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Chicago Food & Walking Tour with Free Bike or Kayak Rental

Discover Chicago's flavors and landmarks on a 5-hour food and walking tour, including a free bike or kayak rental to extend your adventure.

Chicago
5 hrs
4.41Rating:
2 providers combinedLast updated: April 19, 2026

Provider Score Distribution

Cumulative distribution showing how many tours score at or below each rating on each provider platform in Chicago.

Provider Scores

Viator logo
5.00
2 reviews
GYG logo
4.46
39 reviews

Important Information

  • Arrive 15 minutes early for check-in
  • Tour operates in all weather conditions
  • Notify dietary needs in advance
  • Free bike or kayak rental valid within 3 days of tour
  • Wheelchair accessible and suitable for all fitness levels
  • Infants and small children can ride in a stroller

Experience the vibrant flavors and iconic sights of Chicago on this immersive Food and Walking Tour. Over five hours, you'll savor classic Chicago bites like deep dish pizza, hot dogs, and the original brownie, while exploring landmarks such as Millennium Park, Cloud Gate, and the Magnificent Mile. Led by local experts, this tour offers engaging stories and insider tips. Plus, extend your adventure with a free 2-hour bike or kayak rental, allowing you to explore the scenic Lakefront Trail or paddle the waters of Lake Michigan. Whether you're a first-time visitor or a local, this tour provides a delicious and enriching way to experience Chicago.

Pros

  • Savor iconic Chicago bites like deep dish and hot dogs
  • Explore Millennium Park and snap photos at Cloud Gate
  • Stroll the Magnificent Mile and admire Chicago Theater
  • Enjoy a free bike or kayak rental to extend your adventure
  • Discover Chicago's rich history with local expert guides
  • Taste Garrett’s popcorn and the original Chicago brownie

Includes

  • Cultural walking and food tour with 5 tastings
  • Slice of deep dish pizza and Chicago-style hot dog
  • Italian beef sandwich with giardiniera or sweet peppers
  • Original recipe brownie and Garrett’s Chicago Mix popcorn
  • Free 2-hour bike or kayak rental
  • Guided tour of top Chicago landmarks

Excludes

  • Craft beer pairing upgrade ($19.99 at check-in)
  • Gratuity ($10-20/person suggested)

FAQ

  • What Should I Wear?

    Wear comfortable clothes and shoes suitable for walking and weather conditions.

  • Is The Tour Wheelchair Accessible?

    Yes, the tour is wheelchair accessible and suitable for all fitness levels.

  • Can I Bring My Pet?

    Service animals are allowed on the tour.

  • What If I Have Dietary Restrictions?

    Notify us in advance to accommodate dietary needs; some restrictions apply.

  • How Long Is The Free Rental Valid?

    The free bike or kayak rental is valid within 3 days of your tour.

$99
4.41Rating:

Tour Highlights

  • Savor iconic Chicago bites like deep dish and hot dogs
  • Explore Millennium Park and snap photos at Cloud Gate
  • Stroll the Magnificent Mile and admire Chicago Theater
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