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2026-02-25
2026-02-26
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Hotels in Chicago near Oak Street

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

North Orleans Street 870, Chicago, United States View map

**Cozy Beautiful Downtown Unit in Prime River North Location Near Mag Mile - 1** offers a unique blend of comfort and convenience in the bustling heart of Chicago. Situated just 1.5 km from the… More

From US$ 583 Book Now

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

North Orleans Street 870, Chicago, United States View map

**Experience Urban Chic at the Cozy Beautiful Downtown Unit in Prime River North Location** Nestled in the vibrant Near North Side of Chicago, the Cozy Beautiful Downtown Unit Chi provides an… More

From US$ 189 Book Now

Beautifully Remodeled Second Floor Flat In River North - 2N

North Orleans Street 858, Chicago, United States View map

Set in the vibrant heart of Chicago's Near North Side, the beautifully remodeled flat features a chic and modern aesthetic that perfectly complements the architectural grandeur of its surroundings. More

From US$ 230 Book Now

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

North Orleans Street 858, Chicago, United States View map

Overlooking the patio, the 74 m^2 Beautifully Remodeled Second Floor Flat In River North With Private Rooftop - 2S Apartment Chicago is about a 25-minute walk from Tribune Tower in Chicago. Situated… More

From US$ 486 Book Now

Beautifully Remodeled Third Floor Flat In River North - 3N

North Orleans Street 858, Chicago, United States View map

**Experience Comfort and Elegance in the Heart of Chicago** Situated just 2 km from the bustling heart of the city, the flat serves as an ideal base for exploring the best of Chicago. More

From US$ 585 Book Now

Luxury Downtown Penthouse With Private Rooftop

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

Situated about a 25-minute stroll from Lincoln Park Zoo, the spacious 111 m^2 Luxury Downtown Penthouse With Private Rooftop Apartment Chicago provides guests with Wi-Fi for either business or… More

From US$ 666 Book Now

Beautifully Remodeled Flat Downtown #3N

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

Welcome to the Beautifully Remodeled Flat Downtown #3N, a chic urban retreat nestled in the vibrant Near North Side of Chicago. This incredible location grants guests immediate access to iconic… More

From US$ 239 Book Now

Level Chicago Old Town

1140 North Wells Street, Chicago, United States View map

The 5-star Level Chicago Old Town Hotel offers quick access to the Old Town of Chicago|Old Town Chicago, situated about a 5-minute walk away. This hotel, located 2.2 km from the Chicago Cultural… More

From US$ 177 Book Now

Level Chicago - Old Town

1140 North Wells Street, Chicago, United States View map

Discover the luxurious Level Chicago - Old Town Hotel, situated 1.8 km from the centre of Chicago and nestled in the vibrant Near North Side district, home to iconic skyscrapers like the 1920s… More

From US$ 201 Book Now

Stunning Condo #2 - Downtown River North

811 N Sedgwick St, Chicago, United States View map

**Welcome to Stunning Condo #2 - Downtown River North**, a remarkable residence nestled in the vibrant Near North Side of Chicago. This spacious retreat, featuring three elegantly appointed bedrooms,… More

From US$ 39 Book Now

Stunning Duplex Condo #1 - Downtown River North

811 N Sedgwick St, Chicago, United States View map

To enjoy your vacation in Chicago, stay at the spacious 167 m^2 Stunning Duplex Condo #1 - Downtown River North Chicago, which is nearly 25 minutes' walk from Millennium Park and approximately 500… More

From US$ 276 Book Now

Breathtaking Downtown Penthouse B - Sleeps 11

811 N Sedgwick St, Chicago, United States View map

Nestled within the vibrant Near North Side of Chicago, the Breathtaking Downtown Penthouse B - Sleeps 11 offers an exceptional urban escape infused with modern elegance. This airy and spacious… More

From US$ 909 Book Now

Breathtaking Downtown Penthouse A - Sleeps 11

811 N Sedgwick St, Chicago, United States View map

**Experience Luxury at the Breathtaking Downtown Penthouse A - Sleeps 11 Villa** Nestled in the vibrant Near North Side of Chicago, the Breathtaking Downtown Penthouse A - Sleeps 11 Villa offers a… More

From US$ 329 Book Now

Kasa River North Chicago

808 N Wells St, Chicago, United States View map

**Welcome to Kasa River North Chicago**, where modern elegance meets the pulse of the Windy City. Nestled in the vibrant Near North Side, this exceptional property offers easy access to some of… More

From US$ 134 Book Now

Luxurious Gold Coast 4Br 4-Story Villa With Parking Sleeps 12 Guests

111 West Elm Street, Chicago, United States View map

The 4-bedroom Luxurious Gold Coast 4Br 4-Story Villa With Parking Sleeps 12 Guests Chicago offers quick access to such city attractions as Moody Bible Institute, located only a 6-minute walk away. More

From US$ 764 Book Now

3Br Luxury Modern Apartment

West Chicago Avenue 411, Chicago, United States View map

The 149 m^2 3Br Luxury Modern Apartment Chicago is situated about a 20-minute walk from Museum of Broadcast Communications and offers a swimming pool. This 3-bedroom apartment features Wi-Fi… More

From US$ 769 Book Now

Chicago Downtown River North

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

**Welcome to Chicago Downtown River North: Where Modern Comfort Meets Urban Elegance** Nestled in the vibrant Near North Side, the Chicago Downtown River North offers a sophisticated escape amidst… More

From US$ 99 Book Now

Aurelien Spacious Apartments In The Heart Of Gold Coast

833 North Clark Street, Chicago, United States View map

Aurelien Spacious Apartments In The Heart Of Gold Coast Chicago is located 2.4 km from the Willis Tower and approximately a 25-minute walk from the Art Institute of Chicago. Situated within a few… More

From US$ 266 Book Now

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

707 North Wells Street, Chicago, United States View map

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Boulevard Stays 5 Mins To Riverwalk & Mag Mile 03

707 North Wells Street, Chicago, United States View map

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

707 North Wells Street, Chicago, United States View map

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

707 North Wells Street, Chicago, United States View map

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

707 North Wells Street, Chicago, United States View map

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Brilliant Downtown Chicago 3-Bedroom Condominium

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

To enjoy your vacation in Chicago, stay at the spacious 130 m^2 Brilliant Downtown Chicago 3-Bedroom Condominium apartment, which is approximately a 10-minute ride from Museum Campus and at a… More

From US$ 418 Book Now

Viceroy Chicago

1118 North State Street, Chicago, United States View map

In the vibrant neighborhood of Streeterville, Viceroy Chicago provides an unparalleled escape with easy access to the city's finest attractions. The property exudes sophistication, featuring a lobby… More

From US$ 215 Book Now

Godfrey Hotel Chicago

127 West Huron Street, Chicago, United States View map

**Welcome to Godfrey Hotel Chicago**, a luxurious boutique escape nestled in the vibrant River North neighborhood. The hotel boasts a striking Cubist-influenced façade and a chic interior that sets… More

From US$ 178 Book Now

Home2 Suites By Hilton Chicago River North

110 West Huron St, Chicago, United States View map

### Experience Urban Comfort at Home2 Suites by Hilton Chicago River North Nestled in the vibrant heart of Chicago, Home2 Suites by Hilton Chicago River North offers an ideal blend of convenience and… More

From US$ 102 Book Now

Hancock Lookout|Steps To Beach&Transit, Chi Views

1701, 1220 North State Parkway, Chicago, United States View map

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Waldorf Astoria Chicago

11 E. Walton, Chicago, United States View map

Nestled in the heart of Magnificent Mile, the Waldorf Astoria Chicago offers an unparalleled luxury experience for its guests. Surrounded by the city's finest shops, restaurants, and entertainment… More

From US$ 538 Book Now

Designer Themed 4 Bedroom In Best Location With Patio And Fireplace

329 West Schiller Street Back, Chicago, United States View map

The 3-bedroom Designer Themed 4 Bedroom In Best Location With Patio And Fireplace Chicago villa offers swift access to various city sites, such as The Noble Horse Theatre, situated around 5 minutes'… More

From US$ 479 Book Now

4 Bedroom Home In Best Location Parking Fireplace Back Yard Pets Welcome

329 West Schiller Street, Chicago, United States View map

The 4-bedroom 4 Bedroom Home In Best Location Parking Fireplace Back Yard Pets Welcome Chicago is situated about a 5-minute walk from Saint Michael, featuring such comforts as Wi-Fi and complimentary… More

From US$ 841 Book Now

Claridge House Chicago, Tapestry Collection By Hilton

1244 N Dearborn Parkway, Chicago, United States View map

The 4-star Claridge House Chicago, Tapestry Collection By Hilton Hotel is nestled near a beach district, just 5 minutes' walk from Graham Foundation for Advanced Studies in the Fine Arts|the Graham… More

From US$ 85 Book Now

Hotel Felix

111 W. Huron Street,, Chicago, United States View map

**Welcome to Hotel Felix Chicago** Positioned just a stone's throw from iconic landmarks such as the Chicago Water Tower and the Art Institute of Chicago, Hotel Felix Chicago is ideally located for… More

From US$ 79 Book Now

Cozy Gold Coast Studio Stay - Sp 1203

1220 North State Parkway, Chicago, United States View map

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Chic Vintage Studio In The Gold Coast - Sp 1205

1220 North State Parkway, Chicago, United States View map

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City Life Simplified & Furnished 1Br - Sp 1110

1220 North State Parkway, Chicago, United States View map

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1Br Gold Coast Vintage Gem - Sp 1700

1220 North State Parkway, Chicago, United States View map

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Charming Studio Space - Sp 1400

1220 North State Parkway, Chicago, United States View map

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Studio Gold Coast City Living - Sp 1204

1220 North State Parkway, Chicago, United States View map

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The Talbott, Autograph Collection

20 E Delaware Place, Chicago, United States View map

Offering access to Millennium Public Park, which is nearly a 25-minute walk away, the 4-star smoke-free The Talbott, Autograph Collection Hotel Chicago features a hot tub and spa therapy. Located… More

From US$ 105 Book Now

Thompson Chicago, By Hyatt

21 East Bellevue Place, Chicago, United States View map

**Welcome to Thompson Chicago, By Hyatt, a stylish retreat nestled in the posh Gold Coast area.** This sophisticated haven combines chic design with urban energy, making it the perfect meeting place… More

From US$ 106 Book Now

Oakwood Chicago

77 West Huron Street, Chicago, United States View map

**Discover the Oakwood Chicago Experience** Nestled in the vibrant heart of the Windy City, Oakwood Chicago combines contemporary elegance with convenient accessibility. More

From US$ 184 Book Now

Sofitel Chicago Magnificent Mile

20 East Chestnut Street, Chicago, United States View map

Sofitel Chicago Magnificent Mile Hotel includes a cash machine and a bureau de change and lies merely a 5-minute walk from Holy Name Cathedral. Featuring a storage for belongings and a restaurant… More

From US$ 139 Book Now

21 East - Chic Dt Apts With Rooftop By Zencity

21 East Chestnut Street, Chicago, United States View map

Offering location 500 metres from Water Tower Place, 21 East - Chic Dt Apts With Rooftop By Zencity Chicago hotel offers 6 rooms. More

From US$ 167 Book Now

Kasa Magnificent Mile Chicago

One Superior Place, Chicago, United States View map

Nearly a 5-minute walk from Chicago underground station, Kasa Magnificent Mile Chicago Hotel is located in a popular area of Chicago, at a 300-metre distance from Barneys New York. This 4-star hotel… More

From US$ 80 Book Now

Found Chicago Powered By Sonder

613 North Wells Street, Chicago, United States View map

Found Chicago Powered By Sonder Hotel, located within a 5-minute drive of The Chicago Theatre, features Wi-Fi in the rooms. More

From US$ 57 Book Now

Found Hotel Chicago River North

613 North Wells Street, Chicago, United States View map

Offering a cash machine and a lift, Found Hotel Chicago River North is nestled about a 5-minute walk from Blue Chicago Orchestra and about 25 minutes' walk from Cloud Gate. Set within easy walking… More

From US$ 29 Book Now

5 Bedroom Huge House In Best Location Parking Fireplace Back Yard

1426 North North Park Avenue, Chicago, United States View map

During the stay at 5 Bedroom Huge House In Best Location Parking Fireplace Back Yard Chicago villa, guests can indulge in tennis or visit the Navy Pier, located a 10-minute ride away. More

From US$ 1924 Book Now

3 Bedroom Spacious Home In Ideal Location W Free Parking Back Yard Pets Welcome

1426 North North Park Avenue, Chicago, United States View map

3 Bedroom Spacious Home In Ideal Location W Free Parking Back Yard Pets Welcome Chicago offers easy access to such tourist spots as Zanies, located just 7 minutes' walk away. More

From US$ 949 Book Now

Historic And Unique Brownstone In Gold Coast - Downtown - 3

East Cedar Street 57, Chicago, United States View map

**Discover the Historic Elegance of the Brownstone in Gold Coast - Downtown** Nestled in the vibrant heart of Chicago, the Historic and Unique Brownstone in Gold Coast-Downtown-3 offers an inviting… More

From US$ 91 Book Now