Get ready for a day of live music and legendary BBQ at Windy City Smokeout 2027!

You and three guests will enjoy ALL the festival has to offer with four Saturday passes, featuring performances from top country artists and BBQ from some of the world's best pitmasters.

While the 2027 lineup has not yet been announced, past headliners have included Carrie Underwood, Thomas Rhett, Lee Brice, Lainey Wilson, Darius Rucker, Jordan Davis, Megan Moroney, Blake Shelton, and more.

Package Value: $640

Package Includes:

• Four (4) tickets to Windy City Smokeout on Saturday, July 10, 2027, outside the United Center
• Access to live music performances, including headliners, and BBQ from the world's best pitmasters; in-and-out privileges
• Free entry for children 10 and under

Restrictions:

• Tickets are non-refundable and valid only for Saturday, July 10, 2027
• Tickets must be claimed via email by Saturday, June 26, 2027
• To view festival details, rules, and restrictions, please click here

Generously donated by Ed Warm '83 & Windy City Smokeout

Your party of four will begin this progressive dinner with two courses at Alla Vita, where fresh, vibrant Italian flavors shine in every dish. Next, you'll continue down Lake Street to Momotaro, an award-winning Japanese restaurant that wows with sushi, robata, and bold culinary artistry. Then savor the globally inspired creations at James Beard Award-winning Girl & the Goat. Finally, cap off the evening at Lazy Bird, one of the city's coolest cocktail lounges. Bon Appetit!

Package Value: $600

Package Includes:

• Progressive dinner for four guests with stops at Alla Vita, Momotaro, Girl & the Goat, and Lazy Bird

Restrictions:

• Winner must be 21 or older
• Alcoholic beverages purchased separately, gratuity, and taxes will be the responsibility of the guests.
• Reservations subject to availability and require five weeks advance notice; valid Sunday-Thursday
• Package expires September 18, 2027

Generously donated by BOKA Restaurant Group

Experience the music, food, and energy of Nashville with this unforgettable Music City package! You and a guest will step behind the scenes with a private visit to Edgehill Music Publishing's state-of-the-art studio, located in the heart of Nashville's 12 South neighborhood. Then, head to Broadway for appetizers at Hank Williams Jr's Boogie Bar, followed by entrees at JBJ's Nashville, Bon Jovi's bar, restaurant, and live music venue. It's the perfect way to experience some of Nashville's most iconic destinations!

Package Value: $300

Package Includes:

• Private Tour of Edgehill Studios for two (2)
• Appetizers for two (2) at Hank Williams Jr.'s Boogie Bar
• Entrees for two (2) of JBJ's Nashville

Restrictions:

• Must be redeemed in Nashville, TN by October 1, 2027
• Reservation must be booked with Sydni Joseph, no less than one (1) month prior to visit
• Experience scheduling is based on availability, blackout dates may apply

Generously donated by Big Plan Holdings

Bring your sweet vision to life with a custom cake from Jennie Taylor Novakovic '95!

Whether you're celebrating a birthday, anniversary, shower, graduation, wedding, or any special occasion, Lemon Drop Bake Shop will create a one-of-a-kind cake designed to match your style, colors, and celebration.

With beautiful details, creative flavors, and delicious, handcrafted cakes, this masterpiece will be the center of any celebration.

Package Value: $500

Package Includes:

• One (1) $500 certificate to be used towards a custom Lemon Drop Bake Shop cake

Restrictions

• Advance booking required; orders based on availability
• $500 certificate may be applied toward a cake of greater value, with the winner responsible for the remaining balance
• Design, size, flavors, and event details will be discussed during the ordering process
• Certificate not valid with other gift cards or offers, and not redeemable for cash

Generously donated by Lemon Drop Bake Shop

Reconnect mind and body at the Kohler Waters Spa in Chicago. With 21 treatment rooms, a thermal suite, sauna and cool plunge pool, an outdoor terrace, and state-of-the-art amenities, Kohler Waters Spa at Lincoln Park is truly an oasis of well-being. You and a guest will enjoy 50-minute massages and create your perfect spa experiences from Kohler's extensive menu of services.

After you immerse yourself in 20,000 square feet of tranquility, enjoy delicious modern Japanese cuisine and cocktails at Momotaro Chicago.

Package Value: $1,110

Package Includes:

• Voucher for two (2) 50-minute massages at Kohler Waters Spa
• $500 Destination Kohler gift card
• $100 Momotaro Chicago gift card

Restrictions:

• Kohler Waters Spa voucher and gift card not redeemable for cash; expires December 31, 2027
• Advance spa reservations required, subject to availability

Generously donated by BOKA Restaurant Group & Destination Kohler

Generously donated by The Sterling Company

Experience a delicious mix of Chicago dining and premium spirits! With $100 gift cards to Fat Rosie's, Lou Malnati's, and Saranello's Ristorante Italiano, you have plenty of local options for your next night out.

Once you've enjoyed a meal with family or friends, raise a glass from your curated selection of top-shelf bottles, including, Haku Japanese Craft Vodka, Colonel E.H. Taylor Small Batch Bourbon, Indri Single Malt Indian Whisky, and Hibiki Suntory Whisky.

Great food, great drinks, and plenty of reasons to gather!

Package Value: $600

Package Includes:

• $100 Fat Rosie's gift card
• $100 Lou Malnati's gift card
• $100 Saranello's gift card
• One (1) bottle Haku Japanese Craft Vodka
• One (1) bottle Colonel E.H. Taylor Small Batch Bourbon
• One (1) bottle Indri Single Malt Indian Whisky
• One (1) bottle Hibiki Suntory Whisky

Restrictions:

• Must be 21 years or older and present to win

Generously donated by The Osman Family, Fat Rosie's in Lincolnshire, Lou Malnati's, and Lettuce Entertain You

Calling all foodies, home cooks, and culinary enthusiasts! Go behind the scenes at Highwood's beloved Miramar Bistro for a one-of-a-kind culinary experience for two. Step into the professional kitchen, work alongside the culinary team, and get an insider's look at what goes into preparing the French-Cuban dishes that have made Miramar a local favorite.

This hands-on experience offers a rare opportunity to learn professional techniques, explore the rhythm of a working restaurant kitchen, and enjoy a taste of the action along the way. Whether you're a passionate home cook or simply love great food, this is a chance to experience Miramar Bistro from an entirely new perspective.

Package Value: $300

Package Includes:

• One (1) private, multi-hour interactive kitchen experience for two (2), with mentorship and tips from Miramar's expert culinary team
• All necessary kitchen wear and ingredients provided for the day

Restrictions:

• Offer valid weekdays only; reservations required; experience scheduling is based on availability; blackout dates, including major holidays, may apply
• Participants must follow all kitchen safety rules and wear closed-toe shoes

Generously donated by Miramar Bistro

From premium Wild Fork cuts and flavorful rubs and sauces to grilling tools and entertaining essentials, this package has everything to turn your next fall cookout into an event to remember.

Package Value: $180

Package Includes:

• $100 Wild Fork gift card
• One (1) Huzayl rolling basket BBQ set
• One (1) Pig Beach BBQ cookbook
• One (1) Celebrateit Cheese Board
• One (1) Songchai Collection white 9.5 x 7.625 cookbook stand
• One (1) Baconic 12 oz BBQ sauce with uncured bacon pieces
• One (1) Charcoal Cowboys 5 oz Tennessee Whiskey rub
• One (1) Traeger 9.5 oz apple honey flavored pork and poultry rub
• Assorted accessories

Generously donated by Mindy Chez Abern '99, Ashley & Matt Bunzol, Marcy Chez, and Samantha Lande

Generously donated by 28 Mile Distilling Company, Sean & Jen Carney, and Linda & Harvey Knapp

Generously donated by Petranek's Pharmacy

Start with lunch at Zarella, a River North neighborhood pizzeria serving tavern-style and artisan pizzas and Italian favorites. Then make your way towards Fulton Market, taking time to explore the Chicago Riverwalk, checking out some of the city's architecture, or simply soaking up some of the best Windy City vibes.

Finish the day at Duck Duck Goat, Chef Stephanie Izard's Chinese-American restaurant, where the menu features hand-pulled noodles, house-made dumplings, wontons, spring rolls, and more.

Package Value: $200

Package Includes:

• $100 Zarella Pizzeria & Tavern gift card
• $100 Duck Duck Goat gift card

Generously donated by BOKA Restaurant Group

Experience the flavors that made Perry's Steakhouse & Grille famous! One lucky winner will enjoy two three-course Sunday Supper Specials, featuring their legendary slow-roasted pork chop. Room for more? Your Pork Chop Friday lunch includes the seven-finger-high chop served with whipped potatoes and homemade applesauce.

Package Value: $140

Package Includes:

• Two (2) Sunday Supper Special gift cards
• Two (2) Pork Chop Friday gift cards

Restrictions:

• Sunday Supper Specials include a soup or salad, a famous pork chop, and a choice of dessert trio or side, and must be redeemed on Sundays from 4:00 to 9:00 PM
• Pork Chop Friday Lunches include a lunch-cut portion of a famous pork chop with whipped potatoes and homemade applesauce, and must be redeemed on Fridays from 10:30 AM to 5:00 PM
• Certificates not redeemable for cash and do not include tax or gratuity; not valid on holidays

Generously donated by Perry's Steakhouse & Grille

Treat yourself to a full year of delicious Culver's favorites with one regular Concrete Mixer and one Double Deluxe ButterBurger EVERY MONTH FOR A YEAR at Culver's in Lincolnshire! Whether you're craving creamy, mix-in-packed custard or a savory, perfectly crafted ButterBurger, this package delivers flavor and satisfaction all year long -- perfect for the Culver's fan in your life.

Package Value: $154

Package Includes:

• One (1) Culver's regular Concrete Mixer per month for one (1) year
• One (1) Culver's Double Deluxe ButterBurger per month for one (1) year

Restrictions:

• Culver's certificates redeemable at Buffalo Grove, Lincolnshire, or Northbrook locations, valid October 1, 2026, through September 30, 2027
• Certificates not redeemable for cash

Generously donated by Culver's Lincolnshire

Start with fresh favorites from Once Upon a Bagel in Highland Park, indulge your sweet tooth at Highwood's Bent Fork Bakery, and pick up a seasonal drink from Tala Coffee Roasters in Highwood. A Whole Foods Market gift card lets you round out your spread with whatever you're craving -- from breakfast proteins to yogurt, fresh fruit, and more.

And of course, no brunch is complete without bubbles! Pour some Roederer Estate over your OJ of choice, round up some family or friends, and turn a morning at home into something special!

Package Value: $200

Package Includes:

• $50 Once Upon a Bagel gift certificate
• $50 Bent Fork Bakery gift certificate
• $40 Whole Foods Market gift card
• $30 in Tala Coffee Roasters gift cards
• One (1) 12 oz bag of our Ruca house blend
• One (1) Tala Highwood cafe diner mug
• One (1) bottle of La Marca Prosecco

Restrictions:

• Winner must be 21 or over to win

Generously donated by Bent Fork Bakery, Once Upon a Bagel & Tala Coffee Roasters

Whether you like your coffee hot or cold, at home or on the go, get ready to enjoy Starbucks your way!

Start your morning with a cup of Starbucks 1971 Roast, Guatemala Antigua, or Veranda Blend, or shake up your routine with Signature Black or Madagascar Vanilla Cold Brew Concentrate.

Savor from home in a classic white Siren mug or take your favorite brew with you in a Starbucks x Miir Tumbler. With a variety of roasts, cold brew, and drinkware, this package has something for the coffee lover in your life!

Package Value: $180

Package Includes:

• One (1) 16 oz. bag of Starbucks 1971 Roast Whole Bean Coffee
• One (1) 16 oz. bag of Starbucks Guatemala Antigua Whole Bean Coffee
• One (1) 16 oz. bag of Starbucks Veranda Blend Whole Bean Coffee
• One (1) bottle Starbucks Cold Brew Multi-Serve Concentrate Signature Black
• One (1) bottle Starbucks Cold Brew Multi-Serve Concentrate Madagascar Vanilla
• Two (2) Starbucks Siren mugs in white
• Two (2) 32 oz Starbucks x Miir Holiday Tumblers in white with handle and straw

Generously donated by Starbucks