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How to get fromChicago to Killington Ski Resortby plane, shuttle, train (Amtrak), bus (Flixbus), car, bus, or train

Find Transport to Killington Ski Resort

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There are 9 ways to get from Chicago to Killington Ski Resort by plane, shuttle, train (Amtrak), bus (Flixbus), car, bus, or train

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 Boston Logan Airport, shuttle

    best
    1. Fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS)plane plane MDW - BOS
    2. Take a shuttle bus from Boston Logan Airport Terminal C to Killington Ski Resortshuttle bus
    6h 49m
    $178–570

  2. Fly Chicago O'Hare International Airport to Burlington International Airport, bus

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Burlington International Airport (BTV)plane plane ORD - BTV
    2. Take the bus from Burlington International Airport to Marble Valley Regional Transit Centerbus bus
    8h 41m
    $114–571

  3. Train (Amtrak)

    1. Take the train from Chicago Union Station to Schenectadytrain train Lake Shore Limited
    2. Take the train from Schenectady to Rutlandtrain train Ethan Allen Express
    20h 33m
    $313–612

  4. Bus

    1. Take the bus from Chicago Bus Station to New York Midtownbus bus FlixBus N2641 / ...
    2. Take the bus from Broadway/73rd to Killington, VTbus bus Nyc
    24h 21m
    $295–397

  5. Drive 881.9 mi

    1. Drive from Chicago to Killington Ski Resortcar car 881.9 mi
    15h 51m
    $161–233

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

    1. Fly from Chicago Midway International Airport (MDW) to Albany County Airport (ALB)plane plane MDW - ALB
    2. Take the train from Schenectady to Rutlandtrain train
    9h 44m
    $174–819

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

    1. Fly from Chicago O'Hare International Airport (ORD) to Albany County Airport (ALB)plane plane ORD - ALB
    2. Take the train from Schenectady to Rutlandtrain train
    10h 11m
    $144–669

  8. Fly Chicago Midway International Airport to Manchester Airport, bus, shuttle

    1. Fly from Chicago Midway International Airport (MDW) to Manchester Airport (MHT)plane plane MDW - MHT
    2. Take the bus from Boston Manchester Airport to Bostonbus bus
    3. Take a shuttle bus from Boston Logan Airport Terminal C to Killington Ski Resortshuttle bus
    9h 51m
    $186–648

  9. Fly Chicago O'Hare International Airport to Manchester Airport, bus, shuttle

    1. Fly from Chicago O'Hare International Airport (ORD) to Manchester Airport (MHT)plane plane ORD - MHT
    2. Take the bus from Boston Manchester Airport to Bostonbus bus
    3. Take a shuttle bus from Boston Logan Airport Terminal C to Killington Ski Resortshuttle bus
    10h 25m
    $170–508

Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS) flights

Calendar39Weekly Planes
Duration2h 27mAverage Duration
Ticket$103Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Killington Ski Resort.ExpandLaunch map view
  • Distance: 1,027.9 mi
  • Duration: 6h 49m

What companies run services between Chicago, IL, USA and Killington Ski Resort, VT, USA?

You can take a train from Chicago Union Station to Killington Ski Resort via Schenectady, Rutland, and Rutland in around 20h 33m. Alternatively, you can take a bus from Chicago Bus Station to Killington, VT via New York Midtown, 10 Av/W 30 St, Amsterdam Av/W 72 St, and Broadway/73rd in around 24h 21m.

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