Rome2Rio

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

Find Transport to Boston

See all options

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
    $108–562

  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 2m
    $72–318

  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
    $269–610

  4. Bus

    1. Take the bus from Tornado Bus Co - Waukegan to Tornado Bus Co - Chicagobus bus
    2. Take the bus from Chicago to New York Midtownbus bus
    3. Take the bus from New York Midtown to Bostonbus bus
    27h 39m
    $184–307

  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 30m
    $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 53m
    $660–1,919

  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
    $116–575

  9. 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
    $91–415

  10. 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
    $92–428

Waukegan to Boston by train and bus

Calendar7Weekly Services
Duration24h 26mAverage Duration
Ticket$269Cheapest Price
See schedules

Comparing Your Travel Options

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, Sox-35th, 95th, Chicago, and New York Midtown in around 27h 39m.

Airlines
Train operators
Bus operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides

Need to know: Greyhound

Read the travel guideNeed to know: Greyhound

Booking & Getting There