Rome2Rio

How to get fromChicago to Bostonby train (Amtrak), bus (Greyhound, Flixbus), car, subway, plane, bus, or bus (Flixbus)

Find Transport to Boston

See all options

There are 7 ways to get from Chicago to Boston by train (Amtrak), bus (Greyhound, Flixbus), car, subway, plane, bus, or bus (Flixbus)

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 (Amtrak)

    best
    1. Take the train from Chicago Union Station to Pittsburgh Amtrak Stationtrain train Floridian
    9h 54m
    $299–451

  2. Fly Chicago O'Hare International Airport to Morgantown Municipal Airport, bus

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Morgantown Municipal Airport (MGW)plane plane ORD - MGW
    2. Take the bus from Morgantown Mountaineer Station WVU to Pittsburgh Intermodal Stationbus bus
    8h 42m
    $70–328

  3. Bus

    1. Take the bus from Chicago Bus Station to Pittsburgh Intermodal Stationbus bus Greyhound US0164
    12h 24m
    $83–135

  4. Drive  475.1 mi

    1. Drive from Chicago to Bostoncar car 475.1 mi
    8h 4m
    $87–126

  5. Subway to Chicago Midway International Airport, fly to Pittsburgh International Airport, bus

    1. Take the subway from Adams/Wabash to Midwaysubway subway
    2. Fly from Chicago Midway International Airport (MDW) to Pittsburgh International Airport (PIT)plane plane MDW - PIT
    3. Take the bus from Pittsburgh International Airport to Liberty Ave + Wood Stbus bus
    4. Take the bus from Liberty Ave + Wood St to Long Run Rd + Old Long Run Rd Fsbus bus
    6h 26m

  6. Bus via Chicago (Flixbus)

    1. Take the bus from Chicago to Pittsburgh Intermodal Stationbus bus FlixBus N2640
    13h 58m
    $90–145

  7. Fly Chicago O'Hare International Airport to Pittsburgh International Airport, bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Pittsburgh International Airport (PIT)plane plane ORD - PIT
    2. Take the bus from Pittsburgh International Airport to Liberty Ave + Wood Stbus bus
    3. Take the bus from Liberty Ave + Wood St to Long Run Rd + Old Long Run Rd Fsbus bus
    6h 51m

Chicago Midway International Airport (MDW) to Pittsburgh International Airport (PIT) flights

Calendar27Weekly Planes
Duration1h 31mAverage Duration
Ticket$80Cheapest Price
See schedules

Comparing Your Travel Options

Map of how to get from Chicago to Boston.ExpandLaunch map view
  • Distance: 492.8 mi
  • Duration: 9h 54m

What companies run services between Chicago, IL, USA and Boston, PA, USA?

Amtrak operates a train from Chicago Union Station to Pittsburgh Amtrak Station once daily. Tickets cost $260–410 and the journey takes 9h 25m. Alternatively, Greyhound USA operates a bus from Chicago Bus Station to Pittsburgh Intermodal Station twice daily. Tickets cost $85–130 and the journey takes 10h 25m. Flixbus USA also services this route once daily.

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