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

Bright & Modern 2Br Perfect City Escape

160 North Elizabeth Street, Chicago, United States Show map

The 130 m² Bright & Modern 2Br Perfect City Escape Chicago apartment lies in a prime location in Chicago, merely a 6-minute walk from Randolph Street Market. This 2-bedroom apartment is situated a… More

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Jeffjack Heated Pool Penthouse In Chicago'S West Loop

601 West Jackson Boulevard, Chicago, United States Show map

Located 200 metres from Chicago Union railway station, the 1000 m² Jeffjack Heated Pool Penthouse In Chicago'S West Loop Apartment is just a 9-minute walk from Skydeck Chicago. Boasting a location in… More

From US$ 364 Book Now

Freshly Minted 2Br - Elegance & Comfort In Central Chicago

North Elizabeth Street, Chicago, United States Show map

Situated about 5 minutes' walk from Wndr Museum, the spacious 2-bedroom Freshly Minted 2Br - Elegance & Comfort In Central Chicago apartment can host up to 6 guests in Chicago. Wi-Fi is provided for… More

From US$ 838 Book Now

2Br Designer Loft Modern Luxe In City Center

160 North Elizabeth Street, Chicago, United States Show map

Nestled a mere 5 minutes' walk from City Winery, the spacious 2Br Designer Loft Modern Luxe In City Center Chicago apartment offers quick access to numerous tourist attractions nearby. This apartment… More

From US$ 507 Book Now

Suite Home Chicago - Eugenie Terrace Two-Bedroom Apartment

1 W. Superior Street Ste 601, Chicago, United States Show map

Situated only 0.8 km from the scenic Chicago Riverwalk Walkway, the 52-storey Suite Home Chicago - Eugenie Terrace Two-Bedroom Apartment also boasts easy access to Chicago Union train station which… More

From US$ 149 Book Now

Art Downtown Fulton Market Entire 3 Bedroom Home Sleep10 Private Garage Roof Ev Tesla

467 North Armour Street, Chicago, United States Show map

Boasting a sundeck and a play area, the 3-bedroom Art Downtown Fulton Market Entire 3 Bedroom Home Sleep10 Private Garage Roof Ev Tesla Chicago is suitable for up to 12 guests and is located in West… More

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Loop 1Br W Lounge Gym Roof Nr L Chi-692

330 S Wells St, Chicago, Il 60606, Usa, Chicago, United States Show map

Located in Downtown Chicago, which is an incredible destination for art, fashion and adventure, a mere 7 minutes' walk from Chicago Symphony Center Concert Hall, the 58 m² Loop 1Br W Lounge Gym Roof… More

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Loop 1Br W Deck Gym Wd Nr W Loop The L Chi-220

330 S Wells St, Chicago, Il 60606, Usa, Chicago, United States Show map

The 1-bedroom Loop 1Br W Deck Gym Wd Nr W Loop The L Chi-220 Apartment Chicago is located in Chicago Loop with an excellent range of restaurants in the neighbourhood that provide foods from all over… More

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Heart Of East Village 2-Bed 2-Bath Peaceful Oasis Condo

869 North Marshfield Avenue 2S, Chicago, United States Show map

The spacious 102 m² Heart Of East Village 2-Bed 2-Bath Peaceful Oasis Condo Chicago lies 3.9 km from the 35-acre Lincoln Park Zoo and around a 10-minute stroll from Division tube station. Guests will… More

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Blueground Fulton Market Gym Ac Nr Park Chi-1262

West Randolph Street 1313, Chicago, United States Show map

The spacious 76 m² Blueground Fulton Market Gym Ac Nr Park Chi-1262 Chicago apartment lies just 650 metres from Carter H. Harrison Statue and around 10 minutes on foot from Ashland tube station. The… More

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The Village Inn By Dakota Gal Digs

2111 North Kenmore Avenue Unit 1, Chicago, United States Show map

Featuring parking, The Village Inn By Dakota Gal Digs Chicago villa is located in Lincoln Park with plenty of places within the neighborhood to help stretch your legs and a 25-minute walk from such… More

From US$ 488 Book Now

Lincoln Park Light-Filled Loft

1037 West Dickens Avenue Unit 1A, Chicago, United States Show map

Located in Lincoln Park with plenty of places within the neighborhood to help stretch your legs, within a 500-metre distance of Market Square Shopping Center, the spacious Lincoln Park Light-Filled… More

From US$ 287 Book Now

Stay 424 Hostel

1415 North Ashland Avenue #2, Chicago, United States Show map

Stay 424 Hostel Chicago is situated near the entertainment district of Chicago, within 10 minutes' drive of the botanical garden "Lincoln Park Conservatory". Featuring Wi-Fi in public areas, the… More

From US$ 34 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

Cute And Cozy Chicago Modern Condo

1625 W Superior St 3F, Chicago, Il 60622, Usa, Chicago, United States Show map

Up to 6 guests can stay at the 2-bedroom Cute And Cozy Chicago Modern Condo villa and enjoy RR #1 Chicago, located around 5 minutes' walk away. More

From US$ 526 Book Now

Chicago Parthenon Hostel

310 South Halsted Street, Chicago, United States Show map

The 105-room Chicago Parthenon hostel, located around 25 minutes' walk from Wrigley Building, features Wi-Fi in public areas. Offering public parking nearby, this Chicago hostel is in proximity to… More

From US$ 27 Book Now

Landing Modern 2Bd Gym Rooftop Lounge

1222 W Madison St, Chicago, United States Show map

Located in West Loop with a growing market for young families, a mere 6 minutes' walk from Randolph Street Market, the 2-bedroom Landing Beautiful 2Bd Rooftop Lounge Gym Chicago apartment… More

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Sonder By Marriott Bonvoy Greektown Apartments

314 South Halsted Street, Chicago, United States Show map

The 4-star Sonder By Marriott Bonvoy Greektown Apartments Chicago hotel lies in West Loop with great dining and entertainment, within reach of entertainment venues like the professional theater… More

From US$ 613 Book Now

Stylish Cozy 2Br Apt Near Train Station Groceries

1612 West Beach Avenue, Chicago, United States Show map

The 2-bedroom Stylish Cozy 2Br Apt Near Train Station Groceries Chicago is located 4.3 km from Chicago Union train station and only 7 minutes' walk from Belmont Army Wicker Park. This 51 m² apartment… More

From US$ 246 Book Now

Cozy, Top-Floor 3Br Loft With Balcony In West Town

518 North Ashland Avenue, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at Cozy, Top-Floor 3Br Loft With Balcony In West Town Chicago apartment, which is about 10 minutes by car from Macy's on State Street and around 7 km from the… More

From US$ 347 Book Now

Hyatt Place Chicago Wicker Park

1551 West North Ave, Chicago, United States Show map

The comfortable Hyatt Place Chicago Wicker Park hotel offers quick access to Belmont Army Wicker Park, located merely 5 minutes' walk away. Featuring 109 rooms with views of the city, the 3-star… More

From US$ 156 Book Now

Sonder By Marriott Bonvoy The Plymouth Apartments Loop

417 South Dearborn Street, Chicago, United States Show map

Guests of the 3-star Sonder By Marriott Bonvoy The Plymouth Apartments Loop Chicago hotel can easily reach the pink Flamingo Sculpture, located merely a 6-minute walk away. More

From US$ 116 Book Now

The Plymouth Chicago 3Bd

417 South Dearborn Street 203, Chicago, United States Show map

The comfortable The Plymouth Chicago 3Bd Aparthotel offers easy access to the pink Flamingo Sculpture, which is situated approximately a 5-minute walk away. This 4-star aparthotel also includes… More

From US$ 361 Book Now

The Plymouth Chicago 4-Br Apartment In Printers Row - Free Parking, Gym & Rooftop

417 South Dearborn Street, Chicago, United States Show map

The comfortable The Plymouth Chicago 4-Br Apartment In Printers Row - Free Parking, Gym & Rooftop hotel offers its guests spacious rooms around a 5-minute walk from the pink Flamingo Sculpture. There… More

From US$ 385 Book Now

The Buckingham Hotel

425 South Financial Place, Chicago, United States Show map

Offering a swimming pool, the 3-star The Buckingham Hotel Chicago is situated in the financial district of Chicago, around a 25-minute walk from the avant - garde Harris Theater. Boasting a fitness… More

From US$ 125 Book Now

West Loop - City Views With In & Out Parking 6

315 South Peoria Street, Chicago, United States Show map

Located in West Loop with must-visit spots for foodies, eclectic art galleries and shops, and numerous acres of redeveloped park space an 18-minute walk from Money Museum at the Federal Reserve Bank,… More

From US$ 696 Book Now

West Loop - City Views With In & Out Parking 5

315 South Peoria Street, Chicago, United States Show map

The spacious 4-bedroom West Loop - City Views With In & Out Parking 5 Chicago apartment is located in West Loop with great dining and entertainment, around 5 minutes' walk from the 1.4 - acre Mary… More

From US$ 1406 Book Now

West Loop - City Views With In & Out Parking 4

315 South Peoria Street, Chicago, United States Show map

The spacious 4-bedroom West Loop - City Views With In & Out Parking 4 Chicago apartment provides swift access to various city landmarks, such as National Hellenic Museum, located nearly a 5-minute… More

From US$ 1502 Book Now

West Loop - City Views With In & Out Parking 1

315 South Peoria Street, Chicago, United States Show map

Located approximately a 25-minute walk from Millennium Public Park, the 4-bedroom West Loop - City Views With In & Out Parking 1 Chicago apartment is about 6 km from a top family-friendly place like… More

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West Loop - City Views With In & Out Parking 2

315 South Peoria Street, Chicago, United States Show map

Located around a 25-minute walk from Museum of Broadcast Communications, the 125 m² West Loop - City Views With In & Out Parking 2 Chicago apartment is 3.1 km from a top family-friendly place like… More

From US$ 852 Book Now

West Loop - City Views With In & Out Parking 3

315 South Peoria Street, Chicago, United States Show map

The spacious 4-bedroom West Loop - City Views With In & Out Parking 3 Chicago apartment is situated in West Loop with plenty to do, within 15 minutes' walk of Skydeck Chicago, and features a fitness… More

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Downtown Chicago Stay With Free In & Out Parking 6

59 East Van Buren Street, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at the spacious 67 m² Downtown Chicago Stay With Free In & Out Parking 6 apartment, which is within 20 minutes' walk of the premier natural-history Field… More

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Downtown Chicago Stay With Free In & Out Parking 4

59 East Van Buren Street, Chicago, United States Show map

The 3-bedroom Downtown Chicago Stay With Free In & Out Parking 4 apartment is situated in the Theatre district of Chicago, merely 14 minutes' walk from the super-tall skyscraper "Willis Tower", and… More

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Downtown Chicago Stay With Free In & Out Parking 1

59 East Van Buren Street, Chicago, United States Show map

The 4-bedroom Downtown Chicago Stay With Free In & Out Parking 1 apartment lies in a prime location in Chicago, about a 5-minute walk from the central Harold Washington Library Center. This spacious… More

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Downtown Chicago Stay With Free In & Out Parking 5

59 East Van Buren Street, Chicago, United States Show map

Featuring a prime location nearly 5 minutes' walk from the central Harold Washington Library Center, the spacious 3-bedroom Downtown Chicago Stay With Free In & Out Parking 5 apartment accommodates… More

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Downtown Chicago Stay With Free In & Out Parking 3

59 East Van Buren Street, Chicago, United States Show map

The spacious Downtown Chicago Stay With Free In & Out Parking 3 apartment is 7 minutes' walk from The Art Institute of Chicago and can accommodate up to 8 guests. This apartment is situated 1 km from… More

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Downtown Chicago Stay With Free In & Out Parking-2

59 East Van Buren Street, Chicago, United States Show map

The spacious Downtown Chicago Stay With Free In & Out Parking-2 apartment is located in the Theatre district within 600 metres of Buckingham Fountain and accommodates up to 10 guests. This apartment… More

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W Loop 1Br W Gym Pool In Heart Of Greektown Chi-530

808 W Van Buren St, Chicago, Il 60661, Usa, Chicago, United States Show map

The spacious W Loop 1Br W Gym Pool In Heart Of Greektown Chi-530 Apartment Chicago is located 2 km from The Art Institute of Chicago and 12 minutes' walk from the multi - purpose Credit Union 1 Arena… More

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W Loop 2Br W Gym Pool In Heart Of Greektown Chi-561

808 W Van Buren St, Chicago, Il 60661, Usa, Chicago, United States Show map

W Loop 2Br W Gym Pool In Heart Of Greektown Chi-561 Apartment Chicago overlooks the city and is situated 6 minutes' walk from Greektown. This spacious 99 m² apartment can hold up to 4 guests. More

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Blueground West Loop Rooftop Pool Gym Chi-1170

West Randolph Street 1400, Chicago, United States Show map

The 49 m² Blueground West Loop Rooftop Pool Gym Chi-1170 Chicago apartment provides swift access to various city landmarks, such as Skinner Park, located nearly a 5-minute walk away. Featuring a… More

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Gym Garage Parking Balcony Sleeps 6

West Madison Street 1247, Chicago, United States Show map

The spacious 2-bedroom Gym Garage Parking Balcony Sleeps 6 Apartment Chicago offers easy entry to such city sights as Wndr Museum, situated approximately a 5-minute walk away. This 90 m² apartment… More

From US$ 754 Book Now

Sonder By Marriott Bonvoy Market Hall Apartments West Loop

1436 West Randolph Street, Chicago, United States Show map

Guests of the 4-star Sonder By Marriott Bonvoy Market Hall Apartments West Loop Chicago hotel can easily reach Chiditarod, located merely a 6-minute walk away. More

From US$ 226 Book Now

Luxe 4Br With Hot Tub & Game Room

1654 West Ohio Street, Chicago, United States Show map

Luxe 4Br With Hot Tub & Game Room Chicago villa is located within 4 km of Millennium Public Park, giving access to various tourist spots nearby. More

From US$ 967 Book Now

Hi Chicago Hostel

24 E Ida B Wells Drive, Chicago, United States Show map

Featuring a library and luggage storage onsite, the 406-room Hi Chicago hostel is situated in Downtown Chicago, which is an incredible destination for art, fashion and adventure, 20 minutes' walk… More

From US$ 49 Book Now

Fully Updated Jr, 1 Bed, Steps From Lincoln Park Condo

560 W Fullerton Pkwy Unit 1, Chicago, United States Show map

Fully Updated Jr, 1 Bed, Steps From Lincoln Park Condo Chicago is located in Lincoln Park with plenty of places within the neighborhood to help stretch your legs an 8-minute walk from Oz Public Park… More

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Wicker Park 6Bd 4Ba, Steps From Cta, Parking Incl Home

1220 N Paulina, Chicago, United States Show map

Up to 12 guests can stay at Wicker Park 6Bd 4Ba, Steps From Cta, Parking Incl Home Chicago and enjoy Foxtrot Market, located a 5-minute walk away. Offering a car park as well as Wi-Fi, the 6-bedroom… More

From US$ 894 Book Now

Wicker Park 4Bd 3Ba, Steps From Cta, Parking Incl Home

1220 N Paulina, Chicago, United States Show map

Situated merely a 7-minute stroll from Corbett vs Dempsey, the 4-bedroom Wicker Park 4Bd 3Ba, Steps From Cta, Parking Incl Home Chicago offers quick access to numerous city landmarks nearby. The… More

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Flexhome East Village - Modern 2Br - Quiet Street

846 N Hermitage Ave, Chicago, Il 60622, Usa, Chicago, United States Show map

Located in West Town with a busy stretch of West Chicago Avenue, dotted with New American restaurants and cafes, about 5 minutes' walk from RR #1 Chicago, the spacious 2-bedroom Flexhome East Village… More

From US$ 284 Book Now

East Village 2Br Modern Apartment H1

846 N Hermitage Ave, Chicago, Il 60622, Usa, Chicago, United States Show map

East Village 2Br Modern Apartment H1 Chicago provides easy access to various city attractions, such as RR #1 Chicago, situated nearly a 5-minute walk away. More

From US$ 615 Book Now

Holiday Inn & Suites Chicago-Downtown By Ihg

506 West Harrison Street, Chicago, United States Show map

Offering a convenience store and luggage storage, the 3-star Holiday Inn & Suites Chicago-Downtown By Ihg lies in South Loop, set including historic Printers Row, 2.6 km from the large Grant Urban… More

From US$ 79 Book Now