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

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There are 8 ways to get from Holyoke to Chicago by plane, train (Amtrak), bus (Flixbus, Greyhound), 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. Fly Bradley International Airport to Chicago Midway International Airport

    best
    1. Fly from Bradley International Airport (BDL) to Chicago Midway International Airport (MDW)plane plane BDL - MDW
    6h 2m
    $83–420

  2. Fly Bradley International Airport to Chicago O'Hare International Airport

    cheapest
    1. Fly from Bradley International Airport (BDL) to Chicago O'Hare International Airport (ORD)plane plane BDL - ORD
    6h 36m
    $73–360

  3. Train (Amtrak)

    1. Take the train from Springfield to Chicago Union Stationtrain train Lake Shore Limited
    21h 3m
    $291–652

  4. Bus

    1. Take the bus from Springfield Union Station to Newark Penn Stationbus bus FlixBus N2605 / ...
    2. Take the bus from Newark Penn Station to Chicago Bus Stationbus bus FlixBus N2641 / ...
    22h 40m
    $161–282

  5. Drive 895.8 mi

    1. Drive from Holyoke to Chicagocar car 895.8 mi
    15h 19m
    $164–237

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

    1. Take the bus from Springfield Union Station to Albanybus bus
    2. Fly from Albany County Airport (ALB) to Chicago Midway International Airport (MDW)plane plane ALB - MDW
    8h 2m
    $131–634

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

    1. Take the bus from Springfield Union Station to Albanybus bus
    2. Fly from Albany County Airport (ALB) to Chicago O'Hare International Airport (ORD)plane plane ALB - ORD
    8h 31m
    $116–514

  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
    8h 30m
    $118–542

Holyoke to Chicago by bus and train (Amtrak)

Calendar7Weekly Services
Duration21h 3mAverage Duration
Ticket$291Cheapest Price
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Questions & Answers

Map of how to get from Holyoke to Chicago.ExpandLaunch map view
  • Distance: 812.4 mi
  • Duration: 6h 2m

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

Southwest Airlines and Delta fly from Bradley International Airport (BDL) to Chicago Midway International Airport (MDW) 5 times a day. Alternatively, Amtrak operates a train from Springfield to Chicago Union Station once daily. Tickets cost $290–650 and the journey takes 19h 46m.

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