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How to get fromPortland to Madisonby plane, bus, train, bus (Amtrak, Flixbus), or car

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There are 8 ways to get from Portland to Madison by plane, bus, train, bus (Amtrak, 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. Fly Portland to Dane County Regional Airport-Truax Field

    best
    1. Fly from Portland (PWM) to Dane County Regional Airport-Truax Field (MSN)plane plane PWM - MSN
    5h 52m
    $163–791

  2. Fly Portland to Chicago O'Hare International Airport, bus

    cheapest
    1. Fly from Portland (PWM) to Chicago O'Hare International Airport (ORD)plane plane PWM - ORD
    2. Take the bus from Multi-Modal/Rental Car Facility to 250 N. Lake St - Madison UW Campusbus bus
    7h 2m
    $105–511

  3. Bus, train

    1. Take the bus from Portland, ME to Boston, MA - South Stationbus bus
    2. Take the train from Boston to Chicago Union Stationtrain train
    3. Take the bus from W Jackson Blvd, after S Clinton St to 250 N. Lake St - Madison UW Campusbus bus
    29h 34m
    $596–998

  4. Bus

    1. Take the bus from Portland, ME to Boston, MA - South Stationbus bus
    2. Take the bus from Boston to New York Midtownbus bus
    3. Take the bus from New York Midtown to Chicago Bus Stationbus bus
    4. Take the bus from W Jackson Blvd, after S Clinton St to 250 N. Lake St - Madison UW Campusbus bus
    33h 2m
    $226–378

  5. Drive  1,183 mi

    1. Drive from Portland to Madisoncar car 1,183 mi
    21h 45m
    $216–312

  6. Fly Portland to General Mitchell International Airport, bus

    1. Fly from Portland (PWM) to General Mitchell International Airport (MKE)plane plane PWM - MKE
    2. Take the bus from Mitchell Airport to Madison, WI-Lake St.bus bus
    7h 23m
    $173–800

  7. Bus to Boston Logan Airport, fly to Dane County Regional Airport-Truax Field

    1. Take the bus from Portland, ME to Logan International Airportbus bus
    2. Fly from Boston Logan Airport (BOS) to Dane County Regional Airport-Truax Field (MSN)plane plane BOS - MSN
    6h 45m
    $166–733

  8. Train, bus

    1. Take the train from Portland to Bostontrain train
    2. Take the train from Boston to Chicago Union Stationtrain train
    3. Take the train from Chicago Union Station to Milwaukeetrain train
    4. Take the bus from Milwaukee, WI - Amtrak to Madison, WI-Lake St.bus bus
    31h 3m
    $681–1,116

Portland to Madison by bus and train

Calendar7Weekly Services
Duration29h 34mAverage Duration
Ticket$596Cheapest Price
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Comparing Your Travel Options

Map of how to get from Portland to Madison.ExpandLaunch map view
  • Distance: 961.7 mi
  • Duration: 5h 52m

What companies run services between Portland, ME, USA and Madison, WI, USA?

Delta, American Airlines, and United Airlines fly from Portland (PWM) to Dane County Regional Airport-Truax Field (MSN) hourly. Alternatively, you can take a bus from Portland, ME to 250 N. Lake St - Madison UW Campus via Boston, MA - South Station, Boston, New York Midtown, Chicago Bus Station, and W Jackson Blvd, after S Clinton St in around 33h 2m.

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