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How to get fromColorado Springs to Chicago Midway Airport (MDW)by plane, bus, train, bus (Greyhound), or car

Find Transport to Chicago Midway Airport (MDW)

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There are 8 ways to get from Colorado Springs to Chicago Midway Airport (MDW) 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
    4h 30m
    $89–434

  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
    6h 7m
    $78–374

  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
    22h 36m
    $337–724

  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
    25h 10m
    $168–312

  5. 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 15m
    $170–245

  6. 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 39m
    $224–515

  7. Bus to Pueblo Memorial Airport, fly to Chicago Midway International Airport

    1. Take the bus from Colorado Springs to Pueblo, CObus bus
    2. Fly from Pueblo Memorial Airport (PUB) to Chicago Midway International Airport (MDW)plane plane PUB - MDW
    6h 57m
    $171–567

  8. Drive 1,020.9 mi

    1. Drive from Colorado Springs to Chicago Midway Airport (MDW)car car 1,020.9 mi
    17h 30m
    $187–270

Colorado Springs to Chicago Midway Airport (MDW) by bus, train, and subway

Calendar7Weekly Services
Duration22h 36mAverage Duration
Ticket$337Cheapest Price
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Questions & Answers

Map of how to get from Colorado Springs to Chicago Midway Airport (MDW).ExpandLaunch map view
  • Distance: 929.3 mi
  • Duration: 4h 30m

What companies run services between Colorado Springs, CO, USA and Chicago Midway Airport (MDW), 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 Midway Orange Line Station via Denver Union Station, Chicago Bus Station, Harrison & Jefferson, and Cicero & 24th Place in around 25h 10m.

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