A river with a yellow boat, surrounded by tall buildings and a bridge.

Romantic Hotels & Resorts in Chicago from NZ$385

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Check availability on Chicago Romantic Hotels

Tonight
3 Oct - 4 Oct
Tomorrow
4 Oct - 5 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

Our top choices for Chicago romantic hotels

1. Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge

Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge
Downtown Evanston
United States
Brian W.
NZ$643
includes taxes & fees
5 Oct - 6 Oct
Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge

2. Master qtr close to nature & easy urban facilities

Master qtr close to nature & easy urban facilities
Riverwoods
United States
Chris F.
NZ$385
includes taxes & fees
27 Oct - 28 Oct
Master qtr close to nature & easy urban facilities

3. Riverfront rental

Riverfront rental
South Elgin
United States
John V.
NZ$453
includes taxes & fees
13 Oct - 14 Oct
Riverfront rental
View all properties

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: River Hotel is a charming romantic hideaway, featuring a review rating of 8.8. This lovely hotel offers picturesque river views, creating an intimate atmosphere for couples. With convenient amenities such as late check-out and express check-in, travelers can enjoy a seamless stay, focusing on each other rather than logistics.
  • Other amenities: The hotel includes a kitchenette for preparing light meals, and a concierge service is available to assist with local attractions. Guests can also access fitness facilities, ensuring they can stay active throughout their visit. With nearby beaches and a bustling shopping scene, River Hotel presents an ideal setting for a romantic escape.
  • Neighborhood: Downtown Chicago
  • Nearby attractions: Michigan Avenue - 0.9 km, Chicago Riverwalk - 0.8 km

Top Chicago Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"The hotel was a very convenient location from downtown and Lake Michigan. Definitely one of the better breakfasts I've had recently and the pricing sits just right for the amenities and convenience this hotel offers"
Sudeep 1-night trip
Posted less than an hour ago
The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"The room was very spacious. The location of the hotel was great. The breakfast was delicious. We will definitely stay here again!"
Samantha 1-night trip
Posted 5 hours ago
The Chicago Hotel Collection - Magnificent Mile
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

10/10 Excellent
"This was comfortable, well-located and cheaper than many of the other options during a busy week. The best amenity turned out to be the washer and drier since I was here for a cooking class and need to wash a chef's jacket every night."
Inger 2-night trip
Posted 7 hours ago
Hotel Saint Clair- Magnificent Mile
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Great location in the middle of et; amazing view of the river;"
Ramona 3-night trip
Posted 7 hours ago
The Royal Sonesta Chicago Downtown
L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"Great hotel right by the river, clean and spacious rooms"
Chris 2-night trip
Posted 11 hours ago
L7 Chicago by LOTTE
Eurostars Magnificent Mile

Eurostars Magnificent Mile

8/10 Good
"Slight wear and tear on the furniture dates the place and I wish the rooms were brighter, but excellent location and great value. Loved the shower!"
Kholood 2-night trip
Posted 11 hours ago
Eurostars Magnificent Mile
Freehand Chicago

Freehand Chicago

10/10 Excellent
"We absolutely enjoyed our stay at the Kins Hotel. Our room was exceptionally clean, spacious and comfortable, and it was actually much larger than the images we had seen when booking, which was a lovely surprise. The staff were amazing and couldn’t have been more helpful or friendly. From the reception staff and valet team to the cleaners, everyone was welcoming, professional and always happy to assist whenever we had a question. Overall, we had a fantastic stay at the Kins Hotel and wouldn’t hesitate to recommend it to anyone looking for a great place to stay. We would happily return ourselves!"
Paul 1-night trip
Posted 1 day ago
Freehand Chicago

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.
What's the best hotel for couples in Chicago?
Chicago Guest House Wrigleyville is a favourite hotel for couples, and features free WiFi and free parking. Other good choices for your romantic getaway include The Neighborhood Hotel - Lincoln Park 303 - Two Bedroom and The Neighborhood Hotel - Lincoln Park 202 - One Bedroom w/ Patio.
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 Soldier Field, 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.

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