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Romantic Hotels in Chicago, Illinois

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Top Chicago Romantic Hotels

The Peninsula Chicago
The price is P17,775 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
Trump International Hotel & Tower Chicago
5 out of 5
Free CancellationReserve now, pay when you stay
The price is P12,580 per night
4.8/5Exceptional! (1,667 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 Herrington Inn & Spa
4 out of 5
Free CancellationReserve now, pay when you stay
The price is P6,885 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
Free Cancellation
The price is P7,425 per night
4.7/5Exceptional! (1,594 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
Kimpton Hotel Monaco Chicago
4.5 out of 5
Free Cancellation
The price is P7,529 per night
4.7/5Exceptional! (998 reviews)

"This was a great hotel. The location was central to any restaurant, bar, or entertainment you can imagine. The views of the river are wonderful!"…"

Reviewed on Jun 30, 2020

Kimpton Hotel Monaco Chicago
LondonHouse Chicago, Curio Collection by Hilton
4.5 out of 5
Free CancellationReserve now, pay when you stay
The price is P4,856 per night
4.6/5Exceptional! (2,329 reviews)

"Room had a nice view, bed was very soft and it was decently clean."…"

Reviewed on Jul 7, 2020

LondonHouse Chicago, Curio Collection by Hilton
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 P9,356 per night
4.6/5Exceptional! (1,773 reviews)

"Great hotel!! I have stayed at this hotel multiple times I have enjoyed it each time! It is one of the best locations in Chicago! ⭐️⭐️⭐️⭐️"…"

Reviewed on Jul 7, 2020

Sofitel Chicago Magnificent Mile
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
4.5 out of 5
Free CancellationReserve now, pay when you stay
The price is P11,093 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
Eurostars Magnificent Mile, previously Dana Hotel
The price is P5,692 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
Radisson Blu Aqua Hotel Chicago
4.5 out of 5
221 N Columbus Dr, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is P9,214 per night
4.4/5Wonderful! (1,622 reviews)

"Went to Chicago recently and stayed at the Radisson Blu. Everything was very nice, from the pool area to the very nice gym. The buffet breakfast was very good as well. The only minor inconvenience was they had an issue with the revolving front door that required us to us a side door and went on for ..."…"

Reviewed on Mar 31, 2020

Radisson Blu Aqua Hotel Chicago
Royal Sonesta Chicago Riverfront
4 out of 5
71 E Wacker Dr, Chicago, IL
The price is P4,047 per night
4.3/5Excellent! (8,887 reviews)

"Everything was perfect! The staff is amazing. Stay in the Riverview rooms"…"

Reviewed on Mar 23, 2020

Royal Sonesta Chicago Riverfront
Swissotel - Chicago
4.5 out of 5
323 E Wacker Dr, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is P7,980 per night
4.3/5Excellent! (1,905 reviews)

"Staff were very friendly. Hotel was very clean. Lot’s to do within walking distance!"…"

Reviewed on Jul 5, 2020

Swissotel - Chicago
21c Museum Hotel Chicago - MGallery
4 out of 5
Free CancellationReserve now, pay when you stay
The price is P7,974 per night
4.3/5Excellent! (10 reviews)

"The art work was amazing & fun. Johnny, the concierge was very pleasant & helpful. The room was super-clean & fresh."…"

Reviewed on Mar 4, 2020

21c Museum Hotel Chicago - MGallery
The Ambassador Chicago, a Joie de Vivre Hotel
The price is P5,428 per night
4.3/5Excellent! (1,281 reviews)

"I did not like that I did not fine Parking, no restaurants , my view was horrible."…"

Reviewed on Jun 2, 2020

The Ambassador Chicago, a Joie de Vivre Hotel
Hampton Inn Chicago Downtown/Magnificent Mile
2.5 out of 5
Free CancellationReserve now, pay when you stay
The price is P5,890 per night
4.3/5Excellent! (2,134 reviews)

"Would have liked to stay pre or past COVID19 but we needed a getaway. Hotel was awesome under the circumstances. We love this town."…"

Reviewed on Jun 21, 2020

Hampton Inn Chicago Downtown/Magnificent Mile
The Champagne Lodge & Luxury Suites
The price is P6,390 per night
4.2/5Excellent! (982 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
Palmer House a Hilton Hotel
4 out of 5
17 E Monroe St, Chicago, IL
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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
Raffaello Hotel
4 out of 5
Free CancellationReserve now, pay when you stay
The price is P4,950 per night
4/5Very Good! (999 reviews)

"The room was a good value for the price. It was in a great location. Our sink in the bathroom had some issues but they moved us to a different room."…"

Reviewed on Jul 5, 2020

Raffaello Hotel
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Romantic Hotels in Chicago

Search for Romantic Hotels in Chicago on Expedia. You can easily find your hotels in Chicago using one of the methods below:

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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 Chicago, IL (ORD-O’Hare Intl.), 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.

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