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Reggie's Trainwreck Rooftop Deck

3.4 (104 reviews)
ModerateBars
Open • 11:00 am - 2:00 AM (Next day)
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Reggie's Trainwreck Rooftop Deck Photos

REGGIE'S TRAINWRECK ROOFTOP DECK ATMOSPHERE

What's the vibe?
Moderate noise
Divey
Casual
Live music

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Recommended Reviews - Reggie's Trainwreck Rooftop Deck

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Reviews With Photos

Huge fried pickle spears
Christina B.

Visited my friend in Chicago and she said we had to try the wings. I could see how this place would be awesome in the summertime but it was not as cool on a 10 degree February night. It was super packed so we had to play musical chairs until we could scoot close enough to a table. For how busy it was, the service was super quick. We got drinks right away and the food took longer but it wasn't too bad of a wait. It's right on top of the L line which came by every few minutes so it felt like an authentic Chicago experience.

the outdoor dining area
Dakota B.

Come for the music, atmosphere, and drinks. The food is sub par but does the job. The wings are pretty good. The burgers are nothing extraordinary. The rooftop is set up for winter & is warm. Amazing service.

Janelle S.

Fun hangout. Totally chill. Lots of seating. Music was fun, little loud for a decent conversation. Food was sooooooo good. We had wings, fries and onion rings. Service was a little slow to acknowledge us but after we got our order in service was fine. Drinks were strong and good. My one margarita should have been enough but of course I had several. Fun times. Liked the atmosphere. *Restroom upstairs near the bar was a Trainwreck! I didn't even want to wash my hands. :( Hopefully that was a one time thing. *

bar area

I was overwhelmed with hospitality by Emily the bartender. Felt like I was a regular who's been coming here 20 years. I love dive bars so much and this was perfect. Great music and Emily was very knowledgeable about the area and her drink recommendations. Didn't dine but the guests around had wonderful looking food. Will be back every time I'm in Chicago. The world needs more bars like Reggie's and more bartenders like Emily.

All Day IPA

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10 years ago

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11 years ago

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13 years ago

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13 years ago

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7 years ago

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13 years ago

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8 years ago

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7 years ago

Awesome service. Professional through and through. Bouncers with IQs above 65. Not to be missed.

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10 years ago

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9 years ago

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6 years ago

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12 years ago

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7 years ago

I love this one,great place,music,food and cheap drinks!!!I highly recommend this place!

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8 years ago

Cool place. Live music great vibe. Cool people. Will go back daily if I go to RSNA again.

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6 years ago

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10 years ago

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Photo of Em A.
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8 years ago

Nice place to hang out during the summer. Beers are cheap. Food is good. They even have a shower to cool off under I'm the summer.

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5 years ago

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11 years ago

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8 years ago

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12 years ago

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7 years ago

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10 years ago

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10 years ago

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10 years ago

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7 years ago

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9 years ago

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7 years ago

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8 years ago

sick place to have some fun. been my spot for years, keeps gettin better. Great to grab some eats and drinks before or after a show.

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10 years ago

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12 years ago

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12 years ago

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8 years ago

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12 years ago

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7 years ago

Good time. Easy spot to get to... Train or street parking. The service was good. The chicken wings were delicious.

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11 years ago

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10 years ago

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14 years ago

Rooftop basketball, free pool, bags, outdoor shower, food and booze. Amazing.

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Page 2 of 3

Ask the Community - Reggie's Trainwreck Rooftop Deck

Review Highlights - Reggie's Trainwreck Rooftop Deck

“Really, REALLY good barbeque ribs AND a free pool table.”

Mentioned in 3 reviews

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Fatpour Tap Works McCormick - Coastal Cobb Salad

Fatpour Tap Works McCormick

3.9(438 reviews)
0.2 mi•Near Southside
•$$

My husband and I were seated upstairs for NFL Sunday. Jess was warm, funny, knowledgeable and…read moregenuinely invested in making sure we had a great experience. She asked what we liked, helped us navigate the beer selection and recommended a hazy that was spot on. While we were still talking, our beers magically appeared. She laughed and said, "Welcome to Fatpour. This is the service you'll always receive here." That perfectly captured Jess. She wasn't just doing her job--she genuinely cared. We noticed the same woman constantly jumping in to help the staff. Jess smiled and called her the "captain of this ship." Watching her manager work was just as impressive. She wasn't standing around acting like the boss she was right beside her team bringing drinks, grabbing dishes and helping wherever needed. We asked Jess if she ever felt nervous having her manager around, who we found out is the General Manager and her answer said everything. she loves when her manager is there. She told us her manager supports her, teaches rather than tears people down, and still holds everyone accountable when necessary. Jess told us she has felt supported all around since her first day and that her colleagues have truly become like a family. Honorable shoutout also to the gentleman who was working amongst them with the rad leg tattoo! We dont hope just Fat Pour is here next time we visit but that this same crew is here

Good place to go if you arrive late to the hotel and need a bite to eat. They closed at 2am…read more Your basic bar scene, mult-TV screens with games on. Typical bar food, appetizers, pizza, handhelds, drinks...etc. Nice staff. Food was average. It's not bad but it's not amazing either but it will be satisfied for foods

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Fatpour Tap Works McCormick - Crabcakes, mushrooms, and brussels sprouts side

Crabcakes, mushrooms, and brussels sprouts side

Fatpour Tap Works McCormick - Roasted Half Chicken

Roasted Half Chicken

Fatpour Tap Works McCormick - Fatpour Smash Burger

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Fatpour Smash Burger

Apolonia - Pistachio ice cream

Apolonia

4.4(346 reviews)
0.2 mi•Near Southside
•$$$

Apolonia absolutely deserves 5 stars for the brunch service. My daughter and I were looking for…read morebreakfast around 11:00 this past Sunday, only to find many places ended breakfast before that. Apologies was nearby our hotel, the Marriott Marquis. We started with a cappuccino and an O.J. Both were perfect and my daughter commented that it tasted like they had just fresh squeezed the oranges moments ago. We considered ordering the pastry tower, but instead opted to share three dishes. It eneded up being more food than we could finish. Portion sizes were big, especially for the quality and price. We shared 1 savory and 2 sweet dishes: the banana business croissant, the warm cinnamon roll, and the fritatta Espinosa. Each one completely impressed us and we're so delicious. We told the server we couldn't belive they were both baking high end pastries like this and preparing amazing savory dishes. Overall, our service was quick and friendly. The room was clean, spacious and modern. If I visit Chicago again from the East Coast, I would happily visit Apolonia again. I would love to try some of the brunch drinks and more items.

We were looking for somewhere to get dinner before a concert at Soldier Field and I'd had this…read moreplace bookmarked (mostly for their pastries which we didn't try but I liked this meal enough to go back and try those things). They were really fast and good at getting us out super promptly, which was appreciated. I didn't take a photo of everything we ate so I don't remember all of what we ordered. The food was good but a four stars because some items were really delicious (the black truffle bread and mussels toast for example, maybe some of the pastas) but some of the items were just fine (e.g., red prawn carpaccio). If Yelp did fractional stars, I'd probably do a 4.5 or 4.25, but because the food is more expensive I expect every dish to be more impressive. I found the pistachio dessert that a lot of people mentioned in the reviews to be underwhelming although fun to look at (however what I care about is taste).

Photos
Apolonia - Bar

Bar

Apolonia - Salmon crudo

Salmon crudo

Apolonia - 08.21.25 Kale and brussels sprouts was also good.

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08.21.25 Kale and brussels sprouts was also good.

Reggie's Trainwreck Rooftop Deck - bars - Updated October 2026

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