
Unforgettable Small Group Biking Tours from Chicago to Milwaukee
Our tours have varying difficulty levels to accommodate different skill levels. We take every safety precaution available to prioritize your well-being. Our routes that take you to must-see attractions and beautiful destinations.
- 1 day
- Mobile voucher
Our tours have varying difficulty levels to accommodate different skill levels. We take every safety precaution available to prioritize your well-being. Our routes that take you to must-see attractions and beautiful destinations. The Bahāʾī temple that we will pass is listed on the National Register of Historic Places and the only Bahāʾī place of worship in North America.
This weekend vacation to Milwaukee is a vibrant mix of urban excitement and nature. Notable spots that riders can visit are the Milwaukee Art Museum, the National Bobblehead Hall of Fame Museum, and the Black Holocaust Museum. The city is also home to over 40 breweries, with iconic names like Schlitz and Pabst leading the way.
On the ride you'll traverse mostly flat terrain that shifts between suburban areas and secluded bike paths. Expect southward winds along the lake, be prepared to experience some headwinds during your ride.
Roads: 79% paved, 21% trails
Distance: 74.6 miles
Elevation: +963 ft/ - 1,058 ft
Guide options
- Tour guide (English)
Prices
Included
- Route Planning and safety vehicle (4)
- Brunch - Bunch at Blue's Egg
- Breakfast - Hotel Breakfast Sunday morning
- Dinner - Dinner in Milwaukee
- In-vehicle air conditioning - Air-conditioned vehicle
- Lunch - Lunch at Anna's on the Lake on Saturday. Lunch in Milwaukee on Sunday
Not included
- Bikes and biking gear. Riders need to bring all the gear to bike safely.
Tips
- 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
Route
- 1
Lake
- 2
Historic Third Ward
- 3
E Brady Street
- 4
Evanston
- 5
Kenosha
Location
Start point
Meeting point
You must make your own way to the start point
Start points:
- Bikers will be asked to arrive at the meet-up location at 7am on Saturday morning with everything they need for the ride. Before rolling out, your guide will conduct a morning brief to review the route, safety protocols and address any concerns or preferences among the riders.



