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Daily Email - Monday - 05/25/2026

May 25, 2026

This Memorial Day, we honor and remember the brave men and women who gave their lives in service to our country. As we spend time with friends, family, and our community this weekend, we’re grateful for the freedom to celebrate the city we love. Wishing everyone in Chicago a safe, meaningful, and relaxing holiday weekend.

And on a lighter note, we’re giving one lucky fan the chance to see Jack White live..

Jack White is bringing his riffs and raw energy back to Chicago. Enter now for your chance to catch the rock icon live at The Salt Shed on July 24th, because hearing “Seven Nation Army” live never gets old.

YOUR FESTIVAL GUIDE

Festival season is officially here. From neighborhood street fests and food crawls to massive music weekends and cultural celebrations, we rounded up the best festivals happening around Chicago this summer.

AMBASSADOR HOTEL PRESENTS

CHAMPAGNE SHOWERS

On Saturday, May 30th, step into Champagne Showers, a high-energy spring experience designed to evolve throughout the night. Begin with a welcome glass of champagne and passed bites, then settle into an atmosphere where curated pours, stylish energy, and a live DJ soundtrack come together for one unforgettable late-night celebration.*

THIS WEEK

Photo: ASAP Rocky

EVERY SAT & SUN - BOTTOMLESS MIMOSAS ON THE RIVERWALK at ISLAND PARTY HUT (WIN)*

WED 05.27 - A$AP ROCKY at UNITED CENTER

FRI 05.29 - JEFF TWEEDY at THE VIC THEATRE

FRI 05.29-SUN 05.31 - MOTOAMERICA SUPERBIKES AND VINTAGE MOTOFEST at ROAD AMERICA IN ELKHART LAKE (WIN)*

SUN 05.31 - INDIGO SOUL at THE SHOPS AT NORTH BRIDGE (WIN)

ROSEMONT UNCORKED

Ready to kick off summer? Join us June 6th-7th for Rosemont Uncorked! Imagine sipping a crisp Illinois rosé while listening to live music on the lawn at Parkway Bank Park. Whether you're planning a girls' trip or a relaxing date, this is the ultimate summer weekend escape right in the heart of Rosemont's entertainment district.*

Tacos & Tequila Festival at Northwestern Martin Stadium

Tacos & Tequila Festival is just a few short months away. Win tickets to the party with Rick Ross and Ginuwine setting the beats alongside your favorite bold flavors. Coming up on September 26th.*

Ivy Hall Gas Pack Giveaway

The gas station shouldn’t feel like a luxury experience, but here we are. Enter Ivy Hall’s Gas Pack Giveaway for a full Gas Pack. ENTER NOW - 21+*

Y2kiki at Icon Bar & Lounge

This Saturday, support LGBTQ+ youth with the Center on Halstead’s Y2K-themed celebration. Put on your low-rise jeans and party for a good cause.*

THE INFINITE WRENCH at The Neo-Futurarium

Prepare to be amazed. The Infinite Wrench brings you 30 plays in 60 minutes. Entirely written and performed by The Neo-Futurist Ensemble. You gotta see this show!*

Your Pride Month Plans Start Here

Chicago’s about to get even more gay very fast. Gay Do312 delivers the best parties, performances, queer artists, and can’t-miss events straight (or gay) to your inbox. Plus giveaways you’ll actually want. Get on the list!

Time to go picnic with my homies. <3