Top Chicago Food, Wine & Nightlife

Discover the best of Chicago’s local brews and comedic history on a 2.5-hour craft beer tour. Follow your guide to Old Town bars, including Old Town Ale House and Burton Place.  Taste a wide range of locally produced beers, along with a free snack. Along the way, learn all about Chicago’s historical and thriving comedy scene with stops by Second City and Zanies.

Chicago is full of unique and delicious food, but you don’t need to waste time chasing down each dish individually throughout the city. This food tour of Navy Pier will conveniently introduce you to some of the most authentic Chicago cuisine, all in one handy location. Get insider tips from your ‘food ambassador’ tour guide, who will make sure you end the tour full of delicious food and new knowledge.

Explore Chicago's buzzing food scene with a small group on this small group walking tour. Stroll around the 'Loop', stopping at hidden gems and hearing tales of the city from your guide. Taste classic Chicago foods, from deep-dish pizza to dipped Italian beef sandwiches.

Discover Chicago’s food, history, architecture and culture on this 3-hour, small-group walking tour. Try six of the Windy City’s quintessential staples from local restaurants and specialty food shops like Pizano’s Pizza and the Berghoff, the oldest family run-establishment in Chicago. Taste local favorites including deep-dish pizza,  Chicago Italian Beef Sandwich and chocolates from Fannie May, just to name a few. Along the way, see and learn about the historical, cultural and architectural components that make up this legendary town.

Go beyond deep-dish on this culinary walking tour of Chicago, which includes five tastings of classic Windy City cuisine. Navigate the endless options of downtown dining with a guide who can provide insight into the best food Chicago has to offer, and skip the lines and the wait with VIP access to popular restaurants.

Get a taste of the deliciousness that finds a home in the Loop of Chicago. Lots of creative eateries ply their wares in the West Loop, and this guided tour helps you find some of the best. You will sample dishes at each stop with a bit of walking through the bustling neighborhood between each.

Eat and drink your way through the famous food culture of the Windy City during this guided Chicago beer and pizza tour. Make your way by mini-coach to three local pizzerias to taste slices of the city's distinct pies, ranging from thin crust to deep dish, each of which is complemented by an included glass of beer or wine. During your ride between pizza stops, your guide will keep the fun going with facts and sights.

Explore Chicago’s Loop and South Loop neighborhoods — and get a taste of some local beverages — on this guided, 3-hour beer tour. Visit popular downtown establishments, sample some of the city’s finest brews and learn how beer goes with Chicago’s criminal past, discovering the basics of the Windy City’s vice history. From Al Capone and the local mob scene to the infamous Sands, the toughest criminal district in the city — this tour creates a unique experience that is both fun and memorable. Beer tastings plus a pizza pairing at one location included.

Sample some of the Windy City’s tastiest donuts on this Underground Donut Tour, celebrating the magic of Chicago’s tastiest sugar-filled concoctions. Donut-lovers are sure to enjoy this visit to some of Chicago’s tastiest donut purveyors, offering a chance to savor all of your favorite varieties, on the city's only donut-themed excursion. All tastings are included, and vegan, gluten-, and nut-free options are also available.

Stroll through downtown Chicago on this walking food tour. Visit Millennium Park, the Palmer House Hotel and other city landmarks. Taste quintessential Chicago foods such as deep-dish pizza, hot dogs, plus chocolates and pastry. All food tastings are included, and the tour covers an easy 1.5 miles (2.4 km) suitable for most fitness levels.

The Windy City is known for its spectacular architecture and eclectic food scene. Experience both on this tour through the downtown that combines sights with nibbles. Take in famous landmarks like the Wrigley Building, Tribune Tower, and Cloud Gate on foot and with the scenic L train or water taxi along the Chicago River. Taste popcorn and chocolate from two beloved city eateries during the tour.

Up your culinary skills and take the tastes of Chicago home with you at a 3-hour small-group cooking class. Using provided ingredients and under the careful guidance of your teacher, learn to prepare the city’s most famous dish from scratch. Once your personal deep dish pizza is out of the oven, tuck in and wash it down with a local PBR beer.

Start your morning right with a visit to the Willis Tower Skydeck, offering stunning views of Chicago and a delicious breakfast served from 103-stories high. Head to the Skydeck of the Willis Tower, one of the tallest buildings in the Western Hemisphere, for breakfast served 1,353 feet (412m) above the Windy City. Pick from among five breakfast options, such as eggs, pastries, and steak. Enjoy eye-opening views before the Skydeck opens to other guests. Finish your morning by checking out the on-site displays of Chicago's culture and history.

Savor the flavors of the Gold Coast and Old Town neighborhoods on this 3-hour Chicago food walking tour, led by an expert guide. You’ll stop at seven popular shops and eateries, including a specialty tea merchant, confectioner, European bakery and — of course — Chicago-style pizzeria. Explore these culture-rich neighborhoods just north of the downtown and learn about their architecture and history along the way. Numbers are limited to 18 participants for a small-group experience.

Explore Chicago's Chinese food scene on this walking tour in the Chinatown district. With a guide, learn about the cuisine of different regions of China and how Chinese culture has influenced Chicago and other areas. Enjoy included tastings from restaurants and other food venues in Chinatown—a great way to start a night out in the city.

Discover Chicago’s food, history, architecture and culture on this small-group walking tour. Try the Windy City’s quintessential staples from local restaurants and specialty food shops like Downtown Dogs and the world-famous Billy Goat Tavern. Taste local favorites including deep-dish pizza, a Chicago-style hot dog, and chocolates from Fannie May, just to name a few. Along the way, see and learn about the historical, cultural, and architectural components that make up this legendary town.

Enjoy Chicago’s only bus guided neighborhood pizza tour.  Eat like a local as you travel off the beaten path into Chicago neighborhoods to savor the best pizza.  Your local guide will teach you the science behind ingredient selection and baking as you sample slices from historic pizzerias.  In just a few hours, you’ll leave stuffed, and with an understanding of why pizza is such an important part of Chicago’s culture.

Wicker Park is one of Chicago’s coolest and most food-oriented neighborhoods—and on this one-of-a-kind walking tour, you’ll see the sights while seeking out the best donuts that the area has to offer. Meet your guide in the morning in Wicker Park, and set out on foot. You'll visit four popular cafes and bakeries, will sample numerous creative donut flavors, and will learn more about the neighborhood. Additional drinks and treats are also available for purchase, if you wish.

Book Directly With Windy City Ghosts and save $5/person. Windy City Ghosts walking Ghost Tour provides a look into the darkness that lurks below Chicago’s busy streets. Our Ghost Tour transports you back in time to an era of gangsters, bootleggers, bank robbers, and jazz babies. Windy City Ghosts nightly Ghost Tours take you through Lincoln Park, a beautiful North Side neighborhood with a twisted past. Learn about the forgotten burial ground that is the foundation of this bustling neighborhood. Check the bathroom mirrors in the Lion House of the Lincoln Park Zoo to make sure the ghost of a Victorian woman in white isn’t standing right behind you. Learn what spirit haunted Al Capone to the end of his days. On our Ghost Tour, you’ll hear the strange and disturbing tales associated with each of our carefully selected tour stops.

Make your evening in Chicago one to remember with this luxury sunset cruise featuring dinner, sightseeing and dancing along the shores of Lake Michigan. Feast your eyes on incredible views of iconic Windy City sights like Navy Pier, the Willis (Sears) Tower, Buckingham Fountain and Soldier Field, then fill your belly with a bountiful all-you-can-eat buffet. Continue the celebration with a live DJ who will mix up a selection of dance favorites.

Discover the wines and farm-to-table cuisine of the Indiana dunes on a full-day gourmet tour from Chicago with an experienced vintner. Visit a series of three wineries for guided tastings of wines made from cold hardy, locally-grown grapes. Explore a unique landscape of quaint villages while learning the terroir of Illinois wines, then enjoy a luxurious lunch of contemporary farm-fresh fare in Chesterton, whose old-fashioned Main Street is a slice of small town Americana in the heart of Duneland.

Discover the sights and flavors of Chicago on a 1.5- to 2-hour tour via the underground Pedway. The subterranean tour is the perfect way to explore the city without exposing yourself to the elements. Follow your guide to the Thompson Center, City Hall, and more. Along the way, whet your appetite with Garrett Mix popcorn, artisan sandwiches, and frozen kefir. The 4pm tour on Friday also includes a wine tasting.

Enjoy a private and authentic cooking class in a local Chicago home with your hosts Nancy and Don. This is a perfect experience for anyone looking to connect with local culture over food. After enjoying charcuterie and cheese on the terrace, head down to their home kitchen for your cooking class. Nancy and Don will teach you to prepare a fresh salad and how to construct deep-dish pizza with a variety of fillings! After cooking, you will enjoy your meal together. Friends for many years, Don and Nancy love meeting new people, sharing interesting stories, and good food and wine. Don has lived in downtown Chicago for 34 years and is a wealth of information about the city and its history. Nancy has been cooking for as long as she can remember. She loves cooking for friends and entertaining and is excited to share her cuisine and culture with guests from around the world. These two Chicago friends have teamed up to give you a fun and delicious food experience in the windy city!

What makes this tour unique is that you will wine and dine from selections that are on the illustrious Chefs menu. No two menus are the same, and each meal is prepared with the freshest local ingredients.