Tours in West Loop


Sidewalk Food Tours of Chicago: Walking Food Tour for One or Two from Sidewalk Food Tours of Chicago (Up to 37% Off)

Walking Food Tour for One or Two from Sidewalk Food Tours of Chicago (Up to 37% Off)

Sidewalk Food Tours of Chicago

Multiple Locations

Enjoy a roving lunch of five different tastings while learning about the history and culture of either River North or Wicker Park

$55 $35

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WendyCity: Walking Tour from WendyCity (Up to 51% Off). Two Options Available.

Walking Tour from WendyCity (Up to 51% Off). Two Options Available.

WendyCity

Multiple Locations

Tour the Mag Mile and learn some of its history during a relaxed walk before the stores open

$50 $25

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Second City Tours: Beer and Bacon Tour, Wine and Cheese Walk, Pizza Parade, or Cupcake Crawl from Second City Tours (Up to 56% Off). Six Options Available.

Beer and Bacon Tour, Wine and Cheese Walk, Pizza Parade, or Cupcake Crawl from Second City Tours (Up to 56% Off). Six Options Available.

Second City Tours

Chicago

Enjoy beer and bacon pairings. wine and cheese, pizza, or cupcakes during fun food tours

$100 $49

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Sierra Adventure Sports: $59 for Scavenger Dash for a Team of Two from Sierra Adventure Sports on Saturday, June 13 ($127.59 Value)

$59 for Scavenger Dash for a Team of Two from Sierra Adventure Sports on Saturday, June 13 ($127.59 Value)

Sierra Adventure Sports

Citizen Bar

Teams of two traverse the streets of Chicago as they find clues, collect items, take pictures, and complete challenges

$127.59 $59

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Challenge Nation: $25 for Entry to Chicago Challenge: The Ultimate Urban Scavenger Race on July 11, 2015 ($55 Value)

$25 for Entry to Chicago Challenge: The Ultimate Urban Scavenger Race on July 11, 2015 ($55 Value)

Challenge Nation

Bar Louie South Loop

Teams race to solve clues and strategize to win cash prizes and awards during urban race; music and drink specials at post-race party

$55 $25

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Chicago Hauntings Ghost Tour: Haunted "Dead and Undead" Walking Tour for One, Two, or Four from Chicago Hauntings (44% Off)

Haunted "Dead and Undead" Walking Tour for One, Two, or Four from Chicago Hauntings (44% Off)

Chicago Hauntings Ghost Tour

Near North Side

Get an inside peek in Chicago’s dark and sinister past with a haunted walking tour

$34 $19

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Weird Chicago Tours: Three-Hour Historical Bus Tour for Two or Four from Weird Chicago Tours (Up to 39% Off)

Three-Hour Historical Bus Tour for Two or Four from Weird Chicago Tours (Up to 39% Off)

Weird Chicago Tours

Pick up location

Travel by bus to the former crime scenes, red-light districts, gangster hangouts, or ghost-sighting spots of Chicago’s storied past

$70 $45

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Great Food Tours: Wine and Cheese Tour of Chicago with 12 Tastings and Pairings from Great Food Tours (Up to 58% Off)

Wine and Cheese Tour of Chicago with 12 Tastings and Pairings from Great Food Tours (Up to 58% Off)

Great Food Tours

Near North Side

Stroll along the Magnificent Mile and through the Gold Coast as you sample 12 bites of cheese paired with sips of wine

$100 $49

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Slice of Chicago Pizza Tours: Chicago Pizza Walking Tour for Two or Four from Slice of Chicago Pizza Tours (Up to 54% Off)

Chicago Pizza Walking Tour for Two or Four from Slice of Chicago Pizza Tours (Up to 54% Off)

Slice of Chicago Pizza Tours

Near North Side

2-hour, 1.2-mile walking tour hits several pizzerias like Pizzeria Uno and Giordano’s in River North to sample pizza and learn its history

$90 $44

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Chicago's Finest Tours: $42 for a Chicago Bus Tour for Two from Chicago's Finest Tours ($70 Value)

$42 for a Chicago Bus Tour for Two from Chicago's Finest Tours ($70 Value)

Chicago's Finest Tours

Chicago

Explore some of Chicago’s 200 vibrant neighborhoods through the North and South Sides while riding inside of an enclosed motor coach

$70 $42

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Chicago Running Tours & More: Running Tours of Downtown Chicago from Chicago Running Tours & More (Up to 55% Off)

Running Tours of Downtown Chicago from Chicago Running Tours & More (Up to 55% Off)

Chicago Running Tours & More

Chicago Running Tours

Professional guides lead sightseeing tours at a jogging pace during excursions that emphasize fun and learning over speed

$32 $15

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Captain Al's Charter Boat Fleet: $500 for a Two-hour Chartered Party Cruise on Lake Michigan for Up to Six from Captain Al's Charter Boat Fleet ($976 Value)

$500 for a Two-hour Chartered Party Cruise on Lake Michigan for Up to Six from Captain Al's Charter Boat Fleet ($976 Value)

Captain Al's Charter Boat Fleet

Burnham Harbor

Party cruise on Lake Michigan where you can enjoy views of the magnificent skyline aboard a 32 foot powerboat

$976 $500

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Bike and Roll Chicago: $69 for a Segways at Sunset Tour for Two from Bike and Roll Chicago (Up to $138 value)

$69 for a Segways at Sunset Tour for Two from Bike and Roll Chicago (Up to $138 value)

Bike and Roll Chicago

Millennium Park

Easily maneuverable segway vehicles traverse the lakefront for views of the Chicago skyline, parks, and lakeside museums

$138 $69

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Bike and Roll Chicago: $69 for a Bike Tour and Tasting for Two at Lagunitas Brewing Co. from Bike and Roll ($138 Value)

$69 for a Bike Tour and Tasting for Two at Lagunitas Brewing Co. from Bike and Roll ($138 Value)

Bike and Roll Chicago

Millenium Park

Guests bike Chicago’s historic neighborhoods, tasting dishes from popular restaurants, ending with tour, tasting at Lagunitas Brewing Co.

$138 $69

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Chicago Crime Tours: Tour by Bus for Two or Four from Chicago Crime Tours (Up to 49% Off)

Tour by Bus for Two or Four from Chicago Crime Tours (Up to 49% Off)

Chicago Crime Tours

Chicago

Learn about more than 100 years of Chicago’s crime history in a 90-minute tour of famous crime scenes and landmarks

$79.90 $42

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Chicago Chinese Cultural Institute: Discover Chinatown Walking Tour for Two or Four from the Chicago Chinese Cultural Institute (Up to 52% Off)

Discover Chinatown Walking Tour for Two or Four from the Chicago Chinese Cultural Institute (Up to 52% Off)

Chicago Chinese Cultural Institute

Chicago

Chinatown walking tour showcases historical landmarks and great restaurants and teahouses on a 90-minute, 5-block jaunt

$20 $10

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Seadog Cruises: Lakefront Speedboat Tour, Thrill Ride, or Architectural Tour from Seadog Cruises (Up to 43% Off)

Lakefront Speedboat Tour, Thrill Ride, or Architectural Tour from Seadog Cruises (Up to 43% Off)

Seadog Cruises

Navy Pier

Speedboats zip past famed Chicago landmarks along the lakefront and river; informative narration on city’s history and architecture

$32.42 $20

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Select Local Merchants

  • SideTour - Leisure
    Sound Excursions describes their carefully curated group experiences as "field trips for adults." It's easy to see why: every outing takes groups to a new realm of Washington, whether it's the frothy shores of Puget Sound, inland forests and mountains, or tables at Seattle's thriving restaurants. The events held at these diverse locations range from culinary workshops on topics such as sushi-making and moonshine-tasting, to adventurous excursions with whitewater rafting or kayaking, to laid-back themed party cruises. For many outings, luxury transportation is provided.
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    450 West Jackson Boulevard
    Chicago, IL US
  • Amtrak
    If you're looking for a little roller rink excitement Chicago-style, go check out the Windy City Rollers, the city's premier all-female roller derby league. For just 14 bucks, this Groupon gets you into an action-packed battle between the Windy City Rollers and the Philly Roller Girls at the UIC Pavilion on Saturday, July 25, 7 p.m.
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    525 W Van Buren St
    Chicago, IL US
  • Gray Line Chicago
    The Chicago branch of Gray Line's global sightseeing operation organizes a wide variety of tours and excursions throughout the Windy City, from architectural tours that send passengers coasting on the river and lake for sun-drenched educational cruises to shopping odysseys at Chicago Premium Outlets, where travelers can zip through more than 100 stores and restaurants after being shuttled to the retail utopia. Blues outings treat music lovers to raw licks, soul food, and real tears at celebrated concert venues such as Buddy Guy's Legends and Rosa's Lounge. Gray Line's cherry-red trolleys transport visitors and residents alike to famous Chicago sites. Just north of the river, the vehicles idle before the Wrigley Building's sparkling white terra cotta façade, which in the 1920s stood as the first major skyscraper outside of The Loop. From there, the trolley may motor north to the John Hancock Center, where elevators to its observatory sweep guests 96 floors in 39 seconds. The trolley could also steer south to the Willis Tower, which lost its maiden name of Sears after being charmed by a passing cumulus cloud.
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    233 South Wacker Drive
    Chicago, IL US
  • Chicago Pizza Tours
    Ask an out-of-towner what they want to do when they visit Chicago, and they'll probably tell you they want to chow down on some deep-dish pizza. Chicago Pizza Tours owner and pizza aficionado Jonathan Porter leads parties on treks to some of the Windy City's most celebrated pizzerias with three different pie-themed tours. Guests sample Chicago's signature style with the deep-dish only holiday walking tour, enjoy slices with sides of adult beverages during pizza and cocktails outings, or visit the kitchens of four different restaurants during the original tour. Each outing takes visitors to local favorites across a wide range of styles and cuisines, from the caramelized thick crusts of Pequod's, the stuffed pies of Bacino's, or the Neapolitan-style creations of Spacca Napoli. Recently, Jonathan Porter has teamed up with local writer and tour guide Jonathan Knotek to launch Chicago Prohibition Tours, a romp through some of Chicago's most famous speakeasies still in existence. During the 3.5-hour bus trip through the roaring '20s and beyond, guests can visit the old one-time haunts of gangsters and crooked pols, such as the Green Door Tavern or the Exchequer Restaurant and Pub, all while sipping popular cocktails from almost 100 years ago and communicating only through silent-film title cards.
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    27 N. Wacker
    Chicago, IL US
  • The Skydeck at Willis Tower
    Skydeck Chicago whisks visitors up to the 103rd floor of Willis Tower, the tallest building in the Western Hemisphere, for incredible views from 1,353 feet above the city. On the way up, interactive touchscreens and a nine-minute movie about Chicago architecture fill noggins with cloud-scratching trivia and inside info about the historic tower. From the deck, ocular orbs can spy city landmarks such as Soldier Field, the Shedd Aquarium, and Navy Pier. Far-sighted pupils can glimpse up to four states or spot sailboats playing badminton near the marina on Lake Michigan. The Ledge?a collection of four transparent boxes with only 1.5 inches of glass separating you from Wacker Drive 103 floors below?offers brave visitors unobstructed views of the city streets, as well as the spine-shivering sensation of walking on air. Visitors descend back to earth armed with unique snapshots of magnificent views and lifelong memories of the seemingly small city when viewed from such great heights.
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    233 S Wacker Dr.
    Chicago, IL US
  • Cardozo’s Pub
    At Cardozo?s Pub, hearty burgers and sandwiches join Italian-style pastas to sate patrons as they lounge in booths, at tables, or along a wooden bar. During the day, thick, house-made marinara sauce slathers noodles, and european paninis on sourdough country bread salute the international flags waving from wood-paneled walls. In the evening, flat-screen TVs flicker as diners bite into Chicago classics such as smoked polish sausages and hot dogs dressed in windbreakers. Cold brews complement burgers of charbroiled sirloin or turkey patties, and personal pizzas pledge monogamy to skeptical stomachs.
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    170 West Washington Street
    Chicago, IL US

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