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

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There are 9 ways to get from Chicago to Greenfield 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 Chicago Midway International Airport to Bradley International Airport, train

    best
    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 Greenfield Amtrak Stationtrain train
    6h 55m
    $120–543

  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 Greenfield Amtrak Stationtrain train
    7h 26m
    $94–443

  3. Train (Amtrak)

    1. Take the train from Chicago Union Station to Springfieldtrain train Lake Shore Limited
    2. Take the train from Springfield to Greenfield Amtrak Stationtrain train Valley Flyer / ...
    21h 27m
    $309–629

  4. Bus

    1. Take the bus from Chicago Bus Station to Newark Penn Stationbus bus
    2. Take the bus from Newark Penn Station to Hartford Union Stationbus bus
    3. Take the bus from Hartford Union Station to Greenfield John Olver Transit Ctrbus bus
    23h 10m
    $169–294

  5. Drive 883.6 mi

    1. Drive from Chicago to Greenfieldcar car 883.6 mi
    15h 59m
    $162–233

  6. Fly Chicago Midway International Airport to Laguardia Airport, train

    1. Fly from Chicago Midway International Airport (MDW) to Laguardia Airport (LGA)plane plane MDW - LGA
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Greenfield Amtrak Stationtrain train
    10h 10m
    $260–681

  7. Fly Chicago Midway International Airport to Albany County Airport, bus, train

    1. Fly from Chicago Midway International Airport (MDW) to Albany County Airport (ALB)plane plane MDW - ALB
    2. Take the bus from Albany Bus Terminal, NY to Springfield Union Stationbus bus
    3. Take the train from Springfield to Greenfield Amtrak Stationtrain train
    9h 16m
    $170–807

  8. Fly Chicago Midway International Airport to Boston Logan Airport, train, bus

    1. Fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS)plane plane MDW - BOS
    2. Take the train from North Station to Fitchburgtrain train
    3. Take the bus from Fitchburg MA to Greenfield John Olver Transit Ctrbus bus
    9h 22m
    $122–538

  9. Fly Chicago O'Hare International Airport to Albany County Airport, bus, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Albany County Airport (ALB)plane plane ORD - ALB
    2. Take the bus from Albany Bus Terminal, NY to Springfield Union Stationbus bus
    3. Take the train from Springfield to Greenfield Amtrak Stationtrain train
    9h 43m
    $140–657

Chicago to Greenfield by train (Amtrak)

Calendar7Weekly Trains
Duration21h 27mAverage Duration
Ticket$309Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Greenfield.ExpandLaunch map view
  • Distance: 840.7 mi
  • Duration: 6h 55m

What companies run services between Chicago, IL, USA and Greenfield, MA, USA?

You can take a train from Chicago Union Station to Greenfield Amtrak Station via Springfield in around 21h 27m. Alternatively, you can take a bus from Chicago Bus Station to Greenfield John Olver Transit Ctr via Newark Penn Station and Hartford Union Station in around 23h 10m.

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