What's Happening On The Rooftop?From live music to cocktail classes, there’s always something going on at Boleo. Stay tuned for the latest special events coming to your favorite rooftop bar in the Loop.

 

Tres de MayoCinco who? We’re celebrating early with a Dos y Tres de Mayo fiesta that’s all flavor and fun. We’re partnering with El Mexicano Tequila to bring you these can't-miss deals:

Available Friday, May 2 - Saturday, May 3
$14 Margaritas – Frozen or on the rocks
$34 “Guac & Marg” Combo – Margarita + our NEW tableside Guacamole Experience!

Celebrate at Boleo!

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Boleo x Plant Stand CollectiveJoin us throughout the month for a plant-filled experience featuring a variety of plants to discover and learn about.

Each Wednesday, we're hosting exclusive plant pop-ups and hands-on workshops.

 

4pm - 6:30pm
April 23rd | Kokedame Workshop with Plantbound Chicago

 

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
May 1st
May 28th
June 25th

 

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Full Flamenco Show Under the StarsMay 17 | 5PM - 8 PM

Get ready for a breathtaking night of rhythm, movement, and soul as we bring the fire of Andalusia to life beneath the stars. This full flamenco showcase features an incredible lineup of performers who will ignite the stage with passion and artistry:

La Tiranta – Vocals that stir the soul. 
Thomas Kimball – Masterful flamenco guitar player. 

Featuring dancers:
Ruben Carlos Rodriguez
Nalanie Molina
Ronaldo Monge
La Rosa Oscura 

Come early, find your seat, and prepare for an unforgettable experience.

 

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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.

5pm - 8pm
April 19th
May 3rd
May 17th
May 31st

 

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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!

5pm - 6pm
May 7th
May 14th

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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!

Upcoming Dates:
April 26th

 

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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.

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Non-Alcoholic Beverage Menu

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

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