Important: This destination may have COVID-19 travel restrictions in place, including specific restrictions for lodging. Check any national, local, and health advisories for this destination before you book.

Browse for Chicago Romantic Hotels from $98

Search over 1 million properties and 550 airlines worldwide

Free cancellation on most hotels. Because flexibility matters.

Members save 10% more on select hotels, cars, activities and vacation rentals. Sign up.

Featured Chicago Romantic Hotels

The Champagne Lodge & Luxury Suites
Great for couples
3.5 out of 5
16 W 621 S. Frontage Rd, Willowbrook, IL
The price is $149 per night
4.2/5Excellent! (983 reviews)

"The pictures you see on the website doesn’t do it justice. Actually walking in the room felt exciting and I was impressed. Only stay two nights there but that was as pleasant of a stay that I’ve had in a suite in a while!"…"

Reviewed on Jul 7, 2020

The Champagne Lodge & Luxury Suites
LondonHouse Chicago, Curio Collection by Hilton
Great for couples
4.5 out of 5
85 East Wacker Drive, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is $98 per night
4.6/5Exceptional! (2,340 reviews)

"The property is in a great location and very nicely updated. Out bathroom was not the cleanest, but not terrible either."…"

Reviewed on Jul 11, 2020

LondonHouse Chicago, Curio Collection by Hilton
Palmer House a Hilton Hotel
Great for couples
4 out of 5
17 E Monroe St, Chicago, IL
Get Rates
4.2/5Excellent! (13,835 reviews)
Great hotel with history

"If it is possible, please request to have rooms on the eastside of the hotel. Westside is facing to Chicago Loop so that you would be bothered by the train noise so much. Other than that, this hotel is great. Location is perfect, the building is historical, decorated with artistic interiors. You ..."…"

Reviewed on Mar 18, 2020

Palmer House a Hilton Hotel
Trump International Hotel & Tower Chicago
Great for couples
5 out of 5
401 N Wabash Ave, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is $299 per night
4.8/5Exceptional! (1,668 reviews)

"Check-in with Terasa was quick and easy. She, like all the staff, was excellent! Housekeeping was Outstanding! Yen, was so Attentive and Kind! The Men at the Valet and Bellhops were Top Notch! Perfect Location! 5 Stars all around!"…"

Reviewed on Jul 7, 2020

Trump International Hotel & Tower Chicago
The Peninsula Chicago
Great for couples
5 out of 5
108 East Superior Street, Chicago, IL
The price is $359 per night
4.9/5Exceptional! (999 reviews)

"FLEW IN FROM MAINE TO CELEBRATE MY 45TH BIRTHDAY WITH FAMILY THAT LIVES IN CHICAGO, POOL STAFF WAS SO RUDE ACCUSED MY 14 YR. OLD NEPHEW OF LIEN ABOUT HIS AGE, MADE ALL OF US FEEL UNCOMFORTABLE AND WENT BACK AND STAY IN MY ROOM MY HUSBAND AND I CHOICE TO STAY FOR THE NIGHT. I EVEN NOTIFIED THE HOTEL ..."…"

Reviewed on Mar 15, 2020

The Peninsula Chicago
Eurostars Magnificent Mile, previously Dana Hotel
Great for couples
4 out of 5
660 North State Street, Chicago, IL
The price is $115 per night
4.5/5Wonderful! (2,508 reviews)

"Great location, Super friendly staff! Amazing bar and restaurant down stairs, with knowledgeable staff."…"

Reviewed on Mar 22, 2020

Eurostars Magnificent Mile, previously Dana Hotel
The Herrington Inn & Spa
Great for couples
4 out of 5
15 S River Ln, Geneva, IL
Free CancellationReserve now, pay when you stay
The price is $139 per night
4.7/5Exceptional! (197 reviews)

"I found the staff were friendly, helpful, and kind. Will definitely come back."…"

Reviewed on Jul 7, 2020

The Herrington Inn & Spa
Virgin Hotels Chicago
4.5 out of 5
203 N Wabash Ave, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is $159 per night
4.7/5Exceptional! (1,595 reviews)

"Check in was fast, the room was really really nice with view of the city, the amenities in the room were also really nice, definitely will be coming back"…"

Reviewed on Jul 5, 2020

Virgin Hotels Chicago
Sofitel Chicago Magnificent Mile
4.5 out of 5
20 E Chestnut St, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is $189 per night
4.6/5Exceptional! (1,782 reviews)

"Location was great . Clean property and friendly and onformative staff"…"

Reviewed on Jul 11, 2020

Sofitel Chicago Magnificent Mile
Swissotel - Chicago
Great for couples
4.5 out of 5
323 E Wacker Dr, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is $161 per night
4.3/5Excellent! (1,908 reviews)

"The view from my suite was amazing. My only complaint was the front desk was extremely understaffed at all times."…"

Reviewed on Jul 9, 2020

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.

Romantic Luxury Hotels

Trump International Hotel & Tower Chicago
5 out of 5
401 N Wabash Ave, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is $299 per night
4.8/5Exceptional! (1,668 reviews)

"Check-in with Terasa was quick and easy. She, like all the staff, was excellent! Housekeeping was Outstanding! Yen, was so Attentive and Kind! The Men at the Valet and Bellhops were Top Notch! Perfect Location! 5 Stars all around!"…"

Reviewed on Jul 7, 2020

Trump International Hotel & Tower Chicago
The Langham, Chicago
5 out of 5
330 North Wabash Avenue, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is $370 per night
4.9/5Exceptional! (1,225 reviews)

"Great location. One of the nicest hotels in Chicago."…"

Reviewed on Mar 15, 2020

The Langham, Chicago
The Peninsula Chicago
5 out of 5
108 East Superior Street, Chicago, IL
The price is $359 per night
4.9/5Exceptional! (999 reviews)

"FLEW IN FROM MAINE TO CELEBRATE MY 45TH BIRTHDAY WITH FAMILY THAT LIVES IN CHICAGO, POOL STAFF WAS SO RUDE ACCUSED MY 14 YR. OLD NEPHEW OF LIEN ABOUT HIS AGE, MADE ALL OF US FEEL UNCOMFORTABLE AND WENT BACK AND STAY IN MY ROOM MY HUSBAND AND I CHOICE TO STAY FOR THE NIGHT. I EVEN NOTIFIED THE HOTEL ..."…"

Reviewed on Mar 15, 2020

The Peninsula Chicago
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
4.5 out of 5
521 North Rush Street, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is $224 per night
4.6/5Wonderful! (1,000 reviews)

"Room sparkling clean, remote in a cellophane bag. Glass wear available but wrapped plastic glasses as well. Not much contact with staff but very friendly and professional check in and out. Hotel is tucked away in the middle of everything downtown so if you want to walk, most everything is easily ..."…"

Reviewed on Jun 21, 2020

The Gwen, a Luxury Collection Hotel, Michigan Avenue 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.

Romantic Spa Hotels

Eurostars Magnificent Mile, previously Dana Hotel
Great for spa weekends
4 out of 5
660 North State Street, Chicago, IL
The price is $115 per night
4.5/5Wonderful! (2,508 reviews)

"Great location, Super friendly staff! Amazing bar and restaurant down stairs, with knowledgeable staff."…"

Reviewed on Mar 22, 2020

Eurostars Magnificent Mile, previously Dana Hotel
The Langham, Chicago
Great for spa weekends
5 out of 5
330 North Wabash Avenue, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is $370 per night
4.9/5Exceptional! (1,225 reviews)

"Great location. One of the nicest hotels in Chicago."…"

Reviewed on Mar 15, 2020

The Langham, Chicago
Trump International Hotel & Tower Chicago
Great for spa weekends
5 out of 5
401 N Wabash Ave, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is $299 per night
4.8/5Exceptional! (1,668 reviews)

"Check-in with Terasa was quick and easy. She, like all the staff, was excellent! Housekeeping was Outstanding! Yen, was so Attentive and Kind! The Men at the Valet and Bellhops were Top Notch! Perfect Location! 5 Stars all around!"…"

Reviewed on Jul 7, 2020

Trump International Hotel & Tower Chicago
The Peninsula Chicago
Great for spa weekends
5 out of 5
108 East Superior Street, Chicago, IL
The price is $359 per night
4.9/5Exceptional! (999 reviews)

"FLEW IN FROM MAINE TO CELEBRATE MY 45TH BIRTHDAY WITH FAMILY THAT LIVES IN CHICAGO, POOL STAFF WAS SO RUDE ACCUSED MY 14 YR. OLD NEPHEW OF LIEN ABOUT HIS AGE, MADE ALL OF US FEEL UNCOMFORTABLE AND WENT BACK AND STAY IN MY ROOM MY HUSBAND AND I CHOICE TO STAY FOR THE NIGHT. I EVEN NOTIFIED THE HOTEL ..."…"

Reviewed on Mar 15, 2020

The Peninsula Chicago
Don't see what you're looking for?
We've got more Romantic Hotels. Find the right one for you.
View all properties
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.

Romantic Hotels and Accommodations in Chicago

If you and your partner need a romantic escape, we'd like to help you plan for it. Couples choose Chicago for its popular theater scene and scenic landscape. If you're a pair that loves cultural attractions, you might check out Chicago Cultural Center, Ford Center for the Performing Arts Oriental Theatre, or Chicago Theatre.

If you and your sweetheart are looking forward to a relaxing time away or you're hoping to staying near top romantic sights, you can take your pick of 289 lodging options in Chicago for the ideal romantic vacation.

Expedia travelers pick these hotels and lodging options for their romantic atmosphere and amenities:

Swissotel - Chicago: This 4.5-star hotel offers spa treatment rooms, a restaurant, and 2 bars. Our guests appreciate its spacious rooms and proximity to public transportation.

Raffaello Hotel: 4-star hotel featuring a restaurant, a bar, and free WiFi. Customers give positive reviews for its comfortable rooms.

Palmer House a Hilton Hotel: With a stay at this 4-star hotel, you'll have access to couples' treatment rooms, a spa tub, and an indoor pool. Expedia travelers speak highly of its proximity to shopping.

Trump International Hotel & Tower Chicago: 5-star hotel featuring massages, an indoor pool, and a restaurant. Customers give positive reviews for its comfortable rooms.

When is the Best Time to Visit Chicago?

Weather can be a major factor for your romantic getaway, so we've collected rainfall and seasonal temperature info to help you pick the best travel dates:

  • Hottest months: July, June, August, and September, with an average temperature of 83°F
  • Coldest months: January, February, December, and March, with an average temperature of 20°F
  • Driest months: February, January, December, and March, with an average rainfall of 2.31 inches
  • Rainiest months: May, June, July, and August, with an average rainfall of 4.05 inches

Sightseeing in and Around Chicago

There's nothing better than experiencing a new place 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 theater scene, stunning architecture, and top museums. You might consider a visit to Millennium Park, Willis Tower, or Skydeck Ledge.

Travelers also enjoy Chicago for its:
  • Skyscrapers
  • Monuments
  • Entertainment
  • Shopping

Getting Around Chicago

If you're looking to fly to Chicago, the closest major airport is in Chicago, IL (MDW-Midway Intl.), located 8.6 mi (13.9 km) from the city center. Nearby metro stations include Monroe Station, Monroe Station, and Adams-Wabash Station. If you want to see more of the area, hop aboard a train from Millennium Station, Chicago Van Buren Street Station, or Chicago Union Station.

Frequently asked questions

Searching for romantic hotels in Chicago?
Are you looking for a romantic getaway? Couples choose Chicago for its popular theater scene and scenic landscape. You might want to spend some time strolling hand in hand through the natural surroundings with a visit to Millennium Park, Chicago Riverwalk, or Grant Park.
What's the best place to stay for a couple visiting Chicago?
Swissotel - Chicago is a favorite 4.5-star hotel for couples, and features in-room massages and premium bedding. Other good choices for a romantic stay include The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago and Palmer House a Hilton Hotel.
What's the weather like in Chicago?
The hottest months are usually July and June with an average temp of 72°F, while the coldest months are January and February with an average of 30°F. Average annual rainfall for Chicago is 39 inches.
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 theater scene, stunning architecture, and top museums. A visit to Millennium Park, Chicago Theatre, or Willis Tower might be just the ticket when you’re checking out the sights.
What's the best way to get around Chicago?
Make your way to Chicago with a flight to O’Hare Intl. Airport (ORD), which is the closest major airport located 15.7 mi (25.3 km) away. You can take advantage of metro transit at Monroe Station (Red Line), Monroe Station (Blue Line), and Adams-Wabash Station.

Travelers Loved These Romantic Hotels

More trip options