Ryan’s Chicago Birthday Weekend

Save the Date!

Thursday May 21, 2026 to Monday May 25, 2026

Chicago, IL (The Windy City, Chi-Town, Urbs in Horto, City of Big Shoulders, Fresh Coast)

Contact Ryan: 617.640.0232

RSVP Here!

Itinerary

(More Details Coming Soon!)

THURSDAY, MAY 21

  • Arrivals and Check-Ins

  • Afternoon- Welcome Happy Hour

    • Edgewater/ Andersonville Bars

FRIDAY, MAY 22

  • Morning - Chicago River Boat Architecture Tour (Optional)

    • River North/ The Loop

  • Afternoon - Explore Chicago

  • Evening - Friday night in Andersonville

SATURDAY, MAY 23

  • Evening - Dinner and Drinks

    • Where: Lonesome Rose Andersonville, 5310 N Clark Ave

    • When: 6:00pm - 9:00pm

SUNDAY, MAY 24

  • Noon - Stop by for lunch (Pizza Lobo Andersonville)

  • 12:00pm-8:00pm - Belly Up Afternoon (Jackhammer) (https://2bearstaverngroup.ticketspice.com/belly-up-afternoon-iml)

    • Note: I would not recommend planning to come to Belly Up if you do not identify as a gay guy. It may be more scandalous/ sweaty/ overwhelming sensorily that you’d like for a normal Sunday afternoon