Gary Thomas: Sinatra Brunch at City Winery

2-49-25
Aug 16
Sun • 12:00 PM
Sun
Aug 16
12:00 PM
Gary Thomas: Sinatra Brunch
City Winery - Chicago
Chicago, IL
Get Tickets
A concert hall set up for a banquet, with red curtains, a stage, and tables with chairs.

About the Event

Prepare for a delightful afternoon as Gary Thomas: Sinatra Brunch comes to City Winery - Chicago on August 16, 2026 at 12:00 PM. Enjoy an engaging performance by Gary Thomas, who brings the timeless classics of Frank Sinatra to life in the heart of Chicago. This unique brunch event at City Winery - Chicago combines exceptional musical talent with a relaxed atmosphere, offering a perfect blend of entertainment and culinary enjoyment.

100% Buyers Guarantee
Shop with confidence knowing every ticket is backed by our Buyer Guarantee. Learn More
seating chart for City Winery - Chicago - Endstage 2 - eventticketscenter.com
View Venue Seating Chart

Nearby Performers

Generic Concert Event with Confetti
Outlander In Concert
Auditorium Theatre - IL Chicago, IL
A man plays a cello next to a woman playing a piano, on a stage with purple and blue lighting.
Yo-Yo Ma
Orchestra Hall At Chicago Symphony Center Chicago, IL
An orchestra plays in a warm, wood-paneled concert hall with a conductor leading.
Stewart Copeland
George Van Dusen Theatre At North Shore Center For The Performing Arts Skokie, IL
An orchestra performs live to a Star Wars movie projection on a large screen.
Star Wars - A New Hope In Concert
Orchestra Hall At Chicago Symphony Center Chicago, IL
An orchestra and choir perform in front of a large screen displaying characters from the game NieR: Automata.
NieR: Orchestra Concert
Orchestra Hall At Chicago Symphony Center Chicago, IL
Conductor leading an orchestra, with violinists in the foreground playing.
Chicago Symphony Orchestra
Orchestra Hall At Chicago Symphony Center Chicago, IL
A man in a black suit and hat plays a grand piano, smiling warmly to the audience.
Ludovico Einaudi
Orchestra Hall At Chicago Symphony Center Chicago, IL
Conductor leading an orchestra, with violinists in the foreground playing.
Chicago Symphony Orchestra
Hunter Pavilion At Ravinia Highland Park, IL
tchaikovsky
Tchaikovsky
Orchestra Hall At Chicago Symphony Center Chicago, IL

Gary Thomas: Sinatra Brunch Live in Chicago

Gary Thomas specializes in performing the iconic songs of Frank Sinatra, captivating audiences with his smooth vocals and authentic interpretations of the Great American Songbook. His "Sinatra Brunch" events pay tribute to the legendary crooner, featuring beloved jazz and classic standards that defined an era. Fans can anticipate an elegant musical journey through Sinatra's celebrated repertoire, performed with passion and precision.

City Winery - Chicago Event Details

City Winery - Chicago provides an intimate and refined setting for performances like Gary Thomas: Sinatra Brunch. Guests can enjoy table seating while savoring a menu of fresh, locally sourced cuisine and a wide selection of in-house made wines. City Winery - Chicago is a cashless venue, so plan accordingly for food and beverage purchases. Guests under 21 are welcome for brunch shows when accompanied by an adult 21+. Arrive early to settle in and explore the full food and beverage offerings before the show begins. Buy your tickets now.