Historic building blends modern amenities with charming style and comfortable rooms featuring exceptional views. Atmosphere stays fun and welcoming with a calm, chill vibe throughout. Complimentary treats and a friendly bar add to the inviting experience.
Attention to personal details creates a thoughtful atmosphere for couples. Friendly staff greet guests by name and suggest local spots to explore, enhancing the date experience.
"This hotel's location is great for walking everywhere."
"The room had amazing, beautiful views of the Chicago Theater."
"The staff went above and beyond to make our stay special."
Good to know
Happy hour offers a burger and beer or soda for $10 from 4-6 pm.
Every afternoon, enjoy a cookie hour with complimentary beverages.
Valet parking is expensive and can be problematic during busy events.
Rooftop restaurant offers stunning city views and a relaxed atmosphere with friendly staff. The space features beautiful ambiance suitable for quiet meals or lively happy hours. Cocktails and small plates complement the setting, creating a charming dining experience.
Spectacular rooftop views offer a beautiful panorama of the city. Large windows and a top deck provide consistently great cityscapes that enhance the atmosphere.
Versatile setting fits both business lunch and night date vibes. Staff easily accommodate vegetarian requests without hesitation.
Good to know
Happy hour runs from 3:30 to 5:30pm on weekdays.
Happy hour offers great deals on food and drinks.
The restaurant is located on the 16th floor of the Hilton hotel.
Architecture features Frank Gehry's dancing metal design with indoor and outdoor seating offering views of the ice rink and cityscape. Atmosphere ranges from festive and chill to lively with large projection TVs showing sports. Popular for group outings and casual dining with a bar-focused vibe.
Seating offers a gorgeous view of the skating rink. The view from the restaurant overlooks the ice rink clearly and adds to the dining experience.
Quiet atmosphere makes it easy to focus on each other. Coffee stands out as a shared highlight. Suitable for couples and groups with space for private moments.
Good to know
Reservations are recommended for pizza-making courses and private events.
Happy hour runs from 4-6pm with discounted drinks and appetizers.
Karaoke night starts at 10pm on Thursdays with a two-drink minimum.
Outdoor seating offers stunning river views and a large covered patio that stands out in the city. Atmosphere shifts from quiet and romantic during slow times to lively after work and happy hour. The setting suits both casual dining and event receptions with a fun, upscale vibe.
Stunning views of the river and buildings dominate the patio. The setting includes scenic river sights with passing boats and an atmosphere that highlights the great location.
Beautiful venue suits special occasions like birthdays and anniversaries. Tables are available for intimate date nights and celebrations.
Good to know
Reservations are recommended for larger groups, especially during busy hours.
The kitchen closes at 7pm, so plan your visit accordingly.
The restaurant can be busy after work hours, especially on Fridays.
Towering skyscraper offers spacious rooms with epic city views and an elegant atmosphere. Amenities include a large indoor pool, well-equipped gym, and personalized butler service. Dining spaces provide luxurious settings with rooftop views and unique breakfast options.
Dining offers best city views with fantastic service. Rooms provide gorgeous views of the skyline.
Good to know
Every evening at 5 pm, they do Sabrage (Champagne Sabering) for guests.
There is a daily champagne opening ceremony with a saber starting at 5:30 p.m.
The hotel is located near Riverwalk, providing easy access to attractions.
Performing arts theater showcases 1920s art deco decor and gorgeous interior with comfortable seating and great stage views. Atmosphere feels breathtaking and grand, creating an unforgettable experience with incredible sound. Exclusive suite service offers private lounge with drinks and snacks, enhancing the overall visit.
Great views come from every seat, including the loge, balcony, and dress circle. Even the upper balcony and nosebleed seats offer a clear perspective of the stage.
Shows like Hamilton and Peter Pan offer memorable experiences for couples. Seating in Row A ensures clear views without anyone blocking the stage, enhancing the date atmosphere.
Good to know
Parking is available in a garage just around the corner from the theater.
Expect long lines for the restrooms during intermission; plan accordingly.
The balcony seats provide great views and are less expensive than front-row seats.
Spacious rooms offer breathtaking views and artistic, upscale decor with comfortable beds. The lobby and dining areas present a classy, elegant atmosphere while city noise and sirens create a lively urban backdrop. Amenities include a well-equipped gym with views, a cafe downstairs, and convenient valet parking.
Rooms offer spacious layouts with great city views from multiple angles. The gym features a superb view alongside its equipment.
Rooms offer a cozy vibe with quick, friendly service for any issues. Couples can enjoy thin crust pizza with customizable toppings and a relaxed atmosphere for a quiet night.
Good to know
Parking costs $60 per day, so plan accordingly.
The hotel is within walking distance to Grant Park and Soldier Field.
Rooms are clean, modern, and comfortable for a pleasant stay.
Ice skating ribbon features a unique track shape with varying elevations that create a more fun experience than typical oval rinks. Skating offers amazing city skyline views and a vibe that feels like skating on a river in the woods. The atmosphere is lively with music and crowds, especially during evening sessions when city lights enhance the scenery.
Skating here offers incredible city views, especially at night. The skyline and lake create a stunning backdrop from the ice skating ribbon and park areas.
Skating to Christmas music on the ice ribbon creates a fun and festive vibe. It works well for date night or just hanging out together.
Good to know
Reservations are required in advance as time slots fill up quickly.
Ice skating is available from mid-November through mid-March.
The park has two entrances, one with lockers and restrooms.
Symphony Hall offers exceptional acoustics and an intimate setting with beautiful historic architecture. Performances feature world-class musicians delivering clear, balanced sound throughout the venue. The atmosphere is classy and professional, creating a refined experience for classical music lovers.
Seats above the back of the stage offer a unique view and an unusual way to experience the symphony. The highest balcony provides an amazing perspective, with breathtaking views inside and outside the building.
Symphony orchestra events offer epic quality performances that create a memorable atmosphere. Attending a show here makes for a classic date night experience with live music.
Good to know
Children's concerts are interactive and educational, perfect for family outings.
Arrive at least 15 minutes early to ensure seating for performances.
The venue hosts movie concerts, enhancing the experience with live orchestral music.
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.
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.
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.
Rooms offer great views of the river and city. Higher floors provide spacious, spotless rooms with clear sights.
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.
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.
Rooms offer amazing city and river views, with many featuring scenic sights. The rooftop bar also provides great panoramic views.
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.
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.
Rooftop offers a spectacular view. Rooms on the 7th floor overlook Millennium Park with excellent views.
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.
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.
Rooms offer stunning views of the Chicago skyline. The hotel features a gorgeous view visible from the bar and common areas.
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.
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.
Rooms offer beautiful views, especially from the 31st floor. Sunrise scenes stand out, and the Gold Lounge provides impeccable views alongside its food.
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.
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.
Upstairs club and rooftop bar offer incredible city views. The bar provides a spectacular view alongside dining and a sweet coffee spot.
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.
Rooms offer panoramic views of the lake, river, and cityscape, creating a striking backdrop. The atmosphere feels upscale and spacious, with a large gym featuring impressive equipment and scenic views. Efficient escalators connect floors smoothly, supporting a steady flow of guests.
Rooms on the 31st floor offer breathtaking lake views. Upgrades and perks like early checkout and welcome drinks come with membership benefits.
Weekend stays often mark special occasions like birthdays and anniversaries here. Rooms accommodate couples and small groups, making it a solid choice for celebrations and quiet time together.
Good to know
Expect hidden fees like a $25 resort fee not disclosed at booking.
Parking costs $87 per night, which is considered high.
The hotel bar closes at 10:30 PM on weekends.
Dining room showcases historic decor and a stunning Christmas tree that creates a magical atmosphere. Fairy princesses visit tables, adding a whimsical touch to the experience. Space feels spacious and elegant with white tablecloths and a sense of Chicago history.
Seating by the window offers a perfect view of the Muddy Waters mural. Windows also showcase interesting views and a holiday tree decorated in Marshall Field’s colors.
Special occasion menus like Valentine's Day Pre-Fix create a focused dining experience. Staff show personalized care and help celebrate birthdays and anniversaries with thoughtful attention.
Good to know
Reservations are required for holiday dining at least two months in advance.
The Walnut Room hosts a popular drag brunch every Sunday at 11 AM.
Parking costs $28 for three hours, so plan accordingly.
Historic building with Art Deco design offers spacious rooms featuring city views and luxurious amenities. Lobby and rooftop lounge provide a resort-like atmosphere with music and entertainment. Downtown location brings loud street noise at all hours, affecting room quietness.
Rooms offer amazing city views, especially of downtown and Michigan Avenue. Spacious suites feature beautiful architecture sights with easy blackout shades for night.
Suites offer a plush king bedroom and two bathrooms, fitting for a couples retreat or family. The setting suits both first dates and anniversary getaways with a comfortable, intimate vibe.
Good to know
The Cadillac experience is available only on select days and hours.
Escalade service operates on Fridays and Saturdays for rides within a two-mile radius.
Happy hour is offered daily at the restaurant.
Nutella-themed decor creates a bright and inviting space with personalized Nutella jars as a unique feature. The cafe feels cramped and crowded, with small tables placed very close together, often leading to a noisy atmosphere. Outdoor patio seating offers an alternative to the tight indoor space.
Big windows offer mesmerizing city views that you can enjoy from upstairs seating or inside. The atmosphere highlights the pleasant street scenes visible through the windows.
Outdoor seating offers a comfortable atmosphere with pleasant evening temperatures. Sharing a crepe works well for couples not very hungry, and the menu includes Nutella options that appeal to fans.
Good to know
Expect a wait time of 30-45 minutes during peak hours.
The cafe opens at 8 am daily.
You can personalize your Nutella with your name for a unique souvenir.
Spacious suites offer amazing city views and a homey feel with well-equipped kitchens. Indoor pool and hot tub provide relaxing amenities for guests. Lobby atmosphere can feel busy and crowded, contrasting with quiet rooms.
Rooms offer splendid views of both the lake and city skyline, including the Willis Tower. Common area balconies provide nice city views, and higher floors deliver excellent panoramas.
Rooms offer a comfortable stay that guests look forward to returning to. The hotel suits couples needing a cozy overnight spot in town.
Good to know
The hotel hosts a networking event every Wednesday evening from 5:00 to 7:00, with drinks and snacks.
Expect a busy atmosphere during the Wednesday social hour from 5-7, with complimentary appetizers and drinks.
Valet parking costs $70 per night, which can be a significant expense.
Rooftop bar offers unparalleled city views including river and Gothic architecture. Atmosphere is lively with loud music, making conversation difficult. Outdoor space features igloos and fire pits, with indoor area hosting a live DJ to maintain energy.
Offers stunning river views and unparalleled rooftop sights of the city, including the river, bridges, and Gothic architecture. The view stands out as truly unique and beautiful among rooftop spots.
Rooftop seating offers a downtown backdrop that suits couples well. Brunch works for dates and the spot fits for a first date in the city.
Good to know
Reservations are required to secure a table at LH Rooftop due to limited space.
Expect long wait times during peak hours, especially on weekends.
Bring your ID as it is required for entry; no photos accepted.
Hotel combines old-fashioned charm with a modern twist in a sheek, elegant setting. Rooms are quiet, cozy, and spacious with attention to detail throughout. Public spaces include a quieter bar with jazz and offer great city views.
Rooms offer great city views, including sights of the Willis Tower. Some guests receive complimentary upgrades to rooms with these views.
Good to know
The Grand Ballroom on the 22nd floor hosts weddings and events.
Jazz nights occur every Friday and Saturday at the in-house restaurant.
Check-in is located on the 21st floor, right outside the elevators.
Historic hotel with classic charm and artistic decor creates an elegant and lively atmosphere. Rooms offer spacious layouts and great views, though noise from hallways and street is noticeable. Fitness center shows signs of wear but remains a notable feature.
Rooms offer amazing lake views that overlook the water. The setting provides a gorgeous and peaceful scene from comfortable, clean rooms.
Offers a quiet setting for couples seeking a night away from the kids. Provides a comfortable space for a one night stay focused on relaxation and connection.
Good to know
Parking is available at a garage across the street, but no valet service is offered.
The hotel charges a nightly resort fee that is not disclosed at check-in.
Breakfast and snacks are served Monday through Friday at the hotel restaurant.
Quiet, spacious rooms with luxurious decor and modern amenities create a cozy, home-like atmosphere. Heavy carpeting and thoughtful design keep noise low despite nearby urban sounds. Facilities include a well-equipped fitness center, free water refill stations, and a rooftop restaurant open for dinner.
Rooms on the 12th and 14th floors offer landmark and amazing city views. The views stand out as a key feature alongside the room's comfortable style and decoration.
Amazing staff create a welcoming atmosphere. Parking is safe and just a couple blocks away.
Good to know
Parking at the hotel costs $75 a day, which can be high on weekends.
The hotel is located just 2 blocks from Union Station, making it accessible.
Wi-Fi issues may occur, as some guests reported authentication problems.