Reggie’s Trainwreck Rooftop Deck

If I could give this place zero stars I would. By far the worst service I have ever experienced. We had to seat ourselves and then was never waited on. We sat and never even received menus. At one point a waitress stopped by to say that she would come back to clean the table off but she was never seen again. We got up and left and 6 hours later they probably never even noticed.

Just Awesome.
–Outside Raised Deck
–Cool Of Showers
–Awesome Bartenders
–Stiff Drinks
–BasketBall Hoop
–Plenty Of T. V’s
–Cigs Available Downstairs
–Great Lunch Specials
-$$$
–Drinks Can Be Pricey Due to The Amazing Chicago Afternoons & Evenings.

Nice rooftop patio to enjoy some drinks outside. They do have a nice canned beer selection.
I ordered the tater tots, which didn’t disappoint and the stuffed mushrooms were pretty tasty, although nothing to rave about.
However, the staff is inattentive and unprofessional. It’s unappealing to have your server, open-​mouth eating while you’re trying to place an order. Other staff were also rude, loud and inappropriate. It’s pretty dirty with disgusting bathrooms and I was served a can of beer with so much dirt and dust/​hair stuck to the top of the can, that I had to wash it before drinking out of it (because my server was MIA)
I probably won’t be becoming a regular any time soon…

I would give Reggie’s 0 stars if I could. Great bar and rooftop; horrible customer service. Loved Reggie’s and continued to support them despite sporadically abysmal service because it’s relatively close to my office. We’ve held several after-​work functions here and I hoped to continue to patronize them because of their proximity. After having drinks spilled on me and my boss by an unapologetic waitress and a serious run-​in with a nasty barkeep over an aggressive patron playing pool, I’m done with this establishment. I told the unprofessional bartender (who did not overhear the altercation, but sided with the jerk patron) as much and he agreed that I should never return after calling me a liar. I thought it best to exceed his request and share this incident with my friends, family and Unilocal so that they can be forewarned of how Reggie’s treats patrons. This venue goes by 3 different names and trust me — they all suck.

Love going there on Tuesday nights with my friends for the wings upstairs is way better then down stairs

Junior and the rooftop crew kick arse! The food here is only exceeded by the great service. No better rooftop for miles around. And great specials every fucking day!

Good drinks. The rooftop is gorgeous on a warm night. They wouldn’t let us carry alcohol from the ground floor upstairs and vice versa which proved more annoying than you’d think. The band downstairs was really good too.

Rooftop fun. Friendly waitstaff, pool, bball, middle level is full of vinyls to browse through. Lively, great atmosphere.

–My first time at this rooftop deck and I’m a fan! This is a perfect place to grab a drink or a bite to eat on a nice Chicago day. The rooftop has a great relaxed atmosphere with outdoor bench-​style seating. The rooftop is pretty big and has a lot of space. They have a couple of TVs by the bar. There’s also pool and a basketball hoop that you can use at anytime! Just be careful if you’re not the best shot, the hoop basically overlooks the side of the building! Parking was pretty easy to find.
–Food that I got was pretty good. I got the chorizo burger (½ off burgers on Thursdays when you buy a drink). The chorizo patty was flavorful and a great surprise. The burger came with a side of a peppery sauce, which by itself doesn’t have much taste but goes well with the flavorful chorizo. Fries were very tasty with the burger. The only let down was that egg I got with the burger was overcooked. There are other daily food specials and I’ll definitely try some of those.
–Service was good. It wasn’t too busy when I went with a group of 5 but the waitress was quick and responsive. The food came out fast and I never found myself thinking, «Where is my food?» A great sign.
–All in all, a great atmosphere in the South side of Chicago with tasty food.

Love. it.
I have no idea how it took me this long to discover this place, but I love it. Crowd was cool, atmosphere on the rooftop is unlike any other place that I’ve ever been to, but where Reggie’s stood out for me is the staff. Friendly without TRYING to be friendly, if that makes sense. I felt like I was drinking at a buddy’s house, but a buddy that has a bar and basketball hoop on his roof. Since none of my friends actually have a bar and/​or basketball hoop on their roof — and some are lucky just to have a roof to begin with — then Reggie’s best get used to this grill of mine.

This place was awesome, beers were cheap workers have a great attitude, ambiance was nice. I will definitely go back.

Unless your tastes skew d-​bag, you might end up agreeing with me that Reggie’s is one of the best bars in Chicago. I am talking about the whole Reggie’s complex, but have chosen to write about the roofdeck because that’s where I usually am when I go to Reggie’s. I could go on and on about this place, but I’ll just bulletpoint the things I enjoy most:
— Like most things South Loop, clientele is very diverse (whites, blacks, indians, asians, hipsters, punk rock looking-​dudes, young professionals, older couples who like to feel they’re still with it and there to enjoy a rock show, etc.) If you’re someone of color like me, you find that this is more important to you than the next person and it’s one of the best things about living in the South Loop. No place in the neighborhood seems to typify this more than Reggie’s – maybe Wabash Tap comes the closest
— In the summertime, playing the roofdeck pop-​a-​shot with the green line going by right behind is really unique and fantastic urban setting. In the wintertime they put a canopy over half of the roofdeck, and there’s a nice smoker’s patio and fire/​warming hearth for people to stand by when they go out there
— The specials are great, particularly on Monday and Tuesday. Bingo with Burke on Monday is also hilarious, but he can be abrasive and cantankerous sometimes so maybe think twice before bringing the easily offended or a date up there. Unless she is cool.
— I really enjoy the people who work there. You can tell they’re individuals with their own interests outside of work, and while maybe not trained in the formal art of «service» they from my view do a really damn good job and the management seems to give them freedom to use their judgment more than some other places you might see (this is just how it seems to me as an external observer, they might disagree)
— The rides and ticket specials to the local sporting teams is a great deal and perfect pre-​game option
— Street parking is a breeze

Fun place to have a few drinks with friends, shoot a few hoops, & enjoy some delicious chilli-​mac!

Trainwreck-​Appropriately named. I had been hearing nice things about the weekly Wed party there so I was excited to check it out for the first time. I arrived. Nice atmosphere. Good music, Lots of my friends there. I ran into 2 friends at the bar when I went up to order a drink. I ordered 2 for myself and asked my friends to order theirs on me. The skinny heavily tatooed bartender was serving us.
He got my drinks and then set one of the ladies’ drinks on the counter,
He told me $ 21. I told him fine but he still hadn’t got my other friends drink.
He told us we were ordering too slow and to pay him his money.
I asked «What kind of attitude was that?»
He then yelled «Pay me my Fucking Money»
I then told him Fuck You I’m not paying anyone who talks to me like that.
He then waived over security. I tried to explain to the security guard what happened and he said he understood but I still had to go and made up a story about 3 other people complaining about me. I told him that didn’t make sense since the only problem I had was with this bartender and I had only been there 15 minutes. He then got loud and agitated with me and told me I had to go. I complied.
When I got downstairs I spoke to another security person who seems a bit more reasonable and asked to speak to the manager.
Shortly after the manager walks by and he asked him to come over and talk to us.
He told us to hold on and came over about 10 minutes later.
I wasn’t very encouraged when he walks outside and immediately lights a cigarette before even saying a word to me. I explained to him what happened and he seemed quite uninterested and even annoyed that I had to take time out to speak to me.
To be fair he did apologize and say he would talk to the bartender with whom I had the disagreement but somehow I believe he was patronizing me and couldn’t wait to get back inside. He kept asking me «What do you want me to do about it?»
I’m told him it’s not for me to tell him his job, but at the same time I didn’t feel he handled the situation properly. Oh and he did say «Well I can’t let you back in, you’ve already been kicked out». I told him that I wasn’t trying to get back in and that I wouldn’t be coming back again.
Again the manager seemed completely unmoved.
I tried to give 0 stars but it wouldn’t let me post.

Fun place to go for drinks on a sunny day. Cheap drinks, great service, no frills, but a fun outdoor space. Pool table and basketball hoop included, and on hot days they have misting water spraying to cool you off. Sometimes there’s even a band playing on the rooftop, which is super fun. Overall, one of my favorite local bars.

A friend got us a $ 10 ticket for all you can eat and White Sox baseball ticket. Now that is a good deal. They have BBQ going the whole time with different meats an side, you eat till 12:30 and they will shuttle everyone to the game. And after the game they will shuttle you back and you can eat again before heading home. Is a great deal for a Sunday activity.

We swung by Reggie’s rooftop last night before we hit the Sox game. We thought, «$ 1 tacos and half price drafts?! Can’t beat it!» Unfortunately, we left the place hungry and a bit disappointed. Here’s what happened:
When we got to the bar, it was roughly 5:45 PM. The place was already pretty busy, so we posted up at the bar and ordered there. The bartender that helped us mentioned that he was off at 6:00, so it’d be best if we didn’t start a tab. That was the first bad sign. If we want to start a tab, please let us. We’ll be sure to tip appropriately, but do not discourage us from paying the way that we’d prefer. Annoying.
Still, we closed the tab right away so that our bartender could leave at 6:00PM and still earn a tip on our bill. We ordered a few drinks and some food. All good. Our hunger was starting to set in, so we couldn’t wait for some of that delicious fare.
20 minutes later. No food.
30 minutes later. No food.
45 minutes later. No food.
Finally, that same bartender approached us and mentioned that they did not have a kitchen runner, and the order was never put in. The bartender started calculating the food we ordered and said he’d pay us back for it with cash. You could tell that he was upset, which caused us to sympathize with his situation. We asked for a few free beers, which he happily delivered.
Unfortunately, I think the rooftop had a staffing issue last night, and the bartender that was helping us fell victim to that. I’d been dying to try the food at Reggie’s since I heard it was pretty good, but did not get the opportunity to last night. Damn.
I trust that Reggie’s will pull it together and get back on track after a bit of a hiccup last night. We really enjoyed the atmosphere and it was nice that the bartender helping us gave us a few free beers (it would’ve been nice if he offered rather than us having to ask, though!).
We’ll give Reggie’s another shot, but we expect an improvement upon last night’s experience!

Probably everyone who lives on the Southside, especially the South Loop, has been to Reggies at one point in their life. Its a place known for its concerts, cheap drink and lunch specials and its outdoor rooftop.
If you go to Reggies with anything over the expectation of getting drunk for cheap, hanging out with friends or playing pool, then you may be disappointed. Otherwise its perfect for those 3 things. They usually have some type of wing special on certain days (.50 cent wings) and the wings are pretty good (very good at that price). And they have drafts and basically any other cheap liquor you want. I wouldn’t go here trying to order some 40 year old Cognac.
Bartenders are real cool but when this place gets packed (and it gets packed), they are overworked seriously. Waiters/​waitresses too. Thats probably the only real negative. Trying to get a table after 5 in the summer on a workday may be a real problem. And because its so packed, you may have to track your waitress down to get your orders in.
Wanna go, hang with some neighborhood hipsters and get blasted for cheap, hit Reggies.
Wanna drink a 30 yr old Scotch and talk about stocks, go elsewhere.

Really Cool Rooftop! Totally came her on a whim and it had an awesome island feel. Even the guy who checked ids was friendly. The service however for food was seriously bad.
When i first walked in I heard some guy yelling at the waitress” NO! I want to see your manager’s manager”. I didn’t understand until I ordered my food and it took about 45 mins for 8 wings.
I would be back to drink, but not to eat.

This is a cool place to go and just chill and on top of that they have some good food.
Since they don’t have a children’s menu we ordered my grand daughter a hot dog. I can still taste my grand daughter’s hot dog in my mouth… Oh this isn’t one of those thin finger looking hot dogs but it actually filled up the bun. OMG, they know what a real Hot Dog is, I mean it was thick and it was flavorful and once everyone took a pinch of my Grand baby’s Hot Dog she was guarding it with her dear life… lol She is only 3 but she gripped her hot dog with both hands and gave all of us the side eye like no one else better touch my Hot Dog!!! I can’t wait to go back and order my own Hot Dog… lol
I have been here about 5 times now and I have not been disappointed yet!!! The Burgers are clearly cooked fresh and the wings, whew they make you want to order more they are so goooooooood!!!
I also liked the the fact that when they made a mistake with the amount of pieces of chicken they gave us that they were apologetic and sent up an extra wing! If you want more than the small cup they give you of Ranch Dressing remember that is extra!
I would say as a side note if you have a
coupon that your drinks will be full price and that was a shock to us, as a courtsey after we spent well over 150.00 dollars for the group you would think they would have given us our two drinks for the special price but they didn’t so now I know don’t order the drinks unless I want to pay full price. I don’t know how it works with Groupon but I do know on their Half Price Sandwich day you can not use your Groupon so it ended up being cheaper for us to use our Groupon at another time.
Our last visit we ate up at the rooftop for the first time it was so nice and with the group of us it made it even more fun especially with their outdoor shower… fun, basketball hoop and just the wait staff and other customers…
I would tell anyone if you want a great burger go to Reggie’s!!!