Title: Book the Best ROMANTIC Hotels in Streeterville, Chicago from CA $251 - Streeterville Romantic Getaways | Expedia.ca [Streeterville Travel Guide](https://expedia.ca/Chicago-Streeterville.dx6130109)[Vacation Rentals in Chicago](https://expedia.ca/Chicago-Vacation-Rentals.d178248.Travel-Guide-VacationRentals)[Flights to Chicago](https://expedia.ca/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)[Things to do in Chicago](https://expedia.ca/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities)[Streeterville Car Rentals](https://expedia.ca/Car-Rentals-In-Streeterville.d6130109.Car-Rental-Guide)[Streeterville Vacations](https://expedia.ca/Streeterville.d6130109.Destination-Travel-Guides) ![Navy Pier which includes wild flowers and general coastal views as well as a couple](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__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](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 Romantic Hotels Tonight [Mar 21 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=6130109&startDate=2026-03-21&endDate=2026-03-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Mar 22 - Mar 23](https://www.expedia.ca/Hotel-Search?regionId=6130109&startDate=2026-03-22&endDate=2026-03-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=6130109&startDate=2026-03-27&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) In two weeks [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=6130109&startDate=2026-04-03&endDate=2026-04-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Our top choices for Streeterville romantic hotels ![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/6c1738b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/a68260d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; Latin American cuisine](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/cadeb422.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/444bc42d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sable at Navy Pier Chicago, Curio Collection by Hilton [](https://www.expedia.ca/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information) Downtown Chicago 9.4/10 Exceptional (2,401 reviews) "Great spot and view, would stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kimberly CA $205 CA $287 total includes taxes & fees Mar 30 - Mar 31 [](https://www.expedia.ca/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/e294b3a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/f1144862.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/acbf2aab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/bbac06a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Peninsula Chicago [](https://www.expedia.ca/Chicago-Hotels-The-Peninsula-Chicago.h581213.Hotel-Information) Downtown Chicago 9.8/10 Exceptional (1,001 reviews) "The spa was relaxing and the staff was so kind." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gordon CA $720 CA $846 total includes taxes & fees Mar 24 - Mar 25 [](https://www.expedia.ca/Chicago-Hotels-The-Peninsula-Chicago.h581213.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/870000/864300/864219/9d266a9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Suite, 1 Bedroom, 1 King Bed, 1 Sofabed](https://images.trvl-media.com/lodging/1000000/870000/864300/864219/b60fd014.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/870000/864300/864219/2f29850e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/870000/864300/864219/471765de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sofitel Chicago Magnificent Mile [](https://www.expedia.ca/Chicago-Hotels-Sofitel-Chicago-Magnificent-Mile.h864219.Hotel-Information) Downtown Chicago 9.4/10 Exceptional (2,338 reviews) "Very nice hotel. Great accommodations, delicious restaurant and clean. Will stay here again! Rooms are on the smaller side but enough for what we needed and it was nice to have a view from top floor! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jon CA $270 CA $358 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Chicago-Hotels-Sofitel-Chicago-Magnificent-Mile.h864219.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/9d783fbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/01c93cca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily to-go breakfast for a fee](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/832f7b8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/8318473d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palmer House a Hilton Hotel [](https://www.expedia.ca/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) Downtown Chicago 8.6/10 Excellent (2,328 reviews) "We had a great stay and the staff are very friendly and accommodating. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Krista CA $185 CA $251 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) ![Lounge](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/28e8042f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cafe](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/b6033176.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/60032ea6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Library](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/b59ebdf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pendry Chicago [](https://www.expedia.ca/Chicago-Hotels-Pendry-Chicago.h982552.Hotel-Information) Downtown Chicago 9.2/10 Wonderful (1,122 reviews) "Great location, clean and very nice restaurant and bar. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) karina CA $261 CA $362 total includes taxes & fees Apr 12 - Apr 13 [](https://www.expedia.ca/Chicago-Hotels-Pendry-Chicago.h982552.Hotel-Information) ![2 bars/lounges](https://images.trvl-media.com/lodging/1000000/20000/12200/12167/4a14c915.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/12200/12167/4c0ebbe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/20000/12200/12167/311c65a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, Netflix, pay movies, streaming services](https://images.trvl-media.com/lodging/1000000/20000/12200/12167/cccba568.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sheraton Grand Chicago Riverwalk [](https://www.expedia.ca/Chicago-Hotels-Sheraton-Grand-Chicago.h12167.Hotel-Information) Downtown Chicago 8.6/10 Excellent (1,610 reviews) "Hotel was clean, staff was friendly. Only downside is breakfast is buffet only." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Caitlin CA $259 CA $353 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Chicago-Hotels-Sheraton-Grand-Chicago.h12167.Hotel-Information) ![Suite, 2 Bedrooms, Terrace (Lakeshore) | Lake view](https://images.trvl-media.com/lodging/1000000/30000/25800/25748/e5b56b9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/30000/25800/25748/ee956af2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/25800/25748/7da48e89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/1000000/30000/25800/25748/f0a1ca3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Seasons Hotel Chicago [](https://www.expedia.ca/Chicago-Hotels-Four-Seasons-Hotel-Chicago.h25748.Hotel-Information) Downtown Chicago 9.4/10 Exceptional (1,000 reviews) "staff was great /rooms were clean /Great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) peggy CA $543 CA $637 total includes taxes & fees Apr 1 - Apr 2 [](https://www.expedia.ca/Chicago-Hotels-Four-Seasons-Hotel-Chicago.h25748.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/cc779b7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/w1201h1722x0y78-8f9c452e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, rooftop bar](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/33cb1dae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Riu Plaza Chicago [](https://www.expedia.ca/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information) Downtown Chicago 9.4/10 Exceptional (3,576 reviews) "Great location ans staff was amazing!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bianca CA $189 CA $260 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information) ![Breakfast, lunch, dinner served; American cuisine, alfresco dining ](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/c8149674.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Gold Coast) | View from room](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/aa0a7cb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/3c600fe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (LAKE MICHIGAN SUITE) | View from room](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/ef2f5d42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Park Hyatt Chicago [](https://www.expedia.ca/Chicago-Hotels-Park-Hyatt-Chicago.h20695.Hotel-Information) Downtown Chicago 9.6/10 Exceptional (1,001 reviews) "Overall, excellent, amenities were on point. The pool and hot tub were great. The room had everything we needed. It was a great stay; we will be back. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisully CA $566 CA $664 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Chicago-Hotels-Park-Hyatt-Chicago.h20695.Hotel-Information) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/1000000/20000/11100/11076/93676f62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite, 1 King Bed](https://images.trvl-media.com/lodging/1000000/20000/11100/11076/0efe7d72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11100/11076/6f3f7c68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/11100/11076/f2cb6a7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Omni Chicago Hotel [](https://www.expedia.ca/Chicago-Hotels-Omni-Chicago-Suites-Magnificent-Mile.h11076.Hotel-Information) Downtown Chicago 9.2/10 Wonderful (1,709 reviews) "Wonderful experience from check-in to check-out. The staff is great, location is perfect." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carla CA $207 CA $284 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Chicago-Hotels-Omni-Chicago-Suites-Magnificent-Mile.h11076.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.ca/Hotel-Search?startDate=2026-04-04&endDate=2026-04-05®ionId=6130109&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Streeterville ### Streeterville attractions for couples Streeterville, a vibrant neighbourhood nestled along Lake Michigan, offers a delightful mix of attractions and activities perfect for the discerning traveller. Begin your adventure at the iconic Navy Pier, where you can enjoy stunning lake views, dine in waterfront restaurants, or take a ride on the Ferris wheel for a bird’s-eye view of the skyline. Just a short stroll away, the Art Institute of Chicago invites art enthusiasts to explore its vast collection, featuring everything from Impressionist masterpieces to contemporary works. Families will love visiting the Shedd Aquarium, home to thousands of aquatic animals, where interactive exhibits make learning fun for children and adults alike. For a taste of the local culinary scene, the bustling Magnificent Mile is just around the corner, an array of gourmet dining options and chic cafés that cater to every palate. After a day of exploration, returning to one of the luxurious hotels in Streeterville is a treat; many feature rooftop pools and lounges that overlook the lake, offering a serene escape amidst the city buzz. With attentive service and amenities designed for comfort, you’ll feel pampered after a long day of adventures. ## Top Streeterville Hotel Reviews ![Courtyard by Marriott Chicago Magnificent Mile](https://images.trvl-media.com/lodging/1000000/990000/982600/982517/7705f099_y.jpg) ### Courtyard by Marriott Chicago Magnificent Mile 6/10 Okay "Cons: The room was cleanish, the bathroom shower looked crazy. There was only half a covering so water naturally flows to the floor leaving visible water damage and mildew. The room had a nice size but a terrible view we just faced another hotel. The worst thing was that even from a high floor the 24hr street noise particularly ambulances and sirens was crazy loud. Pros: Common areas are nice and there was a Starbucks on property, very convenient. The location to attractions and shopping was great everything was a short walk or Uber ride away." [](https://expedia.ca/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Magnificent-Mile.h982517.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 6/10 Okay "The room was very clean. The only thing was that while checking into the hotel I got there early and the staff didn't give me any updates regarding the room being ready or not. I have to constantly ask for the room" [](https://expedia.ca/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.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 "Room was wonderful, loved the location and view. Ordered room service and the food was fresh and delicious. " [](https://expedia.ca/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 8/10 Good "Size of the room was great! Everything was very clean and nice…… But the tv. The tv was blocked from everything except the set channels they had. The HDMI ports didn’t work and the tv remote was barely responsive. Besides that the stay was great. " [](https://expedia.ca/Chicago-Hotels-Ivy-Boutique-Hotel.h5204897.Hotel-Information) ![The Wade](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/109a2156_y.jpg) ### The Wade 10/10 Excellent "Broken couch" [](https://expedia.ca/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) ![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 8/10 Good "Loved the property, the location and extra comfy beds. HATE that I'm still waiting for my $75 room deposit for one night's stay to be refunded. 3-5 days to review the room and refund should suffice. " [](https://expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) ![Embassy Suites by Hilton Chicago Downtown Magnificent Mile](https://images.trvl-media.com/lodging/1000000/580000/570400/570329/da498d1e_y.jpg) ### Embassy Suites by Hilton Chicago Downtown Magnificent Mile 10/10 Excellent "Rooms were spacious. Hotel was very clean and conveniently located in walking distance to top attractions in Chicago. Family friendly. Will definitely stay here again. " [](https://expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown-Magnificent-Mile.h570329.Hotel-Information) ![Chicago Marriott Downtown Magnificent Mile](https://images.trvl-media.com/lodging/1000000/20000/18100/18035/efd0770d_y.jpg) ### Chicago Marriott Downtown Magnificent Mile 6/10 Okay "It was ok. The parking and meal package was not worth it. Rate is for self parking and food not tasty. I was in a suite where the couch had spots on it and was outdated in general . Room aesthetic were just ok.," [](https://expedia.ca/Chicago-Hotels-Chicago-Marriott-Downtown-Magnificent-Mile.h18035.Hotel-Information) ![Omni Chicago Hotel](https://images.trvl-media.com/lodging/1000000/20000/11100/11076/93676f62_y.jpg) ### Omni Chicago Hotel 10/10 Excellent "Everything at the Omni was amazing!!" [](https://expedia.ca/Chicago-Hotels-Omni-Chicago-Suites-Magnificent-Mile.h11076.Hotel-Information) ## Frequently asked questions ### Searching for romantic hotels in Streeterville? ### What is there to do in Streeterville? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [3 Star Hotels in Magnificent Mile ](https://www.expedia.ca/3Star-Magnificent-Mile-Chicago-Hotels.s30-n800025-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Magnificent Mile ](https://www.expedia.ca/4Star-Magnificent-Mile-Chicago-Hotels.s40-n800025-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Magnificent Mile ](https://www.expedia.ca/5Star-Magnificent-Mile-Chicago-Hotels.s50-n800025-0.Travel-Guide-Filter-Hotels) - [Business Hotels in Chicago ](https://www.expedia.ca/Chicago-Hotels-Business-Hotel.0-0-d178248-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Chicago ](https://www.expedia.ca/Chicago-Hotels-Cheap-Hotels.0-0-d178248-tCheapHotels.Travel-Guide-Filter-Hotels) - 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