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How to get fromDes Plaines to Brattleboroby plane, train, bus or car

Find Transport to Brattleboro

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There are 8 ways to get from Des Plaines to Brattleboro by plane, train, bus, or car

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2rio's travel planner.

Recommended option

  1. Fly Chicago O'Hare to Hartford, train7h 54m

    1. Fly from Chicago O'Hare (ORD) to Hartford (BDL)planeORD - BDL
    2. Take the train from Windsor Locks to Brattleboro Amtrak Stationtrain

    $107–463

Cheapest option

  1. Train23h 42m

    1. Take the train from Chicago Union Station to SpringfieldtrainLake Shore Limited
    2. Take the train from Springfield to Brattleboro Amtrak StationtrainVermonter

    $40–356

6 alternative options

  1. Fly Chicago Midway to Hartford, train9h 14m

    1. Fly from Chicago Midway (MDW) to Hartford (BDL)planeMDW - BDL
    2. Take the train from Windsor Locks to Brattleboro Amtrak Stationtrain

    $129–689

  2. Fly Chicago O'Hare to Albany, bus9h 15m

    1. Fly from Chicago O'Hare (ORD) to Albany (ALB)planeORD - ALB
    2. Take the bus from Albany International Airport to Bennington Amtrak Bus Stopbus

    $145–344

  3. Fly Chicago O'Hare to Boston, train10h 9m

    1. Fly from Chicago O'Hare (ORD) to Boston (BOS)planeORD - BOS
    2. Take the train from Boston to Springfieldtrain
    3. Take the train from Springfield to Brattleboro Amtrak Stationtrain

    $69–427

  4. Train to Chicago Midway, fly to Albany, bus, line 10 bus10h 32m

    1. Take the train from Des Plaines to Chicago OTCtrain
    2. Fly from Chicago Midway (MDW) to Albany (ALB)planeMDW - ALB
    3. Take the bus from Albany International Airport to Bennington Amtrak Bus Stopbus
    4. Take the bus from GMCN Terminal to Shawsbus
    5. Take the bus from Shaws to Transportation Centerbus

    $186–726

  5. Bus31h 22m

    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 Union Station, Hartford, CTbus
    4. Take the bus from Hartford to Brattleborobus

    $104–331

  6. Drive15h 57m

    1. Drive from Des Plaines to Brattleborocar909.1 mi

    $166–240

Des Plaines to Brattleboro by train and foot

Calendar7Weekly Services
Duration23h 42mAverage Duration
Ticket$40Cheapest Price
See schedules

Questions & Answers

Map of how to get from Des Plaines to Brattleboro.ExpandLaunch map view
  • Distance: 865.2 mi
  • Duration: 7h 54m

What companies run services between Des Plaines, IL, USA and Brattleboro, VT, USA?

You can take a train from Des Plaines to Brattleboro Amtrak Station via Chicago OTC, Chicago Union Station, and Springfield in around 23h 42m. Alternatively, you can take a bus from Busse Hwy & Mason Ln to Brattleboro via Jefferson Park Transit Center, Washington & Jefferson, Chicago Bus Station, Baltimore Downtown Bus Station, Port Authority Bus Terminal, and Hartford in around 31h 22m.

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