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

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

    best
    1. Take the bus from Pueblo, CO to Colorado Springs, CObus bus
    2. Fly from Colorado Springs Airport (COS) to Chicago Midway International Airport (MDW)plane plane COS - MDW
    6h
    $161–744

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

    cheapest
    1. Fly from Pueblo Memorial Airport (PUB) to Chicago O'Hare International Airport (ORD)plane plane PUB - ORD
    5h 53m
    $95–302

  3. Bus, train

    1. Take the bus from Pueblo Transit to Denver Union Stationbus bus Greyhound US1144 / ...
    2. Take the train from Denver to Chicago Union Stationtrain train California Zephyr
    22h 5m
    $136–274

  4. Bus (Greyhound)

    1. Take the bus from Pueblo Transit to Denver Union Stationbus bus Greyhound US1144 / ...
    2. Take the bus from Denver Union Station to Chicago Bus Stationbus bus Greyhound US0123
    24h
    $106–274

  5. Drive 1,064.5 mi

    1. Drive from Pueblo to Chicagocar car 1,064.5 mi
    18h 6m
    $195–281

  6. Bus to Colorado Springs Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Pueblo, CO to Colorado Springs, CObus bus
    2. Fly from Colorado Springs Airport (COS) to Chicago O'Hare International Airport (ORD)plane plane COS - ORD
    6h 34m
    $121–534

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

    1. Take the bus from Pueblo, CO to Denverbus bus
    2. Fly from Denver (DEN) to Chicago Midway International Airport (MDW)plane plane DEN - MDW
    7h 29m
    $159–629

  8. Bus to Denver, fly to Chicago O'Hare International Airport

    1. Take the bus from Pueblo, CO to Denverbus bus
    2. Fly from Denver (DEN) to Chicago O'Hare International Airport (ORD)plane plane DEN - ORD
    7h 46m
    $334–779

  9. Fly Pueblo Memorial Airport to Chicago Midway International Airport

    1. Fly from Pueblo Memorial Airport (PUB) to Chicago Midway International Airport (MDW)plane plane PUB - MDW
    5h 15m
    $115–402

Pueblo to Chicago by bus and train

Calendar7Weekly Services
Duration22h 5mAverage Duration
Ticket$136Cheapest Price
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Questions & Answers

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

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

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