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

Find Transport to Chicago

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

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 53m
    $64–327

  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 14m
    $279–640

  3. Bus

    1. Take the bus from Paepcke Park to West Glenwood Park & Ridebus bus Brt / ...
    2. Take the bus from West Glenwood Park & Ride to Union Stationbus bus
    3. Take the bus from Denver Union Station to St Louis Bus Stationbus bus
    4. Take the bus from St Louis Bus Station to Chicago Bus Stationbus bus
    30h 44m
    $204–375

  4. Drive 1,152.9 mi

    1. Drive from Aspen to Chicagocar car 1,152.9 mi
    19h 22m
    $211–304

  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 30m
    $114–607

Aspen to Chicago by bus

Calendar7Weekly Buses
Duration30h 44mAverage Duration
Ticket$204Cheapest 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) hourly. Alternatively, you can take a bus from Paepcke Park to Chicago Bus Station via West Glenwood Park & Ride, Denver Union Station, and St Louis Bus Station in around 30h 44m.

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