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

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There are 6 ways to get from Chicago to Simsbury by plane, bus, train (Amtrak), bus (Flixbus), car, or bus (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 from Chicago O'Hare International Airport, line 912 bus

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Bradley International Airport (BDL)planeORD - BDL
    2. Take the bus from Central Row @ Main St to Iron Horse Park & Ride @ Jim Gallagher Waybus
    6h 18m
    $144–663

  2. Fly from Chicago Midway International Airport, line 912 bus

    cheapest
    1. Fly from Chicago Midway International Airport (MDW) to Bradley International Airport (BDL)planeMDW - BDL
    2. Take the bus from Central Row @ Main St to Iron Horse Park & Ride @ Jim Gallagher Waybus
    5h 55m
    $104–613

  3. Train (Amtrak)

    1. Take the train from Chicago Union Station to SpringfieldtrainLake Shore Limited
    2. Take the train from Springfield to Hartford Amtrak StationtrainAmtrak Hartford Line / ...
    22h 20m
    $151–683

  4. Bus (Flixbus)

    1. Take the bus from Chicago Bus Station to New York MidtownbusFlixBus N2640
    2. Take the bus from New York Midtown to Hartford Union StationbusFlixBus 2610
    25h 9m
    $129–271

  5. Drive 875.9 mi

    1. Drive from Chicago to Simsburycar875.9 mi
    15h 6m
    $160–231

  6. Bus via Baltimore

    1. Take the bus from Chicago Bus Station to Baltimore Downtown Bus Stationbus
    2. Take the bus from Baltimore Downtown Bus Station to Port Authority Bus Terminalbus
    3. Take the bus from Port Authority Bus Terminal to Hartford Union Stationbus
    26h 56m
    $129–241

Chicago to Simsbury by train and bus (Amtrak)

Calendar7Weekly Services
Duration22h 20mAverage Duration
Ticket$151Cheapest Price
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Questions & Answers

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

You can take a train from Chicago Union Station to Iron Horse Park & Ride @ Jim Gallagher Way via Springfield, Hartford Amtrak Station, and Asylum St @ Union Pl in around 22h 20m. Alternatively, you can take a bus from Chicago Bus Station to Iron Horse Park & Ride @ Jim Gallagher Way via New York Midtown, Hartford, Union Station, and Asylum St @ Union Pl in around 25h 9m.

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