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Tours in North Side, Chicago


O 'Donnell's pub: $20 for $40 worth of Drinks at O 'Donnell's pub (Up to 40% Off)

$20 for $40 worth of Drinks at O 'Donnell's pub (Up to 40% Off)

O 'Donnell's pub

Mayfair

Enjoy cold beers and cocktails and friendly conversation at this neighborhood corner pub

$20 $12

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Illinois Craft Distillers Association: $45 for Craft Spirits Showcase for One from Illinois Craft Distillers Association on March 1 ($72 Value)

$45 for Craft Spirits Showcase for One from Illinois Craft Distillers Association on March 1 ($72 Value)

Illinois Craft Distillers Association

Logan Square Auditorium

Enjoy craft cocktails and live jazz at this craft-spirits festival that includes samples from almost all of Illinois Craft Distillers & more

$72 $45

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360 CHICAGO, Formerly John Hancock Observatory: Sun and Stars Admission for One, Two, or Four Adults at 360 CHICAGO (25% Off)

Sun and Stars Admission for One, Two, or Four Adults at 360 CHICAGO (25% Off)

360 CHICAGO, Formerly John Hancock Observatory

Chicago

94 floors up, take in stunning panoramas of Chicago and its sky-high architecture bordered by sparkling Lake Michigan

$24 $18

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Second City Tours: Ghost Tour for One, Two, or Four from Second City Tours (Up to 61% Off)

Ghost Tour for One, Two, or Four from Second City Tours (Up to 61% Off)

Second City Tours

John Hancock Center

90-minute tour explores the tragic side of Chicago history with stops to locales said to be marked by paranormal activity

$30 $14

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Second City Tours: Cupcake Crawl at Second City Tours

Cupcake Crawl at Second City Tours

Second City Tours

Near North Side

$50 $9.50

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Second City Tours: Second City Tours: Belmont Binge at Second City Tours

Second City Tours: Belmont Binge at Second City Tours

Second City Tours

Near North Side

$50 $31

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Second City Tours: Chocolate Crawl at Second City Tours

Chocolate Crawl at Second City Tours

Second City Tours

Near North Side

$50 $31

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Second City Tours: Cupcake Crawl for One, Two, or Four from Second City Tours (Up to 60% Off)

Cupcake Crawl for One, Two, or Four from Second City Tours (Up to 60% Off)

Second City Tours

Water Tower Place

The city’s favorite cupcake hot spots are visited during this tour: Sprinkles, Sacred Grounds, More, and Crumbs

$50 $23

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Second City Tours: Chocolate Crawl for One, Two, or Four from Second City Tours (Up to 60% Off)

Chocolate Crawl for One, Two, or Four from Second City Tours (Up to 60% Off)

Second City Tours

Water Tower Place

Get your chocolate fix during this tour that visits five of the city’s most beloved sweet-treat havens

$50 $23

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Second City Tours: Pizza Parade Tour for One, Two, or Four from Second City Tours (Up to 60% Off)

Pizza Parade Tour for One, Two, or Four from Second City Tours (Up to 60% Off)

Second City Tours

Chicago

Guides will lead you through River North to sample pizza from local eateries, including the original Uno Pizzeria & Grill

$50 $23

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Second City Tours: Coffee & Hot Cocoa Crawl for One, Two, or Four from Second City Tours (Up to 64% Off)

Coffee & Hot Cocoa Crawl for One, Two, or Four from Second City Tours (Up to 64% Off)

Second City Tours

Chicago

Tour-goers sample coffees, cocoa, desserts, and pastries at some of River North’s most delicious spots

$50 $21

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Second City Tours: One, Two, or Four Tickets to the Wine and Cheese Walk from Second City Tours (Up to 59% Off

One, Two, or Four Tickets to the Wine and Cheese Walk from Second City Tours (Up to 59% Off

Second City Tours

Near North Side

Travel to three upscale restaurants and bars and sip nine or more samples of wine paired with assorted cheeses and small bites

$100 $49

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Second City Tours: Winter Whiskey Crawl for One, Two, or Four from Second City Tours (Up to 59% Off)

Winter Whiskey Crawl for One, Two, or Four from Second City Tours (Up to 59% Off)

Second City Tours

Near North Side

Explore River North hotspots and sip blended and malt whiskeys paired with breads, cheeses, and meats

$100 $49

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Second City Tours: One, Two, or Four Tickets to the Burger & Beer Binge Food Tour from Second City Tours (Up to 59% Off)

One, Two, or Four Tickets to the Burger & Beer Binge Food Tour from Second City Tours (Up to 59% Off)

Second City Tours

Near North Side

Explore three River North hotspots and sip craft beers paired with specialty burgers

$100 $49

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Second City Tours: Winter Alcoholic-Beverage Crawl for One, Two, or Four from Second City Tours (Up to 59% Off)

Winter Alcoholic-Beverage Crawl for One, Two, or Four from Second City Tours (Up to 59% Off)

Second City Tours

Near North Side

Travel to upscale bars to sip and sample seasonal alcoholic beverages; light snacks are included

$100 $49

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Chicago Crime Tours: Tour by Bus for Two or Four from Chicago Crime Tours (Up to 44% Off)

Tour by Bus for Two or Four from Chicago Crime Tours (Up to 44% Off)

Chicago Crime Tours

Near North Side

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

$79.90 $49

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Cannonball Productions: $79 for a Southwest Michigan Winery Day Tour for One from Cannonball Productions ($150 Value)

$79 for a Southwest Michigan Winery Day Tour for One from Cannonball Productions ($150 Value)

Cannonball Productions

 

Sample wines from Southwest Michigan wineries including Lemon Creek, St. Julian, and Round Barn on this day tour; includes lunch

$150 $79

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Chicago Hauntings Ghost Tour: Choice of Ghost Bus Tour for One or Two at Chicago Hauntings Ghost Tour (19% Off)

Choice of Ghost Bus Tour for One or Two at Chicago Hauntings Ghost Tour (19% Off)

Chicago Hauntings Ghost Tour

Chicago Hauntings Ghost

Paranormal experts narrate a bus tour; specialty tours explore haunted sites inspired by the city’s gothic past or the notorious H.H. Holmes

$36 $29

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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 44% Off)

Chicago Pizza Walking Tour for Two or Four from Slice of Chicago Pizza Tours (Up to 44% 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

$100 $60

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Second City Tours: One, Two, or Four Tickets to the Beer & Bacon Binge Food Tour from Second City Tours (Up to 59% Off)

One, Two, or Four Tickets to the Beer & Bacon Binge Food Tour from Second City Tours (Up to 59% Off)

Second City Tours

Near North Side

Explore three River North hotspots and sip craft beer paired with bacon snacks

$100 $49

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Mag Mile - WendyCity : Mag Mile in the Morning at Mag Mile - WendyCity

Mag Mile in the Morning at Mag Mile - WendyCity

Mag Mile - WendyCity

Near North Side

$42 $26.50

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Big Bus Tours-Chicago: 24- or 48-Hour Kid or Adult Ticket for a Hop On, Hop Off Chicago Bus Tour from Big Bus Tours

24- or 48-Hour Kid or Adult Ticket for a Hop On, Hop Off Chicago Bus Tour from Big Bus Tours

Big Bus Tours-Chicago

Chicago

Narrated double-decker bus tour of Chicago sights; hop on and off at your leisure, with discounts and free treats at local businesses

$39

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Second City Tours: Chicago River Walk Architecture and History Walk for One, Two, and Four from Second City Tours (Up to 61% Off)

Chicago River Walk Architecture and History Walk for One, Two, and Four from Second City Tours (Up to 61% Off)

Second City Tours

The Loop

90-minute tour shares history and insight of the Chicago river region

$30 $14

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Chicago Riverwalk: Pedway & Loop Tour at Chicago Riverwalk

Pedway & Loop Tour at Chicago Riverwalk

Chicago Riverwalk

The Loop

$20 $13.75

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Chicago Riverwalk: Pedway Explorers Tour at Chicago Riverwalk

Pedway Explorers Tour at Chicago Riverwalk

Chicago Riverwalk

The Loop

$25 $16

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Chicago Riverwalk: Chicago History Tour on the Pedway at Chicago Riverwalk

Chicago History Tour on the Pedway at Chicago Riverwalk

Chicago Riverwalk

The Loop

$25 $16

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Chicago Riverwalk: Taste of the Pedway Tour at Chicago Riverwalk

Taste of the Pedway Tour at Chicago Riverwalk

Chicago Riverwalk

The Loop

$50 $31

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Spirit of Chicago: Spirit of Chicago Buffet Cruise at Spirit of Chicago

Spirit of Chicago Buffet Cruise at Spirit of Chicago

Spirit of Chicago

Near North Side

$101.86 $69.87

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Second City Tours: Underground Pedway Tour for One, Two, or Four from Second City Tours (Up to 61% Off)

Underground Pedway Tour for One, Two, or Four from Second City Tours (Up to 61% Off)

Second City Tours

The Loop

90-minute walking tour takes guests through the underground walkways that connect a number of Chicago buildings

$30 $14

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221 North Columbus: Pedway Brunch Tour at 221 North Columbus

Pedway Brunch Tour at 221 North Columbus

221 North Columbus

The Loop

$50 $31

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Photo Sensei LLC: City Muse Photography Tour for One, Two, or Four from Photo Sensei LLC (Up to 81% Off)

City Muse Photography Tour for One, Two, or Four from Photo Sensei LLC (Up to 81% Off)

Photo Sensei LLC

Millennium Park

During 3–4-hour workshop, students will test out their photo skills while touring the city and learning basic photography concepts

$130 $35

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Second City Tours: Loop Architecture Tour for One, Two, or Four from Second City Tours (Up to 63% Off)

Loop Architecture Tour for One, Two, or Four from Second City Tours (Up to 63% Off)

Second City Tours

The Loop

90-minute walking tour takes guests to view some of the city’s most remarkable buildings

$30 $13

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Best Tours: Chicago Ghost Walk for One, Two, or Four from Best Tours (Up to 65% Off)

Chicago Ghost Walk for One, Two, or Four from Best Tours (Up to 65% Off)

Best Tours

Chicago

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

$35 $17

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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

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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Bike and Roll Chicago: Sunset Segway Tour from Millennium Park for One or Two from Bike and Roll Chicago (Up to 50% Off)

Sunset Segway Tour from Millennium Park for One or Two from Bike and Roll Chicago (Up to 50% Off)

Bike and Roll Chicago

Millenium Park

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

$75 $39

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Chase Tower - Chicago Detours: Loop Interior Architecture and Pedway Tour at Chase Tower - Chicago Detours

Loop Interior Architecture and Pedway Tour at Chase Tower - Chicago Detours

Chase Tower - Chicago Detours

The Loop

$26 $17

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Gray Line Chicago: 4-Hour Grand Tour with Pizza or Hancock Observation-Deck Visit for One from Gray Line Chicago (Up to 29% Off)

4-Hour Grand Tour with Pizza or Hancock Observation-Deck Visit for One from Gray Line Chicago (Up to 29% Off)

Gray Line Chicago

Palmer House Hilton - Gift Shop

A bus takes sightseers to the best Chicago locales, then treats them to a pizza or a trip up to the Hancock Center’s observation deck

$39 $29

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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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Shop America Tours: Shopping Trip with Discounts and Transportation for One or Two from Shop America Tours (Up to 55% Off)

Shopping Trip with Discounts and Transportation for One or Two from Shop America Tours (Up to 55% Off)

Shop America Tours

Bridgeport

Spend the day at the city’s most popular shopping sites such as The Shops at North Bridge and Fashion Outlets of Chicago

$39 $22

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The Plant: Sustainable-Food Facility Tour for Two or Four at The Plant (Up to 45% Off)

Sustainable-Food Facility Tour for Two or Four at The Plant (Up to 45% Off)

The Plant

Back of the Yards

Self-sustaining urban facility houses a hydroponic farm, nonprofit education and research center, and various food-production businesses

$20 $12

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Quincy Street Distillery: $20 for a Distillery Tour for Two with Two Glencairn Glasses at Quincy Street Distillery ($44 Value)

$20 for a Distillery Tour for Two with Two Glencairn Glasses at Quincy Street Distillery ($44 Value)

Quincy Street Distillery

Riverside

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

$44 $20

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Church Street Brewing Company: $26 for a Brew Package for 2 with Pints, Glasses, & Growler at Church Street Brewing Company ($41 Value)

$26 for a Brew Package for 2 with Pints, Glasses, & Growler at Church Street Brewing Company ($41 Value)

Church Street Brewing Company

Itasca

Traditional German brewing practices produce such star beers as the sweet, malty Heavenly helles and the nutty dark-amber Bob’s Your Dunkel

$41 $26

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Argus Brewery: 90-Minute Brewery Tour for Two, Four, or Six with Tastings, Snacks, and Glasses at Argus Brewery (Up to 57% Off)

90-Minute Brewery Tour for Two, Four, or Six with Tastings, Snacks, and Glasses at Argus Brewery (Up to 57% Off)

Argus Brewery

Roseland

During a 90-minute tour, guests learn about the historic origins of the brewery and the neighborhood while sampling craft brews

$30 $15

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Brunch, Bloodys + Breweries: Brunch, Bloodys, and Breweries—All-Included Tour of Three Chicago Breweries (February 13–March 26)

Brunch, Bloodys, and Breweries—All-Included Tour of Three Chicago Breweries (February 13–March 26)

Brunch, Bloodys + Breweries

Flagship Tavern & Grill

After bloody marys and brunch at Flagship Tavern, board a trolley and sample at least 7 different beers at three Chicago-area breweries

$101.22 $79

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Wateriders Kayak Tours: Architecture and History Kayak Tour or Shady Chicago Kayak Tour for Two or Four from Wateriders (Up to 52% Off)

Architecture and History Kayak Tour or Shady Chicago Kayak Tour for Two or Four from Wateriders (Up to 52% Off)

Wateriders Kayak Tours

Riverwalk

Guides spin true tales of Windy City history and architecture; the gritty underbelly takes center stage in the Ghosts and Gangsters tour

$130 $65

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Evanston History Center: Tour  of Dawes House/Evanston History Center for 2, 4, or 5–10 People (Up to 45% Off)

Tour of Dawes House/Evanston History Center for 2, 4, or 5–10 People (Up to 45% Off)

Evanston History Center

Evanston

Visit the National Historic Landmark Dawes House, where more than a century of history about the city is preserved in a beautiful chateau

$20 $12

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Second City Tours - Chicago Food Crawl: The Chicago Food Crawl at Second City Tours - Chicago Food Crawl

The Chicago Food Crawl at Second City Tours - Chicago Food Crawl

Second City Tours - Chicago Food Crawl

Near North Side

$50 $31

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Second City Tours - Beer & Bacon Binge Tour: Second City Tours: Beer & Bacon Binge at Second City Tours - Beer & Bacon Binge Tour

Second City Tours: Beer & Bacon Binge at Second City Tours - Beer & Bacon Binge Tour

Second City Tours - Beer & Bacon Binge Tour

Near North Side

$100 $58

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City Scooters and Scooter Dawgs: Guided Scooter Tour or Three-Hour Scooter Rental for Two from City Scooters and Scooter Dawgs (25% Off)

Guided Scooter Tour or Three-Hour Scooter Rental for Two from City Scooters and Scooter Dawgs (25% Off)

City Scooters and Scooter Dawgs

Multiple Locations

See the sights on a guided tour starting downtown, or cruise the city pursuing your own agenda on a rented scooter

$170 $127

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Select Local Merchants

  • Angel Tours & Services
    If you're not careful, a vacation can cost you hundreds more. Angel Tours and Services in Chicago helps you book vacations for the right price. Patrons can always take advantage of the many public parking options located nearby. Now go get the most out of your vacation days! Plan your trip with Angel Tours and Services in Chicago.
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    4727 North Clark Street
    Chicago, IL US
  • Stinky Onion Tours
    Walking is one of the best ways to get to know a city. It forces you to move slowly, taking in every weathered brick, intriguing alleyway, and door marked with the sign "Do Not Look At This Door." There's also a good chance it will lead to adventure. At least, that's the belief at the heart of Stinky Onion Tours' walking excursions. With a love of walking rivaled only by local pride––as evidenced by the company's name, a nod to the legendary mistranslation that gave Chicago its name––the company uncovers forgotten moments in Chicago's past through a combination of food and historical fact. Tours include Truckin' Along, which introduces the history of the city's food trucks and makes stops for a bite at several. Hobohemia explores the city's long-ago hobo and bohemian culture, and the Old Town tour winds through the historic venues and restaurants of the neighborhood of the same name.
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    Unknown
    Chicago, IL US
  • Chicago Elevated
    Chicago Elevated, run by effusive improv veteran Margaret Hicks, leads curious charges on eclectic group, private, and custom tours of the city. Jaunts lead natives and tourists alike through the city’s oft-overlooked nooks and crannies as Hicks’s jovial voice narrates every step, shedding light on secret areas and easily overlooked historic sites. Her pedway tour sojourns into Chicago’s tiled subterranean antecity, where retailers, restaurants, and mole people mingle. Tours explore sites of famous disasters, visit the ghostly red-light district that once stretched below what is now Printer’s Row, and gaze at downtown’s ornate architecture from the riverwalk. Stationed in Wrigleyville after college, Hicks accrued the healthy sense of humor and comedic timing that pepper each tour at Second City, iO, and other theaters. Though she attempted a move to New York City, Hicks soon discovered she couldn’t stay away from Chicago’s majestic skyline or the skyscrapers’ subtly receding hairlines. A stint in the Chicago Architecture Foundation’s docent program, as well as acting as a tour guide for six years, arm her with insider’s knowledge that soon transfers to listeners’ brains.
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    4870 North Paulina Street
    Chicago, IL US
  • Food Tank
    Food Tank, which is a registered 501c3, commits itself to nurturing a public understanding and appreciation for food—whether it's organizing symposiums to educate the public on the benefits of farm-to-table dining, or hosting webinars about keeping your diet diverse without resorting to eating whatever you find in the mystery section of your freezer. Their ambitions are global, but the organization also promotes awareness and change on the local level. Food tours spotlight upscale restaurants that use locally sourced ingredients. Some tours even stop off at urban growers that practice sustainable farming and eco-friendly methods of food disposal. In the end, Food Tank strives to eliminate hunger, obesity, and poverty through all that it does.
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    4659 North Ravenswood Avenue
    Chicago, IL US
  • Scoot for Good
    The team of girl guides leads groups of scooter-riding clients through Chicago's most scenic streets. Sometimes, groups explore downtown sites such as the Loop and Millennium Park. On neighborhood rides, they focus on lesser-known Chicago areas, such as Boystown, Wrigleyville, and Montrose Harbor. The scooters are simple machines, which only require a quick training to operate—in fact, they're so simple that clients can also rent them for solo adventures.
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    4606 North Winchester Avenue
    Chicago, IL US
  • Battle Balls
    Battle Balls fulfills a dream that every soccer fan never knew they had: to become a ball, too. This literal transformation takes place within a large, spherical suit that players wear while out on the field. The suits are similar to the ones worn in zorbing, but with holes for the legs. This allows players to kick the soccer ball (yes, there's still one of the those) while bumping and rolling through opposing players on their way towards the net. Battle Balls have garnered media attention from outlets such as E! News, and they're even popular internationally with alternate monikers such as Bubble Soccer, Bubble Football, and Loopyball.
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    4043 North Ravenswood Avenue
    Chicago, IL US

Groupon Guide

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