Find Romantic Hotels in Chicago, IL from $99

Most hotels are fully refundable. Because flexibility matters.

Save 10% or more on over 100,000 hotels worldwide as a One Key member.

Search over 2.9 million properties and 550 airlines worldwide.

Top Romantic Hotels in Chicago

The Peninsula Chicago
Great for couples
5 out of 5
108 East Superior Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $525 per night from Oct 22 to Oct 23
$525
per night
Oct 22 - Oct 23
Celebrate with a romantic getaway at this upscale hotel, where you'll find a spa, al fresco dining, and premium mattresses. You'll also love the luxury bedding and rooftop terrace.
9.8/10 Exceptional! (1,000 reviews)

Couples like: full-service spa, couples spa treatments, al fresco dining

Travelers say...
"The property is beautiful and the service is outstanding! They made our stay for our anniversary so special!"

Reviewed on Sep 17, 2023

The Peninsula Chicago
The Herrington Inn & Spa
Great for couples
4 out of 5
15 S River Ln, Geneva, IL
In-room hot tubs, spa services, and in-room massages await couples visiting this romantic hotel. The property also offers a garden, jetted tubs, and a riverside location.
9.4/10 Exceptional! (328 reviews)

Couples like: onsite spa services, bar, hot tub, fireplace

Travelers say...
"Perfect place for a getaway. Located right on the river, old world charm hotel, beautiful rooms and amenities. Down town Geneva filled with great restaurants and shops. Will stay here again."

Reviewed on Aug 20, 2023

The Herrington Inn & Spa
LondonHouse Chicago, Curio Collection by Hilton
Great for couples
4.5 out of 5
85 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $233 per night from Oct 22 to Oct 23
$233
per night
Oct 22 - Oct 23
A spa, in-room massages, and onsite dining await couples looking for a romantic getaway at this upscale hotel. The property also offers Frette Italian sheets, a terrace, and a quiet location.
9.2/10 Wonderful! (3,292 reviews)

Couples like: full-service spa, couples spa treatments, bar

Travelers say...
"We had a great stay"

Reviewed on Sep 20, 2023

LondonHouse Chicago, Curio Collection by Hilton

Save an average of 15% on thousands of hotels when you're signed in

Trump International Hotel & Tower Chicago
Great for couples
5 out of 5
401 N Wabash Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $409 per night from Oct 15 to Oct 16
$409
per night
Oct 15 - Oct 16
A spa, soaking tubs, and premium mattresses await couples looking for a romantic getaway at this boutique hotel. The property also offers onsite dining, luxury bedding, and luxurious surroundings.
9.2/10 Wonderful! (1,023 reviews)

Couples like: full-service spa, bar

Travelers say...
"Great, views, amenities and options in walking distance."

Reviewed on Sep 18, 2023

Trump International Hotel & Tower Chicago
Virgin Hotels Chicago
Great for couples
4.5 out of 5
203 N Wabash Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $199 per night from Sep 24 to Sep 25
$199
per night
Sep 24 - Sep 25
If a romantic getaway is the plan, you're sure to love the al fresco dining and hydromassage showers at this boutique hotel. You'll also appreciate the champagne service, romance packages, luxurious surroundings, and Art Deco architecture.
9/10 Wonderful! (1,003 reviews)

Couples like: al fresco dining, couples dining, champagne service, romance packages available

Travelers say...
"I had an amazing experience with The Virgin Hotel Chicago! Great staying, if you are in a business trip or leisure. The roof top Bar was incredible. The room was very Clean. Walkable distance to shoppings, restaurants and River Walk. Totally recommended!"

Reviewed on Sep 20, 2023

Virgin Hotels Chicago
Sofitel Chicago Magnificent Mile
4.5 out of 5
20 E Chestnut St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $269 per night from Sep 24 to Sep 25
$269
per night
Sep 24 - Sep 25
Onsite dining and luxury bedding await visiting couples at this upscale hotel. The property also offers a terrace, a bar, and Art Deco architecture.
9/10 Wonderful! (1,162 reviews)
"The property is very conveniently located in the walkable area where they're shopping restaurants. Hotel looks very nice but housekeeping can definitely use some management. And room service is ok."

Reviewed on Sep 19, 2023

Sofitel Chicago Magnificent Mile
The Champagne Lodge & Luxury Suites
Great for couples
3.5 out of 5
16 W 621 S. Frontage Rd, Willowbrook, IL
The price is $99 per night from Sep 25 to Sep 26
$99
per night
Sep 25 - Sep 26
For a romantic stay, consider this boutique hotel, featuring a garden, jetted tubs, and in-room fireplaces. Couples will appreciate the romance packages and luxury bedding.
8.4/10 Very Good! (1,002 reviews)

Couples like: adults only property, hot tub, fireplace, romance packages available

Fix your jacuzzi please
"The room was very clean. The layout is terrible. You cannot move without bumping your shin into a sharp corner. The floor is slippery when wet....if you use the jacuzzi or the steam shower (both in the room) your floor will be wet a lot.... just be careful! Only two out of six jets worked on our ..."

Reviewed on Sep 19, 2023

The Champagne Lodge & Luxury Suites
Swissotel - Chicago
Great for couples
4.5 out of 5
323 E Wacker Dr, Chicago, IL
The price is $242 per night from Oct 1 to Oct 2
$242
per night
Oct 1 - Oct 2
Fall in love again at this upscale hotel. You and your special someone are sure to love the spa services, in-room massages, and lobby fireplace. You'll also appreciate the luxury bedding, restaurant, and riverside location.
8.4/10 Very Good! (1,966 reviews)

Couples like: onsite spa services, couples spa treatments, bar

Music Festivals
"This is a great place to stay. It’s in a convenient location within walking distance of restaurants and tourist attractions. The staff is helpful and friendly. If you plan to use rideshare, be sure to tell them you’re on the top deck. This is the second time I stayed here, and I’ll definitely stay ..."

Reviewed on Sep 20, 2023

Swissotel - Chicago
Eurostars Magnificent Mile
Great for couples
4 out of 5
660 North State Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $190 per night from Sep 26 to Sep 27
$190
per night
Sep 26 - Sep 27
Whatever your love language might be, you and your special someone are sure to love the spa and premium mattresses at this boutique hotel. You'll also appreciate the Egyptian cotton sheets and Art Deco architecture.
8/10 Very Good! (1,732 reviews)

Couples like: full-service spa, couples spa treatments

Travelers say...
"The hotel was clean and comfortable and its location in the city is great for business or tourist."

Reviewed on Sep 19, 2023

Eurostars Magnificent Mile
Palmer House a Hilton Hotel
Great for couples
4 out of 5
17 E Monroe St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $219 per night from Sep 24 to Sep 25
$219
per night
Sep 24 - Sep 25
If you and your special someone are ready for a getaway, you're sure to love the spa and premium mattresses at this historic hotel. You'll also appreciate the luxury bedding, restaurant, and bar.
7.8/10 Good! (1,001 reviews)

Couples like: full-service spa, couples spa treatments, happy hour

Travelers say...
"Amazing property, loads of history, art and decor. Not a shiny modern place - a classic place oozing the real character of Chicago."

Reviewed on Sep 14, 2023

Palmer House a Hilton Hotel
Don't see what you're looking for?
See all available properties in Chicago
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.

Popular romantic getaways

Most indulging stays in Chicago in 2023

Chicago Romantic Hotels information

 

Romantic Hotels in Chicago

289

Highest price
$525
Cheapest price
$99
Number of guest reviews
13,509
Total number of hotels in Chicago
4,515

 

Frequently asked questions

Searching for romantic hotels in Chicago?

Are you looking for a romantic vacation? Couples choose Chicago for its popular theater scene and scenic landscape. During your trip, you may want to go for a sunset stroll along the water with your love at Ohio Street Beach, Oak Street Beach, or North Avenue Beach. Whether you and your partner are just looking for a change of scenery or you're you'd like to have specific luxurious amenities, you can choose from 72 hotels and other accommodations in Chicago for the ideal romantic vacation.

What's the best place to stay for a couple visiting Chicago?

Harvey House Bed & Breakfast is a favorite 4-star B&B for couples, and features bathrobes and cable TV. Other good choices for a romantic stay include Kimpton Hotel Monaco Chicago, an IHG Hotel and LondonHouse Chicago, Curio Collection by Hilton.

How many romantic hotels will we be able to find in Chicago?

Expedia has 72 romantic Chicago hotels for you to get cozy 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, check out these details about year-round temperatures in Chicago: The hottest months are usually August and July with an average temp of 71°F, while the coldest months are January and February with an average of 31°F. The rainiest months in Chicago are June, May, July, and August, with each month seeing an average of 9 inches of rainfall.

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 Soldier Field, Navy Pier, or United Center 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 get off to a smooth start: 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 take advantage of metro transit at Monroe Station (Red Line), Monroe Station (Blue Line), and Adams-Wabash Station.

Recent reviews of Chicago hotels
Expedia verified reviews