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New Yorkers 1st Choice
Best of Loop

Happy hour with outdoor seating

Made for those who refuse to spend their post-work hours trapped inside four walls.

Based on 727 Opinions
+724
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Updated April 2026
01
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Restaurant

Rooftop restaurant offers stunning city views and a relaxed atmosphere with friendly staff. The space features beautiful ambiance suitable for quiet meals or lively happy hours. Cocktails and small plates complement the setting, creating a charming dining experience.

Rooftop offers a fun happy hour vibe with drinks and food from 3:30 to 5:30 on weekdays. Food prices stay great value while drinks can be less impressive at this Spanish small plates spot.

Patio seating offers beautiful city views including the south side of the Sears Tower. Floor-to-ceiling windows enhance the ambiance, making outdoor dining appealing during warm weather.

People are saying

"You'll love the inventive cocktails, many are sweet."

"The patio offers beautiful views and ambiance."

"The small plates at Happy Hour were all delicious."

Good to know

1

Happy hour runs from 3:30 to 5:30pm on weekdays.

2

Happy hour offers great deals on food and drinks.

3

The restaurant is located on the 16th floor of the Hilton hotel.

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Franklin Tap image 1
Restaurant

Expansive layout with many high-top tables and a dog-friendly patio creates a relaxed setting. Multiple TVs show sports, attracting a diverse afterwork crowd with a lively vibe. Over 100 beers on tap and affordable menu complement the casual atmosphere.

Daily drink specials run every weekday, creating a near 24/7 happy hour vibe. The happy hour cheeseburger matches the regular size, and all-day deals make unwinding easier.

Patio offers a dog-friendly spot for hanging out on sunny days. Outdoor seating feels nice and comfortable for casual visits.

People are saying

"The food here is excellent, tasty, and solid."

"I loved the great selection of craft beers and ciders."

"I found great deals on drinks and food during their happy hour."

Good to know

1

Happy hour runs every day with great deals on drinks.

2

Weekend brunch is available with special menu items.

3

Daily drink specials make it easy to unwind after work.

03
Bandol Brasserie & Raw Bar image 1

Space combines art deco style with southern France beachy decor, creating an upscale, classy atmosphere. Music features French pop and chill house, setting a low-key but lively vibe. Cocktails and French-inspired dishes attract those seeking a luxurious dining experience with a trendy touch.

Offers amazing deals with some of the best prices around. Parking stays convenient during happy hour, making it easy to stop by and enjoy the fun atmosphere.

Outdoor seating includes a patio and an outdoor terrace where oysters and brunch are served. Bottomless mimosas are available for $30 during patio brunch.

People are saying

"The food here is delicious, especially the steak frites."

"The service during Happy Hour was friendly and attentive."

"I loved the patio brunch with bottomless mimosas."

Good to know

1

Reservations are recommended for dinner, especially on weekends.

2

Happy hour runs from 4 to 6 PM with great deals on drinks and appetizers.

3

The rooftop menu starts at 3 PM, perfect for afternoon gatherings.

04
The Drunken Bean Coffee & Wine Bar image 1

Cozy coffee shop with park views and outdoor seating offers a chill atmosphere perfect for relaxing or working late. Friendly vibe includes local events and pet-friendly moments. Interior feels tucked away and warm, though some areas can be cold.

Happy hour runs from 4 to 6 with reasonably priced glasses of wine. Deals improve noticeably during this time, making it a nice happy hour option.

About 4 or 5 tables sit outside near the front door. The area faces a park and a dog snack truck often parks nearby. Wifi does not reach the outdoor tables.

People are saying

"I had a great, strong coffee here."

"The staff here are so friendly during Happy Hour."

"I love the outdoor seating with its lovely park view."

Good to know

1

Happy Hour runs from 4:00 to 6:00 PM every day except Saturdays and Sundays.

2

Comedy shows happen on Tuesday nights, offering free entertainment.

3

The cafe has a nice selection of healthy breakfast options.

05
Senoritas Cantina On Dearborn image 1

Small Mexican restaurant with legit Mexican decor and Latin vibes offers both indoor and outdoor seating on a quiet street. Atmosphere is chill but music inside can be very loud. Known for fantastic margaritas and underrated vegetarian options.

Happy hour runs from 3 to 6 with a 20% off discount. Drink specials stand out alongside daily specials and arrachera tortas.

Outdoor seating includes a nice size patio on a super quiet street. The space offers a pleasant ambiance with both indoor and outdoor options.

People are saying

"The Mexican food here is authentic and delicious."

"The ambiance is eclectic and vibey, a great spot for photos."

"The outdoor seating offers a chill vibe with great food and drinks."

Good to know

1

Happy hour runs from 3-6pm with a 20% discount on drinks.

2

Brunch is now offered on weekends with a special menu.

3

A 3% surcharge applies for credit card payments.

06
Grant Park Bistro image 1

Outdoor seating offers great views of the park and a bright, clean decor fills the space with natural light. The atmosphere ranges from chill and vibrant to very loud and crowded during events. Bottomless mimosas and well-crafted cocktails add to the lively brunch vibe.

Happy hour features affordable specials that come quickly and satisfy. The deals offer a great value and attract repeat visits.

A beautiful patio offers great views of Grant Park with umbrellas for shade. The outdoor seating area feels lovely and suits summer dining well.

People are saying

"I thought the food here was amazing and excellent."

"The pesto at this Outdoor Seating is seasoned perfectly."

"The classic burger is amazing and only $8 during Happy Hour."

Good to know

1

Happy hour runs from 4-6pm with affordable drink specials.

2

There is a one and a half hour limit for bottomless mimosas during brunch.

3

A 20% service charge is added for tables of more than four people.

07
Gordo's Tiny Taco Bar image 1
Mexican restaurant

Small space with Mexican decor and energizing colors creates a lively vibe. Music plays at a loud volume, encouraging a party atmosphere. Both indoor and outdoor seating offer views of a nearby park, making it a cozy spot for casual dining.

Offers daily happy hour promos with half-off appetizers and entrees from 2-4 PM on weekdays and a 4-6 PM happy hour. Includes buy-one-get-one entrees from 3 PM to close every day and bottomless mimosas during brunch.

Beautiful outdoor seating offers a nice option alongside indoor tables. Seating outside is available but limited in number.

People are saying

"The birria tacos here are seasoned and delicious."

"The food here is so good, especially the crispy chicken quesadillas."

"The nachos and drinks during happy hour are delicious and filling."

Good to know

1

Taco Tuesday offers $3 tacos, a great deal in downtown.

2

Happy hour runs daily with half-off appetizers from 2-4 PM.

3

Expect a 50-minute wait for large groups during peak hours.

08
Millennium Hall Restaurant image 1

Architecture features Frank Gehry's dancing metal design with indoor and outdoor seating offering views of the ice rink and cityscape. Atmosphere ranges from festive and chill to lively with large projection TVs showing sports. Popular for group outings and casual dining with a bar-focused vibe.

Happy hour features amazing deals and a lively atmosphere with karaoke. Company events often take advantage of the covered happy hour offerings.

Outdoor seating offers a beautiful setting with a nice ambience. Both indoor and outdoor options are available for dining.

People are saying

"Chef David's pizza making class was so fun and awesome."

"The service during Happy Hour is fantastic and so welcoming."

"The outdoor seating is a pretty spot for people watching."

Good to know

1

Reservations are recommended for pizza-making courses and private events.

2

Happy hour runs from 4-6pm with discounted drinks and appetizers.

3

Karaoke night starts at 10pm on Thursdays with a two-drink minimum.

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