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How to get fromChicago to Wiltonby plane, train, train (Amtrak), bus, car, or bus (Flixbus, Greyhound)

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There are 11 ways to get from Chicago to Wilton by plane, train, train (Amtrak), bus, car, or bus (Flixbus, Greyhound)

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 Chicago Midway International Airport to Laguardia Airport, train

    best
    1. Fly from Chicago Midway International Airport (MDW) to Laguardia Airport (LGA)plane plane MDW - LGA
    2. Take the train from 125th Street - Harlem to South Norwalktrain train
    6h 51m
    $154–743

  2. Fly Chicago O'Hare International Airport to John F. Kennedy International Airport, train

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to John F. Kennedy International Airport (JFK)plane plane ORD - JFK
    2. Take the train from Grand Central Terminal to South Norwalktrain train
    7h 25m
    $90–355

  3. Train (Amtrak)

    1. Take the train from Chicago Union Station to Ny Moynihan Train Hall At Penn Stationtrain train Lake Shore Limited / ...
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Stamford Amtrak Stationtrain train Northeast Regional / ...
    23h 30m
    $308–1,161

  4. Bus, train

    1. Take the bus from Chicago Bus Station to Baltimore Downtown Bus Stationbus bus
    2. Take the bus from Baltimore Downtown Bus Station to Port Authority Bus Terminalbus bus
    3. Take the train from Grand Central Terminal to South Norwalktrain train
    25h 16m
    $180–375

  5. Drive 832.7 mi

    1. Drive from Chicago to Wiltoncar car 832.7 mi
    14h 3m
    $152–220

  6. Fly Chicago O'Hare International Airport to Laguardia Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Laguardia Airport (LGA)plane plane ORD - LGA
    2. Take the train from 125th Street - Harlem to South Norwalktrain train
    7h 12m
    $114–303

  7. Fly Chicago O'Hare International Airport to Newark Liberty International Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Newark Liberty International Airport (EWR)plane plane ORD - EWR
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Stamford Amtrak Stationtrain train
    7h 58m
    $134–897

  8. Fly Chicago O'Hare International Airport to Westchester County Airport, line 971 bus, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Westchester County Airport (HPN)plane plane ORD - HPN
    2. Take the bus from Main St @ South Broadway to Stamford Transportation Center @ Bay Abus bus
    3. Take the train from Stamford to South Norwalktrain train
    4. Take the train from South Norwalk to Wiltontrain train
    8h 26m
    $110–496

  9. Fly Chicago Midway International Airport to Bradley International Airport, train

    1. Fly from Chicago Midway International Airport (MDW) to Bradley International Airport (BDL)plane plane MDW - BDL
    2. Take the train from Windsor Locks to New Haventrain train
    3. Take the train from New Haven to South Norwalktrain train
    8h 45m
    $146–667

  10. Fly Chicago Midway International Airport to Philadelphia International Airport, train

    1. Fly from Chicago Midway International Airport (MDW) to Philadelphia International Airport (PHL)plane plane MDW - PHL
    2. Take the train from 30th Street Station to Stamford Amtrak Stationtrain train
    9h 48m
    $198–1,482

  11. Bus

    1. Take the bus from Chicago Bus Station to New York Midtownbus bus FlixBus N2642 / ...
    2. Take the bus from Port Authority Bus Terminal to Stamford Bus Stopbus bus Greyhound US0240
    27h 19m
    $151–252

Chicago to Wilton by train and bus (Amtrak)

Calendar10Weekly Services
Duration23h 30mAverage Duration
Ticket$308Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Wilton.ExpandLaunch map view
  • Distance: 785.3 mi
  • Duration: 6h 51m

What companies run services between Chicago, IL, USA and Wilton, CT, USA?

You can take a train from Chicago Union Station to Wilton Center via Ny Moynihan Train Hall At Penn Station, Stamford Amtrak Station, Stamford Transportation Center @ Bay E, Belden Ave @ opp Burnell Blvd, and Burnell Blvd Hub in around 23h 30m. Alternatively, you can take a bus from Chicago Bus Station to Wilton Center via New York Midtown, Port Authority Bus Terminal, Stamford Bus Stop, Stamford Transportation Center @ Bay E, Belden Ave @ opp Burnell Blvd, and Burnell Blvd Hub in around 27h 19m.

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