Flights from Sydney (SYD) to Chicago (ORD)

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Sydney to Chicago Flight Information

Find the Cheapest Flights from Sydney (SYD) to Chicago (ORD)

Work hard, travel harder! Wotif brings you the cheapest Sydney to Chicago flights, making it possible to have a five star holiday without that five star price tag. Browse and compare our top SYD to ORD routes and airport options. So, go ahead and treat yourself, your sweetheart, or the kids to an unforgettable holiday this year.

to Information

Traveling From
Kingsford Smith Intl.
Origin Airport
Origin Airport IATA Code
SYD
Traveling To
O'Hare Intl.
Destination Airport
Destination Airport IATA Code
ORD
Number of Airlines Serving
Average Flight Time
 hours mins
Direct Flight Time
 hours mins
Flight Price

Frequently asked questions

How long is the flight from SYD to O'Hare Airport?
There’s no ignoring the fact that you’re in it for the long haul from SYD to O’Hare Airport. The flight lasts on average 22 hours and 36 minutes. Make sure you bring plenty to keep yourself entertained during the journey.
What airlines fly direct from Mascot Airport to O'Hare Airport?
Unfortunately, you can’t fly direct from Kingsford Smith Intl. Airport (SYD) to O’Hare Airport. However, American Airlines, United Airlines and Air New Zealand will take you there with just one stopover.
What are the cheapest days to fly?
Here’s an insider tip: Monday is typically the cheapest day to fly! Looking at flight demand on Wotif in 2021, we found that flights departing on a Monday generally had the lowest average price, closely followed by flights on a Saturday. You might want to think twice about flying on a Thursday though; generally, our data showed that it had the highest average ticket price.
What is the best day to buy a plane ticket?
Guess what? It turns out that early in the week is the best time to score the cheapest plane tickets. Looking at flight demand on Wotif in 2021, we found that flights purchased on a Monday had the lowest airfares on average. Booking your plane ticket on the weekend also seems to score pretty good deals. However, airfares purchased on a Friday generally have a higher than average ticket value, so you might want to prepare your budget if you’re booking on that day.
What is the cheapest month to fly?
When comparing airfares booked through Wotif in 2021, our data shows February is one of the cheapest months to fly. On the other hand, the month of December can be one of the most expensive times to travel, with the highest average ticket price, so it’s best to get in early if December is your preferred travel month.
How far in advance can you book a flight?
Trying to figure out how early you should book your flight? It’s possible to start comparing international airfares on Wotif up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to Wotif’s 2021 flight demand trends, you can bag a bargain with some of the cheapest airfares appearing just 1 week prior to travel.*According to flight demand on Wotif.com from January to December 2021. Savings are subject to change and may vary depending on selections made.
Address:
10000 West O'Hare
Chicago IL, 60666
United States
IATA code:
ORD
Longitude:
-87.904876
Latitude:
41.976912
Time zone:
America/Chicago
Address:
Sydney NSW,
Australia
IATA code:
SYD
Longitude:
151.179898
Latitude:
-33.932922
Time zone:
Australia/Sydney

Sydney to Chicago Flight Deals from

Considering a quick trip to Chicago, but not sure which is the best route for you? Well, you’re in luck! Wotif has done the hard work, so all you need to do is check out these flights from SYD to ORD. With heaps of cheap fares from Sydney, we guarantee you’ll be arriving to your holiday destination in style without emptying your bank account in the process.

It’s easy to book flights to Chicago from Sydney  

For a huge choice of flights, simply enter your travel dates and hit search and we’ll hunt out fantastic deals on one-way, return and multi-city airfares to Chicago from Sydney from different airlines. If you click the ‘direct flights’ box, you see flights that’ll get you to Chicago in just hour(s) and mins, too.   

Snap up great deals on flights to Chicago from Sydney 

Choose from flights a day on average, with prices starting at and rising to depending on the cabin class, travel dates, and airline carrier. And if you’re up for a last-minute getaway, you can get great deals on flights from Sydney to Chicago today!  

Find cheap airfares to Chicago from Sydney 

Here are our insider tips for bagging a flight bargain: 

  • Look for midweek flights and late night, early morning arrival and departure times
  • Check out other airports near Sydney and Chicago
  • Avoid peak season (prices tend to be lower in )
  • Be flexible with your travel dates and you can usually get cheaper options  

Reasons to book your flights to Chicago from Sydney with Wotif

Wotif is a super-easy way to find the best flight for you to Chicago. Get more bang for your buck on flight and hotel or car rental combos and download the free Wotif app to tap into exclusive deals. Book now with Wotif and have a great flight!

 

Great places to stay after flight from Sydney to Chicago

Hilton Chicago O'Hare Airport
Hilton Chicago O'Hare Airport
4 out of 5
O'Hare International Airport, Chicago, IL
The price is AU$395 per night from 10 Jan to 11 Jan
AU$395
includes taxes & fees
10 Jan - 11 Jan 2025
Stay at this 4-star business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
7.8/10 Good! (2,049 reviews)
"Very nice"

Reviewed on 29 Dec. 2024

Hilton Chicago O'Hare Airport
Holiday Inn Chicago O'Hare – Rosemont, an IHG Hotel
Holiday Inn Chicago O'Hare – Rosemont, an IHG Hotel
3 out of 5
6600 Mannheim Road, building 2, Rosemont, IL
The price is AU$173 per night from 5 Jan to 6 Jan
AU$173
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this 3-star business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast ...
8.8/10 Excellent! (1,669 reviews)
"Everything was excellent this was our second time in this property"

Reviewed on 29 Dec. 2024

Holiday Inn Chicago O'Hare – Rosemont, an IHG Hotel
Loews Chicago O'Hare Hotel
Loews Chicago O'Hare Hotel
4.5 out of 5
5300 N River Rd, Rosemont, IL
The price is AU$255 per night from 3 Jan to 4 Jan
AU$255
includes taxes & fees
3 Jan - 4 Jan 2025
Stay at this 4.5-star luxury hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant and the ...
9.2/10 Wonderful! (1,671 reviews)
Great Jo
"I was ill and unable to fly so had to stay at a hotel. Staff VERY HELPFUL"

Reviewed on 30 Dec. 2024

Loews Chicago O'Hare Hotel
See all 1,340 properties in O'Hare Intl.
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.

Flights From SYD

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^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.