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How to get fromChicago to Block Islandby plane, train, ferry, or bus

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There are 11 ways to get from Chicago to Block Island by plane, train, ferry, 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 Chicago O'Hare International Airport to Boston Logan Airport, train, ferry

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Boston Logan Airport (BOS)plane plane ORD - BOS
    2. Take the train from Boston to New Londontrain train
    3. Take the ferry from New London to Block Islandferry ferry
    9h 35m
    $668–1,008

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

    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 Providence to New Londontrain train
    3. Take the ferry from New London to Block Islandferry ferry
    9h 43m
    $104–376

  3. Train, ferry via New York

    1. Take the train from Chicago Union Station to Ny Moynihan Train Hall At Penn Stationtrain train
    2. Take the train from Ny Moynihan Train Hall At Penn Station to New Londontrain train
    3. Take the ferry from New London to Block Islandferry ferry
    26h 12m
    $294–660

  4. Bus, ferry

    1. Take the bus from Chicago Bus Station to New York Midtownbus bus
    2. Take the bus from 40th & Lex to Montaukbus bus
    3. Take the ferry from Montauk to Block Islandferry ferry
    26h 50m
    $243–380

  5. Fly Chicago Midway International Airport to Boston Logan Airport, train, ferry

    1. Fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS)plane plane MDW - BOS
    2. Take the train from Boston to New Londontrain train
    3. Take the ferry from New London to Block Islandferry ferry
    9h 23m
    $168–658

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

    1. Fly from Chicago Midway International Airport (MDW) to Theodore Francis Green State Airport (PVD)plane plane MDW - PVD
    2. Take the train from Providence to New Londontrain train
    3. Take the ferry from New London to Block Islandferry ferry
    9h 34m
    $124–486

  7. Fly Chicago Midway International Airport to Laguardia Airport, train, ferry

    1. Fly from Chicago Midway International Airport (MDW) to Laguardia Airport (LGA)plane plane MDW - LGA
    2. Take the train from Ny Moynihan Train Hall At Penn Station to New Londontrain train
    3. Take the ferry from New London to Block Islandferry ferry
    10h 24m
    $266–770

  8. Fly Chicago O'Hare International Airport to Bradley International Airport, train, ferry

    1. Fly from Chicago O'Hare International Airport (ORD) to Bradley International Airport (BDL)plane plane ORD - BDL
    2. Take the train from Windsor Locks to New Haventrain train
    3. Take the train from New Haven to New Londontrain train
    4. Take the ferry from New London to Block Islandferry ferry
    10h 24m
    $138–541

  9. Fly Chicago Midway International Airport to Bradley International Airport, train, ferry

    1. Fly from Chicago Midway International Airport (MDW) to Bradley International Airport (BDL)plane plane MDW - BDL
    2. Take the train from Windsor Locks to New Haventrain train
    3. Take the train from New Haven to New Londontrain train
    4. Take the ferry from New London to Block Islandferry ferry
    10h 11m
    $164–731

  10. Train, ferry

    1. Take the train from Chicago Union Station to Bostontrain train
    2. Take the train from Boston to New Londontrain train
    3. Take the ferry from New London to Block Islandferry ferry
    26h 53m
    $303–678

  11. Bus, ferry via Baltimore

    1. Take the bus from Chicago Bus Station to Baltimore Downtown Bus Stationbus bus
    2. Take the bus from Baltimore to New Yorkbus bus
    3. Take the bus from Boerum Hill-Atlantic & 4 Av to Southoldbus bus
    4. Take the ferry from Orient Point to Block Islandferry ferry
    31h 46m
    $230–464

Chicago O'Hare International Airport (ORD) to Boston Logan Airport (BOS) flights

Calendar181Weekly Planes
Duration2h 29mAverage Duration
Ticket$75Cheapest Price
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Comparing Your Travel Options

Map of how to get from Chicago to Block Island.ExpandLaunch map view
  • Distance: 1,037.4 mi
  • Duration: 9h 35m

What companies run services between Chicago, IL, USA and Block Island, RI, USA?

There is no direct connection from Chicago to Block Island. However, you can take the subway to O'Hare, walk to Chicago O'Hare International Airport (ORD) airport, fly to Boston Logan Airport (BOS), walk to Terminal C - Arrivals, LEX Pick Up, take the bus to Stuart St @ Dartmouth St, walk to Boston, take the train to New London, walk to New London, then take the ferry to Block Island. Alternatively, you can take a train from Chicago Union Station to Block Island via Ny Moynihan Train Hall At Penn Station, New London, and New London in around 26h 12m.

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