Chicago to Milwaukee Biking Tour - Image 1
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Chicago to Milwaukee Biking Tour

Join a scenic biking tour from Chicago to Milwaukee, featuring iconic sights, local cuisine, and an overnight stay at the Hilton Milwaukee.

Chicago
34 hrs
4.57Rating:
1 provider liveLast updated: April 20, 2026

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Important Information

  • Not recommended for travelers with spinal injuries
  • Not recommended for pregnant travelers
  • Not recommended for travelers with poor cardiovascular health
  • Travelers should have at least a moderate level of physical fitness

Embark on an exhilarating biking adventure from Chicago to Milwaukee. This small group tour offers a perfect blend of urban excitement and natural beauty. You'll traverse mostly flat terrain, passing iconic sites like the Bahāʾī Temple and Milwaukee's famed breweries. Enjoy brunch at Blue's Egg and a guided city tour, with an overnight stay at the Hilton Milwaukee. Discover the Milwaukee Art Museum and savor local cuisine. This tour is ideal for those seeking a unique and active getaway. Book now to experience the best of Chicago and Milwaukee on two wheels.

Pros

  • Explore the scenic route from Chicago to Milwaukee
  • Visit the iconic Milwaukee Art Museum
  • Savor brunch at Blue's Egg
  • Enjoy a guided Milwaukee city tour
  • Stay overnight at Hilton Milwaukee
  • Experience the vibrant brewery scene

Includes

  • Route planning and safety vehicle
  • Brunch at Blue's Egg
  • Featured Milwaukee city tour
  • Hotel breakfast Sunday morning
  • Dinner in Milwaukee
  • 1 night stay in the Hilton Milwaukee
  • Air-conditioned vehicle
  • Bike pump at the pickup location
  • Lunch at Anna's on the Lake on Saturday
  • Lunch in Milwaukee on Sunday

Excludes

  • Bikes and biking gear. Riders need to bring all the gear to bike safely.

FAQ

  • What Time Does The Tour Start?

    The tour starts at 7am on Saturday morning.

  • What Should I Bring?

    Bring your own bike and biking gear for safety.

  • Is The Tour Suitable For Beginners?

    The tour requires a moderate level of physical fitness.

  • Are Meals Included?

    Yes, several meals including brunch and dinner are included.

  • Is There A Guide?

    Yes, a live guide will accompany the tour.

$349
4.57Rating:

Tour Highlights

  • Explore the scenic route from Chicago to Milwaukee
  • Visit the iconic Milwaukee Art Museum
  • Savor brunch at Blue's Egg
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