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

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

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Bus to Albany County Airport, fly to Chicago O'Hare International Airport

    best
    1. Take the bus from Lee to Albany Bus Terminal, NYbus bus
    2. Fly from Albany County Airport (ALB) to Chicago O'Hare International Airport (ORD)plane plane ALB - ORD
    7h 7m
    $100–460

  2. Train (Amtrak)

    1. Take the train from Pittsfield Amtrak Station to Chicago Union Stationtrain train Lake Shore Limited
    20h 14m
    $212–1,102

  3. Bus

    1. Take the bus from Lee to Port Authority Bus Terminalbus bus
    2. Take the bus from Port Authority Bus Terminal to Newark Penn Stationbus bus 108
    3. Take the bus from Newark Penn Station to Chicago Bus Stationbus bus
    25h 4m
    $115–320

  4. Drive 858.5 mi

    1. Drive from Lee to Chicagocar car 858.5 mi
    14h 36m
    $157–227

  5. Bus to Albany County Airport, fly to Chicago Midway International Airport

    1. Take the bus from Lee to Albany Bus Terminal, NYbus bus
    2. Fly from Albany County Airport (ALB) to Chicago Midway International Airport (MDW)plane plane ALB - MDW
    6h 45m
    $130–660

  6. Bus to Bradley International Airport, fly to Chicago Midway International Airport

    1. Take the bus from Lee to Springfield Union Stationbus bus
    2. Fly from Bradley International Airport (BDL) to Chicago Midway International Airport (MDW)plane plane BDL - MDW
    6h 42m
    $119–749

  7. Bus to Bradley International Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Lee to Springfield Union Stationbus bus
    2. Fly from Bradley International Airport (BDL) to Chicago O'Hare International Airport (ORD)plane plane BDL - ORD
    7h 3m
    $419–949

Lee to Chicago by bus and train (Amtrak)

Calendar7Weekly Services
Duration20h 14mAverage Duration
Ticket$212Cheapest Price
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Questions & Answers

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

Amtrak operates a train from Pittsfield Amtrak Station to Chicago Union Station once daily. Tickets cost $210–1,100 and the journey takes 18h 30m. Alternatively, you can take a bus from Lee to Chicago Bus Station via Port Authority Bus Terminal and Newark Penn Station in around 25h 4m.

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