Let’s Go See Chicago in Vegas!

Who’s taking me to see Chicago?

Let's go experience the legendary band Chicago performing in Las Vegas! 🎶 With 45+ years of hits like "Saturday in the Park" and "You're the Inspiration," they continue to rock stages across North America but I’ve never got the opportunity to see them live.

Available Concert Dates:

— February 13 or February 21, 2026 (15 hour, 24 hour, & 36 hour options available)

— February 14, 2026 (15 hour & 24 hour options available)

Ticket information: Chicago Tickets

Consideration, including travel time

Mini Vacation (Up to 36 hours) — Arrive the evening prior to the day of show, spend the entire day of the show exploring Las Vegas, then say our goodbyes after breakfast together the morning after the show ($3,000)

Quick Get-a-Way (Up to 24 hours) — Arrive the afternoon of the show, have dinner, enjoy the concert, spend the next morning together, then depart in the afternoon ($2,200)

Concert Quest (Up to 15 hours) — Arrive the afternoon of the show, enjoy dinner and the show, then depart the following morning after having breakfast together ($1,400)

The Fine Print

These are exclusively public, social dates and does not include any private time. Your investment includes only my time and companionship — nothing more is expected or implied.

All FMTY travel requires airfare (First-Class, Business, or Coach Upgrade flights). DMTY travel requires ground transportation reimbusement. I organize all my own travel and hotel arrangements. Your investment includes air/ground transportation, separate 4/5-star hotel rooms, concert tickets, any concert merchandise, and meals/drinks. All details will be discussed/agreed upon after screening but before receipt of deposit.

Screening is required for NEW clients to promote my safety. In addition to a third-party background check, it may also include a video chat get to know each other better before we meet. Screening will be conducted prior to confirming our trip and before a deposit is made. Please see the Screening and Etiquette page for more details.

Your total investment will be provided to you prior to confirming our meeting and after screening. Our trip requires a 50% deposit and all travel expenses paid beforehand that may be made through CashApp or Venmo, with the balance due in US dollars when we meet unless prior arrangements have been made.