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

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There are 7 ways to get from Boston to Freeport by 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. Fly to Dane County Regional Airport-Truax Field, drive

    best
    1. Fly from Boston Logan Airport (BOS) to Dane County Regional Airport-Truax Field (MSN)plane plane BOS - MSN
    2. Drive from Madison-Airport-MSN to Freeportcar car
    4h 29m
    $151–701

  2. Fly to Chicago Midway International Airport, train, drive

    cheapest
    1. Fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW)plane plane BOS - MDW
    2. Take the train from Chicago OTC to Harvardtrain train
    3. Drive from Harvard to Freeportcar car
    7h 33m
    $105–459

  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 45m
    $291–625

  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
    $200–350

  5. Drive  1,093.6 mi

    1. Drive from Boston to Freeportcar car 1,093.6 mi
    18h 46m
    $200–289

  6. Fly to General Mitchell International Airport, bus, drive

    1. Fly from Boston Logan Airport (BOS) to General Mitchell International Airport (MKE)plane plane BOS - MKE
    2. Take the bus from Milwaukee, WI - Airport to Downtown Transfer Center - Janesvillebus bus
    3. Drive from Downtown Transfer Center - Janesville to Freeportcar car
    7h 4m
    $686–1,861

  7. Fly to Chicago O'Hare International Airport, bus, drive

    1. Fly from Boston Logan Airport (BOS) to Chicago O'Hare International Airport (ORD)plane plane BOS - ORD
    2. Take the bus from Multi-Modal/Rental Car Facility to 3120 N Pontiac Dr - Van Galder Bus Terminalbus bus
    3. Drive from 3120 N Pontiac Dr - Van Galder Bus Terminal to Freeportcar car
    7h 11m
    $632–997

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

Calendar92Weekly Planes
Duration4h 49mAverage Duration
Ticket$139Cheapest Price
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Questions & Answers

Map of how to get from Boston to Freeport.ExpandLaunch map view
  • Distance: 997.5 mi
  • Duration: 4h 29m

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

There is no direct connection from Boston to Freeport. However, you can 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 45m.

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