Chicago’s Top 15 Outdoor Rooftops/ Patios

It’s finally time to enjoy the summer weather and dine outdoors in Chicago!  One of my absolute favorite things about living in Chicago is the food of course, so when a restaurant has a good rooftop or patio, it instantly gets my heart.  I constantly get asked for recommendations on restaurants and bars, so I decided to round-up my top 15 places for the perfect outdoor dining!  There are a mixture of rooftops and patios, both trendy and casual- so it’s safe to say there is definitely something on the list for everyone.
If there are any that I missed, or any you’d recommend, I’d love to hear about them!!

1. Joy District
112 W. Hubbard St.312-955-0339

This new restaurant/bar in River North features eclectic menu items such as Grilled Spanish Octopus Tacos and Fried Amish Chicken.  The inside decor is awesome and definitely instagram-worthy! πŸ™‚

2. GreenRiver
259 E. Erie St. 312-337-0101
Located in Streeterville, this outdoor terrace space has a gorgeous view of the city and is perfect for a date-night or girls night out.  I highly recommend the Ricotta Cavatelli, it’s to die for!

3. Fremont
15 W. Illinois St. 312-874-7270
The Fremont is located in the previous American Junkie location, which is the perfect River North hot spot.  This Vegas-esque rooftop serves American cuisine and turns into the ultimate night-life spot after dinner.  Perfect for birthday parties or bachelorette parties, but also a great spot to grab a bite and a brew!

4. Cindy’s
12 S. Michigan Ave. 312-792-3502

This rooftop overlooks Milennium Park and has some of the best views yet! It’s located in the Chicago Athletic Association hotel,  If you are looking to get off of Michigan Avenue, but look down from above- this is the perfect spot to be.  The Lox and Bagels is a must for brunch!

5. RM Champagne Salon
116 N. Green St. 312-243-1199
RM is definitely a romantic spot, but their patio is absolutely adorable! Think a cobblestone alley with a Parisian-style oasis and french inspired cuisine.  They also make amazing drinks… My favorite is “Flower Patch Kids,” how cute is that name?!

6. City Winery
1200 W. Randolph St. AND 11 W. Riverwalk 312-229-5593

A West Loop must- and now a new location right along the Riverwalk!  Their award winning wine list has over 400 unique bottles from all over the world as well as 20 in-house produced wine.  In my opinion, I prefer this place for a Happy Hour drink, but they do have some pretty killer cheese and meats to pair with the wine!

7. Frontier

1072 N. Milwaukee Ave. 773-772-4322
Located in the up and coming West Town neighborhood, this place is a favorite of my friends and I.  The menu consists of super interesting items such as Hot Fried Alligator Legs, Turtle Bolognese, and Venison Shepherd’s Pie, to take you outside of your comfort zone.  They also provide a full-animal service including Goat, Wild Boar, Pig and Lamb- which would be so much fun to experience for a party as they serve around 10-15 adults.

8. NoMi Garden
800 N. Michigan Ave. 312-239-4030

This urban sanctuary is located 7 stories above Michigan Avenue in the Hyatt Hotel.  The cocktails are hand-crafted and so so good, not to mention it was rated as one of the top roof-top brunches in Chicago.  This is a perfect spot for a girls night or date-night.

9. Howell’s and Hood
435 N. Michigan Ave. 312-262-5310

Howell’s and Hood is a more casual but lively place right off of Michigan Ave.  The patio here is massive and they have the biggest and best craft beer list in Chicago- what could be better?! While your enjoying a beer, try the gourmet tots- they are amazing!!

10. Parlor Pizza Bar
108 N. Green St. 312-600-6090

This pizza place is not your typical Chicago-style pizza restaurant, however their pizza list offers a variety of different ingredients to please any palate.  In addition to their huge patio, they also have a rooftop bar.  Keep in mind, on warmer days this place gets packed and they won’t seat you until everyone in your party has arrived, so get there early to get a good spot outside.

11. Earl’s Kitchen & Bar
1538 N. Clybourn Ave. 312-929-3952

Located in Lincoln Park’s New City complex, this restaurant (which originally started in Canada) was named one of the top companies to work for in 2016 and after visiting here last weekend, I can see why.  Every member of the staff was SO nice and you could tell they really enjoyed working there.  The menu has a variety of different options such as Sushi rolls, Ribs and Chicken and also boasts an amazing lounge area with couches and fire places.

12. Whiskey Business
1367 N. Milwaukee Ave. 773-698-7362

One of Wicker Parks best rooftop bars, offers tons of TV’s and a massive whiskey list (hence the name).  This is a perfect after-work spot, or great for meeting up with some friends for some day drinking on the weekend.  Try the Crab Cake stuffed burger!

13. Big Star
1531 N. Damen St. 773-215-4039

Big Star is a bourbon and beer-focused, taco-slinging, late-night honky-tonk in the heart of Chicago’s Wicker Park neighborhood.  If you are looking for a great spot to enjoy Mexican street food, you will love this spot.  They also have a great drink menu and a shot special everyday of the week!

14. J. Parker
1816 N. Clark St. 312-254-4747
The J Parker is located above Hotel Lincoln, right on the border of Old Town and Lincoln Park and offers phenomenal views of the entire city.  They serve small plates created by award winning chef Paul Virant and amazing curated cocktails- My favorite is the ‘Ziggy Stardust’!

15. Drumbar
201 E. Delaware Pl. 312-933-4805

Drumbar is also a small plates type of roof top, offering dishes like Crispy Meatball and Truffle Parmasean chips, but is mainly known for their libations. Their spirit menu consists of earnestly sought after whiskeys, scotches, bourbon and cognacs- all which are available by the glass.  There is also amazing views of the Hancock and Lake Michigan!!


Leave a Comment


  1. OMG!!! I'm going to try to make my way through this list. Check out one of my favorite patios,it's shared between George's Ice Cream and Alley Cat Comics in Andersonville.


    Posted 6.1.16 Reply
  2. Lydia G wrote:

    Great list! I'm going to have to try some of these this summer, since apparently I've only been to 2! Weekends planned πŸ™‚

    Posted 6.2.16 Reply
  3. Charlene G wrote:

    My favourite thing about summer is sitting out on a patio or a rooftop for dinner and drinks!
    Charlene The Frugal Fashionista

    Posted 6.2.16 Reply
  4. Adaleta wrote:

    I hope to get to Chicago at some point. My boyfriend visited last year for a work conference (that I didn't go to) and he loved it so I definitely want to visit the city. I'd love to meet you too! xx Adaleta Avdic

    Posted 6.2.16 Reply
  5. Steph wrote:

    I absolutely love rooftop bars and restaurants. I am hoping to make it to Chicago this summer so I will have to check these out. Thank you for sharing.

    Posted 6.2.16 Reply
  6. I am headed to Chicago next week with some friends so thanks for all the recommendations! πŸ™‚

    Amanda ||

    Posted 6.2.16 Reply
  7. I love Big Star and Nomi. I also have only been to Cindy's during the fall and winter haha. I really want to go to RM Champagne, but I'll have to check out these other places too. Thank you for sharing! πŸ™‚

    Posted 6.2.16 Reply
  8. Love me the J. Parker. It's hands down one of my favorites πŸ™‚
    xo, Jessica || The Petite Diaries

    Posted 6.2.16 Reply
  9. I absolutely love Chicago! I am going to have to keep this list close by for next time I decided to visit!

    Posted 6.2.16 Reply
  10. We don't have any outdoor dining in our area. I'd love to take a drive just to try it.

    Posted 6.2.16 Reply
  11. We don't have any outdoor dining in our area. I'd love to take a drive just to try it.

    Posted 6.2.16 Reply
  12. I would LOVE to take a trip to Chicago sometime!! This just further convinces me that I need to go there πŸ˜‰

    Xo, Brianne

    Posted 6.2.16 Reply
  13. haven't been to chi town yet, but hoping to get there SOON!!
    Southern Elle Style

    Posted 6.3.16 Reply
  14. I'm dying to visit Chicago one day! It looks like such a fun city! Great list! xo

    Posted 6.3.16 Reply
  15. Love love love Nomi Garden – its so beautiful! Such a great list! Ill have to check some of the ones Ive never been to out!


    Posted 6.3.16 Reply
  16. This post makes me want to come back to Chicago asap!

    Taylor |

    Posted 6.4.16 Reply
  17. I love outdoor bars because the atmosphere is my favorite. I love being outdoors…but will have to remember to come back to this post if I ever visit Chicago!

    Posted 6.6.16 Reply
  18. I love a good patio for happy hour this time of year! These look like FAB spots!

    hugs, Christina

    Christina | Fashion & Frills

    Posted 6.7.16 Reply