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

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There are 9 ways to get from Chicago to Lexington by plane, subway, bus, bus (Flixbus), train (Amtrak), car, 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 Chicago O'Hare International Airport to Boston Logan Airport, subway, line 62 bus

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Boston Logan Airport (BOS)plane plane ORD - BOS
    2. Take the subway from South Station to Alewifesubway subway
    3. Take the bus from Alewife to Massachusetts Ave @ Lexington Post Officebus bus
    5h 34m
    $608–916

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

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Theodore Francis Green State Airport (PVD)plane plane ORD - PVD
    2. Take the train from TF Green Airport to South Stationtrain train
    7h 56m
    $76–339

  3. Bus

    1. Take the bus from Chicago Bus Station to New York Midtownbus bus FlixBus N2641 / ...
    2. Take the bus from Manhattan to Cambridgebus bus Acb 1312
    22h 59m
    $186–291

  4. Train (Amtrak)

    1. Take the train from Chicago Union Station to Bostontrain train Lake Shore Limited
    23h 3m
    $336–672

  5. Drive 978 mi

    1. Drive from Chicago to Lexingtoncar car 978 mi
    16h 47m
    $179–258

  6. Subway to Chicago Midway International Airport, fly to Boston Logan Airport, subway, line 62 bus

    1. Take the subway from Adams/Wabash to Midwaysubway subway
    2. Fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS)plane plane MDW - BOS
    3. Take the subway from South Station to Alewifesubway subway
    4. Take the bus from Alewife to Massachusetts Ave @ Lexington Post Officebus bus
    5h 16m
    $108–506

  7. Fly Chicago Midway International Airport to Manchester Airport, bus

    1. Fly from Chicago Midway International Airport (MDW) to Manchester Airport (MHT)plane plane MDW - MHT
    2. Take the bus from Boston Manchester Airport to Bostonbus bus
    7h 10m
    $114–579

  8. Fly Chicago O'Hare International Airport to Manchester Airport, bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Manchester Airport (MHT)plane plane ORD - MHT
    2. Take the bus from Boston Manchester Airport to Bostonbus bus
    7h 44m
    $100–439

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

    1. Fly from Chicago Midway International Airport (MDW) to Theodore Francis Green State Airport (PVD)plane plane MDW - PVD
    2. Take the train from TF Green Airport to South Stationtrain train
    7h 27m
    $96–419

Chicago to Lexington by bus and foot

Calendar23Weekly Services
Duration22h 59mAverage Duration
Ticket$186Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Lexington.ExpandLaunch map view
  • Distance: 900 mi
  • Duration: 5h 34m

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

You can take a bus from Chicago Bus Station to Massachusetts Ave @ Lexington Post Office via New York Midtown, Manhattan, Cambridge, and Alewife in around 22h 59m. Alternatively, Amtrak operates a train from Chicago Union Station to Boston once daily. Tickets cost $330–700 and the journey takes 22h 2m.

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