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2026-11-16
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Hotels in Chicago near Second City

Updated 1 Bedroom In The Best Location!

1649 North Wells Street 1A, Chicago, United States View map

Updated 1 Bedroom In The Best Location! Chicago apartment lies 4.3 km from the baseball stadium "Wrigley Field" and nearly 5 minutes' walk from Sedgwick tube station. Active guests will enjoy having… More

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Beautiful Remodeled Penthouse Unit In Old Town

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

Located in Daan District, which is home to educational institutions including National Taiwan University, plus Gongguan and Linjiang night markets, both filled with food stalls, only a 5-minute walk… More

From US$ 139 Book Now

Mtm Fully Furnished Rental In Old Town - 2 Beds

1556 North La Salle Drive, Chicago, United States View map

Discover the vibrant charm of Chicago at the MTM Fully Furnished Rental in Old Town - 2 Beds, a modern escape designed for comfort and convenience. Nestled just 1.5 km from the picturesque Oak Street… More

From US$ 299 Book Now

Mtm Fully Furnished Rental In Old Town - 2 Beds

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

**Welcome to MTM Fully Furnished Rental in Old Town - 2 Beds:** a charming oasis nestled in the heart of Chicago. This inviting apartment combines the comfort of home with the vibrancy of city living… More

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4 Bedroom • Theater Room • Gym • Walk To Lincoln Park!

210 W St Paul Ave, Chicago, Il 60614, Usa, Chicago, United States View map

### Discover the Charm of the Top 1 Rated 4Br Lincoln Park House - King Bed The Top 1 Rated 4Br Lincoln Park House - King Bed stands out not only for its prime location but also for the seamless… More

From US$ 490 Book Now

Hotel Lincoln

1816 North Clark Street, Chicago, United States View map

**Welcome to Hotel Lincoln, Chicago's Gateway to Lincoln Park** Nestled in the dynamic heart of Chicago, Hotel Lincoln offers an unparalleled experience that seamlessly blends the vibrant urban… More

From US$ 590 Book Now

Hotel Lincoln

1816 N Clark Street, Chicago, United States View map

Experience an authentic Chicago experience at Hotel Lincoln, situated in the heart of Lincoln Park. With its eclectic in-room furnishings, breathtaking views of both Lake Michigan and the iconic city… More

From US$ 123 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$ 754 Book Now

2 Rooftops 2 Car Garage 4 Stories

North Hudson Avenue 1501, Chicago, United States View map

2 Rooftops 2 Car Garage 4 Stories Chicago villa, located a 5-minute walk from Eva's Cafe, can host up to 14 guests. Nestled in Old Town with roots dating back to the mid-19th century, this holiday… More

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The Picasso On Lincoln Park

1856 North Lincoln Avenue Unit #3, Chicago, United States View map

To enjoy your vacation in Chicago, stay at The Picasso On Lincoln Park Apartment Chicago, which is 3.9 km from the public Cloud Gate Sculpture and about 10 minutes' walk from the 35-acre beautifully… More

From US$ 325 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$ 529 Book Now

The Sono Chicago

1428 N Cleveland Ave, Chicago, United States View map

**Welcome to The Sono Chicago** Conveniently located at 1428 N. Cleveland Avenue, The Sono Chicago allows easy access to public transport, with the Brown line 'L' just moments away, connecting you to… More

From US$ 201 Book Now

Scott Ch

239 West Scott Street, Chicago, United States View map

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Gold Coast Studio W Doorman Gym 2 Blocks To L Chi-917

1400 N Lake Shore Dr, Chicago, Il 60610, Usa, Chicago, United States View map

Located just 5 minutes on foot from the Chicago History Museum, the 1-room Gold Coast Studio W Doorman Gym 2 Blocks To L Chi-917 Chicago accommodates up to 2 guests. The 44 m² apartment offers a… More

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Gold Coast 1Br W Doorman Gym 2 Blocks To L Chi-549

1400 N Lake Shore Dr, Chicago, Il 60610, Usa, Chicago, United States View map

Situated nearly a 10-minute stroll from Clark/Division underground station, Gold Coast 1Br W Doorman Gym 2 Blocks To L Chi-549 Apartment Chicago offers Wi-Fi for business or leisure needs. Enjoying a… More

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Gold Coast Studio W Doorman Gym 2 Blocks To L Chi-553

1400 N Lake Shore Dr, Chicago, Il 60610, Usa, Chicago, United States View map

Gold Coast Studio W Doorman Gym 2 Blocks To L Chi-553 Chicago offers a prime location around 5 minutes' walk from the Graham Foundation for Advanced Studies in the Fine Arts. The apartment is… More

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Gold Coast Studio W Doorman Gym 2 Blocks To L Chi-916

1400 N Lake Shore Dr, Chicago, Il 60610, Usa, Chicago, United States View map

Nestled in the vibrant Gold Coast neighborhood, the Gold Coast Studio W Doorman Gym 2 Blocks To L Chi-916 offers a stylish and comfortable escape in Chicago. This modern accommodation is just a… More

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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

Ambassador Chicago, Part Of Jdv By Hyatt

1301 N State Pkwy Gold Coast - State and Goethe, Chicago, United States View map

The Ambassador Chicago is Part Of JdV By Hyatt, a cherished emblem dating back to 1926 that has, over the years, played guest to luminaries like Frank Sinatra and Marilyn Monroe. The hotel's grandeur… More

From US$ 13 Book Now

Golden Suite On Statesteps To Oak Beach & Magmile

710, Canterbury Court Apartments, 1220 North State Parkway, Chicago, United States View map

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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$ 206 Book Now

3-Story Townhome Free Parking Private Patio Washer-Dryer

344 West Dickens Avenue, Chicago, United States View map

Situated a 5-minute walk from the South Pond, 3-Story Townhome Free Parking Private Patio Washer-Dryer Chicago villa entices guests with views of the lake. This holiday home features opportunities… More

From US$ 447 Book Now

Hancock Lookoutsteps To Beach&Transit, Chi Views - Apartment

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

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Hancock Lookout|Steps To Beach&Transit, Chi Views

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

The 2-room Hancock Lookout|Steps To Beach&Transit, Chi Views Chicago apartment is around a 25-minute walk from the public art Cloud Gate Sculpture. This apartment is situated 2.2 km from Ogilvie… More

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

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

The 79 m² Gold Coast 2Br W Gym Pool Nr Oak St Beach Chi-207 Chicago apartment, located in Downtown Chicago, which is an amazing shopping destination lined with stores, boutiques, galleries and retail… More

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Luxury Gold Coast Penthouse With Deck & Views

22 East Elm Street, Chicago, United States View map

Located a 25-minute walk from the half-mile-long Navy Pier, Luxury Gold Coast Penthouse With Deck & Views Villa Chicago offers a casino for guests' leisure. The 3-bathroom villa features… More

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Stunning Gold Coast Home 12Bd 6Ba & Rooftop Patio

22 East Elm Street, Chicago, United States View map

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Grand Plaza

540 N State, Chicago, United States View map

Located within 5 minutes' walk of the plain - looking Washington Square Park, the 4-star Execustay At Grand Plaza Chicago hotel gives easy access to various tourist attractions. The 56-storey hotel… More

From US$ 633 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

Webster House

402 W. Webster, Chicago, United States View map

**Welcome to Webster House Apartment Chicago, a serene retreat nestled in the vibrant Lincoln Park neighborhood.** This charming accommodation invites guests to experience the perfect blend of… More

From US$ 230 Book Now

Downtown Vintage Chicago Apt

North Lasalle Drive 1015, Chicago, United States View map

The spacious Downtown Vintage Chicago Apt features a prime location 25 minutes' walk from the public sculpture "Crown Fountain" and hosts up to 7 guests. This apartment is situated 2.2 km from… More

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City-View Chicago 3-Br Rooftop

1619 North Clybourn Avenue C, Chicago, United States View map

The 189 m² City-View Chicago 3-Br Rooftop apartment lies in a prime location in Chicago, merely a 6-minute walk from the Newcity. Hosting up to 6 guests, this 3-bedroom apartment features a terrace… More

From US$ 231 Book Now

Chicago Gold Coast Mansion 6 Bed Luxury Retreat

32 East Bellevue Place, Chicago, United States View map

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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

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

Brownstone In Gold Coast

57 East Cedar Street, Chicago, United States View map

**Welcome to Brownstone in Gold Coast**, an exquisite retreat nestled in the vibrant heart of Chicago, offering guests unparalleled access to the city's most celebrated attractions. This enchanting… More

From US$ 302 Book Now

Brownstone In Gold Coast - Downtown

57 East Cedar Street #Dt, Chicago, United States View map

**Discover the Charm of the Brownstone in Gold Coast - Downtown** Beyond the comfort of the Brownstone, guests are ideally positioned to explore nearby landmarks such as the Chicago Museum of… More

From US$ 101 Book Now

Old-World Classic Building Downtown

57 East Cedar Street #Wcb, Chicago, United States View map

The spacious 223 m² Old-World Classic Building Downtown Chicago apartment boasts a prime location just 0.6 km from the skyscraper 360 Chicago Observation Deck. The apartment is situated approximately… More

From US$ 1665 Book Now

Brownstone 2 Entire Units Gold Coast

57 East Cedar Street #2U, Chicago, United States View map

The spacious 74 m² Brownstone 2 Entire Units Gold Coast Apartment Chicago offers a prime location, merely an 8-minute stroll from the skyscraper 360 Chicago Observation Deck, and access to an ice… More

From US$ 392 Book Now

Spectacular Gilded Age 6 Bedroom Gold Coast Mansion With Deck

67 East Cedar Street, Chicago, United States View map

Hosting up to 26 guests, the 6-bedroom Spectacular Gilded Age 6 Bedroom Gold Coast Mansion With Deck Chicago villa is nestled in a beach area, around a 25-minute walk from the Jay Pritzker Pavilion. More

From US$ 999 Book Now

Lincoln Park Studio W Wd Nr L New City Chi-316

1515 N Fremont St, Chicago, Il 60642, Usa, Chicago, United States View map

Lincoln Park Studio W Wd Nr L New City Chi-316 Chicago is located 3.6 km from Chicago Union train station and about a 5-minute walk from Steppenwolf Theatre. Guests can make use of Wi-Fi for both… More

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Lincoln Park Studio W Wd Lounge Nr L Chi-608

1515 N Fremont St, Chicago, Il 60642, Usa, Chicago, United States View map

Situated around a 5-minute stroll from North/Clybourn underground station, Lincoln Park Studio W Wd Lounge Nr L Chi-608 Chicago offers Wi-Fi for business or leisure needs. The apartment has a prime… More

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Envitae Hotel 4Br Luxury Modern Apartments

853 West Blackhawk Street, Chicago, United States View 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, 6 minutes' walk from ArcLight Chicago, the 6… More

From US$ 417 Book Now

Modern 3Br Apartment Near North Ave Shops

853 West Blackhawk Street, Chicago, United States View map

Modern 3Br Apartment Near North Ave Shops Chicago villa entices active guests with access to a fitness studio and is located nearly a 10-minute ride from the scenic Chicago Riverwalk Walkway. More

From US$ 849 Book Now

3Br City Escape Bright Sleek Spacious

853 West Blackhawk Street, Chicago, United States View map

Located 10 minutes by car from the 35-acre beautifully landscaped Lincoln Park Zoo, 3Br City Escape Bright Sleek Spacious Chicago hotel offers air-conditioned rooms 6 km from the top family-friendly… More

From US$ 336 Book Now

Brand New 4Br Apartment In Heart Of Chicago

853 West Blackhawk Street, Chicago, United States View map

Located nearly 5 minutes' walk from REI, the comfortable Brand New 4Br Apartment In Heart Of Chicago hotel gives easy access to various tourist attractions. While staying at this Chicago hotel, 24… More

From US$ 434 Book Now

Sophisticated 4Br Suite - Modern And Luxurious

853 West Blackhawk Street, Chicago, United States View map

Sophisticated 4Br Suite - Modern And Luxurious Chicago hotel offers easy access to Royal George Theater, which is situated approximately a 5-minute walk away. The hotel also provides guests with 24… More

From US$ 529 Book Now

Corporate-Friendly 4Br Stylish & Central

853 West Blackhawk Street, Chicago, United States View map

The comfortable Corporate-Friendly 4Br Stylish & Central Chicago hotel offers quick access to the PRYSM Nightclub, which is just a 5-minute walk away. 2.7 km from the 35-acre Lincoln Park Zoo, this… More

From US$ 424 Book Now

2Br City Escape Bright Sleek Spacious

853 West Blackhawk Street, Chicago, United States View map

2Br City Escape Bright Sleek Spacious Chicago hotel is situated in a business area of Chicago, 10 minutes by car from the Oak Magnificent Mile Street and 2.7 km from the 35-acre Lincoln Park Zoo. The… More

From US$ 333 Book Now

Family-Sized 4Br Luxury In Downtown Chicago

853 West Blackhawk Street, Chicago, United States View map

Featuring a prime location, Family-Sized 4Br Luxury In Downtown Chicago Hotel offers views of the city, and is a 5-minute walk from Royal George Theater. This hotel also includes parking. More

From US$ 382 Book Now