Spacious Suites in Chicago Suburbs

Comfort Suites Schaumburg

Schaumburg, IL(24.5 miles)

Spacious suites near Woodfield Mall; stay includes complimentary hot breakfast and optional romance package

$159 $99

Up to 43% Off Boat Tours from Seadog Cruises

Seadog Cruises

Navy Pier(3.6 miles)

Speedboats zip past famed Chicago landmarks along the lakefront and river; informative narration on city’s history and architecture

$32.42 $20

43% Off Sailing Tour on Tall Ship Windy

Tall Ship Windy of Chicago

Navy Pier(3.7 miles)

A 148-foot-long, traditional four-masted schooner sails throughout Lake Michigan for about 75 minutes

$30 $17

Up to 60% Off Chocolate Tour of Chicago

Great Food Tours

Chicago(3.0 miles)

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

$50 $25

Up to 54% Off a Jet-Ski Rental

WindyCity Watersports

Montrose Beach(8.0 miles)

Board a Yamaha VX110 jet ski to zoom around the lakefront taking in the sights in up to a two-mile ride zone at Montrose Beach

$85 $39

Up to 50% Off Segways at Sunset Tour for Two

Bike and Roll Chicago

Multiple Locations(2.8 miles)

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

$138 $69

Up to 52% Off Sail on Chicago's Only Wooden Tall Ship

Tall Ship Red Witch

Burnham Harbor - J Dock(1.9 miles)

Passengers relax on Chicago’s only wooden tall ship while viewing the skyline or fireworks; Readers’ Choice award winner

$35 $17

Up to 51% Off Kayak Architecture Tour

Kayak Chicago

Goose Island(4.1 miles)

Kayakers follow a guide down the Chicago River, passing the city’s many architectural landmarks

$65 $35

Up to 63% Off Golf Lessons

Gil Davis Golf

Chicago(6.1 miles)

ESPN Golf Schools alum Gil Davis helps students perfect golf fundamentals one on one or concentrate on one aspect of the game in boot camps

$270 $99

50% Off from Wateriders Kayak Tours and Rentals

Wateriders Kayak Tours and Rentals

Riverwalk(3.4 miles)

Torch calories during a kayak workout while paddling the Chicago River

$40 $20

Chicago History Museum – Up to 57% Off

Chicago History Museum

Multiple Locations(4.4 miles)

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

$14 $6 Sale Ends 5/25

Up to 49% Off from Chicago Crime Tours

Chicago Crime Tours

Near North Side(3.5 miles)

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

Up to 70% Off BYOB Sailing Cruises for Two or Six

Offshore Adventures Chicago

The Loop(3.1 miles)

Daytime or sunset Lake Michigan cruises delight with views of the Chicago skyline; passengers can bring their own drinks and playlists

$220 $69

Up to 37% Off Walking Food Tours

Sidewalk Food Tours of Chicago

Multiple Locations(4.4 miles)

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

$55 $35

$15 Off Science Museum Membership or Admission

International Museum of Surgical Science

Near North Side(4.3 miles)

More than 600 art pieces and 7,000 medical artifacts—including a working iron lung—trace the advancement of surgery throughout history

$30 $15

Up to 64% Off Pontoon-Boat Rental on the Chicago River

Corporate Tailgate and Boat Rentals

Goose Island(3.7 miles)

Pontoon boats cruise leisurely up and down the Chicago River on a waterfront tour; see Navy Pier fireworks; bring your own food and drinks

$300 $109

Sunset Kayak Tour with a Bonfire and Food-Truck Feast

Kayak Tour with Food

Kayak Chicago(4.1 miles)

Kayak through the city as the sun sets, then settle in on shore for a bonfire, s’mores, craft beer, and a feast from The Slide Ride

$110 $65

Museum of Broadcast Communications – Up to 50% Off

Museum of Broadcast Communications

Near North Side(2.9 miles)

Artifacts and digitized recordings detail the history of radio and television; interactive station lets visitors anchor their own newscasts

$24 $12

One Helicopter Tour for Two

Chicago Helicopter Experience

Bridgeport(0.2 miles)

Passengers soar over the skyline, marveling at the Willis Tower, John Hancock Building, and Trump Tower by day


Up to 56% Off the Great Food Tour of Chicago

Great Food Tours

Chicago(3.1 miles)

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

$50 $28

Up to 64% Off a Wine Tasting at Beviamo


Little Italy(1.5 miles)

Two reds, two whites, and one bubbly from across the world recommended by a wine specialist; complimentary snacks

$50 $19

Up to 52% Off Discover Chinatown Walking Tour

Chicago Chinese Cultural Institute

Chicago(0.9 miles)

Chinatown walking tour showcases historical landmarks and great restaurants and teahouses on a 90-minute, 5-block jaunt

$20 $10

Up to 58% Off Wine and Cheese Tour of Chicago

Great Food Tours

Near North Side(3.0 miles)

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

$100 $49

Up to 75% Off Private Tiki Boat Cruise

Chicago Tiki Boat Inc.

Monroe Harbor(2.8 miles)

Groups of up to 12 and a licensed captain hit the lake on a boat with a water slide, grill for barbecuing, and float rafts for lounging

$899 $229

Up to 77% Off Golf Lessons

Chicago Style Golf

West Town(3.3 miles)

Boutique golf shop offers private and group golf lessons that improve a golfer’s swing

$126 $28.98

Up to 60% Off Cupcake Tour of Chicago

Great Food Tours

Chicago(3.1 miles)

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

$50 $25

50% Off Bike and Brewery Tour for Two

Bike and Roll Chicago

Multiple Locations(2.8 miles)

Guests bike Chicago’s historic neighborhoods, tasting dishes from popular restaurants, ending with tour, tasting at Lagunitas Brewing Co.

$138 $69

$95 for 2.5-Hour Intro to Sailing Course at Chicago Yacht Share...

Chicago Yacht Share

Lakeview/Lincoln Park(6.7 miles)

From the merchant: Performance cruiser: 2 wheels & 2 rudders= impressive “hands on” experience. Never sailed? You’ll want to learn.

$200 $95

Up to 50% Off at Jet Ski Chicago - 2

JetSki Chicago II

North Avenue Beach(4.6 miles)

Tour Chicago’s architecture and landmarks—such as Navy Pier, The Field Museum, and Adler Planetarium—aboard jet skis

$90 $45

37% Off Fishing

Chicago School Of Fishing

Multiple Locations(18.6 miles)

From the merchant: Outdoor fishing lessons for parents, kids and experienced anglers help you catch more fish right away! Several courses.

$60 $38

44% Off Chicago Hauntings "Dead and Undead" Tour

Chicago Hauntings Ghost Tour

Near North Side(3.1 miles)

Get an inside peek in Chicago’s dark and sinister past with a haunted walking tour

$34 $19

Up to 60% Off Drunk History of Chicago Tour

Great Food Tours (Chicago)

Chicago(2.9 miles)

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

Up to 56% Off Golf Lessons at My Chicago Golf

My Chicago Golf

Central Chicago(3.2 miles)

During 60-minute lessons, golf instructors evaluate swing on video before students practice indoors on a simulator

$148 $70

51% Off Two-Hour Hobie MirageDrive Kayak Rental

Chicago Water Sport Rentals

Chicago Water Sport Rentals at 31st Street Harbor(2.6 miles)

Kayakers float on Lake Michigan in models with pedal-based propulsion or paddles while gazing at skyline views

$69.90 $34

Up to 39% Off from Weird Chicago Tours

Weird Chicago Tours

Pick up location(3.1 miles)

Travel by bus to the former crime scenes, red-light districts, gangster hangouts, or ghost-sighting spots of Chicago’s storied past

$70 $45

Up to 49% Off Bike Rentals

Wheel Fun Rentals

Uptown(8.8 miles)

Bicycles help renters discover the Foster Beach & North Ave Beach area

$35 $18

Part of our expanded, competitively-priced selection