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How to get fromLeominster to Chicagoby train, plane, train (Amtrak), bus (Greyhound, Flixbus), car, or bus

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There are 10 ways to get from Leominster to Chicago by train, plane, train (Amtrak), bus (Greyhound, 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 Boston Logan Airport, fly to Chicago Midway International Airport

    best
    1. Take the train from Littleton/Route 495 to North Stationtrain train
    2. Fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW)plane plane BOS - MDW
    7h 11m
    $100–490

  2. Train, bus to Manchester Airport, fly to Chicago O'Hare International Airport

    cheapest
    1. Take the train from Littleton/Route 495 to Portertrain train
    2. Take the bus from Boston to Boston Manchester Airportbus bus
    3. Fly from Manchester Airport (MHT) to Chicago O'Hare International Airport (ORD)plane plane MHT - ORD
    9h 3m
    $78–363

  3. Train (Amtrak)

    1. Take the train from Worcester Union Station to Chicago Union Stationtrain train Lake Shore Limited
    22h 43m
    $500–850

  4. Bus

    1. Take the bus from Worcester Union Station to Newark Penn Stationbus bus Greyhound US0235 / ...
    2. Take the bus from Newark Penn Station to Chicago Bus Stationbus bus FlixBus N2640 / ...
    25h 57m
    $175–280

  5. Drive  935.7 mi

    1. Drive from Leominster to Chicagocar car 935.7 mi
    17h 7m
    $171–247

  6. Train to Boston Logan Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Littleton/Route 495 to North Stationtrain train
    2. Fly from Boston Logan Airport (BOS) to Chicago O'Hare International Airport (ORD)plane plane BOS - ORD
    7h 32m
    $610–1,020

  7. Bus to Bradley International Airport, fly to Chicago Midway International Airport

    1. Take the bus from Worcester to Hartfordbus bus
    2. Fly from Bradley International Airport (BDL) to Chicago Midway International Airport (MDW)plane plane BDL - MDW
    7h 42m
    $101–489

  8. Bus to Theodore Francis Green State Airport, fly to Chicago Midway International Airport

    1. Take the bus from Worcester Union Station to Providencebus bus
    2. Fly from Theodore Francis Green State Airport (PVD) to Chicago Midway International Airport (MDW)plane plane PVD - MDW
    8h 11m

  9. Train, bus to Manchester Airport, fly to Chicago Midway International Airport

    1. Take the train from Littleton/Route 495 to Portertrain train
    2. Take the bus from Boston to Boston Manchester Airportbus bus
    3. Fly from Manchester Airport (MHT) to Chicago Midway International Airport (MDW)plane plane MHT - MDW
    8h 27m
    $98–453

  10. Train to Boston Logan Airport, fly to General Mitchell International Airport, train

    1. Take the train from Littleton/Route 495 to North Stationtrain train
    2. Fly from Boston Logan Airport (BOS) to General Mitchell International Airport (MKE)plane plane BOS - MKE
    3. Take the train from Milwaukee to Chicago Union Stationtrain train
    9h 35m
    $705–2,004

Leominster to Chicago by bus and train (Amtrak)

Calendar7Weekly Services
Duration22h 43mAverage Duration
Ticket$500Cheapest Price
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Comparing Your Travel Options

Map of how to get from Leominster to Chicago.ExpandLaunch map view
  • Distance: 919.3 mi
  • Duration: 7h 11m

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

Amtrak operates a train from Worcester Union Station to Chicago Union Station once daily. Tickets cost $500–850 and the journey takes 21h 6m. Alternatively, you can take a bus from Leominster Senior Center to Chicago Bus Station via Worcester Union Station and Newark Penn Station in around 25h 57m.

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