Harry Caray's Italian Steakhouse — Restaurant in Chicago

Story time: I would like to begin with, that Harry Caray’s Italian steakhouse was on our bucket list for a very long time just because we are a huge fan of Harry Caray a legend himself. It was a casual week night and we were in the area so we thought we should grab some steak since we have been to most places near by on Kinzie street in Chicago. We got at the restaurant around 8:30pm for our reservation and immediately seated. We ordered quickly since it seemed like waitress was rushing us as the restaurant closes at 10:00pm (fair enough). We are not huge drinkers so we jumped right on food, my bf ordered the steak and I had ordered shrimp scampi pasta and we were sharing a side dish of Mac n Cheese. All the food came at once which we appreciated. He had ordered his steak medium but it was over cooked and salty. We would have ignore the overcooked steak but since it was so salty that it was unpalatable. We took one bite and had to sent the steak back. Mind you my bf was so embarrassed because he has never sent his food back in his entire life. We have been to most iconic steakhouses in Chicago, like Gene & Georgetti, Boeufhaus, Maple & Ash, Gibsons, Chicago Chophouse, are only name a few.. but since we were already in the area and it was a casual low key night, we were shocked that the restaurant like Harry Caray will serve over seasoned low quality meat almost similar to Longhorn. Long story short we had to sent the steak back while we waited another 30 mins for new steak to come back, which was even the worst quality and overcooked again and this time with no seasoning at all . At this point we gave up. We saw servers around us cleaning the tables and started moving the chairs/ tables for closing time so we asked our waitress to get us a check. Shockingly, there was no apology. I have read the previous reviews for this restaurant specifically at this location on Kinzie and it seems like there is an automated response from the Manager replying that they will forward the concerns to the team but no actions have been taken to improve the quality and service for this location. I wouldn’t be surprise that I will get the same automated reply from the manager without any actions. I don’t think team at this location really cares about customer service or any improvement anytime soon. I will keep you posted if I hear anything back from the manager until then it was a huge disappointment in food for such an iconic restaurant like...

An amazing dinner, better than expected given the many high end steak & resto options in Chicago.

We spent day 1 before at a much more expensive steakhouse that we also truly enjoyed, but wanted to ‘turn it down a notch’ price wise. Well, we couldnt have made a better decision.

There was good availability and plenty of seating options for our 645p reso. The decor and history is definitely interesting both as a sports fan and a mob/mafia buff. Lots to see with memorabilia posted everywhere.

Service with Lupe was excellent. He explained the various dishes, checked with is often and did not rush us - something mentioned often at various restos especially with a seating for two. Water glasses were kept full at all times.

We ordered the 14oz pepper crusted NY, side sausage pasta and chicken vesuvio. Chose the side pasta as i was undecided between steak & pasta mains, so had both!

Steak was amazing (I’m a very picky & frequent steak eater). Chicken V was also excellent. Has the breast version but would probably choose the 1/2 chicken version next time. Pasta was as good as ever. We would order all three dishes again, no question. However, there was a lot of food and given we were travelling, couldn’t take it with us.

Value wise, cannot beat it. Its not the cheapest but when the equivalent steak the day before and at other higher end places, is U$80 vs U$62, thats great value.

After dinner, you can take a walk downstairs to view the mob hit man's original vault and escape tunnel. One small nit. We were first seated in a walk thru table. Asked for a change and initially, the one hostess seem perturbed by our request, despite there being plenty of tables avail. The Mgr or guy walking around as such, came to check and found us a great spot, without any attitude.

Overall, excellent dinner, service and venue. Will definitely be back next...

We dined at Harry Carey’s on August 11. We sat at the bar so we could watch the Field of Dreams baseball game. Interestingly enough, I had been inside Harry Carey’s the day before as I had taken the Chicago Gangster Crime tour and this restaurant (and the basement safe/hidden passageway) was on the tour as a stop. Firstly, there is a ton of history in this building. Loaded with great photos and news clippings. I could have spent two hours just looking at all that stuff alone. So over to dinner. We were greeted immediately at the bar by our bartender. Ordered our drinks and delivered within minutes. We were then handed a basket of homemade fresh cut potatoe chips lightly salted by which we devoured. So yummy. We shared a 14 oz strip loin steak, a wedge salad and grilled asparagus - served with complimentary buns and butter. Salad was fresh light and crisp with delicious dressing. The steak served perfectly (medium) and hot, as were the asparagus. We were too full for dessert so we took a tiramisu to go - eaten by my hubby who said it was the best he’s ever had with a slight hint of booze (not overpowering). I would highly recommend. If it wasn’t for the Gangster Crime Tour I would not have even considered this restaurant (I had checked out the menu the day before and all the servers were super friendly and welcoming). I believe they have a large private space upstairs too for large groups as both days there were large events. Also, all servers are male professionals who clearly take their roles seriously and work incredibly well as a team. Different people brought the food, the buns and cleaned up promptly. The level of professionalism was impressive. Again - these gents take great pride in what they do and do...