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How to get fromChicago to Ipswichby plane, train, train (Amtrak), bus (Greyhound), car, subway, bus, or bus (Flixbus)

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There are 9 ways to get from Chicago to Ipswich by plane, train, train (Amtrak), bus (Greyhound), car, subway, bus, or bus (Flixbus)

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 O'Hare International Airport to Boston Logan Airport, train

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Boston Logan Airport (BOS)plane plane ORD - BOS
    2. Take the train from Chelsea to Ipswichtrain train
    6h 25m
    $608–1,020

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

    cheapest
    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
    3. Take the train from North Station to Ipswichtrain train
    8h 22m
    $94–405

  3. Train

    1. Take the train from Chicago Union Station to Bostontrain train Lake Shore Limited
    2. Take the train from North Station to Ipswichtrain train Newburyport/Rockport Line
    23h 56m
    $338–684

  4. Bus via Brook Park (Greyhound)

    1. Take the bus from Chicago Bus Station to Cleveland Bus Stationbus bus Greyhound US0164
    2. Take the bus from Cleveland Bus Station to Bostonbus bus Greyhound US0171
    24h 15m
    $158–315

  5. Drive 1,005.8 mi

    1. Drive from Chicago to Ipswichcar car 1,005.8 mi
    17h 29m
    $184–266

  6. Subway to Chicago Midway International Airport, fly to Boston Logan Airport, train

    1. Take the subway from Adams/Wabash to Midwaysubway subway
    2. Fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS)plane plane MDW - BOS
    3. Take the train from Chelsea to Ipswichtrain train
    6h 7m
    $108–520

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

    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 the train from North Station to Ipswichtrain train
    8h 17m
    $118–584

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

    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 the train from North Station to Ipswichtrain train
    8h 50m
    $102–454

  9. Bus (Flixbus)

    1. Take the bus from Chicago Bus Station to New York Midtownbus bus FlixBus N2641 / ...
    2. Take the bus from New York Midtown to Bostonbus bus FlixBus 2610 / ...
    24h 28m
    $186–317

Chicago to Ipswich by train and subway

Calendar7Weekly Services
Duration23h 56mAverage Duration
Ticket$338Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Ipswich.ExpandLaunch map view
  • Distance: 909 mi
  • Duration: 6h 25m

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

You can take a train from Chicago Union Station to Ipswich via Boston, Back Bay, North Station, and North Station in around 23h 56m. Alternatively, you can take a bus from Chicago Bus Station to Ipswich via Cleveland Bus Station, Boston, South Station, Chelsea, and Chelsea in around 24h 15m.

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