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How to get fromNorthborough to Chicago Loopby train, plane, train (Amtrak), bus (Greyhound, Flixbus), car, or bus

Find Transport to Chicago Loop

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There are 10 ways to get from Northborough to Chicago Loop 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 Westborough to South Stationtrain train
    2. Fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW)plane plane BOS - MDW
    6h 19m
    $110–482

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

    cheapest
    1. Take the train from Westborough to Back Baytrain train
    2. Take the train from Back Bay to TF Green Airporttrain train
    3. Fly from Theodore Francis Green State Airport (PVD) to Chicago O'Hare International Airport (ORD)plane plane PVD - ORD
    8h 27m
    $92–361

  3. Train (Amtrak)

    1. Take the train from Worcester Union Station to Chicago Union Stationtrain train Lake Shore Limited
    21h 20m
    $331–686

  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 N2642 / ...
    26h 59m
    $194–334

  5. Drive 952.5 mi

    1. Drive from Northborough to Chicago Loopcar car 952.5 mi
    16h 21m
    $174–252

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

    1. Take the train from Westborough to South Stationtrain train
    2. Fly from Boston Logan Airport (BOS) to Chicago O'Hare International Airport (ORD)plane plane BOS - ORD
    6h 32m
    $125–662

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

    1. Take the train from Westborough to South Stationtrain 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
    7h 37m
    $120–510

  8. Train to Bradley International Airport, fly to Chicago Midway International Airport

    1. Take the train from Worcester Union Station to Springfieldtrain train
    2. Fly from Bradley International Airport (BDL) to Chicago Midway International Airport (MDW)plane plane BDL - MDW
    7h 23m
    $134–499

  9. Train, train to Theodore Francis Green State Airport, fly to Chicago Midway International Airport

    1. Take the train from Westborough to Back Baytrain train
    2. Take the train from Back Bay to TF Green Airporttrain train
    3. Fly from Theodore Francis Green State Airport (PVD) to Chicago Midway International Airport (MDW)plane plane PVD - MDW
    8h 4m
    $112–461

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

    1. Take the train from Westborough to South 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
    8h 39m
    $201–876

Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW) flights

Calendar55Weekly Planes
Duration3h 12mAverage Duration
Ticket$87Cheapest Price
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Questions & Answers

Map of how to get from Northborough to Chicago Loop.ExpandLaunch map view
  • Distance: 913.5 mi
  • Duration: 6h 19m

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

Amtrak operates a train from Worcester Union Station to Chicago Union Station once daily. Tickets cost $300–650 and the journey takes 21h 6m. Alternatively, you can take a vehicle from Northborough to Washington & Lasalle via Worcester Union Station, Newark Penn Station, Chicago Bus Station, and Jefferson & Harrison in around 26h 59m.

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