Sinatra, Cigars, and Spirits - Dinner and a show

Step Back in Time: Sinatra, Cigars, and Spirits at Lindy's.

Get ready to transport yourself to the golden era of crooners, classic cocktails, and old-school cool. As part of our Dinner and a Show series, Lindy’s invites you to an exclusive evening of Sinatra, Cigars, and Spirits.  Join us in the Dining Room for a spectacular multi-course meal set to the iconic tunes of Ol' Blue Eyes, followed by fireside cigars on the deck. We are thrilled to partner with Arlington Pipe and Cigar, who will be hosting a premium cigar bar on the patio. Their resident cigar expert will be on hand to personally cut, light, and guide you through the perfect smoke. 

The Details

Date: Friday, October 23rd  Time: 6:30 PM – 9:00 PM  

Location: Lindy’s Dining Room & Deck  

Tickets: $85 per person (Plus tax & 22% automatic gratuity)  

Exclusive Add-On: Pre-purchase a premium 3-pack of cigars for just $35. 

 The Vibe: Classic, sophisticated, and unapologetically smooth. Dress to impress or come as you are—just be ready for an unforgettable night of food, music, and fine tobacco. 

Entertainment: 

Myles Hayes & Andrew Blendermann 

Myles Hayes:

Myles Hayes is one of Chicago's premier jazz and crooner vocalists, known for his smooth, timeless interpretations of the Great American Songbook. Inspired by legends like Frank Sinatra, Tony Bennett, Nat King Cole, and Dean Martin, Myles combines classic sophistication with modern charisma. A favorite at upscale venues, corporate events, weddings, and private celebrations, his polished performances create an elegant atmosphere while engaging audiences of all ages.

Andrew Blendermann:

Andrew Blendermann is a versatile singing pianist and entertainer with more than 20 years of professional experience performing throughout the Chicagoland area. Equally at home with jazz standards, classic rock, Broadway, pop, and audience requests, Andrew brings an engaging, interactive style to every event. Whether providing elegant background music or leading a lively sing-along, his extensive repertoire and ability to read the room make him a favorite for private parties, corporate events, restaurants, weddings, and community gatherings

 Must be 21+, reservations must be booked in advance. 

 Spaces are limited for this exclusive event. Click below to reserve your table today and let us fly you to the moon!