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

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There are 6 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 Aspen–Pitkin County Airport to Chicago O'Hare International Airport

    best
    1. Fly from Aspen–Pitkin County Airport (ASE) to Chicago O'Hare International Airport (ORD)planeASE - ORD
    5h 6m
    $74–367

  2. Drive, bus, train

    1. Drive from Aspen to Frisco Transit Centercar
    2. Take the bus from Frisco Transit Center to Federal Center Station Gate Lbus
    3. Take the train from Denver to Chicago Union Stationtrain
    24h 6m
    $169–291

  3. Bus

    1. Take the bus from Paepcke Park to West Glenwood Park & RidebusBrt / ...
    2. Take the bus from West Glenwood Park & Ride to Union Stationbus
    3. Take the bus from Denver Union Station to Chicago Bus Stationbus
    28h 14m
    $109–280

  4. Drive 1,156 mi

    1. Drive from Aspen to Chicagocar1,156 mi
    19h 9m
    $211–305

  5. Drive to Montrose Regional Airport, fly to Chicago O'Hare International Airport

    1. Drive from Aspen to Montrose Regional Airport (MTJ)car
    2. Fly from Montrose Regional Airport (MTJ) to Chicago O'Hare International Airport (ORD)planeMTJ - ORD
    6h 58m
    $96–410

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

    1. Fly from Aspen–Pitkin County Airport (ASE) to Chicago Midway International Airport (MDW)planeASE - MDW
    6h 12m
    $104–557

Aspen to Chicago by bus

Calendar7Weekly Buses
Duration28h 14mAverage Duration
Ticket$109Cheapest Price
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Questions & Answers

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

American Airlines and United Airlines fly from Aspen–Pitkin County Airport (ASE) to Chicago O'Hare International Airport (ORD) every 3 hours. Alternatively, you can take a bus from Paepcke Park to Chicago Bus Station via West Glenwood Park & Ride and Denver Union Station in around 28h 14m.

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