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How to get fromLynn to Chicagoby plane, train (Amtrak), bus (Greyhound), car, bus, train, or bus (Flixbus)

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There are 11 ways to get from Lynn to Chicago by plane, train (Amtrak), bus (Greyhound), car, bus, train, 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. Fly Boston Logan Airport to Chicago Midway International Airport

    best
    1. Fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW)plane plane BOS - MDW
    4h 56m
    $89–447

  2. Train to Theodore Francis Green State Airport, fly to Chicago O'Hare International Airport

    cheapest
    1. Take the train from Back Bay to TF Green Airporttrain train
    2. Fly from Theodore Francis Green State Airport (PVD) to Chicago O'Hare International Airport (ORD)plane plane PVD - ORD
    7h 39m
    $81–382

  3. Train (Amtrak)

    1. Take the train from Boston to Chicago Union Stationtrain train Lake Shore Limited
    23h 52m
    $275–611

  4. Bus via Brook Park (Greyhound)

    1. Take the bus from Boston to Cleveland Bus Stationbus bus Greyhound US0171
    2. Take the bus from Cleveland Bus Station to Chicago Bus Stationbus bus Greyhound US0164
    23h 57m
    $157–332

  5. Drive  989.4 mi

    1. Drive from Lynn to Chicagocar car 989.4 mi
    17h 5m
    $181–261

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

    1. Fly from Boston Logan Airport (BOS) to Chicago O'Hare International Airport (ORD)plane plane BOS - ORD
    5h 17m
    $604–917

  7. Bus to Manchester Airport, fly to Chicago Midway International Airport

    1. Take the bus from Boston to Boston Manchester Airportbus bus
    2. Fly from Manchester Airport (MHT) to Chicago Midway International Airport (MDW)plane plane MHT - MDW
    6h 49m
    $115–582

  8. Train to Theodore Francis Green State Airport, fly to Chicago Midway International Airport

    1. Take the train from Back Bay to TF Green Airporttrain train
    2. Fly from Theodore Francis Green State Airport (PVD) to Chicago Midway International Airport (MDW)plane plane PVD - MDW
    7h 16m
    $91–442

  9. Bus to Manchester Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Boston to Boston Manchester Airportbus bus
    2. Fly from Manchester Airport (MHT) to Chicago O'Hare International Airport (ORD)plane plane MHT - ORD
    7h 23m
    $105–502

  10. Fly Boston Logan Airport to General Mitchell International Airport, train

    1. Fly from Boston Logan Airport (BOS) to General Mitchell International Airport (MKE)plane plane BOS - MKE
    2. Take the train from Milwaukee to Chicago Union Stationtrain train
    7h 27m
    $676–1,976

  11. Bus (Flixbus)

    1. Take the bus from Boston to New York Midtownbus bus FlixBus 2610 / ...
    2. Take the bus from New York Midtown to Chicago Bus Stationbus bus FlixBus N2640 / ...
    27h 27m
    $172–302

Lynn to Chicago by train and subway (Amtrak)

Calendar7Weekly Services
Duration23h 52mAverage Duration
Ticket$275Cheapest Price
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Questions & Answers

Map of how to get from Lynn to Chicago.ExpandLaunch map view
  • Distance: 879.7 mi
  • Duration: 4h 56m

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

Southwest Airlines and Delta fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW) every 4 hours. Alternatively, Amtrak operates a train from Boston to Chicago Union Station once daily. Tickets cost $270–600 and the journey takes 22h 15m.

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Need to know: Greyhound

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