United Flights from Sydney (SYD) to Chicago (ORD)

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Cheapest United Flights from Sydney (SYD) to Chicago (ORD)

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

United
United
United

United Flights from SYD to ORD

How much is a United flight from Sydney (SYD) to Chicago (ORD)?

One-way flights start as little as AU$1,330 and there are roundtrips available from AU$2,091. Get in! You can score some sweet deals with Wotif and United.

How many non-stop United flights from Sydney (SYD) to Chicago (ORD) are there per day?

United flies flights direct every day between Sydney (SYD) and Chicago (ORD).

How far is Sydney (SYD) from Chicago (ORD)?

It’s from Sydney (SYD) to Chicago (ORD).

What is the best airline to fly from Kingsford Smith Intl.?

At Wotif, we give you all the available options from our reputable partners. Select the airline that best suits your preferences and membership loyalties. You can fly from Kingsford Smith Intl. with: United. 

Can I change or cancel my United tickets from Sydney to Chicago on Wotif?

Change of plans? No worries! We’re right here to make things as easy as possible. Check out the United rules and restrictions in your itinerary. You can also use the No Change Fees filter to find flexible plane tickets for future trips. For more information on how to cancel or change your flight on Wotif, visit our customer service portal.

How do I find the best deal on United flights from Sydney (SYD) to Chicago (ORD)?

Just review and compare all our awesome offers or enter your travel dates to see more terrific deals on United flights from Sydney. And remember you can save even more when you bundle a hotel with your flight as part of a Wotif package. Sweet!

What’s a good way to get cheap United flight tickets from Sydney to Chicago?

We have loads of cheap flights, so just enter your travel dates to see what’s available. If you can be flexible on when you fly, you’ll find even more epic flight deals. So get booking!

What is the cheapest time of year to fly from Sydney (SYD) to Chicago (ORD)?

The cheapest time of the year for a return trip is September. One-way, the cheapest month to fly is September. Check our deal cards for details.

How long does it take to fly from SYD to ORD?

It typically takes hours to fly directly from Sydney (SYD) to Chicago (ORD).

Epic Hotel in Chicago

Hilton Chicago O'Hare Airport
Hilton Chicago O'Hare Airport
4 out of 5
O'Hare International Airport, Chicago, IL
Business trip
"Flights were canceled so we booked the Hilton at the airport. Very friendly staff and smooth check in."

Reviewed on 12 Jul. 2025

Hilton Chicago O'Hare Airport
Hyatt Regency O'Hare Chicago
Hyatt Regency O'Hare Chicago
4 out of 5
9300 Bryn Mawr Ave, Rosemont, IL
"This was a last minute booking as our flight got cancelled. Airport shuttle was a life saver!!"

Reviewed on 12 Jul. 2025

Hyatt Regency O'Hare Chicago
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
3.5 out of 5
5440 N River Rd, Rosemont, IL
Good stay for the money
"Overall our stay was great. Amenities were good, bed was comfortable, room was clean and spacious. Our only complaint was the dirty dishes left in the hallway outside of the room next door. We were there for three days, dirty dishes were in the hall before we checked in and still there when we checked ..."

Reviewed on 10 Jul. 2025

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

^Savings based on all package bookings made with Flight + Hotel on Wotif.com from , as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.