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

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There are 12 ways to get from Chicago to Shelton by plane, train, bus (Flixbus, Greyhound), train (Amtrak), 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 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 Bridgeporttrain train
    7h 19m
    $228–598

  2. Fly Chicago O'Hare International Airport to Bradley International Airport, train

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Bradley International Airport (BDL)plane plane ORD - BDL
    2. Take the train from Windsor Locks to New Haventrain train
    7h 47m
    $94–447

  3. Bus

    1. Take the bus from Chicago Bus Station to New York Midtownbus bus FlixBus N2641 / ...
    2. Take the bus from Port Authority Bus Terminal to New Haven Union Stationbus bus New York
    21h 38m
    $157–285

  4. Train via Springfield (Amtrak)

    1. Take the train from Chicago Union Station to Springfieldtrain train Lake Shore Limited
    2. Take the train from Springfield to New Haventrain train Amtrak Hartford Line / ...
    22h 47m
    $316–653

  5. Drive 850.6 mi

    1. Drive from Chicago to Sheltoncar car 850.6 mi
    14h 25m
    $156–225

  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 Bridgeporttrain train
    7h 40m
    $238–698

  7. 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
    7h 16m
    $120–547

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

    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 Bridgeporttrain train
    7h 52m
    $348–909

  9. 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 Bridgeporttrain train
    4. Take the train from Bridgeport to Derby-Sheltontrain train
    8h 51m
    $116–539

  10. Fly Chicago O'Hare International Airport to Tweed-New Haven Airport, line 206 bus, line 255 bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Tweed-New Haven Airport (HVN)plane plane ORD - HVN
    2. Take the bus from Lighthouse Park Terminus to Chapel St @ Orange Stbus bus
    3. Take the bus from Chapel St @ Temple St to Howe Ave @ Cornell Stbus bus
    7h 30m
    $176–495

  11. Train

    1. Take the train from Chicago Union Station to Croton-Harmon Amtrak Stationtrain train
    2. Take the train from Croton-Harmon to 125th Street - Harlemtrain train
    3. Take the train from 125th Street - Harlem to Bridgeporttrain train
    23h 33m
    $330–661

  12. 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 Bridgeporttrain train
    25h 30m
    $180–382

Chicago to Shelton by bus and foot

Calendar16Weekly Services
Duration21h 38mAverage Duration
Ticket$157Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Shelton.ExpandLaunch map view
  • Distance: 806.1 mi
  • Duration: 7h 19m

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

You can take a bus from Chicago Bus Station to Howe Ave @ Cornell St via New York Midtown, Port Authority Bus Terminal, New Haven Union Station, Union Ave @ Union Station, Chapel St @ Church St, and Chapel St @ Temple St in around 21h 38m. Alternatively, you can take a train from Chicago Union Station to Howe Ave @ Cornell St via Springfield, New Haven, and Chapel St @ Temple St in around 22h 47m.

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