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

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There are 5 ways to get from Aspen to Chicago by plane, car, bus, train, or bus (Greyhound)

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 to Chicago O'Hare International Airport

    best
    1. Fly from Aspen–Pitkin County Airport (ASE) to Chicago O'Hare International Airport (ORD)plane plane ASE - ORD
    4h 56m
    $69–347

  2. Drive, bus, train

    1. Drive from Aspen to Frisco Transit Centercar car
    2. Take the bus from Frisco Transit Center to Federal Center Station Gate Lbus bus
    3. Take the train from Denver to Chicago Union Stationtrain train
    24h 7m
    $129–331

  3. Bus

    1. Take the bus from Paepcke Park to West Glenwood Park & Ridebus bus Brt / ...
    2. Take the bus from Glenwood Springs to Denver Union Stationbus bus
    3. Take the bus from Denver Union Station to Chicago Bus Stationbus bus
    27h 53m
    $110–347

  4. Drive 1,156 mi

    1. Drive from Aspen to Chicagocar car 1,156 mi
    19h 15m
    $211–305

  5. Fly to Chicago Midway International Airport

    1. Fly from Aspen–Pitkin County Airport (ASE) to Chicago Midway International Airport (MDW)plane plane ASE - MDW
    6h 29m
    $99–507

Aspen to Chicago by bus

Calendar7Weekly Buses
Duration27h 53mAverage Duration
Ticket$110Cheapest Price
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Questions & Answers

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

American Airlines, United Airlines, and Delta fly from Aspen–Pitkin County Airport (ASE) to Chicago O'Hare International Airport (ORD) hourly. Alternatively, you can take a bus from Paepcke Park to Chicago Bus Station via West Glenwood Park & Ride, Hwy 6 + Soccer Field Rd, Glenwood Springs, and Denver Union Station in around 27h 53m.

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