Top Chicago Hotels for Sale

We checked thousands of reviews on and to find the best hotels for your stay
Go to Hotel List View map

Jacob Smith

Updated: 07 September 2024 · 7 min

When it comes to investment opportunities in the bustling city of Chicago, hotels for sale present a unique and promising venture. As a hub for both tourism and business, the Windy City offers a vibrant hospitality market with diverse options for prospective buyers. From historic downtown establishments to modern boutique hotels, the choices are expansive, catering to various investment strategies and visions.

Understanding the dynamics of the Chicago hotel market is vital for any investor looking to make informed decisions. The city's thriving economy, rich cultural heritage, and iconic attractions draw millions of visitors each year, resulting in consistent demand for accommodation. For those considering entering this competitive landscape, focusing on properties located near key landmarks such as Millennium Park or Navy Pier may provide both immediate returns and long-term growth.

Moreover, the potential for renovation and repositioning of older hotels can unlock significant value in the Chicago market. Many properties available for sale come with opportunities to revitalize and enhance guest experiences, making them even more attractive to travelers. By leveraging local insights and market trends, savvy investors can transform these Chicago hotels for sale into successful and profitable ventures, ultimately contributing to the city’s vibrant hospitality scene.
Show more + Show less -

Our Top 10

(Sorted by rating & number of reviews)

1. Four Seasons Chicago Hotel
2. The Drake Hotel
3. Godfrey Hotel Chicago
4. Hyatt Regency Chicago Hotel
5. Renaissance Chicago Downtown Hotel
6. The Ritz-Carlton, Chicago Hotel
7. Chicago Athletic Association, Part Of Hyatt Hotel
8. Hyatt Regency Mccormick Place Chicago Hotel
9. Hotel Lincoln
10. Moxy Chicago Downtown Hotel

Historic Chicago Hotels for Sale

Check Availability

Chicago
Mar 23, 2026 - Mar 24, 2026

Four Seasons Chicago Hotel

9.0

Good

(171 Reviews)

+ 225 photos
The Four Seasons Hotel Chicago is synonymous with refined luxury and exquisite service, making it one of the top luxury hotels in the city. Beautifully appointed rooms and suites include plush furnishings and modern amenities, complemented by stunning views of Lake Michigan or the city. The hotel offers a full range of upscale services, from a sophisticated dining experience to a world-class spa, catering to both leisure and business travelers alike. This property embodies the elegance and grace that is expected from a luxury hotel brand, ensuring high occupancy and repeat visitors. Available for sale, the Four Seasons represents a solid opportunity for investors looking to own a prestigious asset in the lively heart of Chicago. Owning this hotel means being part of a brand that sets standards for luxury hospitality across the globe.
Address: 120 East Delaware Place
Rating: Good 9.0 (171 Reviews)
Rooms: 345
Price: From 730$

The Drake Hotel

8.0

Good

(587 Reviews)

+ 227 photos
The Drake Hotel, located along the Magnificent Mile, has been a symbol of luxury since it opened its doors in 1920. Known for its elegant design and breathtaking views of Lake Michigan, this historic establishment draws guests not only for its accommodations but also for its rich history, including its connections to royalty and prominent figures. The hotel's classic ballroom and outdoor terrace make it a popular venue for weddings and other high-profile events, adding to its allure. As a property available for sale, the Drake offers significant potential for investors interested in maintaining its prestigious status while modernizing its offerings. With ongoing demand for upscale experiences in Chicago, this hotel stands out as a prime opportunity among historic Chicago hotels for sale. The Drake is more than just a hotel; it represents an enchanting piece of Chicago's heritage.
Address: 140 East Walton Place
Rating: Good 8.0 (587 Reviews)
Rooms: 535
Price: From 149$

Godfrey Hotel Chicago

8.3

Good

(679 Reviews)

+ 144 photos
The Godfrey Hotel Chicago combines urban sophistication with stylish comfort in the River North neighborhood. This boutique property boasts a modern aesthetic with spacious rooms and a rooftop lounge that offers breathtaking views of the Chicago skyline. The hotel pays careful attention to guest experience, featuring plush accommodations and cutting-edge technology like smart TVs. The Godfrey is positioned near the city’s vibrant nightlife, making it an attractive choice for young professionals and leisure travelers. Available as one of the premier Chicago hotels for sale, The Godfrey Hotel represents a fantastic opportunity for buyers wishing to tap into the thriving River North hospitality market. Investing in this property means being part of an upscale boutique experience that complements the energetic vibe of downtown Chicago.
Address: 127 West Huron, At Lasalle
Rating: Good 8.3 (679 Reviews)
Rooms: 221
Price: From 178$

Boutique Chicago Hotels for Sale

For those interested in a more intimate hospitality experience, boutique hotels present a unique investment proposition in Chicago. This section highlights distinctive boutique hotels that offer personalized service and a one-of-a-kind ambiance, attracting travelers seeking more than just a room. With a focus on unique aesthetics and local culture, these properties often have higher occupancy rates and a dedicated following. As Chicago continues to thrive as a tourist destination, boutique hotels for sale become appealing investments for those looking to tap into this niche market. Their designs often reflect local art, culture, and lifestyle, making them enticing for both guests and investors alike. Explore the featured boutique hotels that resonate with the vibrant essence of Chicago and present incredible potential.

Hyatt Regency Chicago Hotel

8.5

Good

(2130 Reviews)

+ 371 photos
The Hyatt Regency Chicago is a well-established hotel that caters to families with its spacious guest rooms and a convenient location along the river. With access to a range of family-friendly activities, including the nearby Art Institute and the Children's Museum, this hotel is positioned to offer guests an engaging experience. The hotel features a kid-friendly menu at on-site dining options and amenities such as a pool to keep young ones entertained. Additionally, its proximity to the city’s public transit makes it easy for families to navigate their adventures throughout Chicago. Representing one of the prime Chicago hotels for sale, this property not only appeals to families but is also known for its robust meeting facilities. Investing in the Hyatt Regency means owning a hotel that consistently meets the needs of diverse travelers and families alike.
Address: 151 East Wacker Drive
Rating: Good 8.5 (2130 Reviews)
Rooms: 2019
Price: From 122$

Renaissance Chicago Downtown Hotel

8.6

Good

(403 Reviews)

+ 208 photos
The Renaissance Chicago Downtown Hotel stands out for its prime location and versatile event space tailored to corporate clients. Situated close to businesses and the likes of the Chicago Riverwalk, this hotel boasts modern event facilities, creating an attractive hub for conferences and meetings. With an experienced staff, high-tech equipment options, and customizable services, the hotel ensures that events are seamless and memorable. The stylish design and comfortable accommodations cater to both business and leisure travelers, providing a well-rounded guest experience. As one of the noteworthy Chicago hotels for sale, the Renaissance represents a desirable opportunity for investors in the business travel sector. By owning this hotel, investors engage in the flourishing conference and events market that thrives in Chicago.
Address: 1 West Wacker Drive
Rating: Good 8.6 (403 Reviews)
Rooms: 560
Price: From 175$

The Ritz-Carlton, Chicago Hotel

8.6

Good

(65 Reviews)

+ 263 photos
The Ritz-Carlton, Chicago offers a quintessential luxury experience, with stunning views of Lake Michigan and the city skyline from its prestigious location. Renowned for its exceptional service and elegant rooms, this hotel appeals to discerning travelers seeking the highest level of comfort. The Ritz-Carlton features upscale amenities including a full-service spa, Michelin-starred dining, and bespoke services that cater to every need. This iconic property maintains a reputation for excellence and has a loyal clientele, making it a lucrative investment among Chicago hotels for sale. With a strategic location in the Gold Coast, owning The Ritz-Carlton means capitalizing on one of the most sought-after hospitality brands in the world. The property not only embodies luxury but also provides substantial returns, presenting a prime opportunity for discerning investors.
Address: 160 East Pearson Street At Water Tower Place
Rating: Good 8.6 (65 Reviews)
Rooms: 434
Price: From 453$

Luxury Hotels for Sale in Chicago

Chicago’s luxury hotel market boasts a range of properties that provide opulent experiences to visitors. This section features high-end hotels for sale that have become icons of sophistication and refinement in the city. These luxurious establishments cater to affluent travelers, whether for business or leisure, and often feature top-notch dining, spas, and event spaces. Investing in luxury Chicago hotels not only offers significant financial potential but also positions owners in a premium market segment. The demand for luxury accommodations in a city renowned for its culture, dining, and events remains strong, making these properties a wise investment choice. Explore the luxury hotels that exemplify the finest experience Chicago has to offer, each presenting a unique investment opportunity.

Chicago Athletic Association, Part Of Hyatt Hotel

8.5

Good

(297 Reviews)

+ 243 photos
Originally built in 1893, The Chicago Athletic Association Hotel has been transformed into a chic hotel that retains much of its historic charm. Nestled on Michigan Avenue, this property features Tudor-style architecture and original decor that add an inviting atmosphere for guests. Boasting a rooftop bar with stunning skyline views and a collection of unique dining options, it caters to modern travelers while preserving its rich past. The hotel’s extensive meeting and event spaces offer a blend of historic elegance and contemporary functionality, making it a versatile option for various types of guests. As one of the notable Chicago hotels for sale, this property represents an opportunity for investors to capitalize on both history and modernity. Investing here means merging the past with the future, creating a space where stories are shared and memories made.
Address: 12 South Michigan Avenue
Rating: Good 8.5 (297 Reviews)
Rooms: 241
Price: From 333$

Hyatt Regency Mccormick Place Chicago Hotel

8.5

Good

(864 Reviews)

+ 256 photos
The Hyatt Regency McCormick Place is a premier hotel seamlessly connected to McCormick Place, one of the largest convention centers in North America. With more than 100,000 square feet of meeting space, this hotel serves as an exceptional venue for conferences, exhibitions, and corporate events. Its onsite catering, business center, and dedicated event planners provide guests with everything needed to host successful meetings. The hotel also features family-friendly amenities, making it a versatile option for attendees of various events. Available among Chicago hotels for sale, this property symbolically captures both the business and leisure travel markets. Investing in the Hyatt Regency McCormick Place means seizing an opportunity to cater to the ever-growing corporate events and conference industry.
Address: 2233 South Martin Luther King Dr
Rating: Good 8.5 (864 Reviews)
Rooms: 1258
Price: From 109$

Hotel Lincoln

+ 13 photos
Hotel Lincoln stands out with its chic, locally inspired design and a location overlooking Lincoln Park and the lake. Drawing inspiration from the surrounding nature, this boutique hotel features a rooftop terrace and dining options that celebrate local cuisine. Its proximity to the park and various downtown attractions makes it highly desirable for visitors seeking a blend of relaxation and adventure. Additionally, the hotel has earned accolades for its sustainable practices, appealing to environmentally conscious travelers. As one of the notable Chicago hotels for sale, Hotel Lincoln offers an investment opportunity that aligns with both modern traveler preferences and sustainability trends. Investing in this boutique hotel means engaging with a community-focused brand that integrates seamlessly into the vibrant city landscape.
Address: 1816 North Clark Street
Rooms: 184
Price: From 110$

Modern Chicago Hotels for Sale

As the hospitality industry evolves, modern hotels offer innovative designs and exceptional service tailored for contemporary travelers. This section showcases a selection of cutting-edge hotels that reflect the dynamic spirit of Chicago. These properties are often found in up-and-coming neighborhoods, appealing to a fresh audience eager for unique experiences. Investing in modern Chicago hotels for sale provides the chance to engage with the latest trends in hospitality while catering to a diverse range of guests. With an increased focus on technology, sustainability, and stylish accommodations, these hotels align with the evolving preferences of today's travelers. Discover the modern hotels that not only represent the future of Chicago's hospitality sector but also present lucrative investment opportunities.

Moxy Chicago Downtown Hotel

8.9

Good

(556 Reviews)

+ 49 photos
Moxy Chicago Downtown stands at the forefront of modern hospitality with its trendy design and inviting atmosphere. Targeted toward the millennial demographic, this hotel features vibrant public spaces and stylish rooms that focus on maximizing comfort and efficiency. With a lively lobby bar and multifunctional areas for work and play, Moxy caters to today’s dynamic traveler looking for a fun yet functional experience. Its prime location in the very heart of downtown puts guests minutes away from Chicago’s best entertainment and dining options, increasing its attractiveness. As one of the Chicago hotels for sale, this property represents an innovative investment opportunity in a rapidly evolving sector of the market. By owning Moxy, investors can tap into a youthful customer base and capitalize on the ongoing shift towards modern accommodations.
Address: 530 North Lasalle Drive
Rating: Good 8.9 (556 Reviews)
Rooms: 156
Price: From 182$

Residence Inn By Marriott Chicago Downtown/River North

8.6

Good

(331 Reviews)

+ 78 photos
The Residence Inn by Marriott Chicago Downtown/River North is ideal for families looking for spacious accommodations and a home-like experience. The hotel features suites with full kitchens, providing guests the flexibility to prepare their meals, which is especially convenient for families with young children. Located near popular attractions like the Chicago Riverwalk and the Museum of Science and Industry, this hotel offers easy access to family-friendly activities and sightseeing. Additionally, the property includes amenities such as a pool and outdoor gathering spaces, allowing families to relax after a day of exploring the city. As part of the Chicago hotels for sale, this Residence Inn represents a solid investment in a growing niche market. Investing here allows owners to cater to the ever-increasing demand for comfortable family accommodations in downtown Chicago.
Address: 410 North Dearborn Street
Rating: Good 8.6 (331 Reviews)
Rooms: 270
Price: From 179$

The Langham Chicago Hotel

9.3

Good

(343 Reviews)

+ 157 photos
The Langham, Chicago is another noteworthy luxury hotel that promises a world-class experience for its guests, featuring spacious rooms and exceptional service. Set along the Chicago River, this property combines aesthetic beauty with an emphasis on hospitality and attention to detail. The hotel houses a renowned restaurant, a serene wellness center, and luxurious event spaces, making it an ideal location for a variety of functions. With its prime location and luxurious offerings, The Langham attracts a diverse clientele, from tourists to corporate visitors looking for an upscale experience. This hotel, currently on the market among Chicago hotels for sale, represents a compelling investment opportunity for those looking to enter the luxury sector. Owning The Langham means carrying on a heritage of excellence while contributing to the vibrant hospitality landscape of Chicago.
Address: 330 North Wabash Avenue
Rating: Good 9.3 (343 Reviews)
Rooms: 316
Price: From 366$

Family-Friendly Chicago Hotels for Sale

Family-friendly hotels play a crucial role in attracting visitors traveling with children, making them a popular niche in the hospitality market. This section focuses on hotels in Chicago that understand the needs of families, offering amenities and services designed to create memorable experiences for all ages. From spacious accommodations to kid-friendly activities, these hotels not only provide comfort but also feature family-oriented programs that can be a significant draw. With the increasing number of families visiting Chicago for its attractions, from museums to sports events, investing in family-friendly Chicago hotels for sale can be a lucrative opportunity. Each of these hotels creates an environment where families can feel at home while exploring the city. Dive into the family-centered properties that offer flexibility, entertainment, and convenience, making them attractive investments.

The Palmer House Hilton Hotel

7.5

Good

(969 Reviews)

+ 216 photos
The Palmer House Hilton is a landmark hotel that dates back to 1871, making it one of the oldest operating hotels in the United States. Located in the Loop, this iconic property has a storied history and has undergone numerous renovations to maintain its grandeur. The stunning lobby features an ornate ceiling and lavish decor that immediately transports guests to a different era, making it an attractive option for historical tourism. With over 1,600 rooms and 30,000 square feet of event space, it serves both leisure and business travelers exceptionally well. Its prime location near major attractions also enhances its appeal, making it a compelling candidate among Chicago hotels for sale. Investing in this legendary hotel presents a unique opportunity to be part of Chicago's vibrant legacy.
Address: 17 East Monroe Street
Rating: Good 7.5 (969 Reviews)
Rooms: 1641
Price: From 89$

The Robey, Chicago, A Member Of Design Hotels

8.6

Good

(330 Reviews)

+ 100 photos
The Robey is a trendy boutique hotel located in Logan Square, known for its striking architecture. This hotel seamlessly blends modern design with vintage influences, featuring floor-to-ceiling windows and stunning city views. Offering a rooftop lounge that’s a popular spot for both hotel guests and locals, The Robey captures the heart of Chicago's creative spirit. With a wide range of accommodations, from standard rooms to spacious suites, it meets the needs of diverse travelers. As one of the boutique Chicago hotels for sale, The Robey represents an opportunity to manage a hotel that embodies the local culture while appealing to the modern traveler. Its established reputation and unique offerings make it a solid choice for any investor.
Address: 2018 W North Avenue
Rating: Good 8.6 (330 Reviews)
Rooms: 89
Price: From 144$

Eco-Friendly Chicago Hotels for Sale

As sustainability becomes increasingly important to travelers, eco-friendly hotels are gaining traction in the market. This section highlights environmentally-conscious hotels in Chicago that have implemented sustainable practices and initiatives while providing guest comfort. These properties not only appeal to eco-conscious travelers but also often enjoy reduced operational costs through efficient resource management. With the rise in demand for green travel options, investing in eco-friendly Chicago hotels for sale can provide a competitive edge in the hospitality market. Explore these hotels that not only symbolize luxury and comfort but also demonstrate a commitment to protecting the environment and promoting sustainability.

Event and Conference Hotels for Sale in Chicago

With an increasing number of businesses and organizations hosting events in Chicago, hotels that cater to meetings and conferences have become prime investment options. This section emphasizes hotels that provide extensive space for conferences, meetings, and special events, coupled with luxurious accommodations. The demand for these hotels remains high, specifically in a city like Chicago, known for hosting conventions and corporate events throughout the year. Investing in hotels that target the business sector can yield high returns, especially as corporate travel continues to rebound post-pandemic. Explore these properties that combine event hosting capabilities with outstanding guest services, making them attractive options among Chicago hotels for sale.