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$397–1,421Fly 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 26m$529–1,833Fly 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 13m$762–2,605Fly to Chicago Midway International Airport
- Fly from Sydney International Airport (SYD) to Chicago Midway International Airport (MDW)plane SYD - MDW
21h 49m$567–1,921Fly to University Of Illinois Willard Airport, train
- Fly from Sydney International Airport (SYD) to University Of Illinois Willard Airport (CMI)plane SYD - CMI
- Take the train from Champaign-Urbana to Chicago Union Stationtrain
28h 2m$603–1,949Fly 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$581–1,927Fly 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$571–1,833
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 $390 - $1,500 and takes 22h 5m.
The fastest way to get from Sydney to Chicago is to fly which takes 21h 49m 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 17h behind Sydney. It is currently 8:48 AM in Sydney and 3:48 PM in Chicago.
There are 1309+ hotels available in Chicago.
What companies run services between Sydney, NSW, Australia and Chicago, IL, USA?
United Airlines, Qantas, and three other airlines fly from Sydney International Airport (SYD) to Chicago O'Hare International Airport (ORD) every 3 hours.
- Website
- aa.com
Flights from Sydney International Airport to Chicago O'Hare International Airport via Dallas/Ft.Worth
- Ave. Duration
- 18h 55m
- When
- Every day
- Estimated price
- $550–1,800
Flights from Sydney International Airport to Chicago O'Hare International Airport via Los Angeles
- Ave. Duration
- 19h 21m
- When
- Every day
- Estimated price
- $380–1,400
Flights from Sydney International Airport to Chicago O'Hare International Airport via San Francisco
- Ave. Duration
- 19h 30m
- When
- Wednesday, Friday, and Sunday
- Estimated price
- $550–1,800
Flights from Sydney International Airport to Chicago O'Hare International Airport via Las Vegas
- Ave. Duration
- 19h 35m
- When
- Tuesday, Friday, and Sunday
- Estimated price
- $550–1,800
Flights from Sydney International Airport to South Bend via Dallas/Ft.Worth
- Ave. Duration
- 19h 23m
- 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
- 22h
- When
- Every day
- Estimated price
- $500–1,800
Flights from Sydney International Airport to General Mitchell International Airport via Dallas/Ft.Worth
- Ave. Duration
- 20h 24m
- When
- Every day
- Estimated price
- $1,000–3,400
Flights from Sydney International Airport to University Of Illinois Willard Airport via Dallas/Ft.Worth
- Ave. Duration
- 24h 57m
- When
- Monday, Wednesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $700–2,300
Flights from Sydney International Airport to University Of Illinois Willard Airport via Los Angeles, Dallas/Ft.Worth
- Ave. Duration
- 27h 47m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $700–2,400
Flights from Sydney International Airport to University Of Illinois Willard Airport via San Francisco, Chicago O'Hare International Airport
- Ave. Duration
- 27h 21m
- When
- Every day
- Estimated price
- $500–2,400
Flights from Sydney International Airport to University Of Illinois Willard Airport via Las Vegas, Chicago O'Hare International Airport
- Ave. Duration
- 31h 39m
- When
- Tuesday, Friday, and Sunday
- Estimated price
- $700–2,400
Flights from Sydney International Airport to University Of Illinois Willard Airport via Honolulu, Chicago O'Hare International Airport
- Ave. Duration
- 32h 9m
- When
- Monday, Wednesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $700–2,400
Flights from Sydney International Airport to University Of Illinois Willard Airport via Houston, Dallas/Ft.Worth
- Ave. Duration
- 21h 52m
- When
- Every day
- Estimated price
- $500–1,800
Flights from Sydney International Airport to Central Illinois Regional Airport At Bloomington-Normal via Dallas/Ft.Worth
- Ave. Duration
- 22h 17m
- When
- Every day
- Estimated price
- $700–2,300
Flights from Sydney International Airport to Central Illinois Regional Airport At Bloomington-Normal via Los Angeles, Dallas/Ft.Worth
- Ave. Duration
- 21h 13m
- When
- Every day
- Estimated price
- $500–2,400
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
- united.com
Flights from Sydney International Airport to Chicago O'Hare International Airport via Los Angeles
- Ave. Duration
- 18h 55m
- When
- Every day
- Estimated price
- $380–1,400
Flights from Sydney International Airport to Chicago O'Hare International Airport via San Francisco
- Ave. Duration
- 19h 59m
- When
- Every day
- Estimated price
- $380–1,400
Flights from Sydney International Airport to Chicago O'Hare International Airport via Houston
- Ave. Duration
- 20h 19m
- When
- Every day
- Estimated price
- $390–1,400
Flights from Sydney International Airport to Chicago O'Hare International Airport via San Francisco, Denver
- Ave. Duration
- 22h 15m
- When
- Every day
- Estimated price
- $380–1,400
Flights from Sydney International Airport to South Bend via San Francisco, Chicago O'Hare International Airport
- Ave. Duration
- 22h 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
- 23h 19m
- When
- Every day
- Estimated price
- $500–1,800
Flights from Sydney International Airport to General Mitchell International Airport via Houston
- Ave. Duration
- 23h 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
- 22h 14m
- When
- Monday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $700–2,500
Flights from Sydney International Airport to Dane County Regional Airport-Truax Field via San Francisco, Denver
- Ave. Duration
- 22h 10m
- When
- Monday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $490–1,700
- Website
- southwest.com
Flights from Sydney International Airport to General Mitchell International Airport via Las Vegas
- Ave. Duration
- 18h 45m
- When
- Tuesday
- Estimated price
- $1,000–3,400
Flights from Sydney International Airport to General Mitchell International Airport via Los Angeles, Kansas City
- Ave. Duration
- 20h 55m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $700–2,500
Flights from Sydney International Airport to Chicago Midway International Airport via Los Angeles
- Ave. Duration
- 20h 50m
- When
- Every day
- Estimated price
- $550–1,900
Flights from Sydney International Airport to Chicago Midway International Airport via Las Vegas
- Ave. Duration
- 20h 10m
- When
- Friday and Sunday
- Estimated price
- $800–2,600
Flights from Sydney International Airport to Chicago Midway International Airport via San Francisco
- Ave. Duration
- 25h 35m
- When
- Wednesday, Friday, and Sunday
- Estimated price
- $800–2,600
Flights from Sydney International Airport to Chicago Midway International Airport via Houston, Memphis
- Ave. Duration
- 24h 45m
- When
- Monday to Thursday
- Estimated price
- $550–2,000
Flights from Sydney International Airport to Chicago Midway International Airport via Houston, Tulsa
- Ave. Duration
- 24h 50m
- When
- Monday to Thursday
- Estimated price
- $550–2,000
Flights from Sydney International Airport to Chicago Midway International Airport via Houston, Indianapolis
- Ave. Duration
- 24h 55m
- When
- Monday to Thursday
- Estimated price
- $550–2,000
- Website
- qantas.com
Flights from Sydney International Airport to Chicago O'Hare International Airport via Dallas/Ft.Worth
- Ave. Duration
- 18h 55m
- When
- Every day
- Estimated price
- $550–1,800
Flights from Sydney International Airport to Chicago O'Hare International Airport via San Francisco
- Ave. Duration
- 19h 30m
- When
- Wednesday, Friday, and Sunday
- Estimated price
- $550–1,800
Flights from Sydney International Airport to General Mitchell International Airport via Dallas/Ft.Worth
- Ave. Duration
- 20h 24m
- 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 57m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $380–1,400
Flights from Sydney International Airport to South Bend via Los Angeles, Minneapolis
- Ave. Duration
- 28h 6m
- 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
- $390–1,400
- Website
- flybreeze.com
Flights from Sydney International Airport to Dane County Regional Airport-Truax Field via Los Angeles
- Ave. Duration
- 23h 56m
- When
- Monday and Friday
- Estimated price
- $490–1,700
- 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 Champaign-Urbana to Chicago Union Station
- Ave. Duration
- 2h 36m
- Frequency
- 3 times a day
- Estimated price
- $70–110
- 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
- +1 414-266-4409
- ticketinfo@badgerbus.com
- 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
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- Greyhound
Bus from Madison, WI-Lake St. to Milwaukee, WI - Amtrak
- Ave. Duration
- 1h 20m
- Frequency
- Once daily
- Estimated price
- $14–22
- Website
- Greyhound
- 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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