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How to get fromBoston to Freeportby ferry, plane, car, train, or bus

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There are 8 ways to get from Boston to Freeport by ferry, plane, car, train, 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. Ferry to Boston Logan Airport, fly to Dane County Regional Airport-Truax Field, drive

    best
    1. Take the ferry from Long Wharf to Logan Airport Ferry Terminalferry ferry
    2. Fly from Boston Logan Airport (BOS) to Dane County Regional Airport-Truax Field (MSN)plane plane BOS - MSN
    3. Drive from Madison-Airport-MSN to Freeportcar car
    6h 12m
    $156–778

  2. Ferry to Boston Logan Airport, fly to Chicago Midway International Airport, train, drive

    cheapest
    1. Take the ferry from Long Wharf to Logan Airport Ferry Terminalferry ferry
    2. Fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW)plane plane BOS - MDW
    3. Take the train from Chicago OTC to Harvardtrain train
    4. Drive from Harvard to Freeportcar car
    9h 19m
    $108–490

  3. Train, drive

    1. Take the train from Boston to Chicago Union Stationtrain train
    2. Take the train from Chicago OTC to Harvardtrain train
    3. Drive from Harvard to Freeportcar car
    26h 51m
    $582–890

  4. Bus, drive

    1. Take the bus from Boston to New York Midtownbus bus
    2. Take the bus from New York Midtown to Chicago Bus Stationbus bus
    3. Take the bus from W Jackson Blvd, after S Clinton St to 3120 N Pontiac Dr - Van Galder Bus Terminalbus bus
    4. Drive from 3120 N Pontiac Dr - Van Galder Bus Terminal to Freeportcar car
    30h 28m
    $201–337

  5. Drive  1,093.6 mi

    1. Drive from Boston to Freeportcar car 1,093.6 mi
    18h 45m
    $200–289

  6. Ferry to Boston Logan Airport, fly to General Mitchell International Airport, bus, drive

    1. Take the ferry from Long Wharf to Logan Airport Ferry Terminalferry ferry
    2. Fly from Boston Logan Airport (BOS) to General Mitchell International Airport (MKE)plane plane BOS - MKE
    3. Take the bus from Milwaukee, WI - Airport to Downtown Transfer Center - Janesvillebus bus
    4. Drive from Downtown Transfer Center - Janesville to Freeportcar car
    8h 40m
    $681–1,944

  7. Ferry to Boston Logan Airport, fly to Chicago O'Hare International Airport, bus, drive

    1. Take the ferry from Long Wharf to Logan Airport Ferry Terminalferry ferry
    2. Fly from Boston Logan Airport (BOS) to Chicago O'Hare International Airport (ORD)plane plane BOS - ORD
    3. Take the bus from Multi-Modal/Rental Car Facility to 3120 N Pontiac Dr - Van Galder Bus Terminalbus bus
    4. Drive from 3120 N Pontiac Dr - Van Galder Bus Terminal to Freeportcar car
    8h 56m
    $632–1,120

  8. Bus to Manchester Airport, fly to Chicago Midway International Airport, train, drive

    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
    3. Take the train from Chicago OTC to Harvardtrain train
    4. Drive from Harvard to Freeportcar car
    9h 33m
    $147–693

Boston Logan Airport (BOS) to Dane County Regional Airport-Truax Field (MSN) flights

Calendar92Weekly Planes
Duration4h 47mAverage Duration
Ticket$144Cheapest Price
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Comparing Your Travel Options

Map of how to get from Boston to Freeport.ExpandLaunch map view
  • Distance: 1,000.2 mi
  • Duration: 6h 12m

What companies run services between Boston, MA, USA and Freeport, IL, USA?

There is no direct connection from Boston to Freeport. However, you can take the ferry to Logan Airport Ferry Terminal, walk to Boston-Airport-BOS airport, fly to Dane County Regional Airport-Truax Field (MSN), then drive to Freeport. Alternatively, you can take a train from Boston to Freeport via Chicago Union Station, Clinton & Quincy, Washington & Canal, Chicago OTC, and Harvard in around 26h 51m.

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