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2026-11-09
2026-11-10
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Hotels in Second City area of Chicago

Brand New 4Br Apartment In Heart Of Chicago

853 West Blackhawk Street, Chicago, United States Show map

Located nearly 5 minutes on foot from Royal George Theater, the comfortable Brand New 4Br Apartment In Heart Of Chicago hotel gives easy access to various tourist attractions. This Chicago hotel… More

From US$ 805 Book Now

Chic 4-Bedroom With Skyline Views & Amenities

853 West Blackhawk Street, Chicago, United States Show map

The comfortable Chic 4-Bedroom With Skyline Views & Amenities Chicago hotel includes air-conditioned rooms approximately 25 minutes' walk from Fourth Presbyterian Church. This Chicago hotel also… More

From US$ 745 Book Now

4Br Modern Gem Sleek Bright & Central

853 West Blackhawk Street, Chicago, United States Show map

4Br Modern Gem Sleek Bright & Central Chicago hotel features spacious rooms a 5-minute walk from REI Camping Store. This hotel also includes parking. More

From US$ 486 Book Now

High-Rise 4Br W Views Comfort & Space

853 West Blackhawk Street, Chicago, United States Show map

Guests of the comfortable High-Rise 4Br W Views Comfort & Space Chicago hotel can enjoy easy access to iO Theater, which is situated just a 5-minute walk away. This Chicago hotel offers stunning… More

From US$ 486 Book Now

Group-Ready 3Br Sleek Design & Great Location

853 West Blackhawk Street, Chicago, United States Show map

The comfortable Group-Ready 3Br Sleek Design & Great Location Hotel Chicago includes air-conditioned rooms nearly a 10-minute ride from Chicago Cultural Center. This Chicago hotel is in Near North… More

From US$ 598 Book Now

Modern 4Br City Retreat With Stunning Views

853 West Blackhawk Street, Chicago, United States Show map

Guests of the comfortable Modern 4Br City Retreat With Stunning Views Chicago hotel can easily reach ArcLight Chicago, located only 5 minutes' walk away. There is also a car park. More

From US$ 505 Book Now

City Studio Escape Bright Sleek & Modern

853 West Blackhawk Street, Chicago, United States Show map

The comfortable City Studio Escape Bright Sleek & Modern Chicago hotel offers quick access to Newcity Mall, situated nearly a 5-minute walk away. The hotel provides 24-hour security service to ensure… More

From US$ 424 Book Now

4Br Corporate Suite Central And Modern

853 West Blackhawk Street, Chicago, United States Show map

4Br Corporate Suite Central And Modern Chicago hotel enjoys a convenient location and provides easy access to Millennium Public Park 3.7 km away. A 10-minute ride from the scenic Chicago Riverwalk… More

From US$ 407 Book Now

4Br Modern Urban Escape Walk To Zoo Lakefront & Red Line

853 West Blackhawk Street, Chicago, United States Show map

The 10-room 4Br Modern Urban Escape Walk To Zoo Lakefront & Red Line Chicago villa is located about 4 km from the half-mile-long Navy Pier and welcomes its guests to enjoy cycling. Offering a prime… More

From US$ 1314 Book Now

Envitae Hotel 4Br Modern Sleek Apartment

853 West Blackhawk Street, Chicago, United States Show map

Overlooking the city, Envitae Hotel 4Br Modern Sleek Apartment Chicago enjoys a prime setting within 300 metres of PRYSM Nightclub. Located a 10-minute drive from the huge outdoor Cloud Gate… More

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Landing Chic Studio In Lincoln Park

1529 N Fremont, Chicago, United States Show map

The spacious Landing Chic Studio In Lincoln Park Chicago lies in a prime location in Chicago, 5 minutes' walk from PRYSM Nightclub. At this apartment, Wi-Fi and a car park are also provided. More

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Studio Flat In The Heart Of Downtown Chicago

71 East Bellevue Place Basement / Garden Flat, Chicago, United States Show map

56 m² Studio Flat In The Heart Of Downtown Chicago is located a mere 0.9 km from the restored gilded age mansion "Richard H. Driehaus Museum" and about a 25-minute walk from The Art Institute of… More

From US$ 236 Book Now

Historic Luxury Townhouse In Downtown Chicago

71 East Bellevue Place The Townhouse, Chicago, United States Show map

Situated just 6 minutes' walk from the skyscraper 360 Chicago Observation Deck, the 5-bedroom Historic Luxury Townhouse In Downtown Chicago Villa is ideal for up to 10 guests. Providing guests with… More

From US$ 1165 Book Now

Foundry Unmatched Skyline Views At Lincoln Park

1475 North Kingsbury Street, Chicago, United States Show map

Nestled about a 5-minute walk from Newcity Mall, the 2-room Foundry Unmatched Skyline Views At Lincoln Park Apartment Chicago offers quick access to numerous tourist attractions nearby. This… More

From US$ 655 Book Now

Secret Gallery On The Park - 2Bd/1Ba

870 North Franklin Street #1, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at the spacious 2-bedroom Secret Gallery On The Park - 2Bd/1Ba Chicago apartment, which is just 1.7 km from the fancy high-rise Shops at Northbridge Mall and… More

From US$ 875 Book Now

Waldorf Astoria Chicago

11 E. Walton, Chicago, United States Show map

Located approximately a 15-minute walk from Lake Michigan, the 50-storey Waldorf Astoria Chicago Hotel provides guests with a swimming pool onsite. Boasting a location within easy reach of the… More

From US$ 433 Book Now

870 Bldg - 3 Separate Suites In Same Building

870 North Orleans Street, Chicago, United States Show map

The spacious 279 m² 870 Bldg - 3 Separate Suites In Same Building Chicago is located in Near North Side, which is home to iconic skyscrapers like the 1920s Wrigley Building, as well as 360 Chicago, a… More

From US$ 2390 Book Now

870 1&2 - 2 Separate Suites In Same Building

870 North Orleans Street, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at the spacious 186 m² 870 1&2 - 2 Separate Suites In Same Building Chicago, which is nearly 25 minutes' walk from the historic drawbridge "DuSable Bridge" and… More

From US$ 757 Book Now

Cozy Beautiful Downtown Unit Chi In Prime River North Location Near Mag Mile - 2

North Orleans Street 870, Chicago, United States Show map

The spacious 2-bedroom Cozy Beautiful Downtown Unit Chi In Prime River North Location Near Mag Mile - 2 Chicago apartment is approximately 25 minutes' walk from the public Cloud Gate Sculpture. Wi-Fi… More

From US$ 189 Book Now

Cozy Beautiful Downtown Unit Chi In Prime River North Location Near Mag Mile - 1

North Orleans Street 870, Chicago, United States Show map

The 2-bedroom Cozy Beautiful Downtown Unit Chi In Prime River North Location Near Mag Mile - 1 Chicago apartment is nearly a 25-minute walk from the super - tall skyscraper "Willis Tower". This… More

From US$ 583 Book Now

Beautiful Unit Chi In Prime River North - Top Floor

870 North Orleans Street, Chicago, United States Show map

Located in Near North Side, which is home to iconic skyscrapers like the 1920s Wrigley Building, as well as 360 Chicago, a 94th-floor observation deck 25 minutes' walk from The Art Institute of… More

From US$ 1132 Book Now

Beautifully Remodeled Second Floor Flat In River North With Private Rooftop - 2S

North Orleans Street 858, Chicago, United States Show map

Featuring a convenient location, the 2-bedroom Beautifully Remodeled Second Floor Flat In River North With Private Rooftop - 2S Chicago offers views of the city, nearly a 20-minute walk from the… More

From US$ 662 Book Now

Beautifully Remodeled Second Floor Flat In River North - 2N

North Orleans Street 858, Chicago, United States Show map

The spacious 112 m² Beautifully Remodeled Second Floor Flat In River North - 2N Chicago features a prime location just 1.6 km from the skyscraper 360 Chicago Observation Deck and hosts up to 10… More

From US$ 539 Book Now

Beautifully Remodeled Third Floor Flat In River North - 3N

North Orleans Street 858, Chicago, United States Show map

The spacious 112 m² Beautifully Remodeled Third Floor Flat In River North - 3N Chicago features a convenient location nearly 25 minutes' walk from The Art Institute of Chicago and hosts up to 10… More

From US$ 283 Book Now

Luxury Downtown Penthouse With Private Rooftop

858 North Orleans Street #Ph, Chicago, United States Show map

Located 25 minutes' walk from The Art Institute of Chicago, the spacious Luxury Downtown Penthouse With Private Rooftop Chicago apartment overlooks the city. The maximum occupancy at this apartment… More

From US$ 538 Book Now

The Orleans Floor 3 Private Rooftop Deck

858 North Orleans Street #Rtd3, Chicago, United States Show map

Overlooking the city, the spacious 4-bedroom The Orleans Floor 3 Private Rooftop Deck Chicago apartment is approximately 20 minutes' walk from Oak Street Beach in Chicago. The apartment offers modern… More

From US$ 1218 Book Now

The Orleans - Entire Building - With Rooftop Deck

858 North Orleans Street, Chicago, United States Show map

The spacious 446 m² The Orleans - Entire Building - With Rooftop Deck Chicago apartment lies around a 10-minute ride from the large Grant Urban Park and around 800 metres from Chicago tube station. More

From US$ 2609 Book Now

Beautifully Remodeled Flat Downtown #3N

858 North Orleans Street #3N, Chicago, United States Show map

Beautifully Remodeled Flat Downtown #3N Villa Chicago offers proximity to nearby tourist spots, such as the Oak Magnificent Mile Street, situated a mere 1.5 km away. More

From US$ 239 Book Now

The Talbott, Autograph Collection

20 East Delaware Place, Chicago, United States Show map

Featuring a prime location, The Talbott, Autograph Collection Hotel Chicago offers views of the city, and is 25 minutes' walk from the 5-acre urban botanical park "Lurie Garden". 2.8 km from the… More

From US$ 105 Book Now

Gold Coast Downtown Chicago Sleeps 20

851 North La Salle Drive, Chicago, United States Show map

The spacious Gold Coast Downtown Chicago Sleeps 20 Apartment is 8 minutes' walk from Holy Name Cathedral and can accommodate up to 20 guests. This apartment is situated 2.5 km from Chicago Union… More

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Gold Coast Convertible W Terrace Nr The L Chi-82

1 E Delaware Pl, Chicago, Il 60611, Usa, Chicago, United States Show map

The 1-bedroom Gold Coast Convertible W Terrace Nr The L Chi-82 Chicago apartment is located a mere 0.9 km from The Richard H. Driehaus Decorative Arts Museum and approximately a 20-minute walk from… More

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Gold Coast 1Br W Gym Pool Nr Magnificent Mile Chi-221

1 E Delaware Pl, Chicago, Il 60611, Usa, Chicago, United States Show map

Located only 8 minutes' stroll from the skyscraper 360 Chicago Observation Deck, the spacious 65 m² Gold Coast 1Br W Gym Pool Nr Magnificent Mile Chi-221 Apartment Chicago accommodates up to 2 guests… More

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Lincoln Park - Amazing Game Room - Best Location

1814 North Sheffield Avenue, Chicago, United States Show map

Offering a location 4.2 km from the super - tall skyscraper "Willis Tower", the 1-bedroom Lincoln Park - Amazing Game Room - Best Location Chicago villa gives access to various tourist spots in the… More

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Landing At Next - Studio In Near North Side

347 W Chestnut St # 2506 Chicago, Il 60610, Chicago, United States Show map

Set in Near North Side, which is home to iconic skyscrapers like the 1920s Wrigley Building, as well as 360 Chicago, a 94th-floor observation deck, 25 minutes' walk from The Chicago Theatre, Landing… More

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Stunning Home, Epic Game Room, Prime Location

1820 North Sheffield Avenue, Chicago, United States Show map

Hosting a maximum of 14 guests, the 6-bedroom Stunning Home, Epic Game Room, Prime Location Chicago is merely 1.1 km from such educational sites as the private DePaul Catholic University. Located… More

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Blueground Gold Coast Rooftop Gym Nr Hancock Chi-1127

East Delaware Place 1, Chicago, United States Show map

Featuring a prime location, the 1-bedroom Blueground Gold Coast Rooftop Gym Nr Hancock Chi-1127 Chicago apartment offers views of the city, nearly a 25-minute walk from The Art Institute of Chicago. More

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Blueground Gold Coast Rooftop Gym Nr Hancock Chi-1128

East Delaware Place 1, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at the spacious 65 m² Blueground Gold Coast Rooftop Gym Nr Hancock Chi-1128 Chicago apartment, which is within 25 minutes' walk of the super - tall skyscraper… More

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The Whitehall Hotel, BW Premier Collection

105 E Delaware Place, Chicago, United States Show map

The Whitehall Hotel, BW Premier Collection Chicago is a great place to stay in Streeterville with a growing number of high-end leisure activities, about a 25-minute walk from the public art Cloud… More

From US$ 160 Book Now

Four Seasons Chicago

120 East Delaware Place, Chicago, United States Show map

The 5-star smoke-free Four Seasons Chicago Hotel offers air-conditioned rooms near the shopping district of Chicago nearly a 10-minute walk from the restored gilded age mansion "Richard H. Driehaus… More

From US$ 457 Book Now

Sofitel Chicago Magnificent Mile

20 East Chestnut Street, Chicago, United States Show map

Located approximately a 25-minute walk from Skydeck Chicago, the smoke-free Sofitel Chicago Magnificent Mile Hotel includes views of Lake Michigan. Boasting a location not far from the 9 story… More

From US$ 139 Book Now

The Drake Hotel

140 East Walton Place, Chicago, United States Show map

Nestled in a waterfront location nearly a 5-minute walk from the shopping mall "Water Tower Place", the smoke-free The Drake Hotel Chicago features a private art gallery. Located right around the… More

From US$ 220 Book Now

The Orleans - Floor 2 Private Roof Deck Patio

858 North Orleans Street, Chicago, United States Show map

Featuring a convenient location just 6 minutes' walk from the long-standing Carl Hammer Gallery, the spacious 4-bedroom The Orleans - Floor 2 Private Roof Deck Patio Apartment Chicago accommodates up… More

From US$ 2173 Book Now

Aurelien Spacious Apartments In The Heart Of Gold Coast

833 North Clark Street, Chicago, United States Show map

Located in Downtown Chicago, which is an incredible destination to experience, the 5-room Aurelien Spacious Apartments In The Heart Of Gold Coast Chicago is only 8 minutes' walk from the skyscraper… More

From US$ 266 Book Now

21 East - Chic Dt Apts With Rooftop By Zencity

21 East Chestnut Street, Chicago, United States Show map

21 East - Chic Dt Apts With Rooftop By Zencity Chicago hotel features 6 rooms and lies about a 25-minute walk from the super-tall skyscraper "Willis Tower". More

From US$ 167 Book Now

The Tremont Chicago Hotel

100 East Chestnut Street, Chicago, United States Show map

Located just 1.3 km from the bascule DuSable Bridge, the comfortable The Tremont Chicago Hotel is just 6 minutes' walk from Holy Name Cathedral. Featuring 111 rooms with views of the city, the hotel… More

From US$ 478 Book Now

Millennium Hotel Knickerbocker Chicago

163 East Walton Place, Chicago, United States Show map

The 4-star Millennium Hotel Knickerbocker Chicago gives quick access to Loyola University Museum of Art, which is situated merely a 6-minute walk away. Boasting a location just 250 metres from the… More

From US$ 79 Book Now

Villa D' Citta

2230 North Halsted Street, Chicago, United States Show map

Boasting a hot tub, barbecue, and a golf course, the 4-star Villa D' Citta Chicago hotel lies merely a 6-minute walk from Oz Public Park. Featuring 7 rooms with views of the courtyard, the bed &… More

From US$ 228 Book Now

Kasa River North Chicago

808 N Wells St, Chicago, United States Show map

Located only a 6-minute walk from the basement Spybar Dance Club, the 4-star smoke-free Kasa River North Chicago hotel includes a seasonal outdoor swimming pool and a rooftop terrace. Around 3 km… More

From US$ 161 Book Now

Stunning Condo #2 - Downtown River North

811 N Sedgwick St, Chicago, United States Show map

The comfortable Stunning Condo #2 - Downtown River North Chicago hotel offers easy access to the long-standing Carl Hammer Gallery, which is situated only 6 minutes' walk away. This Chicago hotel… More

From US$ 39 Book Now

Stunning Duplex Condo #1 - Downtown River North

811 N Sedgwick St, Chicago, United States Show map

The comfortable Stunning Duplex Condo #1 - Downtown River North Chicago hotel provides proximity to the fancy high-rise Shops at Northbridge Mall, which is located only 1.7 km away. This Chicago… More

From US$ 276 Book Now