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How to get fromNaperville to Maineby train, plane, bus, or car

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There are 7 ways to get from Naperville to Maine by train, plane, bus, 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. Train to Chicago Midway International Airport, fly to Portland

    best
    1. Take the train from Naperville to Chicago Union Stationtrain train
    2. Fly from Chicago Midway International Airport (MDW) to Portland (PWM)plane plane MDW - PWM
    5h 14m
    $127–661

  2. Train to Chicago O'Hare International Airport, fly to Portland

    cheapest
    1. Take the train from Naperville to Chicago Union Stationtrain train
    2. Fly from Chicago O'Hare International Airport (ORD) to Portland (PWM)plane plane ORD - PWM
    5h 38m
    $87–441

  3. Train, bus via Brook Park

    1. Take the train from Naperville to Chicago Union Stationtrain train
    2. Take the bus from Chicago Union Station to Toledobus bus
    3. Take the bus from Toledo Bus Stop to Cleveland Bus Stationbus bus
    4. Take the bus from Cleveland Bus Station to Bostonbus bus
    5. Take the bus from Boston, MA - South Station to Portland, MEbus bus
    26h 23m

  4. Train, bus

    1. Take the train from Naperville to Chicago Union Stationtrain train
    2. Take the train from Chicago Union Station to Bostontrain train
    3. Take the bus from Boston, MA - South Station to Portland, MEbus bus
    26h 47m
    $578–955

  5. Drive  1,057.1 mi

    1. Drive from Naperville to Portlandcar car 1,057.1 mi
    19h 53m
    $193–279

  6. Train to Chicago O'Hare International Airport, fly to Bangor

    1. Take the train from Naperville to Chicago Union Stationtrain train
    2. Fly from Chicago O'Hare International Airport (ORD) to Bangor (BGR)plane plane ORD - BGR
    7h 13m
    $101–475

  7. Train, bus #2

    1. Take the train from Naperville to Chicago Union Stationtrain train
    2. Take the bus from Chicago Bus Station to New York Midtownbus bus
    3. Take the bus from New York Midtown to City of Portlandbus bus
    30h 48m
    $207–320

Chicago Midway International Airport (MDW) to Portland (PWM) flights

Calendar14Weekly Planes
Duration3h 25mAverage Duration
Ticket$120Cheapest Price
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Comparing Your Travel Options

Map of how to get from Naperville to Maine.ExpandLaunch map view
  • Distance: 934 mi
  • Duration: 5h 14m

What companies run services between Naperville, IL, USA and Maine, USA?

There is no direct connection from Naperville to Maine. However, you can take the train to Chicago Union Station, walk to LaSalle/Van Buren, take the subway to Midway, walk to Chicago-Midway-Airport-MDW airport, then fly to Portland (PWM). Alternatively, you can take a train from Naperville to Congress St + Center St via Chicago Union Station, Chicago Union Station, Toledo Bus Stop, Cleveland Bus Station, Boston, Boston, MA - South Station, and Ptc in around 26h 23m.

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