Hidden underground bar with soft red glow and jazzy atmosphere creates an intimate, cozy vibe. Space feels mysterious and character-rich, attracting an upbeat crowd for fun nights out or romantic dates. Creative cocktails and unique design details add to its distinct charm.
A basement lounge offers dark disco vibes with a romantic, rustic atmosphere. The space feels like a speakeasy with touches of European nightlife and serves craft cocktails, Italian beer, and wine.
Cozy downstairs seating creates a cute ambience ideal for date nights. Drinks flow smoothly, making it a solid spot for a pre-show bite or drink.
"The bar staff here feels like family and makes you feel right at home."
"The craft cocktails and shareable bites here are excellent."
"The date spots here make you feel like family."
Good to know
Happy hour offers discounted drinks and bites after work.
The bar features a rotating menu of small shareable plates and pasta.
Reservations are recommended for busy evenings, especially weekends.
Intimate jazz club with historic décor and excellent acoustics creates a cozy, relaxed atmosphere. Live performances feature talented musicians playing in a setting that honors jazz legends. Dim lighting and comfortable seating offer a balanced sound experience ideal for soaking in pure jazz.
Classic jazz club vibe with top flight musicians performing in an intimate venue. Offers a quintessential Chicago jazz experience with a strong, traditional program.
A quaint and dazzling spot with a romantic vibe perfect for date nights. Seating offers fantastic views without needing VIP access.
Good to know
Admission is $20 per person for entry.
Jazz Showcase does not serve food but allows patrons to bring their own.
It is advisable to buy tickets in advance as shows often sell out.
Old-school cigar lounge with historic ambiance and rich character offers a relaxing atmosphere filled with cigar smoke and classic decor. Lounge provides a private, comfortable space for quality conversation and enjoying a wide selection of cigars and pipes.
A BYOB cigar lounge offers a relaxed vibe for enjoying cigars. A private premium lounge provides unique train views and a more exclusive setting.
A quiet spot with a pleasing tobacco aroma that even non-smokers notice. Shopping for unique pipes adds a thoughtful touch to the date experience.
Good to know
The shop is located on the second floor of a historic building, accessible via elevator.
They offer a wide selection of cigars, pipes, and smoking accessories.
The lounge is BYOB, allowing guests to bring their own beverages.
Restaurant combines unique decor with a warm, welcoming vibe and top-tier music including hip-hop, R&B, and afrobeats. Atmosphere feels both like a casual takeout spot and a lively club under the right circumstances. Clean environment supports a positive, chill energy throughout.
Colored lights create a club vibe that feels lively yet relaxed. The spot blends lounge atmosphere with a hidden gem appeal for those avoiding typical bars and clubs.
Service stands out with attentive staff helping choose food and drinks. It suits a casual dinner or date night, especially near the Icon Theaters on Roosevelt Street.
Good to know
Happy Hour runs until 7pm with affordable drinks for dine-in only.
Live DJ performs on Taco Tuesdays, creating a lively atmosphere.
Expect a fun vibe on Fridays when the DJ is present.
Venetian-Gothic architecture shapes a stylish hotel with ornate woodwork and intricate carvings. Lively atmosphere fills public game rooms and a rooftop bar with great views of the lake and park. Athletic-themed amenities include basketball, bocce, and yoga, blending historic charm with active recreation.
A restored 19th-century athletic club offers a speakeasy room, rooftop lounge with views of the Bean, and a game room. Bars and lounges create a vibe like stepping into a time machine.
Good to know
Happy hour runs daily from 4-6pm with discounted drinks.
Expect wedding crowds on weekends due to the hotel's wedding venue status.
Reservations are required weeks in advance for dinner at Cindy's Rooftop.
Historic architecture blends with modern amenities in a quiet, peaceful setting despite urban surroundings. Spacious rooms offer old school luxury with plush beds and large bathrooms. Public spaces include an elegant lobby and a large bar with ample seating.
Multiple lounges offer a comfortable place to relax with good snacks and music. Staff like Aaron, Diane, and Amy provide excellent service and well-made cocktails, making the atmosphere inviting.
Rooms and facilities offer a perfect getaway vibe for couples. Front desk adds a personal touch by embroidering special dates on bathrobes and mailing them home.
Good to know
Check-in is at 4pm and check-out is at 12pm.
Valet parking costs $88.00 per night.
Self-parking is available for $68.00 per night.
Hotel offers modern, eclectic design with vibrant colors and creative communal spaces including a bar and terrace with city views. Rooms feature smart home technology and blackout shades, providing a quiet, well-insulated environment. Gym and workstations add to the functional, trendy atmosphere.
Modern decor sets the tone with great bar and lounge areas. The rooftop and outdoor patio lounges offer spots to relax and enjoy city views, though the patio closes from midnight to 5 am.
Rooms feel small but cozy, designed with a modern, unique touch. The space suits couples looking for an intimate setting.
Good to know
The hotel is located in the heart of Chicago, close to major attractions.
Parking costs around $50 a night and is located a block away from the hotel.
The gym is one of the best hotel gyms available.
Rooms offer spacious layouts with spectacular river views and maintain a quiet atmosphere despite nearby city noise. Rooftop bar provides a comfortable setting with heaters and fire pits, creating a pleasant spot to relax. Central bar stays lively, attracting a steady crowd, while the overall vibe remains luxurious and calm.
Good to know
The hotel charges $80 for overnight parking.
Valet parking is available for $88 per night.
The hotel is located right off the river, providing great views.
Historic building blends modern comfort with classic design in a quiet atmosphere despite city noise. Spacious rooms feature floor-to-ceiling windows and high-quality amenities. Lobby bar offers a chill vibe with excellent service and drinks.
Cozy and swanky lounge in the lobby offers a full bar and very good food with happy hour prices. Vintage vibes and views come from the lobby lounge under the Mezzanine floor, creating a sophisticated atmosphere.
Good to know
The hotel charges a $30 historic preservation fee at check-in.
Happy hour at the bar features discounted drinks and appetizers until 7pm.
The bar closes at 10pm, so plan your evening accordingly.
Hotel offers lively rooftop bar with great city views and vibrant atmosphere. Rooms and common areas feature funky artwork and a comfy, eclectic design. Nighttime brings street noise and energetic crowds, especially near the club and light rail.
A nightclub on the rooftop offers a beautiful setting to party after concerts. The location provides walkable access to theaters, riverwalk, and other nightlife spots in the heart of the Loop.
The rooftop offers a celebratory atmosphere with staff who go out of their way to make occasions special. It creates a memorable setting for couples with personalized service and a lively vibe.
Good to know
The rooftop bar hosts a brunch buffet on weekends.
Private events frequently close the rooftop bar, limiting access.
Valet service is recommended as there is no parking available.
Hotel offers great views and modern, comfortable rooms with thoughtful amenities like in-room kettles and a well-equipped gym. Rooftop bar and club create a loud atmosphere with bass noise permeating halls late into the night. Design is upscale and clean, but overall vibe is not warm or welcoming.
Rooftop club offers amazing drinks, music, and skyline views at night. The bar club atmosphere creates strong vibes with a unique cityscape backdrop.
Rooms feature a sliding door that helps couples with different wake-up times. Staff often go the extra mile to make special occasions memorable. Comfortable stays suit couples looking for a relaxed getaway.
Good to know
Rooftop parties occur on weekends, featuring house music and a vibrant atmosphere.
Happy Hour offers complimentary drinks for guests from 4-5pm daily.
Reservations for special events like birthday celebrations are recommended for personalized services.
Hotel offers modern design with spacious rooms featuring river views and comfortable beds. Common areas buzz with activity, creating a lively atmosphere despite occasional crowding. Amenities include a top-notch gym, club level access, and convenient on-site services like car rental and security.
Access to the Club Level provides ample space, all-day snacks, and a $25 daily credit for food and drinks. The lounge offers pasta and sushi options, making it easy to enjoy nightlife without leaving the hotel.
Rooms offer excellent views that set a memorable backdrop. The setting suits celebrations and meaningful moments, making it a spot where relationships have deepened.
Good to know
Restaurants remain open until 1am for late-night dining options.
Valet parking costs $80 per night, which is quite high.
The hotel does not offer shuttle service to O'Hare Airport; taxi costs around $60.
Hotel offers amazing city views and a quiet workspace with beautiful decor. Gold Lounge provides a relaxing retreat with light food and drinks. Efficient elevators and a well-equipped 24-hour gym support convenience and fitness needs.
A Gold Lounge on the 15th floor offers a relaxing spot with gorgeous views, a coffee bar, cocktail bar, and various dining options. Service is excellent, with breakfast, light lunch snacks, evening appetizers, and dessert available for guests with reservations.
Offers a spot for date nights especially around hockey games. Experiences vary, with some finding it memorable while others suggest it may affect the mood for couples seeking leisure.
Good to know
Reservations are required for the holiday bar during the festival.
Parking can be confusing; plan to arrive early to find the garage.
Expect extra charges for amenities, even if not used.