Summer Solstice CelebrationFriday, June 20
Doors at 6:30 PM · Party 7:30–10:30 PM

Join us as we welcome the longest day of the year with an unforgettable rooftop party. We’re bringing in live DJ sets, lounge areas to unwind, special drink pricing all night, and even a tarot card reader for those seeking a glimpse into the season ahead.

We’ll also be introducing NEW large-format cocktails perfect for you and the whole crew.

Turn a great night into an unforgettable one with your own VIP wristband
VIP Wristbands | $30
- Priority Bar Access
- VIP Cocktail Specials featuring High Ground Vodka + José Cuervo Tradicional
- Access to Lounge Seating & Dance Floor

Celebrate the longest day of the year with the best night of the summer only at Boleo.

DJ Martin Brings the BeatsFeel the buena onda with DJ Martin’s smooth beats and vibrant tunes. Whether you're sipping cocktails or dancing under the stars, he brings the good vibes to our rooftop.

5pm – 8pm
June 25
July 4
July 5
 

More performances to be announced.

Live Performance by David ChiribogaExperience the passion of Spanish guitar with David Chiriboga. From Spanish Classical to Rumba Flamenca, his music brings rhythm, elegance, and energy to our rooftop.

Don’t miss this unforgettable night of live music!

More performances to be announced.

Flamenco Under the StarsImmerse yourself in the fiery passion of Flamenco by La Rosa Oscura. With every rhythmic step, expressive gesture, and vibrant costume, this dynamic performance celebrates Spanish culture, energy, and emotion.

Upcoming Dates:

August 1

Chicago’s Taste of the NationJune 27 | 6pm - 9pm

Chicago’s top culinary event returns for one night of bites, sips, and entertainment—all supporting No Kid Hungry. Over 50 of the city’s best chefs, restaurants, and mixologists will be featured. Boleo is proud to be part of the lineup.

More performances to be announced.

Live Performance by Patrick JasperMonthly: 2nd and 4th Saturdays | 5pm - 8pmElevate your Saturday evenings with live music by Patrick Jasper. Catch his soulful performances on the 2nd and 4th Saturdays of the month from 5pm – 8pm.

Perfect tunes, rooftop views, and Latin-inspired bites await!
 

Happy HourTuesday - Saturday | 3 - 6pm
Beat the rush and head up to the rooftop early. We're serving gourmet bar bites with a Pan-Latin twist like our Pan con Chicharon Slider with crispy pork belly, Chilcanos with house-made Pisco and a selection of discounted wine and beer.

Non-Alcoholic Beverage Menu

Looking for something less boozy? Our spirit-free cocktails are just what you need.