Tours in Westchester

Deep-Dish-Pizza Walking Tour for Two or Four from Slice of Chicago Pizza Tours (Up to 56% Off)

Slice of Chicago Pizza Tours

Near North Side

$90 $42

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2-hour, 1.2-mile walking tour hits Pizzeria Uno, Pizzeria Ora, and Giordano's in River North to sample deep-dish pizza and learn its history

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

Skydeck Chicago Experience for Two or Four at Willis Tower

Skydeck Chicago

The Loop

$43 $30

(806)

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

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

$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

$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

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

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

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

Chocolate Tour of Chicago with Seven Tastings for One, Two, or Four from Great Food Tours (Up to 60% Off)

Great Food Tours

Chicago

$50 $25

Sample Aztec chocolate drinks, cupcakes, truffles, and chocolate donuts during two-hour chocolate tour along the Magnificent Mile

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

"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-History Walking Tour for Two or Four with Ghost-Hunting Equipment from Spirit Expeditions (50% Off)

Spirit Expeditions

South Loop

$50 $25

A two-hour walking tour covers most haunted areas and allows guests to conduct their own paranormal investigation

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

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

Two-Hour Walking Ghost Tour of Aurora or Naperville for Two or Four from Haunted Hometowns (Up to 51% Off)

Haunted Hometowns

Multiple Locations

$40 $20

Ghost-seekers clutch EMF meters on lantern-lit tours through historic and haunted sites as guides relate tales of local specters

$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

$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

Select Local Merchants

Compare Transport LLC dispatches a fleet of clean, punctual taxi vehicles for general and airport transportation around Chicagoland. Most of the company’s drivers have decades of experience, and their language fluency includes Polish, French, Greek, and Spanish, allowing them to easily serve and transport their customers.

23w300 North Ave
Glen Ellyn,
IL
US

Rotorzen instills students with the skills and savvy needed to command the open-air cockpit of a powered parachute. Certified instructors nurse knowledge over 60 minutes of pre-flight training, teaching aspiring daredevils how to handle instrumentation and sneak up on cirrus clouds from behind. Students next take to the skies for 30 minutes of turbine-charged cruising as they skim over and sail through the air above the Lansing Municipal Airport. Flight lessons depend upon wind conditions and are offered Friday evenings, Saturday mornings, Saturday evenings, and Sunday mornings. While powered parachutes accommodate only one pilot at a time, individuals can bring along fellow flyers to join in on the acrobatic antics. All flight time can be applied toward FAA sport pilot certification and subsequent opportunities to tickle the moon into sneezing green cheese.

6640 South Cicero Avenue
Bedford Park,
IL
US

Owner Valerie Beck and her team of chocophile tour guides lead guests on walking tours of Chicago’s historical bakeries and chocolatiers, narrating the history of beloved sweets while walking an easy route through vistas of Chicago’s stunning architectural heritage. While snacking on samples of sweets, guests learn about chocolate’s storied history, the cupcake’s rise to prominence, and how to guess the flavor of filling inside Oompa Loompas by sight. Tours convene throughout Chicago’s many neighborhoods, giving guests a sneak peek into Chicago's signature confections, boutique shops, and mobile sweet-vending trucks. The chocolate or cupcake jaunts provide the perfect setting for a girls’ day out or bachelorette party, showing tour-goers the sweeter side of the city without getting caught in construction sites of shoddily built gingerbread houses.

500 North Michigan Avenue
Chicago,
IL
US

Chicago Chinese Cultural Institute was created with a mission in mind: to conduct programs and events that promote Chinese language and culture, and to facilitate relationships between Chinese and American cultures. Chicago Chinese Cultural Institute offers corporate services such as cross-cultural and language training, helping bridge any gaps between employees who might travel between countries or consider dipping hands in a vat of honey before sealing a business deal. Chicago Chinese Cultural Institute also hosts various tours: walking tours guide explorers through Chinatown, exploring architectural fixtures and businesses of the area, whereas food tours entreat guests to visit several restaurants and shops, sampling appetizers, entrees, and teas.

2109B S China Pl
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

The bronze likeness of Michael Jordan—the Bulls' #23 and basketball's undisputed king—leaps into the air in front of the United Center, ascending into the annals of sports history. Across town, the sound of Babe Ruth's most famous homer rebounds off of the iconic walls of Wrigley Field. The Roman-meets-modern architecture of Soldier Field—where Walter Payton, Mike Ditka, and "The Fridge" grew to larger-than-life—straddles Chicago's lakefront. The resounding Black Sox scandal clashes with the victorious 2005 World Series Champs banners at U.S. Cellular Field, where the White Sox's famous exploding scoreboard towers above the Bridgeport neighborhood.

During an air-conditioned bus ride, local comedians wax historic as tourists are brought within earshot and camera-shot of Chicago's proudest pro-sports franchises. The Chicago Sports Tour parades from the North to the South side, brushing shoulders with famous ballparks and weaving through more than a century of athletic anecdotes and civic pride. Augmented by laughs and entertainment, it reveals more than the brick-and-mortar façades of the famous stadiums. The guides bring each building to life with fascinating anecdotes, and rides from one stadium to the next cover neighborhoods such as Wrigleyville, Bridgeport, and Little Italy—where fans and players alike eat, drink, and argue about their favorite peanut vendors.:m]]

430 North Michigan Avenue
Chicago,
IL
US

Westchester Scene