What better combination is there than books and coffee? Buy some books at the After-Words Bookstore with your $100 Gift Certificate. Then find a comfortable seat to read with your coffee at Dollop Coffee with your $50 in gift cards.

Enjoy the delights of Park Grill with a $50 gift card before heading over to the Michigan Avenue Bridge at Wacker Drive to see the City from the Chicago River as you take a architectural river tour aboard a boat by Chicago's First Lady Cruiseline.

Enjoy some of the delights that Edgewater has to offer when you use your $70 in gift cards to have dinner at Octavio's Cantina & Kitchen and top if off with a night at Raven Theatre. Live life on the Edge.

Enjoy a great brunch with this $40 gift card at Donovan's Pub and Restaurant, one of the oldest comfort food hot spots in Chicago, complete with a sidewalk café and giant beer garden, then laugh until you cry at a hilarious performance by the cast of The Second City. Certificate is good towards 2 tickets to a Second City performance.

Use your $50 gift card to eat dinner at one of the premier steak houses in Chicago then explore Chicago's notorious past on an Untouchable Tour of Prohibition-era mobster hangouts.

After taking a walking tour of Chicago's Pedway, use your $50 in gift cards to eat and drink your fill at the Emerald Loop, a downtown Irish bar and grill that offers indoor and outdoor dining and TVs galore so you can catch that game!

Enjoy a night on the town by using your $100 gift card to get a nice dinner at DeClan's Irish Pub before using your voucher for 2 tickets to the Chicago Opera Theater.

Use your 2 $50 gift cards to eat at the Boundary Tavern & Grille before heading to the About Face Theatre, where you will use your voucher good for 2 tickets to the About Face Theater to see "This Bitter Earth." It'll be a night to remember.

A night of food and entertainment. First, use your $100 in gift cards to enjoy food in the festive atmosphere of Carnivale, a lively Latin-American eatery. Then watch the Tony Award winning musical Hello Dolly at the Oriental Theatre.

Get Wilde on the Northside of Chicago! Start by using your $70 in gift cards, to a great dinner at Wilde, a literary-themed upscale pub with an extensive beer list and good food. Follow this up with a performance at Timeline Theatre. You'll have a great time!

Enjoy dinner and music all on Michigan Avenue. First use your $100 gift card to dine at the Gage, an iconic restaurant across from the Millennium Park and the Art Institute. You can then walk just a short distance to the Chicago Symphony Orchestra on South Michigan Avenue, where you enjoy the best of the CSOcourtesy of Sue Yellen.

Use your $50 gift card to Flemings Steakhouse to enjoy a great dinner before using your voucher good towards 2 tickets to the Joffrey Ballet's World Premiere of Anna Karenina, which runs from February 13-24, 2019.

Enjoy dinner at Optima/The Rabbit Hole, an upscale eatery in Old Town. Then head off for a laugh fest at Zanies Comedy Club. This package includes a $50 gift card to Optima/The Rabbit Hole and 6 tickets to Zanies Comedy Club.

Use your $100 gift card to enjoy dining in the Milk Room, Cherry Circle, or the Game and Drawing Room at the Chicago Athletic Club, then head over to the Chicago Sinfonietta, where you can use your gift certificate good for 2 A-level tickets to any Sinfonietta concert.

Enjoy a great Italian meal at Petterino's when you use your $75 gift card then watch Goodman Theatre's production of "How to Catch Creation."

Get the best that Italian cuisine has to offer when you win this $100 gift card to Formento's. Located in the Fulton Market District in Chicago's West Loop, this restaurant combines traditional dishes as well as new-age items as inspired by Executive Chef Todd Stein.

Win $100 in gift cards to Café con Leche/De Noche Mexicana, a trendy Logan Square Mexican eatery with a fireplace and garden.

Party on! Win this certificate for a 90 minute 10 person Cocktail party at Fat Cat located in Chicago's Uptown neighborhood. This package also includes a gift basket, courtesy of Fat Cat.

Certificate good towards a 90 minute cocktail party for up to 15 friends or a VIP Dinner Party with the first 90 minutes of beverages on Club Lucky.

Eat and drink your fill when you win the package for this Old Town Classic tavern. Situated in the heart of Old Town, this turn of the century tavern offers a world class beverage tasting experience, paired with a menu of classic refined European-styled fare. This package includes one $50 gift card for use at the tavern and 6 bottles of select wines.

Having a lucky streak at Horseshoe Casino? Win this $150 gift card and you can top it off with a great dinner at Jack Binion's Steak House located inside the Horseshoe casino in Hammond, Indiana.

Enjoy a Corner Bakery gift certificate good for a Small Corner Classic: includes sandwich basket, 2 sides and fruits/dessert basket/tray. Perfect for that next gathering!

That's Italian! Win a $100 gift card good towards any eatery in the Rosenthal Group. Includes Trattoria No. 10, Sopraffina, and Cicchetti.

Eat, drink and be merry! You can sample various beer inspired foods to go with various flavored house beers when you win this $100 gift card to Revolution Brewing.

Let Meeting House Tavern entertain you and your friends, when you win this certificate good towards a happy hour for 10 people, with draft beer and Tito's cocktails. This Andersonville hot spot offers various types of interactive and passive entertainment including theme nights, arcade games, as well as traditional pub and board games.

Experience the wide range of foods that Chicago has to offer when you win $200 in gift cards to Tuco & Blondie, Fireplace Inn and Duck, Duck Goat restaurants.

Shouldn't every meal come with dessert? With this package you can have it all. You can use your $70 in gift cards to LG's Bar, $100 in gift cards to the Rabbit Hole or Optima restaurants for a quality meal, a $25 Fudge Pot gift certificate + a massive chocolate bar! What more can you ask for?

Enjoy good food with a $50 gift card from Topo Gigio Italian restaurant and a $100 gift card from DeClan's Irish Pub and finish it off with a giant bar of chocolate and a $25 gift certificate from the Fudge Pot.

Enjoy a taste of tradition when you win this $25 gift certificate to The Bagel, a premier ethnic eatery dedicated to serving delicious traditional cooking.

Two hours of private karaoke and $200 for food and drink! ! Sing for your supper when you win the gift certificate for this karaoke package at this stylish, Asian hot spot. Blind Dragon has 4 luxury "Sing Or Die" Karaoke Suites.

Ping-Pong parties, great food and drinks....give this place a SPiN, This package includes a private party for up to 25 in a VIP room with Ping Pong table and lounge seating.

Go big when you win a $100 gift certificate to this bourbon and beer-focused Mexican restaurant in the heart of Chicago's Wrigleyville. Big Star offers the best in Mexican street food topped only by their extensive bourbon program. If you have to go big, go Big Star.

Enjoy all that The Bristol has to offer when you win a $100 gift certificate to this authentic, stylish neighborhood eatery located in Chicago's Bucktown. The Bristol offers handmade pastas, farm-fresh produce from local farms in a communal dining atmosphere.

You'll enjoy the enduring link between beer, food and hospitality, when you win this $100 gift card to John Dusek's Board and Beer. Named "Best New Restaurant" by Chicago Magazine and Thrillist and featured on The Food Network, Dusek's offers great food for every occasion.

Win a $100 gift card to this popular Boystown Tex-Mex bar and restaurant.

Explore the amazing flavors of Brazil when you win this $15 gift certificate to the Brazilian Bowl. With an extensive menu of Brazilian items, you'll want to try everything!

Enjoy good, clean food when you win this gift card to Panera Bread. This package offers you a sandwich with soup per month for 12 months. Also get some sweet treats with a $50 Gift Card from Magnolia Bakery.

Enjoy food and drink at with your $70 gift card to this upscale farm-to-table bar in Andersonville that offers a large beer and whiskey menu.

Double up on your Italian, when you use your $100 in gift cards eat at Orso's Italian Restaurant and $25 to eat at Lou Malnati's Pizzeria.

Have a party at this Lincoln Park sports bar. This package includes a party for up to 20 guests for two hours and includes beer, wine, and soda.

Enjoy a great down-home Southern dinner for 2 at this contemporary hotspot on Lincoln Avenue. It's the closest you'll come to a home cooked meal without taking off your shoes at Grandma's.

Win a $50 gift certificate to one of the most popular sports bars in Chicago. With more than 120 craft beers and an a diverse food menu, The Boundary Tavern & Grille offers a unique Chicago experience!

Enjoy brunch for 2 with great down-home Southern cooking that will taste like it was made by grandma!

Enjoy dinner and dessert with this package which includes $50 in gift cards to STATE restaurant and a $50 gift certificate to Magnolia Bakery.

Win two (2) guest passes for a day at East Bank Club and a $50 gift card to the club's Maxwell's Restaurant.

Enjoy a night in an extra-large SUITE at the Best Western Hawthorne Terrace with continental breakfast. Then use your $25 gift card for lunch at the Bagel Restaurant.

In LA? Make your visit count with a one night stay in a Hollywood Hills King Room at the Kimpton Everly Hotel in the Hollywood Hills of LA. Plus use your $50 gift card to enjoy food at a nearby Umami Burger, which is in both LA and Chicago.

On February 2, attend the largest LGBTQ soiree in the Midwest! The 2019 Equality Illinois Gala draws nearly 1,500 supporters of LGBTQ civil rights for an exciting night of food, fun and inspiration. Two tickets to the winner of this prize.