Historic building offers spacious, cozy rooms with thoughtful decor and warm, inviting common areas. Atmosphere stays quiet and relaxing, with a pet-friendly vibe and a well-equipped communal space for work or leisure.
Offers a quiet atmosphere despite being near lively areas. Combines boutique hotel amenities with personalized bespoke service typical of a bed and breakfast.
"The breakfast here is fresh and delicious."
"The hotel staff's warmth and attentiveness made my stay feel extra special."
"The staff here are super friendly and helpful for your date spots."
Good to know
Breakfast starts at 7 AM on weekdays, so plan accordingly.
Parking is available right in front of the bed and breakfast for free.
The venue is ideal for hosting events, including weddings.
Suites combine modern design with spacious layouts and quiet, soundproof rooms. Views include city skyline and Italian garden, enhancing a calm atmosphere. Neighborhood buzzes with diverse culture and vibrant food options, creating a lively yet safe environment.
Offers a luxurious and cozy stay with a five-star experience. Accommodates extended visits, including stays with pets, providing a memorable and exceptional hotel environment.
Rooms offer spaciousness and large balconies with great views, creating a relaxed setting for couples. Pricing stays reasonable, making it a practical choice for date stays.
Good to know
Parking is limited, but ride-sharing services are affordable and convenient.
The hotel is within a 5-minute walk to UIC and RUSH.
There are two L stations within walking distance for easy city access.
Hotel combines boutique feel with Hyatt Place rooms offering spacious, modern accommodations. Atmosphere stays quiet and upscale with clean, elegant design and a lively bar scene. Surroundings include a patio area and ample green space for outdoor activities.
Rooms stay super clean and the staff offers friendly, attentive service. The hotel feels like a home-like atmosphere with pet-friendly spaces and a nice patio area.
Personalized greetings and help with luggage create a welcoming start. A special note with champagne adds a thoughtful touch for celebrations.
Good to know
The hotel does not provide breakfast in the mornings.
The bar is open until midnight on weekends.
Rooms are clean, modern, and comfortable.
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.
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.
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.
Several couples enjoy romantic two-night stays here, often celebrating special occasions like anniversaries or weddings. The hot tub offers a relaxing spot for a beautiful night out.
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 spacious, comfortable rooms with panoramic city views and a luxurious, tranquil atmosphere. Guests find the environment quiet and professionally maintained, with amenities like an amazing gym and spa enhancing the experience.
Exceptional service and a luxury home away from home vibe define the hotel experience here. The venue suits weddings well and consistently delivers a positive, memorable stay.
Upscale rooms with thoughtful room upgrades create a special atmosphere for couples. The setting suits classy celebrations like birthdays and weddings, making moments memorable.
Good to know
Parking requires an overnight tag, which should be communicated clearly during check-in.
The hotel has easy access right off the highway for convenient travel.
The gym has issues; only one treadmill works properly.
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.
Rooms feature very comfortable beds that stand out for quality. Staff members like Marshay provide kind and helpful service. The hotel offers a pet-friendly environment near major shopping and park areas.
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.
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.
Historic building offers spacious rooms with comfortable beds and quiet atmosphere. Shared well-stocked kitchen and peaceful hidden garden patio enhance the cozy, retreat-like vibe. Narrow, steep stairs and no elevator shape the experience.
Rooms feature an extra long couch and a full-length mirror, creating a home-like feel. The hotel offers a quiet, clean spot to rest with easy access and a nearby juice bar.
Accommodating staff handle special requests smoothly, like room changes for health needs. The setting supports celebrations such as anniversaries with a comfortable atmosphere.
Good to know
The location is great, being far enough from Michigan Ave's heavy traffic.
It is within easy walking distance to shopping, dining, and nightlife.
Parking is limited and mostly pay-by-the-hour, which could be an issue.
Spacious, modern rooms include cozy sitting areas and ample workspace. Indoor pool and workout room add to the family-friendly amenities. Atmosphere stays mostly quiet and welcoming despite nearby freeway noise.
Exceptional staff service and excellent amenities create a welcoming atmosphere. The hotel offers a great breakfast and meets all essential needs for a comfortable stay.
Offers a comfortable stay that appeals to couples on short trips. Multiple visits show it remains a reliable choice for partners traveling together.
Good to know
Happy hour runs from 3-6 PM with an open bar from 6-8 PM.
Free breakfast is available daily from 6:30 to 9 AM.
The gym is open 24 hours for guest convenience.
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, clean accommodations with top tier customer service throughout the stay. The hotel suits both short and extended visits, providing a consistently pleasant experience.
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.
New hotel with modern design and spacious rooms offers quiet atmosphere despite busy surroundings. Heated pool and 24/7 fitness center provide convenient relaxation and workout options. Location near public transit and restaurants adds practical appeal.
Rooms stay very clean and the hotel feels well taken care of. It offers a convenient location near many eateries and has a daily breakfast with good variety.
Good to know
The hotel is within walking distance to two stops on the Blue Line.
Parking is available, but it can be limited during busy times.
There are many restaurants right outside the hotel for dining options.
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.
Couples find a wonderful time here with a vibe that invites return visits. The setting supports a comfortable stay that encourages relaxation and connection.
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.
Resort hotel offers private suites with pools, hot tubs, and steam rooms creating a luxurious and relaxing atmosphere. Spaces feel romantic and peaceful, attracting couples seeking quiet getaways. Rooms feature modern amenities like underglow lighting and water slides, enhancing the intimate vibe.
Offers a private pool and excellent privacy, making it ideal for a romantic getaway. The hotel stays clean and well-kept despite having pools, whirlpool jacuzzis, and waterfalls nearby.
Couples celebrate anniversaries and special occasions here with relaxing swim spas and extended stays. The setting supports intimate moments and offers a consistently phenomenal experience for partners.
Good to know
Reservations are recommended to ensure availability for your stay.
All suites have at least one pull-up parking space for one car.
The check-in process is quick and easy for guests.
Hotel offers an industrial chic vibe with luxurious, soulful ambiance and phenomenal rooftop views. Multiple bars and a café 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.
Rooftop views offer a romantic skyline backdrop with a couple of drinks served. The space suits special occasions like proposals and wedding blocks, creating memorable moments.
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.
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.
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.
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.
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 combines modern technology with a classic gentleman’s lounge vibe, creating a dark, sultry atmosphere that feels both cozy and sophisticated. Robots deliver room service and amenities, enhancing a unique, artistic experience. Despite central location, the space remains quiet and intimate.
Outstanding staff service creates a welcoming and caring atmosphere. A robot delivers toiletries, adding a unique touch to the stay.
Staying overnight creates a perfect anniversary vibe with a comfortable atmosphere. The hotel offers a great experience for couples.
Good to know
The hotel offers a brunch for $29.99, including a main course, dessert, and a drink.
The hotel is located in the heart of downtown Chicago, close to top attractions.
The hotel is dog-friendly, but the attached restaurant with patio isn’t.
Boutique hotel blends old Hollywood charm with contemporary artistic flair through colorful murals and original artwork. Atmosphere feels cozy and luxurious, with quiet, spacious rooms featuring in-room turntables playing local jazz. Lounge and bar offer relaxed, upscale spaces ideal for cocktails or unwinding.
Impeccable hotel staff provide early check-in without extra cost. The hotel features a modern boutique style with an artistic vibe, including books and an art collection throughout.
The Penthouse offers a romantic setting ideal for couples, with spaces that create unforgettable moments. It suits both intimate dates and special occasions like weddings.
Good to know
The hotel has unreliable internet service, making it difficult for business needs.
Valet parking is available, but the offsite garage is more than a block away.
The hotel lobby closes at 10:30 PM, limiting access to amenities.
Hotel offers a large open lobby with quiet rooms and thoughtful design that creates a warm, inviting atmosphere. Common areas feel lively and club-like, with many guests using them throughout the day. Amenities include an indoor pool, gym, and business station, supporting a comfortable and active stay.
Excellent service stands out with staff treating guests like family and providing the best customer care. Rooms stay consistently very clean, and the hotel offers great value for frequent travelers.
Excellent quality creates a pleasant surprise for couples. Staff show thoughtful care, returning lost items quickly with a smile.
Good to know
The hotel offers free breakfast and dinner for guests.
Happy hour runs daily at 5:30 PM with complimentary drinks.
The 5:30 Kickback includes three free drinks per adult.
Luxury hotel offers spacious rooms with amazing views and a quiet atmosphere despite central location. Amenities include an outstanding spa and complimentary car service, enhancing a relaxed and classy vibe. Bars and restaurants maintain a high standard, contributing to a memorable experience.
Offers a 5-star quality stay with top-tier service and elegant comfort throughout. This hotel provides a consistently luxurious and unforgettable experience.
Overnight stays include couples massages and personalized gestures that enhance celebrations. The setting supports memorable moments for special occasions.
Good to know
Valet parking costs $80 daily, in addition to room rates.
Reservations are recommended for the Sunday Brunch due to high demand.
The hotel offers a house car service for rides within a 1-mile radius.
Upscale hotel with contemporary decor and spacious rooms offers comfortable beds and modern amenities. Lobby features a cozy fireplace and complimentary coffee, creating a welcoming atmosphere. Noise from street traffic and events can be loud, especially at night, affecting overall quietness.
Friendly and helpful staff create a welcoming atmosphere. The hotel offers cleanliness, great food, and easy access to downtown and the Riverwalk, making stays comfortable and convenient.
Good to know
Expect a $25 daily resort fee and a $20 riverwalk amenity fee.
Parking is available onsite for guests.
The hotel is within walking distance to many dining spots and the NCC campus.
Hotel offers elegant, spacious rooms with luxurious bedding and stunning city views. Atmosphere remains quiet and peaceful, creating an oasis amid urban bustle. Amenities include a fully equipped gym and spa-like baths, supporting relaxation and wellness.
Rooms and staff stand out for their outstanding quality and service. Location is convenient, making stays consistently excellent and highly recommended.
Rooms often get upgraded, adding a special touch to anniversary or romantic stays. The hotel offers a cozy setting for couples spending an overnight or weekend together.
Good to know
During the marathon event, the hotel provides water, bananas, and snacks in the lobby for runners.
A daily 'amenity fee' is charged at checkout without prior explanation during check-in.
Expect extra charges for WiFi and resort fees during your stay.