Chicago

Trip begins at Chicago Midway International Airport. Grab your luggage, hop in a rideshare or the CTA Orange Line, and head downtown to start the day.

The Grand Army of the Republic (GAR) Hall was built as a memorial to the sacrifices of Union Civil War veterans and their families. According to the renowned American abolitionist Frederick Douglass, their sacrifices were for freedom and a testament to the most profound declaration of human rights in history.

Art Open Studio (AOS) is a collaborative, relaxing environment for students to explore artistic expression and find community with other students. The space is meant to be fun and informal, as students can participate in the monthly theme or make use of other supplies as they see fit.

Classic River North spot with a vintage speakeasy vibe. Happy hour before 5 PM features discounted craft cocktails, wine by the glass, and small plates — a great way to unwind before the evening events.

Part of the Schmidt AI in Science Speaker Series at the University of Chicago. Yuxin Chen from the University of Pennsylvania will share recent research on applying AI to accelerate scientific discovery. Open to the public.

Tech Pulse 2030 is more than just an event — it's a movement dedicated to showcasing the brightest minds and fostering deep engagement among leaders, entrepreneurs, and changemakers. This session focuses on Quantum + AI and building the future of applied intelligence in Chicago.

Join President Adam Weinberg and fellow Denisonians in Chicago for an evening of conversation about Denison's bold vision and the future we are building together through What We Can Be. Drinks, connection, and community at one of Chicago's most storied private clubs.

Linda Sormin's ceramic and mixed media sculptures and site-responsive installations embody vulnerable and fragmented parts of human experience. Since the early 2000s, she has established a distinct visual and material language using raw clay, fired ceramics, found objects, and interactive methods — integrating writing, video, sound, and hand-cut paintings with clay, metal, and wood. Doors open 5:45 PM. Free and open to the public. Registration not required.

Playwrights Aloud is a staged-reading series giving Chicago playwrights a chance to hear their new work read aloud by actors in front of a live audience. Expect fresh voices, short plays, and a post-show Q&A at The Sheldon Patinkin Theatre.

Live hot jazz and 1920s-era Chicago sounds from the Chicago Cellar Boys at the legendary Green Mill — a historic Uptown jazz club once frequented by Al Capone. Perfect late-night spot to catch authentic Chicago jazz.

Laughs & Illusions is a live comedy and magic show that blends sharp stand-up with mind-bending illusions for a night that's equal parts funny and fascinating. Featuring standout comedians alongside moments of clever magic, the show is designed for grown folks who want a night out that feels entertaining, unexpected, and different from the usual stand-up set.

Trip wraps up back at Chicago Midway International Airport. Easy CTA Orange Line or rideshare access for your departure flight.