Helicopter Ride in West Lawn, Chicago


$149 for a Helicopter Flying Lesson and Flight from Bachman Aero ($325 Value)

Bachman Aero
Schaumburg

The 30-minute helicopter flying lesson puts students in control of the craft at 500 feet with instruction from a FAA Certified Pilot

$325 $149

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Luxury Downtown Chicago Helicopter Tour for up to Three People from AM Air Service (Helicopter Tour)

AM Air Service (Helicopter Tour)
Schaumburg Regional Airport-Hangar C28

45-Minute helicopter tour over downtown Chicago takes passengers over landmarks such as Willis Tower, Hancock Building, and Navy Pier

$549 $499

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Chicago Explorer Pass Including Admission to Three or Five Attractions from 20+ Options. Pay Nothing at Gate.

Go City Card
Bridgeport

Card grants free admission to 3 or 5 Chicago museums, tours, and attractions, chosen from over 20 options

$49 $40.50

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Monday Night Sunset Cocktail Cruise Aboard the Anita Dee II Yacht - Monday September 5, 2016 / 6:30pm

Anita Dee II Yacht
Chicago

$25 $16.50

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Cupcake Tour of Chicago with Six Tastings for One, Two, or Four from Best Tours (Up to 68% Off)

Best Tours
Chicago

Tours make six stops along Michigan Avenue, visiting a century-old shop, one with 50 varieties of cupcake, and another with gelato

$50 $19

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

Best Tours
Chicago

Tours make six stops along Michigan Avenue, visiting the originator of deep-dish pizza and an eatery serving up Chicago-style hot dogs

$50 $25

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Chinatown Walking Tour - May 30-Sept 5, 2016: Any Fri-Sun @ 10:00am (Except July 17 - Reserve in Advance)

Chinatown Square
South Side

$10 $7.50

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Admission for One, Two, or Four to the Chicago Riverwalk Food Tour from Best Tours (Up to 60% Off)

Best Tours (Chicago)
Chicago

Tours make stops at eateries located along the Chicago Riverwalk and introduce tour-goers to Chicago’s history and famous architecture

$50 $25

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Swim with Dolphins in Mexico, Caribbean, and Jamaica at Dolphin Discovery (Up to 38% Off). 15 Locations Available

Dolphin Discovery
Bridgeport

Splash and play with the dolphins during in-water experiences that can include getting a wet smooch or an unforgettable swim

$109 $69

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Gangster Tour of Chicago for One, Two, or Four from Best Tours (Up to 65% Off)

Best Tours (Chicago)
Chicago

Tour-goers take a 90-minute jaunt past iconic landmarks and mob movie filming locations while learning about Chicago’s gangster past

$35 $17

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Pizza Tour of Chicago for One, Two, or Four from Best Tours (Up to 60% Off)

Best Tours (Chicago)
Chicago

Guest stroll past famous Chicago landmarks on their way to the city’s best pizza joints for samples, demos, and history lessons

$50 $22

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Drunk History of Chicago Tour at Four Pubs for One, Two, or Four from Best Tours (Up to 60% Off)

Best Tours
Chicago

Visit four local pubs to sample alcoholic beverages and shots, learn about the history of the city, and pick up some fake history too

$50 $25

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EXPO CHICAGO 2016 - Friday, Sept 23 @ 11am-7pm, Saturday, Sept 24 @ 11am-7pm and Sunday, Sept 25 @ 11am-6pm

Navy Pier Festival Hall
Downtown

$20 $13.75

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Loop Interior Architecture and Pedway Tour

Chase Tower - Chicago Detours
Downtown

$26 $21.25

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

Best Tours
Chicago

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

$50 $25

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Chicago Gangster Tour - Any Fri @ 7:00pm Through Dec 31, 2016 (Reserve in Advance)

Second City Tours - Chicago Gangster Tour
Downtown

$30 $15.25

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Wine and Cheese Tour of Chicago with 12 Tastings and Pairings from Best Tours (Up to 58% Off)

Best Tours
Chicago

Stroll along the Magnificent Mile and through the Gold Coast as you sample 12 bites of cheese paired with sips of wine

$100 $49

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Cupcake Crawl - Any Sat or Sun Through Dec. 31, 2016 (Reserve in Advance)

Second City Tours
Downtown

$50 $26.50

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"Jiving & Imbibing Tour" - Any Date Through September 30, 2016 (Reserve in Advance)

Jiving & Imbibing Tour
Overland Park

$50 $31

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Millennium Park Art Walk - Any Sun @ 3:00pm Through Dec 31, 2016 (Reserve in Advance)

Second City Tours - Millennium Park
Downtown

$30 $15.25

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Admission for One, Two, or Four to the Beer & Bacon Tour of Chicago from Best Tours (Up to 58% Off)

Best Tours (Chicago)
Chicago

Visit local eateries to try five seasonal beer and bacon samples

$100 $49

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Downtown Naperville Food Tour for One or Two from Naperville Bites and Sites (Up to 22% Off)

Naperville Bites and Sites
Chicago

Eat, walk, and discover Naperville’s historic neighborhood during a culinary and cultural food tour

$48 $40

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"Wine & Cheese Walk" - Any Sat @ 3:00pm Through Dec 31, 2016 (Reserve in Advance)

Second City Tours - Chicago Water Tower
Downtown

$100 $58

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Loop Architecture Tour - Any Sat @ 10:30am: Apr 2 - Oct 29, 2016 (Reserve in Advance)

Second City Tours - Loop Architecture Tour
Downtown

$30 $15.25

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Admission for One, Two, or Four to the Chinatown Food Tour of Chicago from Best Tours (Up to 60% Off)

Best Tours (Chicago)
Chicago

Tours of Chicago’s Chinatown make stops for dumplings, tea, and fortune and almond cookies

$50 $25

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Chicago Weekend Brunch Tours

Various Chicago Venues - Chicago's Finest River Walk Tour
Chicago

$70 $42

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Sidewalk Food Tours of Chicago: River North

River North
Near North Side

$55 $43.75

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Craft Distillery Bus Tour

Craft Distillery Tour - Denver Location
North Denver

$65 $39.50

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Italian Food Tour of Chicago with Five Tastings for One, Two, or Four from Best Tours (Up to 60% Off)

Best Tours
Chicago

Sample Chicago-style pizza, italian beef, and artisan products during a two-hour Italian-food tour along the Magnificent Mile

$50 $25

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Interactive Walking Tours of Chicago from Stray Boots (50% Off). Four Options Available.

Stray Boots
Bridgeport

Clues, trivia, and riddles lead explorers through vibrant neighborhoods via the Stray Boots iPhone or Android app

$24 $12

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Second City Tours: "Belmont Binge" - Any Sun @ 11:00am Through Dec 31, 2016 (Reserve in Advance)

Second City Tours
Downtown

$50 $26.50

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"Pizza Parade" Food Tour - Any Sat @ 1:00pm Through Dec 31, 2016 (Reserve in Advance)

Second City Tours
Downtown

$50 $26.50

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$49 for a Six-Bottle In-Home Wine Tasting for Up to 12 from PRP Wine International ($200 Value)

PRP Wine International
Chicago

Wine enthusiasts sample up to six global wines in-home as a staffer expounds on the winemaking process and shares food-pairing ideas

$200 $49

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"Hysterical Shock of the Dead"

Hysterical Walks Meet Up
Central Sacramento

$20 $13.75

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Chocolate Crawl - Any Sat-Sun @ Noon Through Dec 31, 2016 (Reserve in Advance)

Second City Tours
Downtown

$50 $31

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"Sips of Old Hollywood"

Hollywood Boulevard Walk of Fame via Los Angeles Urban Adventures
Hollywood

$82 $56.45

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One Team Scavenger Hunt Tour from Puzzling Adventures (42% Off)

Puzzling Adventures
Bridgeport

Explore the city via an adventure combining the fun of a scavenger hunt with the information of a self-guided tour

$49.99 $29

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$55 for a Two-Hour Wine Tasting for 12 to 16 People from Wines for Humanity ($250 Value)

Wines for Humanity
Bridgeport

Professional wine advisor teaches guests to discern distinctive notes in six exclusive vintages and pair them with appropriate dishes

$250 $55

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Brewery Tour in Southwest Chicagoland from Brews Cruise Chicago (Up to Off). Two Options Available.

Brews Cruise Chicago
Chicago

A half-day tour takes you to working breweries where you’ll sample beverages and learn what makes some of your favorite beers so good

$130 $65

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Lake Paddle

Kayak Chicago - North Avenue Beach
North Side

$75.21 $45.11

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24- or 48-Hour Passes to Guided Tours from Chicago Trolley & Double Decker Co. (Up to 29% Off)

Chicago Trolley & Double Decker Co.
Multiple Locations

Guides narrate sights of the Windy City as double deckers cruise to multiple stops downtown and in neighborhoods; “hop on hop off” access

$45 $32

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Visit for One, Two, or Four to the Chicago History Museum (50% Off)

Chicago History Museum
Chicago History Museum - Live

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

$16 $8

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

Argus Brewery
Far Southeast Side

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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$62 for a 90-Minute Architectural Boat Tour for Two from Chicago Line Cruises ($84 Value)

Chicago Line Cruises
Chicago

Award-winning Docents tell the stories behind over 50 “cloud busters” and narrate historical events that influenced the present-day skyline

$84 $62

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Self-Guided Chicago Scavenger Hunt for Two, Four, or Six from Big City Hunt (Up to 54% Off)

BigCityHunt
Chicago

Participants gear up and launch the Big City Hunt app to start their own adventure, racing against the clock at a time of their choosing

$40 $22

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Sightseeing Tour or Brunch Tour for One or Two from Chicago's Finest Tours (Up to 52% Off)

Chicago's Finest River Walk Tour
Wrigley Building Plaza

Tours take guests along Chicago’s historic River Walk, around the Loop, or to a hearty brunch buffet

$50 $24

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One, Two, or Four Tickets to the Chicago Gangster Tour from Second City Tours (Up to 61% Off)

Second City Tours
Holy Name Cathedral

Guides recount local legends about Al Capone, Dillenger, and more during a 90-minute gangster tour

$30 $14

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Tour by Bus for Two or Four from Chicago Crime Tours (Up to 38% 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

$159.80 $99

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Admission for One to the Cider & Sliders Wine and Cider Tasting on Sept 3–4 (Up to 46% Off)

Cider & Sliders Wine and Cider Tasting
Northwest Side

Sip on craft cider and fine wine, paired with some of the city’s best sliders (mini-burgers) in the North Mayfair neighborhood.

$27.94 $20

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Groupon Guide

Grouber