Best Stays for Remote Workers in Chicago, IL

The Hotel at Midtown is a design-forward sports and wellness hotel nestled in Chicago's Bucktown-Lincoln Park corridor, offering guests full honorary membership to a world-class athletic club, spa, indoor and rooftop pools, and racquet sports facilities. Located halfway between downtown Chicago and O'Hare, the property features chef-driven dining at Chromium, rooftop cocktails at SIX Rooftop, and complimentary on-site parking—a rare urban amenity. It stands out as a distinctly active, resort-style retreat with panoramic city views and a lively yet grounded neighborhood setting.

Level Chicago - River North is a sophisticated extended-stay property blending the comforts of luxury apartments with boutique hotel amenities in one of Chicago's most vibrant neighborhoods. Guests enjoy over 30,000 sq ft of lifestyle amenities including a rooftop pool, fully-equipped kitchens, co-working spaces, and a dry sauna, all steps from River North's acclaimed dining, galleries, and nightlife. Ideal for business travelers and long-term guests, the property offers spacious studio, one-, and two-bedroom suites with in-suite laundry and 24-hour guest services.

Viceroy Chicago is a landmark luxury hotel in the prestigious Gold Coast neighborhood, housed in a reimagined 120-year-old building that pairs Art Deco heritage with a modernist glass tower of 180 rooms and suites. Guests enjoy a rooftop pool, all-day Mediterranean restaurant Somerset, and the 18th-floor cocktail bar Pandan, all just steps from Lake Michigan and the Magnificent Mile. The property's mid-century modern interiors, striking city views, and vibrant dining and nightlife programming make it one of Chicago's most distinctive urban retreats.

Kimpton Gray Hotel is a AAA Four Diamond property set within one of Chicago's most distinguished historic landmark buildings in the heart of the Loop. The hotel blends classic architectural grandeur—marble staircases, ornate detailing, and fireplace lounges—with a triumphantly modern sensibility, housing a rooftop dining and cocktails venue, a sophisticated cocktail bar, and a dedicated spa and wellness facility. Recognized by Condé Nast Traveler and U.S. News & World Report, this boutique luxury hotel is an ideal base for business and leisure travelers seeking refined Chicago hospitality steps from the city's cultural and financial core.

Level Fulton Market is a modern extended-stay hotel offering spacious studio through three-bedroom suites — including a 2,554 sq ft penthouse — in Chicago's vibrant Fulton Market dining and nightlife district. Guests enjoy resort-caliber amenities including an outdoor heated pool and hot tub, infrared saunas, a state-of-the-art indoor-outdoor fitness center, and a glamorous 31st-floor Cloud Lounge. With fully equipped kitchens, in-suite laundry, private balconies, and 24-hour guest services, the property is ideally suited for both nightly visits and extended stays.

The Godfrey Hotel Chicago is a luxury boutique lifestyle hotel in the River North neighborhood, featuring a Cubist-influenced façade and chic, design-forward accommodations. The property is home to I|O Rooftop Lounge, a high-energy adult rooftop bar with panoramic Chicago skyline views and 15,000 square feet of indoor-outdoor space. Guests also enjoy Yasemi, a modern Mediterranean restaurant, a spa boutique, and a 24-hour fitness center, all within walking distance of Navy Pier, the Art Institute, and top Chicago dining.

Trump International Hotel & Tower® Chicago is a Forbes Travel Guide Five Star property situated along the Chicago River in the heart of downtown, occupying the seventh tallest building in the United States. The hotel offers spacious suites, an award-winning spa, and Terrace 16, a rooftop restaurant serving New American cuisine with panoramic views of the Chicago skyline and river. With world-class amenities, attentive service, and sophisticated design, it stands as one of the most prestigious luxury accommodations in the city.

SOPHY Hyde Park is a sophisticated boutique hotel situated in Chicago's historic Hyde Park neighborhood, steps from the University of Chicago and the Museum of Science and Industry. The property blends contemporary design with the cultural richness of one of Chicago's most storied academic districts, offering thoughtfully appointed rooms and a curated dining experience at its on-site restaurant and bar. It appeals to a diverse range of travelers seeking a stylish, neighborhood-immersed alternative to downtown Chicago accommodations.

Fairmont Chicago, Millennium Park is a landmark luxury hotel in the heart of downtown Chicago, offering 686 spacious guest rooms and suites with sweeping views of Lake Michigan, the Chicago skyline, and Millennium and Grant Parks. The property features bold Latin dining at Toro Chicago, a serene Leaf Spa, and over 60,000 square feet of flexible event space, making it an exceptional choice for leisure and business travelers alike. Its prime location places guests steps from the Magnificent Mile, the Chicago Riverwalk, and world-class cultural attractions.

Stay One Chicago is a refined boutique hotel located at 750 N. State Street in the heart of downtown Chicago, offering elegantly appointed rooms with spectacular city views. Guests enjoy complimentary access to a 125,000 sq ft Life Time Athletic Resort and Spa, room service from multiple acclaimed onsite restaurants, and convenient access to Whole Foods, Philz Coffee, and upscale retail within the One Chicago building. The property combines upscale residential-style amenities with secure keyless entry and valet parking, making it an exceptional choice for discerning travelers.

The Sono Chicago is a boutique apartment-style property located in the Old Town neighborhood at 1428 N Cleveland Ave, offering fully equipped residential suites that appeal to both leisure and extended-stay guests. Situated near the vibrant dining and nightlife corridors of Wells Street and Lincoln Park, the property provides a comfortable, home-like alternative to traditional hotel stays. Its rooftop access, full kitchens, and residential character set it apart as a distinctive option for travelers seeking space and independence in a well-connected Chicago neighborhood.

The Whitehall Hotel is a historic boutique property in the heart of downtown Chicago, steps from the Magnificent Mile, blending vintage 1928 charm with modern luxury amenities. Home to the acclaimed Kirei restaurant and Whitehall Lounge, the hotel has a storied celebrity legacy and offers sophisticated accommodations ideal for leisure and business travelers alike. Its prime Gold Coast location provides walkable access to world-class dining, shopping, and cultural attractions.

The Chicago Hotel Collection Magnificent Mile Hotel & Suites is a vibrant, full-service hotel steps from Michigan Avenue in the heart of downtown Chicago, offering spacious junior suites and standard rooms ranging from 350 to 625 square feet. The property stands out with its 29th-floor Midnight Noir Skydeck rooftop bar and lounge, live weekend DJs, and a lobby bar serving breakfast, cocktails, and dinner. Guests who book directly receive a comprehensive Private Guest Club package including daily breakfast credits, complimentary cocktails, spa credits, and high-speed WiFi, delivering exceptional all-in value in one of Chicago's most sought-after neighborhoods.

L7 Chicago by Lotte is a freshly renovated luxury boutique hotel situated in Chicago's downtown Loop, overlooking the Chicago River and steps from the Magnificent Mile, Millennium Park, and the Art Institute of Chicago. Rooted in Korean hospitality traditions, the property blends contemporary design with a curated art program featuring Chicago and Korean artists, complimentary espresso and snack stations, and in-room wellness amenities. The on-site Michelin-recognized Perilla Korean American Steakhouse with tableside grills adds a distinctive culinary draw to this culturally rich urban retreat.

The Ivy Hotel is a boutique luxury property situated in Chicago's Streeterville neighborhood, steps from Michigan Avenue's Magnificent Mile and the city's premier dining and cultural attractions. The hotel offers refined accommodations with an intimate atmosphere that sets it apart from the larger convention-oriented properties in the area. Its prime Near North Side location, upscale amenities, and personalized service make it a strong choice for discerning leisure and business travelers alike.

Hotel Saint Clair is a boutique downtown Chicago hotel located in the Streeterville neighborhood near the Magnificent Mile, blending original historical architecture with contemporary design and art-inspired interiors. The property offers refreshed guest rooms, a state-of-the-art fitness center, and a craft coffee bar, placing guests steps from top attractions including Navy Pier, 360 Chicago Observatory, and Lincoln Park Zoo. Its eclectic aesthetic, pet-friendly accommodations, and central location make it a distinctive choice for both leisure and business travelers.

Staypineapple, An Iconic Hotel, The Loop Chicago occupies the landmarked Burnham Center building at the heart of the Loop, blending a playfully designed boutique aesthetic with the architectural gravitas of a historic Chicago landmark. The property is known for its bold yellow-accented interiors, exceptionally pet-friendly policies, and complimentary bicycles for guests exploring the city. Its position at Washington and State places it steps from Millennium Park, the Chicago Riverwalk, world-class dining, and multiple CTA train lines.

The Hoxton Chicago is a boutique hotel nestled in the heart of the vibrant Fulton Market District, offering 182 thoughtfully designed rooms with mid-century furnishings and warehouse-style floor-to-ceiling windows. The property features a rooftop bar with a celebrated chef-driven restaurant, an on-site Milk Bar café, and easy access to Chicago's best dining and cultural attractions. Known for its creative neighborhood setting, stylish interiors, and guest-friendly booking perks, it stands out as a distinctive urban retreat for both leisure and business travelers.

Swissotel Chicago is an award-winning luxury hotel designed by renowned architect Harry Weese, offering 662 oversized guest rooms and suites with panoramic views of Lake Michigan, the Chicago River, and the city skyline. Located steps from the Magnificent Mile, the all-glass tower features a penthouse fitness center on the 43rd floor, a classic Chicago steakhouse, and over 65,000 square feet of event space. With European-style service, a 42nd-floor ballroom, and proximity to Navy Pier and Millennium Park, the property stands out as a premier destination for both leisure and business travelers.

The Den Hotel is a stylish boutique property situated in Chicago's vibrant Lakeview neighborhood on North Sheffield Avenue, steps from the Wrigley Field district and the Red Line L train. The hotel offers a lively, social atmosphere with a well-regarded bar lounge and modern, design-forward rooms that appeal to leisure travelers, weekend groups, and visitors seeking an energetic Chicago experience. Its walkable location near Sheffield Avenue's dining and nightlife corridor makes it a standout choice for those wanting to explore the city beyond the downtown core.

Hotel Felix is a LEED-certified boutique property situated in Chicago's River North neighborhood, offering environmentally conscious hospitality with a sleek, design-forward aesthetic. The hotel occupies a prime location within walking distance of the Magnificent Mile, top dining destinations, and major cultural attractions. Its commitment to sustainability, personalized service, and stylish interiors make it a distinctive choice for both leisure and business travelers seeking a mid-range boutique experience in the heart of the city.

STAY is a stylish boutique hotel occupying the second floor of a building in Chicago's vibrant Wicker Park and Ukrainian Village corridor, offering a modern, design-forward experience at accessible price points. Located on North Ashland Avenue, guests are steps from some of Chicago's most celebrated independent restaurants, coffee shops, and nightlife. The property appeals to creatives, solo travelers, and groups looking for a lively neighborhood base with a distinct local character.

The Carleton of Oak Park is a historic boutique hotel and local landmark situated in a residential historic district just one block from CTA and Metra train access to downtown Chicago. The property has served guests for over 90 years and features recently renovated suites, two on-site dining venues, and over 6,000 square feet of event space. Its walkable location near Frank Lloyd Wright's Home & Studio, Hemingway's Birthplace, and downtown Oak Park makes it a distinctive destination for both leisure and business travelers.

Freehand Chicago is a stylish boutique hotel housed in a restored 1927 Art Deco building in the heart of River North, one of Chicago's most vibrant neighborhoods known for its art galleries, boutiques, and dining scene. The property features rooms designed by Roman and Williams with custom-commissioned artwork, alongside the acclaimed Broken Shaker cocktail bar — named Best American Hotel Bar by Tales of the Cocktail. With a laid-back yet design-forward atmosphere and a range of room types including suites, Freehand Chicago offers a distinctive alternative to conventional downtown hotels.

Central Loop Hotel is a boutique property situated in the heart of Chicago's Loop district, placing guests steps away from iconic landmarks including Millennium Park, the Art Institute of Chicago, and the Chicago Theatre. The hotel combines high-tech in-room amenities with an on-site English pub, Elephant & Castle, and flexible meeting spaces suited for both leisure and business travelers. Its central downtown location, complimentary high-speed WiFi, and easy access to world-class dining, shopping, and nightlife make it a standout choice for urban explorers visiting the city.

River Hotel Chicago is a boutique hotel situated on the south bank of the Chicago River in the heart of downtown, just steps from the Magnificent Mile. Guests enjoy river and skyline views, high-speed complimentary Wi-Fi, Keurig in-room coffee, Smart TVs with full streaming, and mobile check-in. The property is well-suited for both leisure and business travelers seeking a stylish, centrally located base for exploring Chicago's dining, shopping, and cultural attractions.

Ray's Bucktown Bed and Breakfast is a charming, art-forward boutique property nestled in Chicago's vibrant Bucktown/Wicker Park/Logan Square neighborhood, offering 11 uniquely appointed rooms each with private bathrooms. The inn distinguishes itself with complimentary cooked-to-order breakfasts, free parking, a steam room and sauna, and a welcoming atmosphere that embraces LGBTQ+ guests, families, and well-behaved dogs. Modeled after small European hotels, it provides an intimate, home-away-from-home alternative to standard downtown Chicago accommodations.