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How to get fromChicago to Puebloby plane, bus, train, bus (Greyhound, Flixbus), or car

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There are 9 ways to get from Chicago to Pueblo by plane, bus, train, bus (Greyhound, Flixbus), 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. Fly Chicago Midway International Airport to Colorado Springs Airport, bus

    best
    1. Fly from Chicago Midway International Airport (MDW) to Colorado Springs Airport (COS)plane plane MDW - COS
    2. Take the bus from Colorado Springs, CO to Pueblo, CObus bus
    7h 14m
    $142–599

  2. Fly Chicago O'Hare International Airport to Denver, bus

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Denver (DEN)plane plane ORD - DEN
    2. Take the bus from Denver Union Station to Pueblo Transitbus bus
    8h 25m
    $88–445

  3. Train, bus

    1. Take the train from Chicago Union Station to Denvertrain train California Zephyr
    2. Take the bus from Denver Union Station to Pueblo Transitbus bus Greyhound US1144 / ...
    22h 6m
    $292–637

  4. Bus

    1. Take the bus from Chicago Bus Station to Denver Union Stationbus bus Greyhound US0123S
    2. Take the bus from Denver Union Station to Pueblo Transitbus bus Greyhound US1144 / ...
    24h 45m
    $159–301

  5. Drive  1,064 mi

    1. Drive from Chicago to Pueblocar car 1,064 mi
    18h 4m
    $195–281

  6. Fly Chicago O'Hare International Airport to Colorado Springs Airport, bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Colorado Springs Airport (COS)plane plane ORD - COS
    2. Take the bus from Colorado Springs, CO to Pueblo, CObus bus
    7h 52m
    $112–449

  7. Fly Chicago Midway International Airport to Denver, bus

    1. Fly from Chicago Midway International Airport (MDW) to Denver (DEN)plane plane MDW - DEN
    2. Take the bus from Denver Union Station to Pueblo Transitbus bus
    8h 4m
    $158–235

  8. Fly Chicago Midway International Airport to Pueblo Memorial Airport

    1. Fly from Chicago Midway International Airport (MDW) to Pueblo Memorial Airport (PUB)plane plane MDW - PUB
    6h 27m
    $158–660

  9. Fly Chicago O'Hare International Airport to Pueblo Memorial Airport

    1. Fly from Chicago O'Hare International Airport (ORD) to Pueblo Memorial Airport (PUB)plane plane ORD - PUB
    6h 40m
    $132–470

Chicago to Pueblo by train and bus

Calendar7Weekly Services
Duration22h 6mAverage Duration
Ticket$292Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Pueblo.ExpandLaunch map view
  • Distance: 982.4 mi
  • Duration: 7h 14m

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

You can take a bus from Chicago Bus Station to Pueblo Transit via Denver Union Station in around 24h 45m. Alternatively, Southwest Airlines and Key Lime fly from Chicago Midway International Airport (MDW) to Pueblo Memorial Airport (PUB) twice daily.

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