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

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There are 10 ways to get from Chicago to Deerfield by plane, train, train (Amtrak), bus (Greyhound), car, bus, or bus (Flixbus)

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
    8h 1m
    $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
    8h 32m
    $94–443

  3. Train (Amtrak)

    1. Take the train from Chicago Union Station to Springfieldtrain train Lake Shore Limited
    22h 5m
    $299–607

  4. Bus via Brook Park (Greyhound)

    1. Take the bus from Chicago Bus Station to Cleveland Bus Stationbus bus Greyhound US0164
    2. Take the bus from Cleveland Bus Station to Springfield Union Stationbus bus Greyhound US0171
    22h 51m
    $139–272

  5. Drive 887 mi

    1. Drive from Chicago to Deerfieldcar car 887 mi
    16h 4m
    $162–234

  6. Fly Chicago Midway International Airport to Albany County Airport, bus

    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 University of Massachusetts Amherstbus bus
    10h 4m
    $162–785

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

    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 University of Massachusetts Amherstbus bus
    10h 31m
    $132–635

  8. 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
    11h 16m
    $260–681

  9. 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
    10h 28m
    $122–538

  10. Bus (Flixbus)

    1. Take the bus from Chicago Bus Station to New York Midtownbus bus FlixBus N2641 / ...
    2. Take the bus from New York Midtown to Springfield Union Stationbus bus FlixBus N2605 / ...
    23h 26m
    $170–284

Chicago to Deerfield by train and bus (Amtrak)

Calendar7Weekly Services
Duration22h 5mAverage Duration
Ticket$299Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Deerfield.ExpandLaunch map view
  • Distance: 845.5 mi
  • Duration: 8h 1m

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

Amtrak operates a train from Chicago Union Station to Springfield once daily. Tickets cost $290–650 and the journey takes 19h 19m. Alternatively, you can take a bus from Chicago Bus Station to Greenfield Rd and Memorial St via Cleveland Bus Station, Springfield Union Station, Union Station Bay 10, and Academy of Music in around 22h 51m.

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