Sydney (SYD) → Chicago (ORD)
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 $2536, while July sees the highest prices, averaging $4216. 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
161 days
For best prices
Booking Tips
For the best prices on Sydney to Chicago flights, we recommend booking 60 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
| Airline | Economy | Business | First |
|---|---|---|---|
United Airlines UA | $3690 | $12860 | $24630 |
Kalitta Air K4 | $3790 | $16180 | $25950 |
SkyWest Airlines OO | $3860 | $13880 | $25280 |
American Airlines AA | $3870 | $16780 | $22250 |
Qantas QF | $4460 | $16200 | $21440 |
Virgin Australia VA | $4500 | $15280 | $21510 |
Jetstar Airways JQ | $4640 | $15320 | $24860 |
United Airlines
UA
Economy
$3690
Business
$12860
First
$24630
Kalitta Air
K4
Economy
$3790
Business
$16180
First
$25950
SkyWest Airlines
OO
Economy
$3860
Business
$13880
First
$25280
American Airlines
AA
Economy
$3870
Business
$16780
First
$22250
Qantas
QF
Economy
$4460
Business
$16200
First
$21440
Virgin Australia
VA
Economy
$4500
Business
$15280
First
$21510
Jetstar Airways
JQ
Economy
$4640
Business
$15320
First
$24860
Prices shown are estimates based on historical data. Actual prices may vary based on dates, availability, and current promotions.
Alternative Flight Options
Sydney → Milwaukee
Sydney Kingsford Smith (SYD) to Milwaukee Mitchell International (MKE)
Distance: 14,881 km
Average price: $3032
Sydney → Chicago
Sydney Kingsford Smith (SYD) to Chicago Midway International (MDW)
Distance: 14,871 km
Average price: $3030
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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 175 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.