What’s better than a food tour of Chicago? One with wine and chocolate too!

Some of the most popular tours around Chicago include the food tours and the wine tours. So we figured, why not put the two together? And hey, who doesn’t love a little chocolate, too? Introducing the ultimate Chicago dining experience in one afternoon tour. However, this is not your typical “Chicago staples” kind of tour. You won’t find any Italian beef sandwiches, hot dogs or deep dish pizza on this tour. Instead, you’ll get an inside look at some of the most cultured spots of the Windy City. Indulge in ethnic foods found in Chinatown, Pilsen, the Italian Village and more.

Won Kow

Built in 1928, Won Kow is Chinatown’s oldest restaurant. The restaurant has changed hands twice but the menu still features those classic old favorites. Legend has it that Al Capone used to sit at a table in the far northwest corner of the restaurant. Won Kow is as iconic to Chicago’s Chinatown as “the bean” is to Millennium Park. Your group will be seated at tables of ten and served multiple dishes family-style. Everyone will get one egg roll and the chance to sample chicken chow mein, sweet and sour chicken, Mongolian beef and bbq pork fried rice.

Los Comales

After leaving Chinatown, your group will travel by motorcoach to the neighborhood of Pilsen and to Los Comales. This great, authentic Mexican spot has been in business since 1973 and has built a reputation for serving quality food with fast service at an economical price. They pride themselves on still doing this today. Los Comales opened their first location in Chicago in a south side neighborhood known as Little Village before expanding to Pilsen and Cicero and later, the suburbs. At Los Comales each guest will get a plate with one chicken taco, one cheese quesidilla, rice and beans and one drink. They have perfected their marinated shredded chicken and top the tacos with traditional Mexican taco condiments including cilantro, onions and home-made salsas.


This gem lies in the heart of Little Italy and has been serving up hearty Italian food since 1909. What started as a completely family-run business is still carrying on those family traditions today while serving only the freshest ingredients. Famous for their gourmet-quality Italian dishes such as hand rolled pizzas and hand cut pastas, they also offer made-to-order salads, soups, and more. Here your group will get to try their famous lasagna along with a glass of wine. If you’d like to customize this portion of the tour you can swap lasagna for pizza and you can also choose a dessert item instead of wine.

The Berghoff/Gasthaus

Depending on the day and time your group decides to take their tour, you can choose one of two great German restaurants in Chicago: Chicago Brauhaus and Berghoff. The Chicago Brauhaus has been serving up traditional German specialties and good cheer for over 40 years. They offer a friendly atmosphere and plenty of cold beer. Here your group can sample hearty goulash soup or their choice of one of the various types of sausages available. The Berghoff is a classic among Chicago restaurants. They have been serving German-American style food since 1898 when Herman Berghoff opened the doors as a men-only saloon. This building is full of rich Chicago history and the food is full of rich German flavor. Your group can sample Bavarian pretzels with cheese dipping sauce and a few types of mustard.

Mindy’s Hot Chocolate

Mindy’s HotChocolate Restaurant and Dessert Bar is famous for their signature hot chocolate. However, you’ll get more than just that. There will be a plethora of indulgent desserts including donuts, cookies, and ice creams. When your group arrives at Mindy’s they will instantly notice the unique experience Mindy’s provides by offering an array of high-quality, seasonal and locally-sourced food. Enjoy their signature hot chocolate either hot or over ice (it’s great both ways!) and sample some cookies in flavors such as brownie crinkle, hazelnut shortbread, snickerdoodle, gingersnap, chocolate hazelnut rugelach, blueberry and peach kolache and more!

ENO Wine Room

Finally, your tour will come to an end at the Eno Wine Room where your group will sample a few pours of their choice of red, white, sparkling or dessert wines. Depending on the size of your group and how much they like wine, they can also have the option of sampling some Old World wines selected by the sommelier as well. There will be your group’s choice of passed Hors d’Oeuvres or cheese and charcuterie throughout the end of the evening as well. We close the night with a few plates of decadent chocolate truffles.