Enjoy a memorable night out in the best city in the world! You and a guest can live it up during a unique overnight stay at the historic Chicago Athletic Association, plus a dinner for two in Cindy's with wine pairing. Also, head to the CAA in style with this Lo & Sons bag! It is a timeless premium weekender bag and duffel that's available in eco-friendly sustainable materials. Finally, explore the city and take in Chicago's historic architecture and sights with friends or family with the Chicago Architecture Center!

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Chicago Athletic Association Hotel Stay + Dinner at Cindy's: Located at 12 S. Michigan Ave. Chicago, IL 60603; available Sunday through Thursday only and reservation is required. The expiration date will be 6 months after the event.

Lo & Sons weekender bag: 1 Catalina Deluxe Small Weekender in Onyx 600D Recycled Poly. Extremely versatile, durable, and high-quality. Designed for travel, but perfect for any kind of situation.

Chicago Architecture Walking Tour: Package consists of 4 Walking Tour Passes (value $120/$30 each) (these also include admission to the exhibits); 4 Exhibit Admission Passes (value $56/$14 each); both expire 12/31/2022.

Experience Filipino culture with this package that celebrates Filipino businesses throughout Chicago! Enjoy a dinner at Bayan Ko, a family brunch at Uncle Mike's Place, clothing from Chicago for Keeps, and ice cream from Milky Milky.

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Feel the welcome by having dinner at Bayan Ko, an independently owned Filipino and Cuban restaurant in Chicago founded by Chef Lawrence Letrero his partner Raquel Quadreny. The food is a combination of dishes from their heritage, inspiration from family recipes, and Chef Lawrence's experience with contemporary American cooking in Chicago. Bayan Ko means "Our Home" in Tagalog. Their mission is to create a welcoming and positive meeting space in our community where family and friends can gather and enjoy a delicious meal. Item consists of a $100 gift card.

Also, provided by Chicago For Keeps, an Asian-owned business, take home a Saddle Brown Hoodie and Black Sampaguita Tee!

Indulge in Filipino brunch at Uncle Mike's Place, a staple in Ukrainian Village and in Chicago's Filipino community. This package consists of three (3) $50 gift certificates to Uncle Mike's Place.

Satisfy your sweet tooth with a 6-pack of Milky Milky small batch, handcrafted, handpacked half-pint ice creams delivered to you! Experience flavors inspired by Jojo's Filipino heritage, like Ube Bae and Mango Float. Also included is branded beanie swag to keep your dome warm and fashionable!

Celebrate some of Chicago's finest Asian American restaurants with exquisite dining and drinks - every weekend for a month! This package includes gift cards to Momotaro, BiXi Beer, Konbini & Kanpai, and Kumiko.

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First, enjoy drinks and dinner at award-winning Momotaro in the Fulton Market District! Momotaro continues the philosophy of chef driven concepts focusing on tightly executed cuisine and highly personal service. Designed by world-renowned restaurant and experience designers, AvroKO, the main floor features distinct stations for Sushi and a dedicated Robata. Redeem via gift card for Momotaro for $150.

Second, indulge in dinner and drinks at BiXi Beer, an Asian-owned, trendy, modern brewpub featuring craft brews, cocktails & Asian-inspired eats, plus a rooftop patio. Redeem via $200 gift card for BiXi Beer.

Third, enjoy a premium sake tasting for four at Konbini & Kanpai! Inspired by their travels to Asia, they wish to bring what we love about the Japanese Konbini (convenience store) to a curated craft bottle shop experience in Chicago's Lakeview neighborhood where you can purchase any can as a single rather than committing to a 4 or 6-pack. While they carry many local craft beers and biodynamic wines, what differentiates their store is their emphasis on Asian beverages such as the largest selection of sake at a retail store in Chicago, as well as Asian beers and spirits. Winner may also drink any beverage and Kanpai (cheers) in store. Must be used before 12/31/2022, redeem via certificate.

Finally, sip on cocktails and share some eats at Kumiko, an intimate cocktail bar in Chicago's West Loop that serves as an expression of elegance, commitment, and passion, from the mind of creative director and bartender Julia Momosé. Redeem via $150 gift card.

You and four guests can take in the beautiful sounds of the Chicago Sinfonietta with four (4) complimentary box seats at the Chicago Symphony Center! Called "the city's hippest orchestra" by the Chicago Tribune, Chicago Sinfonietta presents innovative concerts that defy the definition of symphonic music. In addition, enjoy the Churrasco experience at Fogo de Chao, an all-you-can-eat meat dinner carved tableside plus an extensive salad bar.

This package includes four (4) free box seat tickets to a Chicago Sinfonietta concert at the Symphony Center, a tote bag, mugs, and other Chicago Sinfonietta merchandise, along with a $125 gift card to Fogo de Chao.

Take a break on this staycation in Chicago's Northside! First, carve out time for some much-needed rest and relaxation at the Bluebird Inn. Enjoy a night at this urban hideaway along with a gift certificate to dinner at the Long Room. Also, pamper yourself with a haircut and a product bag, both graciously provided by Rob Reyes of The Bevy Salon, just down the street from the Bluebird Inn!

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This package consists of one (1) free haircut and one (1) product bag from Rob Reyes of The Bevy Salon, as well as one (1) complimentary night* stay at the Bluebird Inn (Catfish Flat or Orange Cat Flat). for four (4) guests maximum, along with a $50 Long Room gift certificate.

*Sunday, Monday, Tuesday or Wednesday check-in based on availability. Please reach out to Jason Burrell (jason@longroomchicago.com) as soon as possible to assure a greater selection of available nights. Far off booking will not be possible. Availability based on select calendar dates up to 2 weeks out.

Enjoy a weekend in Andersonville with dinner, drinks, a performance, and good company! While exploring this historic neighborhood, indulge in cakes, cinnamon rolls, and other treats with a $100 Lost Larson gift card. In the evening, take a group out to enjoy beautiful cocktails and delicious food at Little Bad Wolf in Andersonville, an experience worth $300! Finally, cap off your weekend by watching "The Luckiest" at the Raven Theatre, running from May 5 to June 19.

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This package consists of a $300 Gift Card to Little Bad Wolf, located at 1541 W Bryn Mawr Ave, Chicago, IL 60660, along with a $100 gift card to Lost Larson. This package also includes a voucher for two (2) people to "The Luckiest" at the Raven Theatre, running from May 5 to June 19. Please call (773) 338-2177 to redeem the voucher, and see below for a description:

"Lissette and Peter are best friends living their best lives. But when an out-of-nowhere diagnosis shatters Lissette's world, Peter is left trying to pick up the pieces. Suddenly finding herself at odds with her best friend and her mom - who each come bearing strong opinions wrapped in good intentions - Lissette is forced to navigate between the two while unflinchingly forging her own path for her future. This tender, funny, and keenly-observed play explores the uncertain and sometimes heartbreaking territory of how we choose to take ownership of our lives. Melissa Ross' moving play, full of heartbreak and hilarity makes its Chicago Premiere.

CONTENT WARNING: This play contains smoking, strong language, and adult content."

Experience all the West Loop neighborhood has to offer through dining and drinks! This package includes gift cards to the Hogsalt Restaurant Group, Swift & Sons, Allis Bar of Soho House, and a distillery tour of CH Distillery, along with a bottle of Jeppson's Bourbon.

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Take a loved one to dinner at any Hogsalt location, including Armitage Alehouse, Au Cheval, Gilt Bar, Sawada Coffee, and more. This package consists of a $200 gift card that never expires.

Indulge in a wonderful dinner in a beautiful atmosphere at Swift & Sons. This package consists of a $100 gift card.

Enjoy brunch or dinner with friends and family at Allis Bar of Soho House in West Loop! This package consists of a gift card worth $200.

Finally, you and five (5) friends can enjoy this unique Private Distillery Tour of CH Distillery! This package consists of a distillery tour for six (6) and a 750ml bottle of Jeppson's Bourbon.

Take your BFF (or whoever!) out on a town for a weekend of fun! This package includes free passes to the Field Museum, tickets to the Goodman Theatre (must be used before July 17, 2022), and gift cards to Saigon Sisters, Seoul Taco, and Sweet Mandy B's.

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First, you and another can enjoy tickets to "Life After" at the Goodman Theatre, running from June 11, 2022 to July 17, 2022. (see below).*

Winners also receive four (4) free general admission tickets to the Field Museum! Come explore the Earth and its people through our exciting exhibitions including SUE, Evolving Planet, The Ancient Americas, Inside Egypt and more!

For dinner, treat yourself to some free entrees at award-winning Saigon Sisters! This item consists of a $50 gift card. Also, come by for a bite to eat at Seoul Taco! This item consists of a $20 gift card to Seoul Taco.

Finally dessert, purchase yummy cupcakes, cakes, cookies, or other goodies with this $50 gift card to use at any Sweet Mandy B's.

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*About the Life After: Frank Carter famously authored self-help books. But Alice, his 16-year-old daughter, finds cold comfort in his positivity platitudes when he tragically never comes home one night. As she puzzles out the events of the day that changed her family forever, Alice's relentless search for the facts reveals a more complicated truth. With big humor and bittersweet wit, this "luminous new musical?lush, poetic and surprisingly funny" (The San Diego Union-Tribune) explores how we move through and live with loss.

This package includes two (2) tickets that may only be redeemed for the "Life After" production at the Goodman Theatre.