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

Second City Tours
Downtown

$50 $25.50

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Haunted Tour for Two, Four, or Six from Hyde Park Chicago Tours (Up to 55% Off)

Hyde Park Chicago Tours
Bridgeport

This two-hour twilight tour leads brave souls past some of Hyde Park’s spookiest locales

$26 $13

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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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Loop Interior Architecture and Pedway Tour

Chase Tower - Chicago Detours
Downtown

$26 $21.25

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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 $50

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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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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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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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Sidewalk Food Tours of Chicago: River North

River North
Near North Side

$55 $43.75

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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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$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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Lake Paddle

Kayak Chicago - North Avenue Beach
North Side

$75.21 $45.11

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

Second City Tours
Downtown

$50 $25.50

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

Second City Tours
Downtown

$50 $25.50

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

Second City Tours
Downtown

$50 $25.50

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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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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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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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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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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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Halloween Bar Crawl on October 28 or 29 or Trolley Bar Crawl: Crawl-o-ween on October 29, at 8 p.m.

Halloween Trolley Bar Crawl or Halloween Bar Crawl: Crawl-o-ween
Multiple Locations

Don creative Halloween costume, then walk or hop on a trolley to hit Chicago bars featuring drink specials, scavenger hunts, and prizes

$17.36 $8

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Riverwalk Food Tour of Chicago for One, Two, or Four 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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"Death Toll": A Halloween Drinking Game Performance

The Cornservatory
North Side

$10 $7.50

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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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Drunk History Tour of Chicago 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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A Nightmare on Hubbard Street-The 5th Annual River North Halloween Costume Bar Crawl on Saturday, October 29, at 12 pm

A Nightmare on Hubbard Street – The 5th Annual River North Halloween Costume Bar Crawl
Bar Louie

Annual Halloween-themed bar crawl weaves through River North, with drink specials, live DJs, and a costume contest along the way

$27.95 $15

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Zombies vs. Vampires Halloween Pub Crawl for One, Two, or Four on Saturday, October 22, 2016 (Up to 68% Off)

Zombies vs. Vampires Halloween Pub Crawl
Halloween Hallway

Costumed creepers get drink specials at Wicker Park bars, a survival kit, a contest entry, and afterparty admission

$27.37 $10

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Three-Hour Fright Hike Bike Tour for One or Two from Bobby's Bike Hike (Up to 50% Off)

Bobby's Bike Hike
Downtown

Bike tours explore Chicago’s most ghoulish sites, like Resurrection Mary’s haunts and the riverside site of the deadly SS Eastland sinking

$49 $25

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

Best Tours
Wrigley Building

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

$50 $25

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Two or Four Admissions at Weird Chicago Tours (Up to 39% Off)

Weird Chicago Tours
Pick up location

Tour guides take guests on three-hour tours of Chicago to see the city’s most haunted spots and historical landmarks

$70 $45

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Wine & Cheese Tour of Chicago with 12 Tastings and Pairings for 1, 2, or 4 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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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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$37 for a Two-Hour Segway Tour of Downtown Chicago from Segway Experience of Chicago (Up to $65 Value)

Segway Experience of Chicago
Chicago

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

$65 $37

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

Puzzling Adventures
Downtown

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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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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Walking Food Tour for One or Two from Sidewalk Food Tours of Chicago (Up to 37% Off)

Sidewalk Food Tours of Chicago
Wicker Park

Enjoy a roving lunch of five different tastings while learning about the history and culture of either River North or Wicker Park

$55 $35

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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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Beer & Bacon Tour of Chicago for One, Two, or Four 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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Chinatown Food Tour of Chicago for One, Two, or Four 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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Ghost Walk of Chicago 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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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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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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Grouber