Michigan Avenue Rendezvous Self-Guided Walking Tour

About this activity

Embark on a one-of-a-kind walking tour down Chicago’s legendary Michigan Avenue with just your smartphone. From world-famous skyscrapers and landmark theaters to mouthwatering deep-dish pizza and secret art installations, this interactive mobile adventure turns your sightseeing journey into an exciting challenge filled with trivia, hidden gems, and iconic stories.

Whether you’re a first-time visitor or a seasoned local, you’ll experience Chicago in a whole new way — at your own pace, on your schedule, and with a game-like twist!

Michigan Avenue Rendezvous Mobile App Self-Guided Walking Tour

Venture along Chicago’s iconic Michigan Avenue on an interactive self-guided tour to uncover the city’s hidden gems and famous landmarks! Dive into its rich history, answer trivia, and complete fun challenges for a unique experience that blends sightseeing with gaming. Explore the “Magnificent Mile” and “Cultural Mile” at your own pace, solving puzzles and finding hidden treasures with our smartphone app. This is the perfect mix of a walking tour, sightseeing, and a scavenger hunt – a truly immersive way to discover Chicago!

Tour Highlights

• John Hancock Center & 360 Chicago
  Start your adventure sky-high! Discover the structural marvel behind this Chicago icon and ascend to the 94th floor for panoramic views of Lake Michigan and the city skyline. Bonus: Spot the famous X-bracing that makes this tower an engineering legend.

• Museum of Contemporary Art (MCA)
  Step off the Magnificent Mile into Chicago’s modern creative heart. Explore cutting-edge exhibits, admire bold installations, then treat yourself to a locally sourced pastry or latte at Marisol Café. A must for art lovers!

• Jane Byrne Park & Historic Water Tower
  Walk through a survivor’s tale! This beautifully restored Gothic Revival tower is one of the few buildings to withstand the Great Chicago Fire. Learn how Chicago rose from the ashes into a world-class city.

• World’s Largest Starbucks (4 Floors!)
  Coffee heaven awaits! Step into a four-story roasting palace featuring exclusive brews, an elevated cocktail bar, and immersive coffee experiences — all in a building that once housed Crate & Barrel. Indulge, sip, shop, and snap a few pics.

• Pizzeria Uno – Deep Dish Pizza Origin
  You haven’t really been to Chicago until you’ve tried its original deep-dish pizza. Bite into history at Pizzeria Uno, where this cheesy, saucy, buttery-crusted legend began in 1943. Foodie bucket list = checked.

• Tribune Tower’s Global Story
  Gaze up at this neo-Gothic masterpiece, modeled after a French cathedral. Hunt for stones from over 150 world landmarks embedded in its walls, and see if you can spot carvings of characters from Aesop’s fables. History buffs, this one’s for you.

• Billy Goat Tavern – Curse of the Cubs
  Dive underground to discover the birthplace of Chicago’s most infamous sports curse. Enjoy a burger and soak in the nostalgic vibes of this historic tavern — loved by journalists, sports fans, and comedy legends alike.

• Movable Chicago River Bridges
  Watch engineering in motion as Chicago’s bascule bridges lift to let sailboats through. These century-old marvels connect the Great Lakes to the Mississippi and offer the perfect photo op with the city’s stunning skyline.

• The Chicago Theatre
  Snap a selfie under the famous marquee of this 1921 entertainment palace. Peek into its glamorous French Baroque-style lobby and uncover hidden details like the Tiffany glass window and the secret Wolf Point symbol. Theater lovers, rejoice!

• Women of Influence Mural
  Celebrate the impact of women on Chicago’s creative legacy with this breathtaking 13,000-square-foot mural. Spot Oprah Winfrey and other cultural icons in this colorful tribute to vision, power, and perseverance.

• Cloud Gate (“The Bean”) & Millennium Park
  End your journey at Chicago’s ultimate selfie spot. The Bean reflects not just the skyline but the spirit of the city. While here, enjoy free performances at the Jay Pritzker Pavilion, interactive fountains, and flower-filled gardens — all part of a perfect city finale.

Why This Tour is Your Ultimate Chicago Adventure

• Explore at Your Own Pace: Full flexibility to start whenever you want, take breaks, and linger at your favorite spots.
• Uncover Hidden Gems & History: Our app reveals fascinating facts, historical anecdotes, and unique places you might otherwise miss.
• Interactive & Engaging: Solve fun puzzles and complete challenges on your smartphone, turning your sightseeing into an exciting game.
• Iconic Landmarks & Local Secrets: See everything from soaring skyscrapers to historic taverns and stunning murals.
• Seamless Navigation: GPS guidance ensures you stay on track while discovering the best of Chicago’s downtown.

Michigan Avenue Rendezvous A Self-Guided Adventure Through Chicago

Explore the Windy City like never before — where sightseeing meets scavenger hunt fun!

No tour buses. No time limits. Just you, your phone, and the best of Chicago.
Whether you’re a history buff, foodie, architecture lover, or urban explorer — this is your ticket to unlock the city with fun and purpose.

👉 Download the app and start your Michigan Avenue Rendezvous now!
Adventure, trivia, and delicious surprises await!

 Download the app. Start whenever you like.
 Plug in your earphones. Your adventure begins now.