Title: TOP Boutique Hotels in Streeterville, IL for 2026 | Expedia.co.uk [Holiday Rentals in Chicago](https://expedia.co.uk/Chicago-Holiday-Rentals.d178248.Travel-Guide-HolidayRentals)[Flights to Chicago](https://expedia.co.uk/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)[Things to do in Chicago](https://expedia.co.uk/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities)[Streeterville Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Streeterville.d6130109.Car-Hire-Guide)[Streeterville Holidays](https://expedia.co.uk/Streeterville.d6130109.Holidays-City-Breaks) ![](https://images.trvl-media.com/place/6069215/5854ad1a-e5a8-41d6-a235-77f0217d4701.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6069215/5854ad1a-e5a8-41d6-a235-77f0217d4701.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Streeterville Boutique Hotels Tonight [30 Mar - 31 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=6130109&startDate=2026-03-30&endDate=2026-03-31&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [31 Mar - 1 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=6130109&startDate=2026-03-31&endDate=2026-04-01&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [3 Apr - 5 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=6130109&startDate=2026-04-03&endDate=2026-04-05&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [10 Apr - 12 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=6130109&startDate=2026-04-10&endDate=2026-04-12&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Streeterville boutique hotels ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21700/21619/37fa1971.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/30000/21700/21619/99cc20aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/1000000/30000/21700/21619/e3571b7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21700/21619/67428c96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Chicago Hotel Collection - Magnificent Mile [](https://www.expedia.co.uk/Chicago-Hotels-Hotel-Audrey.h21619.Hotel-Information) Downtown Chicago 7.6/10 Good (1,268 reviews) "I loved this hotel so much! The amenities are great and it’s a prime location with a beautiful view " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lacey £92 includes taxes & fees 5 Apr - 6 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Hotel-Audrey.h21619.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/6000000/5210000/5204900/5204897/9c44ca76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/6000000/5210000/5204900/5204897/3f6518d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/6000000/5210000/5204900/5204897/9833019f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/6000000/5210000/5204900/5204897/325381ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ivy Boutique Hotel [](https://www.expedia.co.uk/Chicago-Hotels-Ivy-Boutique-Hotel.h5204897.Hotel-Information) Downtown Chicago 8.8/10 Excellent (1,205 reviews) "Clean friendly staff love the decor " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kiasha £94 includes taxes & fees 5 Apr - 6 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Ivy-Boutique-Hotel.h5204897.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/11ef5a2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/fec06d3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/d9163f7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, pillow-top beds, in-room safe](https://images.trvl-media.com/lodging/1000000/20000/18000/17903/06d5595b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Whitehall Hotel, BW Premier Collection [](https://www.expedia.co.uk/Chicago-Hotels-The-Whitehall-Hotel.h17903.Hotel-Information) Downtown Chicago 8.4/10 Very good (3,988 reviews) "Wonderful hotel, couldn't have asked for a better location and staff were friendly and welcoming." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Erin £102 includes taxes & fees 12 Apr - 13 Apr [](https://www.expedia.co.uk/Chicago-Hotels-The-Whitehall-Hotel.h17903.Hotel-Information) ![55-inch LCD TV with cable channels, TV, pay films](https://images.trvl-media.com/lodging/1000000/10000/4200/4200/bb12c333.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4200/4200/0e6690c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4200/4200/325d0c28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4200/4200/bf403e2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### L7 Chicago by LOTTE [](https://www.expedia.co.uk/Chicago-Hotels-L7-Chicago-By-LOTTE.h4200.Hotel-Information) Downtown Chicago 9.6/10 Exceptional (3,834 reviews) "Loved the stay here !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alisha £167 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Chicago-Hotels-L7-Chicago-By-LOTTE.h4200.Hotel-Information) ![In-room safe, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/10000000/9120000/9119600/9119528/b2bba0ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathroom shower](https://images.trvl-media.com/lodging/10000000/9120000/9119600/9119528/35b8834d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/10000000/9120000/9119600/9119528/c3adbc1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/10000000/9120000/9119600/9119528/d70b1c1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sports Illustrated Resorts Chicago [](https://www.expedia.co.uk/Chicago-Hotels-Sports-Illustrated-Resorts-Chicago.h9119528.Hotel-Information) Downtown Chicago 9.2/10 Wonderful (1,408 reviews) "Check in was quick and easy, room was clean and spacious " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Quinton £157 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Sports-Illustrated-Resorts-Chicago.h9119528.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/1ede47da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/dfd1e89b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pet-friendly](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/c2c59838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/d1b25ed0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waldorf Astoria Chicago [](https://www.expedia.co.uk/Chicago-Hotels-Waldorf-Astoria-Chicago.h2717582.Hotel-Information) Downtown Chicago 9.4/10 Exceptional (1,002 reviews) "Great place to stay . The staff was friendly and helpful !!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Denise £363 includes taxes & fees 5 Apr - 6 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Waldorf-Astoria-Chicago.h2717582.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/4465cc02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/c665b589.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/c35e7743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Body treatments, body wraps, body scrubs, facials](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/838eb9bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Trump International Hotel & Tower Chicago [](https://www.expedia.co.uk/Chicago-Hotels-Trump-International-Hotel-Tower-Chicago.h1723215.Hotel-Information) Downtown Chicago 9.4/10 Exceptional (1,856 reviews) "Great hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark £329 includes taxes & fees 5 Apr - 6 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Trump-International-Hotel-Tower-Chicago.h1723215.Hotel-Information) ![Interior detail](https://images.trvl-media.com/lodging/1000000/290000/284800/284792/bbf9e380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/290000/284800/284792/19985e7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch LCD TV with cable channels, iPod dock, streaming services](https://images.trvl-media.com/lodging/1000000/290000/284800/284792/c580c0d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/290000/284800/284792/b161c307.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Staypineapple, An Iconic Hotel, The Loop [](https://www.expedia.co.uk/Chicago-Hotels-Staypineapple.h284792.Hotel-Information) Downtown Chicago 9.4/10 Exceptional (1,025 reviews) "Lots of places to eat and shop nearby" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Analicia £126 includes taxes & fees 5 Apr - 6 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Staypineapple.h284792.Hotel-Information) ![Reception hall](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/8076f539.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/a08df61e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/08bbf982.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/afa1818a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Eurostars Magnificent Mile [](https://www.expedia.co.uk/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information) Downtown Chicago 9.0/10 Wonderful (3,346 reviews) "Great stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mariah £113 includes taxes & fees 1 Apr - 2 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information) ![Deluxe Single Room, 1 King Bed, Lake View | Minibar, in-room safe, desk, blackout curtains](https://images.trvl-media.com/lodging/2000000/1120000/1112300/1112252/9f1dce74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/2000000/1120000/1112300/1112252/5f9b0297.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed | Living room | 39-inch LED TV with digital channels, TV, Netflix](https://images.trvl-media.com/lodging/2000000/1120000/1112300/1112252/2c5eace7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/2000000/1120000/1112300/1112252/a88cb1d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Buckingham Hotel [](https://www.expedia.co.uk/Chicago-Hotels-The-Buckingham-Hotel.h1112252.Hotel-Information) Downtown Chicago 9.0/10 Wonderful (1,002 reviews) "Price was great. Room was huge with such a beautiful view of the city. Also a safe location within walking distance of things to see and do" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steve £143 includes taxes & fees 2 Apr - 3 Apr [](https://www.expedia.co.uk/Chicago-Hotels-The-Buckingham-Hotel.h1112252.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.co.uk/Hotel-Search?startDate=2026-04-13&endDate=2026-04-14®ionId=6130109&adults=2&specialized_stays_group_explore=boutique_property&sort=RECOMMENDED&openPlayBack=true) ## Top Streeterville Hotel Reviews ![DoubleTree by Hilton Chicago - Magnificent Mile](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/757dbd3e_y.jpg) ### DoubleTree by Hilton Chicago - Magnificent Mile 4/10 Poor "The breakfast was not included after i paid for it to be. There was blood on the inside ofthe shower curtain and there was no hot water for my husband to take a shower. " [](https://expedia.co.uk/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) ![The Chicago Hotel Collection - Magnificent Mile](https://images.trvl-media.com/lodging/1000000/30000/21700/21619/37fa1971_y.jpg) ### The Chicago Hotel Collection - Magnificent Mile 4/10 Poor "Room was outdated mostly, Tv didn't work half the time . Bathroom smelled like old urine. Was told about the roof top bar at check in then told hours later can't go up there closes for a private event Breakfast was okay but the Microwave eggs, and sausage were gross, Gad to ask for Towels to shower .Won't stay again. " [](https://expedia.co.uk/Chicago-Hotels-Hotel-Audrey.h21619.Hotel-Information) ![Hilton Chicago/Magnificent Mile Suites](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/a215cd17_y.jpg) ### Hilton Chicago/Magnificent Mile Suites 10/10 Excellent "." [](https://expedia.co.uk/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ![The Wade](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/109a2156_y.jpg) ### The Wade 10/10 Excellent "All staff members are really nice. Accomodated us well, no complaints." [](https://expedia.co.uk/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) ![The Drake](https://images.trvl-media.com/lodging/1000000/20000/15100/15092/bdaa578c_y.jpg) ### The Drake 10/10 Excellent "250 sq foot suite with a large bed and sofa sleeper, wifi and cable TV which was small in comparison to the space of the suite." [](https://expedia.co.uk/Chicago-Hotels-The-Drake.h15092.Hotel-Information) ![Sheraton Grand Chicago Riverwalk](https://images.trvl-media.com/lodging/1000000/20000/12200/12167/4a14c915_y.jpg) ### Sheraton Grand Chicago Riverwalk 10/10 Excellent "Very well located. Clean, safe, well-trafficked area near many key spots in the city and a good place to start and finish each day. The hotel staff is very helpful and friendly. " [](https://expedia.co.uk/Chicago-Hotels-Sheraton-Grand-Chicago.h12167.Hotel-Information) ![Ivy Boutique Hotel](https://images.trvl-media.com/lodging/6000000/5210000/5204900/5204897/9c44ca76_y.jpg) ### Ivy Boutique Hotel 10/10 Excellent "Such a cute hidden away hotel. Close to everything. Hotel was quiet. Our room was big, comfy and clean. Our bathroom was amazing!! Best shower ever! Will stay again in a heartbeat! Loved it all.. 💜" [](https://expedia.co.uk/Chicago-Hotels-Ivy-Boutique-Hotel.h5204897.Hotel-Information) ![Warwick Allerton - Chicago](https://images.trvl-media.com/lodging/1000000/30000/25500/25452/34f4da65_y.jpg) ### Warwick Allerton - Chicago 10/10 Excellent "Clean room" [](https://expedia.co.uk/Chicago-Hotels-Warwick-Allerton-Chicago.h25452.Hotel-Information) ## Frequently asked questions ### What's the best boutique accommodation in Streeterville? ### What's there to see and do in Streeterville? ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - More ways to book - [4 Star Hotels in Downtown Chicago ](https://www.expedia.co.uk/4Star-Downtown-Chicago-Chicago-Hotels.s40-n6350699-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Magnificent Mile ](https://www.expedia.co.uk/4Star-Magnificent-Mile-Chicago-Hotels.s40-n800025-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Magnificent Mile ](https://www.expedia.co.uk/5Star-Magnificent-Mile-Chicago-Hotels.s50-n800025-0.Travel-Guide-Filter-Hotels) - [Hotels near Ann and Robert H. 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