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

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There are 9 ways to get from Andover to Chicago by train, plane, train (Amtrak), bus (Greyhound, Flixbus), car, 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. Train to Boston Logan Airport, fly to Chicago Midway International Airport

    best
    1. Take the train from Andover to North Stationtrain train
    2. Fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW)plane plane BOS - MDW
    5h 51m
    $89–418

  2. Train (Amtrak)

    1. Take the train from Boston to Chicago Union Stationtrain train Lake Shore Limited
    24h 15m
    $336–712

  3. Bus

    1. Take the bus from Robert B Kennedy Bus Transfer Center to Bostonbus 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
    25h 48m
    $176–312

  4. Drive 970.9 mi

    1. Drive from Andover to Chicagocar car 970.9 mi
    17h 47m
    $178–256

  5. Train to Boston Logan Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Andover to North Stationtrain train
    2. Fly from Boston Logan Airport (BOS) to Chicago O'Hare International Airport (ORD)plane plane BOS - ORD
    6h 16m
    $609–918

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

    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
    7h 14m
    $106–482

  7. Train to Theodore Francis Green State Airport, fly to Chicago Midway International Airport

    1. Take the train from Ruggles to TF Green Airporttrain train
    2. Fly from Theodore Francis Green State Airport (PVD) to Chicago Midway International Airport (MDW)plane plane PVD - MDW
    7h 44m
    $92–412

  8. Bus to Manchester Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Boston to Boston Manchester Airportbus bus
    2. Fly from Manchester Airport (MHT) to Chicago O'Hare International Airport (ORD)plane plane MHT - ORD
    7h 48m
    $91–412

  9. Fly Boston Logan Airport to General Mitchell International Airport, train

    1. Fly from Boston Logan Airport (BOS) to General Mitchell International Airport (MKE)plane plane BOS - MKE
    2. Take the train from Milwaukee to Chicago Union Stationtrain train
    8h 18m
    $686–3,387

Andover to Chicago by train and subway (Amtrak)

Calendar7Weekly Services
Duration24h 15mAverage Duration
Ticket$336Cheapest Price
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Questions & Answers

Map of how to get from Andover to Chicago.ExpandLaunch map view
  • Distance: 895.1 mi
  • Duration: 5h 51m

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

Amtrak operates a train from Boston to Chicago Union Station once daily. Tickets cost $330–700 and the journey takes 22h 15m. Alternatively, you can take a bus from Andover Square to Chicago Bus Station via McGovern B, Robert B. Kennedy Transfer Center, Robert B Kennedy Bus Transfer Center, Boston, and New York Midtown in around 25h 48m.

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