Rome2Rio

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

Find Transport to Chicago

See all options
QR code to download the Rome2Rio app

Download the Rome2Rio travel app

Scan QR code with your phone to download the app

Download on the App StoreGet it on Google Play

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
    6h 4m
    $109–568
  2. Bus to Manchester Airport, fly to Chicago O'Hare International Airport

    cheapest
    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
    8h 3m
    $77–361
  3. Train (Amtrak)

    1. Take the train from Boston to Chicago Union Stationtrain train Lake Shore Limited
    24h 15m
    $556–912
  4. 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
    29h 42m
    $195–303
  5. Drive  970.9 mi

    1. Drive from Andover to Chicagocar car 970.9 mi
    17h 47m
    $166–240
  6. 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 21m
    $79–398
  7. 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 28m
    $102–491
  8. 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 49m
    $117–582
  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 19m
    $184–852

Andover to Chicago by train and subway (Amtrak)

Calendar7Weekly Services
Duration24h 15mAverage Duration
Ticket$556Cheapest Price
See schedules

Comparing Your Travel Options

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 $550–900 and the journey takes 22h 15m. Alternatively, you can take a bus from Andover Square to Chicago Bus Station via McG B, Robert B. Kennedy Transfer Center, Lowell, Robert B Kennedy Bus Transfer Center, Boston, and New York Midtown in around 29h 42m.

Airlines
Train operators
Bus operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides

Need to know: Greyhound

Read the travel guideNeed to know: Greyhound

Booking & Getting There