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  • Location:Chicago, Illinois
  • Duration:2 hours (approx.)

Cupcake Walking Tour in Chicago

Satisfy your sweet tooth on this cupcake walking tour in Chicago, one of the birthplaces of the modern gourmet cupcake craze. Your local guide will take you to several artisanal shops, bakeries and dessert boutiques along the Magnificent Mile to sample delicious gourmet cupcakes and authentic Italian gelato. You’ll see iconic Chicago landmarks along the way such as the John Hancock Building and the Chicago Water Tower, so you can enjoy some sightseeing while indulging your sweet cravings.


  • 2-hour cupcake walking tour in Chicago
  • Follow your local guide on an easy walk along the Magnificent Mile
  • Visit several artisanal bakeries and shops to sample six sweet treats
  • Indulge in a variety of decadent gourmet cupcakes and gelato – all tastings included
  • See famous Chicago landmarks along the way including the John Hancock Building and Chicago Water Tower

Why Our Insiders Chose This Tour

Chicago is cooking up some serious cupcakes. With all the choices -- like the ones offered at Sprinkles, founded by Candace Nelson of TLC's Cupcake Wars -- you can be the judge of the best cupcake in Chicago!

What You Can Expect

Cupcake Walking Tour in Chicago

Take a cupcake break with a refreshing scoop of gelato

Your journey takes place throughout the Magnificent Mile, Chicago's premier shopping district covering one square mile (2.6 square km) with an array of shops, boutiques, world-class restaurants, numerous landmarks and home to several of the world's tallest buildings. Meet in front of Leonidas Chocolate Café at 3pm to begin your 2-hour cupcake walking tour. Step inside this historic chocolatier to tantalize your tastebuds with your first cupcake of the day.

Your friendly, knowledgeable local guide will then take you on an easy walk to several local, artisanal bakeries and dessert boutiques to enjoy five more sinfully good confections. Up next is Crumbs Bake Shop, which bakes more than 50 delicious varieties of cupcakes daily, including decadent chocolate cupcakes, which you’ll get to enjoy.

Step back in time as you visit one of the oldest and most famous Italian delis in Chicago, L'Appetito. Though this is a cupcake tour, it’s impossible to overlook the gelato here. Slip in a serving of their amazing, authentic gelato – it's simply too hard to resist!

Get a dose of pop culture at Sprinkles, founded by Candace Nelson, a featured judge on TLC’s Cupcake Wars. Sprinkles is arguably the world's first cupcake bakery and the progenitor of the gourmet cupcake craze, and the cupcakes here hold up to their reputation.

Next, wander through the Goddess and Grocer, a food lover’s paradise run by Chicago-based food fanatics. Their chocolate selection is unparalleled on the Gold Coast. Your last stop is More Cupcakes, a modern art museum-meets-cupcake bakery where you’ll enjoy a sophisticated, gourmet cupcake with an innovative twist.

Your group will enter some shops, and at other places will enjoy some tastings 'on the go' due to limited space. Along the way, your guide will point out famous Chicago landmarks such as the John Hancock Building and the Chicago Water Tower. You’ll leave this tour with some knowledge about Chicago and, of course, a satisfied sweet tooth!
From USD $ 40.00

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Tour code: 5277CHICUP


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