Tours in New Lenox

Historic-Home Twilight Tour plus Wine for One, Two, or Four at Pleasant Home Foundation (Up to 43% Off)

Pleasant Home Foundation

Oak Park

One of the earliest examples of Prairie School Architecture, visitors get the opportunity to check it out at night while sipping wine

$30 $19

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Two or Four Tickets to a Tour of the Frank Lloyd Wright Home and Studio or Frederick C. Robie House (50% Off)

Frank Lloyd Wright Trust

Multiple Locations

Guided tour of one of two local architectural marvels that stand as seminal works in Frank Lloyd Wright’s legendary career

$34 $17

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Four-Hour Inside Chicago Grand Tour by Bus for Two or Four from American Sightseeing Chicago (Up to 50% Off)

American Sightseeing Chicago

Palmer House Hilton, Ground Floor Gift Shop

A bus ferries visitors to the North and South Sides, showing them major parks, the Museum Campus, and the sights along Lake Shore Drive

$45 $25

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$12 for a Two-Hour Guided Walking Tour from the Chicago Architecture Foundation ($20 Value)

Chicago Architecture Foundation

CAF Shop & Tour Center

Stroll past Chicago icons designed by renowned architects such as Frank Lloyd Wright, Daniel Burnham, Louis Sullivan, and Frank Gehry

$20 $12

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$24 for a Chicago History Tour in the Pedway for Two from Chicago's Finest Tours (Up to $50 Value)

Chicago's Finest Tours

The Loop

The Pedway’s network of heated tunnels and sky bridges ferries guests between landmarks; choose one of three 2.5-hour tours

$50 $24

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$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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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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Architecture Tour by Boat for Two Adults from Shoreline Sightseeing

Shoreline Sightseeing

Multiple Locations

75-minute tours explore the history of more than 40 architectural landmarks while cruising down the branches of the Chicago River

$71.12 $49

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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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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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Chocolate Tour of Chicago with Six Tastings for One, Two, or Four from Great Food Tours (Up to 73% Off)

Great Food Tours

Chicago

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

$50 $17

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

BUCKit List Events

Multiple Locations

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

$80 $39

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

Chicago Running Tours & More

Central Chicago

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

$32 $15

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Eat Hyde Park or Sweet Hyde Park Tour for 1, 2, or 4 from A Taste of Hyde Park Walking Tours (Up to 56% Value)

A Taste of Hyde Park

Multiple Locations

Guests sample hot dogs at Bergstein’s NY Deli, samosas at Rajun Cajun, and fudge at Kilwin’s

$50 $25

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$58 for a Ghost Investigation Tour for Two from Chicago Ghost Investigations ($116 Value)

Chicago Ghost Investigations

Pilsen

After a crash course in ghost hunting, small teams use tools to explore and communicate with ghosts of Al Capone’s underworld

$116 $58

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$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

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

$65 $37

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

Waxwing Puzzle Co.

Lincoln Square

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

$40 $20

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Admission for Two or Four to the Dairy Adventure or the Pig Adventure or Both at Fair Oaks Farms (Up to 46% Off)

Fair Oaks Farms

Newton

Learn about sustainable farming practices, tour the production facilities, and witness the birth of calves and piglets

$30 $17

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Select Local Merchants

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

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

Founder Amanda Scotese, an avid traveler and freelance writer for Rick Steves's renowned travel guides, delegates sure-footed guides to lead sightseers to iconic landmarks and down the back alleys and lesser-known nooks of the Windy City. Tours probe the ins and outs of the Chicago's neighborhoods, such as the Loop, where they fill eyes with the sights of world-renowned architecture and minds with the secrets of the Pedway, an underground walkway that connects buildings throughout the business district with the Ninja Turtles' lair. The Historic Chicago Bar Tour, born of Chicago Detours' desire to spread knowledge of the city's entertainment history, takes tour-goers to three historic bars in an exploration of how the city had fun. Private group Jazz, Blues & Beyond tours explore historic neighborhoods on the North and South sides, and include diversions such as harmonica lessons from a bona fide blues blower. Chicago Detours also offers private-group tours for birthdays, family reunions, and corporate team-building exercises. Private group tour options also include Meat History of Fulton Market and Chicago Neighborhoods and Cultural Diversity.

10 South Dearborn Street
Chicago,
IL
US

The labyrinthine streets of Chicago contain a wealth of bizarre secrets?it just takes the right person to find them. That's where the team of quirky guides behind Weird Chicago Tours come in. As a diverse group of amateur detectives, history buffs, and ghost-hunters, they've acquired the knowledge and experience necessary to lead others into the city's darkest corners. At some stops, passengers disembark and venture inside for a closer look.

Weird Chicago Tours is always devising new tour themes, such as the Roaring '20s Tour: an adults-only exploration of Prohibition and 1920s gangster activity through visits to a former brothel district and a series of bars. The Haunted History Tour recounts some of Chicago's most unusual ghost stories and stops at areas of reported paranormal activity. Other tours prowl sites tied to Al Capone's notorious career and the St. Valentine's Day massacre or grisly crime scenes straight out of the novel Devil in the White City.

600 N Clark St.
Chicago,
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

Groupon Guide