ROOF on theWit| Sunday Funday: Valentine’s Day Weekend | 2.15.26

✨ Valentine’s Day Weekend Sunday Funday at ROOF on theWit ✨

Celebrate Valentine’s Day Weekend with Chicago’s premier rooftop Sunday Funday. Join a stylish, grown, and energetic crowd for an elevated night of R&B, Reggae, and feel-good vibes high above the city skyline.

This is where Chicago comes to sip, socialize, and be seen — romantic energy, rooftop views, and a crowd that knows how to do Sunday nights the right way. Whether you’re coming with your significant other, your friends, or just for the vibes, this is the perfect way to close out Valentine’s Weekend.

🎶 Music & Vibes

R&B • Reggae • Hip-Hop Classics • Sunday Funday Favorites

Curated for a mature, professional, and fashionable crowd.

⏰ Arrival Details

Doors open at 9:00 PM sharp.

Early arrival is strongly encouraged to enjoy the full experience from start to finish.

👗 Dress Code: Upscale & Chic

ROOF on theWit is an upscale rooftop venue. Guests are expected to arrive stylish, polished, and fashionable.

Not permitted:

• Sagging pants or sweats

• Worn-out shoes

• Sleeveless shirts (men)

• Bandanas

• Visible undergarments

• Clothing with offensive graphics or language

• Anything deemed inappropriate by venue management

Thank you for helping us maintain a classy, stylish, and elevated experience.

Know what’s Happening Next — before everyone else does.

Get App

Host or Publisher Offshore Rooftop