Rome2Rio

How to get fromChicago to Waterfordby plane, train, bus, train (Amtrak), or car

Find Transport to Waterford

See all options

There are 12 ways to get from Chicago to Waterford by plane, train, bus, train (Amtrak), or car

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, train

    best
    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
    8h 9m
    $144–586

  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 Providence to New Londontrain train
    8h 50m
    $86–359

  3. Bus, train

    1. Take the bus from Chicago Bus Station to New York Midtownbus bus
    2. Take the bus from Port Authority Bus Terminal to New Haven Union Stationbus bus
    3. Take the train from New Haven to New Londontrain train
    22h 59m
    $165–291

  4. Train via New York (Amtrak)

    1. Take the train from Chicago Union Station to Ny Moynihan Train Hall At Penn Stationtrain train Lake Shore Limited / ...
    2. Take the train from Ny Moynihan Train Hall At Penn Station to New Londontrain train Northeast Regional
    24h 58m
    $351–717

  5. Drive 901.2 mi

    1. Drive from Chicago to Waterfordcar car 901.2 mi
    15h 26m
    $165–238

  6. 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 Providence to New Londontrain train
    8h 20m
    $100–429

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

    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
    9h 10m
    $248–648

  8. Fly Chicago Midway International Airport to Bradley International Airport, train

    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
    8h 57m
    $128–556

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

    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
    9h 28m
    $104–456

  10. Fly Chicago O'Hare International Airport to Tweed-New Haven Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Tweed-New Haven Airport (HVN)plane plane ORD - HVN
    2. Take the train from New Haven to New Londontrain train
    9h 24m
    $184–504

  11. Train (Amtrak)

    1. Take the train from Chicago Union Station to Bostontrain train Lake Shore Limited
    2. Take the train from Boston to New Londontrain train Northeast Regional
    25h 39m
    $359–740

  12. Bus, train via Baltimore

    1. Take the bus from Chicago Bus Station to Baltimore Downtown Bus Stationbus bus
    2. Take the bus from Baltimore Downtown Bus Station to Port Authority Bus Terminalbus bus
    3. Take the bus from Port Authority Bus Terminal to New Haven Union Stationbus bus
    4. Take the train from New Haven to New Londontrain train
    27h 21m
    $181–401

Chicago to Waterford by bus, foot, and train

Calendar16Weekly Services
Duration22h 59mAverage Duration
Ticket$165Cheapest Price
See schedules

Questions & Answers

Map of how to get from Chicago to Waterford.ExpandLaunch map view
  • Distance: 987.5 mi
  • Duration: 8h 9m

What companies run services between Chicago, IL, USA and Waterford, CT, USA?

You can take a train from Chicago Union Station to Waterford Public Library via Ny Moynihan Train Hall At Penn Station, New London, and New London Union Station in around 24h 58m.

Airlines
Train operators
Bus 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

More Questions & Answers