Sydney (SYD) → Chicago (ORD)

14,862 km
19h 5m flight
From $1840
Chicago destination photo

About Sydney to Chicago Flights

Discover the best flights from Sydney to Chicago, covering 14,862 km in approximately 19h 5m. Sydney (SYD) to Chicago (ORD) is one of the major long-haul routes connecting Australia and United States. With 7 major airlines operating this route, travelers have plenty of options to choose from. Whether you're traveling for business or leisure, our comprehensive guide helps you find the best deals, understand seasonal price variations, and choose the right airline for your journey from Sydney to Chicago.

12-Month Price History

Flight prices from Sydney to Chicago vary significantly throughout the year. February typically offers the best deals with average prices around $2554, while July sees the highest prices, averaging $4279. Savvy travelers can save up to 40% by choosing their travel dates wisely.

Best Time to Fly

Cheapest Month

February

Save up to 40% on average

Most Expensive

July

Peak season pricing

Book in Advance

160 days

For best prices

Booking Tips

For the best prices on Sydney to Chicago flights, we recommend booking 67 days in advance. International flights typically see price increases as the departure date approaches, so early booking is advisable. Tuesday and Wednesday departures often offer the lowest fares, while Friday and Sunday flights tend to be more expensive due to business and leisure travel demand. Consider flying early morning or late evening for additional savings, as these off-peak times usually have lower demand.

Airlines Serving This Route

Kalitta Air

K4

Economy

$3540

Business

$15190

First

$20380

SkyWest Airlines

OO

Economy

$3720

Business

$15190

First

$24580

Jetstar Airways

JQ

Economy

$3770

Business

$12180

First

$23360

United Airlines

UA

Economy

$3780

Business

$12710

First

$22220

Qantas

QF

Economy

$4180

Business

$14250

First

$19420

Virgin Australia

VA

Economy

$4260

Business

$12800

First

$21760

American Airlines

AA

Economy

$4510

Business

$14430

First

$22670

Prices shown are estimates based on historical data. Actual prices may vary based on dates, availability, and current promotions.

Alternative Flight Options

Milwaukee destination photo

SydneyMilwaukee

Sydney Kingsford Smith (SYD) to Milwaukee Mitchell International (MKE)

Distance: 14,881 km

Average price: $3032

View this route →
Chicago destination photo

SydneyChicago

Sydney Kingsford Smith (SYD) to Chicago Midway International (MDW)

Distance: 14,871 km

Average price: $3030

View this route →

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Frequently Asked Questions

How long is the flight from Sydney to Chicago?

The flight time from Sydney (SYD) to Chicago (ORD) is approximately 19 hours and 5 minutes. This duration is for direct flights and may vary depending on aircraft type, weather conditions, and air traffic.

What is the distance between Sydney and Chicago?

The aerial distance between Sydney and Chicago is 14,862 kilometers (9,235 miles). This is the straight-line distance, which is used to calculate flight times.

Which airlines fly from Sydney to Chicago?

Several airlines operate flights between Sydney and Chicago, including American Airlines, United Airlines, Qantas and 4 more airlines. Most flights on this route include one or more stops.

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

Based on historical data, February typically offers the lowest airfares for flights from Sydney to Chicago. However, prices can vary based on holidays, events, and airline promotions. We recommend checking our price calendar for the most up-to-date information.

How far in advance should I book my flight to Chicago?

For the best prices on Sydney to Chicago flights, we recommend booking 87 days in advance. International flights generally require earlier booking than domestic routes.

Do I need a visa to travel from Sydney to Chicago?

Visa requirements depend on your nationality and the purpose of your visit. Citizens of Australia traveling to United States should check the latest visa requirements. Visit our partner site visarequirements.io for detailed visa information.

What is the time difference between Sydney and Chicago?

Sydney operates on Australia/Sydney time zone, while Chicago is in the America/Chicago time zone. For current time differences and to plan your schedule, visit our partner site timezig.com for accurate timezone conversions.