Tours in Pullman

$37 for a Two-Hour Segway Tour of Downtown Chicago from Segway Experience of Chicago (Up to $65 Value)

Segway Experience of Chicago

The Loop

$65 $37

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Atop a latest-generation Segway PT, guests coast past Buckingham Fountain and Millennium Park, occasionally pausing for photo ops

Skydeck Chicago Experience for Two or Four at Willis Tower

Skydeck Chicago

The Loop

$43 $30

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Take in spectacular views of up to 4 states from the top of Willis Tower and experience The Ledge, a glass balcony 103 floors above Chicago

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

Chicago Running Tours & More

Central Chicago

$32 $15

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

Chicago Ghost Walk for One, Two, or Four from Great Food Tours (Up to 64% Off)

Great Food Tours

Chicago

$35 $17

Tours visit haunted spots in search of apparitions, including the sites of the Iroquois Theatre fire and the Eastland shipwreck

$20 for a Chicago History Tour for Two from Chicago's Finest River Walk Tour (Up to $40 Value)

Chicago's Finest River Walk Tour

The Loop

$40 $20

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Pedway's heated tunnels and sky bridges ferry guests between landmarks; tragedies tour examines Great Chicago Fire among other events

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

WendyCity

Multiple Locations

$50 $25

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

Explore the Kinetics of Chicago's Massive Moving Bridges

One-Hour Bridge Lift Tour

Near North Side

$15 $15

Walk along the Chicago River with a retired civil engineer who explains the history and architecture of the city's movable bridges

$50 for an Architectural Boat Tour for Two ($84 Value). Reservation through Groupon Required.

Chicago Line Cruises

Chicago

$84 $50

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Docent-narrated tours cover the history of Chicago's architectural innovations and how they influenced the present-day skyline

Fright Hike Halloween Bike Tour for One or Two from Bobby's Bike Hike (Up to Half Off). 19 Dates Available.

Bobby's Bike Hike

Streeterville

$49 $25

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Professional actors bring Chicago's most famous ghosts to life as groups bike through a former cemetery and other spooky sites

Tour by Bus for Two or Four from Chicago Crime Tours (Up to 53% Off)

Chicago Crime Tours

Chicago

$79.90 $38

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

Admission for One or Two to Chicago Sports Tours (Up to 52% Off)

Chicago Sports Tours

Chicago

$42 $21

Saturday sports tours explore Chicago's rich history of football, baseball, basketball, and hockey

Zombies vs. Vampires Pub Crawl for One, Two, or Four on Saturday, October 25, at 2 p.m. (Up to 68% Off)

Zombies vs. Vampires Pub Crawl

Wicker Park

$27.37 $10

Costumed creepers get drink specials at Wicker Park bars, a souvenir T-shirt, a survival kit, a contest entry, and afterparty admission

Arcade/Bar Tournament League from BUCKit List Events - Individual or Team Registration (Up to 55% Off)

BUCKit List Events

Multiple Locations

$80 $39

Three-person teams go head-to-head in seven-week arcade tournament with one week of playoffs

$22 for a Distillery Tour for Two with Two Glencairn Glasses at Quincy Street Distillery ($44 Value)

Quincy Street Distillery

Riverside

$44 $22

60- to 90-minute tour of a distillery that produces 12 artisanal, small-batch spirits; each guest brings home a Glencairn glass

"Speakeasy" Social Game Experience for One, Two, Four, or Eight at Waxwing Puzzle Co. (Up to 57% Off)

Waxwing Puzzle Co.

Lincoln Square

$40 $20

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Players take part in a role-playing event that is set in the prohibition era and pulls from mob folklore

Haunted-Park Packages for 1, 2, or 4 at Creepy Hallow Halloween Fun Park (Up to 54% Off). Five Options Available.

Creepy Hallow Halloween Fun Park

Green Garden

$68 $39

Haunted park contains family friendly daytime activities, and at night, a haunted hayride and zombie paintball hunt

$45 for VIP Tickets for Two to Both Haunted Houses at Fear City ($90 Value)

Fear City

Morton Grove

$90 $45

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VIP guests skip the line before meeting the undead residents of Fear City and exploring the haunted schoolhouse, Our Lady of the Cursed

40-Minute Ride in a Extra 300L Stunt Airplane or T-6 Texan Trainer Warplane from Gauntlet Warbirds (41% Off)

Gauntlet Warbirds

Sugar Grove

$440 $259

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A seasoned flight instructor leads a 40-minute joy ride aboard an Extra 300L aerobatic plane or a T-6 Texan warplane

Select Local Merchants

The building that houses Argus Brewery was once a horse stable. But not just any horse stable—the distribution stables of Chicago’s historic Joseph E. Schlitz, of Schlitz beer fame, where the Schlitz horse teams and carriages resided in the early 1900s. Today, two large terra-cotta horse heads on the building’s parapet pay homage to the building’s origins. Inside, instead of horses, there’s craft beer created by father and son and three-legged-race partners Bob and Patrick Jensen, who have worked tirelessly to perfect their sudsy creations. Along with hard work, they bring their South Side pride and attitude to making each premium craft beer, which they feel is reflected in the unique flavor, depth, and unapologetic bravado of each brew.

11314 S Front Ave
Chicago,
IL
US

Clues hidden outside historic homes and institutions await two-wheeled treasure hunters as they attempt to solve the mysteries that lurk beneath the surface of Beverly and Morgan Park neighborhoods. As soon as all members manage to cram helmets over their deerstalker hats, groups depart on three-hour sleuthing expeditions that combine the fun and healthy exercise of biking with strenuous mental gymnastics. All participants must keep a weather eye on the horizon if they are to solve the mystery before sunset, as evidence lies in even the most inconspicuous nooks and crannies—from architectural details on buildings to the snow-gray whiskers of the postmaster’s moustache.

10621 South Seeley Avenue
Chicago,
IL
US

Bev Art Brewer & Winemaker Supply helps brewmasters and vintners around Chicago take their concoctions from plan to reality with wine- and-beer-making gear. Industrious hobbyists can grab their own malt extracts and carboys here, and beginners can get started with wine and beer kits. The shop also stocks brains with the skills to needed to bottle new masterpieces, hosting classes taught by brewers, winemakers, cheese-crafters, and mead-makers. The experts also contribute to some of the shop's own potions; their Wild Blossom Meadery & Winery produces barrels of honey wine made by bees who spend years squashing grapes with their tiny feet.

10033 S Western Ave
Chicago,
IL
US

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.

61 E Madison St
Chicago,
IL
US

The Frank Lloyd Wright Preservation Trust is a Chicago-area nonprofit dedicated to preserving and promoting the legacy of one of the most influential architects of the modern era. Wright's Oak Park Home and Studio was built between 1889 and 1898 and served as the architect's workshop, in which he experimented with new design concepts, including the groundbreaking prairie style, as well as the lesser-known tiger style and mantis style. The Robie House, a Hyde Park Wright project designed for Chicago businessman Frederick C. Robie, is considered a Wright masterpiece and a centerpiece of modern architecture. All excursions are led by the Preservation Trust's expertly trained guides, who stand ready to impart bits of knowledge, answer tough questions, and pause for pictures with celebrity pillars and buttresses.

5757 South Woodlawn Avenue
Chicago,
IL
US

This tour will take you from Chicago to Gary aboard a comfortable coach bus. In Gary, you'll get to know Jackson the way his friends and neighbors knew the kid who would sing on street corners and play stickball with his family in front of their humble abode. Longtime Gary residents and Jackson friends will lead your exploration of Jackson's roots. Among many points of interest in MJ's life, you'll see:

1539 E 53rd St.
Chicago,
Illinois
US

Pullman Scene