Save 50% to 90% in Chicago Oops!, an error has occurred, please try again

By subscribing, I agree to the Terms of Use and Privacy Statement.

Thanks for subscribing to Chicago deals with

Sailing in Normal, IL


Offshore Adventures: Two-Hour BYOB Sailing Cruise for Two or Six from Offshore Adventures Chicago (Up to 72% Off)

Two-Hour BYOB Sailing Cruise for Two or Six from Offshore Adventures Chicago (Up to 72% Off)

Offshore Adventures

Chicago

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

$220 $63

View Deal

3rd Coast Cruising: One or Two Three-Hour Introductory Sailing or Racing Lessons from 3rd Coast Cruising (Up to 68% Off)

One or Two Three-Hour Introductory Sailing or Racing Lessons from 3rd Coast Cruising (Up to 68% Off)

3rd Coast Cruising

DuSable Harbor

US Coast Guard–certified captains and certified instructors welcome sailors aboard 30-foot or larger boat

$300 $99

View Deal

Advertisement
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

View Deal

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

View Deal

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

View Deal

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

View Deal

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

View Deal

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

View Deal

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

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

Second City Tours

Near North Side

Head to River North for deep-dish pizza, Chicago-style hot dogs, Mike Ditka’s favorite italian-beef sandwiches, and dessert

$50 $23

View Deal

Second City Tours: Coffee & Hot Cocoa Crawl for One, Two, or Four from Second City Tours (Up to 60% Off)

Coffee & Hot Cocoa Crawl for One, Two, or Four from Second City Tours (Up to 60% Off)

Second City Tours

Chicago

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

$50 $23

View Deal

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

View Deal

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

View Deal

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

View Deal

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

View Deal

Advertisement
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

View Deal

Penrose Brewing Company: $15 for a Brewery Tour for Two or Four with Beer at Penrose Brewing Company ($20 Value)

$15 for a Brewery Tour for Two or Four with Beer at Penrose Brewing Company ($20 Value)

Penrose Brewing Company

Geneva

Learn about the Geneva brewery’s craft-beer brewing process and sip two 12 oz. beers

$40 $29

View Deal

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

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

View Deal

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

Loop Architecture 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 to view some of the city’s most remarkable buildings

$30 $14

View Deal

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

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

View Deal

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

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

View Deal

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

View Deal

Chicago Running Tours & More: Running Tours of Downtown Chicago from Chicago Running Tours & More (Up to 58% Off)

Running Tours of Downtown Chicago from Chicago Running Tours & More (Up to 58% 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 $14

View Deal

Acquaviva Winery -: Winery Tour for Two or Four Plus Bottles to Take Home at Acquaviva Winery (Up to 41% Off)

Winery Tour for Two or Four Plus Bottles to Take Home at Acquaviva Winery (Up to 41% Off)

Acquaviva Winery -

Maple Park

Tour a picturesque winery with striking architecture before enjoying a glass of wine in the tasting room and selecting a bottle to take home

$64 $39

View Deal

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

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

View Deal

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

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

View Deal

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

View Deal

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

View Deal

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

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

View Deal

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

View Deal

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

View Deal

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

View Deal

Lake Katherine Nature Ctr/Botanic Garden: Two-Hour Kayaking Tour for One or Two from Lake Katherine Nature Ctr/Botanic Garden (Up to 31% Off)

Two-Hour Kayaking Tour for One or Two from Lake Katherine Nature Ctr/Botanic Garden (Up to 31% Off)

Lake Katherine Nature Ctr/Botanic Garden

Palos Heights

Guests rent kayaks for paddling past beavers, herons, and turtles of Lake Katherine, with walks through scenic botanical gardens afterwards

$16 $12

View Deal

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

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

View Deal

Second City Tours: One, Two, or Four Tickets to Belmont Food Binge Tour from Second City Tours (Up to 64% Off

One, Two, or Four Tickets to Belmont Food Binge Tour from Second City Tours (Up to 64% Off

Second City Tours

Lakeview

Enjoy Lakeview’s ethnic- and American-food offerings, including tacos, French pastries, falafel, and grilled cheese

$50 $21

View Deal

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

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

View Deal

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

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

View Deal

Illinois River Winery: Tour with Six Tastings and a Glass of Wine or $17 for $30 Worth of Food and Wine at Illinois River Winery

Tour with Six Tastings and a Glass of Wine or $17 for $30 Worth of Food and Wine at Illinois River Winery

Illinois River Winery

North Utica

Sample more than 30 handcrafted wines from the tasting room or sip wines while touring the facility

$30 $17

View Deal

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

View Deal

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

View Deal

Fox River Distilling Company: Tour for Two or Four with Bloody-Mary Mix, Hats, and Rocks Glasses at Fox River Distilling Company (Up to 43% Off)

Tour for Two or Four with Bloody-Mary Mix, Hats, and Rocks Glasses at Fox River Distilling Company (Up to 43% Off)

Fox River Distilling Company

Geneva

Tour the distillery, which produces vodka, gin, and moonshine, and leave with bloody-mary mixes, hats, and rocks glasses

$47 $27

View Deal

Psychosis Haunted House: Valentine's Day Haunt for Two or Four on February 12–13 from Psychosis Haunted House (Up to 50% Off)

Valentine's Day Haunt for Two or Four on February 12–13 from Psychosis Haunted House (Up to 50% Off)

Psychosis Haunted House

Elgin

Enjoy festive frights at this Valentine’s Day event at the 20,000-sq.-ft. haunted house lauded by USA Today and Huffington Post

$40 $20

View Deal

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

View Deal

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

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

View Deal

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

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

View Deal

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

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

View Deal

Mike's E-Bikes: Starved Rock Electric Bike Tour for Two, Three, or Four from Mike's E-Bikes (Up to 49% Off)

Starved Rock Electric Bike Tour for Two, Three, or Four from Mike's E-Bikes (Up to 49% Off)

Mike's E-Bikes

Starved Rock

See Starved Rock’s pictureqsue landscapes and canyons on a fun and scenic bike tour

$135 $89

View Deal

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

View Deal

Haunted Hometowns, Corp.: Three-Hour Elgin Cemetery Ghost Hunt for One, Two, or Four from Haunted Hometowns (55% Off)

Three-Hour Elgin Cemetery Ghost Hunt for One, Two, or Four from Haunted Hometowns (55% Off)

Haunted Hometowns, Corp.

Bluff City Cemetery

Ghost-seekers walk through moon-lit a cemetery in the dead of night holding EMF meters during tour as guides relate tales of local specters

$70 $35

View Deal

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

View Deal

Advertisement

Select Local Merchants

  • River City Marine Works
    Cast away all your troubles and take a relaxing boating trip with River City Marine Works in Peoria. Be sure to visit the restaurant at this center for a delicious meal. This center is more than willing to accommodate families, so kids are welcome to tag along. Parking is plentiful, so visitors can feel free to bring their vehicles.
    Read More
    3303 Northeast Adams Street
    Peoria, IL US
  • Illinois Valley Yacht Club
    Take some time off to unwind on the water. Your ship awaits a Illinois Valley Yacht Club in Peoria Heights. No matter what you're hungry for, the menu at this center promises the perfect dish for you. Parking is plentiful, so patrons can feel free to bring their vehicles.
    Read More
    5102 North Galena Road
    Peoria Heights, IL US
  • Watkins Marine
    Get your sea legs ready! Watkins Marine in Pekin provides quality vessels so you can have a boating experience that is both relaxing and fun. Parking is plentiful, so patrons can feel free to bring their vehicles.
    Read More
    13950 Illinois 29
    Pekin, IL US
  • Twin Lakes Marine
    Imagine the possibilities of your life when you get a bike of your own using Twin Lakes Marine's fantastic store in Loda. Keep your kitchen organized with some new organizers and storage compartments from here. You can keep your car safe during your shopping visit when you opt to park at one of the nearby options. Ready to find your new favorite ride? Head on over to Twin Lakes Marine today.
    Read More
    110 County Road 200 East
    Loda, IL US
  • Pitts Garage & Marine
    Looking for a great body shop that genuinely cares about giving your car the best possible service? Bring your ride in to the auto experts at Pitts Garage & Marine in El Paso. When you need a quick and affordable solution to your vehicle damages, pay Pitts Garage & Marine a visit. If you're in need of some automotive repair, you found the place to go in El Paso. Obviously, it's Pitts Garage & Marine.
    Read More
    1228 Panther Creek Rd
    El Paso, IL US
  • Lock 16 Visitor Center
    Don't settle for an inferior brew! The java at Lock 16 Center in LaSalle will perk you right up. Lock 16 Center is a local restaurant that accommodates both large and small groups. Lock 16 Center's business casual policy makes it the perfect place for a number of occasions. Catering is also available if you'd like to serve Lock 16 Center's tasty dishes at your next party. Diners at Lock 16 Center will love the simple and nearby street parking options. Save your pennies for a rainy day — with prices generally under $15, you'll have plenty left over even after dining at Lock 16 Center. When you need a morning pick-me-up, make your way over to Lock 16 Center for a cup of coffee.
    Read More
    754 1st Street
    La Salle, IL US

Groupon Guide

Advertisement
Grouber
{}