Chicago, Destinations

10 Boutique Hotels In Chicago You Must Book For An Unforgettable Stay!

TTD Editors
March 19, 2025

Do you want to stay in yet another boring hotel, or do you want to take a bold step in the direction of a unique boutique hotel in Chicago?

Chicago boutique hotels are hidden gems in the city. They are no less than 5 star hotels, that boast luxurious balconies, outdoor pools, and world-class amenities but also do not let the luxury feel boring.

Boutique hotels of Chicago offer incredible views, are located in historic buildings and key locations like downtown, and let you experience the heartbeat of The Windy City like never before!

Book Your Stay At Our Favorite Chicago Boutique Hotels

Chain hotels and 5 star accommodations are very elegant, no doubt. Beige and white linens, lifeless portraits on plain walls, every corner smelling of sanitizer and signature scent, and predictable, copy-paste design and amenities. Sounds fun, doesn’t it?

Absolutely not!

While 5 star hotels are safe and very luxurious offers for business tourists and occasional travelers, seasoned jet-setters get bored with their monotonous spaces very quickly.

What do they crave in their accommodations?

Bold colors, a story behind the décor, location and furnishings, personalized services, and a creative ambiance. And Chicago boutique hotels have got all of that!

So, if you are looking for a one-of-a-kind staycation or are visiting the city for a few days, these 10 boutique hotels in Chicago, with their local touch and friendly services, are perfect for making your travels even more exciting!

SOPHY

Sophy is a 4 star hotel, dangerously close to the 5 star accommodations we are avoiding here, but the rooms here have a unique feel that makes it one of the best boutique hotels in Chicago. Sophy heavily focuses on art, literature, and music, which you can see yourself as you step inside one of the rooms. They all showcase a special collection of local art which ranges from nostalgic and forward-thinking, to inspirational and motivational.

Exclusive Offers to Enhance Your Stay

SOPHY has a range of thoughtfully designed packages. The So Cozy Winter Package features two espresso martinis, Mesler’s exclusive travel mugs, and late checkout, paired with tickets to the Museum of Science and Industry. Whereas, Around the Clock deal has a 24-hour stay, champagne, charcuterie, and SOPHY robes for a memorable escape.

SOPHY Offers A Hyde Park-Inspired Stay

Deluxe Rooms: Spacious double queen or king rooms with hardwood floors, plush bedding, and marble bathrooms.
Suites: Elegant Novel, Dorchester Suites, and expansive Opus Suite with its kitchen and dining space for eight.

SOPHY also has a range of modern amenities, such as a $27 nightly amenity fee that covers extras like a seasonal beverage, in-room vinyl records, high-speed Wi-Fi, and complimentary bike rentals.

Address: 1411 E 53rd Street, Chicago, IL 60615, United States

Phone: +1 773-289-1003

The Sono

The Sono is located in a very convenient location in Chicago, near the metro station, Millennium Park, and Willis Tower. The 3 star hotel might look like modern elegance, but the redbrick rooftop terrace, wooden floors, and polished rooms feel like home, making The Sono a very luxurious but comfortable boutique hotel in Chicago. It is technically a B&B, so expect friendly hosts and delicious breakfasts, and well-maintained rooms and hangout spots for afternoon fun and evening drinks.

Take A Look At The Sono Boutique Hotel Rooms

Rooms at The Sono feature a private ensuite bathroom with walk-in showers, plush bedding, large flat-screen TVs, and complimentary Wi-Fi. It is a boutique hotel for every kind of traveler in Chicago, who can choose from one of the rooms.

Superior Queen Room: Perfect for small groups, this room offers two queen beds, deluxe linens, a 55-inch Smart LCD TV, and a spacious ensuite. Accommodates up to three guests.
Deluxe King Room: Ideal for couples, this room features a king bed, luxurious linens, a 55-inch Smart LCD TV, and a private ensuite. Sleeps two comfortably.
Standard Queen Room: A cozy choice with one queen bed, deluxe linens, a 50-inch Smart LCD TV, and a private ensuite. Perfect for two guests.

Address: 1428 N Cleveland Avenue, Chicago, IL 60610, United States

Phone: +1 773-531-4869

Viceroy

The Gold Coast district is full of history, and Viceroy, a boutique hotel in Chicago in the art-deco tower, keeps up with the trend. What makes it unique is the colorful bedrooms that either overlook the city or the lake. The signature colors are golds, blacks, and blues, giving a retro feel to an otherwise polished, sleek, and luxurious accommodation. Pandan, the 18th-floor cocktail lounge, is once again strikingly different from bars of 5-star hotels. This one offers Southeast Asian food, bao buns, etc., and an outdoor terrace is perfect for viewing Lake Michigan in all its glory while sipping on a Parched Puffer vodka or Yuzu Spritz.

Dining & Nightlife At The Viceroy

Enjoy craft cocktails and Southeast Asian-inspired bites at Pandan, the chic rooftop lounge on the 18th floor, with a stunning outdoor terrace perfect for sunset views over Lake Michigan.

You can also indulge in seasonal American cuisine at Somerset, the on-site restaurant located in the historic Cedar Hotel’s former space.

Whether you’re exploring ideas for date night in Chicago or looking for birthday ideas in Chicago, Illinois, the Viceroy’s prime location near the Magnificent Mile makes sure you’re just steps away from the top attractions and experiences, such as Michigan Avenue shopping and American Girl Chicago.

Address: 1118 N State Street, Chicago, IL 60610, United States

Phone: +1 312-586-2000

Viceroy Boutique Hotel — *@viceroychicago*

The Robey

The Robey is also one of the most iconic Chicago boutique hotels located in art-deco style buildings. The art deco style is evident from its geometric room décor with its vertical lines, streamlined surfaces, bold colors doused in glamor, and clever use of frosted glass. The Northwest Tower, in its 203-ft tall glory, is one of the only skyscrapers in the neighborhood, so it is guaranteed that whichever room you book, you’re getting a magnificent view of Chicago from this boutique hotel. If you do not want to or don’t have the budget to stay in a boutique hotel in downtown Chicago, this is the second-best option to try!

Room Options At The Robey

The Robey offers a variety of accommodations, such as:

Tower Rooms (Floors 3–12): Featuring hardwood floors and sunlit interiors, courtesy of the building’s unique triangular design.
Annex Lofts (Floors 3–4): These have urban-industrial vibes with exposed surfaces, polished concrete floors, and 10-ft ceilings in a century-old warehouse conversion.

Exclusive Packages To Check Out At The Robey

Stay and Dine Package: Enjoy $50 in dining credit nightly to indulge in brunch at Café Robey or cocktails at The Up Room.
95 and Going Up Package: Celebrate 95 years of elegance with happy hour, nightcaps, brunch, and a special welcome gift.

Address: 2018 W North Avenue, Chicago, IL 60647, United States

Phone: +1 872-315-3050

Wicker Park Inn

You can recognize a room of Wicker Park Inn from miles away from the floral wallpapers, different from each room, that accentuates the wall behind the beds. Furthermore, the wooden bed frames, very old-fashioned but nostalgic, dark curtains and gold lamps, cozy corner chairs, and full-of-character wall hangings make this place feel more like a retreat from urban glamor into somewhere where time stands still. There are only nine guestrooms, giving it a secluded atmosphere. And its proximity to Salt Shed, Soldier Field, United Center, and other art galleries and cafes makes it one of the best boutique hotels in Chicago.

Rooms At The Wicker Park Inn

Each room at Wicker Park Inn boutique hotel is equipped with plush king or queen beds, ensuite bathrooms, and thoughtful amenities such as fluffy towels and complimentary toiletries. Highlights include the Hoyne King with its exposed brick fireplace, the tropical-themed Ellen King, and the charming Paulina Queen, complete with a sunlit desk corner. The Garden Double Queen offers space for families or groups, boasting a full kitchen, dining area, and living room.

Full House Rental At The Wicker Park Inn

The Wicker Park Inn also offers an exciting accommodation for group stays. Guests booking the entire inn enjoy exclusive use of the property, complete with a gourmet kitchen and outdoor patio— which makes the full house rental ideal for weddings, reunions, bachelorette parties, or wellness retreats. Personalized experiences, such as cocktail-making classes or yoga sessions, add a unique touch to the boutique hotel in Chicago.

Its location in the vibrant Wicker Park neighborhood also places you close to Chicago attractions like the Salt Shed, Soldier Field, and United Center, alongside trendy cafes, art galleries, and shopping hotspots.

Address: 1331 N Wicker Park Avenue, Chicago, IL 60622, United States

Phone: +1 773-486-2743

Pendry

If you are looking for the best boutique hotel in Chicago for Christmas or New Year’s Eve, Pendry is your answer! They will light up the whole place with Christmas festivities from November to December and also celebrate New Year’s Eve with classic cocktails and bubbles on the Chateau Carbide rooftop. The rooms, as you would expect from an Art Deco building boutique hotel, blend past and present décor elements, such as vintage style mirrors with marbles and sleek lighting and classic leather chairs set around a round table overlooking the best views of Chicago.

Luxury Rooms & Suites At Pendry

Pendry’s rooms are a harmonious blend of vintage charm and modern style, featuring marble accents, vintage mirrors, sleek lighting, and leather chairs. Suites provide striking views of the Chicago skyline, river, and harbor, adding to the allure of this architectural masterpiece. Accessible rooms are thoughtfully designed with features like adapted bathrooms and sensory notifications, ensuring every guest enjoys a comfortable stay.

Exclusive Offers At Pendry Boutique Hotel

Pendry offers tailored packages like Pendry Perfect,which includes a daily hotel credit of up to $125 and a complimentary view upgrade upon check-in.

Dining & Rooftop Experiences At Pendry

Pendry Chicago takes the luxury of boutique hotel dining to a whole new level with:

Bar Pendry: A moody, stylish space with a central fireplace, serving hand-crafted drinks, small bites, and late-night cocktails.
Château Carbide: Located on the 24th floor, this rooftop gem offers skyline views, inventive cocktails, and a magical winter garden ambiance.
Venteux: A chic French brasserie with modern Parisian-inspired dishes, classic French favorites, and Chicago-inspired novelties.

For a quieter retreat, visit The Library. It is a tucked-away lounge with cozy seating and street views of Michigan Avenue, perfect for cocktails and conversation.

Address: 230 N Michigan Avenue, Chicago, IL 60601, United States

Phone: +1 312-985-0942

21c Museum

Don’t want a cookie-cutter experience on your next Chicago stay? The 21c Museum boutique hotel lies in the heart of the coolest restaurants and designer boutiques of the Magnificent Mile, and the rooms ooze the same level of simplicity and glamor. You might find some whites, grays, and beige in the interior, but accent walls, sunlit spaces, and comfortably plush furniture add a personality to the whole area. They are even offering a heavy discount if you are looking for a boutique hotel in Chicago for the fall season. Don’t miss the chance to indulge in this artistic stay where culture and art come as easily as a delicious breakfast!

The Rooms At 21c Musuem

The hotel features 297 thoughtfully designed rooms and suites, and each accommodation comes with luxurious bedding, Malin+Goetz bath amenities, original artwork, and modern conveniences like free Wi-Fi, flat-screen HDTVs, and docking stations. Whether you choose a cozy Deluxe King or the opulent 21c Suite with sweeping city views, there’s a space made just for you.

What Else Is There At 21c Museum?

Art lovers will relish the museum-like vibe at 21c Museum Boutique Hotel, Chicago, with contemporary artworks curated throughout the property. 21c also offers exciting fall deals, including up to 21% off stays or a chic glamping experience in their Yurtopia package. Also, take advantage of their pet-friendly Windy City Wags package, which omits pet fees and offers artisan treats for your furry friends.

21c also provides up to 25% off on spacious accommodations and offers perks like complimentary bubbly and a late checkout.

Address: 55 E Ontario Street, Chicago, IL 60611, United States

Phone: +1 312-660-6100

Sonder

Sonder is not a hotel but furnished apartments, located in the eccentric Greektown neighborhood in Chicago. This boutique accommodation is perfect if you are looking for short-term vacation rentals in Chicago, which is one of the best alternative places to stay if you don’t want hotels. The neighborhood is historic, which means that the rooms also strive to keep up with the creative flair. This is why you can expect in-suite laundry, a fully equipped kitchen, stylish but comfiest rugs, lots of plants, a dishwasher microwave, and an ambiance that feels like you are living in a newly rented apartment with a homely feel.

Rooms At Sonder, Chicago

Choose from two spacious options: a cozy One-Bedroom Apartment or a spacious Three-Bedroom Apartment.

The One-Bedroom apartment (668 sq ft) is ideal for up to 4 guests and features a king bed, sofa bed, fully stocked kitchen, and in-unit laundry. At a member price of US$266, it’s perfect for a warm and cozy stay.

For larger groups, the Three-Bedroom Apartment (1504 sq ft) offers 3 king beds, a sofa bed, and 3 bathrooms, comfortably accommodating up to 8 guests. Also equipped with a stocked kitchen, and in-unit laundry, it is priced at US$430 for members.

What Amenities Sonder Offers

Sonder also offers amenities like air conditioning, a dishwasher and microwave, a fully stocked kitchen, a lounge/workspace, television and streaming devices, and a kid-friendly environment. The neighborhood also offers free street parking nearby. However, paid parking options are also available.

Located just minutes from downtown Chicago, Greektown is a warm and welcoming neighborhood known for its heritage, eateries, and markets. Enjoy authentic Greek cuisine at Artopolis or Greek Islands, or explore the Athenian Candle Company. You also get easy access to public transit via the Clinton Blue Line “L” Station, so that you can be in the heart of Chicago in just about 18 minutes.

Address: 314 S Halsted Street, Chicago, IL 60661, United States

Phone: +1 617-300-0956

The Guesthouse Hotel

The Guesthouse is a boutique hotel in Chicago in Andersonville, a very brick-condo fashioned place from the outside, and modern from the inside. If you have booked a deluxe suite, before you peek inside the room, check out your private balcony! It has a gas grill and comfy patio furniture. No one will stop you from bringing in a few guests and hosting a little BBQ with your loved ones. The suite has a sleek but wholesome vibe to it, such as the granite bar and gas fireplace and the open gourmet kitchen, which makes this place look like you have visited your grandparents’ house in a far-fetched oasis of Chicago.

Rooms At The Guesthouse Hotel, Chicago

The Three-Bedroom Suite (1800 sq ft) is ideal for larger groups or families. With a king-size bed in the primary bedroom and queen-size beds in the two additional bedrooms, this suite accommodates up to 6 guests. The luxurious open gourmet kitchen features a granite island, stainless steel appliances, and a gas fireplace. The suite also includes a private balcony with a gas grill and patio furniture so that you can make outdoor dining and drink plans with your friends anytime. For more convenience, there’s a washer and dryer in the suite and two full bathrooms, both featuring Beekman 1802 bath amenities.

If you’re looking for a smaller space, the Two-Bedroom Suite (1000 sq ft) is perfect for you. It has a king-size bed in the primary bedroom and a queen-size bed in the second bedroom, making it a great option for 4 guests. This suite also includes a gourmet kitchen with stainless appliances, a granite breakfast bar, and a private balcony with a gas grill. The second bathroom features a tub/shower, and the suite is equipped with Beekman 1802 bath products and a washer and dryer.

Or, consider the Two-Bedroom Deluxe Suite (1200 sq ft). With a king-size bed in the primary bedroom and a queen-size bed in the second, this suite also features a spacious living area, a gas fireplace, and a private balcony with patio furniture and a gas grill. The open gourmet kitchen includes stainless appliances and a granite breakfast bar, ideal for cooking or enjoying a meal. This suite comfortably sleeps 4.

Address: 4872 N Clark Street, Chicago, IL 60640, United States

Phone: +1 773-564-9568

The Guesthouse Hotel — *@guesthousehotelchi*

Virgin Hotels

Virgin Hotels is one of the best boutique hotels in downtown Chicago. Even though its 4-star amenities make it look like one of those luxurious but common hotels, the rooms tell a different story. They have wooden and warm beige accents in the sliding room dividers, the unique headboard, the hanging mirrors, and the floors. Even some of the bathrooms have exposed brick texture and warm lights to add a sauna-like, very meditative feel to the whole place. This one is perfect to ensure a cozy and quiet stay but also stick to the heart of Chicago, downtown!

Chamber Rooms At Virgin Hotels

Chamber Double: This room includes two double beds, two vanities, and divided spaces for sleeping and dressing.
Chamber King: The original chamber design, featuring Virgin’s signature bed.
Grand Chamber Double: With 100 sq. ft. of extra space, this room is ideal to gather all your family and friends in one place.
Grand Chamber King: Twice the size of a standard room, this one offers all the features you need for a grand stay at Virgin Hotels, Chicago.

Suites At Virgin Hotels

Grand Chamber King Suite: This three-room suite includes a living room, a dressing room, and a sleeping lounge.
The Penthouse: A lavish space complete with a personal bar and stylish furnishings.
Richard’s Penthouse Flat: Created for Sir Richard Branson himself, this suite blends British elegance with Chicago vibes.

Address: 203 N Wabash Avenue, Chicago, IL 60601, United States

Phone: +1 312-940-4400