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How to get fromNew London to Chicagoby train, plane, train (Amtrak), bus (Flixbus), car, or bus

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There are 11 ways to get from New London to Chicago by train, plane, train (Amtrak), bus (Flixbus), car, 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. Train to Theodore Francis Green State Airport, fly to Chicago Midway International Airport

    best
    1. Take the train from New London to Providencetrain train
    2. Fly from Theodore Francis Green State Airport (PVD) to Chicago Midway International Airport (MDW)plane plane PVD - MDW
    6h 34m
    $95–449

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

    cheapest
    1. Take the train from New London to Providencetrain train
    2. Fly from Theodore Francis Green State Airport (PVD) to Chicago O'Hare International Airport (ORD)plane plane PVD - ORD
    6h 57m
    $85–399

  3. Train via New York (Amtrak)

    1. Take the train from New London to Ny Moynihan Train Hall At Penn Stationtrain train Northeast Regional
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union Stationtrain train Lake Shore Limited / ...
    22h 59m
    $284–674

  4. Bus

    1. Take the bus from Old Saybrook Trans Cntr to Asylum St @ Union Plbus bus 921
    2. Take the bus from Hartford Union Station to New York Midtownbus bus
    3. Take the bus from New York Midtown to Chicago Bus Stationbus bus
    24h 3m
    $140–237

  5. Drive  904 mi

    1. Drive from New London to Chicagocar car 904 mi
    15h 23m
    $165–239

  6. Train to Boston Logan Airport, fly to Chicago Midway International Airport

    1. Take the train from New London to Bostontrain train
    2. Fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW)plane plane BOS - MDW
    6h 38m
    $119–495

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

    1. Take the train from New London to New Haventrain train
    2. Take the train from New Haven to Windsor Lockstrain train
    3. Fly from Bradley International Airport (BDL) to Chicago Midway International Airport (MDW)plane plane BDL - MDW
    7h 30m
    $103–477

  8. Train to Tweed-New Haven Airport, fly to Chicago O'Hare International Airport

    1. Take the train from New London to New Haventrain train
    2. Fly from Tweed-New Haven Airport (HVN) to Chicago O'Hare International Airport (ORD)plane plane HVN - ORD
    6h 24m
    $181–568

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

    1. Take the train from New London to New Haventrain train
    2. Take the train from New Haven to Windsor Lockstrain train
    3. Fly from Bradley International Airport (BDL) to Chicago O'Hare International Airport (ORD)plane plane BDL - ORD
    8h 2m
    $93–417

  10. Train

    1. Take the train from New London to New Haventrain train
    2. Take the train from New Haven to Springfieldtrain train
    3. Take the train from Springfield to Chicago Union Stationtrain train
    24h 15m
    $264–601

  11. Train, bus

    1. Take the train from New London to New Haventrain train
    2. Take the train from New Haven to Grand Central Terminaltrain train
    3. Take the bus from Port Authority Bus Terminal to Baltimore Downtown Bus Stationbus bus
    4. Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus bus
    27h 39m
    $160–313

New London to Chicago by train (Amtrak)

Calendar10Weekly Trains
Duration22h 59mAverage Duration
Ticket$284Cheapest Price
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Questions & Answers

Map of how to get from New London to Chicago.ExpandLaunch map view
  • Distance: 921.6 mi
  • Duration: 6h 34m

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

You can take a train from New London to Chicago Union Station via Ny Moynihan Train Hall At Penn Station in around 22h 59m. Alternatively, you can take a train from New London to Chicago Bus Station via Old Saybrook Amtrak Station, Old Saybrook Trans Cntr, Asylum St @ Union Pl, Hartford Union Station, and New York Midtown in around 24h 3m.

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