Top Chicago Food, Wine & Nightlife

Food, Wine & Nightlife

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Chicago Prohibition Tour

5 star rating: Highly Recommended 105 Reviews

Discover the underground world of the Prohibition-era speakeasy on an entertaining adults-only tour that takes you to four historic Chicago bars. Learn why the ... 

Location: Chicago, Illinois
Duration: 3 hours 30 minutes

From USD $45.00

Chicago Style Food Tour

5 star rating: Highly Recommended 46 Reviews

Confused on what to see and do while in Chicago? It goes without saying that the Windy City has it all; from food, history, architecture, culture and beyond. ... 

Location: Chicago, Illinois
Duration: 3 hours

From USD $55.00

Willis Tower Skydeck Dinner

4.5 star rating: Recommended 20 Reviews

Enjoy a VIP dinner at Chicago’s Skydeck where you get breathtaking views of the city. Located in the Willis Tower, the Skydeck perches 1,353 feet (412 meters). ... 

Location: Chicago, Illinois
Duration: 2 hours

From USD $117.65

Famous Tastes of Chicago Food Tour

5 star rating: Highly Recommended 67 Reviews

What should a visitor see and do while in Chicago? It goes without saying that the Windy City has it all; from food, history, architecture, culture and beyond ... 

Location: Chicago, Illinois
Duration: 3 hours

From USD $55.00

Chicago Odyssey Dinner Cruise

4.5 star rating: Recommended 43 Reviews

Expect the exceptional on this 2.5-3 hour premier Chicago dinner cruise experience. Newly renovated, this luxury vessel features a newly furnished rooftop ... 

Location: Chicago, Illinois
Duration: 2.5 to 3 hours

From USD $101.86

Chicago Pizza and Beer Tour

5 star rating: Highly Recommended 29 Reviews

Enjoy Chicago's evening pizza scene like a VIP! Our team of guides and drivers make sure all you need to do is have fun.  Our bus guided evening Pizza & ... 

Location: Chicago, Illinois
Duration: 3 hours

From USD $80.00

Spirit of Chicago Sunset Dinner Cruise with Buffet

4.5 star rating: Recommended 80 Reviews

Celebrate a night out in Chicago with dinner, dancing and sightseeing aboard a three-hour luxury cruise on Lake Michigan. Glimpse top Chicago attractions like ... 

Location: Chicago, Illinois
Duration: 3 hours

From USD $108.66

Chicago Food Tour: Chicago-Style Pizza, Beer, Brownies, and Hot Dogs

5 star rating: Highly Recommended 51 Reviews

Sample your way through Chicago’s most iconic foods on this 2.5 hour walking tour of the Loop. Taste Chicago-style hot dogs, deep dish pizza, the original ... 

Location: Chicago, Illinois
Duration: 2 hours 30 minutes

From USD $55.35
$59.00 Save $3.65

Bacon and Brewing Beer Tour in Lakeview and Lincoln Park

5 star rating: Highly Recommended 7 Reviews

Sample local and international beer while exploring two iconic Chicago neighborhoods on this 3-hour walking tour. With an in-the-know guide, explore Lakeview ... 

Location: Chicago, Illinois
Duration: 3 hours

From USD $65.00

Tastes of Chicago Bike Tour: Chicago-Style Pizza, Beer, Cupcakes, and Hot Dogs

5 star rating: Highly Recommended 55 Reviews

Taste the flavors of Chicago, both edible and cultural, on a bike tour through the city. Sample four of Chicago’s favorite foods and drinks –pizza, cupcakes, ... 

Location: Chicago, Illinois
Duration: 4 hours

From USD $75.42

Breakfast in the Sky: Early Access to Skydeck of Willis Tower in Chicago

5 star rating: Highly Recommended 19 Reviews

Start your day with a breathtaking view of Chicago and a hearty breakfast on a glass-enclosed balcony 103 stories up! Ascend to the Skydeck of Willis Tower, ... 

Location: Chicago, Illinois
Duration: 90 minutes

From USD $146.99

Chicago Loop Secret Food Tour

5 star rating: Highly Recommended 6 Reviews

Join this 3-hour tour of Chicago's food scene, and see what sets this friendly mid-western metropolis apart. On this 12 person maximum walking tour of the ... 

Location: Chicago, Illinois
Duration: 3 hours

From USD $59.45

Small-Group Chicago Food Tour: Gold Coast and Old Town

5 star rating: Highly Recommended 94 Reviews

Discover Chicago's culinary side on this three-hour walking tour to taste the delicious flavors of the Gold Coast and Old Town. Along the way, your guide will ... 

Location: Chicago, Illinois
Duration: 3 hours

From USD $60.00

Chicago Pizza Tour

5 star rating: Highly Recommended 94 Reviews

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 ... 

Location: Chicago, Illinois
Duration: 3 hours 30 minutes

From USD $60.00

Best in Chow: Chicago River North Food Tour

Learn the meaning of “Chicago-Style” on this 2.5 or 3-hour tour (depending on the season) as you experience 6 iconic dishes from the famous restaurants that ... 

Location: Chicago, Illinois
Duration: 2.5 to 3 hrs

From USD $57.00

Historic Chicago Walking Bar Tour

4.5 star rating: Recommended 27 Reviews

Explore downtown Chicago on a pub crawl with an educational twist! Your expert guide shares entertaining facts about the history of jazz, theater, social ... 

Location: Chicago, Illinois
Duration: 2 hours 30 minutes

From USD $38.00

Underground Donut Tour - Chicago's First Donut Tour

5 star rating: Highly Recommended 4 Reviews

Taste some of the finest donuts that Chicago has to offer on this 2 hour Walking Tour.  On this tour, we'll make four stops at some of the best donut spots in ... 

Location: Chicago, Illinois
Duration: 2 hours

From USD $30.00

Duneland Wine Country with Gourmet Lunch

5 star rating: Highly Recommended 1 Review

Just over the Illinois border along the southern tip of Lake Michigan lie the Indiana Dunes. In the charming villages that dot the area known as Duneland, ... 

Location: Chicago, Illinois
Duration: 7 hours

From USD $185.00

Sin and Suds Beer Tour in the Loop and South Loop

5 star rating: Highly Recommended 3 Reviews

Explore Chicago's Loop and South Loop neighborhoods located right downtown. You'll visit renowned neighborhood establishments, sample delicious beer, and learn ... 

Location: Chicago, Illinois
Duration: 3 hours

From USD $62.00

Chicago Craft Brewery Barrel Bus Tour

5 star rating: Highly Recommended 2 Reviews

There’s never been a better time to be a beer drinker — and Chicago, with its thriving brewery scene and many destination-worthy beer bars, is the perfect ... 

Location: Chicago, Illinois
Duration: 3 hours 30 minutes

From USD $78.40

2.5-Hour Cupcake Tour Of Chicago

Perfectly formed. Lovely to look at. Delicious to eat. Elaborate, sweet, and often decadent, cupcakes are delightful treats that spark the inner child within ... 

Location: Chicago, Illinois
Duration: 2 hours 30 minutes

From USD $25.00

Small-Group Chicago Food Tour: Wicker Park and Bucktown

5 star rating: Highly Recommended 32 Reviews

Let your local guide lead you through the streets of Wicker Park and Bucktown as you search for authentic and local cuisine at several different cafes and ... 

Location: Chicago, Illinois
Duration: 3 hours

From USD $50.00

Private Chicago Craft Beer and Pizza Tour

Pair craft beer tastings at three of Chicago's finest breweries with a pizza dinner on this 4-hour tour in the Windy City. A guide leads your small group on a ... 

Location: Chicago, Illinois
Duration: 4 hours

From USD $129.00

Riverwalk Food Tour Of Chicago

3 star rating: Worth doing 1 Review

The Chicago River cuts through downtown Chicago, veering skyward on either bank are the great edifices of American architecture, and at their feet some damn ... 

Location: Chicago, Illinois
Duration: 2 hours 30 minutes

From USD $50.00

Chicago Tastes of Chinatown Walking Food Tour

4.5 star rating: Recommended 2 Reviews

Discover the delicious and multi-regional cuisine of China without leaving Chicago. With a 3-hour guided walking tour, explore the complex layers of Chinese ... 

Location: Chicago, Illinois
Duration: 3 hours

From USD $59.00
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