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How to get fromBrattleboro to Chicago Union Stationby train, plane, bus, bus (Greyhound, Flixbus), or car

Find Transport to Chicago Union Station

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There are 7 ways to get from Brattleboro to Chicago Union Station by train, plane, bus, bus (Greyhound, Flixbus), 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.

  1. Train to Bradley International Airport, fly to Chicago Midway International Airport

    best
    1. Take the train from Brattleboro Station to Windsor Lockstrain train
    2. Fly from Bradley International Airport (BDL) to Chicago Midway International Airport (MDW)plane plane BDL - MDW
    6h 43m
    $102–457

  2. Train to Bradley International Airport, fly to Chicago O'Hare International Airport

    cheapest
    1. Take the train from Brattleboro Station to Windsor Lockstrain train
    2. Fly from Bradley International Airport (BDL) to Chicago O'Hare International Airport (ORD)plane plane BDL - ORD
    7h 20m
    $92–397

  3. Bus, train

    1. Take the bus from Brattleboro to Springfield Union Stationbus bus Greyhound US0255s
    2. Take the train from Springfield to Chicago Union Stationtrain train Lake Shore Limited
    22h 16m
    $299–667

  4. Bus

    1. Take the bus from Brattleboro to Springfield Union Stationbus bus
    2. Take the bus from Springfield Union Station to Newark Penn Stationbus bus
    3. Take the bus from Newark Penn Station to Chicago Bus Stationbus bus
    23h 24m
    $169–307

  5. Drive 883.4 mi

    1. Drive from Brattleboro to Chicago Union Stationcar car 883.4 mi
    15h 48m
    $162–233

  6. Bus to Albany County Airport, fly to Chicago Midway International Airport

    1. Take the bus from Green Mountain Community Bus Terminal to Albany International Airportbus bus
    2. Fly from Albany County Airport (ALB) to Chicago Midway International Airport (MDW)plane plane ALB - MDW
    9h 5m
    $120–617

  7. Bus to Albany County Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Green Mountain Community Bus Terminal to Albany International Airportbus bus
    2. Fly from Albany County Airport (ALB) to Chicago O'Hare International Airport (ORD)plane plane ALB - ORD
    9h 37m
    $105–497

Brattleboro to Chicago Union Station by bus and train

Calendar7Weekly Services
Duration22h 16mAverage Duration
Ticket$299Cheapest Price
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Questions & Answers

Map of how to get from Brattleboro to Chicago Union Station.ExpandLaunch map view
  • Distance: 864.7 mi
  • Duration: 6h 43m

What companies run services between Brattleboro, VT, USA and Chicago Union Station, IL, USA?

You can take a bus from Brattleboro to Chicago Union Station via Springfield Union Station, Newark Penn Station, and Chicago Bus Station in around 23h 24m.

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Train operators
Bus operators

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