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

Bridgeport Place - Free Parking, Mccormick Place-Sox Park

1237 West 32Nd Place, Chicago, United States Show map

The 60 m² Bridgeport Place - Free Parking, Mccormick Place-Sox Park Chicago apartment is a great place to stay in Bridgeport with diverse food options, art and park space, 2.7 km from Chicago… More

From US$ 384 Book Now

Entire Modern 2 Bedroom Apartment

2124 North Lorel Avenue Basement, Chicago, United States Show map

Entire Modern 2 Bedroom Apartment Chicago is located 2.5 km from Wonder Works Children's Museum and just a 5-minute walk from Saint Stanislaus Bishop and Martyr Catholic Church. Wi-Fi and private car… More

From US$ 79 Book Now

Cozy Chicago Apartment Next To The River

1454 West Fuller Street, Chicago, United States Show map

2-bedroom Cozy Chicago Apartment Next To The River is located around 10 minutes by car from the indoor public Shedd Aquarium and around 7 km from the Oak Magnificent Mile Street. Wi-Fi and parking… More

From US$ 300 Book Now

A Secluded Bedroom With A Private Full Bathroom

1329 East 55Th Street, Chicago, United States Show map

The spacious A Secluded Bedroom With A Private Full Bathroom Chicago apartment enjoys a convenient location just a 7-minute walk from the Frederick C. Frank Lloyd Wright's Robie House. This homestay… More

From US$ 150 Book Now

Trendy West Town Flat - 2 Bed / 1.5 Bath W Parking

1836 West Superior Street 1F, Chicago, United States Show map

The spacious 2-bedroom Trendy West Town Flat - 2 Bed / 1.5 Bath W Parking Apartment Chicago is located 3.4 km from Chicago Union train station and around 5 minutes' walk from Chicago Truborn. This… More

From US$ 283 Book Now

Webster House

402 W. Webster, Chicago, United States Show map

The 58 m² Webster House Apartment Chicago offers easy access to such tourist sites as Lincoln Monument, located about a 5-minute walk away. 3.2 km from the baseball stadium "Wrigley Field", this 1… More

From US$ 230 Book Now

The Twin Lions: Bespoke Travel Lodge W/ Speakeasy*

1919 North Wolcott Avenue, Chicago, United States Show map

Up to 19 guests can stay at the 8-bedroom The Twin Lions: Bespoke Travel Lodge W/ Speakeasy* Chicago and enjoy Saint Mary of the Angels Convent, located a mere 6 minutes' walk away. This villa… More

From US$ 237 Book Now

Lakefront Rooftop Parking

7346 South South Shore Drive, Chicago, United States Show map

Overlooking the lake, Lakefront Rooftop Parking Chicago villa enjoys a beachfront setting merely a 5-minute walk from The Isreal of God. Providing guests with Wi-Fi and parking, the 3-bedroom villa… More

From US$ 301 Book Now

Mccormick Place 2Br Stylish Suite With Optional Parking And Gym For Up To 8 Guests Near Soldier Field And Grant Park

2036 South Michigan Avenue Apt 305, Chicago, United States Show map

Mccormick Place 2Br Stylish Suite With Optional Parking And Gym For Up To 8 Guests Near Soldier Field And Grant Park Chicago is located merely a 5-minute walk from Second Presbyterian Church of… More

From US$ 374 Book Now

The Avondale Attic

3647 North Sawyer Avenue Floor 2, Chicago, United States Show map

The Avondale Attic Apartment Chicago lies in a convenient location in Chicago, 6 minutes' walk from Prop Thtr. This spacious 79 m² apartment is situated about 10 km from Chicago Union train station… More

From US$ 180 Book Now

The Wrigleyville Vip-200 Steps From Wrigley Field

3618 North Racine Avenue, Chicago, United States Show map

The 116 m² The Wrigleyville Vip-200 Steps From Wrigley Field Chicago apartment is located merely 0.6 km from Sheil Park Playground and merely 5 minutes' walk from Holy Trinity Lutheran Church. This 2… More

From US$ 891 Book Now

Chicago Condo W/ Balcony: Walk To Cta Stations!

813 S Bell Ave #3, Chicago, United States Show map

Offering access to entertainment venues such as the skyscraper 360 Chicago Observation Deck, situated approximately 6 km away, the 2-bedroom Chicago Condo W/ Balcony: Walk To Cta Stations! villa can… More

From US$ 138 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

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

Afrique Francaise De Woodlawn 1

6554 South Rhodes Avenue 2, Chicago, United States Show map

The spacious Afrique Francaise De Woodlawn 1 Apartment Chicago is located 12 km from Chicago Union train station and approximately 5 minutes' walk from Vernon Baptist Church. The homestay features Wi… More

From US$ 32 Book Now

The Chic Urban Oasis Near The Lake!

7306 South Yates Boulevard, Chicago, United States Show map

The 116 m² The Chic Urban Oasis Near The Lake! Chicago apartment is nestled in a residential area of Chicago, 3.5 km from the Sprawling hands-on Museum of Science and Industry and 6 minutes on foot… More

From US$ 136 Book Now

Chateau De Woodlawn - Room I - La Tour Eiffel

6554 South Rhodes Avenue 1, Chicago, United States Show map

The elegant Chateau De Woodlawn - Room I - La Tour Eiffel Chicago hotel offers quick access to Lincoln Memorial United Church Of Christ, which is only a 5-minute walk away. Indulge in this Chicago… More

From US$ 46 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

Beautifully Renovated House 10 Mins From Downtown

4244 South Prairie Avenue, Chicago, United States Show map

Located 10 minutes' drive from Guaranteed Rate Field, Beautifully Renovated House 10 Mins From Downtown Villa Chicago offers karaoke for guests' leisure. The 6-bedroom villa boasts a sun deck, water… More

From US$ 779 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

Avra Stylish Apartments Prime West Loop Location Near Union Park

1125 West Van Buren Street, Chicago, United States Show map

Situated nearly a 5-minute stroll from Chicago Children's Theatre, the 6-room Avra Stylish Apartments Prime West Loop Location Near Union Park Chicago also boasts easy access to Chicago Union train… More

From US$ 115 Book Now

Cozy 2 Brm Apartment Mins Away From United Center

2757 West Warren Boulevard G, Chicago, United States Show map

Situated just 600 metres from The New Landmark Missionary Baptist Church, the 2-bedroom Cozy 2 Brm Apartment Mins Away From United Center Chicago also boasts easy access to Chicago Union train… More

From US$ 181 Book Now

Lakeview East Apartment

636 West Wellington Avenue, Chicago, United States Show map

The spacious 2-bedroom Lakeview East Apartment Chicago is located in Lakeview, which is one of the 77 community areas of Chicago, Illinois, nearly a 5-minute walk from Briar Street Theatre. This 139… More

Book Now

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

The Banksy-Free Parking -4 Bedroom W King Bed- Firepit Rooftop Near United Center

2320 W Jackson Blvd, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at the spacious 4-bedroom The Banksy-Free Parking -4 Bedroom W King Bed- Firepit Rooftop Near United Center Chicago apartment, which is around 15 minutes'… More

From US$ 1384 Book Now

Spacious 2Br Vacation Rental With City View, Optional Parking And Gym Near Mccormick Place & Downtown Chicago Attractions

2036 South Michigan Avenue Apt 402, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at the 2-bedroom Spacious 2Br Vacation Rental With City View, Optional Parking And Gym Near Mccormick Place & Downtown Chicago Attractions apartment, which is… More

From US$ 348 Book Now

Mccormick Place Beautiful 2Br Apartment With Optional Parking Sleeps Up To 8 Near Soldier Field, Grant Park And Lakefront Trail

2036 South Michigan Avenue Apt 303, Chicago, United States Show map

The spacious Mccormick Place Beautiful 2Br Apartment With Optional Parking Sleeps Up To 8 Near Soldier Field, Grant Park And Lakefront Trail Chicago is located 350 metres from the indoor Wintrust… More

From US$ 133 Book Now

Spacious 2Br South Loop With Skyline View, Optional Parking And Gym Access Near Mccormick Place And Soldier Field

2036 South Michigan Avenue Unit 711, Chicago, United States Show map

Situated in South Loop, set including historic Printers Row, only a 5-minute walk from Second Presbyterian Church of Chicago, the 74 m² Spacious 2Br South Loop With Skyline View, Optional Parking And… More

From US$ 256 Book Now

Mccormick Place 420 Friendly 3Br In Downtown Chicago With Optional Parking Sleeps 8 Guests Near Soldier Field, Grant Park And Lakefront Trail

2112 South Michigan Avenue Apt 7, Chicago, United States Show map

Featuring a convenient location about 5 minutes on foot from Second Presbyterian Church of Chicago, the spacious 98 m² Mccormick Place 420 Friendly 3Br In Downtown Chicago With Optional Parking… More

From US$ 165 Book Now

Wrigley 2Br, 1Ba With Free Parking

3623 N Ashland Ave Floor 2, Chicago, United States Show map

The spacious 116 m² Wrigley 2Br, 1Ba With Free Parking Apartment Chicago lies only 1.4 km from the baseball stadium "Wrigley Field" and just 550 metres from Addison tube station. The 2-bedroom… More

From US$ 571 Book Now

South Loop 2Br Getaway With Smart Tvs & Optional Parking Near Mccormick Place, Museum Campus & Downtown

2036 South Michigan Avenue 611, Chicago, United States Show map

The 79 m² South Loop 2Br Getaway With Smart Tvs & Optional Parking Near Mccormick Place, Museum Campus & Downtown Chicago apartment is a great place to stay in South Loop, set including historic… More

From US$ 1289 Book Now

Mccormick Place Huge 2Br Cozy Loft Suite With Optional Parking Sleeps 8 Near Soldier Field And Grant Park

206, 2036 South Michigan Avenue, Chicago, United States Show map

Featuring a convenient location just a 5-minute walk from the indoor Wintrust Arena, Mccormick Place Huge 2Br Cozy Loft Suite With Optional Parking Sleeps 8 Near Soldier Field And Grant Park Chicago… More

From US$ 358 Book Now

Ideal 3Br Business Or Leisure Rental In Chicago Fully Stocked Kitchen & Fast Internet With Optional Parking Near Soldier Field, Grant Park & Mccormick Place

2036 South Michigan Avenue Ap. 203, Chicago, United States Show map

Featuring a convenient location within 5 minutes' walk of Second Presbyterian Church of Chicago, the spacious 110 m² Ideal 3Br Business Or Leisure Rental In Chicago Fully Stocked Kitchen & Fast… More

From US$ 976 Book Now

Duplex 3 Bed 2 Bat Apt Steps From Lincoln Square

4327 North Western Avenue, Chicago, United States Show map

The spacious 121 m² Duplex 3 Bed 2 Bat Apt Steps From Lincoln Square Chicago lies within a 3-km distance of the baseball stadium "Wrigley Field" and approximately a 5-minute ride from Western tube… More

From US$ 838 Book Now

Sophisticated 3Br Suite - New Modern And Luxurious

160 North Elizabeth Street, Chicago, United States Show map

Located in West Loop with great dining and entertainment 9 minutes' walk from Museum of Holography-Chicago, the spacious Sophisticated 3Br Suite - New Modern And Luxurious Chicago accommodates up to… More

From US$ 448 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

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

Historic Home With Outdoor Hot Tub Near Downtown In Public Transportation Hub

3742 N. Keeler Avenue, Chicago,, Chicago, United States Show map

Offering a sunbathing terrace and a picnic area for guests' leisure, the 3-bedroom Historic Home With Outdoor Hot Tub Near Downtown In Public Transportation Hub Chicago is situated around a 25-minute… More

From US$ 585 Book Now

Elegant And Chic 2Bed 2Bath Steps From The Lake!

1503 West Estes Avenue #2, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at the spacious 2-bedroom Elegant And Chic 2Bed 2Bath Steps From The Lake Chicago apartment, which is just 13 minutes' walk from Leone Beach Fieldhouse and… More

From US$ 492 Book Now

Beautiful Remodeled Penthouse Unit In Old Town

1556 North La Salle Street, Chicago, United States Show map

Located merely 1.3 km from the free Lincoln Park Zoo, the comfortable Beautiful Remodeled Penthouse Unit In Old Town Hotel Chicago is about a 5-minute walk from Second City. The hotel also provides… More

From US$ 139 Book Now

Free Parking L Patio And Fire Pit L Near Train, Attractions And Ord L Dog Friendly

4614 North Kasson Avenue, Chicago, United States Show map

The 2-bedroom Free Parking L Patio And Fire Pit L Near Train, Attractions And Ord L Dog Friendly Apartment Chicago is a good choice for accommodating up to 4 guests, offering a prime setting within 7… More

From US$ 224 Book Now

Chic 1 Bedroom W Parking

33 South Ashland Avenue, Chicago, United States Show map

Located in West Loop with a growing market for young families, the 1-bedroom Chic 1 Bedroom W Parking Chicago apartment is a mere 6 minutes' walk from the indoor United Center Arena and a mere 1.6 km… More

From US$ 126 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

Modern Condo • Safe Chicago Stay Near O'Hare

5105 N East River Rd Unit 1G, Chicago, Il 60656, Usa, Chicago, United States Show map

Situated approximately a 5-minute walk from St. Joseph the Betrothed Ukranian Catholic Church, the 1-bedroom Modern Condo • Safe Chicago Stay Near O'Hare offers guests easy access to various tourist… More

From US$ 204 Book Now

Lux Apts With Lake Views And Top Amenities

1000M Apartments, Chicago, United States Show map

Lux Apts With Lake Views And Top Amenities Chicago apartment is located in Chicago, 19 minutes' walk from the public Cloud Gate Sculpture, and boasts a Jacuzzi and an indoor pool. The apartment… More

From US$ 2421 Book Now

Spacious Condo W/ Deck ~ 3 Mi To Downtown Chicago!

2033 W Washington Blvd, Chicago, United States Show map

Spacious Condo W/ Deck ~ 3 Mi To Downtown Chicago! is located 3.3 km from Chicago Union train station and nearly a 5-minute walk from Gospel Temple MBC. The apartment features Wi-Fi, along with a car… More

From US$ 382 Book Now

Chateau De Woodlawn - Peaceful 3 Bedroom Apartment.

6554 South Rhodes Avenue, Chicago, United States Show map

The spacious Chateau De Woodlawn - Peaceful 3 Bedroom Apartment. Chicago boasts views of the garden and is located 5 minutes' walk from Lincoln Memorial United Church Of Christ. This apartment… More

From US$ 265 Book Now

Uptown Gem

1020 West Lawrence Avenue #522, Chicago, United States Show map

Featuring Wi-Fi, a vending machine and a lift, Uptown Gem Apartment Chicago is a 25-minute walk from the baseball stadium "Wrigley Field". Located steps away from Uptown Poetry Slam, this apartment… More

From US$ 759 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

First Floor Condo In Chicago

14 North Francisco Avenue Apt 1, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at the 2-room First Floor Condo In Chicago, which is approximately 15 minutes' drive from the premier natural-history Field Museum and approximately 7 km from… More

From US$ 360 Book Now