Apartment-style rooms offer spacious layouts with minimalist decor and natural light, creating a quiet and relaxing atmosphere. Lobby features include a library, fireplace, and local spirits, fostering a cozy and stylish vibe. Rooftop provides a prime skyline view, distinguishing it as a venue for special events.
Offers a very comfortable stay with a hidden gem vibe in the neighborhood. Provides a consistently excellent travel experience that makes it a preferred choice for visits.
Views include a prime Chicago skyline backdrop. The rooftop suits summer ceremonies and cocktail hours with lovely scenery.
Good to know
The hotel is very dog friendly, providing bowls and doggie beds for pets.
Parking spaces at the hotel are tight, so larger vehicles may struggle.
The hotel is within walking distance to Riviera Theater and Aragon Ballroom.
Chicago mansion offers cozy, romantic atmosphere with beautifully appointed rooms featuring fireplaces and private terraces. Shared spaces include rooftop hot tub, fully stocked kitchen, and patios that encourage gathering. Unique amenities like wine on tap and build-your-own cannoli station add distinctive charm.
Unique and well appointed rooms combine the warm touches of home with the privacy of a hotel. Clean and inviting spaces come with amazing food options.
The rooftop features a hot tub and a fire pit with direct access from the Venetian room. Rooms connected to the roof offer a jacuzzi for added relaxation.
Good to know
The property is in a safe neighborhood with many walkable restaurants.
Villa D' Citta is suitable for various events, including weddings.
Rooms feature luxurious amenities, including hot tubs and beautiful decor.
Hotel offers a spacious rooftop bar with beautiful city views and heated outdoor igloos. Rooms feel spacious and elegant, though street noise can be noticeable. Fitness center provides a well-equipped gym with free weights and Peloton bikes.
Rooms offer a modern, well-maintained feel with attentive personnel ensuring cleanliness and comfort. Food and drinks come with great service throughout the stay.
Incredible views define the rooftop experience here. The rooftop bar offers a great ambiance and attentive staff, making it a standout spot to relax.
Good to know
Parking costs $50 per night, with valet service only.
Breakfast is included with a variety of options.
The hotel is a 10-minute walk from the blue line station.
Eclectic building filled with unique art and quirky decor creates a cozy, bohemian vibe that feels like home. Common areas buzz with interesting people and offer amenities like sauna, steam room, and rooftop lounge. Rooms are comfortable and charming, making the stay personable and inviting.
Located in a charming neighborhood, this inn offers a bed and breakfast experience with a variety of vegan-friendly options unlike typical hotel breakfasts.
A rooftop garden grows herbs, fruit, and vegetables used in cooking. The roof deck and patio offer spots to relax, enjoy breakfast, and access the sauna and steam room.
Good to know
Breakfast is served from 8 to 11 am daily.
The location is a 5-minute walk from the Blue Line train.
Street parking is always available near the B&B.
Floor-to-ceiling windows offer stunning city views and fill spaces with natural light. The atmosphere stays clean, bright, and quiet, creating a calm environment. Amenities include a rooftop pool, gym, and in-unit washer and dryer, supporting a comfortable and convenient stay.
Rooms offer big one-bedroom apartments at prices similar to small hotel rooms. A fantastic pool on the 16th floor adds a luxury touch, while the hotel stays clean, comfortable, and affordable with prompt, friendly service.
A large rooftop terrace features a pool and lounge areas with grills. The rooftop pool offers a breathtaking view and a relaxing atmosphere.
Good to know
The apartment includes a fully equipped kitchen and a washer and dryer.
The location is within walking distance to restaurants and grocery stores.
There is no onsite parking available for guests.
Hotel offers an industrial chic vibe with luxurious, soulful ambiance and phenomenal rooftop views. Multiple bars and a cafรฉ create a lively, celebratory atmosphere. Location near transit and neighborhood shops adds convenience and local flavor.
Stunning boutique hotel with spectacular lighting from abundant windows. Offers great accommodations in an area with few hotels.
Multiple rooftops offer unique views of downtown Chicago. The rooftop bar provides a chill vibe with some of the best city views around.
Good to know
The Cabana Club is open to the public from 4-6 PM for happy hour.
Happy hour features discounted drinks and appetizers at The Robey.
Story hour at the Clever Coyote takes place every Sunday.
Rooms offer spacious layouts with floor-to-ceiling windows and high-tech amenities including motorized blackout curtains and kitchenettes. The atmosphere balances modern luxury with some persistent street noise and door sounds, even on higher floors. A rooftop bar provides a relaxing space to unwind with city views.
Rooms offer beautiful accommodations with thoughtful amenities. Service stands out as unmatched, making stays enjoyable for business and family trips alike.
A rooftop bar offers a beautiful atmosphere to unwind with a cocktail. It operates weather permitting and is part of a hotel with two on-site restaurants.
Good to know
The hotel is located just off Michigan Avenue, steps from the Magnificent Mile.
Free breakfast is offered daily with great views from the dining area.
The laundry room is conveniently located on the 10th floor for long-term guests.
Hotel offers a quiet atmosphere with a rooftop terrace providing views of Lake Michigan and downtown. Spacious breakfast area fills the air with a sweet pastry scent, creating a warm vibe. Lobby features a fireplace seating area that invites relaxation.
Close proximity to a train station and Loyola campus makes getting around easy. The hotel offers a free breakfast and a rooftop terrace for relaxing after events or visits.
Views of the lake and city dominate the rooftop terrace and lounge. Plenty of seating makes the rooftop lounge area comfortable for relaxing and enjoying the scenery.
Good to know
Parking costs $40 for two cars, with valet service available.
The hotel is pet friendly, accommodating guests with pets.
The location is within walking distance to Loyola University and the CTA station.
Modern hotel offers spacious rooms with fantastic city views and a stunning rooftop bar. Atmosphere ranges from quiet and comfortable to lively at the bar, attracting couples and social gatherings. Amenities include a large fitness center, pool, and welcoming common areas.
Luxurious stays feature excellent customer service and one of the best beds experienced in hotels. Staff provide amazing service from start to finish, creating a truly wonderful hotel experience.
Rooftop features include a bar with city views and a terrace for receptions. Food and drinks at the rooftop bar are delicious, and the service is friendly and engaging.
Good to know
Valet parking costs $78 per night, with potential double charges.
Expect hidden fees, including a resort fee despite no resort amenities.
Room service charges $9 for bottled water.
Boutique bed and breakfast on a quiet tree-lined street offers spacious rooms with modern amenities and large windows. Atmosphere is cozy and quiet, with a rooftop terrace providing breathtaking city views. Location allows easy walking access to nearby shops, restaurants, and entertainment venues.
Only a short walk from Old Town and other neighborhoods, the hotel blends typical hotel amenities with those of a bed and breakfast. Staff service stands out as a key feature.
City views from the rooftop are breathtaking and offer an excellent hangout spot. The terrace adds a nice touch to the experience.
Good to know
The hotel offers free street parking with a provided parking sticker.
Complimentary continental breakfast is included with your stay.
The location is within walking distance to Old Town and Lincoln Park Zoo.
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.
Location stands out for being close to everything and easy to get around. Rooms offer comfortable pillows and staff provide personal touches like cards and champagne. The gym ranks among the best hotel gyms experienced.
Outdoor areas offer a relaxing vibe with a rooftop lounge perfect for drinks and city views. Live comedy shows and bands add to the entertaining atmosphere on the rooftop.
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.
Centrally located by the Riverwalk and close to major attractions like Michigan Avenue shops and the lakefront path. Offers great service and modern amenities in a clean, comfortable setting.
A rooftop bar on the third floor features comfortable sofas, heaters, and fire pits. It offers both outdoor and indoor seating with nice snack food and excellent libations.
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.
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.
Luxury defines the hotel with outstanding service and a professional, kind staff. The environment feels like a home away from home with attentive care from front desk to courtesy drivers.
Breakfast on the 11th floor offers a spectacular view with a welcoming atmosphere. Service from valet to rooftop staff is consistently amazing, and credits or complimentary meals are sometimes available for guests.
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.
Apartment-style hotel offers spectacular city and lake views with a quiet, safe atmosphere. Spacious units include full kitchens, in-unit laundry, and private balconies, creating a comfortable, home-like feel. Amenities include a beautiful gym and rooftop deck with panoramic vistas.
Offers hotel apartments with larger living areas and full kitchens. Includes washer/dryer and costs less than nearby hotels with similar views and locations.
Views from the rooftop patio offer a full cityscape that surpasses the room view. Access includes a 24th floor lounge with some thoughtful surprises.
Good to know
Parking is available in a garage next to the building, but it's an extra cost.
Self-check-in requires a code to enter the building and parking garage.
The property prohibits leaving pets unattended, which limits pet-friendliness.
Social club combines stylish design with curated cozy rooms and a heated rooftop pool offering breathtaking city views. Atmosphere shifts from cool and relaxed during the day to an amazing late night scene at the bar. Amenities include a huge gym, spa, cinema room, and quality dining options.
Rooms combine Euro-vibes with industrial chic in a warm, tasteful design. Amenities include a Cowshed spa, gym, and access to comedy shows without requiring membership.
Heated pool and breathtaking views create a relaxing rooftop scene. The space offers an amazing atmosphere for afternoon hangs.
Good to know
Reservations are recommended for dining, especially during peak hours.
Parking is available in a garage one block away from the venue.
The hotel does not require a membership for overnight stays.
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.
Rooms combine historic charm with modern comfort, supported by attentive staff who handle situations with care. The hotel offers a central location and a memorable stay experience.
Spectacular city skyline views and a gothic all-glass roof create a unique rooftop experience. The spot works well for a pre-dinner drink with breathtaking sights of the stars and city.
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.
Apartment-style building offers spacious rooms with fully equipped kitchens and in-unit washer/dryers. Amenities include rooftop terrace views, a pool, sauna, hot tubs, and private co-working spaces. The atmosphere is generally quiet and secure, with pet-friendly features like an adjacent dog park.
Rooms offer a seamless and welcoming experience with a focus on comfort. Staff provide memorable and enjoyable stays that feel smooth and inviting.
Fantastic city views from the rooftop create a breathtaking atmosphere. Amenities include a roof terrace and a 24/7 indoor hot tub for relaxing moments.
Good to know
Parking is not included in the stay and can be expensive.
Expect to pay an amenities fee that may not be clearly explained.
The building is more of a residential space than a traditional hotel.
Upscale hotel with a sophisticated design aesthetic and elegant yet comfortable atmosphere. Rooftop terrace and bar offer stunning views and a lively spot for cocktails and small bites. Central location attracts a bustling crowd, creating a vibrant energy throughout the day.
Stays here blend historic elegance with modern sophistication. Common areas showcase stunning art deco design that respects the building's history while offering comfort.
Outdoor space offers fire heaters for cooler nights and rooftop seating with a great city view. The bar serves cocktails and little bites with courteous staff providing quick seating.
Good to know
Expect a Daily Destination Fee upon arrival, which may not be disclosed during booking.
Room service is unavailable after 10:30 PM, despite advertised hours until 11 PM.
The hotel is attached to the Shops at North Bridge for convenient shopping.
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.
Rooms stay clean and nice with friendly staff providing excellent service. The hotel sits in a great location near theaters and Michigan Avenue, offering strong overall value.
Rooftop parties feature a rooftop bar with great views and a sweet coffee place. Staff are friendly from reception to the rooftop.
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 gorgeous city and river views with a 17th floor rooftop pool and terrace. Interior features a dark, chic design with a fresh, luxurious scent upon entry. Rooms provide a quiet, comfortable atmosphere despite the lively surrounding area.
Great location near transit and shops makes getting around easy. The pool offers city views and a relaxing swim at night. Staff provide welcoming service and the hotel maintains good security at the entrance.
A rooftop terrace on the 17th floor offers a unique city view at night and connects to a spotless rooftop pool. Meals and drinks are available, making it a solid spot to unwind.
Good to know
Valet parking costs $100, and only valet service is available.
A resort fee of $32 or more is charged to all guests.
The hotel is centrally located near downtown and public transport.
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 include a legit wet bar. Staff greet guests warmly, creating a welcoming vibe. This hotel serves as a reliable choice for stays in the city.
Breathtaking city views dominate the rooftop, creating a perfect backdrop for evening drinks. An open lounge area features great music and entertainment, enhancing the atmosphere.
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.
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.
Freshly renovated rooms create a modern vibe. Staff show exceptional communication and ownership in handling issues. Location is perfectly central for easy access.
A bar called ROOF sits on the top floor, offering a hip vibe. The rooftop provides great scenic views visible from the bar and many rooms.
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.
Rooms offer spectacular lake and city views with a quiet, peaceful atmosphere enhanced by restricted pier access at night. The hotel includes varied dining options and convenient valet parking. Guests experience comfortable, well-appointed rooms with upscale amenities.
Rooms offer water-facing views from every window. Staff provide accommodating service, including support for breastfeeding moms. The hotel sits right on Navy Pier with a well-maintained, luxury feel.
Rooftop offers amazing views and a relaxed spot to enjoy a drink. The bar features a friendly bartender and the space serves great food with a nice atmosphere.
Good to know
Fireworks occur on Wednesdays and Saturdays at 10pm, visible from many rooms.
Check-in is at 4 pm; early check-in incurs a $50 fee.
Checkout is at 12 pm; late checkout may incur additional charges.
Lobby offers a welcoming atmosphere with a hip vibe and space for socializing. Rooms are spacious and chic but can be affected by loud music from the bar and rooftop nightlife. Rooftop features include a cinema experience and great views, enhancing the energetic ambiance.
Outstanding service elevates the stay, with front desk staff providing helpful, last-minute assistance. The hotel offers easy access with nearby parking and valet, plus a location close to restaurants.
A beautiful rooftop bar offers cozy, reclining lawn chairs with built-in headrests for a stress-free hangout. Selva serves happy hour bites like tacos and Paloma cocktails, and movies sometimes play outdoors.
Good to know
Selva rooftop bar offers happy hour bites and cocktails until 1:00 am.
Brunch is served at 10 am on Saturdays and Sundays.
Afternoon delight promotion includes coffee and pastry discounts from 1-3 pm.
Hotel offers rooftop swimming pool with skyline views and a spacious lobby. Atmosphere varies from quiet nights to occasional noise from hallways or nearby events. Amenities include free Wi-Fi and a gym, with rooms that feel dated and have limited space.
Rooms offer cleanliness and comfort with a well-maintained environment. The hotel sits in a convenient location within walking distance to major transit hubs and attractions, with added safety measures restricting access after hours.
Rooftop pool offers clean water and great views of the Sears Tower and other skyscrapers. It includes reliable free Wi-Fi and a well-equipped gym nearby, making it a fun spot for both kids and adults.
Good to know
Parking can cost as much as $69 a night, even for Diamond members.
Breakfast costs $24, and there is no free breakfast available.
The pool is currently not operational, which may affect your stay.
Boutique hotel blends vibey lobby with rooftop views and a speakeasy bar. Noise from nearby elevated train and thin walls affects quiet moments. Spaces include live music venues and a small rooftop pool with age restrictions.
High-energy vibe with three bars and two on-site restaurants featuring live music creates a lively atmosphere. Location near the metro station offers easy access, and the hotel accommodates guests flexibly in emergencies.
Rooftop views stand out with great city sights. The rooftop pool offers a gorgeous spot to relax. The rooftop bar and restaurants create a cozy vibe.
Good to know
The pool is open to the public after 4 PM on Sundays.
The pool closes at 2 PM on Saturdays, so plan accordingly.
Expect a lively nightlife scene in the lobby on weekends.