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

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There are 5 ways to get from Westford to Chicago by taxi, plane, train (Amtrak), bus (Greyhound, Flixbus), 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. Taxi, fly to Chicago Midway International Airport

    best
    1. Take the taxi from Westford to Manchester-Airport-MHTtaxi taxi
    2. Fly from Manchester Airport (MHT) to Chicago Midway International Airport (MDW)plane plane MHT - MDW
    3h 54m
    $269–680
  2. Drive  954.8 mi

    cheapest
    1. Drive from Westford to Chicagocar car 954.8 mi
    17h 27m
    $158–228
  3. Train

    1. Take the train from Littleton/Route 495 to Portertrain train Fitchburg Line
    2. Take the train from Boston to Chicago Union Stationtrain train Lake Shore Limited
    24h 38m
    $581–942
  4. Bus

    1. Take the bus from Robert B Kennedy Bus Transfer Center to Bostonbus bus
    2. Take the bus from Boston to Newark Penn Stationbus bus
    3. Take the bus from Newark Penn Station to Chicago Bus Stationbus bus
    29h 25m
    $205–311
  5. Taxi, fly to Chicago O'Hare International Airport

    1. Take the taxi from Westford to Manchester-Airport-MHTtaxi taxi
    2. Fly from Manchester Airport (MHT) to Chicago O'Hare International Airport (ORD)plane plane MHT - ORD
    4h 28m
    $244–550

Manchester Airport (MHT) to Chicago Midway International Airport (MDW) flights

Calendar33Weekly Planes
Duration4h 11mAverage Duration
Ticket$89Cheapest Price
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Comparing Your Travel Options

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

You can take a vehicle from Westford to Chicago Union Station via Littleton/Route 495, Porter, Porter, South Station, and Boston in around 24h 38m. Alternatively, you can take a vehicle from Westford to Chicago Bus Station via Hampton Inn Technology Drive, Robert B Kennedy Bus Transfer Center, Boston, and Newark Penn Station in around 29h 25m.

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Related travel guides

Need to know: Greyhound

Read the travel guideNeed to know: Greyhound

Booking & Getting There