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How to get fromChicago to Annapolisby train (Amtrak), bus, train, car, or plane

Find Transport to Annapolis

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There are 8 ways to get from Chicago to Annapolis by train (Amtrak), bus, train, car, or plane

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 (Amtrak)

    best
    1. Take the train from Chicago Union Station to Arcadia Valley Stationtrain train Texas Eagle
    8h 31m
    $163–298

  2. Drive 401.9 mi

    cheapest
    1. Drive from Chicago to Annapoliscar car 401.9 mi
    7h 12m
    $74–106

  3. Bus, train

    1. Take the bus from Chicago Bus Station to St Louis Bus Stationbus bus FlixBus 2510 / ...
    2. Take the train from St. Louis to Arcadia Valley Stationtrain train Texas Eagle
    9h 26m
    $124–198

  4. Fly Chicago O'Hare International Airport to Cape Girardeau Municipal Airport, drive

    1. Fly from Chicago O'Hare International Airport (ORD) to Cape Girardeau Municipal Airport (CGI)plane plane ORD - CGI
    2. Drive from Cape Girardeau Municipal Airport (CGI) to Annapoliscar car
    5h 27m
    $114–250

  5. Fly Chicago O'Hare International Airport to Lambert–St. Louis International Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Lambert–St. Louis International Airport (STL)plane plane ORD - STL
    2. Take the train from St. Louis to Arcadia Valley Stationtrain train
    7h 14m
    $348–823

  6. Fly Chicago Midway International Airport to Lambert–St. Louis International Airport, train

    1. Fly from Chicago Midway International Airport (MDW) to Lambert–St. Louis International Airport (STL)plane plane MDW - STL
    2. Take the train from St. Louis to Arcadia Valley Stationtrain train
    6h 59m
    $154–673

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

    1. Fly from Chicago O'Hare International Airport (ORD) to Barkley Regional Airport (PAH)plane plane ORD - PAH
    2. Drive from Barkley Regional Airport (PAH) to Annapoliscar car
    6h 43m
    $74–355

  8. Fly Chicago O'Hare International Airport to Abraham Lincoln Capital Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Abraham Lincoln Capital Airport (SPI)plane plane ORD - SPI
    2. Take the train from Springfield to Arcadia Valley Stationtrain train
    9h 17m
    $150–476

Chicago O'Hare International Airport (ORD) to Cape Girardeau Municipal Airport (CGI) flights

Calendar7Weekly Planes
Duration1h 40mAverage Duration
Ticket$99Cheapest Price
See schedules

Questions & Answers

Map of how to get from Chicago to Annapolis.ExpandLaunch map view
  • Distance: 389.9 mi
  • Duration: 8h 31m

What companies run services between Chicago, IL, USA and Annapolis, MO, USA?

Amtrak operates a train from Chicago Union Station to Arcadia Valley Station once daily. Tickets cost $110–250 and the journey takes 8h 7m.

Airlines
Train operators
Bus operators

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