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Cool date spots in Armour Square

Finding a date spot with a distinct personality makes the evening feel more intentional.

Based on 592 Opinions
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Updated May 2026
01
Nine Bar image 1
Nine Bar image 2
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Cocktail bar

Speakeasy-style cocktail bar with a hidden entrance and vaporwave aesthetic creates a unique, intimate setting. The atmosphere is lively and energetic, driven by a live DJ booth and upbeat music. Comfortable seating invites guests to relax while enjoying creative, Asian-inspired cocktails.

Speakeasy vibe creates a cozy, intimate setting ideal for dates. Comfortable couches and good music set a relaxed mood, while great drinks add to the experience.

Craft cocktails stand out with their unique flavors and the bartenders are skilled. The spot has a vapor-wave aesthetic and plays post-punkish music rarely heard in bars, creating a cool vibe.

People are saying

"I thought the cocktails were amazing and unique."

"The vibe here is so cool, especially with the lighting and decor."

"The cocktails here are unique, balanced, and delicious."

Good to know

1

Getting there early is necessary to grab a seat at Nine Bar.

2

Parking at Chinatown Parking costs $2 for nearby businesses that validate.

3

Nine Bar does not validate parking.

02
UMe Tea image 1
Bubble tea store

Bubble tea store with colorful pink decor and bunny-themed walls creates a cozy and fun atmosphere. Surprise plushie cups and a miniature Chicago Bean photo spot add unique interactive elements. The vibe suits casual visits and special occasions alike.

Cozy interior creates a perfect date atmosphere. Drinks come with surprise plushies and feature peach slush with cheese topping that stands out.

The spot features plushies and little animals under the bottles that add a fun vibe. The tea is very sweet and the overall ambiance feels super cool.

People are saying

"The tea shop is so cute with its pink decor and adorable stuffies."

"The boba tea here is delicious, especially the strawberry matcha."

"I thought the vibe here was super cool and aesthetic."

Good to know

1

Starting May 15, customers could visit any of the three Chicago stores to try the new drinks.

2

They were celebrating AAPI Month with new drinks and exclusive gifts.

3

There was no bathroom at UMe Tea.

03
Best Bar image 1
Cocktail bar

Cocktail bar with space-themed decor and beautiful lighting creates a relaxed, chill atmosphere. Music plays well, adding to the funky and fun vibe. The place draws a low-key crowd enjoying artful cocktails crafted by skilled mixologists.

A super cool vibe fills the space with beautiful lights and art that stand out.

People are saying

"The bartenders here are super talented and make amazing cocktails."

"The atmosphere here is so chill and has great vibes."

"The bartenders here are super friendly and know their stuff."

Good to know

1

The bar adds a 3.5% surcharge to all checks before tax.

2

A 20% tip is automatically included in the bill for service.

3

Happy hour offers $4 off cocktails priced at $16.

04
CHICHA San Chen 吃茶三千 (Chinatown) image 1

Space combines sleek high-tech design with a clean, modern aesthetic featuring textured silver walls. Atmosphere feels rushed and crowded, with limited seating and a clinical vibe. Staff provide interactive tea demonstrations and tastings, highlighting detailed tea roasting and flavor profiles.

Tea options include morning light oolong, dusk oolong, and a passion fruit pouching tea. Some teas taste watered down during early visits.

Staff let people sniff teas and bubble tea ingredients during tastings. Emma leads a tea presentation that includes a demonstration of the brewing process.

People are saying

"I loved Emma's tea tasting presentation; it was fun and informative."

"The tea presentation and demonstration were really cool."

"It's a great spot to learn about tea and enjoy tasting it."

Good to know

1

The tea tasting offers five different roast options, from light to dark.

2

Expect a knowledgeable staff member to guide you through the tea tasting.

3

The tea tasting is free and includes samples of various oolong teas.

05
Daboba image 1
Bubble tea store

Spacious bubble tea shop with cute decorations and many photo spots creates a relaxing vibe. Seating is comfortable and open, avoiding overcrowding to highlight unique decor and souvenirs. The atmosphere feels fresh and cozy, appealing to groups and casual hangouts.

Options for lactose intolerance include oat milk and other substitutes. Drinks like taro pearl milk tea come with perfect bubbles and good tea flavor.

Offers modern boba variations that stand out. Multiple spots inside provide cool photo opportunities.

People are saying

"I thought the tea here had a really good flavor."

"The boba here is delicious, with perfect bubbles and great tea."

"I loved the cheese foam on their passionfruit tea."

Good to know

1

Daboba hosts K-pop and vendor events regularly, offering unique experiences.

2

The cupsleeve event is a fun highlight for bubble tea fans.

3

Oat milk is available as a lactose-free option for drinks.

06
Legend Tasty House image 1
Ice cream shop

Medium-sized ice cream shop with rolled ice cream prepared in front of customers creates an engaging experience. The atmosphere is bustling and family-friendly, often crowded with limited seating. Decor is modern and cozy, supporting a lively vibe where many enjoy sweet treats together.

Fresh fruit flavors like strawberry banana stand out in the ice cream. The spot suits date nights with a casual vibe but some may notice teeth sensitivity after eating.

Watching ice cream being made right in front of you creates a cool experience. The rolled ice cream and bathroom lighting add to the overall cool vibe.

People are saying

"The rolled ice cream here is super tasty and fun to watch being made."

"The rolled ice cream here is fun to watch and even better to eat."

"The rolled ice cream looks really cool and tastes good."

Good to know

1

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

2

Parking can be difficult; plan to arrive early or use nearby lots.

3

You can customize your ice cream order at the kiosk upfront.

07
TE'AMO Boba & Dessert. - Chinatown image 1

Small space combines ordering and seating, creating a cozy but sometimes crowded setting. Bright, cute decor with aesthetic design and unique drink packaging sets a welcoming vibe. Music mixes English, Spanish, and Kpop, adding lively energy to the atmosphere.

Atmosphere suits little hangouts and dates well. Drinks like strawberry milk and desserts such as mochi donuts and mango pomelo jelly add a sweet touch.

Unique atmosphere with cool looking cans and fun flavors stands out. Music adds a really cool vibe to the place.

People are saying

"You have to try the mochi donuts; they're amazing."

"I found their milk boba tea to be very cool."

"It's a cute spot with a nice, quiet vibe for dates."

Good to know

1

The shop does not have a bathroom available for customers.

2

They offer a variety of vegan and dairy-free options for drinks.

3

Parking is limited; consider using public transport or rideshare.

08
Ricobene's image 1
Pizza restaurant

Spacious pizza restaurant with old Chicago feel and walls adorned with historic photos. Atmosphere is warm and family-like, offering a cozy mom-and-pop shop vibe. Plenty of seating and simple, stylish decor create a welcoming environment.

Shared meals like the giant breaded steak sandwich and Italian sausage sandwich create a casual, hearty vibe. Friendly staff add a welcoming touch, making it easy to relax and enjoy the food together.

Atmosphere feels laid-back and the service is friendly. It works well for hanging out with friends and grabbing food.

People are saying

"I thought the breaded steak sandwich was the best."

"This place's Date Spots are famous for a very heavy, large sandwich."

"The breaded steak sandwich is worth the trip."

Good to know

1

Handicap parking is available in the lot.

2

Ricobene's does not offer delivery to all nearby locations.

3

Prices for sandwiches are around $17.99, which may vary.

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Armour Square, Chicago

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