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How to get fromChicago Midway Airport to Bostonby plane, train (Amtrak), bus (Flixbus), car, or bus

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There are 6 ways to get from Chicago Midway Airport to Boston by 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. Fly Chicago Midway International Airport to Boston Logan Airport

    best
    1. Fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS)plane plane MDW - BOS
    2h 15m
    $95–480

  2. Train (Amtrak)

    1. Take the train from Chicago Union Station to Bostontrain train Lake Shore Limited
    23h 55m
    $316–708

  3. Bus (Flixbus)

    1. Take the bus from Chicago to New York Midtownbus bus FlixBus N2640
    2. Take the bus from New York Midtown to Bostonbus bus FlixBus 2610 / ...
    27h 48m
    $186–310

  4. Drive 980.8 mi

    1. Drive from Chicago Midway Airport to Bostoncar car 980.8 mi
    16h 54m
    $179–259

  5. Fly Chicago O'Hare International Airport to Boston Logan Airport

    1. Fly from Chicago O'Hare International Airport (ORD) to Boston Logan Airport (BOS)plane plane ORD - BOS
    4h 44m
    $604–1,010

  6. 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
    4h 35m
    $111–537

Chicago Midway Airport to Boston by foot, subway, bus, and train (Amtrak)

Calendar7Weekly Services
Duration23h 55mAverage Duration
Ticket$316Cheapest Price
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Questions & Answers

Map of how to get from Chicago Midway Airport to Boston.ExpandLaunch map view
  • Distance: 857.3 mi
  • Duration: 2h 15m

What companies run services between Chicago Midway Airport, IL, USA and Boston, MA, USA?

Southwest Airlines and Delta fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS) every 4 hours. Alternatively, Amtrak operates a train from Chicago Union Station to Boston once daily. Tickets cost $310–700 and the journey takes 22h 2m.

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