black and white bed linen

Big Herm's Chicago Style Food

The Best Chicago Food you will taste outside of Chicago

About Big Herm's Chicago Style Food

Our mission at BIG HERM'S Upbeat CHICAGO street food is simple - We want to share the genuine, authentic "Chicago Style" flavors that has shaped our taste buds and captured our hearts. We want BIG HERM'S Upbeat CHICAGO street food to become a beloved dining mainstay in South West Florida, where locals and visitors alike can savor the true essence of Chicago without leaving the warmth of the Florida sun.

Chicago Style Comfort Food
Fresh and Flavorful

Join us on our journey as we bring a piece of Chicago's culinary legacy to South West Florida. At BIG HERM'S Upbeat CHICAGO street food, every meal is a flavorful connection to the vibrant streets and diverse tastes of the Windy City. Let our food be your gateway to Chicago's culinary soul!

Flavors

Delicious Chicago-style comfort food served from our food truck.

Location

We are located at 3946 Pine Island Road NW, Matlacha Florida 33993

Menu Highlights

Explore our signature dishes inspired by Chicago's culinary traditions along with something new all the time.

Daily Specials

Discover the selection of unique flavors, crafted to keep things exciting. From beloved Chicago staples to creative, unexpected twists — there's always something new to try, and it's always delicious."

Customer Reviews

See what our customers are saying!

Big Herm's food truck serves the best Chicago-style hot dogs I've ever had!

John D.
A red food truck is parked on a cobblestone street in an urban area, surrounded by tall buildings with European-style architecture. Leafless trees suggest a winter or early spring setting. Two folding chairs and a small table are placed in front of the truck, indicating a casual, outdoor dining setup.
A red food truck is parked on a cobblestone street in an urban area, surrounded by tall buildings with European-style architecture. Leafless trees suggest a winter or early spring setting. Two folding chairs and a small table are placed in front of the truck, indicating a casual, outdoor dining setup.

Chicago

The deep-dish pizza was incredible! Authentic flavors and generous portions. I can't wait to visit again for more delicious comfort food.

A food truck with a menu on the side offers items like tacos and burritos. The truck is positioned in front of a grand, historic building with intricate architectural details. A person wearing a light-colored top stands near the truck.
A food truck with a menu on the side offers items like tacos and burritos. The truck is positioned in front of a grand, historic building with intricate architectural details. A person wearing a light-colored top stands near the truck.
Sarah L.

Chicago

★★★★★
★★★★★