection was very good, my husband and I didn’t mind at all

Very good as always, stand out airline. The passengers whom choose to stuff baggage that otherwise should be checked-in is a real bother but that's not the airlines doing. A real frustration that passengers just don't want to check-in luggage. This is a pet hate unfortunately.

It’s a two prop flight so I had problems with my ears on re- entering ! But otherwise fine

I love flying with Qantas. There was no onscreen entertaining on this flight, and only a snack provided (not a meal) but still better than Jetstar or Virgin (in my opinion) so still happy.

The food was terrible. And the flight attendants were very rude. One flight attendant wouldn’t help a passenger lift their carry-on. Another flight attendant wouldn’t give a man an extra blanket. And they walked by not even looking at the passengers to see if they needed a glass of water.

Wheelchair assistance to move through the terminals and to/from the plane door was excellent. No vegan snack on the flight, only something with salami and cheese in it.

I have flown Qantas multiple times in the past it seemed this flight the plane had less seat room or the seats were way less comfortable than before. Everything else was about the same. Thanks

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

I do prefer to fly United and have always had excellent service, except for bad weather. Flights are on time and staff is alway curtious and helpful

They switched out gate from terminal 1 to terminal two ten minutes before boarding. So we had to make a 20 min crazy fast walk to a different terminal. Then we boarded the plane and waited for over 40 minutes until push back. Brutal

My flight was scheduled for about 6:05 departure. There were 11 gate changes from 4-7pm and the flight was 3 hours delayed due to operational issues. The plane taxied around the airport for about half an hour before stopping to be de-iced. It would have been nice if we were alerted of the plan to de-ice prior to the 30 minute drive around the airport. The flight attendant was friendly, which was the only redeeming thing about this flight. As a former flight attendant for United, I was extremely disappointed.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

Had a short delay once we boarded the aircraft in Chicago, but it was fixed in no time flat then we were on our way. The pilot was able to make up the time lost and we landed 5 minute later then schedualed . Great service

Our seats were all the way in back of the plane,

The seats on this flight were almost roomy enough to be the basic amount needed for human existence. I think my favorite part of this flight was it landed at an A gate, which was the most palatial part of Sea-Tac I've ever seen - a massive improvement from the S gates.

The seats on this flight were almost roomy enough to be the basic amount needed for human existence.

Fight was delayed an hour due to operational issues ,then further delayed due to ground control for a total of about 1.30 hours. Salad was completely frozen and flatware was so cold you could barely handle it. Crew was friendly and professional and the flight was smooth. The aircraft was clean and well-serviced.

Short flight so no food or entertainment. Good landing at SFO and on time. We were told no carryon luggage yet lots of people were puting bags in overhead compartments. The rules need to be made more clear. I was on the first leg of an international flight and this is the first time I could not have carryon luggage.

This flight didn't happen for me because of overbooking.

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.

Comfortable seats and movies entertainment available. Better experience than the flight from Toronto to Denver.

Not enough electronic outlets for charging in the Air Canada waiting to board area but the Most important thing….the plane was booked to only 40% capacity and my row of 2 other seats were empty. My row happened to be one of the few rows that did NOT have raising arm rests. The flight attendant made effort to seat me in a different row. I needed wheelchair assistance due to a cyst on my knee and struggled to move from seat to seat to get to the row. Those 2 empty seats tormented me the entire 15+ hour flight as I had to be upright the entire flight and was not able to elevate my knee. Lots of other passengers were laying down due to the arm rest being able to retract. It is a shame that he couldn’t be gracious and find a row that I could move to.

Poor air traffic controller staffing led to a 50%reduction on flights so we got to wait 4 hrs for our flight! Very disorganized at the gate Poor communication with customers

It was delayed by almost 90 minutes and that messed up our plans but it was beyond UA’s control that is what we heard

Terrible experience, flight was delayed both ways. Limited compensation for the 5+ hour delay. Will not be flying Air Canada Rouge, and don’t recommend you do either.

The boarding was relatively quick, the crew welcoming and flight uneventful. The omission of meals on all airlines is unacceptable especially when the flight is during a mealtime such as this one, (lunchtime), is unacceptable.

Everything was simple and easy. The lady at the gate was super friendly, I wish I had her name to share. She's a little older, dark-haired. You can tell she likes her job and would be a great influence on any young people training with her.

Everything you need to know for your flight from Chicago to Sydney

Information on your arrival and departure airports

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