The 16 Best First Date Bars in Chicago

Exploring the city's vibrant bar scene for a first date in Chicago? Look no further! Whether you're into craft cocktails or cozy wine bars, Chicago has something for everyone. With so many options available, it can be overwhelming to choose the perfect spot for that special first date.
Before making your decision, consider factors such as ambience, drink selection, and location. To help you narrow down your choices, check out this curated list of the best first date bars in Chicago:
- Cozy atmosphere
- Unique cocktail menu
- Great location
- Outdoor seating
Discover your ideal first date spot and impress your companion with a memorable night out in Chicago!
- 1. Three Dots and a Dash
- 2. Cindy's Rooftop
- 3. The Violet Hour
- 4. Gilt Bar
- 5. Arbella
- 6. The Franklin Room
- 7. Brando's Lincoln Park
- 8. The Whistler
- 9. Sparrow
- 10. Vol. 39
- 11. Drawing Room
- 12. Lazy Bird
- 13. Storyville Chicago
- 14. The Aviary
- 15. The Press Room
- 16. Figo Wine Bar

- Monday: 4 PM–12 AM
- Tuesday: 4 PM–12 AM
- Wednesday: 4 PM–12 AM
- Thursday: 4 PM–1 AM
- Friday: 4 PM–1 AM
- Saturday: 2 PM–1 AM
- Sunday: 4 PM–12 AM
1. Three Dots and a Dash
Information and Reviews
With a rating of 4.5 based on 5160 reviews, customers have praised Three Dots and a Dash for various reasons. Some key points mentioned in the reviews include:
- Delicious cocktails
- Great atmosphere
- Excellent service
These positive reviews highlight the bar's commitment to delivering a top-notch experience to its patrons. Visit Three Dots and a Dash to indulge in an unforgettable cocktail experience.

- Monday: 11 AM–11 PM
- Tuesday: 11 AM–11 PM
- Wednesday: 11 AM–11 PM
- Thursday: 11 AM–11 PM
- Friday: 11 AM–12 AM
- Saturday: 10 AM–12 AM
- Sunday: 10 AM–11 PM
2. Cindy's Rooftop
Information and Reviews
- A guest was impressed by the attention to detail in every dish and the upscale experience.
- Another visitor mentioned the beautiful location but felt disappointed with the service regarding a special event celebration.
- One customer appreciated the view from the balcony and the wide range of non-alcoholic beverages available.
- Yet another patron found the lunch menu to be amazing and worth the price, praising the quality and taste of the cocktails.
These feedbacks showcase the diverse experiences customers can expect at Cindy's Rooftop, from upscale dining to breathtaking views and exceptional service. Visit Cindy's Rooftop for a memorable culinary experience in the heart of Chicago!

- Monday: 5 PM–12 AM
- Tuesday: 5 PM–12 AM
- Wednesday: 5 PM–12 AM
- Thursday: 5 PM–12 AM
- Friday: 5 PM–12 AM
- Saturday: 5 PM–12 AM
- Sunday: 5 PM–12 AM
3. The Violet Hour
Information and Reviews
- Customers appreciate the dark speakeasy theme and strong, flavorful liquor choices.
- A mixology class experience was highly recommended, showcasing the passionate staff and Chicago history.
- The Violet Hour stands out as a craft cocktail gem with well-balanced drinks, expansive food offerings, and excellent service.
- Visitors enjoy the opportunity to witness bartenders in action at the bar and relish in the refreshing and light cocktail options available.

- Monday: 4–10:30 PM
- Tuesday: 4–10:30 PM
- Wednesday: 4–10:30 PM
- Thursday: 4–10:30 PM
- Friday: 4–11 PM
- Saturday: 4–11 PM
- Sunday: 4–10:30 PM
4. Gilt Bar
Information and Reviews
- Attentive and knowledgeable service
- Delicious and fresh ingredients
- Lively and classy ambiance during happy hour
- Comfortable and attractive dining space
Customers have also raved about specific dishes like the truffle mozzarella sticks, roasted bone marrow, and wood fire chicken, making it a must-visit spot for those seeking a memorable dining experience in Chicago.

- Monday: 5 PM–12 AM
- Tuesday: 5 PM–2 AM
- Wednesday: 5 PM–2 AM
- Thursday: 5 PM–2 AM
- Friday: 5 PM–2 AM
- Saturday: 5 PM–3 AM
- Sunday: Closed
5. Arbella
Information and Reviews
Customers have praised Arbella for its excellent service, delicious cocktails, and impressive selection of drinks. Here are some key points from recent customer reviews:
- Cocktail selection is diverse and unique.
- Great vibes and music, perfect for a night out.
- Food options are delicious, especially the late-night menu.
With a solid rating of 4.6 and over 1080 reviews, Arbella stands out as a must-visit destination for anyone looking to enjoy fantastic cocktails and a vibrant atmosphere in the heart of Chicago.

- Monday: Closed
- Tuesday: 5–10 PM
- Wednesday: 5–10 PM
- Thursday: 5–10 PM
- Friday: 5–11 PM
- Saturday: 5–11 PM
- Sunday: 5–9 PM
6. The Franklin Room
Information and Reviews
Customer reviews highlight some key points:
- Best service and meal, friendly staff, and delicious dishes
- Underground speakeasy atmosphere, delicious food, and indulgent whipped formaggio
- Solid food overall, phenomenal whipped formaggio, and fair portion sizes
- Special experience, good vibes, and exceptional food and drinks

- Monday: Closed
- Tuesday: Closed
- Wednesday: 5 PM–2 AM
- Thursday: 5 PM–2 AM
- Friday: 5 PM–2 AM
- Saturday: 5 PM–3 AM
- Sunday: Closed
7. Brando's Lincoln Park
Information and Reviews
- Great cocktails
- Live performances
- Fast service
Customers have raved about the welcoming ambiance and standout karaoke experience. Reviewers highlight the friendly atmosphere and heavy-handed drinks as key highlights of their visits. Whether you're looking for a night out with friends or a lively karaoke session, Brando's Lincoln Park promises an unforgettable experience.

- Monday: Closed
- Tuesday: 6 PM–1 AM
- Wednesday: 6 PM–1 AM
- Thursday: 6 PM–2 AM
- Friday: 6 PM–2 AM
- Saturday: 6 PM–3 AM
- Sunday: 6 PM–1 AM
8. The Whistler
Information and Reviews
The atmosphere at The Whistler is described as casual, cozy, and trendy, attracting diverse crowds including groups, LGBTQ+ friendly individuals, and tourists. The bar is known for its quick service, great beer choices, and welcoming ambiance, making it a popular spot in the Logan Square neighborhood.
- Great dj set, cool vibe, amazing cocktails
- Fun night out with great drinks and music
- Chill atmosphere, friendly staff, and dancing opportunities
- Excellent curated cocktails, live music, and attentive bartenders

- Monday: 4 PM–2 AM
- Tuesday: 4 PM–2 AM
- Wednesday: 4 PM–2 AM
- Thursday: 4 PM–2 AM
- Friday: 4 PM–2 AM
- Saturday: 4 PM–3 AM
- Sunday: 4 PM–2 AM
9. Sparrow
Information and Reviews
- This is such a special gem in Chicago. Super classy cocktail spot with amazing rum-focused cocktails that transport you back in time.
- Great crafted cocktails with a subtle old school charm. Perfect start to your night out!
- Amazing cocktail spot with a classy vibe and ambiance. A must-visit for cocktail lovers.
- Moody and sexy atmosphere, perfect for a night out. Great service and delicious drinks.

- Monday: 4–10 PM
- Tuesday: 4–10 PM
- Wednesday: 4–10 PM
- Thursday: 4–10 PM
- Friday: 4–11 PM
- Saturday: 4–11 PM
- Sunday: Closed
10. Vol. 39
Information and Reviews
One of the standout features of Vol. 39 is its lively atmosphere, with live music and live performances adding to the overall experience. The lounge is known for its fast service, ensuring that customers are promptly attended to and their needs are met.
Customers have raved about their experiences at Vol. 39, with many highlighting the delicious cocktails, fantastic wine selection, and vibrant atmosphere. Some key points from customer reviews include:
- Delicious cocktails
- Great wine selection
- Lively atmosphere with live music
- Fast and attentive service
Experience the best of Chicago's nightlife at Vol. 39 and indulge in an evening of great food, drinks, and entertainment.

- Monday: 11 AM–11 PM
- Tuesday: 11 AM–11 PM
- Wednesday: 11 AM–11 PM
- Thursday: 11 AM–11 PM
- Friday: 11 AM–12 AM
- Saturday: 11 AM–12 AM
- Sunday: 11 AM–9 PM
11. Drawing Room
Information and Reviews
Customer reviews highlight the following key points:
- A must-see with breathtaking Venetian Gothic architecture.
- Great food and drinks with a cozy and spectacular space.
- Beautiful ambiance with attentive and friendly staff.
- A unique dining experience with vintage library vibes and wonderful atmosphere.

- Monday: Closed
- Tuesday: 5 PM–1 AM
- Wednesday: 5 PM–1 AM
- Thursday: 5 PM–1 AM
- Friday: 5 PM–1 AM
- Saturday: 5 PM–2 AM
- Sunday: 5 PM–1 AM
12. Lazy Bird
Information and Reviews
Customers rave about their experiences at Lazy Bird:
- A charming spot with attentive staff, excellent service, and hip-hop music selection.
- Upscale ambiance, strong well-mixed drinks, though service can be a tad slow.
- Perfect balance of chic and relaxed vibes, surrounded by multiple bars, ideal for a cocktail date or night out.

- Monday: Closed
- Tuesday: 4 PM–12 AM
- Wednesday: 4 PM–12 AM
- Thursday: 4 PM–2 AM
- Friday: 4 PM–2 AM
- Saturday: 11 AM–3 PM
- Sunday: 11 AM–3 PM
13. Storyville Chicago
Information and Reviews
- New Orleans themed restaurant provides a dazzling experience, perfect for a romantic outing with eye-catching portraits. Sunday bottomless mimosas highly recommended.
- Great food, service, and atmosphere. Staff members Jessica and Donnie stood out for their exceptional hospitality.
- Highly praised gumbo and banana foster. Fast service and special attention to accommodate children. Pleasant and calm ambiance.
- Happy Hour offerings were delightful with delicious food options. Beignets were a bit dense, but overall, an enjoyable experience that captures the essence of New Orleans.

- Monday: 5 PM–12 AM
- Tuesday: 5 PM–12 AM
- Wednesday: 5 PM–12 AM
- Thursday: 5 PM–12 AM
- Friday: 5 PM–1 AM
- Saturday: 4:30 PM–1 AM
- Sunday: 4:30 PM–12 AM
14. The Aviary
Information and Reviews
Customer reviews speak volumes about The Aviary, with some key points highlighted:
- Unique cocktail presentations resembling modern art
- Well-balanced and tasty cocktails created by knowledgeable staff
- Exceptional drink and food offerings that are photogenic and well-presented
- An intimate and sophisticated atmosphere with top-notch service

- Monday: Closed
- Tuesday: 4–10 PM
- Wednesday: 4–10 PM
- Thursday: 4–10 PM
- Friday: 5 PM–12 AM
- Saturday: 5 PM–12 AM
- Sunday: Closed
15. The Press Room
Information and Reviews
The bar boasts a selection of great cocktails and a limited but delicious food menu, including options like crab dip and meatball sandwiches. Customers praise the attentive service and the well-crafted cocktails, highlighting the bar's happy hour specials available Monday through Thursday from 4-6 pm.
Key points from customer reviews:
- Charming hidden spot with fantastic food and drinks
- Intimate ambiance perfect for date nights or casual gatherings
- Attentive and professional service with a great happy hour

- Monday: Closed
- Tuesday: 5–10 PM
- Wednesday: 5–10 PM
- Thursday: 5–10 PM
- Friday: 4–10 PM
- Saturday: 4–10 PM
- Sunday: 2–10 PM
16. Figo Wine Bar
Information and Reviews
- Customers rave about the excellent wine and tapas selection, perfect for ambient dinners and celebrations.
- Highlights include fast service and a great wine list that keeps patrons coming back for more.
- The cozy and trendy atmosphere appeals to a variety of groups looking for a unique wine bar experience.
While some customers express concerns about the overtly high-paced service and limited wine selection, the majority of reviews highlight the delicious food, friendly service, and overall welcoming ambiance that Figo Wine Bar provides. Whether you're looking for a relaxing evening with a glass of wine or a vibrant atmosphere to celebrate with friends, Figo Wine Bar offers a little something for everyone.
Map of First Date Bars in Chicago
Looking for the perfect first date bar in Chicago? Look no further! Whether you're in the mood for a cozy cocktail lounge or a lively sports bar, this map has you covered. Explore the city's vibrant nightlife scene and discover the best spots to impress your date and create lasting memories. Cheers to a fantastic first date!
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