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How to get fromPortsmouth to Chicagoby bus, plane, bus (Flixbus), train, or car

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There are 10 ways to get from Portsmouth to Chicago by bus, plane, bus (Flixbus), train, 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. Bus to Boston Logan Airport, fly to Chicago Midway International Airport

    best
    1. Take the bus from Portsmouth to Bostonbus bus
    2. Fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW)plane plane BOS - MDW
    5h 57m
    $102–442

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

    cheapest
    1. Take the bus from Portsmouth Bus Stop to City of Portlandbus bus
    2. Fly from Portland (PWM) to Chicago O'Hare International Airport (ORD)plane plane PWM - ORD
    6h 34m
    $96–453

  3. Bus (Flixbus)

    1. Take the bus from Portsmouth Bus Stop to New York Midtownbus bus FlixBus N2615
    2. Take the bus from New York Midtown to Chicago Bus Stationbus bus FlixBus N2641 / ...
    24h 15m
    $185–303

  4. Bus, train

    1. Take the bus from Portsmouth Bus Stop to Bostonbus bus FlixBus N2615
    2. Take the train from Boston to Chicago Union Stationtrain train Lake Shore Limited
    24h 27m
    $319–716

  5. Drive 997.7 mi

    1. Drive from Portsmouth to Chicagocar car 997.7 mi
    18h 22m
    $183–263

  6. Bus to Boston Logan Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Portsmouth to Bostonbus bus
    2. Fly from Boston Logan Airport (BOS) to Chicago O'Hare International Airport (ORD)plane plane BOS - ORD
    6h 21m
    $617–1,032

  7. Bus to Portland, fly to Chicago Midway International Airport

    1. Take the bus from Portsmouth Bus Stop to City of Portlandbus bus
    2. Fly from Portland (PWM) to Chicago Midway International Airport (MDW)plane plane PWM - MDW
    6h 3m
    $111–523

  8. Bus, bus to Manchester Airport, fly to Chicago Midway International Airport

    1. Take the bus from Portsmouth Bus Stop to Bostonbus bus
    2. Take the bus from Boston to Boston Manchester Airportbus bus
    3. Fly from Manchester Airport (MHT) to Chicago Midway International Airport (MDW)plane plane MHT - MDW
    7h 11m
    $113–506

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

    1. Take the bus from Portsmouth Bus Stop to Bostonbus bus
    2. Take the bus from Boston to Boston Manchester Airportbus bus
    3. Fly from Manchester Airport (MHT) to Chicago O'Hare International Airport (ORD)plane plane MHT - ORD
    7h 46m
    $98–436

  10. Bus to Boston Logan Airport, fly to General Mitchell International Airport, train

    1. Take the bus from Portsmouth to Bostonbus bus
    2. Fly from Boston Logan Airport (BOS) to General Mitchell International Airport (MKE)plane plane BOS - MKE
    3. Take the train from Milwaukee to Chicago Union Stationtrain train
    8h 25m
    $693–2,001

Portsmouth to Chicago by bus (Flixbus)

Calendar16Weekly Buses
Duration24h 15mAverage Duration
Ticket$185Cheapest Price
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Questions & Answers

Map of how to get from Portsmouth to Chicago.ExpandLaunch map view
  • Distance: 925.3 mi
  • Duration: 5h 57m

What companies run services between Portsmouth, NH, USA and Chicago, IL, USA?

You can take a bus from Portsmouth Bus Stop to Chicago Bus Station via New York Midtown in around 24h 15m.

Airlines
Train operators
Bus operators

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