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2026-11-09
2026-11-10
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Hotels in Oak Street Chicago area of Illinois

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

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

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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Level Chicago Old Town

1140 North Wells Street, Chicago, United States Show map

The elegant Level Chicago Old Town Hotel enjoys a prime location approximately 25 minutes' walk from family-friendly attractions like the 35 - acre Lincoln Park Zoo. Boasting a heated pool and a… More

From US$ 206 Book Now

Downtown Vintage Chicago Apt

North Lasalle Drive 1015, Chicago, United States Show map

Featuring a prime location, the 102 m² Downtown Vintage Chicago Apt offers views of the city, and is around a 15-minute walk from the restored gilded age mansion "Richard H. Driehaus Museum". This 2… More

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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

Grand Plaza

540 N State, Chicago, United States Show map

Situated around a 15-minute stroll from Oak Street Beach, the 4-star Execustay At Grand Plaza Chicago hotel also offers an indoor pool. This Chicago hotel is in Streeterville with a continual thrum… More

From US$ 633 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

Breathtaking Downtown Penthouse B - Sleeps 11

811 N Sedgwick St, Chicago, United States Show map

The comfortable Breathtaking Downtown Penthouse B - Sleeps 11 Hotel Chicago includes spacious rooms and is approximately 25 minutes' walk from the super-tall skyscraper "Willis Tower". This Chicago… More

From US$ 909 Book Now

Breathtaking Downtown Penthouse A - Sleeps 11

811 N Sedgwick St, Chicago, United States Show map

Breathtaking Downtown Penthouse A - Sleeps 11 Villa Chicago offers quick access to such city attractions as the long-standing Carl Hammer Gallery, located merely a 6-minute walk away. More

From US$ 329 Book Now

Breathtaking Chi Unit In River North With Rooftop Deck - Penthouse A - Sleeps 11

North Sedgwick Street 811, Chicago, United States Show map

Offering air-conditioned rooms and Wi-Fi in public areas, the comfortable Breathtaking Chi Unit In River North With Rooftop Deck - Penthouse A - Sleeps 11 Chicago hotel is approximately 25 minutes'… More

From US$ 796 Book Now

2 Newly Built Luxury Condos With Private Roofdeck

811 N Sedgwick St, Chicago, United States Show map

The comfortable 2 Newly Built Luxury Condos With Private Roofdeck Chicago hotel offers proximity to Skydeck Chicago, situated nearly a 25-minute walk away. This Chicago hotel boasts views of the city… More

From US$ 1485 Book Now

2 Newly Built Luxury Condos With Private Roofdeck

811 N Sedgwick St, Chicago, United States Show map

Featuring Wi-Fi in public areas, 2 Newly Built Luxury Condos With Private Roofdeck Chicago hotel sits a 19-minute walk from the scenic Chicago Riverwalk Walkway. There is also private parking. More

From US$ 1374 Book Now

New Construction Building In River North

811 N Sedgwick St, Chicago, United States Show map

Located 16 minutes' walk from the restored gilded age mansion "Richard H. Driehaus Museum", the comfortable New Construction Building In River North Chicago hotel offers spacious rooms 2.8 km from… More

From US$ 1119 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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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

Scott Ch

239 West Scott Street, Chicago, United States Show map

Scott Ch Apartment Chicago is nestled in the Near North Side district of Chicago, nearly 25 minutes' walk from the friendly Peggy Notebaert Nature Museum. Guests can use Wi-Fi for either business or… More

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3Br Luxury Modern Apartment

West Chicago Avenue 411, Chicago, United States Show map

Located approximately a 20-minute walk from the skyscraper 360 Chicago Observation Deck, the 3-bedroom 3Br Luxury Modern Apartment Chicago is 2.8 km from a top family-friendly place like the free… More

From US$ 1187 Book Now

River North 1Br W Sky Terrace Yoga Studio Chi-1029

411 West Chicago Avenue, Chicago, Il 60610, Us, Chicago, United States Show map

The 54 m² River North 1Br W Sky Terrace Yoga Studio Chi-1029 Chicago features a prime location about a 25-minute walk from The Art Institute of Chicago and hosts up to 2 guests. The apartment is… More

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River North 1Br W Terrace Grills Yoga Studio Chi-1032

411 West Chicago Avenue, Chicago, Il 60610, Us, Chicago, United States Show map

The 54 m² River North 1Br W Terrace Grills Yoga Studio Chi-1032 Chicago overlooks the city and is situated 6 minutes' walk from the long-standing Carl Hammer Gallery. Featuring a rooftop swimming… More

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River North 1Br W Gym Sky Terrace Yoga Studio Chi-1033

411 West Chicago Avenue, Chicago, Il 60610, Us, Chicago, United States Show map

Featuring a rooftop swimming pool, River North 1Br W Gym Sky Terrace Yoga Studio Chi-1033 Chicago is a 6-minute walk from the long-standing Carl Hammer Gallery. The apartment is situated 2.4 km from… More

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River North 1Br W Outdoor Pool 1 Block To L Chi-1035

411 West Chicago Avenue, Chicago, Il 60610, Us, Chicago, United States Show map

Situated nearly 25 minutes on foot from Skydeck Chicago, the 1-bedroom River North 1Br W Outdoor Pool 1 Block To L Chi-1035 Chicago apartment also boasts easy access to Chicago Union train station… More

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River North 1Br W Pool Gym Nr Riverwalk L Chi-1030

411 West Chicago Avenue, Chicago, Il 60610, Us, Chicago, United States Show map

Situated nearly a 10-minute drive from the half - mile - long Navy Pier, the 1-bedroom River North 1Br W Pool Gym Nr Riverwalk L Chi-1030 Chicago apartment also boasts easy access to Chicago Union… More

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Chicago Downtown River North

356 West Superior Street 2Nd Fl, Chicago, United States Show map

The 6-room Chicago Downtown River North apartment is located 2.6 km from the half - mile - long Navy Pier and around a 25-minute walk from the 20-acre public Maggie Daley Park. This homestay is… More

From US$ 99 Book Now

River North 1Br Nr L Stop Riverwalk Loop Chi-1037

751 North Hudson Avenue, Chicago, Il 60610, Us, Chicago, United States Show map

The spacious 62 m² River North 1Br Nr L Stop Riverwalk Loop Chi-1037 Chicago apartment lies within a 2-km distance of the huge outdoor Cloud Gate Sculpture and nearly 15 minutes on foot from Chicago… More

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River North 1Br W Pool Fitness 1 Block To L Chi-1039

751 North Hudson Avenue, Chicago, Il 60610, Us, Chicago, United States Show map

Featuring a prime location a 6-minute walk from the modest Ward A. Montgomery Park, the 59 m² River North 1Br W Pool Fitness 1 Block To L Chi-1039 Chicago apartment accommodates up to 2 guests. This… More

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River North 1Br Nr Riverwalk W Yoga Studio Chi-1040

751 North Hudson Avenue, Chicago, Il 60610, Us, Chicago, United States Show map

The 1-bedroom River North 1Br Nr Riverwalk W Yoga Studio Chi-1040 Chicago lies 2.3 km from The Art Institute of Chicago and approximately a 5-minute drive from Chicago tube station. The 60 m²… More

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River N 1Br W Gym Pool Nr L Stop Beach Chi-362

108 W Chicago Ave, Chicago, Il 60654, Usa, Chicago, United States Show map

The 52 m² River N 1Br W Gym Pool Nr L Stop Beach Chi-362 Chicago apartment lies in Streeterville with a continual thrum of cabs and buses connecting people to other parts of the city and offers swift… More

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River N 1Br W Gym Pool Nr L Stop Beach Chi-361

108 W Chicago Ave, Chicago, Il 60654, Usa, Chicago, United States Show map

Located in Streeterville with a growing number of high-end leisure activities 25 minutes' walk from Chicago Cultural Center, River N 1Br W Gym Pool Nr L Stop Beach Chi-361 Chicago apartment… More

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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

Gold Coast 2Br W Gym Pool Nr Oak St Beach Chi-207

1133 N Dearborn St, Chicago, Il 60610, Usa, Chicago, United States Show map

Located in Streeterville with a growing number of high-end leisure activities, the 2-bedroom Gold Coast 2Br W Gym Pool Nr Oak St Beach Chi-207 Chicago apartment is just 8 minutes' walk from the… More

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Boulevard Stays Walk Everywhere 5 Mins To Magnificent Mile River North 05

707 North Wells Street, Chicago, United States Show map

The 74 m² Boulevard Stays Walk Everywhere 5 Mins To Magnificent Mile River North 05 Chicago apartment, located in River North with luxe shops and eateries, plus posh nightclubs and cocktail bars… More

From US$ 568 Book Now

Boulevard Stays Walk Everywhere 5 Mins To Magnificent Mile River North 02

707 North Wells Street, Chicago, United States Show map

Boulevard Stays Walk Everywhere 5 Mins To Magnificent Mile River North 02 Chicago apartment overlooks the city and is situated 6 minutes' walk from Moody Bible Institute. The maximum occupancy at the… More

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Boulevard Stays 5 Mins To Riverwalk & Mag Mile 03

707 North Wells Street, Chicago, United States Show map

The spacious 2-bedroom Boulevard Stays 5 Mins To Riverwalk & Mag Mile 03 Chicago apartment lies in Streeterville with a growing number of high-end leisure activities and offers swift access to the… More

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Boulevard Stays Walk Everywhere 5 Mins To Magnificent Mile River North 04

707 North Wells Street, Chicago, United States Show map

The 74 m² Boulevard Stays Walk Everywhere 5 Mins To Magnificent Mile River North 04 Chicago apartment is a great place to stay in Magnificent Mile with millions of restaurants to pick from with the… More

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Boulevard Stays Walk Everywhere 5 Mins To Magnificent Mile River North 01

707 North Wells Street, Chicago, United States Show map

The spacious Boulevard Stays Walk Everywhere 5 Mins To Magnificent Mile River North 01 Chicago apartment is 8 minutes' walk from the skyscraper 360 Chicago Observation Deck and can accommodate up to… More

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Brilliant Downtown Chicago 3-Bedroom Condominium

158 West Huron Street 3C, Chicago, United States Show map

Located in Downtown Chicago, which is an amazing shopping destination lined with stores, boutiques, galleries and retail centers, a 5-minute walk from the basement Spybar Dance Club, the spacious… More

From US$ 418 Book Now

Viceroy Chicago

1118 North State Street, Chicago, United States Show map

Viceroy Chicago Hotel is a great place to stay 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, a 25… More

From US$ 215 Book Now