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How to get fromChicago to Fenway Parkby plane, train (Amtrak), bus (Flixbus, Greyhound), car, bus, or train

Find Transport to Fenway Park

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There are 9 ways to get from Chicago to Fenway Park by plane, train (Amtrak), bus (Flixbus, Greyhound), 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

    best
    1. Fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS)plane plane MDW - BOS
    4h 36m
    $114–567

  2. Fly Chicago O'Hare International Airport to Theodore Francis Green State Airport, train

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Theodore Francis Green State Airport (PVD)plane plane ORD - PVD
    2. Take the train from TF Green Airport to Rugglestrain train
    7h 7m
    $66–321

  3. Train (Amtrak)

    1. Take the train from Chicago Union Station to Bostontrain train Lake Shore Limited
    22h 10m
    $565–864

  4. Bus

    1. Take the bus from Chicago Bus Station to Newark Penn Stationbus bus FlixBus N2640 / ...
    2. Take the bus from Newark Penn Station to Bostonbus bus Greyhound US0235 / ...
    25h 58m
    $187–286

  5. Drive  978.9 mi

    1. Drive from Chicago to Fenway Parkcar car 978.9 mi
    16h 47m
    $179–258

  6. Fly Chicago O'Hare International Airport to Boston Logan Airport

    1. Fly from Chicago O'Hare International Airport (ORD) to Boston Logan Airport (BOS)plane plane ORD - BOS
    4h 55m
    $614–1,017

  7. Fly Chicago Midway International Airport to Manchester Airport, bus

    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
    6h 37m
    $114–572

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

    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
    7h 6m
    $84–392

  9. Fly Chicago Midway International Airport to Theodore Francis Green State Airport, train

    1. Fly from Chicago Midway International Airport (MDW) to Theodore Francis Green State Airport (PVD)plane plane MDW - PVD
    2. Take the train from TF Green Airport to Rugglestrain train
    6h 40m
    $92–441

Chicago to Fenway Park by train, foot, and tram (Amtrak)

Calendar7Weekly Services
Duration22h 10mAverage Duration
Ticket$565Cheapest Price
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Comparing Your Travel Options

Map of how to get from Chicago to Fenway Park.ExpandLaunch map view
  • Distance: 880.4 mi
  • Duration: 4h 36m

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

Southwest Airlines and Delta fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS) every 4 hours. Alternatively, Amtrak operates a train from Chicago Union Station to Boston once daily. Tickets cost $550–900 and the journey takes 21h 54m.

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Want to know more about travelling around United States

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