Rome2Rio

How to get fromSydney to Chicagoby plane, train or bus

Find Transport to Chicago

See all options

There are 8 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.

  1. Fly to Chicago O'Hare International Airport

    best
    1. Fly from Sydney International Airport (SYD) to Chicago O'Hare International Airport (ORD)planeSYD - ORD
    22h
    $764–2,720

  2. Fly to Central Illinois Regional Airport At Bloomington-Normal, train

    cheapest
    1. Fly from Sydney International Airport (SYD) to Central Illinois Regional Airport At Bloomington-Normal (BMI)planeSYD - BMI
    2. Take the train from Bloomington-Normal to Chicago Union Stationtrain
    28h 49m
    $520–1,781

  3. Fly to South Bend, train

    1. Fly from Sydney International Airport (SYD) to South Bend (SBN)planeSYD - SBN
    2. Take the train from South Bend Airport to Van Buren St.train
    26h 19m
    $625–2,230

  4. Fly to General Mitchell International Airport, train

    1. Fly from Sydney International Airport (SYD) to General Mitchell International Airport (MKE)planeSYD - MKE
    2. Take the train from Milwaukee to Chicago Union Stationtrain
    25h 25m
    $937–3,335

  5. Fly to University Of Illinois Willard Airport, train

    1. Fly from Sydney International Airport (SYD) to University Of Illinois Willard Airport (CMI)planeSYD - CMI
    2. Take the train from Champaign-Urbana to Chicago Union Stationtrain
    27h 52m
    $539–1,808

  6. Fly to Chicago Midway International Airport

    1. Fly from Sydney International Airport (SYD) to Chicago Midway International Airport (MDW)planeSYD - MDW
    22h 3m
    $564–1,920

  7. Fly to Dane County Regional Airport-Truax Field, bus

    1. Fly from Sydney International Airport (SYD) to Dane County Regional Airport-Truax Field (MSN)planeSYD - MSN
    2. Take the bus from 250 N. Lake St - Madison UW Campus to O'Hare International Airport - Terminal 2 Departuresbus
    27h 57m
    $787–2,764

  8. Fly to Peoria International Airport, bus, train

    1. Fly from Sydney International Airport (SYD) to Peoria International Airport (PIA)planeSYD - PIA
    2. Take the bus from Peoria to Bloomington/Normalbus
    3. Take the train from Bloomington-Normal to Chicago Union Stationtrain
    27h 16m
    $533–1,826

Sydney International Airport (SYD) to Chicago O'Hare International Airport (ORD) flights

Calendar43Weekly Planes
Duration19h 43mAverage Duration
Ticket$395Cheapest Price
See schedules

Questions & Answers

What companies run services between Sydney, NSW, Australia and Chicago, IL, USA?

United Airlines, American Airlines, and three other airlines fly from Sydney International Airport (SYD) to Chicago O'Hare International Airport (ORD) every 4 hours.

Transport is disrupted due to the Russia-Ukraine war. Read more

Airlines
Train operators
Bus operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides

Where to next?

Trips from Sydney

Trips to Chicago

Popular routes