Rome2Rio

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

Find Transport to Chicago

See all options

There are 7 ways to get from Colorado Springs to Chicago by plane, bus, 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. Fly Colorado Springs Airport to Chicago Midway International Airport

    best
    1. Fly from Colorado Springs Airport (COS) to Chicago Midway International Airport (MDW)plane plane COS - MDW
    5h 12m
    $91–419

  2. Fly Colorado Springs Airport to Chicago O'Hare International Airport

    cheapest
    1. Fly from Colorado Springs Airport (COS) to Chicago O'Hare International Airport (ORD)plane plane COS - ORD
    5h 39m
    $76–359

  3. Bus, train

    1. Take the bus from Colorado Springs Downtown Station to Union Stationbus bus South
    2. Take the train from Denver to Chicago Union Stationtrain train California Zephyr
    21h 55m
    $352–716

  4. Bus

    1. Take the bus from Colorado Springs Downtown Station to Union Stationbus bus South
    2. Take the bus from Denver Union Station to Chicago Bus Stationbus bus Greyhound US0123S
    23h 45m
    $162–316

  5. Drive 1,026.4 mi

    1. Drive from Colorado Springs to Chicagocar car 1,026.4 mi
    17h 28m
    $188–271

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

    1. Take the bus from The Antlers; S. Cascade to Denver International Airportbus bus
    2. Fly from Denver (DEN) to Chicago Midway International Airport (MDW)plane plane DEN - MDW
    5h 56m
    $172–250

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

    1. Take the bus from The Antlers; S. Cascade to Denver International Airportbus bus
    2. Fly from Denver (DEN) to Chicago O'Hare International Airport (ORD)plane plane DEN - ORD
    6h 10m
    $222–530

Colorado Springs to Chicago by bus and train

Calendar7Weekly Services
Duration21h 55mAverage Duration
Ticket$352Cheapest Price
See schedules

Questions & Answers

Map of how to get from Colorado Springs to Chicago.ExpandLaunch map view
  • Distance: 940.3 mi
  • Duration: 5h 12m

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

Southwest Airlines and Delta fly from Colorado Springs Airport (COS) to Chicago Midway International Airport (MDW) 3 times a day. Alternatively, you can take a bus from Colorado Springs Downtown Station to Chicago Bus Station via Denver Union Station in around 23h 45m.

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