I have many decades of experience singing and playing guitar, I do a wide variety of popular tunes, ranging from Beatles, Beach Boys, Bono and everything in between. I 've played virtually every type of venue imaginable. I've recently performed at:
Mac’s On Slade (Palatine)
The Berghoff Restaurant (Chicago)
WDCB Radio Concert (Glen Ellyn)
Uncommon Ground (Chic.)
Bella Mia (Midlothian)
Fatty McGoo’s (Bolingbrook)
Firewater Saloon (Edison Pk)
The Alibi ((link hidden)arles)
Manhattan’s (Wheaton)
Red Arrow Tap (Elmhurst)
Harp & Fiddle (Park Ridge)
Prairie Kraft Brewery (Buffalo Grove)
Copper Fiddle (Lake Zurich)
Ivy Restaurant (Wheaton)
Patten House (Geneva)
Mullens (Lisle)
Bar Evolution (Batavia)
Hired Dean for a family birthday on the hottest day in June and we still had an amazing outdoor event in River Forrest. Dean was a hit with all the people attending. I would definitely recommend Dean for any type of event. He did an amazing job. We will definitely hire him again. Thanks Dean!
Response from Dean Milano:
Hey, thanks! Fun party!
He was at our memory care facility for a family event and they just loved him. We will definitely have him back!
Dean was great he’s been playing since the 60’s with a ton of gigs under his belt. He has a huge song selection you can choose from and if a song isn’t in his selection he will learn it and play it. He delivers! I requested It’s Our Anniversary Song he learned it in a couple days put a twist on it and delivered. Everyone loved Dean & I will be hiring him again. Hopefully for the 4th of July or Father’s Day. He’s very professional & punctual, he also dresses nice. He wore a nice island shirt to match our island theme.
Dean completely levelled up our event. He was professional, had a great selection of songs, and of course, he sounded great.
Looking forward to the next time we can work with him! Thanks, Dean!
Response from Dean Milano:
Hey, thanks a bunch Riley! I had a really nice time.
Price Range: Contact for rates
| August 10, 2024 • 3:00pm - 5:00pm | Festival |
| June 28, 2024 • 7:00pm - 9:00pm | Cocktail Party |
| June 24, 2023 • 6:00pm - 8:00pm | Birthday Party |
| June 10, 2023 • 3:30pm - 8:00pm | Graduation |
| May 11, 2023 • 2:00pm - 5:00pm | Anniversary Party |
| April 27, 2023 • 5:00pm - 6:00pm | Cocktail Party |
| November 04, 2021 • 5:00pm - 7:00pm | Nonprofit Event |
Chicago, IL 
Singing Guitarist
16 Verified Bookings Lane L. said “Mark was on time and very accommodating with the plan working with the Trump Hotel Events Manager and our photographer. This was a ~3 week plan for my…”
Denver, CO
Singing Guitarist
47 Verified Bookings Tiffany K. B. said “Jonathan was amazing. He is super talented- knows 500 plus songs of many genres. He has the best personality and delivers his music in a fun, entertaining,…”
Chicago, IL
Singing Guitarist
46 Verified Bookings Caroline P. said “Rachel was a fabulous Adele! We surprised our friend with Adele at her birthday party and it was a huge hit!! She is a fantastic singer and performer…”
Nashville, TN
Singing Guitarist
24 Verified Bookings Cari R. said “Sarah has a great voice and is so talented. She was easy to work with and communicated well. We hired her for dinner music for a gala for 700 people and…”
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