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40% Off Tacos, Burgers, and Po' Boys at Big & little's 

Big & little's

Multiple Locations

Hell’s Kitchen chef creates an internationally inspired menu that showcases crab po’ boys, ahi tacos, and beer-battered cheeseburgers

$20 $12

Up to 50% Off Trinidadian Cuisine at Cafe Trinidad

Cafe Trinidad

Chicago

Chefs blend African, Indian, and Creole flavors to create Trinidadian flavors such as curry salmon, oxtail stew, and jerk chicken roti wraps

$20 $11

78% Off Wine from Wine Insiders

Wine Insiders

Expert panel assembled by industry insider John Davis handpicks selection of high-quality wines at affordable prices

$179.70 $39

Up to 60% Off Catered BBQ Meal

Hell's BBQ

Cater with two decades’ experience cooks homestyle BBQ with fresh ingredients for parties, corporate events, or family get togethers

$400 $199

Omaha Steaks – Up to 59% Off Fish and Steak Packs

Omaha Steaks

Cooked indoors or out, the premium meat and seafood products from Omaha Steaks make serving up a fresh, flavorful dinner fast and easy

$243 $99.99

33% Off Tropical Snacks and Drinks at Hala Kahiki

Hala Kahiki

River Grove

Tropical cocktails named for Pelé and coral reefs poured in Polynesian-themed bar opened in 1963

$30 $20

Enter Groupon's Sweepstakes to Win Two Apple Watches

Groupon's Two Apple Watches Sweepstakes

Click “Buy” above to enter Groupon’s sweepstakes for a chance to win two Apple Watches

$0

Sam's Club Membership

Sam's Club

One-year membership and $20 gift card; certificates for rotisserie chicken, fresh salsa and cupcakes; plus $130 instant savings

$142.94 $45

Up to 36%Off Admission to Wingout • Chicago Festival

Wingout • Chicago

St. Michael in Old Town

Guests sip beers and enjoy tasty chicken wings at neighborhood festival at St. Mikes in Old Town while listening to live blues music

$55 $35

Up to 57% Off Argus Brewery Tour

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

Up to 45% Off Drinks and Tokens at Emporium Arcade Bar

Emporium Arcade Bar

Multiple Locations

Visitors juggle drinks and joysticks at the arcade bar’s two locations, where vintage video games and pinball tables abound

$20 $11

Table Fifty-two – Brunch with Celebrity Chef Art Smith

Table Fifty-two

Near North Side

Celebrity Chef Art Smith’s special brunch salutes the James Beard Awards and the LGBT culinary community; portion of proceeds are donated

$60

Up to 78% Premium Wine Delivery and Gift Card

Heartwood & Oak

Wine specialists curate a large selection of red and white wines from around the world, sending bottles directly to homes or offices

$179.70 $39

36% Off Chef's Tasting Menu for Two with Wine at Two

Two

West Town

Michelin Bib Gourmand restaurant’s ever-changing midwestern plates include butcher-themed dishes alongside fresh seafood & house-made pasta

$138 $89

50% Off Contemporary American Cuisine at Cité

Cité

Near North Side

Adventurous dishes from a chef with experience at Michelin-starred restaurants served in an eatery with a 360-degree view of Lake Michigan

$60 $30

Saigon Sisters – Up to 44% Off Dinner

Saigon Sisters

Chicago

Start with fresh spring rolls, papaya salad, or bao before choosing from entrees such as wings and pepper tofu, ending with creamy desserts

$70 $40

42% Off Wine Membership from Paired Wine Co.

Paired Wine Co.

Lakeview

Membership includes 10% off purchases in store, invites to wine-tasting events, $5 voucher toward self-serving wine machines, and more

$600 $349

Up to 45% Off Baked Goods at Allegretti's Bakery

Allegretti's Bakery

Norridge

Traditional Italian bakery slings cannoli, cupcakes, cookies, and cakes just like in the old days

$20 $12

38% Off Seafood at The Fishguy Market

The Fishguy Market

Mayfair

Sustainably-harvested live shellfish & fresh fish from domestic & international fisheries served at Alinea, Travelle, and Ritz Carlton

$40 $25

50% Gourmet Dipped Strawberries and Treats from Shari's Berries

Shari's Berries

Sweeten up any occasion with gourmet dipped strawberries and treats topped in swizzles, nuts, or premium toppings

$30 $15

50% Off Catering for Up to 10 or 20

Shugapleez Catering Boutique & Gourmet Truffles

Easily feed a crowd with delectable bites of balsamic-tomato skewers, spicy-turkey meatballs, and decadent gourmet truffles

$250 $125

Up to 42% Off Dinner Cruise from Odyssey Cruises

Odyssey Cruises

Navy Pier

Passengers admire Chicago’s skyline through large windows on the elegant evening cruises, complete with a three-course meal

$126.34 $75

Up to 44% Off Italian Food at Leona's Restaurant

Leona's

Chicago

Half-pound burgers, Italian dishes, and pizza served in comfortable, family-friendly restaurant

$25 $14

Up to 54% Off Brunch or Lunch at Demera Ethiopian Restaurant

Demera Ethiopian Restaurant

Uptown

Red, white, or honey wine complements choice of 3 veggie & 3 meat dishes or unique brunch that mixes traditional & fusion Ethiopian cuisine

$45.90 $22

Up to 71% Off Wine Discovery Pack

Splash Wines

Discover five diverse reds, whites, or both from four continents

$234 $69

Up to 51% Off at Kyoto Japanese Restaurant

Kyoto Japanese Restaurant

DePaul

Colorful sushi rolls—made to order by identical-twin chefs—may feature roe, shrimp tempura, crab, unagi, tuna, salmon, and fresh veggies

$45 $22

30% Off Beer Tour and Tasting

Finch's Beer Company

Mayfair

One-hour tour peppered with unlimited tastes of Chicago-made beers including Fascist Pig red ale, Threadless IPA, and Secret Stache Stout

$20 $14

The Comedy Bar – Up to 56% Off Standup Comedy

The Comedy Bar

The Comedy Bar at Gino's East River North

National headliners and up-and-coming comedians take the stage at legendary club’s new space inside Gino’s East River North

$55.18 $25

Up to 52% Off Middle Eastern Food at Salam

Salam

Multiple Locations

Platters of kabobs, shawarma, falafel, fish, and other proteins with salad and rice; option for dine-in or carry-out

$25 $12

Up to 53% Off Five-Course Tasting Dinner at Oceanique

Oceanique

Evanston

Seasonal fish, organic local produce, sorbet, and pastry praised by Time Out Chicago and the Chicago Reader

$160 $79

Up to 59% Off Custom-Engraved Bottles of Wine

Miramonte Winery

Engrave bottles of wine to celebrate special occasions; choose from chardonnay, cabernet, merlot, and champagne

$70 $29.99

Graham Elliot Bistro – Up to 32% Off Dinner with Drinks

Graham Elliot Bistro

West Loop

Courses shift with the seasons at the Restaurant Row bistro, helmed by chef and “MasterChef” judge Graham Elliot

$118 $80

Hubbard Inn – Up to 44% Off Brunch

Hubbard Inn

Near North Side

Restaurant serves upscale takes on brunch favorites, such as peaches ‘n’ cream french toast, pork belly benedict, and lobster omelets

$44 $25

Up to 50% Off at Barclay's American Grille

Barclay's American Grille

Oak Park

Eatery with historical pictures of Oak Park tempts taste buds with honey-mustard-glazed short ribs, lamb burgers, and sustainable trout

$30 $18

Up to 50% Off Deliveries of Wholesome Snacks

graze.com

Customized snack boxes filled with wholesome foods such as nuts, dried fruits, and rolled-oat bars delivered weekly or bi-weekly

$27.96 $15

Up to 44% Off at Blue Agave Tequila Bar & Restaurant

Blue Agave Tequila Bar & Restaurant

Multiple Locations

Pair house margaritas with Mexican cuisine such as chunky guacamole, pork tortas, queso-stuffed jalapeños, fajita bowls, and carne asada

$59.35 $35

Three-Course Meal for Two at Aquitaine

Aquitaine

Lincoln Park

French-inspired three-course meal includes such options as saffron cream mussels, pan-seared duck breast, and housemade cinnamon ice cream

$60

Up to 55% Off Italian Foods from Formella Gourmet

Formella Gourmet

Countryside

Since 1909, Formella family members have preserved original Sicilian recipes, using garlic, fresh tomatoes and vegetables, and rich cheeses

$20 $10

Up to 51% Off New Orleans–Style Dinner at Nouveau Tavern

Nouveau Tavern

Near North Side

New Orleans–style Cajun cuisine such as crawfish fritters and jambalaya served in a space that transforms into a nightclub on weekends

$99 $49

48% Off Admission to River North Beer Fest

River North Beer Fest

Chicago

More than 50 microbrews flow from the taps at this 21-or-older beer fest, which brings together both hometown and national craft breweries

$55.50 $29

Up to 58% Off at Underground Wonder Bar

Underground Wonder Bar

Near North Side

Guests sip mixed drinks while watching sets by local rock, jazz, blues, and reggae groups

$54 $25

The Bedford – Up to 39% Off Dinner for Two

The Bedford

The Bedford

Shareable twists on classic American cuisine served in the glittering interior of a repurposed 1920s bank vault

$97 $59

$50 eGift Card to Applebee's + $10 Bonus eGift Card

Applebee's

Burgers, steaks, healthy entrees, and salads fill the menu of bar and grill favorites

$60 $50

43% Off Italian Cuisine at Filippo’s

Filippo's

DePaul

Authentic, Zagat-rated Italian trattoria with homemade ravioli, fettuccine bolognese, special fish of the day, and homemade desserts

$78.85 $45

42% Off Dinner for Two or Four at La Gondola Italian Restaurant

La Gondola Italian Restaurant

Lakeview

Hand-tossed dough yields deep-dish pizza, and a signature breading cloaks calamari in an awarded eatery rated by Zagat 20 years in row

$95 $55

Up to 50% Off Persian Dinner at Pars Cove

Pars Cove

Lincoln Park

Tea lights twinkle beneath beaded curtains as guests feast on platters of traditional Persian starters and entrees such as beef kebabs

$106 $59

Up to 53% Off Weight Loss Meal Programs

Personal Trainer Food

The 28-day program’s daily meals are crafted mostly from veggies and healthy proteins; other regimens include breakfasts and snacks

$200 $99

Crêpe Bistro – 23% Off a Prix-Fixe Meal for Two

Crêpe Bistro

The Loop

Savory pancakes filled with stewed vegetables, tender chicken, and cheese, or served sweet with chocolate and fresh fruit

$71 $55