Atly Logo
New Yorkers 1st Choice
Best of Chicago Loop

Cool outdoor seating

You want to sit outside in a space that actually has a personality.

Based on 715 Opinions
+712
User
User
User
Updated May 2026
01
Senoritas Cantina On Dearborn image 1
Senoritas Cantina On Dearborn image 2
Senoritas Cantina On Dearborn image 3
View all

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.

The spot has a consistently cool vibe and a relaxed environment that stands out. It feels like a cool place to hang out.

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

"I found the vibe here to be really cool."

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.

02
Seville Chicago image 1
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.

Cool airy decor sets a fresh vibe. Rooftop feels laid back with smoky, cool drinks and plenty of non-alcoholic options.

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 cool airy decor here is fantastic."

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.

03
ESPRESSO AND MILK image 1

Minimalist coffee shop with stark white interior and black-clad baristas behind a clean white marble counter. Atmosphere is bright and inviting but noisy with an echo, offering no indoor seating and relying on outdoor patio space for guests. Focus centers on high-quality espresso drinks and unique latte flavors, making it ideal for quick takeout visits.

Espresso and Milk offers a clean space with a cool vibe. The staff adds to the laid-back atmosphere.

Outdoor seating includes a small patio space on a busy street with limited seating. No trash bins are available outside, and security may intervene after closing hours.

People are saying

"I loved the iced mocha; it was well balanced."

"The coffee and pastries at the outdoor seating are tasty."

"I found the coffee here to be great."

Good to know

1

There is no seating at this coffee shop, so it is takeout only.

2

They are open from 7 AM to 3 PM on weekdays.

3

Expect long wait times during morning rush hours.

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.

Located across from a lovely park, the place offers a cool vibe with easy access to an amazing spot for hanging out and meditating.

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."

"It's a cool place located across from a lovely park."

"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
Fairgrounds Craft Coffee and Tea image 1

Small cafe with cozy indoor seating and a delightful outdoor patio overlooking a park. Atmosphere stays calm and relaxing despite occasional loud music. Offers plenty of electrical outlets and a retro aesthetic that creates a chill vibe.

Plenty of seating and a cool aesthetic create a super chill environment. The coffee spot has a laid-back vibe that feels very cool.

Outdoor seating includes a terrasse and a delightful patio overlooking Millennial Park and Michigan Avenue. These areas offer space to relax, sip coffee, enjoy pastries, and do some people watching.

People are saying

"The coffee staff here is so nice and friendly."

"I loved the outdoor seating for people watching and hanging out."

"The vibe here is so cool, with a chill aesthetic."

Good to know

1

They offer a specialโ€”free drink with a purchase of coffee beans.

2

The shop emphasizes carry out, so there is limited seating available.

3

Expect long wait times on weekend mornings due to high tourist traffic.

06
Pittsfield Cafe image 1

Old diner inside an elegant 1930s building offers a cozy atmosphere with a quiet morning vibe and architectural charm. Seating is ample, including outdoor spots with an amazing view. The setting feels like a calm oasis amid a bustling city.

An old building creates a cool setting with an old school diner vibe. The environment feels really cool and unique.

Outdoor seating features a cozy patio feel with a terrace facing an interior patio. Tables outside offer an amazing view of the Pittsfield Building and a beautiful area with an amazing chandelier near the doors.

People are saying

"I found this diner to have delicious, classic American food."

"It's a really cool old-school diner tucked inside a building."

"The outdoor seating has an amazing view of the Pittsfield Building."

Good to know

1

They have early bird specials until 11am every day.

2

Credit card payments incur a 3% charge without prior notice.

3

The bathrooms require a key from management for access.

07
Intelligentsia image 1
Coffee shop

Spacious cafรฉ with streamlined neutral tones and geometric fixtures creates a calm, cozy atmosphere despite busy surroundings. Local artwork decorates the walls, adding a quiet craft vibe. Few tables and excellent Wi-Fi support a relaxed, unhurried experience.

Offers sophisticated coffee options beyond the usual. Serves as a cool workspace and a hip hangout spot with a distinct vibe.

Outdoor tables provide a patio seating option. Sitting outside offers a quiet break from downtown's busyness during warmer months.

People are saying

"I thought the coffee here was really good and well made."

"The staff here are warm, efficient, and friendly."

"You can sit outside and enjoy the beautiful summer day."

Good to know

1

Expect a line during peak hours, especially in the morning.

2

Seating can be limited, especially during busy times.

3

Payment methods include credit cards and mobile payments.

08
LH Rooftop image 1
Restaurant

Rooftop bar offers unparalleled city views including river and Gothic architecture. Atmosphere is lively with loud music, making conversation difficult. Outdoor space features igloos and fire pits, with indoor area hosting a live DJ to maintain energy.

Neon lights and hanging wisteria create a vibrant rooftop vibe. The bar serves very cool drinks and the terrace atmosphere feels super cool.

Outdoor seating includes a rooftop patio with gorgeous views. The hostess offers to arrange terrace seating upon request.

People are saying

"The rooftop city views are stunning and beautiful."

"The outdoor seating offers beautiful city and river views."

"The rooftop views here are absolutely breathtaking."

Good to know

1

Reservations are required to secure a table at LH Rooftop due to limited space.

2

Expect long wait times during peak hours, especially on weekends.

3

Bring your ID as it is required for entry; no photos accepted.

09
Necessary & Sufficient Coffee - Printers Row image 1

Cafe offers spacious seating with large open windows facing the street, creating a vibrant yet cozy atmosphere. Live DJs and local art displays add to the creative and chill vibe. Both indoor and outdoor areas provide comfortable spots for work or relaxation.

Cozy vibe stands out with a cool mural on the wall. The tea setup includes a timer to avoid over steeping, and a cool juice fridge adds to the great atmosphere.

Outdoor seating offers comfortable tables and a cute atmosphere. It provides a spot to enjoy food like avocado toast while waiting or relaxing.

People are saying

"I found the coffee here to be good and smooth."

"The atmosphere here is really cool and has great vibes."

"The outdoor seating here is comfortable and cute."

Good to know

1

They invest heavily in community events and support numerous local small businesses.

2

Sundays are lively with a DJ setting the tone for the day.

3

They automatically add a 15% gratuity to all orders.

10
Nutella Cafe Chicago image 1

Nutella-themed decor creates a bright and inviting space with personalized Nutella jars as a unique feature. The cafe feels cramped and crowded, with small tables placed very close together, often leading to a noisy atmosphere. Outdoor patio seating offers an alternative to the tight indoor space.

A very cool atmosphere welcomes families and Nutella fans alike. Personalized and customized Nutella jars make unique souvenirs, adding to the unique vibe of the spot.

Outdoor seating offers a nice spot to enjoy Michigan Street on good days. It provides a perfect setup to start your day, though adding heaters could improve comfort when it's cooler.

People are saying

"You have to try the Nutella Crepe with bananas; it's very tasty."

"I found this place to be a cool spot, a unique attraction."

"You can enjoy Michigan Street from the outdoor seating."

Good to know

1

Expect a wait time of 30-45 minutes during peak hours.

2

The cafe opens at 8 am daily.

3

You can personalize your Nutella with your name for a unique souvenir.

Discover more

Chicago Loop, Chicago

Area guide
Loading Map...