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Daily Email - Monday - 08/18/2025

August 18, 2025

This week’s a mix of legendary music, outdoor fests, soulful nights, and some truly epic eats and drinks. Whether you’re scoring vintage finds, catching a once-in-a-lifetime anniversary show, or dancing under the stars, we’ve got the moves lined up for you.

Already daydreaming about spooky season? Enter now to win tickets as shock illusionist Dan Sperry joins Chicago Magic Lounge's Signature Show from October 2nd-5th! Expect table-side tricks, eerie illusions, and a stage show you won’t forget.*

JUST ANNOUNCED

  • Max Cooper is bringing his immersive audio-visual set to Outset on August 23rd. Be ready for emotional techno to meet stunning visuals in a performance that feels like futuristic art in motion. Enter to win two tickets!*

  • Summer’s about to taste way better. Señorita THC Margaritas hit North Ave and Oak Street Beaches this weekend, and we’ve got a prize pack loaded with THC margaritas and swag for one lucky winner.*

  • Uncle Waffles is about to summon a full-blown amapiano awakening at Ramova Theatre next month. The energy? Astral. The crowd? Unhinged. The vibe? South African club magic in Bridgeport. Win your way in.*

  • The Red Hot Chili Pipers (yes, pipers) are blowing the roof off North Shore Center for the Performing Arts with a night of AC/DC, Queen, and rock anthems like you’ve never heard ’em. Get tickets for their show on September 3rd.*

  • PLUS MORE JUST ANNOUNCED SHOWS

CHICAGO’S BEST VINTAGE SPOTS

Photo: Anchor Baby Vintage Facebook

From retro denim to mid-century home goods, Chicago’s vintage scene is stacked with treasures waiting to be found. We’ve rounded up the city’s best spots for one-of-a-kind pieces that tell a story — and look even better in yours.

THIS WEEK

🍺 Book Your Fantasy Football Party

Now at Dave & Buster’s

Free draft kit, 20% off snacks, arcade games when your picks are done: Dave & Buster’s Fantasy Football Draft Parties are elite. Enter to win food and bev for your party before the season kicks off!*

🍇 Wine Fest on the Beach

Thursday @ Shore Club - North Avenue Beach (6PM)

Red, white, or rosé? Whatever your vibe, Wine Fest on the Beach is pouring it with a side of lakefront breeze. Grab your glass and use code DO312 for 5% off tickets to Chicago’s classiest barefoot buzz.*

📅 50 Things To Do In August

All Over Chicago

All month long, Chicago’s stacked with festivals, concerts, markets, and more. Whether you’re a planner or a “what’s next?” type, this guide is your August bible. Read the list.

🍷 Summer Wine Down

Saturday @ Gallagher Way (1PM)

This isn’t your average wine night. Summer Wine Down brings bold pours, live music, and DIY bouquets to Gallagher Way. Sip, swirl, and score $10 off with code WINEDOWN10 or win passes while you're at it.*

🎹 John Legend

Saturday @ Ravinia Festival (7:30PM)

Celebrate two decades of John Legend’s groundbreaking debut album, performed live with all the soul and storytelling that made it iconic. Tickets here.

Wrigleyville Country Fest

Saddle up! Wrigleyville Country Fest is bringing a boot-stompin’ bash to Chicago on September 20th. From two-steppin’ jams to backyard BBQ bites, it’s your excuse to wear cowboy boots unironically.

LOCALS ONLY

  • Chicago’s only classical music street fest, Thirsty Ears, returns with two days of performances, food trucks, and family fun this weekend.

  • Glam, sass, and sequins for days. The Divas Show is a mid-week pick-me-up you didn’t know you needed.

  • Watch the block transform into a giant canvas as artists create vibrant chalk murals at Chalk Howard Street Fest.

  • Free jazz on the museum terrace with pianist Bethany Pickens and her dynamic band is the perfect after-work vibe.

🎟️ LIKE FREE TICKETS?

Do312 MORE Members get at least one pair a month. Get started with a Free Preview today to see what we have for you.

  • Rising Country Star @ Joe’s Bar on Weed Street

  • A Night of Metal @ The Forge

  • Americana @ SPACE

After your free preview, Membership is $7/mo. Cancel anytime.
Browse ticket matches before starting a trial / joining.

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Catch us double-fisting gyros at Greektown this weekend.