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2026-11-09
2026-11-10
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Luxury accommodations in Chicago

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

The Upscale Getaway Near Downtown

2331 West Harrison Street Unit 3, Chicago, United States Show map

Hosting up to 6 guests, the 2-bedroom The Upscale Getaway Near Downtown Villa Chicago is nestled in a residential area, 2.4 km from the municipal Union Park. Situated in the Illinois Medical district… More

From US$ 479 Book Now

Premier Penthouses And Apartment With Captivating Views Of Millennium Park

60 East Randolph Street, Chicago, United States Show map

Featuring a swimming pool, the 4-room Premier Penthouses And Apartment With Captivating Views Of Millennium Park Chicago is approximately 5 minutes' walk from The Chicago Theatre. The apartment with… More

From US$ 2688 Book Now

Mccormick Place Amazing 2Br Suite With City View And Optional Parking For Up To 8 Guests Near Soldier Field And Lakefront Trail

2036 South Michigan Avenue Apt 304, Chicago, United States Show map

The spacious 2-bedroom Mccormick Place Amazing 2Br Suite With City View And Optional Parking For Up To 8 Guests Near Soldier Field And Lakefront Trail Chicago is located in South Loop, set including… More

From US$ 389 Book Now

2-Bedroom Cozy Apt In Prime Location - Clark 2

5222 North Clark Street, Chicago, United States Show map

Located 12 km from Chicago Union railway station, the 74 m² 2-Bedroom Cozy Apt In Prime Location - Clark 2 Chicago is in the immediate vicinity of Andersonville. More

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747 Lofts By Redawning - River West, Second Floor Chicago

747 N May, Chicago, United States Show map

Nestled in West Town with a busy stretch of West Chicago Avenue, dotted with New American restaurants and cafes, 747 Lofts By Redawning - River West, Second Floor Chicago hotel is 4.6 km from such… More

From US$ 198 Book Now

747 Lofts By Redawning - River West, Third Floor Chicago

747 N May, Chicago, United States Show map

The comfortable 747 Lofts By Redawning - River West, Third Floor Chicago hotel offers easy access to Intuit: The Center for Intuitive and Outsider Art, which is situated approximately a 5-minute walk… More

From US$ 179 Book Now

Chicago Second Floor Studio By 747 Lofts

747 N May, Chicago, United States Show map

Located approximately a 5-minute walk from the historic Saint John Cantius Roman Catholic Church, the comfortable Chicago Second Floor Studio By 747 Lofts hotel gives quick access to various city… More

From US$ 131 Book Now

Cozy Home In Washington Heights

9732 South Peoria Street, Chicago, United States Show map

Guests of Cozy Home In Washington Heights Chicago hotel can enjoy access to Burnham Greenway, located a 10-minute ride away. More

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Bright 2Br Apt With Gym And Optional Parking Near Soldier Field, Museum Campus, Mccormick Place

61 East 21St Street Apartment 321, Chicago, United States Show map

Situated only a 5-minute stroll from Second Presbyterian Church of Chicago, the spacious 88 m² Bright 2Br Apt With Gym And Optional Parking Near Soldier Field, Museum Campus, Mccormick Place Chicago… More

From US$ 259 Book Now

The Wrigleyville Garden 200 Steps To Wrigley-2Br

3618 North Racine Avenue B, Chicago, United States Show map

The spacious The Wrigleyville Garden 200 Steps To Wrigley-2Br Chicago apartment is located in Wrigleyville with dozens of iconic restaurants and watering holes that range from rowdy to low-key to kid… More

From US$ 136 Book Now

Stunning 5Br Home In Heart Of Chicago With 2 Rooftops

1307 North Bell Avenue, Chicago, United States Show map

Located within a 6-km distance of the skyscraper 360 Chicago Observation Deck, the 5-bedroom Stunning 5Br Home In Heart Of Chicago With 2 Rooftops offers a casino for guests' entertainment. Offering… More

From US$ 1501 Book Now

Mccormick Place 3Br Luxury Penthouse Duplex With Personal Rooftop And Optional Parking For 8 Guests In Chicago South Loop

2036 South Michigan Avenue 710, Chicago, United States Show map

The 220 m² Mccormick Place 3Br Luxury Penthouse Duplex With Personal Rooftop And Optional Parking For 8 Guests In Chicago South Loop is located about a 25-minute walk from Buckingham Fountain and… More

From US$ 715 Book Now

Spacious Luxury Retreat 8 Bed Oasis With 6 Baths

2630 South Throop Street, Chicago, United States Show map

Ensuring a relaxing stay with a sauna, the 7-bedroom Spacious Luxury Retreat 8 Bed Oasis With 6 Baths Chicago villa is situated 4.2 km from the 57-acre park "Museum Campus" and can accommodate 16… More

From US$ 1322 Book Now

Chicago Mid-Century Gem By United Center

West Washington Boulevard, Chicago, United States Show map

Situated a mere 8 minutes' walk from the indoor United Center Arena, the 4-bedroom Chicago Mid-Century Gem By United Center Villa offers a sauna and can accommodate up to 18 guests. Located not far… More

From US$ 964 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

Mccormick Place Secret Oasis With Optional Parking For Up To 8 Guests

2036 South Michigan Avenue Unit 404, Chicago, United States Show map

The 2-bedroom Mccormick Place Secret Oasis With Optional Parking For Up To 8 Guests Chicago apartment offers proximity to such tourist attractions as the indoor Wintrust Arena, situated approximately… More

From US$ 396 Book Now

North Center Chicago - Walkable - Transit Accessible - King & Queen Beds

2117 West Irving Park Road 3F, Chicago, United States Show map

The spacious 88 m² North Center Chicago - Walkable - Transit Accessible - King & Queen Beds apartment lies 2.3 km from the baseball stadium "Wrigley Field" and about 15 minutes on foot from Addison… More

From US$ 688 Book Now

Cozy Nest In Chicago'S Vibrant Lincoln Square

2259 West Leland Avenue, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at the spacious 121 m² Cozy Nest In Chicago'S Vibrant Lincoln Square Apartment, which is within 25 minutes' walk of Architectural Artifacts and within a 7-km… More

From US$ 373 Book Now

Convenient Cozy 2Br Loft With Optional Parking For 8 Guests Near Mccormick Place, Soldier Field And Lakefront Trail

2036 South Michigan Avenue 703, Chicago, United States Show map

The spacious 2-bedroom Convenient Cozy 2Br Loft With Optional Parking For 8 Guests Near Mccormick Place, Soldier Field And Lakefront Trail Chicago apartment is approximately 5 minutes' walk from… More

From US$ 405 Book Now

Fully Furnished Extended Stay Work Or Insurance In Chicago

5539 West Adams Street Garden, Chicago, United States Show map

The 28 m² Fully Furnished Extended Stay Work Or Insurance In Chicago apartment is located 2.9 km from the public Scoville Park and merely 11 minutes' walk from Rock of Our Salvation Church. This 2… More

From US$ 133 Book Now

1Br Apartment In Rogers Park With King Bed - Lunt 2E

1439 West Lunt Avenue, Chicago, United States Show map

Located only 1.5 km from Rogers Park Beach, the 1-bedroom 1Br Apartment In Rogers Park With King Bed - Lunt 2E Chicago features public parking for those who travel by car. The 74 m² apartment is not… More

From US$ 174 Book Now

Perfect Wrigleyville Stay

820 W. Newport Ave, Chicago, United States Show map

Located in Lakeview, which is the home of Wrigleyville and the Chicago Cubs, a 5-minute walk from Hydrate, Perfect Wrigleyville Stay Chicago apartment accommodates up to 5 guests. A private parking… More

From US$ 600 Book Now

Wrigleyville Home Away From Home! 5 Mins From Downtown! Steps From Lake!! Cozy!

645 West Bittersweet Place, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at the 3-bedroom Wrigleyville Home Away From Home! 5 Mins From Downtown! Steps From Lake!! Cozy! Chicago apartment, which is around 7 km from the skyscraper… More

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Exquisite Rogers Park 1 Bedroom, 1 Bath Apartment Near Evanston

2324 West Touhy Avenue, Chicago, United States Show map

The 93 m² Exquisite Rogers Park 1 Bedroom, 1 Bath Apartment Near Evanston Chicago offers easy access to such tourist sites as West Ridge Community Church, located approximately 5 minutes' walk away. More

From US$ 261 Book Now

Chicago 2Br City Retreat With Optional Parking And Gym Access Near Mccormick Place And Soldier Field

2036 South Michigan Avenue Unit 302, Chicago, United States Show map

Located in South Loop, set including historic Printers Row, a 5-minute walk from Second Presbyterian Church of Chicago, the spacious Chicago 2Br City Retreat With Optional Parking And Gym Access Near… More

From US$ 423 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

Perfect Stay - Modern 2Br Unit - Barry Gb

850 West Barry Avenue, Chicago, United States Show map

The 1-bedroom Perfect Stay - Modern 2Br Unit - Barry Gb Chicago apartment is situated in Lakeview, which is one of the 77 community areas of Chicago, Illinois, within 5 minutes' walk of Briar Street… More

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Modern And Minimalist Studio Apartment - Bstone 105 And 108 Rep

5514 South Blackstone Avenue, Chicago, United States Show map

Modern And Minimalist Studio Apartment - Bstone 105 And 108 Rep Chicago is located in Hyde Park, which is best known as the future site of the forthcoming Obama Presidential Library and home to the… More

From US$ 290 Book Now

South Loop 3Br Group Comfort Near Downtown, Grant Park, Soldier Field And Mccormick Place

2112 South Michigan Avenue Unit 4, Chicago, United States Show map

The 1-bedroom South Loop 3Br Group Comfort Near Downtown, Grant Park, Soldier Field And Mccormick Place Chicago apartment is located 3.6 km from Chicago Union train station and approximately 300… More

From US$ 461 Book Now

3Br Chicago Lifestyle Leisure Or Business Trip - Stratford 3S

632 West Stratford Place, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at 3Br Chicago Lifestyle Leisure Or Business Trip - Stratford 3S Apartment, which is approximately 25 minutes' walk from the seasonal swimming Montrose Beach… More

From US$ 128 Book Now

2 Bedroom Apt Near U Chicago Campus & The Lakefront!

1024 E Hyde Park Blvd Apt 1S, Chicago, United States Show map

93 m² 2 Bedroom Apt Near U Chicago Campus & The Lakefront! offers easy access to such tourist sites as Kam Isaiah Israel Congregation Synagogue, located around 5 minutes' walk away. The apartment… More

From US$ 419 Book Now

Chic & Fully Furnished 2Br Apartment - Roscoe 1

3906 West Roscoe Street, Chicago, United States Show map

The 102 m² Chic & Fully Furnished 2Br Apartment - Roscoe 1 Chicago is located 11 km from Chicago Union train station and merely a 6-minute walk from Night Club. More

From US$ 147 Book Now

1Br Adorable Apt With In-Unit Laundry - Lake 206 Rep

630 West Lake Street, Chicago, United States Show map

Situated around a 25-minute stroll from Buckingham Fountain, the 1-bedroom 1Br Adorable Apt With In-Unit Laundry - Lake 206 Rep Chicago also boasts easy access to Chicago Union train station which is… More

From US$ 579 Book Now

Best Studio Apt In Chicago Close To Boystown - Oakdale 204 Rep

541 West Oakdale Avenue, Chicago, United States Show map

The 2-room Best Studio Apt In Chicago Close To Boystown - Oakdale 204 Rep is located approximately 7 km from Chicago Union train station and a mere 6 minutes' walk from The Brewster Building. This 1… More

From US$ 98 Book Now

The Logandale: Huge Mid-Century Home, Sleeps 15

2920 North Gresham Avenue, Chicago, United States Show map

The Logandale: Huge Mid-Century Home, Sleeps 15 Chicago offers quick access to such city attractions as Saint Hyacinth Roman Catholic Church, located about a 5-minute walk away. More

From US$ 698 Book Now

Flexhome Avondale 3Br Duplex Apt W2

2947 N Wisner Ave, Chicago, Il 60618, Usa, Chicago, United States Show map

Flexhome Avondale 3Br Duplex Apt W2 Chicago is located about 9 km from Chicago Union train station and 450 metres from Half Italian. More

From US$ 143 Book Now

Vibrant 1Br Apartment In Roscoe Village - Marshfield N3

3429 North Marshfield Avenue, Chicago, United States Show map

The 1-bedroom Vibrant 1Br Apartment In Roscoe Village - Marshfield N3 Chicago lies around 800 metres from Saint Alphonsus Catholic Church and around 5 minutes on foot from Paulina tube station. The… More

From US$ 266 Book Now

Townhome

5434 North Kenmore Avenue, Chicago, United States Show map

Townhome Chicago offers easy entry to such city sights as Saint Ita's Roman Catholic Church, situated nearly a 5-minute walk away. More

From US$ 81 Book Now

Prime Avondale

3217 North Richmond Street 1, Chicago, United States Show map

The 4-star Prime Avondale Hotel Chicago offers proximity to Bucket O' Blood Books and Records, situated approximately a 5-minute walk away. The guest house also includes a car park. More

From US$ 137 Book Now

Stylish Shared Condo Minutes From Downtown Chicago, 1Bedroom And Shared Access

W 15Th St, Chicago, United States Show map

Located within a 10-minute drive of Millennium Public Park, the 2-star Stylish Shared Condo Minutes From Downtown Chicago, 1Bedroom And Shared Access hotel includes 4 rooms. The guest house also… More

From US$ 97 Book Now

The Den Hotel

3222 North Sheffield Avenue, Chicago, United States Show map

The Den Hotel Chicago enjoys a prime location and provides easy access to Gill Park 20 minutes' walk away. The hotel also offers Wi-Fi throughout the property. More

From US$ 120 Book Now

Walk To Lake Michigan: Chicago Apt W/ Yard

3975 S Ellis Ave, Chicago, United States Show map

The spacious 121 m² Walk To Lake Michigan: Chicago Apt W/ Yard is located within an 8-km distance of Chicago Union train station and about 5 minutes on foot from Mandrake Park. The maximum occupancy… More

From US$ 246 Book Now

Mccormick Place Luxurious And Spacious 3Br In Downtown Chicago With Optional Parking Sleeps 10 Guests

2036 South Michigan Avenue 601, Chicago, United States Show map

Featuring a prime location only a 5-minute walk from Second Presbyterian Church of Chicago, the 200 m² Mccormick Place Downtown: Luxurious 3BR/2BA for 10 Chicago apartment accommodates up to 10… More

From US$ 550 Book Now

Close To Downtown And Comfortable - Free Parking

918 W 53Rd St, Chicago, United States Show map

The 4-room Close To Downtown And Comfortable - Free Parking Chicago apartment offers easy entry to such city sights as The Chicago-Salem Church, situated nearly a 5-minute walk away. More

From US$ 132 Book Now

Apartment Sleeps 4 With Free Parking

5728 West Higgins Avenue, Chicago, United States Show map

Located a 25-minute walk from the historic Noble-Seymour-Crippen House, the spacious Apartment Sleeps 4 With Free Parking Chicago overlooks the garden. This apartment offers a private parking lot on… More

From US$ 301 Book Now

Gorgeous 5 Bedroom Gem With Games

7928 South Ada Street, Chicago, United States Show map

Up to 16 guests can stay at the 5-bedroom Gorgeous 5 Bedroom Gem With Games Chicago villa and enjoy Saint Sabina Roman Catholic Church, located a mere 6 minutes' walk away. This property features… More

From US$ 2793 Book Now

The Karlov. Gorgeous ,Spacious 2Bd/ 1Ba W/ Parking

4109 West Pierce Avenue, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at the 2-bedroom The Karlov. Gorgeous ,Spacious 2Bd/ 1Ba W/ Parking Chicago apartment, which is within a 7-km distance of Frank Lloyd Wright Home and Studio… More

From US$ 537 Book Now

South Loop Rooftop With In & Out Parking 1

633 South Lasalle Street, Chicago, United States Show map

South Loop Rooftop With In & Out Parking 1 Chicago apartment is nestled in Downtown Chicago, which is an incredible destination to experience, a 6-minute walk from the restaurant Villains Chicago. 6… More

From US$ 854 Book Now

Stylish Chicago Retreat: Walk To Loyola University

6242 N Kenmore Ave Unit D, Chicago, United States Show map

The 4-bedroom Stylish Chicago Retreat: Walk To Loyola University villa offers swift access to various city sites, such as Mundelein College, situated nearly a 5-minute walk away. Providing guests… More

From US$ 687 Book Now