Title: Book the Best ROMANTIC Hotels in South Loop, Chicago from CA $219 - South Loop Romantic Getaways | Expedia.ca [South Loop Travel Guide](https://expedia.ca/Chicago-South-Loop.dx6130108)[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)[South Loop Car Rentals](https://expedia.ca/Car-Rentals-In-South-Loop.d6130108.Car-Rental-Guide)[South Loop Vacations](https://expedia.ca/South-Loop.d6130108.Destination-Travel-Guides) ![USA, Illinois, Chicago, View from south side with old bridge; Shutterstock ID 267433535](https://images.trvl-media.com/place/6130108/79222455-3615-4fb8-827a-3b51b6aca17f.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6130108/79222455-3615-4fb8-827a-3b51b6aca17f.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 South Loop Romantic Hotels Tonight [Mar 18 - Mar 19](https://www.expedia.ca/Hotel-Search?regionId=6130108&startDate=2026-03-18&endDate=2026-03-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Mar 19 - Mar 20](https://www.expedia.ca/Hotel-Search?regionId=6130108&startDate=2026-03-19&endDate=2026-03-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) This weekend [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=6130108&startDate=2026-03-20&endDate=2026-03-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=6130108&startDate=2026-03-27&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Our top choices for South Loop romantic hotels ![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121360000/121358700/121358655/9d1c11e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/122000000/121360000/121358700/121358655/f704a5c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/122000000/121360000/121358700/121358655/39afcd83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121360000/121358700/121358655/43fbfb02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shop ‘til you drop on the Magnificent Mile! Rooftop Deck [](https://www.expedia.ca/Chicago-Hotels-Shop-Til-You-Drop-On-The-Magnificent-Mile-Rooftop-Deck.h121358655.Hotel-Information) Downtown Chicago CA $172 CA $236 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Chicago-Hotels-Shop-Til-You-Drop-On-The-Magnificent-Mile-Rooftop-Deck.h121358655.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121360000/121358800/121358704/7f4e3bda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/122000000/121360000/121358800/121358704/c34fd558.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121360000/121358800/121358704/3cfffe80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/122000000/121360000/121358800/121358704/cb2e8740.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Perfect Destination! Onsite Bar and Restaurant, Close to Shedd Aquarium [](https://www.expedia.ca/Chicago-Hotels-Perfect-Destination-Onsite-Bar-And-Restaurant.h121358704.Hotel-Information) Downtown Chicago CA $157 CA $219 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Chicago-Hotels-Perfect-Destination-Onsite-Bar-And-Restaurant.h121358704.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121120000/121118500/121118498/51599cd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121120000/121118500/121118498/d116855b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/122000000/121120000/121118500/121118498/c3ab3020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/122000000/121120000/121118500/121118498/a75285ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### River North Stay | 1 Unit | Near Chicago Attractions [](https://www.expedia.ca/Chicago-Hotels-River-North-Stay-1-Unit-Near-Chicago-Attractions.h121118498.Hotel-Information) Downtown Chicago 8.0/10 Very good (4 reviews) "Host was responsive with questions prior to booking and we didn’t need anything during our stay. Good location and a nice place to sleep " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cara P. CA $157 CA $219 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Chicago-Hotels-River-North-Stay-1-Unit-Near-Chicago-Attractions.h121118498.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121360000/121358700/121358639/66c2b5bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/122000000/121360000/121358700/121358639/cafdea3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/122000000/121360000/121358700/121358639/f0c5f788.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121360000/121358700/121358639/6e12c20b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Prime Location! Near Millenium Park, Shedd Aquarium, Willis Tower [](https://www.expedia.ca/Chicago-Hotels-Prime-Location-Indoor-Pool.h121358639.Hotel-Information) Downtown Chicago 10/10 Exceptional (1 review) "It was good " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ganiah J. CA $157 CA $219 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Chicago-Hotels-Prime-Location-Indoor-Pool.h121358639.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/121000000/120770000/120768600/120768541/9b066a68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/121000000/120770000/120768600/120768541/def2d1e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/121000000/120770000/120768600/120768541/3bcbd431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Double Room, City View](https://images.trvl-media.com/lodging/121000000/120770000/120768600/120768541/50bedfe0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Den Hotel [](https://www.expedia.ca/Chicago-Hotels-The-Den-Hotel.h120768541.Hotel-Information) Lakeview 8.8/10 Excellent (28 reviews) "Great location easy check in nice facilities " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicholas CA $215 CA $253 total includes taxes & fees Mar 30 - Mar 31 [](https://www.expedia.ca/Chicago-Hotels-The-Den-Hotel.h120768541.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121360000/121358700/121358688/69d1574b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/122000000/121360000/121358700/121358688/2a5c6a24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/122000000/121360000/121358700/121358688/8ce1aa59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121360000/121358700/121358688/95f64119.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Prime Location! Near Millennium Park, Shedd Aquarium, Willis Tower [](https://www.expedia.ca/Chicago-Hotels-Prime-Location-Indoor-Pool.h121358688.Hotel-Information) Downtown Chicago 8.0/10 Very good (3 reviews) "Perfect stay for what I needed, thanks!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leighton M. CA $157 CA $219 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Chicago-Hotels-Prime-Location-Indoor-Pool.h121358688.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=2026-04-01&endDate=2026-04-02®ionId=6130108&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top South Loop Hotel Reviews ![Congress Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/11b63ec2_y.jpg) ### Congress Plaza Hotel 8/10 Good "Amazing location of the hotel, close to public transportation, and clean, spacious rooms. Unfortunate that the tv is old style without much entertainment and cable had bad network. Otherwise great hotel " [](https://expedia.ca/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information) ![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/24d28405_y.jpg) ### Embassy Suites by Hilton Chicago Downtown River North 10/10 Excellent "Great location. Walking distance to everything i needed. Indoor parking worth the price during snow days" [](https://expedia.ca/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.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 "Clean room and bathroom " [](https://expedia.ca/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ![Travelodge by Wyndham Downtown Chicago](https://images.trvl-media.com/lodging/1000000/200000/197000/196959/b675990c_y.jpg) ### Travelodge by Wyndham Downtown Chicago 8/10 Good "It’s was good for a last minute stay. Nothing special, nothing bad." [](https://expedia.ca/Chicago-Hotels-Travelodge-By-Wyndham-Downtown-Chicago.h196959.Hotel-Information) ![Hyatt Regency Chicago](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3840h2559x0y3-c577bf94_y.jpg) ### Hyatt Regency Chicago 10/10 Excellent "NA" [](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information) ![The Wade](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/109a2156_y.jpg) ### The Wade 4/10 Poor "Before arriving to the hotel, I called and let the hotel know that I would be arriving the following morning after check in due to a change in my flight that was out of my control. They said they made note of it. When I arrived to the hotel on 3/13/2026, I was told I didn’t have a reservation. Waited 20 minutes or so for the receptionist to come back and say “they got it figured out”. Extremely annoying. They blamed Expedia, however if you have an agreement with a third party, communication is key. I would like to add that it is not worth pre-paying for the breakfast. You are only allowed two things off of the menu which is a total rip off for the amount paid. Lastly, the hotel needs an upgrade. One of the elevators there did not close properly, the furniture was worn out and the bed and pillows were not comfortable. The only nice thing about the hotel was the view. Period. " [](https://expedia.ca/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) ![Eurostars Magnificent Mile](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/8076f539_y.jpg) ### Eurostars Magnificent Mile 10/10 Excellent "The staff was super helpful and very welcoming. The room had an amazing view for us, beings it was our first time being in Chicago. It’s was so close to everything we wanted to visit and super convenient. I will most definitely stay at this hotel again for future stays in the city.!! Thank you so much for taking pride in your establishment, and your employees, as both we’re definitely deserving of a 5 star rating and review.!" [](https://expedia.ca/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information) ![Hilton Chicago](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9_y.jpg) ### Hilton Chicago 8/10 Good "B" [](https://expedia.ca/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information) ![Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/30000/21200/21142/b975595d_y.jpg) ### Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel 10/10 Excellent "Modern and stylish room only a short walk away from many attractions and amenities. Spacious high ceiling and lots of floor space! Staff was always friendly and very accommodating. The room did take some time to cool down, but that's a given. Will absolutely book here again on our next trip." [](https://expedia.ca/Chicago-Hotels-Hotel-Blake.h21142.Hotel-Information) ## Frequently asked questions ### Searching for romantic hotels in South Loop? ### What's the best accommodation for a romantic vacation to South Loop? ### What is there to do in South Loop? ### What's the best way to get to South Loop and around town during my romantic getaway? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Hotels near Burnham Park ](https://www.expedia.ca/Burnham-Park-Hotels.0-l6182814-0.Travel-Guide-Filter-Hotels) - [Family Hotels in Central Station ](https://www.expedia.ca/Central-Station-Chicago-Hotels-Family-Hotel.0-n6132250-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Central Station ](https://www.expedia.ca/Central-Station-Chicago-Hotels-Luxury-Hotel.0-n6132250-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Central Station ](https://www.expedia.ca/Central-Station-Chicago-Hotels-Romantic-Hotel.0-n6132250-0-tRomanticHotel.Travel-Guide-Filter-Hotels) - 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