Romantic Hotels in Chicago

Find romantic hotels in Chicago with skyline views, spa suites, and riverfront dining. 76 options from historic to modern-check rates and book now.

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1-50 out of 78
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
8.5
Great
Map
3.0 km from City Centre400 m from Old Water Tower Chicago
Live JazzPalm CourtFitness Center
  • Historic landmark with celebrity legacy
  • Live jazz and classic cocktails
  • High tea at Palm Court
FromC$ 307 /nightSelect
8.0
Great
Private DockShula's SteakhouseClub Lounge
  • Private dock for boating excursions
  • Largest ballroom in Illinois
  • Renowned Shula's Steak House
FromC$ 347 /nightSelect
8.6
Great
Map
1.9 km from City Centre500 m from Harris Theater
SteakhouseBIG BarMarket Chicago
  • Largest hotel in Chicago
  • Award-winning steakhouse on site
  • 24-hour market with Starbucks
FromC$ 633 /nightSelect
8.8
Great
Map
1.8 km from City Centre400 m from Chicago Theater
Rooftop BarPeloton BikesPrivate Dining
  • Tri-level rooftop bar with city views
  • Historic landmark with modern luxury
  • In-room Peloton bikes for fitness
FromC$ 477 /nightSelect
8.5
Great
Map
1.9 km from City Centre300 m from Harris Theater
Leaf SpaGold LoungeColumbus Tap
  • Exclusive Fairmont Gold concierge
  • Botanical Leaf Spa treatments
  • Lake Michigan skyline views
FromC$ 668 /nightSelect
8.0
Great
Map
1.1 km from City Centre300 m from Art Institute of Chicago
SpaIndoor PoolExecutive Lounge
  • Birthplace of the brownie
  • America's longest-operating hotel
  • Greek mythology frescoed lobby
FromC$ 124 /nightSelect
7.8
Very good
Map
1.3 km from City Centre500 m from Grant Park
Rooftop GardenIndoor TrackIrish Pub
  • 1927 landmark with lake views
  • Rooftop apiary and garden
  • 1/18-mile indoor running track
FromC$ 166 /nightSelect
9.4
Perfect
Map
1.8 km from City Centre500 m from Chicago Theater
Rooftop DiningIndoor PoolLuxury Spa
  • Forbes Travel Guide Five Star Hotel
  • Two-Michelin star Sixteen dining
  • Trump Attaché personalized service
FromC$ 945 /nightSelect
7.1
Very good
Map
1.2 km from City Centre500 m from Buckingham Memorial Fountain
Gold RoomCongress LoungeBarber Shop
  • Historic landmark with 1920s Gold Room
  • Prime location across Millennium Park
  • 23,000 sq ft event spaces
FromC$ 337 /nightSelect
8.9
Great
Map
2.8 km from City Centre300 m from Old Water Tower Chicago
Indoor PoolLuxury SpaKids' Club
  • Roman-column indoor pool
  • Kids' clubroom with video games
  • Complimentary ice cream cart
FromC$ 637 /nightSelect
8.2
Great
Map
2.2 km from City Centre400 m from Michigan Avenue
Fitness CenterConcierge LoungeHarvest Restaurant
  • Chef-prepared concierge breakfast
  • Seasonal rooftop vegetable garden
  • State-of-the-art fitness center
FromC$ 537 /nightSelect
9.4
Perfect
Map
1.7 km from City Centre400 m from Chicago Theater
Chuan SpaTravelle RestaurantClub Lounge
  • Award-winning Chuan Spa
  • Architecture by Mies van der Rohe
  • Indoor pool with river views
FromC$ 510 /nightSelect
7.9
Very good
Map
2.9 km from City Centre300 m from Old Water Tower Chicago
Peloton BikesM Club LoungeRun Concierge
  • In-room Peloton fitness bikes
  • 37,000 sq ft event space
  • Run Concierge program
FromC$ 148 /nightSelect
8.5
Great
Map
1.5 km from City Centre200 m from Chicago Theater
Rooftop BarSkylight PoolExecutive Lounge
  • Rooftop bar with skyline views
  • Heated indoor pool with skylight
  • Complimentary welcome cupcakes
FromC$ 194 /nightSelect
8.4
Great
Map
2.0 km from City Centre500 m from Harris Theater
Penthouse FitnessThe PalmSmart Elevators
  • All-glass triangular architecture
  • Scenic views from every room
  • Panoramic Penthouse Fitness
FromC$ 456 /nightSelect
8.6
Great
Map
3.2 km from City Centre400 m from McCormick Place
Indoor PoolPeloton BikesCar Hire
  • Direct walkway to McCormick Place
  • Sustainability-certified green hotel
  • Event tech for large conventions
FromC$ 152 /nightSelect
8.5
Great
Map
1.8 km from City Centre800 m from Chicago Theater
Beatrix RestaurantInteractive LobbyLEED Certified
  • On-site Beatrix restaurant with local cuisine
  • Interactive lobby with live music
  • LEED-certified sustainable urban hotel
FromC$ 158 /nightSelect
8.8
Great
Map
2.0 km from City Centre500 m from Michigan Avenue
Rooftop TerraceGlamping TentPrivate Affairs
  • Art Deco landmark hotel
  • Direct access to North Bridge shops
  • Urban glamping on private terrace
FromC$ 183 /nightSelect
8.1
Great
Map
2.1 km from City Centre500 m from Michigan Avenue
Historic PoolSteak HouseThree-Story Spa
  • Historic 1920s indoor pool
  • Direct Magnificent Mile entry
  • Michael Jordan's Steakhouse
FromC$ 152 /nightSelect
9.2
Perfect
Map
2.5 km from City Centre100 m from Michigan Avenue
Indoor PoolCowshed SpaChocolate Bar
  • In-room tablet controls
  • Half-Olympic pool with city views
  • Chocolate buffet with live jazz
FromC$ 470 /nightSelect
8.9
Great
Hoyt's TavernMeeting SpacesFitness Center
  • Stunning river views from rooms
  • Midwestern-inspired on-site dining
  • 16,000 sq ft meeting space
FromC$ 152 /nightSelect
The WadeHotel
7.9
Very good
Indoor PoolRooftop DeckFitness Center
  • Lake Shore Drive's only hotel
  • Whatever/Whenever service
  • Rooftop lake-view deck
FromC$ 220 /nightSelect
7.8
Very good
Map
1.9 km from City Centre400 m from Harris Theater
Rooftop PoolBasketball CourtFireLake Grill
  • Award-winning Jeanne Gang architecture
  • Rooftop pool with skyline views
  • Basketball court in fitness center
FromC$ 231 /nightSelect
8.6
Great
Map
1.8 km from City Centre700 m from Chicago Theater
Indoor PoolValet ParkingComplimentary Breakfast
  • Spacious suites for families
  • Complimentary waffle breakfast
  • Year-round indoor pool
FromC$ 549 /nightSelect
8.3
Great
Map
1.8 km from City Centre600 m from Chicago Theater
Indoor PoolBill's RestaurantBusiness Center
  • On-site restaurant with award-winning burgers
  • Indoor pool and hot tub
  • Two-bedroom suites for families
FromC$ 190 /nightSelect
8.1
Great
Map
1.5 km from City Centre200 m from Chicago Theater
Rooftop BarPet-FriendlyMiss Ricky's
  • No-fee pet-friendly rooms
  • Rooftop bar with skyline views
  • Chamber-style living spaces
FromC$ 177 /nightSelect
8.3
Great
Map
700 m from City Centre700 m from Chicago Union Station
Hammam ChambersIndoor PoolFlorentine
  • Historic Daniel Burnham design
  • Hammam spa wellness chambers
  • Bathroom TV mirror feature
FromC$ 233 /nightSelect
8.5
Great
Map
2.4 km from City Centre300 m from Michigan Avenue
Indoor PoolHot TubMeeting Space
  • White noise machines for quiet sleep
  • Locally-inspired restaurant with craft beer
  • Family-friendly pool reservation times
FromC$ 184 /nightSelect
8.5
Great
Map
2.4 km from City Centre400 m from Michigan Avenue
Fitness CentreBusiness CentreEvent Spaces
  • Hot & cold complimentary breakfast
  • 24-hour fitness center on site
  • Near Northwestern Memorial Hospital
FromC$ 194 /nightSelect
7.7
Very good
Map
2.7 km from City Centre400 m from Old Water Tower Chicago
LAUREL RestaurantPrivate ParkingFitness Centre
  • Boutique hotel in Chicago's Gold Coast
  • Signature Mediterranean dining at LAUREL
  • Pet-friendly with no extra fees
FromC$ 146 /nightSelect
8.6
Great
Map
2.8 km from City Centre200 m from Old Water Tower Chicago
Club LoungeRooftop BarLuxury Spa
  • AAA Five Diamond Award-winning luxury
  • Club Lounge with five daily food offerings
  • Rooftop bar with city and lake views
FromC$ 413 /nightSelect
8.3
Great
Map
2.5 km from City Centre100 m from Michigan Avenue
Fitness CentreEvent SpaceBar Lounge
  • Historic Jazz Age architecture on Michigan Ave
  • Magnificent Mile shopping and dining access
  • Complimentary umbrella service during rain
FromC$ 99 /nightSelect
8.8
Great
Map
2.2 km from City Centre800 m from Michigan Avenue
Rooftop BarLap PoolPeloton Bikes
  • Rooftop lounge with skyline views
  • Couples Concierge wedding planning
  • Bedtime Book Cart for families
FromC$ 208 /nightSelect
8.3
Great
Map
1.7 km from City Centre300 m from Chicago Theater
Fitness CenterMeeting RoomsRiver View Rooms
  • Free wine & cheese hour
  • Direct Riverwalk access
  • Self check-in process
FromC$ 665 /nightSelect
8.2
Great
Map
800 m from City Centre700 m from Chicago Union Station
Indoor PoolFitness CentreBusiness Center
  • Text-based guest concierge
  • Floor-to-ceiling windows
  • Customizable breakfast burrito bar
FromC$ 487 /nightSelect
8.6
Great
Map
1.0 km from City Centre500 m from Art Institute of Chicago
Theatre EntranceFitness CenterBusiness Center
  • Private entrance to CIBC Theatre
  • Historic 1906 Beaux-Arts charm
  • Daily guest of the day perks
FromC$ 152 /nightSelect
8.4
Great
Map
3.0 km from City Centre400 m from Old Water Tower Chicago
Rooftop PoolAll-Suite RoomsOn-Site Dining
  • Heated rooftop pool with panoramic views
  • All-suite rooms with separate living areas
  • On-site Southern and Japanese cuisines
FromC$ 166 /nightSelect
8.8
Great
Map
2.7 km from City Centre300 m from Old Water Tower Chicago
Le BarFrench BistroSpa
  • French-inspired luxury décor
  • Feather-topped duvet bedding
  • Personalized pillow menu
FromC$ 194 /nightSelect
8.7
Great
Map
1.8 km from City Centre700 m from Chicago Theater
Ema Restaurant24hr MarketEvent Space
  • Zagat-rated on-site restaurant
  • 24-hour market for snacks
  • Meeting spaces with cutting-edge AV
FromC$ 144 /nightSelect
8.1
Great
Map
2.3 km from City Centre300 m from Michigan Avenue
Indoor PoolStarbucks CaféGastropub
  • On-site Starbucks café
  • Copper Fox Gastropub
  • City skyline views
FromC$ 112 /nightSelect
8.9
Great
Map
3.0 km from City Centre700 m from Old Water Tower Chicago
Rooftop PoolAIRE BathsSomerset Restaurant
  • Rooftop bar with skyline views
  • AIRE Ancient Baths
  • Complimentary social hour drinks
FromC$ 300 /nightSelect
7.2
Very good
Map
2.5 km from City Centre200 m from Michigan Avenue
Rooftop PoolFitness CenterValet Parking
  • Rooftop pool with skyline views
  • 40th-floor fitness with city views
  • Steps from Magnificent Mile
FromC$ 152 /nightSelect
8.0
Great
Map
3.0 km from City Centre400 m from Old Water Tower Chicago
Martini BarCrystal BallroomNiX Restaurant
  • Historic speakeasy and casino past
  • Live jazz at Martini Bar
  • Elegant Crystal Ballroom events
FromC$ 110 /nightSelect
8.4
Great
Map
900 m from City Centre600 m from Chicago Theater
Rooftop BarCochon VolantFitness Center
  • Rooftop bar with skyline views
  • French cuisine at Cochon Volant
  • Historic art deco building
FromC$ 164 /nightSelect
9.0
Perfect
Map
1.6 km from City Centre200 m from Chicago Theater
Perilla SteakhouseKrave StationParis Ballroom
  • Michelin-recognized Perilla Steakhouse
  • Nightly complimentary wine hour
  • Custom PUBLIC bike rentals
FromC$ 198 /nightSelect
8.2
Great
Map
2.1 km from City Centre700 m from Michigan Avenue
Rooftop LoungeYasemi RestaurantFitness Center
  • Rooftop lounge with retractable roof
  • Cubist architecture with stunning design
  • Creative Mediterranean communal dining concept
FromC$ 152 /nightSelect
9.0
Perfect
Map
3.0 km from City Centre600 m from Old Water Tower Chicago
Italian RestaurantFitness CentreMassage Service
  • Italian cuisine at Nico Osteria
  • Courtesy Lexus car service
  • Live jazz music events
FromC$ 775 /nightSelect
8.9
Great
Map
1.2 km from City Centre300 m from Chicago Theater
Bicycle RentalValet ParkingAtwood Restaurant
  • Historic Burnham-designed landmark
  • Signature Naked Experience bedding
  • Pet-friendly Pineapple Pup Package
FromC$ 166 /nightSelect
8.6
Great
Map
2.4 km from City Centre400 m from Michigan Avenue
Rooftop TerraceEvent SpacesDiVine Lounge
  • Adults-only downtown boutique hotel
  • Rooms averaging 675 square feet
  • Rooftop dining with skyline views
FromC$ 137 /nightSelect
8.1
Great
Map
900 m from City Centre700 m from Chicago Union Station
Event SpacesDine RestaurantFitness Centre
  • Corner balcony king suites with city views
  • Wine and beer receptions for guests
  • Historic building with old Chicago feel
FromC$ 138 /nightSelect
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Chicago offers a range of romantic hotels that cater to couples seeking a memorable city escape. From historic landmarks like the Palmer House Hilton, just steps from Millennium Park, to the sleek Trump International Hotel & Tower Chicago with floor-to-ceiling views of Lake Michigan and the skyline, these properties blend luxury with intimacy. Many feature on-site spas, fine dining, and prime locations near the Magnificent Mile or the Chicago Riverwalk, making it easy to explore the city hand-in-hand. Expect to pay anywhere from $150 to $500+ per night, depending on the season and room category.

For a romantic stay, consider the Fairmont Chicago Millennium Park, which offers marble bathrooms with rain showers and Le Labo amenities, or the LondonHouse Chicago, a Curio Collection by Hilton, where you can dine under a 23rd-story domed cupola overlooking the river. The Drake Hotel on the Gold Coast provides classic elegance near Oak Street Beach, while the Hyatt Regency Chicago and Congress Plaza Hotel offer more budget-friendly options with river or park views. To secure the best rates, book in advance and look for packages that include breakfast or spa credits-these can enhance the romantic experience without extra cost.