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

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There are 8 ways to get from Holyoke to Chicago by train, plane, train (Amtrak), bus (Flixbus), car, or bus

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 Springfield to Hartford Amtrak Stationtrain train
    2. Fly from Bradley International Airport (BDL) to Chicago Midway International Airport (MDW)plane plane BDL - MDW
    6h 54m
    $114–580

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

    cheapest
    1. Take the train from Springfield to Hartford Amtrak Stationtrain train
    2. Fly from Bradley International Airport (BDL) to Chicago O'Hare International Airport (ORD)plane plane BDL - ORD
    7h 23m
    $84–390

  3. Train (Amtrak)

    1. Take the train from Springfield to Chicago Union Stationtrain train Lake Shore Limited
    21h 3m
    $501–802

  4. Bus (Flixbus)

    1. Take the bus from Springfield Union Station to New York Midtownbus bus FlixBus N2605 / ...
    2. Take the bus from New York Midtown to Chicago Bus Stationbus bus FlixBus N2640 / ...
    26h 2m
    $183–276

  5. Drive  895.8 mi

    1. Drive from Holyoke to Chicagocar car 895.8 mi
    15h 19m
    $154–222

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

    1. Take the bus from Northampton to Albany Bus Terminal, NYbus bus
    2. Fly from Albany County Airport (ALB) to Chicago Midway International Airport (MDW)plane plane ALB - MDW
    8h 16m
    $149–778

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

    1. Take the bus from Northampton to Albany Bus Terminal, NYbus bus
    2. Fly from Albany County Airport (ALB) to Chicago O'Hare International Airport (ORD)plane plane ALB - ORD
    8h 44m
    $109–528

  8. Bus, bus to Manchester Airport, fly to Chicago Midway International Airport

    1. Take the bus from Springfield Union Station to Bostonbus bus
    2. Take the bus from Boston to Boston Manchester Airportbus bus
    3. Fly from Manchester Airport (MHT) to Chicago Midway International Airport (MDW)plane plane MHT - MDW
    9h 57m
    $111–516

Holyoke to Chicago by bus and train (Amtrak)

Calendar7Weekly Services
Duration21h 3mAverage Duration
Ticket$501Cheapest Price
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Comparing Your Travel Options

Map of how to get from Holyoke to Chicago.ExpandLaunch map view
  • Distance: 833.3 mi
  • Duration: 6h 54m

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

Amtrak operates a train from Springfield to Chicago Union Station once daily. Tickets cost $500–800 and the journey takes 19h 46m. Alternatively, you can take a bus from Maple / Hampshire to Chicago Bus Station via Union Station Bay 9, Springfield Union Station, and New York Midtown in around 26h 2m.

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