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

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There are 9 ways to get from Billerica to Chicago by plane, train (Amtrak), bus (Greyhound, Flixbus), car, bus, or train

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 Boston Logan Airport to Chicago Midway International Airport

    best
    1. Fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW)plane plane BOS - MDW
    6h 4m
    $98–444

  2. Train (Amtrak)

    1. Take the train from Boston to Chicago Union Stationtrain train Lake Shore Limited
    24h 49m
    $278–665

  3. 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
    25h 50m
    $150–270

  4. Drive 964.5 mi

    1. Drive from Billerica to Chicagocar car 964.5 mi
    17h 41m
    $176–255

  5. Fly Boston Logan Airport to Chicago O'Hare International Airport

    1. Fly from Boston Logan Airport (BOS) to Chicago O'Hare International Airport (ORD)plane plane BOS - ORD
    6h 29m
    $613–1,024

  6. Bus to Manchester Airport, fly to Chicago Midway International Airport

    1. Take the bus from Boston to Boston Manchester Airportbus bus
    2. Fly from Manchester Airport (MHT) to Chicago Midway International Airport (MDW)plane plane MHT - MDW
    7h 46m
    $117–584

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

    1. Take the train from Back Bay to TF Green Airporttrain train
    2. Fly from Theodore Francis Green State Airport (PVD) to Chicago Midway International Airport (MDW)plane plane PVD - MDW
    8h 18m
    $99–436

  8. Bus to Manchester Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Boston to Boston Manchester Airportbus bus
    2. Fly from Manchester Airport (MHT) to Chicago O'Hare International Airport (ORD)plane plane MHT - ORD
    8h 20m
    $107–494

  9. Fly Boston Logan Airport to General Mitchell International Airport, train

    1. Fly from Boston Logan Airport (BOS) to General Mitchell International Airport (MKE)plane plane BOS - MKE
    2. Take the train from Milwaukee to Chicago Union Stationtrain train
    8h 35m
    $686–1,988

Billerica to Chicago by bus, train, and subway (Amtrak)

Calendar7Weekly Services
Duration24h 49mAverage Duration
Ticket$278Cheapest Price
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Questions & Answers

Map of how to get from Billerica to Chicago.ExpandLaunch map view
  • Distance: 895.5 mi
  • Duration: 6h 4m

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

Southwest Airlines and Delta fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW) every 4 hours. Alternatively, Amtrak operates a train from Boston to Chicago Union Station once daily. Tickets cost $270–650 and the journey takes 22h 15m.

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