The 16 Best Dates in Chicago

Trader Joe's

Chicago, known for its vibrant culture and breathtaking skyline, offers a plethora of options for a memorable date night. Whether you're looking for a cozy spot for a romantic dinner or an exciting outing to explore the city, Chicago has something to offer for every couple. With so many choices available, it can be overwhelming to decide where to go.

For those seeking the perfect date spot in Chicago, look no further. Below is a list of the 16 Best Dates in Chicago, each offering a unique experience that will surely impress your partner. Compare the options and find the perfect date night destination in the Windy City.

  • Romantic dinner at a rooftop restaurant with stunning views
  • Art gallery tour in the trendy West Loop neighborhood
  • Boat tour along the Chicago River
  • Visit to the iconic Cloud Gate sculpture in Millennium Park
Skydeck Chicago

+1 312-875-9447

  • Monday: 9 AM–10 PM
  • Tuesday: 9 AM–10 PM
  • Wednesday: 9 AM–10 PM
  • Thursday: 9 AM–10 PM
  • Friday: 9 AM–10 PM
  • Saturday: 9 AM–10 PM
  • Sunday: 9 AM–10 PM

1. Skydeck Chicago

4.5/5 (More than 30392 reviews)
233 S Wacker Dr, Chicago, IL 60606, United States
Observation deck

Information and Reviews

Skydeck Chicago offers a unique experience for visitors, allowing them to enjoy panoramic views of Chicago from the 103rd floor of the Willis Tower. The highlight of the visit is The Ledge, where guests can step out into glass boxes extending from the building, providing an exhilarating and photo-worthy perspective of the city. The attraction also features engaging exhibits that showcase Chicago's history and architectural marvels, making it a perfect blend of education and excitement.

  • Visitors praise the incredible view and interactive experiences that immerse them in Chicago's history.
  • Many find The Ledge to be an impressive way to view the city, with opportunities for unique photos.
  • Guests recommend purchasing tickets in advance to avoid long lines and make the most of their visit.
  • The Skydeck is described as a must-visit for first-time visitors, offering an unforgettable perspective of Chicago's skyline.
Trader Joe's

+1 312-588-0489

  • Monday: 8 AM–9 PM
  • Tuesday: 8 AM–9 PM
  • Wednesday: 8 AM–9 PM
  • Thursday: 8 AM–9 PM
  • Friday: 8 AM–9 PM
  • Saturday: 8 AM–9 PM
  • Sunday: 8 AM–9 PM

2. Trader Joe's

4.6/5 (More than 3222 reviews)
1147 S Wabash Ave, Chicago, IL 60605, United States
Grocery store

Information and Reviews

Trader Joe's is a beloved grocery store located in the heart of Chicago. Known for its great produce and organic products, Trader Joe's offers a wide variety of prepared foods to cater to every customer's needs. The store prides itself on providing a quick visit experience for shoppers and offers convenient payment options including credit cards, debit cards, and SNAP/EBT.

With a stellar rating of 4.6, Trader Joe's has received rave reviews from its customers. Here are some key points from the reviews:

  • Great selection of products and reasonably priced
  • Helpful and friendly customer service
  • Clean store with fresh produce
  • Convenient parking options

Customers appreciate the wonderful shopping experience at Trader Joe's, citing the store's cleanliness and efficient service. Whether you're looking for fresh produce, organic products, or quick meal options, Trader Joe's has got you covered. Visit Trader Joe's today and experience excellence in grocery shopping!

Sawada Coffee

+1 312-344-1750

  • Monday: 8 AM–4 PM
  • Tuesday: 8 AM–4 PM
  • Wednesday: 8 AM–4 PM
  • Thursday: 8 AM–4 PM
  • Friday: 8 AM–4 PM
  • Saturday: 8 AM–4 PM
  • Sunday: 8 AM–4 PM

3. Sawada Coffee

4.7/5 (More than 1634 reviews)
112 N Green St, Chicago, IL 60607, United States
Coffee shop

Information and Reviews

Sawada Coffee is a beloved coffee shop in Chicago that receives high praise from its customers. With a remarkable rating of 4.7, it is evident that patrons are impressed with what this establishment has to offer. The ambiance is described as amazing, making it a great place to spend time with friends, work remotely, and enjoy delicious beverages.

  • Tried the camo and the military latte, preferring the Military one more for its balanced flavors.
  • Excellent location for meeting friends with tasty coffee and pastries.
  • Had a fun, warm vibe overall with an amazing iced black camo latte.
  • Unique atmosphere with a rustic charm and friendly, fast service.

Customers highlight the diverse selection of beverages, which include alcohol, coffee, and late-night food, catering to various preferences. The shop also offers a range of services, such as delivery, takeaway, and dine-in options, ensuring convenience for all guests. Sawada Coffee seems to have captured the hearts of many with its great offerings and welcoming atmosphere, making it a must-visit spot in Chicago.

Ghirardelli Ice Cream & Chocolate Shop

+1 312-923-0168

  • Monday: 10 AM–10 PM
  • Tuesday: 10 AM–10 PM
  • Wednesday: 10 AM–10 PM
  • Thursday: 10 AM–10 PM
  • Friday: 10 AM–11 PM
  • Saturday: 10 AM–11 PM
  • Sunday: 10 AM–10 PM

4. Ghirardelli Ice Cream & Chocolate Shop

4.5/5 (More than 2975 reviews)
400 N Michigan Ave Suite 100, Chicago, IL 60611, United States
Chocolate shop

Information and Reviews

Ghirardelli Ice Cream & Chocolate Shop is a renowned chocolate shop located in the heart of Chicago. Known for its delectable chocolates and ice cream, this establishment offers a range of services to satisfy any sweet tooth. Customers can choose from in-store pick-up, takeaway, or dine-in options to enjoy the irresistible treats. The shop also boasts great dessert offerings, making it a must-visit for anyone with a sweet craving.

  • We went there on the weekend and roamed almost 45 minutes to find parking, but it was worth the struggle. The desserts, especially the Golden Gate banana split and Salted caramel brownie, were delicious.
  • Alejandra was impressed with the hot chocolate but noted a lackluster service experience from the staff. Despite this, the quality of the products was exceptional.
  • Naz highly recommends Ghirardelli for its Nob Hill Chill dessert and views of Chicago. They complimented the excellent service, fast delivery, and quality chocolate.
  • Blue Sky enjoyed their dessert servings but pointed out the plastic smell of spoons. They advised buying water due to the sweetness of the ice cream.
Beatrix

+1 312-733-0370

  • Monday: 7 AM–9 PM
  • Tuesday: 7 AM–9 PM
  • Wednesday: 7 AM–9 PM
  • Thursday: 7 AM–9 PM
  • Friday: 7 AM–10 PM
  • Saturday: 8 AM–10 PM
  • Sunday: 8 AM–9 PM

5. Beatrix

4.5/5 (More than 2282 reviews)
834 W Fulton Market, Chicago, IL 60607, United States
American restaurant

Information and Reviews

Beatrix is a renowned American restaurant located in Chicago, offering a wide range of services and features to cater to every customer's needs. With options such as Outdoor seating, Kerbside pickup, Delivery, Takeaway, and Dine-in, Beatrix ensures convenience and accessibility for all its patrons.

The restaurant is known for its Fast service, Great coffee, Great dessert, and Great tea selection, creating a delightful dining experience for all visitors. Whether you are looking for a place to enjoy Breakfast, Lunch, or Dinner, Beatrix has got you covered with its diverse menu options and cozy ambiance.

Customer reviews rave about the delicious food and exceptional service at Beatrix. Some key points highlighted in the reviews include:

  • Generous portions of hearty comfort food
  • Juiciest burgers, fluffy pancakes, and amazing desserts
  • Gluten-free options and a delightful brunch experience
  • Excellent food quality, service, and atmosphere

Visit Beatrix for a memorable dining experience that combines great food, friendly service, and a welcoming atmosphere that will keep you coming back for more.

Nutella Cafe Chicago

+1 312-729-5186

  • Monday: 8 AM–9 PM
  • Tuesday: 8 AM–9 PM
  • Wednesday: 8 AM–9 PM
  • Thursday: 8 AM–9 PM
  • Friday: 8 AM–10 PM
  • Saturday: 8 AM–10 PM
  • Sunday: 8 AM–9 PM

6. Nutella Cafe Chicago

4.1/5 (More than 8306 reviews)
189 Michigan Ave, Chicago, IL 60601, United States
Cafe

Information and Reviews

Nutella Cafe Chicago is a delightful cafe located in Chicago, offering a range of services to cater to its customers. Some of the highlighted services include outdoor seating, delivery, takeaway, and dine-in options. Customers rave about the great coffee and great dessert selections available at the cafe.

With a stellar rating of 4.1, Nutella Cafe Chicago has garnered numerous positive reviews from satisfied customers. Here are some key points from customer reviews:

  • A fun sweets restaurant with amazing choices and helpful staff.
  • Perfect stop for Nutella lovers with a variety of food options.
  • Delicious food, especially the warm and fluffy crepes with Nutella and toppings.
  • Great place for trying Nutella-based food, personalized Nutella jars available.

Experience the cozy and trendy atmosphere of Nutella Cafe Chicago as you indulge in delicious Nutella treats. Whether you're looking for a quick bite or a leisurely meal, this cafe has something for everyone. Visit their website to learn more and plan your visit today!

Happy Monday Coffee - Loop

Phone not available

  • Monday: 8 AM–5 PM
  • Tuesday: 8 AM–5 PM
  • Wednesday: 8 AM–5 PM
  • Thursday: 8 AM–5 PM
  • Friday: 8 AM–5 PM
  • Saturday: 9 AM–3 PM
  • Sunday: 9 AM–3 PM

7. Happy Monday Coffee - Loop

4.7/5 (More than 124 reviews)
30 E Adams St, Chicago, IL 60603, United States
Coffee shop

Information and Reviews

Happy Monday Coffee - Loop is a charming coffee shop located in Chicago, Illinois. This cozy spot offers a variety of services and features, such as Great coffee and Great tea selection for those looking for a perfect cup of brew. Customers can enjoy Takeaway or Dine-in options in a casual, cozy, and trendy atmosphere.

The reviews speak for themselves:

  • The unassuming front of the cafe does little to prepare the coffee aficionado for what awaits them inside this quaint and modern cafe. The palette of this modern cafe is white/white marble and tans and other earth tones. Minimalist to a fault, this cafe breaks tradition with its thumping techno music and THC-infused menu. Don’t worry, you can find your classic favorites of THC-free beverages ranging from latte to americano, but I implore you to try one of their signature drinks. Happy sipping!
  • someone said this was the best coffee in Chicago… and got my hopes up for nothingthe purple haze is super popular and i would’ve loved to try it but by 3PM it was unfortunately out of stock :/ so i instead got a dirty chai with oat milk and it came to a whopping $9 for watery spice with a nice astringent espresso that marred the entire drink! luckily, the barista added vanilla for me, but it did little to help. it just became this cloyingly sweet gingerbread-esque latte. it’s a 4/10 but it’s always fun to try a new place, so i’m not too hung up on it. brutal honesty: if you want to feel comfortable/welcomed AND get an ~amazing~ drink, you might be better off somewhere else, unless you like the atmosphere, which was okay, or at least better than the drink
  • So cute and aesthetic coffee shop, it was my first time today and I really enjoyed my purple hazelnut coffee and croissant, atmosphere is super nice and I loved the Musik there! Will definitely come back again!!
P.O.S.H.

+1 312-280-1602

  • Monday: 10 AM–6 PM
  • Tuesday: 10 AM–6 PM
  • Wednesday: 10 AM–6 PM
  • Thursday: 10 AM–6 PM
  • Friday: 10 AM–6 PM
  • Saturday: 10 AM–6 PM
  • Sunday: 11 AM–5 PM

8. P.O.S.H.

4.6/5 (More than 174 reviews)
613 N State St, Chicago, IL 60654, United States
Gift shop

Information and Reviews

P.O.S.H. is a charming gift shop located in Chicago that offers a delightful selection of items for every taste. Customers can enjoy the convenience of in-store pick-up and make use of various payment options including credit cards and NFC mobile payments. This LGBTQ+ friendly establishment welcomes visitors for a quick visit to explore its treasures.

  • All things Britian, decor, dishes, and gift ideas
  • Adorable store with a well-curated selection of items
  • Delightful and varied product offerings, great service
  • Unique items, antique vibe, and friendly staff
Easy Does It

Phone not available

  • Monday: 5 PM–12 AM
  • Tuesday: 5 PM–12 AM
  • Wednesday: 5 PM–12 AM
  • Thursday: 5 PM–1 AM
  • Friday: 5 PM–2 AM
  • Saturday: 2 PM–2 AM
  • Sunday: 2 PM–12 AM

9. Easy Does It

4.6/5 (More than 129 reviews)
2354 N Milwaukee Ave, Chicago, IL 60647, United States
Bar

Information and Reviews

Easy Does It is a popular Bar located in Chicago. They offer a variety of services and features that make them stand out. Some of their Service options include Outdoor seating, Takeaway, Dine-in, but unfortunately, Delivery is not available. The Highlights of this place are their Fast service, Great cocktails, and Live performances.

Customers have left glowing Reviews for Easy Does It, here are some key points:

  • Great wine selection and sophisticated atmosphere, perfect for a date night or after work gathering.
  • Spacious and relaxed environment, ideal for drinks before or after dinner.
  • Cool vibe with fantastic jazz music on jam night, large industrial space with cozy decor and lighting.
  • Super nice and attentive staff, excellent wine selection, great for chilling out and enjoying good drinks.

With a solid Rating of 4.6, it's clear that Easy Does It is a favorite among locals and visitors alike. If you're looking for a trendy and casual spot to enjoy great cocktails and live music, this is the place to be. Give them a visit and experience the fantastic atmosphere for yourself!

Fairgrounds Craft Coffee and Tea

+1 312-448-9015

  • Monday: 6 AM–6 PM
  • Tuesday: 6 AM–6 PM
  • Wednesday: 6 AM–6 PM
  • Thursday: 6 AM–6 PM
  • Friday: 6 AM–6 PM
  • Saturday: 6 AM–6 PM
  • Sunday: 6 AM–6 PM

10. Fairgrounds Craft Coffee and Tea

4.3/5 (More than 379 reviews)
12 S Michigan Ave, Chicago, IL 60603, United States
Cafe

Information and Reviews

Fairgrounds Craft Coffee and Tea is a top-rated cafe located in the heart of Chicago. With a rating of 4.3 stars and 379 reviews, this cafe offers a variety of service options like outdoor seating, delivery, and takeaway. Customers love the great coffee and tea selection available here, making it a popular spot for breakfast or solo dining.

Here are some key points from customer reviews:

  • Tasty coffee, with a variety of pastries and vegetarian options.
  • Welcoming atmosphere with cozy seating options.
  • Excellent customer service, particularly highlighted by Ebony.

Whether you're looking for a quick bite, a place to work on your laptop, or just a cozy spot to enjoy a delicious cup of coffee, Fairgrounds Craft Coffee and Tea has got you covered. Visit them today and experience the warmth and flavor they have to offer!

Whole Foods Market

+1 312-932-9600

  • Monday: 8 AM–10 PM
  • Tuesday: 8 AM–10 PM
  • Wednesday: 8 AM–10 PM
  • Thursday: 8 AM–10 PM
  • Friday: 8 AM–10 PM
  • Saturday: 8 AM–10 PM
  • Sunday: 8 AM–10 PM

11. Whole Foods Market

4.2/5 (More than 527 reviews)
3 W Chicago Ave, Chicago, IL 60654, United States
Grocery store

Information and Reviews

Whole Foods Market is a renowned grocery store located in Chicago that offers a variety of high-quality products and services to its customers. With a rating of 4.2, it is clear that customers appreciate the offerings and amenities provided by this establishment.

  • A very friendly place to enjoy hot food
  • Great produce selection
  • Beautiful grocery store with top-notch product selection
  • Well-maintained store with a large assortment of produce

Customers have praised the organic products, prepared foods, salad bar, and the no-contact delivery, delivery, in-store pick-up, and in-store shopping services offered by Whole Foods Market. Visitors have also highlighted the welcoming atmosphere and cleanliness of the store, making it a preferred destination for those seeking high-quality groceries.

Its Just Lunch Chicago

+1 312-881-5225

  • Monday: 9 AM–6 PM
  • Tuesday: 9 AM–6 PM
  • Wednesday: 9 AM–6 PM
  • Thursday: 9 AM–6 PM
  • Friday: 9 AM–5 PM
  • Saturday: 9 AM–6 PM
  • Sunday: 9 AM–6 PM

12. Its Just Lunch Chicago

4.3/5 (More than 270 reviews)
121 W Wacker Dr #663, Chicago, IL 60601, United States
Dating service

Information and Reviews

Its Just Lunch Chicago is a renowned Dating service located in Chicago, IL. The business offers personalized matchmaking services that cater to individual preferences and relationship goals. With a solid rating of 4.3, based on 270 reviews, it's clear that customers appreciate the high-quality service provided.

  • Customers praise the supportive and attentive staff, highlighting positive experiences with their dating coaches.
  • The business is commended for creating fun and unique dates at exclusive locations.
  • Many reviewers value the human touch that Its Just Lunch Chicago brings to matchmaking, distinguishing it from impersonal digital services.
  • Some reviewers caution against financial concerns, suggesting that the clientele may not fit everyone's preferences.

If you're looking for a reliable dating service that offers personalized matchmaking with a human touch, Its Just Lunch Chicago could be the perfect choice for you!

The Dates Group

+1 888-550-2216

  • Monday: 8:30 AM–6:30 PM
  • Tuesday: 8:30 AM–6:30 PM
  • Wednesday: Closed
  • Thursday: 8:30 AM–6:30 PM
  • Friday: 9 AM–1 PM
  • Saturday: 9 AM–1 PM
  • Sunday: Closed

13. The Dates Group

5.0/5 (More than 4 reviews)
nan
Business to business service

Information and Reviews

The Dates Group is a top-notch business to business service that prides itself on providing exceptional support and guidance to its clients. With a perfect 5.0 rating, it's clear that customers have been delighted with the services offered.

  • Customers rave about the expertise of the business strategist who has over 20 years of experience.
  • They appreciate the valuable insights and knowledge gained from their interactions with the team.
  • The exceptional service provided leaves clients feeling grateful and satisfied with the results.

Whether you're in need of expert guidance or looking to enhance your business strategies, The Dates Group is the ideal partner to help you achieve your goals. Visit their website or give them a call to experience their stellar service firsthand.

Hire a date today

+1 872-300-6826
Website not available

  • Monday: Open 24 hours
  • Tuesday: Open 24 hours
  • Wednesday: Open 24 hours
  • Thursday: Open 24 hours
  • Friday: Open 24 hours
  • Saturday: Open 24 hours
  • Sunday: Open 24 hours

14. Hire a date today

5.0/5 (More than 1 reviews)
nan
Dating service

Information and Reviews

Hire a date today is a top-notch dating service that prides itself on providing exceptional personalized experiences for its clients. With a perfect rating of 5.0 stars, it's clear that customers are more than satisfied with the service they receive.

  • Professional and easy to work with staff
  • High-quality dates tailored to individual preferences
  • Excellent communication and customer service

One customer mentioned, "GREAT SERVICE", emphasizing their positive experience with Hire a date today. The business also identifies as women-owned and offers online appointments. Plus, they are LGBTQ+ friendly and require appointments to ensure the best experience for their clients. So, if you're looking for a unique and personalized dating service, Hire a date today is the perfect choice.

About Last Knife

+1 312-392-2440

  • Monday: 7 AM–11 PM
  • Tuesday: 7 AM–11 PM
  • Wednesday: 7 AM–11 PM
  • Thursday: 7 AM–11 PM
  • Friday: 7 AM–11 PM
  • Saturday: 7 AM–11 PM
  • Sunday: 7 AM–11 PM

15. About Last Knife

4.0/5 (More than 262 reviews)
168 Michigan Ave, Chicago, IL 60601, United States
Restaurant

Information and Reviews

About Last Knife is a renowned restaurant located on Michigan Ave in Chicago. They offer a variety of services and features that cater to their customer's needs. Some highlighted services and features include outdoor seating, kerbside pickup, delivery, dine-in options, and a great beer selection. The restaurant is also popular for breakfast, lunch, and dinner, making it a versatile choice for any meal of the day. Customers have praised their fast service, great cocktails, and cozy atmosphere.

Customer reviews rave about the unique experiences at About Last Knife. One satisfied customer enjoyed the "Fever, Eat in the Dark" experience, while another praised the attentive staff and diverse menu options. Despite some complaints about slow service, the overall consensus is positive, with delicious food and fantastic cocktails making the dining experience worthwhile.

Chicago Singles

+1 888-729-5552

  • Monday: 9 AM–9 PM
  • Tuesday: 9 AM–9 PM
  • Wednesday: 9 AM–9 PM
  • Thursday: 9 AM–9 PM
  • Friday: 9 AM–9 PM
  • Saturday: 9 AM–9 PM
  • Sunday: 9 AM–9 PM

16. Chicago Singles

4.4/5 (More than 7 reviews)
23 S Dearborn St, Chicago, IL 60603, United States
Singles organization

Information and Reviews

Chicago Singles is a premier singles organization located in Chicago, IL. They offer a wide range of events and activities for singles looking to meet new people and potentially find love. Whether it's speed dating events, singles parties, or mixers, Chicago Singles provides a fun and engaging environment for singles to connect.

Customers have shared their positive experiences with Chicago Singles:

  • Great customer service and friendly atmosphere
  • Opportunities to meet like-minded singles with similar goals and interests
  • Fun events in both the city and suburbs
  • Refreshing change from online dating

Map of Dates in Chicago

Exploring the vibrant city of Chicago can be an overwhelming experience without a clear plan. From iconic landmarks to hidden gems, the Windy City has something for everyone. To make the most of your visit, take a look at this comprehensive map showcasing all the important dates and attractions to help you navigate the city with ease.

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