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How to get fromMilwaukee to Winter Park Resortby plane, bus, train (Amtrak), bus (Greyhound, Flixbus), car, or train

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There are 8 ways to get from Milwaukee to Winter Park Resort by plane, bus, train (Amtrak), bus (Greyhound, Flixbus), car, or train

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 from General Mitchell International Airport, bus

    best
    1. Fly from General Mitchell International Airport (MKE) to Denver (DEN)plane plane MKE - DEN
    2. Take the bus from Denver International Airport to Winter Park, CObus bus
    7h 7m
    $211–741

  2. Drive 1,087.3 mi

    cheapest
    1. Drive from Milwaukee to Winter Park Resortcar car 1,087.3 mi
    17h 59m
    $199–287

  3. Train (Amtrak)

    1. Take the train from Milwaukee to Chicago Union Stationtrain train Hiawatha Service / ...
    2. Take the train from Chicago Union Station to Winter Park/Frasertrain train California Zephyr
    25h 1m
    $378–805

  4. Bus

    1. Take the bus from Milwaukee Intermodal Station to Chicago Bus Stationbus bus
    2. Take the bus from Chicago Bus Station to Denver Union Stationbus bus
    3. Take the bus from Denver International Airport to Winter Park, CObus bus
    28h 6m
    $263–425

  5. Bus to Chicago O'Hare International Airport, fly, bus

    1. Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus bus
    2. Fly from Chicago O'Hare International Airport (ORD) to Denver (DEN)plane plane ORD - DEN
    3. Take the bus from Denver International Airport to Winter Park, CObus bus
    8h 43m
    $297–570

  6. Bus to Dane County Regional Airport-Truax Field, fly, bus

    1. Take the bus from Milwaukee, WI - Amtrak to Madison, WI-Lake St.bus bus
    2. Fly from Dane County Regional Airport-Truax Field (MSN) to Denver (DEN)plane plane MSN - DEN
    3. Take the bus from Denver International Airport to Winter Park, CObus bus
    9h 16m
    $213–704

  7. Train to Chicago Midway International Airport, fly, bus

    1. Take the train from Milwaukee to Chicago Union Stationtrain train
    2. Fly from Chicago Midway International Airport (MDW) to Denver (DEN)plane plane MDW - DEN
    3. Take the bus from Denver International Airport to Winter Park, CObus bus
    9h 6m
    $242–332

  8. Bus to Appleton International Airport, fly, bus

    1. Take the bus from Milwaukee to Appletonbus bus
    2. Fly from Appleton International Airport (ATW) to Denver (DEN)plane plane ATW - DEN
    3. Take the bus from Denver International Airport to Winter Park, CObus bus
    9h 31m
    $201–566

Milwaukee to Winter Park Resort by train and bus (Amtrak)

Calendar7Weekly Services
Duration25h 1mAverage Duration
Ticket$378Cheapest Price
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Questions & Answers

Map of how to get from Milwaukee to Winter Park Resort.ExpandLaunch map view
  • Distance: 990.6 mi
  • Duration: 7h 7m

What companies run services between Milwaukee, WI, USA and Winter Park Resort, CO, USA?

You can take a train from Milwaukee to Winter Park Resort via Chicago Union Station, Winter Park/Fraser, and Amtrak - Fraser in around 25h 1m. Alternatively, you can take a bus from Milwaukee Intermodal Station to Winter Park Resort via Chicago Bus Station, Denver Union Station, Union Station, Denver Airport Station, Denver International Airport, and Winter Park, CO in around 28h 6m.

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