Find Romantic Hotels in Chicago from S$169

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Top Romantic Hotels in Chicago

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2170)
"Great hotel "
The price is S$327
includes taxes & fees
2 Nov - 3 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton

Eurostars Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (3062)
"Perfect location, walkable to many restaurants and shops"
The price is S$176
includes taxes & fees
4 Nov - 5 Nov
Eurostars Magnificent Mile

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (9317)
"Beautiful hotel!"
Congress Plaza Hotel

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1976)
"We have stayed here several times and love the hotel and location."
The price is S$169
includes taxes & fees
3 Nov - 4 Nov
Millennium Knickerbocker Chicago

Warwick Allerton - Chicago

4.0 star property
8.4 out of 10, Very good, (2899)
"Great location, friendly staff."
The price is S$171
includes taxes & fees
3 Nov - 4 Nov
Warwick Allerton - Chicago

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
9.4 out of 10, Exceptional, (3356)
"Excellent location and views from the hotel "
The price is S$300
includes taxes & fees
30 Oct - 31 Oct
LondonHouse Chicago, Curio Collection by Hilton

The Chicago Hotel Collection Ambassador Gold Coast

4.0 star property
8.2 out of 10, Very good, (1163)
"Room and breakfast fantastic!"
The price is S$225
includes taxes & fees
7 Oct - 8 Oct
The Chicago Hotel Collection Ambassador Gold Coast

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (3025)
"Hotel was excellent!"
The price is S$220
includes taxes & fees
3 Nov - 4 Nov
Hilton Chicago/Magnificent Mile Suites

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very good, (1998)
"Great place to stay."
The price is S$295
includes taxes & fees
30 Oct - 31 Oct
Palmer House a Hilton Hotel

Swissotel - Chicago

4.5 star property
9.0 out of 10, Wonderful, (2844)
"Great hotel in grand location."
The price is S$355
includes taxes & fees
2 Nov - 3 Nov
Swissotel - Chicago
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.

Find out more about Chicago

Find out more about Chicago

Chicago (and vicinity) attractions for couples

For families and adventurous travellers alike, the greater Chicago area offers an array of captivating experiences. Begin your journey at the world-renowned Field Museum, where interactive exhibits and ancient artefacts, including Sue the T. rex, ignite curiosity in visitors of all ages. Just a short stroll away, the Shedd Aquarium invites you to explore its vast marine life with exhibits that include the stunning Caribbean Reef and the captivating Amazon Rainforest. For a bit of outdoor fun, head to Millennium Park, where children can splash in the Crown Fountain and everyone can marvel at the iconic Cloud Gate sculpture, affectionately known as "The Bean." If you're in the mood for some thrills, don’t miss out on Six Flags Great America, located just north of the city; it's a perfect spot for a day of roller coasters and family-friendly rides. When it comes to accommodation, consider staying in the vibrant River North neighbourhood, known for its trendy hotels and nearby dining and nightlife. Here, you’ll find a range of premium hotels offering exceptional service and amenities, ensuring you feel pampered after a day of exploration. Whether it’s a family outing or a couple’s retreat, the greater Chicago area promises a well-rounded adventure.

Find the best romantic hotels in Chicago (and vicinity)

For couples seeking a romantic getaway in the heart of Chicago, these exquisite hotels offer the perfect blend of luxury, comfort, and intimacy. Each hotel promises a memorable stay tailored for lovers.

L7 Chicago by LOTTE

  • Why it's great for a couples retreat: L7 Chicago by LOTTE is an exceptional choice for romantic travelers, with a remarkable review rating of 9.6. This stylish hotel features sleek, modern design and luxurious amenities, ensuring couples enjoy a memorable escape. With river views, travelers can unwind in a serene atmosphere while indulging in the finest Italian sheets and plush bathrobes for ultimate comfort.
  • Other amenities: Additional offerings include a 24-hour fitness centre for those who wish to stay active, as well as convenient valet parking. The hotel's concierge service is available to assist with local recommendations and bookings, ensuring a seamless experience. For those seeking relaxation, the hotel is located near kayaking and scenic riverfront areas, enhancing the romantic ambiance of your stay.
  • Neighborhood: Downtown Chicago
  • Nearby attractions: Michigan Avenue - 0.1 km, Chicago Riverwalk - 0.1 km, State Street - 0.3 km

LondonHouse Chicago, Curio Collection by Hilton

  • Why it's great for a couples retreat: LondonHouse Chicago is a stunning destination for romance, with a traveler review rating of 9.4. This hotel combines historic charm with modern luxury, featuring breathtaking river views and an onsite spa for couples to indulge in pampering treatments together. Guests can enjoy room service for intimate dining experiences, making it a perfect choice for a romantic retreat.
  • Other amenities: Couples can unwind on the terrace or explore the spa with services such as Swedish and deep tissue massages. The hotel also offers luxurious designer toiletries, premium bedding, and a fireplace in select rooms, enhancing the romantic atmosphere. Additional conveniences include valet parking and kitchen facilities, allowing couples to create their own special moments.
  • Neighborhood: Downtown Chicago
  • Nearby attractions: Chicago Riverwalk - 0.4 km, State Street - 0.6 km, Millennium Park - 0.6 km

Hyatt Regency Chicago

  • Why it's great for a couples retreat: The Hyatt Regency Chicago is an excellent romantic getaway, with a traveler rating of 9.2. Couples can enjoy the stunning river and lake views from their rooms while taking advantage of the hotel's luxurious amenities. The availability of valet parking and a 24-hour fitness centre ensures convenience and comfort for all travelers, making it a perfect base for exploring the city together.
  • Other amenities: Guests can relax on the terrace or indulge in the accessible spa services. The hotel's concierge is ready to assist with romantic dining reservations or local excursions. Additional features include designer toiletries, premium bedding, and a health club, enhancing the overall luxurious experience for couples.
  • Neighborhood: Downtown Chicago
  • Nearby attractions: Michigan Avenue - 0.4 km, Chicago Riverwalk - 0.5 km, State Street - 0.7 km

citizenM Chicago Downtown

  • Why it's great for a couples retreat: Ideal for modern romantics, citizenM Chicago Downtown garners a solid review rating of 9.2. This stylish hotel offers a unique experience with its innovative design and comfortable rooms, perfect for couples looking to connect. Guests can enjoy 24-hour dining options, making it easy to share a meal at any hour, adding to the charm of their stay.
  • Other amenities: The hotel features luxurious hydromassage showerheads for a refreshing experience, along with complimentary toiletries and premium bedding for an indulgent touch. The fitness facilities are available for couples who want to stay active together, while the downtown location offers easy access to local attractions, perfect for exploring the city hand in hand.
  • Neighborhood: Downtown Chicago
  • Nearby attractions: Michigan Avenue - 0 km, Chicago Riverwalk - 0.3 km, Millennium Park - 0.4 km

River Hotel

  • Why it's great for a couples retreat: The River Hotel, with a traveler review rating of 8.8, offers a charming and romantic atmosphere in the heart of Chicago. The hotel’s river view rooms provide a serene setting for couples to unwind and enjoy each other's company.
  • Other amenities: Guests can take advantage of a kitchenette, ideal for preparing intimate meals, and enjoy the convenience of late check-out options. The hotel features express check-in and valet parking for added ease. A concierge service is available to assist with local recommendations, while premium bedding ensures a restful night. The nearby beaches and shopping allows couples to explore and enjoy the city together.
  • Neighborhood: Downtown Chicago
  • Nearby attractions: Michigan Avenue - 0.9 km, Chicago Riverwalk - 0.8 km

Top Chicago Hotel Reviews

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Frequently asked questions

Searching for romantic hotels in Chicago?
Are you in need of a romantic getaway? Couples choose Chicago for its popular theatre scene and scenic landscape. If you want to spend a romantic day sharing a bottle of wine with your love, you might plan a visit to Lynfred Winery, Valentino Vineyards or Broken Earth Winery. Whether you and your partner are looking for some relaxing time away or you're hoping to stay near top romantic sights, you can choose from 15 hotels and other accommodation options in Chicago for the ideal romantic holiday.
How many romantic hotels should we expect to find in Chicago?
Expedia has 15 romantic Chicago hotels for you to get cosy in.
When is the best time of year for a romantic getaway to Chicago?
If you're looking forward to lots of outings with your partner, take a look at these details about year-round temperatures in Chicago: The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Chicago is 1260 mm.
What is there to do in Chicago?
There's nothing better than wandering around a new destination with your sweetheart, so consider checking out all there is to see and do in Chicago. If you're hoping to experience some of the local culture, you'll love Chicago for its popular theatre scene, stunning architecture and top museums. A visit to Michigan Avenue, Navy Pier or Wrigley Field might be just the ticket when you're checking out the sights.
What's the best way to get to Chicago and around town during my romantic getaway?
This information about transportation options in Chicago might help your romantic trip go off without a hitch: Make your way to Chicago with a flight to Chicago Midway Airport (MDW), which is the closest major airport located 8.6 mi (13.9 km) away. You can access metro transport at Monroe Station (Red Line), Monroe Station (Blue Line) and Adams-Wabash Station.