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New Yorkers 1st Choice
Local picks in the Loop

Cool spots

Made for those who gravitate toward establishments that define the current aesthetic of the city center.

Based on 493 Opinions
+490
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Updated May 2026
01
Born Again Consignment Parlor image 1
Born Again Consignment Parlor image 2
Born Again Consignment Parlor image 3
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Two-level consignment shop offers a color-coordinated layout that feels soothing and curated. Cozy downstairs lounge invites guests to BYOB events, blending vintage charm with a boutique vibe. Shelves brim with cool clothes and trinkets, all under a striking logo that draws attention.

Cool clothes, shoes, and trinkets fill the shelves in a really cool space with a cool logo that catches the eye from outside.

People are saying

"I found a great selection of fun women's clothing and accessories."

"I found so many cool clothes, purses, and unique stuff here."

"Summer, the owner, poured her heart into this consignment place."

Good to know

1

The store is organized by color, making shopping easier and more enjoyable.

2

Prices are reasonable, catering to all budgets and making items accessible.

3

The shop features a diverse selection of vintage clothing, accessories, and home goods.

02
Bar Sotto image 1

Hidden underground bar glows with soft red light and a jazzy atmosphere. Creative cocktails keep the vibe modern and cool. Intimate space draws an upbeat crowd for fun or romance.

Cozy speakeasy vibes mix with a jazzy atmosphere and subtle lighting. The drink menu stays modern and creative, making it a cool spot to grab a drink.

People are saying

"The bar staff here feels like family and makes you feel right at home."

"The cacio e pepe arancini were flavorful and a must-try."

"The drinks here are fantastic, modern, and creative."

Good to know

1

Happy hour offers discounted drinks and bites after work.

2

The bar features a rotating menu of small shareable plates and pasta.

3

Reservations are recommended for busy evenings, especially weekends.

03
Sushi Plus Rotary Sushi Bar South Loop image 1

Rotating conveyor belt offers fresh sushi in a bright, modern space. Ordering from a screen adds a cool tech touch. Pricing is reasonable with all-you-can-eat options, making it great for families and casual dining.

A conveyor sushi system and ordering from a screen at the table create a simple, cool concept. The spot's location adds to its cool vibe.

People are saying

"The all-you-can-eat sushi deal is a really well-priced lunch option."

"The sushi experience was fun, unique, and entertaining for kids."

"The conveyor belt sushi is a cool concept and the sushi is fresh."

Good to know

1

Happy hour runs from 3-6pm with special deals on drinks.

2

The lunch all-you-can-eat deal is well priced and includes a variety of dishes.

3

Sashimi and cheesecake are not included in the lunch all-you-can-eat menu.

04
Mojo Coffee image 1
Coffee shop

High ceilings and modern decor create a cool vibe in a historic building. Seating is comfortable and plentiful, perfect for relaxing or quick meetings. Space feels large but acoustics can be tricky.

A very cool location sets the vibe here. The space feels large with high ceilings, but the acoustics can be a bit challenging.

People are saying

"I thought the cold brew was always delicious."

"The croissant was buttery and flaky."

"I found the location to be really cool."

Good to know

1

There are no public bathrooms at Mojo Coffee.

2

The entrance is through a business building, which can be busy.

3

Expect limited seating, especially for larger groups.

05
Ayayay - Mexican Eatery image 1
Mexican restaurant

Urban space with Tulum-inspired decor offers a chill vibe and cool music that energizes the atmosphere. Seating varies from stools to intimate spots, creating a lively, welcoming energy. Interior architecture adds a modern touch that feels like Mexico City.

Decor stands out with a chill vibe and well decorated interior. The atmosphere pairs with cool music to create a relaxed setting.

People are saying

"I found the food here to be delicious and well-seasoned."

"I found the nachos here to be fresh, flavorful, and perfectly prepared."

"The vibe and decor here are really cool."

Good to know

1

Happy hour runs daily from 2 to 6 pm.

2

$3 Taco Tuesdays offer great value for visitors.

3

Wednesday features a special margarita deal.

06
Five Iron Golf image 1
Indoor golf course

Five Iron Golf blends top-notch simulators with a cool bar for drinks. Staff like Mathis keep the vibe professional and lively. Enjoy luxury seating, a pool table, and a putting green in a modern, upscale setting.

The spot offers a cool bar for drinking and a fun golf experience at Five Iron Golf. Staff like Mathis are professional and cool.

People are saying

"The golf staff here are genuinely fun and know how to treat you right."

"The food here is delicious and fresh."

"It's a cool spot with a great atmosphere for hanging out."

Good to know

1

Happy hour runs from 3 to 6pm with great food and drink deals.

2

Trivia night takes place every Tuesday at 8pm with a $5 entry fee.

3

The all-you-can-eat wings cost $5 during happy hour.

07
Bistro Monadnock image 1
French restaurant

Historic Chicago building hosts a Parisian bistro vibe with elegant design and live jazz music. Skilled bar crafts standout cocktails in a cozy, stylish space perfect for a refined night out.

Effortlessly cool Parisian bistro vibe fills the space. Located in a historic Chicago building, the atmosphere feels both classic and fresh.

People are saying

"The escargot here is outstanding and alone worth the visit."

"It's a cozy, intimate hidden gem in the South Loop."

"This place has a cool, historic building and atmosphere."

Good to know

1

Reservations are recommended, especially on weekends, to avoid being turned away.

2

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

3

Expect a $10 charge for each cheese on the charcuterie board.

08
Momento Cantina image 1
Mexican restaurant

Vibrant Mexican decor and live mariachi music create a lively vibe. Unique self-serve tequila stations add a cool ordering concept. Street art and colorful lights make the space feel fresh and fun.

Concept for ordering stands out as very cool. The design and street artist paintings give the place a unique vibe that feels fresh and interesting.

People are saying

"The food here is delicious and fresh."

"The service for dinner here is wonderful, especially from Sebastian and Zoe."

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

Good to know

1

Happy hour runs from 4-7pm with great deals on drinks and appetizers.

2

Friday night features live Mariachi performances starting at 8pm.

3

The venue plans to host live DJ performances in the future.

09
Monk's Pub image 1

Classic pub with dark wood and vintage decor offers a cozy, lively spot for socializing. Rustic design and stained glass fixtures create a cool, old-world vibe. Garage rock and blues music add to the authentic, laid-back atmosphere.

Rustic, charming pub design with stained glass fixtures and Germanic styling sets a cool tone. Walls covered in beer and spirit memorabilia add to the old-timey tavern vibe.

People are saying

"The beer selection here is extensive and solid."

"The food here was amazing and great."

"The atmosphere here is really cool and chill."

Good to know

1

Happy hour gets crowded, so arrive early to secure a spot.

2

Reservations are not accepted after 6pm, so plan accordingly.

3

Parking is available under the elevated tracks on Lake Street.

10
ESPRESSO AND MILK image 1

Minimalist coffee shop shines with high-quality espresso and unique latte flavors. Bright, noisy space lacks indoor seating but offers a clean white marble counter and outdoor patio. Staff creates a laid-back atmosphere that feels cool and inviting.

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

People are saying

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

"I found the Minimalist coffee beans well balanced and delicious."

"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.

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Chicago Loop, Chicago

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