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How to get fromChicago Midway Airport (MDW) to Aspenby plane, train, bus, bus (Greyhound), or car

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There are 6 ways to get from Chicago Midway Airport (MDW) to Aspen by plane, train, bus, 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 Chicago O'Hare International Airport to Aspen–Pitkin County Airport

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Aspen–Pitkin County Airport (ASE)plane plane ORD - ASE
    5h 41m
    $96–453

  2. Fly Chicago Midway International Airport to Aspen–Pitkin County Airport

    1. Fly from Chicago Midway International Airport (MDW) to Aspen–Pitkin County Airport (ASE)plane plane MDW - ASE
    4h 46m
    $120–555

  3. Train, bus

    1. Take the train from Chicago Union Station to Denvertrain train
    2. Take the bus from Union Station Gate B19 to West Glenwood Park & Ridebus bus
    3. Take the bus from West Glenwood Park & Ride to Garmisch St + Hopkins Avebus bus Brt / ...
    27h 8m
    $354–749

  4. Bus

    1. Take the bus from Chicago Bus Station to Denver Union Stationbus bus
    2. Take the bus from Union Station Gate B19 to West Glenwood Park & Ridebus bus
    3. Take the bus from West Glenwood Park & Ride to Garmisch St + Hopkins Avebus bus Brt / ...
    29h 50m
    $192–348

  5. 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 International Airport to Vail Transportation Centerbus bus
    3. Take the bus from Vail Transportation Center to West Glenwood Park & Ridebus bus
    4. Take the bus from West Glenwood Park & Ride to Garmisch St + Hopkins Avebus bus
    9h 7m
    $259–345

  6. Drive 1,147.9 mi

    1. Drive from Chicago Midway Airport (MDW) to Aspencar car 1,147.9 mi
    19h 28m
    $210–303

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

Calendar7Weekly Services
Duration27h 8mAverage Duration
Ticket$354Cheapest Price
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Questions & Answers

Map of how to get from Chicago Midway Airport (MDW) to Aspen.ExpandLaunch map view
  • Distance: 1,042.8 mi
  • Duration: 5h 41m

What companies run services between Chicago Midway Airport (MDW), USA and Aspen, CO, USA?

American Airlines and United Airlines fly from Chicago O'Hare International Airport (ORD) to Aspen–Pitkin County Airport (ASE) hourly. Alternatively, you can take a bus from Midway Orange Line Station to Garmisch St + Hopkins Ave via Cicero & Archer, Archer & Cicero, Archer & Green, Chicago Bus Station, Denver Union Station, Union Station Gate B19, and West Glenwood Park & Ride in around 29h 50m.

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