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

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There are 9 ways to get from Pueblo to Chicago by bus, plane, 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. Bus to Colorado Springs Airport, fly to Chicago Midway International Airport

    best
    1. Take the bus from Pueblo, CO to Colorado Springsbus bus
    2. Fly from Colorado Springs Airport (COS) to Chicago Midway International Airport (MDW)plane plane COS - MDW
    6h 18m
    $132–511

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

    cheapest
    1. Take the bus from Pueblo Transit to Denver Union Stationbus bus
    2. Fly from Denver (DEN) to Chicago O'Hare International Airport (ORD)plane plane DEN - ORD
    7h 28m
    $80–225

  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
    $568–930

  4. Bus

    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 US0123S
    23h 55m
    $198–300

  5. Drive  1,064.6 mi

    1. Drive from Pueblo to Chicagocar car 1,064.6 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 Springsbus bus
    2. Fly from Colorado Springs Airport (COS) to Chicago O'Hare International Airport (ORD)plane plane COS - ORD
    6h 49m
    $112–401

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

    1. Take the bus from Pueblo Transit to Denver Union Stationbus bus
    2. Fly from Denver (DEN) to Chicago Midway International Airport (MDW)plane plane DEN - MDW
    7h 12m
    $150–225

  8. 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
    $140–532

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

    1. Fly from Pueblo Memorial Airport (PUB) to Chicago O'Hare International Airport (ORD)plane plane PUB - ORD
    5h 35m
    $120–412

Pueblo to Chicago by bus and train

Calendar7Weekly Services
Duration22h 5mAverage Duration
Ticket$568Cheapest Price
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Comparing Your Travel Options

Map of how to get from Pueblo to Chicago.ExpandLaunch map view
  • Distance: 984.4 mi
  • Duration: 6h 18m

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 23h 55m. Alternatively, Key Lime and Southwest Airlines fly from Pueblo Memorial Airport (PUB) to Chicago Midway International Airport (MDW) twice daily.

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