Rome2Rio

How to get fromVail to Chicagoby bus, plane, train, bus (Greyhound), car, or shuttle

Find Transport to Chicago

See all options

There are 7 ways to get from Vail to Chicago by bus, plane, train, bus (Greyhound), car, or shuttle

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 Eagle County Regional Airport, fly to Chicago O'Hare International Airport

    best
    1. Take the bus from Vail Transportation Center to Eagle County Airportbus bus
    2. Fly from Eagle County Regional Airport (EGE) to Chicago O'Hare International Airport (ORD)plane plane EGE - ORD
    5h 51m
    $140–446

  2. Bus, bus to Aspen–Pitkin County Airport, fly to Chicago O'Hare International Airport

    cheapest
    1. Take the bus from Vail Transportation Center to West Glenwood Park & Ridebus bus
    2. Take the bus from West Glenwood Park & Ride to AABC Airport UVbus bus
    3. Fly from Aspen–Pitkin County Airport (ASE) to Chicago O'Hare International Airport (ORD)plane plane ASE - ORD
    7h 54m
    $91–395

  3. Bus, train

    1. Take the bus from Vail Transportation Center to Union Stationbus bus West / ...
    2. Take the train from Denver to Chicago Union Stationtrain train California Zephyr
    22h 10m
    $345–721

  4. Bus

    1. Take the bus from Vail Transportation Center to Union Stationbus bus West / ...
    2. Take the bus from Denver Union Station to Chicago Bus Stationbus bus Greyhound US0123S
    24h
    $165–321

  5. Drive 1,093.7 mi

    1. Drive from Vail to Chicagocar car 1,093.7 mi
    17h 30m
    $200–289

  6. Shuttle to Denver, fly to Chicago Midway International Airport

    1. Take a shuttle bus from Vail, CO to Denver International Airportshuttle bus
    2. Fly from Denver (DEN) to Chicago Midway International Airport (MDW)plane plane DEN - MDW
    6h 11m
    $176–325

  7. Shuttle to Denver, fly to Chicago O'Hare International Airport

    1. Take a shuttle bus from Vail, CO to Denver International Airportshuttle bus
    2. Fly from Denver (DEN) to Chicago O'Hare International Airport (ORD)plane plane DEN - ORD
    6h 24m
    $226–585

Vail to Chicago by bus and train

Calendar7Weekly Services
Duration22h 10mAverage Duration
Ticket$345Cheapest Price
See schedules

Questions & Answers

Map of how to get from Vail to Chicago.ExpandLaunch map view
  • Distance: 1,060 mi
  • Duration: 5h 51m

What companies run services between Vail, CO, USA and Chicago, IL, USA?

You can take a bus from Vail Transportation Center to Chicago Bus Station via Denver Union Station in around 24h.

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

More Questions & Answers