Harry Caray's Italian Steakhouse
Quick info
About Harry Caray's Italian Steakhouse
Harry Caray's Italian Steakhouse is an Italian steak house on W Kinzie St in Chicago, its walls filled with sports memorabilia and photos of visitors over the years. The menu runs sixteen dishes deep, pairing steaks with Italian staples like tenderloin linguine, and starting with warm bread and butter or a calamari order. Key lime pie closes out the dessert list. Seating stretches from the dining room to the bar, and servers occasionally lead guests down to a hidden speakeasy area in the basement. A private dining room accommodates groups, and the step-free entrance suits visitors with mobility needs. Dogs are welcome in appropriate areas, and high chairs are available for families with young children. Reservations are recommended, and valet parking is offered on site. For those eating off site, the kitchen also handles takeaway and delivery orders. It opens daily, covering lunch through dinner service.
Good to know
- ReservationsAccepts reservations
- ParkingOn-site parking · Paid street parking · Somewhat difficult to find a space
- AccessibilityHas wheelchair-accessible car park · Has wheelchair-accessible entrance · Has wheelchair-accessible seating
- Good for kidsGood for kids · Has changing table(s) · High chairs available
Menu & Prices
16 dishes- 12oz Filet Mignon
- Harry's Calamari
- Key Lime Pie with Whipped Cream
- Shrimp Scampi
- Harry's Chicken Vesuvio
- Meat
Reviews
What reviewers say
Reviewers most often mention filet steak, warm bread with butter, calamari and key lime pie.
What reviewers say
Reviewers most often mention filet steak, warm bread with butter, calamari and key lime pie.
Customer Review Summary
Steaks draw the most consistent praise, with the filet and bone-in ribeye repeatedly described as cooked exactly to order, well-seared, and tender, often paired with garlic mashed potatoes or fries. Close behind, the tenderloin linguine and the four cheese toasted ravioli get singled out as standouts, alongside warm bread service and complimentary chips that several mention fondly. Cocktails, including an Old Fashioned and an espresso martini, and desserts like key lime pie and a baseball-themed treat also draw repeat mentions. The memorabilia-lined, historic setting and attentive, efficient servers are cited again and again as central to the experience, with some noting hidden extras like a basement tour or a speakeasy upstairs. A few dishes fall short of the mark, with one reviewer calling the spaghetti and meatballs basic and the meatballs weak, and another objecting to piped-in pop music clashing with the old-school theme. One diner also reports a server pressuring them repeatedly about tipping and making an ethnically presumptuous remark as they left, an experience they found unprofessional despite otherwise enjoying the calamari and dry-aged ribeye. Several reviewers mention packing up leftovers and being sent off with warm bread as small touches they remembered afterward.
Customer Review Summary
Steaks draw the most consistent praise, with the filet and bone-in ribeye repeatedly described as cooked exactly to order, well-seared, and tender, often paired with garlic mashed potatoes or fries. Close behind, the tenderloin linguine and the four cheese toasted ravioli get singled out as standouts, alongside warm bread service and complimentary chips that several mention fondly. Cocktails, including an Old Fashioned and an espresso martini, and desserts like key lime pie and a baseball-themed treat also draw repeat mentions. The memorabilia-lined, historic setting and attentive, efficient servers are cited again and again as central to the experience, with some noting hidden extras like a basement tour or a speakeasy upstairs. A few dishes fall short of the mark, with one reviewer calling the spaghetti and meatballs basic and the meatballs weak, and another objecting to piped-in pop music clashing with the old-school theme. One diner also reports a server pressuring them repeatedly about tipping and making an ethnically presumptuous remark as they left, an experience they found unprofessional despite otherwise enjoying the calamari and dry-aged ribeye. Several reviewers mention packing up leftovers and being sent off with warm bread as small touches they remembered afterward.
Featured reviews
- Titus Shaffer
“This is a top notch restaurant especially for the cost which I feel is on the lower end compared to many fine dining establishments. It's reputation is well earned. Very attentive and professional wait staff. They are always there when needed without being on top of you which is the mark of a professional server. Truly left nothing to be desired and I will return. Carlos was outstanding!”
- Tina Hardy
“I had a lovely dinner here tonight. Everything, from the calamari, to the Chicken Vesuvio, to the flourless chocolate cake, and the drinks, was delicious. And the service was impeccable. Highly recommended.”
- Wes Bradford
“Always a pleasure to eat at Harry's. The service is top notch, the food is excellent, and they have terrific cocktails and craft beer selections. Went this evening to celebrate a birthday. If you go for a birthday, make sure to try the baseball dessert. So good, and a lot of fun!”
- Ani B
“Awesome experience! Food was amazing , and fresh! Lupe was my server amd he and the team where on top of it! They refilled my drink without pause. As a single person they usually dont pay attention to you because your ticket isn't big, but I felt like a Queen!”
- Js c
“The beef sliders were delicious. We also ordered the Chicken Vesuvio, but it wasn’t really my flavor. The restaurant can get very busy during peak hours, so we went around 3 PM to avoid any issues with availability. The staff was very friendly, and the calamari was also delicious.”
Hours
- Monday
- Tuesday
- Wednesday
- Thursday
- Friday
- Saturday
- Sunday
Highlights
“Steaks & basic Italian dishes in an old-fashioned setting filled with lots of sports memorabilia.”
- Has fast service
- Has great beer selection
- Serves great cocktails
- Serves great dessert
- Has great wine list
- Serves local speciality
Amenities
- Has Wi-Fi
- Has wheelchair-accessible car park
- On-site parking
- Accepts reservations
- Dogs allowed outside
- Has no-contact delivery
Show more amenities
- Offers takeaway
- Serves dine-in
- Family friendly
- Has bar on site
- Casual
- Offers kerbside pickup
- Offerings· 9
- Serves alcohol
- Serves beer
- Serves cocktails
- Serves coffee
- Serves comfort food
- Serves late-night food
- Has private dining room
- Serves spirits
- Serves wine
- Facilities· 1
- Has toilet
- Parking· 3
- Paid street parking
- Somewhat difficult to find a space
- Valet parking
- Family-friendly· 4
- Good for kids
- Has changing table(s)
- High chairs available
- Has kids' menu
- Service options· 2
- Offers delivery
- On-site services available
- Dining options· 7
- Serves lunch
- Serves dinner
- Has catering
- Has counter service
- Serves dessert
- Has seating
- Has table service
- Popular for· 3
- Popular for lunch
- Popular for dinner
- Good for solo dining
- Crowd· 4
- Good for groups
- LGBTQ+ friendly
- Popular with tourists
- Transgender safe space
- Highlights· 7
- Has fast service
- Has great beer selection
- Serves great cocktails
- Serves great dessert
- Has great wine list
- Serves local speciality
- Good for watching sport
- Atmosphere· 3
- Cosy
- Historic
- Trendy
- Accessibility· 4
- Has wheelchair-accessible entrance
- Has wheelchair-accessible seating
- Has wheelchair-accessible toilet
- Does not have assistive hearing loop
- Planning· 2
- Lunch reservations recommended
- Dinner reservations recommended
Location
Steakhouses near Harry Caray's Italian Steakhouse
- Roka Akor4.62,2320.2 mi$70–80
sushi and sashimi, skirt steak, edamame
- Adalina Prime4.66381 mi$70–80
salt library for steaks, mashed or whipped potatoes, brussels sprouts side
| Place | Rating | Distance | Price | Mentioned in reviews |
|---|---|---|---|---|
| Harry Caray's Italian Steakhouse | 4.63,800 | — | $15–30 | filet steak, warm bread with butter, calamari |
| Roka Akor | 4.62,232 | 0.2 mi | $70–80 | sushi and sashimi, skirt steak, edamame |
| Adalina Prime | 4.6638 | 1 mi | $70–80 | salt library for steaks, mashed or whipped potatoes, brussels sprouts side |
The 2 nearest steakhouses by distance. Ratings, hours and review terms come from public business profiles.
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