Best of 18 romantic bars in Logan Square
Logan Square in Chicago is a vibrant and charming neighborhood, known for its unique architecture, trendy boutiques, and romantic bars. If you're looking for a cozy and intimate spot to enjoy a craft cocktail or a glass of wine with someone special, then Logan Square's romantic bars are the perfect destination. From speakeasies to wine bars, these hidden gems offer an unforgettable atmosphere that will make your night out truly memorable. So why wait? Come and explore the romantic bars in Logan Square!
- 1. Penumbra
- 2. Longman & Eagle
- 3. The Meadowlark in Logan Square
- 4. The Whistler
- 5. Billy Sunday
- 6. Scofflaw
- 7. Table, Donkey and Stick
- 8. Logan 11 Bar & Kitchen
- 9. Spilt Milk
- 10. Osteria Langhe
- 11. The Walk In
- 12. Weegee's Lounge in Logan Square
- 13. SABA Italian Bar + Kitchen
- 14. Estereo
- 15. Daisies
- 16. Best Intentions
- 17. The Heavy Feather in Logan Square
- 18. Outside Voices
1. Penumbra
Extensive Wine List, Seasonal Italian Menu

The restaurant has a nice ambience with a cute bar setting and a dimly lit dining room, creating an intimate atmosphere perfect for a date night. The customer service is exceptional, with the owner personally giving tours of the restaurant and the staff being friendly and attentive.
The food is fresh and of high quality, with a menu that includes tasty and impressively presented dishes. The scallops appetizer was a standout, even for those who are not usually fond of seafood. The cocktails were also a hit, adding to the overall enjoyable dining experience. This restaurant is highly recommended for a romantic evening or to impress a date.
TOPICS
- American Cuisine
- Mid-Range
- Downtown Spots
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2. Longman & Eagle
Michelin-starred restaurant in a vintage hotel

Longman & Eagle is an excellent choice for a romantic evening with its cozy and intimate atmosphere. The dim lighting and rustic decor create the perfect ambiance for a date night.
If you're looking for a place to have a romantic dinner, Longman & Eagle is a great option. With its dim lighting and rustic decor, the restaurant provides a warm and intimate setting that is perfect for couples.
TOPICS
- Social Gatherings
- American Cuisine
- Mid-Range
- Downtown Spots
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3. The Meadowlark in Logan Square
Seasonal menu, craft cocktails, and community driven

The Meadowlark bar offers an intimate and cozy atmosphere, making it an ideal spot for a relaxed evening. Its ambiance stands out from other bars, creating a unique and enjoyable experience for patrons.
The bar's intimate and comfortable vibe makes it the perfect place to unwind. Patrons can expect to have a better experience than at other bars, as the Meadowlark offers a unique and enjoyable atmosphere that is perfect for a cozy evening.
TOPICS
- Social Gatherings
- American Cuisine
- Downtown Spots
- Late Night
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4. The Whistler
Spacious patio, locally sourced ingredients, and extensive drink menu.

The Whistler is a trendy bar located in the Logan Square neighborhood, known for its local art displays, live music, and innovative cocktails. It attracts a young and attractive crowd, creating an environment that is both stylish and vibrant. The rotating art on the walls adds to the urban and contemporary atmosphere.
For those seeking a romantic evening, The Whistler provides the perfect setting with its cozy ambiance and eclectic mix of music. The bar is well-known for its inventive cocktails and mixed drinks, making it a great spot for couples or anyone looking for a memorable night out. The jazz stage and art shows also make it a cultural destination, offering patrons a unique experience in a welcoming and intimate environment.
TOPICS
- Social Gatherings
- Asian Cuisine
- Dinner
- Late Night
5. Billy Sunday
Prohibition-era decor, extensive craft beer selection

Billy Sunday provides a fantastic atmosphere for a romantic date night, featuring an old-school tavern feel with a sophisticated twist. The bar is known for its exceptional drinks, making it an ideal spot for couples who appreciate interesting and unique cocktails. As you enjoy your drinks, you can indulge in a little bit of food, making for a perfect and memorable evening.
During your date night at Billy Sunday, you will be delighted with the carefully curated drinks list, made with high-quality ingredients and innovative techniques. Whether you're a cocktail aficionado or a casual drinker, you are sure to find something that suits your taste buds. With its cozy and intimate ambiance, Billy Sunday is a top choice for couples who want to spend a romantic and enjoyable evening together over outstanding drinks and a bit of food.
TOPICS
- Social Gatherings
- American Cuisine
- Cheap Eats
- Downtown Spots
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6. Scofflaw
Extensive craft beer selection, delicious bar food

Scofflaw is a highly recommended bar in Chicago for a romantic evening. Its popularity is attributed to the exceptional cocktails and intimate atmosphere. The bar is known for its impressive selection of gin cocktails, making it a great spot for lovers of the spirit. The ambiance is warm and inviting, creating an ideal setting for a date night.
In summary, Scofflaw is a cozy and romantic bar located in Chicago that offers a great selection of gin cocktails. It is the perfect place for a date night, thanks to its intimate atmosphere and exceptional drinks.
TOPICS
- American Cuisine
- Vegetarian Options
- Mid-Range
- Downtown Spots
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7. Table, Donkey and Stick
Unique, flavorful fusion of Mexican and Korean cuisine

Table, Donkey and Stick is a rustic and intimate restaurant that offers a romantic setting for a night out. The inviting bar and communal tables are part of its charm. Dim lighting and a cozy atmosphere make it one of the best romantic bars in Chicago, ideal for couples looking to enjoy a special evening together.
The restaurant's ambiance is perfect for a romantic evening, with dim lighting and a cozy atmosphere. The inviting bar and communal tables create a rustic and intimate setting. Table, Donkey and Stick is a top choice for couples looking for a romantic bar in Chicago, offering an intimate and relaxed atmosphere that is perfect for a special night out.
TOPICS
- Mediterranean Cuisine
- Cheap Eats
- Downtown Spots
8. Logan 11 Bar & Kitchen
Combines bar and kitchen with a relaxed yet energetic atmosphere

Logan 11 is a great destination for a romantic getaway. The atmosphere is warm and inviting, with dim lighting and cozy seating that creates the perfect ambiance for couples. The service at Logan 1
TOPICS
- Social Gatherings
- American Cuisine
- Downtown Spots
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9. Spilt Milk
Spacious patio and weekend brunch

Spilt Milk is a romantic bar with a cozy atmosphere, ideal for couples. Dim lighting and an intimate setting contribute to its allure. It offers a superb selection of cocktails, making it a perfect spot for a date night.
Couples seeking a romantic atmosphere will appreciate Spilt Milk's dim lighting and cozy ambiance. The bar's intimate setting and excellent cocktail selection make it a popular choice for date night.
TOPICS
- American Cuisine
- Mid-Range
- Downtown Spots
- Dinner
10. Osteria Langhe
Seasonal menus emphasizing truffles and indigenous ingredients

Osteria Langhe is a romantic neighborhood gem, tucked away in the vibrant area of Logan Square. This cozy restaurant specializes in showcasing the wine and cuisine of the Piemonte region of Italy, which is known for its border with France and distinctive Italian dishes. The intimate atmosphere and casually romantic setting make it a perfect spot for a date night or a gathering with friends.
The menu at Osteria Langhe features classic Piedmontese dishes, such as vitello tonnato, tajarin, and brasato al barolo. These delicious Italian dishes are made with high-quality ingredients and traditional cooking techniques, resulting in an authentic and satisfying dining experience. Additionally, the restaurant boasts an extensive wine list, with a focus on wines from the Piemonte region, allowing guests to explore and savor the unique flavors and characteristics of this Italian wine region.
TOPICS
- Italian Cuisine
- Gluten-Free
- Mid-Range
11. The Walk In
Exposed brick interior, large community tables

This place has a wonderful vibe and is ideal for a romantic evening. The dim lighting creates an intimate atmosphere, and the drinks are excellent. It's a great spot for a date night. The ambiance is perfect for couples, with a cozy and romantic setting that is sure to impress.
The bartenders are friendly and contribute to the establishment's welcoming atmosphere. I came here for a date night and was not disappointed. The drinks and ambiance were both excellent, making for a memorable and enjoyable experience. The bartenders' friendly and attentive service added to the overall positive experience.
TOPICS
- Social Gatherings
- Happy Hours
- Fusion Cuisine
- Hidden Gems
12. Weegee's Lounge in Logan Square
Speakeasy-inspired ambience, award-winning cocktails, and famous murals

Weegee's Lounge is a cozy neighborhood bar with a comfortable and relaxed atmosphere. The dim red lighting and black-and-white photos create a unique and intimate ambiance. Adding to the relaxed vibe is the sound of vintage jazz playing in the background, which further enhances the charm of the place.
If you're looking for a romantic spot for a date night, Weegee's Lounge is an excellent choice. The dim lighting and vintage jazz create a warm and inviting atmosphere that is perfect for a romantic evening. Whether you're looking to enjoy a cocktail or two or share a meal, Weegee's Lounge is the perfect spot for a cozy and romantic night out.
TOPICS
- Social Gatherings
- American Cuisine
- Affordable Nightlife
- Hidden Gems
13. SABA Italian Bar + Kitchen
Handmade pasta and wood-fired pizzas

SABA restaurant offers a romantic atmosphere with dim lighting and elegant decor, making it an ideal location for a special night out. This hidden gem is perfect for romantic dinners, with delicious food and an impressive selection of wines and cocktails at the bar.
Couples can enjoy a romantic dinner at SABA, indulging in the excellent food and sipping on fine wines or creative cocktails. The restaurant's atmosphere, with its low lighting and stylish decor, creates the perfect setting for a memorable evening. The food and drink selection make it a standout choice for intimate gatherings.
TOPICS
- Italian Cuisine
- Budget-Friendly Eats
- Downtown Spots
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14. Estereo
Authentic Venezuelan dishes, bustling atmosphere

Estereo is a romantic bar in Chicago that offers an excellent atmosphere for a cozy night out. The music and lighting create the perfect ambiance, making it an ideal spot for couples. If you're looking for a place to enjoy a romantic evening, Estereo is highly recommended.
The dim lighting and intimate seating arrangements at Estereo add to its romantic vibe. The bar's music selection is also noteworthy, with a mix of Latin and other international tunes that set the mood for a memorable evening. Overall, Estereo is a standout choice for those seeking a romantic bar experience in Chicago.
TOPICS
- Celebrations
- Italian Cuisine
- Vegetarian Options
- Mid-Range
15. Daisies
Seasons-driven menus with locally sourced ingredients

Daisies is a restaurant that offers a cozy and intimate atmosphere, ideal for a romantic evening. The patio seating is especially charming and contributes to the overall ambiance of the restaurant. It's a great place for a special night out, with wonderful service that enhances the dining experience.
Couples looking for a romantic spot will enjoy the cozy atmosphere and patio seating at Daisies. The service is noteworthy, providing a level of hospitality that makes for a memorable evening. Whether you're celebrating an anniversary or simply looking to impress a date, Daisies is an excellent choice for a romantic dinner.
TOPICS
- Fusion Cuisine
- Mid-Range
- Downtown Spots
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16. Best Intentions
Sustainable, community-oriented, and artisanal approach

This location offers a cozy and romantic atmosphere, making it an ideal spot for couples seeking a relaxed and intimate evening. The ambiance is warm and inviting, perfect for couples looking to enjoy each other's company in a quiet and peaceful setting.
This hidden gem provides the perfect location to enjoy a cocktail with your significant other. The romantic setting is sure to add to the overall experience, leaving you and your partner feeling relaxed and content. Whether you're looking to celebrate a special occasion or simply want to spend some quality time together, this place is the perfect choice.
TOPICS
- Social Gatherings
- Happy Hours
- Downtown Spots
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17. The Heavy Feather in Logan Square
Creative cocktails, unique decor

The Heavy Feather is a great location for a romantic evening with its dim lighting and cozy atmosphere, making it an ideal date night spot. Visitors to this establishment have noted the romantic vibe, with one guest in particular praising the quiet ambiance, making it perfect for intimate conversations.
One aspect that contributes to the romantic atmosphere at The Heavy Feather is the cocktails, which have been described as amazing. With delicious drinks and an ambiance that sets the mood, this establishment is an excellent choice for couples looking for a romantic night out.
TOPICS
- Corporate Events
- American Cuisine
- High-End
- Downtown Spots
18. Outside Voices
Features local art and hosts community events

Outside Voices is a new wine bar in Logan Square that offers a cozy indoor space with ornate woodwork and playful art, as well as a large secluded patio with an outside bar and lounge furniture. They specialize in low intervention wines and have a rotating selection, creating a relaxed and inviting atmosphere for their guests. The wine bar is part of a group of establishments owned by the same team, including a gin-focused cocktail den and a sporty pub.
The ambiance at Outside Voices is laid-back, making it a cross between a neighborhood tavern and a proper wine bar. While the prices are higher than a typical pub, the vibe is unpretentious and approachable. The wine bar is located between two other establishments owned by the same team, creating a trio of popular spots in Logan Square. Overall, Outside Voices is an excellent addition to the area for wine lovers seeking a relaxed and inviting atmosphere to enjoy a wide selection of low intervention wines.
TOPICS
- Mediterranean Cuisine
- Downtown Spots
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