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2026-11-09
2026-11-10
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Hotels in Insurance School of Chicago area of Illinois

Landing At Next - Studio In Near North Side

347 W Chestnut St # 2506 Chicago, Il 60610, Chicago, United States Show map

Set 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, 25 minutes' walk from The Chicago Theatre, Landing… More

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Modern Historic Loft 19Ft Ceilings, Gym, Heated Parking, Skyline Views, Balcony

1524 South Sangamon Street 709, Chicago, United States Show map

Featuring a convenient location right around the corner from 16th Street Murals, the spacious 112 m² Modern Historic Loft 19Ft Ceilings, Gym, Heated Parking, Skyline Views, Balcony Apartment Chicago… More

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Winter Wonderland Retreat And Your Chicago Chill Getaway

South Sangamon Street, Chicago, United States Show map

Located approximately 2 km from the multi - purpose Credit Union 1 Arena, Winter Wonderland Retreat And Your Chicago Chill Getaway hotel is approximately a 5-minute walk from 16th Street Murals. More

From US$ 136 Book Now

New Sleek 2Br - Perfect Blend Of Comfort & Style In Chicago

160 North Elizabeth Street, Chicago, United States Show map

Set in West Loop with must-visit spots for foodies, eclectic art galleries and shops, and numerous acres of redeveloped park space, a 25-minute walk from Skydeck Chicago, the spacious New Sleek 2Br -… More

From US$ 431 Book Now

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

North Orleans Street 858, Chicago, United States Show map

Featuring a convenient location, the 2-bedroom Beautifully Remodeled Second Floor Flat In River North With Private Rooftop - 2S Chicago offers views of the city, nearly a 20-minute walk from the… More

From US$ 662 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

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

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

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

The Orleans - Entire Building - With Rooftop Deck

858 North Orleans Street, Chicago, United States Show map

The spacious 446 m² The Orleans - Entire Building - With Rooftop Deck Chicago apartment lies around a 10-minute ride from the large Grant Urban Park and around 800 metres from Chicago tube station. More

From US$ 2609 Book Now

Beautifully Remodeled Flat Downtown #3N

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

Beautifully Remodeled Flat Downtown #3N Villa Chicago offers proximity to nearby tourist spots, such as the Oak Magnificent Mile Street, situated a mere 1.5 km away. More

From US$ 239 Book Now

21 East - Chic Dt Apts With Rooftop By Zencity

21 East Chestnut Street, Chicago, United States Show map

21 East - Chic Dt Apts With Rooftop By Zencity Chicago hotel features 6 rooms and lies about a 25-minute walk from the super-tall skyscraper "Willis Tower". More

From US$ 167 Book Now

Rooftop Reverie Prime Location - Modern-Sleeps 6

Apt 3W, 730 West 17Th Place, Chicago, United States Show map

Situated a 20-minute walk from the public research University of Illinois at Chicago, Rooftop Reverie Prime Location - Modern-Sleeps 6 Chicago apartment can host up to 6 guests in Chicago. Wi-Fi is… More

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The Suite Spot Eclectic • Modern • Sleeps 6

2E, 730 West 17Th Place, Chicago, United States Show map

Situated nearly a 10-minute drive from the multi-purpose Credit Union 1 Arena, the spacious 158 m² The Suite Spot Eclectic • Modern • Sleeps 6 Chicago also boasts easy access to Chicago Union train… More

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Secret Gallery On The Park - 2Bd/1Ba

870 North Franklin Street #1, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at the spacious 2-bedroom Secret Gallery On The Park - 2Bd/1Ba Chicago apartment, which is just 1.7 km from the fancy high-rise Shops at Northbridge Mall and… More

From US$ 875 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

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

Beautiful Unit Chi In Prime River North - Top Floor

870 North Orleans Street, Chicago, United States Show 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 25 minutes' walk from The Art Institute of… More

From US$ 1132 Book Now

870 Bldg - 3 Separate Suites In Same Building

870 North Orleans Street, Chicago, United States Show map

The spacious 279 m² 870 Bldg - 3 Separate Suites In Same Building Chicago is located in Near North Side, which is home to iconic skyscrapers like the 1920s Wrigley Building, as well as 360 Chicago, a… More

From US$ 2390 Book Now

870 1&2 - 2 Separate Suites In Same Building

870 North Orleans Street, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at the spacious 186 m² 870 1&2 - 2 Separate Suites In Same Building Chicago, which is nearly 25 minutes' walk from the historic drawbridge "DuSable Bridge" and… More

From US$ 757 Book Now

Sofitel Chicago Magnificent Mile

20 East Chestnut Street, Chicago, United States Show map

Located approximately a 25-minute walk from Skydeck Chicago, the smoke-free Sofitel Chicago Magnificent Mile Hotel includes views of Lake Michigan. Boasting a location not far from the 9 story… More

From US$ 139 Book Now

Blueground Gold Coast Rooftop Gym Nr Hancock Chi-1127

East Delaware Place 1, Chicago, United States Show map

Featuring a prime location, the 1-bedroom Blueground Gold Coast Rooftop Gym Nr Hancock Chi-1127 Chicago apartment offers views of the city, nearly a 25-minute walk from The Art Institute of Chicago. More

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Blueground Gold Coast Rooftop Gym Nr Hancock Chi-1128

East Delaware Place 1, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at the spacious 65 m² Blueground Gold Coast Rooftop Gym Nr Hancock Chi-1128 Chicago apartment, which is within 25 minutes' walk of the super - tall skyscraper… More

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Selina Chicago

100 E Chestnut St, Chicago, United States Show map

The 3-star boutique-style Selina Chicago Hotel enjoys a magnificent location nearly a 5-minute stroll from the shopping mall "Water Tower Place" and a range of facilities, such as currency exchange… More

From US$ 61 Book Now

Two Bedroom West Loop

1142 West Grand Avenue, Chicago, United States Show map

Located approximately a 25-minute walk from the lit 1926 theater "Cadillac Palace Theatre", the 2-bedroom Two Bedroom West Loop Chicago apartment is 4.4 km from a top family-friendly place like the… More

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Gold Coast Convertible W Terrace Nr The L Chi-82

1 E Delaware Pl, Chicago, Il 60611, Usa, Chicago, United States Show map

The 1-bedroom Gold Coast Convertible W Terrace Nr The L Chi-82 Chicago apartment is located a mere 0.9 km from The Richard H. Driehaus Decorative Arts Museum and approximately a 20-minute walk from… More

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Gold Coast 1Br W Gym Pool Nr Magnificent Mile Chi-221

1 E Delaware Pl, Chicago, Il 60611, Usa, Chicago, United States Show map

Located only 8 minutes' stroll from the skyscraper 360 Chicago Observation Deck, the spacious 65 m² Gold Coast 1Br W Gym Pool Nr Magnificent Mile Chi-221 Apartment Chicago accommodates up to 2 guests… More

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The Tremont Chicago Hotel

100 East Chestnut Street, Chicago, United States Show map

Located just 1.3 km from the bascule DuSable Bridge, the comfortable The Tremont Chicago Hotel is just 6 minutes' walk from Holy Name Cathedral. Featuring 111 rooms with views of the city, the hotel… More

From US$ 478 Book Now

The Ritz-Carlton, Chicago

160 East Pearson Street At Water Tower Place, Chicago, United States Show map

Featuring a fitness centre, spa therapy, and a shared lounge, the 5-star The Ritz-Carlton, Chicago Hotel is situated merely a 5-minute walk from the downtown Museum Of Contemporary Art Chicago. More

From US$ 296 Book Now

Skyline Views River West Townhouse; 2 Parking Incl Townhouse

659 N Carpenter, Chicago, United States Show map

Skyline Views River West Townhouse; 2 Parking Incl Townhouse Chicago villa is situated a 5-minute walk from the historic Saint John Cantius Roman Catholic Church, featuring such comforts as Wi-Fi and… More

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The Talbott, Autograph Collection

20 East Delaware Place, Chicago, United States Show map

Featuring a prime location, The Talbott, Autograph Collection Hotel Chicago offers views of the city, and is 25 minutes' walk from the 5-acre urban botanical park "Lurie Garden". 2.8 km from the… More

From US$ 105 Book Now

Private Balcony 1 Garage Parking Sleeps 6

951 West Huron Street, Chicago, United States Show map

Situated just 5 minutes' stroll from Intuit: The Center for Intuitive and Outsider Art, the 1-bedroom Private Balcony 1 Garage Parking Sleeps 6 Apartment Chicago also boasts easy access to Chicago… More

From US$ 720 Book Now

The Whitehall Hotel, BW Premier Collection

105 E Delaware Place, Chicago, United States Show map

The Whitehall Hotel, BW Premier Collection Chicago is a great place to stay in Streeterville with a growing number of high-end leisure activities, about a 25-minute walk from the public art Cloud… More

From US$ 160 Book Now

Waldorf Astoria Chicago

11 E. Walton, Chicago, United States Show map

Located approximately a 15-minute walk from Lake Michigan, the 50-storey Waldorf Astoria Chicago Hotel provides guests with a swimming pool onsite. Boasting a location within easy reach of the… More

From US$ 433 Book Now

Gold Coast Mag Mile Best Location #1

215 East Chestnut Street 1601, Chicago, United States Show map

Featuring a prime location just a 5-minute walk from the downtown Museum Of Contemporary Art Chicago, Gold Coast Mag Mile Best Location #1 Chicago apartment accommodates up to 6 guests. The spacious… More

From US$ 673 Book Now

Gold Coast Mag Mile Best Location #2

215 East Chestnut Street 1602, Chicago, United States Show map

The 104 m² Gold Coast Mag Mile Best Location #2 Chicago apartment is located a mere 1.9 km from Chicago-style pizza and around a 25-minute walk from The Chicago Theatre. This 2-bedroom apartment can… More

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Downtown Magnificent Mile Sleep 20 6Bd-6Ba

215 East Chestnut Street 16Th Floor, Chicago, United States Show map

The 6-bedroom Downtown Magnificent Mile Sleep 20 6Bd-6Ba Apartment Chicago boasts a prime setting and in about a 5-minute walk from the skyscraper 360 Chicago Observation Deck. The spacious 341 m²… More

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Downtown Guild Magnificent Mile, Gold Coast #4

215 East Chestnut Street 1604, Chicago, United States Show map

The spacious 1-bedroom Downtown Guild Magnificent Mile, Gold Coast #4 Apartment Chicago is nearly 5 minutes' walk from Loyola University Museum of Art and includes a fitness room. This 67 m²… More

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Downtown Guild Magnificent Mile Gold Coast The Lake #3

215 East Chestnut Street 1603, Chicago, United States Show map

The spacious Downtown Guild Magnificent Mile Gold Coast The Lake #3 Chicago apartment is 5 minutes' walk from the shopping mall "Water Tower Place" and includes a fitness area. Wi-Fi and a car park… More

From US$ 326 Book Now

Four Seasons Chicago

120 East Delaware Place, Chicago, United States Show map

The 5-star smoke-free Four Seasons Chicago Hotel offers air-conditioned rooms near the shopping district of Chicago nearly a 10-minute walk from the restored gilded age mansion "Richard H. Driehaus… More

From US$ 457 Book Now

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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Avenir West Loop Penthouses With Iconic City Views

730 North Milwaukee Avenue, Chicago, United States Show map

Situated nearly a 10-minute drive from the downtown Museum Of Contemporary Art Chicago, the 6-room Avenir West Loop Penthouses With Iconic City Views Chicago apartment also boasts easy access to… More

From US$ 354 Book Now

The Westin Michigan Avenue Chicago

909 North Michigan Avenue, Chicago, United States Show map

The 4-star The Westin Michigan Avenue Chicago Hotel enjoys an ideal location right in the centre of Chicago, just around the corner from the skyscraper 360 Chicago Observation Deck. Located in Near… More

From US$ 106 Book Now

Stylish Friendly 3Br Suite Near Mccormick

2001 South State Street, Chicago, United States Show map

Situated about 25 minutes' walk from Buckingham Fountain, the 3-bedroom Stylish Friendly 3Br Suite Near Mccormick Chicago can host up to 7 guests in Chicago. The apartment offers modern facilities… More

From US$ 848 Book Now

Spacious 3Br 420-Friendly | Mccormick & Uic Campus

2001 South State Street, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at the 3-bedroom Spacious 3Br 420-Friendly | Mccormick & Uic Campus Chicago apartment, which is merely 0.8 km from Chicago Chinatown and around 300 metres from… More

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Cozy Chicago Smoke Ok 3Br Suite Near Mccormick

2001 South State Street, Chicago, United States Show map

The spacious 3-bedroom Cozy Chicago Smoke Ok 3Br Suite Near Mccormick provides easy access to various city attractions, such as Second Presbyterian Church of Chicago, situated nearly a 5-minute walk… More

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Chicago Spacious 3Br Smoke Ok Near Mccormick Place

2001 South State Street, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at the 3-bedroom Chicago Spacious 3Br Smoke Ok Near Mccormick Place apartment, which is 3.4 km from The Chicago Theatre and around a 10-minute ride from the… More

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The Neighborhood Hotel - Little Italy Li

1431 W Taylor Street, Chicago, Il, 60607, Chicago, United States Show map

Featuring baggage storage, the comfortable The Neighborhood Hotel - Little Italy Li Chicago is located about a 5-minute stroll from Arrigo Park. The smoke-free hotel is a good starting point for… More

From US$ 264 Book Now

Raffaello Chicago

201 E Delaware Place, Chicago, United States Show map

The luxurious Gale Chicago Hotel offers a terrace, located about a 25-minute walk from Macy's on State Street. Boasting a location just steps from the skyscraper 360 Chicago Observation Deck, this 4… More

From US$ 113 Book Now

Mccormick 4Br Huge Unit W/ Pool Table | Sleeps 10

2010 South Wabash Avenue, Chicago, United States Show map

Mccormick 4Br Huge Unit W/ Pool Table | Sleeps 10 Apartment Chicago is located in Chicago, about a 25-minute walk from the historic football stadium "Soldier Field", and pampers guests with a hot tub… More

From US$ 460 Book Now