Rome2Rio

How to get fromBlock Island to Chicagoby ferry, train, plane or bus

Find Transport to Chicago

See all options

There are 10 ways to get from Block Island to Chicago by ferry, train, plane, 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. Ferry, train to Theodore Francis Green State Airport, fly to Chicago Midway International Airport

    best
    1. Take the ferry from Block Island to New Londonferry
    2. Take the train from New London to Providencetrain
    3. Fly from Theodore Francis Green State Airport (PVD) to Chicago Midway International Airport (MDW)planePVD - MDW
    8h 36m
    $120–660

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

    cheapest
    1. Take the ferry from Block Island to New Londonferry
    2. Take the train from New London to Providencetrain
    3. Fly from Theodore Francis Green State Airport (PVD) to Chicago O'Hare International Airport (ORD)planePVD - ORD
    9h 8m
    $100–540

  3. Ferry, train via New York

    1. Take the ferry from Block Island to New Londonferry
    2. Take the train from New London to Ny Moynihan Train Hall At Penn Stationtrain
    3. Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union Stationtrain
    25h 29m
    $190–833

  4. Ferry, bus

    1. Take the ferry from Block Island to Montaukferry
    2. Take the bus from Montauk to 3 Av & 39 Stbus
    3. Take the bus from New York Midtown to Chicago Bus Stationbus
    26h 55m
    $183–345

  5. Ferry, train to Tweed-New Haven Airport, fly to Chicago O'Hare International Airport

    1. Take the ferry from Block Island to New Londonferry
    2. Take the train from New London to New Haventrain
    3. Fly from Tweed-New Haven Airport (HVN) to Chicago O'Hare International Airport (ORD)planeHVN - ORD
    8h 25m
    $144–421

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

    1. Take the ferry from Block Island to New Londonferry
    2. Take the train from New London to Bostontrain
    3. Fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW)planeBOS - MDW
    9h 17m
    $135–755

  7. Ferry, train, train to Bradley International Airport, fly to Chicago Midway International Airport

    1. Take the ferry from Block Island to New Londonferry
    2. Take the train from New London to New Haventrain
    3. Take the train from New Haven to Windsor Lockstrain
    4. Fly from Bradley International Airport (BDL) to Chicago Midway International Airport (MDW)planeBDL - MDW
    9h 24m
    $144–961

  8. Ferry, train, train to Bradley International Airport, fly to Chicago O'Hare International Airport

    1. Take the ferry from Block Island to New Londonferry
    2. Take the train from New London to New Haventrain
    3. Take the train from New Haven to Windsor Lockstrain
    4. Fly from Bradley International Airport (BDL) to Chicago O'Hare International Airport (ORD)planeBDL - ORD
    9h 44m
    $159–1,011

  9. Ferry, train

    1. Take the ferry from Block Island to New Londonferry
    2. Take the train from New London to Bostontrain
    3. Take the train from Boston to Chicago Union Stationtrain
    27h 28m
    $187–973

  10. Ferry, bus via Baltimore

    1. Take the ferry from Block Island to Orient Pointferry
    2. Take the bus from Orient Point to 3 Av & E 42 Stbus
    3. Take the bus from Port Authority Bus Terminal to Baltimore Downtown Bus Stationbus
    4. Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus
    30h 47m

Theodore Francis Green State Airport (PVD) to Chicago Midway International Airport (MDW) flights

Calendar28Weekly Planes
Duration3h 55mAverage Duration
Ticket$77Cheapest Price
See schedules

Questions & Answers

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

There is no direct connection from Block Island to Chicago. However, you can take the ferry to New London, walk to New London, take the train to Providence, walk to Providence Station, take the line 66 bus to TF Green Airport, walk to Theodore Francis Green State Airport (PVD) airport, fly to Chicago Midway International Airport (MDW), walk to Midway, then take the subway to Harold Washington Library. Alternatively, you can take a ferry from Block Island to Chicago Union Station via New London, New London, and Ny Moynihan Train Hall At Penn Station in around 25h 29m.

Transport is disrupted due to the Russia-Ukraine war. Read more

Airlines
Train operators
Bus operators
Ferry operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides

Need to know: Greyhound

Read the travel guideNeed to know: Greyhound

Where to next?

Trips from Block Island

Trips to Chicago

Popular routes