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How to get fromBennington to Chicagoby bus, plane, train, bus (Flixbus) or car

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There are 5 ways to get from Bennington to Chicago by bus, plane, train, bus (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. Bus, fly to Chicago Midway International Airport

    best
    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
    5h 56m
    $111–616

  2. Bus, fly to Chicago O'Hare International Airport

    cheapest
    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
    6h 18m
    $81–416

  3. Bus, train

    1. Take the bus from Green Mountain Community Bus Terminal to AMTRAK Station Rensselaerbus bus 7
    2. Take the train from Albany-Rensselaer Amtrak Station to Chicago Union Stationtrain train Lake Shore Limited
    18h 12m
    $92–279

  4. Bus

    1. Take the bus from Green Mountain Community Bus Terminal to AMTRAK Station Rensselaerbus bus 7
    2. Take the bus from Albany-Rensselaer to New York, NYbus bus
    3. Take the bus from New York Midtown to Chicago Bus Stationbus bus
    26h 21m
    $117–249

  5. Drive 843.7 mi

    1. Drive from Bennington to Chicagocar car 843.7 mi
    14h 42m
    $154–223

Bennington to Chicago by bus and train

Calendar14Weekly Services
Duration18h 12mAverage Duration
Ticket$92Cheapest Price
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Questions & Answers

What companies run services between Bennington, VT, USA and Chicago, IL, USA?

You can take a bus from Green Mountain Community Bus Terminal to Chicago Bus Station via Albany-Rensselaer, New York, NY, and New York Midtown in around 26h 21m.

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