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Cadillac Jack's

4.6 (45 reviews)
Open • 10:00 am - 10:00 pm

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CADILLAC JACK'S ATMOSPHERE

What's the vibe?
Live music
Trendy
Happy hour specials
Outdoor seating

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Recommended Reviews - Cadillac Jack's

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Sliders... good, but nothing special.
Chris E.

Cadillac Jack's is basically a music themed roadhouse that probably features some great local live music. Unfortunately, we visited on a Sunday afternoon and not only was it pretty slow, but they actually close at 6:30 on Sundays - which we all thought was kind of odd?!? Located on the southwest side of Bloomington, IL, it''s a pretty cool vibe, and I'd really like to come back when there's a band is playing. We sat inside, but there is also a large patio area that is both covered and uncovered. Again, we arrived around 5:30 and we were one of two to three tables there. Our server was great. He was prompt, and served everything with a smart-ass remark or a sarcastic comment - which was great. We were a group of 10 adults, and a mix of college students and parents. He "read the room" perfectly, and his comments were funny without crossing any lines. The food was good. Exactly what you would expect at a place like this. I had the sliders, and they were good. My kids had the chicken tenders and they were huge, perfectly cooked and delicious. The garlic cheese curd appetizer was also really good. My wife had a Western Burger and she said it was great. Another person had the Philly Steak Sandwich and they said it was just okay. So the food was better than average, but the real reason to hit Cadillac Jack's is the value. The prices are extremely affordable compared to other restaurants serving similar food. I'd love to come back during a busier time.

Local beer and bar
Wendy H.

Greeted right away! Country music playing, baseball game on. Very friendly bartender, Mike, found us a local beer to try and ordered our pizza. Homemade pizza was our decision on lunch, great choice.

Chris N.

Service was good, music was good. Pretzel sticks and beer cheese were great as was the double cheese burger. Burger was the smash kind, nice soft bun, fresh tomato, lettuce, and onion. Fries were crisp. Can't ask for more.

Supreme pan pizza.
Miss S.

What I liked: 1. Was greeted right away by a very friendly server. Was told I could select a table. I hate it the awkwardness of picking up carry out at a bar. I never know where to go to pick up. No awkwardness here. 2. Friendly staffer brought over my order right away. We ordered a Supreme pizza and garlic cheese curds. 3. The food. The pizza was exactly what I expected. The sausage had fennel in it. The rest of the pizza tasted perfect. Just the right amount of sauce. The sauce was not bitter. It was flavorful and not sweet. The cheese was gooey delicious. The garlic cheese curds are a must try. 4. The parking is plentiful.

Loaded Cheese Kegs
Elvira K.

Drove down from Chicago to visit the zoo and history museum. Stopped here for lunch/dinner. A friend ordered the western double burger and I had the Philly Cheesesteak with extra meat. Both were excellent. Also had onion rings with honey mustard dip. Highly recommend. Appetizer was Loaded Potato Kegs. Soooo good I have to figure out a recipe for home. Place was empty, but this close to 2 Universities, I'm sure they get their fill later. Appeared to have a very well stocked bar and selections. Looks like a hole in the wall from outside, but very deceiving. It is beautiful, clean, and spacious inside.

Double cheeseburger with french fries!
Dustin F.

I got the nachos app and the the double cheeseburger with french fries. Sadly the nachos app is not listed in my pic as me and my father devoured it. The two cheeses I got with it were nacho cheese and beer cheese. The nacho cheese had a tang to it, like it had grounded up nice jalapenos in it. The beer cheese was a basic cheese sauce, but wasn't spicy. It tasted rather amazing! The double cheeseburger was an ok size, but not as big as other bar food in town. I'd compare it to more or less like a DQ double cheeseburger or so. The french fries? Man, were they amazing and tasty! The right amount of salt on it, and the fact they were so soft to bite into. They were still nice when I had arrived home to eat my meal. As far as ordering drinks such as beer goes? It's rather easy to do. You go up front and just sit or stand at the bar to get your drink. I'd suggest going during non busy hours myself. The staff were friendly and greeted me right away too. There was one man working there, but didn't see or catch his name. Customer service was top notch. He explained to me the jalapenos are in the nacho cheese sauce, and soi gave me it and the beer cheese at no extra charge. Although he was technically correct, they are grounded up nice in the nacho cheese. Cadillac Jack's, you guys get an awesome rating from this boy. Keep up the amazing work you guys do!

Food was amazing, we we shocked at how reasonable the bill was when it came, service was top notch and they gave great recommendations. Super clean! Will definitely be back!

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5 months ago

Service was excellent, food was excellent and our entire experience was excellent! Will definitely stop again if we are in the area!!

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5 months ago

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1 year ago

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2 years ago

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Bill B.

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1 year ago

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1 year ago

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2 years ago

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2 years ago

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Bill B.

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2 years ago

In town for business and came for lunch. Great service and the hamburger and onion rings were off the chart. Highly recommend !

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Bill B.

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6 months ago

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3 years ago

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1 year ago

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1 year ago

We stopped in for lunch on a road trip and the food and service was great. Will stop In again !!

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Bill B.

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3 years ago

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2 years ago

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1 year ago

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2 years ago

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1 year ago

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2 years ago

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2 years ago

The wings were amazing. I had the Carolina reaper sauce and it was very spicy and full of amazing flavor. Best wings in town.

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Bill B.

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2 years ago

Good food and prices. Cute inside and very friendly. Good place for children not to loud since there is a bar inside

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1 year ago

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2 years ago

This place is so welcoming! Great drinks and the service was amazing! The bartender self made mixologist is an absolute delight of a human.

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3 years ago

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2 years ago

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3 years ago

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3 years ago

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2 years ago

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2 years ago

Great food. Great staff. Great location. Great quality. Wonderfully relaxed. Plan on making this a regular dining experience!

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2 years ago

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4 years ago

I'm sorta a regular. Great atmosphere. Good food. Friendly staff! The bands are nice and it's always pretty chill.

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3 years ago

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3 years ago

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3 years ago

Great staff, nice place. Don't sleep in the pizza amazing hand tossed but the best kept secret is the deep dish. Best in town!!

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4 years ago

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3 years ago

Great food, great bang for your buck, bartender was very sweet! Would definitely recommend!

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6 years ago

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Cadillac Jack's - bars - Updated November 2026

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