There are 7 ways to get from Sydney to Chicago by plane, train, or bus
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly to Chicago O'Hare International Airport
best- Fly from Sydney International Airport (SYD) to Chicago O'Hare International Airport (ORD)plane SYD - ORD
22h 5m$417–1,422Fly to South Bend, train
- Fly from Sydney International Airport (SYD) to South Bend (SBN)plane SYD - SBN
- Take the train from South Bend Airport to Van Buren St.train
24h 18m$529–1,834Fly to General Mitchell International Airport, train
- Fly from Sydney International Airport (SYD) to General Mitchell International Airport (MKE)plane SYD - MKE
- Take the train from Milwaukee to Chicago Union Stationtrain
24h 48m$762–2,606Fly to Chicago Midway International Airport
- Fly from Sydney International Airport (SYD) to Chicago Midway International Airport (MDW)plane SYD - MDW
21h 19m$567–1,922Fly to Central Illinois Regional Airport At Bloomington-Normal, train
- Fly from Sydney International Airport (SYD) to Central Illinois Regional Airport At Bloomington-Normal (BMI)plane SYD - BMI
- Take the train from Bloomington-Normal to Chicago Union Stationtrain
25h 21m$781–2,528Fly to Quad City International Airport, bus
- Fly from Sydney International Airport (SYD) to Quad City International Airport (MLI)plane SYD - MLI
- Take the bus from Moline Center Station to Chicago Bus Stationbus
27h 28m$546–1,868Fly to Dane County Regional Airport-Truax Field, bus, train
- Fly from Sydney International Airport (SYD) to Dane County Regional Airport-Truax Field (MSN)plane SYD - MSN
- Take the bus from Madison, WI-Lake St. to Milwaukee, WI - Amtrakbus
- Take the train from Milwaukee to Chicago Union Stationtrain
28h 24m$581–1,934
Sydney International Airport (SYD) to Chicago O'Hare International Airport (ORD) flights
Comparing Your Travel Options
The cheapest way to get from Sydney to Chicago is to fly which costs $410 - $1,500 and takes 22h 5m.
The fastest way to get from Sydney to Chicago is to fly which takes 21h 19m and costs $550 - $2,000.
The distance between Sydney and Chicago is 9315 miles.
It takes approximately 22h 5m to get from Sydney to Chicago, including transfers.
Chicago is 16h behind Sydney. It is currently 9:14 AM in Sydney and 5:14 PM in Chicago.
There are 1294+ hotels available in Chicago.
What companies run services between Sydney, NSW, Australia and Chicago, IL, USA?
Qantas, American Airlines, and three other airlines fly from Sydney International Airport (SYD) to Chicago O'Hare International Airport (ORD) every 4 hours.
- Website
- aa.com
Flights from Sydney International Airport to Chicago O'Hare International Airport via Dallas/Ft.Worth
- Ave. Duration
- 18h 55m
- When
- Monday, Tuesday, Thursday, Saturday, and Sunday
- Estimated price
- $550–1,800
Flights from Sydney International Airport to Chicago O'Hare International Airport via Las Vegas
- Ave. Duration
- 19h 30m
- When
- Tuesday, Friday, and Sunday
- Estimated price
- $550–1,800
Flights from Sydney International Airport to Chicago O'Hare International Airport via Los Angeles
- Ave. Duration
- 20h 49m
- When
- Every day
- Estimated price
- $400–1,400
Flights from Sydney International Airport to South Bend via Dallas/Ft.Worth
- Ave. Duration
- 19h 15m
- When
- Every day
- Estimated price
- $700–2,400
Flights from Sydney International Airport to South Bend via Los Angeles, Chicago O'Hare International Airport
- Ave. Duration
- 24h 45m
- When
- Monday, Tuesday, Thursday, Friday, and Sunday
- Estimated price
- $700–2,400
Flights from Sydney International Airport to General Mitchell International Airport via Dallas/Ft.Worth
- Ave. Duration
- 19h 52m
- When
- Every day
- Estimated price
- $1,000–3,400
Flights from Sydney International Airport to Central Illinois Regional Airport At Bloomington-Normal via Dallas/Ft.Worth
- Ave. Duration
- 18h 23m
- When
- Every day
- Estimated price
- $700–2,400
Flights from Sydney International Airport to Central Illinois Regional Airport At Bloomington-Normal via Los Angeles, Dallas/Ft.Worth
- Ave. Duration
- 25h 16m
- When
- Monday, Tuesday, Thursday, Saturday, and Sunday
- Estimated price
- $700–2,400
Flights from Sydney International Airport to Quad City International Airport via Dallas/Ft.Worth
- Ave. Duration
- 18h 59m
- When
- Every day
- Estimated price
- $700–2,400
Flights from Sydney International Airport to Quad City International Airport via Los Angeles, Dallas/Ft.Worth
- Ave. Duration
- 21h 40m
- When
- Every day
- Estimated price
- $500–1,800
Flights from Sydney International Airport to Dane County Regional Airport-Truax Field via Dallas/Ft.Worth
- Ave. Duration
- 20h 2m
- When
- Every day
- Estimated price
- $700–2,400
- Website
- united.com
Flights from Sydney International Airport to Chicago O'Hare International Airport via San Francisco
- Ave. Duration
- 18h 59m
- When
- Every day
- Estimated price
- $400–1,400
Flights from Sydney International Airport to Chicago O'Hare International Airport via Los Angeles
- Ave. Duration
- 19h 40m
- When
- Every day
- Estimated price
- $400–1,400
Flights from Sydney International Airport to Chicago O'Hare International Airport via Houston
- Ave. Duration
- 21h 41m
- When
- Every day
- Estimated price
- $410–1,400
Flights from Sydney International Airport to Chicago O'Hare International Airport via San Francisco, Denver
- Ave. Duration
- 21h 15m
- When
- Every day
- Estimated price
- $400–1,400
Flights from Sydney International Airport to South Bend via San Francisco, Chicago O'Hare International Airport
- Ave. Duration
- 21h 49m
- When
- Every day
- Estimated price
- $500–1,800
Flights from Sydney International Airport to South Bend via Los Angeles, Chicago O'Hare International Airport
- Ave. Duration
- 22h 44m
- When
- Every day
- Estimated price
- $500–1,800
Flights from Sydney International Airport to General Mitchell International Airport via Houston
- Ave. Duration
- 22h 5m
- When
- Every day
- Estimated price
- $750–2,600
Flights from Sydney International Airport to General Mitchell International Airport via San Francisco, Denver
- Ave. Duration
- 21h 14m
- When
- Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $700–2,500
Flights from Sydney International Airport to Quad City International Airport via San Francisco, Denver
- Ave. Duration
- 25h 22m
- When
- Every day
- Estimated price
- $500–1,800
Flights from Sydney International Airport to Quad City International Airport via Los Angeles, Denver
- Ave. Duration
- 26h 17m
- When
- Every day
- Estimated price
- $500–1,800
Flights from Sydney International Airport to Dane County Regional Airport-Truax Field via San Francisco, Denver
- Ave. Duration
- 21h 10m
- When
- Monday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $500–1,800
- Website
- southwest.com
Flights from Sydney International Airport to General Mitchell International Airport via Las Vegas
- Ave. Duration
- 19h 20m
- When
- Sunday
- Estimated price
- $1,000–3,300
Flights from Sydney International Airport to General Mitchell International Airport via Los Angeles, Kansas City
- Ave. Duration
- 20h 30m
- When
- Monday to Friday
- Estimated price
- $700–2,500
Flights from Sydney International Airport to Chicago Midway International Airport via Las Vegas
- Ave. Duration
- 18h 15m
- When
- Tuesday
- Estimated price
- $700–2,400
Flights from Sydney International Airport to Chicago Midway International Airport via Los Angeles
- Ave. Duration
- 21h 45m
- When
- Tuesday
- Estimated price
- $700–2,400
Flights from Sydney International Airport to Chicago Midway International Airport via San Francisco
- Ave. Duration
- 24h 25m
- When
- Wednesday, Friday, and Sunday
- Estimated price
- $700–2,400
Flights from Sydney International Airport to Chicago Midway International Airport via Houston, Tulsa
- Ave. Duration
- 23h 35m
- When
- Tuesday and Wednesday
- Estimated price
- $550–1,900
Flights from Sydney International Airport to Chicago Midway International Airport via Houston, Memphis
- Ave. Duration
- 23h 40m
- When
- Tuesday and Wednesday
- Estimated price
- $550–1,900
Flights from Sydney International Airport to Chicago Midway International Airport via Houston, Indianapolis
- Ave. Duration
- 23h 50m
- When
- Tuesday and Wednesday
- Estimated price
- $550–1,900
Flights from Sydney International Airport to Chicago Midway International Airport via Houston, St. Louis
- Ave. Duration
- 24h
- When
- Tuesday and Wednesday
- Estimated price
- $550–1,900
- Website
- qantas.com
Flights from Sydney International Airport to Chicago O'Hare International Airport via Dallas/Ft.Worth
- Ave. Duration
- 18h 55m
- When
- Monday, Tuesday, Thursday, Saturday, and Sunday
- Estimated price
- $550–1,800
Flights from Sydney International Airport to Chicago O'Hare International Airport via Los Angeles
- Ave. Duration
- 20h 49m
- When
- Every day
- Estimated price
- $400–1,400
Flights from Sydney International Airport to General Mitchell International Airport via Dallas/Ft.Worth
- Ave. Duration
- 19h 52m
- When
- Every day
- Estimated price
- $1,000–3,400
Flights from Sydney International Airport to Dane County Regional Airport-Truax Field via Dallas/Ft.Worth
- Ave. Duration
- 20h 2m
- When
- Every day
- Estimated price
- $700–2,400
- Website
- delta.com
Flights from Sydney International Airport to Chicago O'Hare International Airport via Los Angeles
- Ave. Duration
- 19h 58m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $400–1,400
Flights from Sydney International Airport to South Bend via Los Angeles, Minneapolis
- Ave. Duration
- 28h 23m
- When
- Every day
- Estimated price
- $500–1,800
- Website
- aircanada.com
Flights from Sydney International Airport to Chicago O'Hare International Airport via Vancouver
- Ave. Duration
- 20h 17m
- When
- Every day
- Estimated price
- $410–1,400
- Phone
- +1 219-926-5744
- Website
- mysouthshoreline.com
Train from South Bend Airport to Van Buren St.
- Ave. Duration
- 2h 1m
- Frequency
- Hourly
- Estimated price
- $14–17
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $14–17
Train from South Bend Airport to Van Buren St.
- Ave. Duration
- 2h 1m
- Frequency
- Every 4 hours
- Estimated price
- $4–16
- Schedules at
- Northern Indiana Commuter Transportation District
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $45–75
- Website
- Amtrak
Train from Bloomington-Normal to Chicago Union Station
- Ave. Duration
- 2h 19m
- Frequency
- 5 times a day
- Estimated price
- $65–110
- Website
- Amtrak
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $45–75
- Website
- Amtrak
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Moline Center Station to Chicago Bus Station
- Ave. Duration
- 4h 10m
- Frequency
- 3 times a day
- Estimated price
- $30–50
- Website
- Greyhound
Bus from Madison, WI-Lake St. to Milwaukee, WI - Amtrak
- Ave. Duration
- 1h 20m
- Frequency
- Once daily
- Estimated price
- $14–21
- Website
- Greyhound
- Phone
- +1 414-266-4409
- [email protected]
- Website
- Badger Bus
Bus from Madison, WI-Lake St. to Milwaukee, WI - Amtrak
- Ave. Duration
- 1h 35m
- Frequency
- 5 times a day
- Estimated price
- $23–30
- Website
- Badger Bus
- Phone
- +1-858-800-8898
- Website
- jeffersonlines.com
Bus from Madison, WI-Lake St. to Milwaukee, WI - Amtrak
- Ave. Duration
- 1h 25m
- Frequency
- Once daily
- Estimated price
- $29–40
- Book at
- Jefferson Lines
- Adult
- $29–40
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Madison, WI-Lake St. to Milwaukee, WI - Amtrak
- Ave. Duration
- 1h 45m
- Frequency
- Once daily
- Estimated price
- $12–19
- Schedules at
- Flixbus USA
- Phone
- 920 496 3600
- Website
- example.com
Bus from Madison, WI-Lake St. to Milwaukee, WI - Amtrak
- Ave. Duration
- 1h 50m
- Frequency
- Once daily
- Estimated price
- $19–22
- Schedules at
- golamers.com
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