Chicago: Bikes, Bites, and Brews Biking Tour offers a fantastic way to explore the Windy City while indulging in its most beloved foods. For $90 per person, you’ll spend approximately four and a half hours cycling through vibrant neighborhoods, learning about local history, and sampling some of Chicago’s culinary icons. Led by enthusiastic guides, this tour combines sightseeing with delicious bites, making it a perfect choice for food lovers and active travelers alike.
What draws us in most is how this tour balances informative storytelling with tasty stops, providing a well-rounded experience. We loved the opportunity to enjoy Chicago’s diverse neighborhoods up close, especially riding along the scenic lakefront trail. The inclusion of top-tier local foods—pizza, hot dogs, brownies, and beer—means you get a true taste of the city’s culinary culture. Plus, the flexibility of choosing between a day or evening route means you can tailor your experience to your preferred sightseeing vibe.
One thing to consider is the 13-mile ride, which, while mostly flat and manageable, might be a challenge for very casual or unsteady cyclists. Comfort on a bike and a reasonable level of fitness will enhance your enjoyment. This tour is best suited for those who appreciate good food, engaging guides, and a leisurely pace through lively neighborhoods, all topped off with some of Chicago’s most recognizable sights.
Key Points

- Balanced Experience: Combines city sightseeing with food tasting, offering a full taste of Chicago.
- Expert Guides: Highly praised for knowledgeable, enthusiastic guides like Dan, Greg, and Liz.
- Iconic Stops: Includes a visit to a well-known pizza joint, historic Wrigley Field, and beautiful lakefront views.
- Flexible Routes: Choose between a daytime route that visits neighborhoods like Wrigleyville and Lincoln Park, or a nighttime route featuring downtown landmarks and Buckingham Fountain.
- Comfort & Safety: Bikes are provided, and gear like helmets and water bottles are included, with options for vegetarian meals.
- Great Value: With multiple awards and glowing reviews, most see this as a worthwhile investment for a fun, flavorful day in Chicago.
In-Depth Review of the Chicago: Bikes, Bites, and Brews Biking Tour

Setting the Scene
Imagine cruising through Chicago’s most iconic neighborhoods on a comfortable, easy-to-ride bike. The tour lasts about four and a half hours, covering roughly 13 miles, with plenty of stops for tasting and sightseeing. For those concerned about fitness, the flat terrain makes for a relaxed ride, but keep in mind that it’s a sustained pace with some longer stretches between breaks. The tour starts at Bobby’s Bike Hike, located just west of Lake Shore Drive, a convenient spot easy to find and well-organized.
What You’ll See and Do
The tour is designed to blend local history with culinary tradition, providing a layered experience. Your guide, often described as engaging and full of stories, will lead you through neighborhoods like the Gold Coast, Old Town, Lakeview, and Lincoln Park during the daytime route. These areas are known for their historic architecture, lively streets, and local charm. You’ll also enjoy riding along the scenic lakefront trail, which offers sweeping views of Lake Michigan and the city’s skyline.
On the day route, you’ll get up close to Wrigley Field, the legendary home of the Chicago Cubs. Many reviewers mention how special this stop is, with one noting the thrill of riding right up to the historic stadium. For baseball fans, it’s a photo opportunity and a chance to soak in the atmosphere of Chicago’s sports culture.
The night route offers a different perspective. As the sun sets, you’ll pass by the shimmering skyscrapers and vibrant bars of downtown Chicago, ending at the illuminated Buckingham Fountain, which puts on a spectacular light show. The contrast between day and night rides adds a fun dimension, letting you choose the vibe that appeals most.
Sampling the Flavors
Here’s where the tour truly shines: the food stops. The guide will take you to one of Chicago’s famous pizza joints, where you can enjoy authentic deep-dish pizza—an experience many reviewers describe as a highlight. You’ll also get to indulge in a brownie, a sweet that Chicago has popularized, and learn about the city’s hot dog tradition, which involves a very specific way of making and serving this iconic snack.
Beer tasting is also included, and the reviews emphasize the quality and variety of local brews you’ll enjoy. Many participants appreciate the generous breaks at each stop, which allow you to savor your food without feeling rushed.
What Sets This Tour Apart
The guides, like Hannah, Greg, Dan, and Liz, are consistently praised for their knowledge, friendly attitude, and storytelling skills. We loved the way they added local anecdotes and history to make the experience more engaging. The group sizes are manageable, fostering a sense of camaraderie and personalized attention.
Another standout is the carefully curated stops. The pizza joint is well-known, and the Wrigley Field visit feels authentic and memorable. The tour’s organizers have received multiple awards, including Top 10 Food Tours in America, which underscores their commitment to quality and authenticity.
Potential Drawbacks
While most reviews are glowing, a few riders mention that the longer stretches between breaks can be a bit tiring for those unaccustomed to cycling. Also, the 13-mile distance, though flat, may be a lot for some, particularly if you’re not used to biking. Rain or shine, the tour runs as scheduled, so always check the weather forecast and dress accordingly.
Who Will Love It?
This tour is ideal for active foodies who want to see Chicago from a different perspective. It’s perfect if you enjoy a relaxed pace, interesting stories, and sampling local specialties. Families with kids who are comfortable on bikes, groups of friends, or couples looking for a fun activity would find it hits the right notes. However, if you’re looking for a purely sightseeing experience without the physical aspect, a different tour might suit better.
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Detailed Breakdown of the Itinerary

Start at Bobby’s Bike Hike
The meeting point is straightforward—located on Ohio Street, just past Lake Shore Drive. Once you check in, you’ll receive your bike, helmet, and water bottle, setting the stage for a comfortable ride. The guides do a good job of briefing everyone on safety and route, making beginners feel at ease.
Wrigleyville and Old Town
The daytime tour takes you through Wrigleyville, where the energy of the Cubs’ stadium seeps into the neighborhood. Riding close to the iconic ballpark offers an exciting photo op, especially for baseball fans. You’ll learn about the history of the area, its bars, and its quirky charm. The Old Town stop offers a glimpse into Chicago’s bohemian past, with colorful architecture and local cafes.
Lincoln Park and the Lakefront
Next, the ride follows the lakefront trail, offering panoramic views of Lake Michigan. Here, you can appreciate the city’s thoughtful planning—green spaces, jogging paths, and beaches. It’s a quiet, scenic part of the route that contrasts nicely with the bustling neighborhoods.
Sample at the Pizza Joint
The food stops are strategically chosen to showcase Chicago’s culinary staples. The pizza place is renowned locally, and many reviewers say the deep-dish pizza is worth every calorie. The guide explains the history and what makes Chicago-style pizza so unique, often prompting a craving for more.
Hot Dog and Brownie
You’ll learn that Chicago’s hot dog is served “dragged through the garden,” with toppings like mustard, relish, onions, peppers, and tomatoes—never ketchup! The brownie, meanwhile, ties into the city’s claim as the birthplace of this decadent treat, adding a sweet note to the tour.
Beer Tasting
Throughout the stops, you’ll sample local craft beers, often praised for their quality and variety. Reviewers mention the generous portions and the chance to relax and chat with your fellow riders.
Evening Highlights
If you opt for the night route, the ride ends with views of Millennium Park, the vibrant downtown skyline, and the illuminated Buckingham Fountain. The fountain’s light show is a favorite, creating a magical backdrop after sunset.
Practical Tips and Considerations

Pricing and Value
At $90, this tour is a good value considering the combination of guided sightseeing, multiple food and drink stops, and bike rental. Many reviews highlight the quality of the guide and the variety of sights and tastes, making it a worthwhile investment for those wanting an active, flavor-filled day.
What to Bring
Comfortable shoes are a must, especially if you plan to walk around after the ride. Dress appropriately for the weather—layers are wise, since Chicago’s weather can be unpredictable. Remember your ID and, if you’re vegetarian, that vegetarian options are available.
What’s Not Included
Gratuity for your guides isn’t included, but based on the reviews, many guests find tipping well deserved for their friendly and knowledgeable guides.
Accessibility and Safety
The bikes are comfortable and suitable for most riders, but the 13-mile route might be taxing for some. Helmets and water are provided, and the guides are attentive to safety, frequently checking in with guests.
The Sum Up

The Chicago Bikes, Bites, and Brews Tour offers an engaging and tasty way to experience the city. It’s perfect for active travelers who appreciate local stories, iconic sights, and delicious food. The knowledgeable guides, scenic routes, and thoughtfully curated stops make it an experience that’s both fun and informative.
If you’re after a balanced taste of Chicago’s neighborhoods, food, and skyline, and don’t mind the biking element, this tour will serve you well. It’s especially great if you love learning about local culture through its cuisine and enjoy a mix of outdoor activity and relaxed social stops.
For those with limited time or a preference for walking tours, this might be a bit too active. But for anyone who wants a lively, flavorful introduction to Chicago, this tour hits the sweet spot.
More Great Tours NearbyFAQ

Is the tour suitable for children?
Most reviews suggest it’s suitable for those comfortable on bikes, including families with kids who can handle 13 miles of cycling at a relaxed pace.
What should I wear?
Comfortable shoes and clothes suitable for biking and weather conditions. Layers are recommended as Chicago weather can change. Open-toed shoes are not allowed.
Is it rain or shine?
Yes, the tour runs rain or shine, so bring appropriate rain gear if needed.
How long does the tour last?
Approximately 4.5 hours, covering about 13 miles with plenty of stops for tasting and sightseeing.
What is included in the price?
Bikes, helmets, water bottles, guides, food, and beer tasting are included. Gratuities are not.
Can I cancel if my plans change?
Yes, you can cancel up to 24 hours in advance for a full refund, offering flexibility if your plans shift unexpectedly.
Whether you’re a seasoned cyclist or just looking to combine sightseeing with some of Chicago’s best bites, this tour offers a lively, flavorful, and memorable way to experience the city.
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