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

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There are 5 ways to get from Aspen to Winthrop Harbor by plane, train, bus, bus (Greyhound, Flixbus), 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 to Chicago O'Hare International Airport, train

    best
    1. Fly from Aspen–Pitkin County Airport (ASE) to Chicago O'Hare International Airport (ORD)plane plane ASE - ORD
    2. Take the train from Clybourn to Winthrop Harbortrain train
    7h 28m
    $84–385

  2. Bus, train

    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 train from Denver to Chicago Union Stationtrain train
    4. Take the train from Chicago OTC to Winthrop Harbortrain train
    28h 27m
    $368–751

  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 Chicago Bus Stationbus bus
    4. Take the bus from Chicago Bus Station to Milwaukee Mitchell Airportbus bus
    5. Take the bus from Mitchell Airport to Metro Train Station - 13th Avenue and 54th Streetbus bus
    33h 29m
    $211–401

  4. Drive 1,166.3 mi

    1. Drive from Aspen to Winthrop Harborcar car 1,166.3 mi
    20h 12m
    $213–308

  5. Fly to General Mitchell International Airport, bus

    1. Fly from Aspen–Pitkin County Airport (ASE) to General Mitchell International Airport (MKE)plane plane ASE - MKE
    2. Take the bus from Mitchell Airport to Metro Train Station - 13th Avenue and 54th Streetbus bus
    9h 22m
    $141–671

Aspen to Winthrop Harbor by bus and train

Calendar7Weekly Services
Duration28h 27mAverage Duration
Ticket$368Cheapest Price
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Questions & Answers

Map of how to get from Aspen to Winthrop Harbor.ExpandLaunch map view
  • Distance: 1,069.7 mi
  • Duration: 7h 28m

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

You can take a bus from Paepcke Park to Winthrop Harbor via West Glenwood Park & Ride, Denver Union Station, Chicago Bus Station, Milwaukee Mitchell Airport, Mitchell Airport, Metro Train Station - 13th Avenue and 54th Street, and Kenosha in around 33h 29m.

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