Activities in Chicago


Afternoon Ski & Night Tubing at Sunburst & After-Party with Drinks & Round-Trip Transportation (Up to 34% Off)

Cannonball Adventures

Near North Side

Enjoy an afternoon of skiing and access to 16 tubing lanes during an adrenaline-soaked night of drinks and dancing

$149 $99

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Mardi Gras or St. Patrick's Day Morning or Afternoon Booze Cruise from Yacht Party Chicago (Up to 42% Off)

Yacht Party Chicago

Multiple Locations

Guests don festive attire for three hours of drinking and dancing aboard a luxury yacht while also enjoying an included buffet

$50 $29

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Rooftop View of Billy Joel Concert at Wrigley Field with Food and Drink on August 27 at 8 p.m. (Up to 31%Off)

Skybox on Sheffield

Skybox on Sheffield

Live_logo

The Piano Man makes his fourth appearance at Wrigley Field as guests enjoy grilled meats, sandwiches, beer, and wine on a nearby rooftop

$143.66 $99

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Make Your Valentine Argentine Pastries with an Artisan Baker

Argentinian Pastry Class

Chicago

Lucila Giagrande reveals how to make authentic “alfajores”—Argentine cookies filled with rich dulce de leche—in time for Valentine’s gifting

$48

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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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$30 for One Circus Class at Trapeze School New York in Chicago ($57 Value)

Trapeze School New York in Chicago

Edgewater

Instructors with backgrounds in circus and stunt work teach specialty skills such as aerial hoops and silks

$57 $30

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Tiger Lillies at The Portage Theater on Friday, November 7 (Up to 50% Off)

Tiger Lillies

The Portage Theater

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Grammy-nominated British cult trio melds macabre humor with Brechtian theatrics in their avant-garde cabaret act

$17.89 $9

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Burlesque Lessons for Two, Four, or Six, or an Eight-Week Burlesque Course for One at Vaudezilla (Up to 57% Off)

Vaudezilla

Chicago

Classes in artful vaudevillian dance led by a company that has hosted more than 200 shows in Chicago

$130 $59

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Rooftop View of Billy Joel Concert at Wrigley Field with Food and Drink on August 27 at 8 p.m. (Up to 31% Off)

Lakeview Baseball Club

Lakeview Baseball Club

Live_logo

The Piano Man makes his fourth appearance at Wrigley Field as guests enjoy grilled meats, sandwiches, beer, and wine on a nearby rooftop

$143.66 $99

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$179 for a Boating Handling and Safety Class from Freedom Boat Club ($325 Value)

Freedom Boat Club

Uptown

This seven-hour class teaches you all the ropes to feel confident piloting a vessel on the open water

$325 $179

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Cubs Game Rooftop Seating at Wrigley Rooftop with All-Inclusive Food & Drink (Up to 53% Off). 12 Games Available.

Wrigley Rooftop

Sky Lounge at Wrigley Rooftop

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Clubhouse staff serve eats and dispense beverages to fans watching the Cubs play from indoor seats and outdoor rooftop executive seats

$189 $89

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General, Family, or Friend Sponsor Annual Membership to the APR Pullman Porter Museum (50% Off)

APR Pullman Porter Museum

Far South Chicago

Museum celebrates the victories of the nation’s first African-American labor unions and the history of African-American railroad workers

$50 $25

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$395 for a Round-Trip Chicago-Cincinnati Charter Flight from Ultimate Air Shuttle ($575 Value)

Ultimate Air Shuttle

Chicago Midway Airport

Skip airport hassles and enjoy VIP treatment during charter flights that offer complimentary snacks and drinks

$575 $395

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$99 for a Two-Hour Kids' Party with Host, Setup, and Clean Up at Bright Smiles Party Suite ($235 Value)

Bright Smiles Party Suite

Chicago

Kids celebrate their birthdays in style with two-hour parties that include a host to help supervise as well as run setup and cleanup

$235 $99

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Visit for One, Two, or Four to the Chicago History Museum (Up to 48% Off)

Chicago History Museum

Lincoln Park

Chicago museum brings history to life with 22 million artifacts & topical exhibits, including a look at railroad workers during WWI

$14 $8

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Six Weeks of Kid's Classes or One-Month of Unlimited Adult Classes at Keller's Martial Arts (Up to 79% Off)

Keller's Martial Arts

Avondale

Instructors teach a wide array of martial arts, including MMA, kickboxing, Olympic-style tae kwon do, and Aikido

$235 $50

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Open Roller-Skating with Skate Rentals for Two or Four at The Rink (Up to 53% Off)

The Rink

Far South Chicago

A classic hardwood-maple roller-skating rink eschews inline skates for traditional skates with two rows of wheels

$20 $10

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Two or Four Piano Lessons at Heart of Singing (Up to 53% Off)

Heart of Singing

Chicago

Seasoned musician inspires versatile piano moves during lessons tailored to the student’s skill level & goals

$80 $38

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Four-Week FightingFit! Boot Camp or Six-Week Introductory Swordplay Course at Forteza Fitness (Up to 53% Off)

Forteza Fitness

Ravenswood

Learn the basics of swordplay blended with 19th-century physical culture, including the use of calisthenics and therapeutic gymnastics

$75 $35

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Select Local Merchants

Today, millions of people live and thrive among the streets and skyscrapers of Chicago, but at one time the bustling metropolis had only one resident?namely, the city's apocryphal, somewhat legendary founder, Jean Baptist Point DuSable. A Haitian of French and African descent, DuSable was the first of Chicago's great African Americans, a company that includes the city's first black mayor, Harold Washington. In one of the DuSable Museum's standing exhibits, the Thomas Miller mosaics, portraits of DuSable and Washington peer out along with eight of the founding members of the museum?a constellation of lodestars reminding visitors to maintain Chicago's diverse heritage.

While the mosaics incorporate the museum's own story, other exhibits examine African American achievements of all kinds. Red, White, Blue & Black, for instance, examines the contributions of black men and women in the armed forces. In A Slow Walk to Greatness: The Harold Washington Story, visitors explore the nuances of the momentous campaign through memorabilia and more than 150 mayoral artifacts. An animatronic likeness of Mayor Washington himself even steps in to relay stories and first-hand accounts made possible by animatronic robots' ability to travel through time. In addition to the permanent exhibits, the museum also hosts musical performance, film festivals, and book signings that introduce members to more aspects of African American history, including the scholars who continue to uncover it.

740 E 56th Pl.
Chicago,
IL
US

When a group of jazz club owners, musicians, writers, and fans founded the Jazz Institute of Chicago in 1969, the goal was to find new audiences for all forms of jazz. To achieve that, the nonprofit institute's programming has taken on many forms itself, in its performances and educational resources alike.

Since 1979, for instance, the institute has planned the Chicago Jazz Festival, a Labor Day weekend gathering of Chicago jazz musicians as well as national and international acts. The JazzCity concert series, established in 1997, collaborates with the Chicago Park District to bring new jazz to neighborhoods through the city. Meanwhile, at the NextGenJazz program, young musicians are given residencies at the Drake Hotel, where they can refine their skills and dedicate tunes to their all-time favorite bellhops.

Besides showcasing jazz through live concerts, the institute helps nurture the next wave of jazz talent with its Jazz Links program. Since 2003, Jazz Links has hosted monthly student jam sessions and even enlisted students to perform at venues like Millenium Park. Jazz Links has likewise assisted more seasoned musicians and instructors with opportunities such as public high school residences and a summer camp for jazz band teachers.

11 E Hubbard St.
Chicago,
IL
US

When entrepreneur Harold Pierce opened the first Harold’s Chicken Shack on Chicago’s South Side in 1950, his chefs fried chicken as it was ordered, filling customers' empty hands with baskets of fresh, piping-hot chicken in 12–15 minutes. Today, the chain of 62 restaurants peppered across the Midwest and Southwest continues the old tradition of rewarding patience with astonishingly delicious chicken. The long-standing shop specializes in a simple order—breaded chicken fried in a rich mix of vegetable oil and beef tallow for a home-cooked flavor. Chefs prep the chicken Chicago style by pouring a dash of sauce over the basket, which soaks into the white bread and crinkle fries that come with every order. Marked with the famed emblem of a cook chasing a chicken with a hatchet, the restaurant has saturated the city’s consciousness, earning a mention in Tucker Max’s I Hope They Serve Beer in Hell, an appearance in Kanye West’s music video Through the Wire, and its own chicken hologram projected over the skyline. Serious Eats sums up citywide sentiment for the chain: "When the words 'fried chicken' are uttered in Chicago, it’s a fair bet that the name Harold’s Chicken Shack will usually follow."

1134 W Washington Blvd
Chicago,
IL
US

Golfer’s Paradise’s friendly golfing confines foster year-round golfing within the indoor hitting stalls of their AboutGolf simulators. Using real clubs, players pulverize orbs into an immense screen that utilizes 3-D graphics to vividly emulate the immaculate greenery, calculated topography, and yellow-brick cart paths of some of the world’s most famous courses. Golfers can trace powerful drives into the windswept, simulated stratosphere of St. Andrews Old Course or evade the treacherous water hazards at Michigan’s Robert Trent Jones–designed course, The Heather. Along with technology that ensures each shot travels in a realistic manner, the simulators boast advanced swing-tracking sensors that collect data and even offer advice to correct unsound swings.

A staff of PGA-certified instructors oversees Golfer's Paradise's two executive-style lounges, offering expert advice to help transform swing imbalances into trustworthy motions. Pupils benefit from the instructors' hard-won wisdom combined with the computer-generated feedback of the simulators, which reveals detailed results of the position of one's clubface at impact and the effects of sweaty-palm syndrome.

1841 North Major Avenue
Chicago,
IL
US

Simply put, Players Sport & Social Group helps more than 60,000 people each year get together, meet new friends, and have fun. The two-decade-old company has more than doubled in size in the last five years, due in no small part to the wide variety of sports leagues and clinics that it offers at venues throughout the city. Teams or individuals can sign up for sports ranging from dodge ball to beach volleyball to games of "bags," otherwise known as cornhole. Players can check their weekly standings online and review each sport's rules, learning exactly what is considered a foul in kickball or how to dispose of a football opponent's captured flag by burning it in a respectful ceremony.

The company also hosts and sponsors social events such as happy hours, fundraisers, and the Luau: a 55,900-participant grass-volleyball tournament with DJ music, food, and beer. Similarly, The Big Dig volleyball tournament offers the same mix of munchies, brews, and live entertainment, but on the sands of North Avenue Beach.

59 West Hubbard Street
Chicago,
IL
US

Simply put, Players Sport & Social Group helps more than 60,000 people each year get together, meet new friends, and have fun. The two-decade-old company has more than doubled in size in the last five years, due in no small part to the wide variety of sports leagues and clinics that it offers at venues throughout the city. Teams or individuals can sign up for sports ranging from dodge ball to beach volleyball to games of "bags," otherwise known as cornhole. Players can check their weekly standings online and review each sport's rules, learning exactly what is considered a foul in kickball or how to dispose of a football opponent's captured flag by burning it in a respectful ceremony.

The company also hosts and sponsors social events such as happy hours, fundraisers, and the Luau: a 55,900-participant grass-volleyball tournament with DJ music, food, and beer. Similarly, The Big Dig volleyball tournament offers the same mix of munchies, brews, and live entertainment, but on the sands of North Avenue Beach.

600 East Grand Avenue
Chicago,
IL
US

Groupon Guide