Chicago often referred to as the Windy City, is a vibrant metropolis that offers an array of experiences ranging from stunning architecture to world-class dining. When planning a visit, choosing the right accommodation is crucial to making the most of your stay. Whether you're looking for luxury hotels in the center of downtown or cozy bed and breakfasts nestled in charming neighborhoods, Chicago has something to suit every traveler's taste and budget.
For those who prefer the hustle and bustle of city life, downtown Chicago is home to iconic landmarks like the Willis Tower and Millennium Park. Here, visitors can find a wealth of high-end hotels that not only provide comfortable lodging but also stunning views of the skyline. On the other hand, if you seek a more laid-back vibe, consider exploring areas like Lincoln Park or Wicker Park, where quaint lodgings offer a unique local flair, along with easy access to eclectic shops and culinary delights.
As you navigate the diverse neighborhoods of this city, it’s essential to think about what you want to experience during your stay. From the Lakeside area, where you can enjoy picturesque views and outdoor activities, to the cultural richness of the Art Institute of Chicago nearby, your choice of accommodation can enhance these experiences. No matter where you decide to stay in Chicago, you’ll find that the city’s dynamic atmosphere and eclectic mix of neighborhoods create a truly unforgettable trip.
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Our Top 10
(Sorted by rating & number of reviews)
1. The Palmer House Hilton Hotel
2. Hampton Inn Chicago Downtown/N Loop/Michigan Ave
3. Waldorf Astoria Chicago Hotel
4. Holiday Inn Chicago Mart Plaza River North, An Ihg Hotel
5. Holiday Inn Express Chicago - Magnificent Mile, An Ihg Hotel
6. The Publishing House Bed And Breakfast
7. Hyatt Place Chicago-South/University Medical Center Hotel
8. Four Seasons Chicago Hotel
9. The Drake Hotel
10. Freehand Chicago Hotel
Luxurious Places to Stay in Chicago, Illinois
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Chicago
Mar 06, 2026 - Mar 07, 2026
The Palmer House Hilton Hotel
7.8
Good
(963 Reviews)
+ 216 photos
The Palmer House Hilton is one of the oldest continuously operating hotels in the United States, having opened its doors in 1871. Situated in the Loop, this historic hotel is renowned for its stunning architecture and grand Italian Renaissance design, featuring a magnificent lobby adorned with frescoes and crystal chandeliers. The rooms combine classic elegance with modern comforts, ensuring a pleasant stay for every guest. Guests can enjoy exquisite dining options and a famous brownie recipe that dates back to the hotel's opening. The hotel’s rich history includes hosting numerous notable figures, including the likes of Charles Dickens and various U.S. presidents. For those seeking historic charm in their places to stay in Chicago the Palmer House Hilton is an iconic choice.
Address:17 East Monroe Street
Rating:
Good
7.8
(963 Reviews)
Rooms:1641
Price: From 89$
Hampton Inn Chicago Downtown/N Loop/Michigan Ave
7.9
Good
(1175 Reviews)
+ 106 photos
The Hampton Inn Chicago Downtown/N Loop/Michigan Ave offers affordable comfort in a central location, making it a popular choice among travelers. Featuring cozy rooms with comfortable bedding and a modern feel, the hotel ensures a pleasant stay without compromising quality. Guests can enjoy complimentary hot breakfast and access to a fitness center, which is perfect for keeping up with routines while traveling. The hotel also provides easy access to Chicago’s major attractions, from Millennium Park to the Art Institute of Chicago, all within walking distance. With helpful staff and a welcoming atmosphere, this hotel is an excellent option for those exploring budget-friendly places to stay in Chicago .
Address:68 E. Wacker Place
Rating:
Good
7.9
(1175 Reviews)
Rooms:143
Price: From 102$
Waldorf Astoria Chicago Hotel
+ -1 photos
Nestled in the iconic Gold Coast neighborhood, Waldorf Astoria Chicago is a timeless establishment embodying luxury and sophistication as one of the prime places to stay in Chicago hotel features elegantly designed rooms and suites that echo a classic European ambiance while incorporating modern conveniences. Guests are welcomed by top-notch amenities, including an exclusive spa, a stunning indoor pool, and delectable dining options featuring local cuisine. With its perfect blend of style and comfort, you’re just a short distance away from Chicago’s renowned attractions, shopping, and art galleries. Attentive staff and personalized services add an extra layer of indulgence to your stay. For those looking to immerse themselves in luxury during their time in Chicago is truly an exceptional choice.
Address:11 E. Walton Street - Chicago, Illinois
Price: From 774$
Trendy Places to Stay in Chicago, Illinois
Chicago is known for its vibrant culture and eclectic neighborhoods, and this section showcases trendy hotels that perfectly encapsulate the city's dynamic spirit. Ideal for younger travelers, creatives, or those looking to experience the latest in fashion and design, these hotels serve as lively bases for exploring the best that Chicago has to offer. Each of these places to stay in Chicago incorporates unique design elements and contemporary amenities, ensuring guests enjoy their stay in style. From rooftop lounges to chic decor, these hotels have become hotspots for both locals and tourists alike. Experience Chicago’s pulse from these modern accommodations that reflect the city's ongoing trendsetting atmosphere. Here are some of the most stylish places to stay in Chicago .
Holiday Inn Chicago Mart Plaza River North, An Ihg Hotel
8.5
Good
(557 Reviews)
+ 300 photos
The Holiday Inn Chicago Mart Plaza River North offers a family-friendly atmosphere combined with splendid river views, making it another excellent choice for travelers with kids. Each room provides ample space and modern amenities to accommodate families comfortably, ensuring a pleasant stay. The hotel features a heated indoor pool and a fitness center which helps families stay active during their visit, and kids can enjoy the on-site arcade games. A convenient downtown location means families can easily explore nearby attractions like the Chicago Riverwalk and Millennium Park without hassle. Parents will appreciate the on-site dining options that cater to a variety of tastes, including kid-friendly meals. For an enjoyable and convenient experience, this hotel captures the essence of family-friendly places to stay in Chicago .
Address:350 W Wolf Point Plaza
Rating:
Good
8.5
(557 Reviews)
Rooms:521
Price: From 159$
Holiday Inn Express Chicago - Magnificent Mile, An Ihg Hotel
7.6
Good
(256 Reviews)
+ 97 photos
The Holiday Inn Express Chicago – Magnificent Mile is an excellent choice for budget travelers seeking modern amenities in a great location. Featuring spacious rooms equipped with comfortable bedding and updated decor, the hotel ensures guests can unwind after a day of exploring the city. A complimentary breakfast buffet is available each morning, providing a convenient start to your day without any added costs. The hotel's location near the Magnificent Mile allows easy access to various attractions, shopping, and dining options. With an indoor pool and fitness center, guests can enjoy a balance of relaxation and activity during their stay. For budget-friendly options, this hotel fits well among the places to stay in Chicago .
Address:640 North Wabash Avenue
Rating:
Good
7.6
(256 Reviews)
Rooms:174
Price: From 69$
The Publishing House Bed And Breakfast
9.4
Good
(50 Reviews)
+ 86 photos
The Publishing House Bed and Breakfast is a charming boutique hotel set in a former 1903 publishing house, offering guests a truly unique stay. With just a few rooms, this intimate B&B features thoughtfully designed spaces that reflect the building's storied past, making it a cozy retreat for travelers. Each room is uniquely decorated with literary themes and vintage furnishings, creating a warm and inviting environment. Guests enjoy personalized service, along with a complimentary homemade breakfast each morning using local ingredients. Situated in the Logan Square neighborhood, guests can explore local shops, parks, and eateries just a short walk away. For a special experience among the places to stay in Chicago provides an enchanting getaway.
Address:108 N May St
Rating:
Good
9.4
(50 Reviews)
Rooms:11
Price: From 180$
Family-Friendly Places to Stay in Chicago, Illinois
Traveling with family can present unique challenges, but finding the right accommodation can make all the difference. This section focuses on family-friendly hotels that cater to the needs of every member of the family, providing comfort and convenience to ensure a pleasant stay. Each of these places to stay in Chicago offers amenities designed for families, such as spacious accommodations, kid-friendly dining options, and easy access to local attractions. With plenty of entertainment and activities within reach, parents can relax knowing everyone is catered for. From educational museums to parks, these hotels position families perfectly for fun-filled adventures in the city. Here’s a selection of family-friendly places to stay in Chicago .
Hyatt Place Chicago-South/University Medical Center Hotel
8.2
Good
(401 Reviews)
+ 84 photos
Located near the University of Chicago, the Hyatt Place Chicago-South/University Medical Center is an ideal spot for families visiting the area for educational purposes or events. The hotel features spacious rooms designed with family comfort in mind, including a cozy sofa bed and a mini-refrigerator for snacks and drinks. The on-site dining options cater to families with a variety of kid-friendly meals, making mealtime stress-free. Guests can also enjoy the outdoor patio and seasonal pool, allowing for family fun during warmer months. With nearby attractions such as the Museum of Science and Industry and Lincoln Park Zoo, families have easy access to fun and educational outings for all ages. As a reliable place to stay in Chicago this hotel offers a welcoming environment for families.
Address:5225 S Harper Ave
Rating:
Good
8.2
(401 Reviews)
Rooms:131
Price: From 127$
Four Seasons Chicago Hotel
9.0
Good
(164 Reviews)
+ 225 photos
The Four Seasons Hotel Chicago offers a perfect combination of style, comfort, and exceptional service, making it a standout among luxurious places to stay in Chicago just steps from Lake Michigan, this hotel provides an elegant choice for both leisure and business travelers. Guests can enjoy spacious accommodations with modern décor, an indoor pool, and a fitness center that rivals some of the best gyms in the city. The on-site restaurant, Allium, delivers a farm-to-table dining experience that highlights seasonal ingredients and local flavors. Beyond the amenities, the staff at Four Seasons is renowned for their attentiveness, ensuring that every guest feels special during their stay. For a refined getaway, this hotel remains a top choice in Chicago’s vibrant accommodation scene.
Address:120 East Delaware Place
Rating:
Good
9.0
(164 Reviews)
Rooms:345
Price: From 440$
The Drake Hotel
8.3
Good
(618 Reviews)
+ 227 photos
The Drake Hotel has been a hallmark of luxury and elegance since its opening in 1920, overlooking Lake Michigan. Known for its elegant colonial architecture and historic charm, this hotel has hosted dignitaries, celebrities, and even royalty throughout its rich history. Each room reflects a blend of classic decor and modern convenience, providing guests with a comfortable and enchanting atmosphere. The hotel features renowned dining options, including the famous Palm Court, where afternoon tea is a beloved tradition. Its prime location near the Magnificent Mile allows easy access to shopping and cultural attractions, making it a favorite among visitors. For a classic and luxurious experience, The Drake is one of the premium historical places to stay in Chicago .
Address:140 East Walton Place
Rating:
Good
8.3
(618 Reviews)
Rooms:535
Price: From 144$
Unique Boutique Places to Stay in Chicago, Illinois
For travelers seeking a distinctive and memorable experience, boutique hotels offer a unique charm that large chains often cannot replicate. This section highlights one-of-a-kind accommodations that reflect the character and creativity of Chicago hotels are perfect for travelers who appreciate personalized service, unique decor, and a more intimate atmosphere. Each place to stay in Chicago featured here has its flair, ensuring guests will leave with unforgettable memories. From creative designs to immersive local experiences, boutique hotels provide an ideal escape from the ordinary. Discover some of the most unique boutique places to stay in Chicago .
Freehand Chicago Hotel
7.2
Good
(3333 Reviews)
+ 148 photos
Freehand Chicago is a unique boutique hotel that offers both shared and private accommodations, providing an affordable yet stylish option for travelers. Located just a short distance from the Loop and River North, the hotel features eclectic decor and a vibrant atmosphere, ideal for guests looking to socialize. With a lively on-site bar, café, and restaurant, guests can enjoy delicious food and drinks without venturing far. The communal areas are designed for making connections, reflecting the spirit of community travel. Freehand’s location allows easy access to nearby attractions, making it an excellent base for exploration. For those seeking budget-friendly yet stylish places to stay in Chicago is a great choice.
Address:19 East Ohio Street
Rating:
Good
7.2
(3333 Reviews)
Rooms:215
Price: From 30$
Embassy Suites By Hilton Chicago Downtown Magnificent Mile
7.7
Good
(2371 Reviews)
+ 140 photos
The Embassy Suites by Hilton Chicago Downtown Magnificent Mile is a fantastic choice for families looking for spacious accommodations in the city's prime location. Each suite offers separate living and sleeping areas, ensuring ample space for families to relax after a day of exploration. The hotel provides a complimentary cooked-to-order breakfast each morning, which is perfect for fueling up before a day of sightseeing. Additionally, the indoor pool and fitness center cater to families looking to enjoy some downtime together, while the rooftop terrace offers beautiful views of the iconic skyline. With its close proximity to attractions like Navy Pier and the Art Institute of Chicago, this hotel provides families with the perfect base to explore the city. For family-oriented travelers, the Embassy Suites embodies one of the most convenient places to stay in Chicago .
Address:511 North Columbus Drive
Rating:
Good
7.7
(2371 Reviews)
Rooms:455
Price: From 104$
Hyatt Centric Chicago Magnificent Mile Hotel
8.3
Good
(610 Reviews)
+ 217 photos
The Hyatt Centric Chicago Magnificent Mile is a prime example of a modern hotel committed to sustainability. The hotel showcases a variety of green practices, such as energy-efficient appliances, water conservation systems, and a strong recycling program. Guests can relax in contemporary, comfortable rooms that reflect the hotel’s dedication to environmental responsibility. The Hyatt also offers a farm-to-table dining experience in its onsite restaurant, allowing guests to enjoy delicious meals while supporting local agriculture. With its prime location near popular attractions such as the Chicago Riverwalk and Navy Pier, enjoy everything Chicago has to offer with a sustainable approach. For eco-conscious travelers seeking places to stay in Chicago the Hyatt Centric is a fantastic option.
Address:633 North Saint Clair Street
Rating:
Good
8.3
(610 Reviews)
Rooms:436
Price: From 132$
Historical Places to Stay in Chicago, Illinois
Chicago is steeped in history, and staying at a hotel that reflects the city’s storied past can add a rich dimension to your visit. This section highlights historic hotels that not only offer a glimpse into Chicago's vibrant history but also provide modern comforts for today’s travelers. Each of these unique places to stay in Chicago features architectural beauty and historical significance, ensuring an enriching experience for guests. Staying in these hotels, you can immerse yourself in narratives of the past while enjoying contemporary amenities and services. From stunning lobby designs to storied guest histories, these hotels bring the charm of yesteryear to life. Here are some of the best historical places to stay in Chicago .
The Sono Chicago Bed & Breakfast
9.4
Good
(314 Reviews)
+ 31 photos
The Sono Chicago is a boutique hotel offering a personalized experience in the lively heart of the city, perfect for travelers seeking an alternative to traditional accommodations. Each room presents a modern design aesthetic, complete with high-end amenities, providing both comfort and style. Guests can enjoy a complimentary breakfast, as well as access to an on-site coffee shop that serves local brews. The hotel's central location in the North Side makes it easy to explore local culture, art, and dining options around every corner. This hotel functions as a true reflection of Chicago's eclectic spirit, where modern design meets historic character. For those exploring unique places to stay in Chicago is a delightful option that captures the city's essence.
Address:1428 N Cleveland Ave
Rating:
Good
9.4
(314 Reviews)
Rooms:8
Price: From 201$
Hotel Lincoln
+ 13 photos
Hotel Lincoln captures the essence of Chicago's vibrant character with its unique blend of modern aesthetics and vintage charm. Located near Lincoln Park, this trendy hotel boasts stunning views of the park and the lake, providing a perfect backdrop for guests looking to unwind. The decor of each room is inspired by the city’s history, featuring locally sourced artwork that connects guests to the local culture. With a focus on sustainability, Hotel Lincoln offers a farm-to-table restaurant, where guests can savor seasonal dishes crafted from local ingredients. The hotel's rooftop bar, The J. Parker, is a favorite spot for cocktails with panoramic city views that create an exciting atmosphere. For travelers seeking trendy places to stay in Chicago is a gem that promises an unforgettable experience.
Address:1816 North Clark Street
Rooms:184
Price: From 110$
The Peninsula Chicago Hotel
9.3
Good
(245 Reviews)
+ 269 photos
Located in the center of the Magnificent Mile, The Peninsula Chicago is a premier luxury hotel that exudes elegance and sophistication. Renowned for its spacious rooms and exceptional service, it offers breathtaking views of the city skyline which perfectly complements your stay in Chicago can indulge in the award-winning spa, savor delectable cuisine in one of its high-end restaurants, or unwind at the rooftop pool with stunning vistas. The hotel also features a comprehensive wellness program and personalized concierge services tailored to meet each guest's needs. With its blend of modern amenities and traditional charm, The Peninsula ensures a refined and unforgettable experience. This hotel stands out as one of the premier places to stay in Chicago for those seeking the ultimate in luxury.
Address:108 East Superior Street
Rating:
Good
9.3
(245 Reviews)
Rooms:257
Price: From 475$
Budget-Friendly Places to Stay in Chicago, Illinois
Traveling to Chicago doesn't have to break the bank, as there are plenty of budget-friendly hotels that offer excellent accommodations without sacrificing comfort. This section features affordable places to stay in Chicago perfect for budget-conscious travelers who wish to explore the city without overspending. These hotels often provide essential amenities and convenient locations, making them suitable for both solo travelers and families. By choosing any of these options, visitors can enjoy everything that Chicago has to offer while maintaining their budget. Here are some of the best value-oriented places to stay in Chicago .
Chicago Athletic Association, Part Of Hyatt Hotel
8.6
Good
(294 Reviews)
+ 243 photos
Housed in a historic building that formerly served as a gentlemen's club, The Chicago Athletic Association Hotel boasts a unique blend of vintage charm and modern luxury. This boutique hotel features elegantly restored rooms that retain the building's original architectural details, creating a sophisticated yet cozy atmosphere. Guests can dine at the renowned Cherry Circle Room or relax at the rooftop bar with stunning views of Millennium Park. The hotel also offers a variety of recreational activities, including bowling and billiards, providing entertainment for all guests. Located just steps from major attractions, visitors can easily explore the best of Chicago without straying far from their stylish base. As one of the most unique places to stay in Chicago the Chicago Athletic Association Hotel is a memorable choice.
Address:12 South Michigan Avenue
Rating:
Good
8.6
(294 Reviews)
Rooms:241
Price: From 170$
The Robey, Chicago, A Member Of Design Hotels
8.5
Good
(324 Reviews)
+ 100 photos
The Robey, situated in the hip Wicker Park neighborhood, is a fashion-forward hotel that perfectly embodies Chicago's trendy spirit. With its striking architecture and stylish interiors, this hotel provides a unique blend of comfort and chic design, creating a captivating ambiance for visitors. Guests can enjoy cozy, well-appointed rooms with vintage elements, along with stunning views from the rooftop terrace that features a bar and lounge area. The on-site café offers artisanal coffee and light bites, making it a perfect spot to relax and recharge after exploring the vibrant neighborhood. The Robey is not just a hotel but a lifestyle experience, appealing to young travelers eager to soak in the local culture. For an exciting and contemporary hotel experience in the center of Chicago is an ideal place to stay.
Address:2018 W North Avenue
Rating:
Good
8.5
(324 Reviews)
Rooms:89
Price: From 144$
Eco-Friendly Places to Stay in Chicago, Illinois
Travelers increasingly seek accommodations that are environmentally conscious and sustainable. This section highlights eco-friendly hotels in Chicago, which prioritize green practices while offering comfort and style. Each hotel featured here demonstrates a commitment to sustainability, providing guests with opportunities to minimize their environmental impact during their stay. From energy-efficient systems to local sourcing of food, these hotels ensure that you can travel responsibly without sacrificing quality or comfort. For those interested in supporting eco-friendly initiatives while enjoying their visit, these places to stay in Chicago cater to your needs. Here are some of the best eco-friendly accommodations in the city.