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How to get fromWaukegan to Bostonby train, plane, train (Amtrak), bus (Flixbus), car, or bus

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There are 10 ways to get from Waukegan to Boston 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 Chicago Midway International Airport, fly to Boston Logan Airport

    best
    1. Take the train from Waukegan to Chicago OTCtrain train
    2. Fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS)plane plane MDW - BOS
    5h 33m
    $108–502

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

    cheapest
    1. Take the train from Waukegan to Clybourntrain train
    2. Fly from Chicago O'Hare International Airport (ORD) to Theodore Francis Green State Airport (PVD)plane plane ORD - PVD
    3. Take the train from TF Green Airport to South Stationtrain train
    8h 22m
    $77–338

  3. Train

    1. Take the train from Waukegan to Chicago OTCtrain train Up-N
    2. Take the train from Chicago Union Station to Bostontrain train Lake Shore Limited
    24h 26m
    $339–710

  4. Bus

    1. Take the bus from Tornado Bus Co - Waukegan to Tornado Bus Co - Chicagobus bus
    2. Take the bus from Chicago Bus Station to New York Midtownbus bus
    3. Take the bus from New York Midtown to Bostonbus bus
    25h 26m
    $211–415

  5. Drive 1,020.5 mi

    1. Drive from Waukegan to Bostoncar car 1,020.5 mi
    17h 41m
    $187–269

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

    1. Take the train from Waukegan to Clybourntrain train
    2. Fly from Chicago O'Hare International Airport (ORD) to Boston Logan Airport (BOS)plane plane ORD - BOS
    5h 37m
    $608–912

  7. Bus to General Mitchell International Airport, fly to Boston Logan Airport

    1. Take the bus from Metro Train Station - 13th Avenue and 54th Street to Mitchell Airportbus bus
    2. Fly from General Mitchell International Airport (MKE) to Boston Logan Airport (BOS)plane plane MKE - BOS
    5h 43m
    $660–3,319

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

    1. Take the train from Waukegan to Chicago OTCtrain train
    2. Fly from Chicago Midway International Airport (MDW) to Manchester Airport (MHT)plane plane MDW - MHT
    3. Take the bus from Boston Manchester Airport to Bostonbus bus
    7h 53m
    $116–578

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

    1. Take the train from Waukegan to Chicago OTCtrain train
    2. Fly from Chicago Midway International Airport (MDW) to Theodore Francis Green State Airport (PVD)plane plane MDW - PVD
    3. Take the train from TF Green Airport to South Stationtrain train
    8h 9m
    $97–418

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

    1. Take the train from Waukegan to Clybourntrain train
    2. Fly from Chicago O'Hare International Airport (ORD) to Manchester Airport (MHT)plane plane ORD - MHT
    3. Take the bus from Boston Manchester Airport to Bostonbus bus
    8h 10m
    $101–438

Waukegan to Boston by train and bus

Calendar7Weekly Services
Duration24h 26mAverage Duration
Ticket$339Cheapest Price
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Questions & Answers

Map of how to get from Waukegan to Boston.ExpandLaunch map view
  • Distance: 905.8 mi
  • Duration: 5h 33m

What companies run services between Waukegan, IL, USA and Boston, MA, USA?

You can take a train from Waukegan to Boston via Chicago OTC, Madison & Canal, Clinton & Jackson, and Chicago Union Station in around 24h 26m. Alternatively, you can take a bus from Tornado Bus Co - Waukegan to Boston via California & 35th Street, Sox-35th Red Line Station, LaSalle & 35th Street, Clark & Harrison, Chicago Bus Station, and New York Midtown in around 25h 26m.

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