Rome2Rio

How to get fromWisconsin to Chappaquaby plane, train, train (Amtrak), bus (Flixbus, Greyhound), car or bus

Find Transport to Chappaqua

See all options

There are 11 ways to get from Wisconsin to Chappaqua by plane, train, train (Amtrak), bus (Flixbus, Greyhound), car, 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 Dane County Regional Airport-Truax Field to Laguardia Airport, train

    best
    1. Fly from Dane County Regional Airport-Truax Field (MSN) to Laguardia Airport (LGA)plane plane MSN - LGA
    2. Take the train from 125th Street - Harlem to Chappaquatrain train
    5h 24m
    $134–725

  2. Bus to Chicago O'Hare International Airport, fly to Laguardia Airport, train

    cheapest
    1. Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus bus
    2. Fly from Chicago O'Hare International Airport (ORD) to Laguardia Airport (LGA)plane plane ORD - LGA
    3. Take the train from 125th Street - Harlem to Chappaquatrain train
    6h 47m
    $101–345

  3. Train (Amtrak)

    1. Take the train from Milwaukee to Chicago Union Stationtrain train Hiawatha Service / ...
    2. Take the train from Chicago Union Station to Croton-Harmon Amtrak Stationtrain train Lake Shore Limited
    23h 38m
    $282–613

  4. Bus

    1. Take the bus from Milwaukee Intermodal Station to Chicago Bus Stationbus bus FlixBus 2548 / ...
    2. Take the bus from Chicago Bus Station to New York Midtownbus bus FlixBus N2640
    26h 11m
    $141–267

  5. Drive 901.5 mi

    1. Drive from Milwaukee to Chappaquacar car 901.5 mi
    15h 22m
    $165–238

  6. Fly General Mitchell International Airport to Laguardia Airport, train

    1. Fly from General Mitchell International Airport (MKE) to Laguardia Airport (LGA)plane plane MKE - LGA
    2. Take the train from 125th Street - Harlem to Chappaquatrain train
    5h 27m
    $134–725

  7. Fly General Mitchell International Airport to Newark Liberty International Airport, train

    1. Fly from General Mitchell International Airport (MKE) to Newark Liberty International Airport (EWR)plane plane MKE - EWR
    2. Take the train from Grand Central Terminal to Chappaquatrain train
    6h 1m
    $131–600

  8. Fly Dane County Regional Airport-Truax Field to Newark Liberty International Airport, train

    1. Fly from Dane County Regional Airport-Truax Field (MSN) to Newark Liberty International Airport (EWR)plane plane MSN - EWR
    2. Take the train from Grand Central Terminal to Chappaquatrain train
    6h 5m
    $131–600

  9. Bus to Chicago O'Hare International Airport, fly to John F. Kennedy International Airport, train

    1. Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus bus
    2. Fly from Chicago O'Hare International Airport (ORD) to John F. Kennedy International Airport (JFK)plane plane ORD - JFK
    3. Take the train from Grand Central Terminal to Chappaquatrain train
    7h 7m
    $108–337

  10. Bus to Chicago O'Hare International Airport, fly to Westchester County Airport

    1. Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus bus
    2. Fly from Chicago O'Hare International Airport (ORD) to Westchester County Airport (HPN)plane plane ORD - HPN
    7h 17m
    $489–657

  11. Bus, train

    1. Take the bus from Milwaukee Intermodal Station to Detroit Bus Stationbus bus
    2. Take the bus from Detroit Bus Station to Port Authority Bus Terminalbus bus
    3. Take the train from Grand Central Terminal to Chappaquatrain train
    27h 3m
    $179–333

Wisconsin to Chappaqua by train and bus (Amtrak)

Calendar7Weekly Services
Duration23h 38mAverage Duration
Ticket$282Cheapest Price
See schedules

Questions & Answers

What companies run services between Wisconsin, USA and Chappaqua, NY, USA?

You can take a train from Milwaukee to King St @ Poillon Rd via Chicago Union Station, Croton-Harmon, Ossining, and Ossining Railroad Station in around 23h 38m. Alternatively, you can take a bus from Milwaukee Intermodal Station to Chappaqua via Chicago Bus Station, New York Midtown, White Plains Bus Station, and White Plains in around 26h 11m.

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

Need to know: Greyhound

Read the travel guideNeed to know: Greyhound

Trips from Wisconsin

Trips to Chappaqua

Popular routes