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

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There are 9 ways to get from Chicago to Wayland by plane, train (Amtrak), bus (Flixbus), car, train, 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. Fly Chicago O'Hare International Airport to Boston Logan Airport

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Boston Logan Airport (BOS)planeORD - BOS
    5h 12m
    $130–347

  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)planeORD - PVD
    2. Take the train from Providence to Back Baytrain
    7h 51m
    $90–929

  3. Train (Amtrak)

    1. Take the train from Chicago Union Station to Framingham AmtraktrainLake Shore Limited
    21h 42m
    $117–321

  4. Bus (Flixbus)

    1. Take the bus from Chicago Bus Station to New York MidtownbusFlixBus N2640
    2. Take the bus from New York Midtown to BostonbusFlixBus 2610 / ...
    27h 2m
    $159–372

  5. Drive 968.3 mi

    1. Drive from Chicago to Waylandcar968.3 mi
    16h 26m
    $177–256

  6. Fly Chicago Midway International Airport to Boston Logan Airport

    1. Fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS)planeMDW - BOS
    4h 50m
    $130–587

  7. 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)planeMDW - PVD
    2. Take the train from Providence to Back Baytrain
    7h 27m
    $100–999

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

    1. Fly from Chicago O'Hare International Airport (ORD) to Manchester Airport (MHT)planeORD - MHT
    2. Take the bus from Boston Manchester Airport to Bostonbus
    7h 59m
    $128–522

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

    1. Fly from Chicago Midway International Airport (MDW) to Manchester Airport (MHT)planeMDW - MHT
    2. Take the bus from Boston Manchester Airport to Bostonbus
    7h 30m
    $152–672

Chicago O'Hare International Airport (ORD) to Boston Logan Airport (BOS) flights

Calendar117Weekly Planes
Duration2h 29mAverage Duration
Ticket$81Cheapest Price
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Questions & Answers

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

American Airlines, JetBlue Airways, and two other airlines fly from Chicago O'Hare International Airport (ORD) to Boston Logan Airport (BOS) hourly. Alternatively, Amtrak operates a train from Chicago Union Station to Framingham Amtrak once daily. Tickets cost $90–290 and the journey takes 21h 28m.

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