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Featured The Loop Romantic Hotels

See all 589 Hotels in The Loop
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

85 East Wacker Drive, Chicago
5.0 out of 5.0
4.6 out of 5 (783 reviews)
Check inAt check in the beds are smaller then we though from the pictures. Planned to have are daughters with us we will have to try and upgrade or rent another room. We are some what disappeared.
  Dec 14, 2017

$109

$109
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

17 E Monroe St, Chicago
4.5 out of 5.0
4.2 out of 5 (9,597 reviews)
Girls Weekend in the CityThe hotel overall is beautiful from the moment you pull up to the entrance the experience carries a magical feel. The build has an old world feel with a modern twist. Old hotel elements throughout such as the mail shoots and small doors give the Palmer house it's antique unique charm. The rooms were ...
 Lina Sep 9, 2015

$84

$84
Virgin Hotels Chicago

Virgin Hotels Chicago

203 N Wabash Ave, Chicago
5.0 out of 5.0
4.8 out of 5 (1,447 reviews)
Beautiful hotelThis was my very first time staying here. My boyfriend and I went and stayed two days over Valentine's Day weekend. The hotel is gorgeous. Has a dark romantic modern feel, lol. The elevators were a bit on the small side but not a problem. Our room was great. Had a small apartment feel to it. Absolutely ...
 gabrielle Feb 17, 2016

$120

$120
Swissotel - Chicago

Swissotel - Chicago

323 E Wacker Dr, Chicago
5.0 out of 5.0
4.4 out of 5 (3,643 reviews)
Weekend getawayMe and my husband stayed at this hotel 2/14/15 for a romantic getaway and it was prefect the room service was pricey but overall the room was clean , food was excellent, and hotel staff was amazing as well . We're going to be visiting again very soon.
  Feb 17, 2015

$135

$135
Kimpton Hotel Monaco Chicago

Kimpton Hotel Monaco Chicago

225 N Wabash Ave, Chicago
4.5 out of 5.0
4.6 out of 5 (1,863 reviews)
Excellent staff!The staff at the Kimpton Monaco was very accommodating with some changes I had to make for my stay. They were very friendly, and, although I was somewhat concerned whether my changes would be a problem, they took care of me with no issues at all!
  Dec 9, 2017

$97

$97
Wyndham Grand Chicago Riverfront

Wyndham Grand Chicago Riverfront

71 E Wacker Dr, Chicago
4.5 out of 5.0
4.4 out of 5 (6,248 reviews)
Staff is the best. Great shopping locationReally enjoyed our 2nd stay at this beautiful hotel. Very accommodating staff and gave us our requested upper corner room with great view. Only concern would be no hand bars in shower or assist in entry and/or exiting shower. Love the location and definitely will return.
  Dec 12, 2017

$97

$97
Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago

221 N Columbus Dr, Chicago
5.0 out of 5.0
4.5 out of 5 (1,449 reviews)
WonderfulJessica checked me and my boyfriend in and upgraded us immediately because it was our anniversary. What wonderful customer service, she went above and beyond. Everyone was friendly and the hotel was immaculate. I would recommend it to anyone visiting Chicago.
  Dec 9, 2017

$122

$122
theWit Chicago - a DoubleTree by Hilton Hotel

theWit Chicago - a DoubleTree by Hilton Hotel

201 N State Street, Chicago
4.5 out of 5.0
4.5 out of 5 (1,486 reviews)
Great hotel, great locationWe stayed at the Wit for a couple days for a mini-honeymoon, and the experience was fantastic. All of the staff were super friendly and helpful. When they heard we just got married, they moved us up quite a few floors. The room was very comfortable, had great views, and was a perfect romantic getaway. ...
 Chris May 27, 2015

$95

$95
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

200 North Columbus Drive, Chicago
5.0 out of 5.0
4.4 out of 5 (3,388 reviews)
2 twin size beds instead of a kingHad a big night planned out for my girlfriend and I. I thought I specifically asked for a king size bed when I booked my room weeks prior to my visit to the hotel. Checking in was quick and easy which just added excitement and anticipation to get to our room, get dressed and ready for our romantic ...
  May 26, 2014

$119

$119
Kimpton Hotel Allegro

Kimpton Hotel Allegro

171 W Randolph St, Chicago
4.0 out of 5.0
4.3 out of 5 (3,814 reviews)
Romantic night and inspiring morningRomantic night at Chicago Theater District hotel. Close to Opera, Oriental, Goodwill, "Chicago", next door to 'Cadillac" ...Friendly personal. Beautiful Art Deco lobby. Social Hour and Complimentary coffee Morning at the Lobby - that's what you need.
 Grigori Mar 4, 2016

$101

$101
Hyatt Regency Chicago

Hyatt Regency Chicago

151 East Wacker Dr, Chicago
4.5 out of 5.0
4.4 out of 5 (8,778 reviews)
Polite and helpful staff in every department. Clean room. Quiet. Excellent hotel.
  Dec 13, 2017

$109

$109
Staypineapple at The Alise Chicago

Staypineapple at The Alise Chicago

1 W Washington St, Chicago
4.5 out of 5.0
4.6 out of 5 (1,373 reviews)
Location and RetroThe location is perfect for seeing a play and shopping. The styling is reflective of Burnham and Root which was a interesting era for Chicago. I enjoyed our stay very much.
  Dec 10, 2017

$99

$99
The Blackstone, Autograph Collection

The Blackstone, Autograph Collection

636 S Michigan Ave, Chicago
4.5 out of 5.0
4.5 out of 5 (789 reviews)
We took room with water view on the 11th floor. Room is good size, nice bathroom. Bed is very comfortable. Starbucks in site=plus Concierge and bellhop on check- in not the friendliest. Cuts into overall experience
  Dec 12, 2017

$109

$109
Chicago Athletic Association

Chicago Athletic Association

12 South Michigan Avenue, Chicago
5.0 out of 5.0
4.6 out of 5 (1,059 reviews)
Great looking hotel, with somewhat noisy roomsThe start of the experience was good. Very friendly staff, great looking hotel, and a nice little suprise (probably due to the VIP program): a 15$ minibar credit.When I got to my room, things got less interesting. The room looked great, but the noise was terrible. It was on the 3rd floor, and facing ...
 Etienne May 2, 2016

$169

$169
Hotel Blake, an Ascend Hotel Collection Member

Hotel Blake, an Ascend Hotel Collection Member

500 South Dearborn Street, Chicago
4.3 out of 5 (1,966 reviews)
Great HotelFriendly staff. Great location. Clean. Good price. Will stay there again.
  Dec 9, 2017

$104

$104
Crowne Plaza Chicago West Loop

Crowne Plaza Chicago West Loop

733 W Madison St, Chicago
4.0 out of 5.0
4.1 out of 5 (1,435 reviews)
Nice quiet clean hotel!! One train to ORDamazing friendly staff. Helped me with all my needs and assisted me with making reservation. Helped me set up a romantic night for my GF as well for a birthday surprise. I was amazed how nice the staff was and answered all my questions. Helped me get around the city and view some of the chicago tourism. ...
  Apr 10, 2015

$83

$83
W Chicago - City Center

W Chicago - City Center

172 W Adams St, Chicago
4.5 out of 5.0
3.9 out of 5 (1,324 reviews)
Great location and really nice accommodation The hotel is really nice and location is just right. Close to just about everything downtown Chicago. Great location for sight seeing and touristy attractions si h as the Willis tower, CIBC theatre and a whole lot more. One thing I would recommend is that this hotel get more comfortable beds. I thought ...
  Dec 12, 2017

$130

$130
JW Marriott Chicago

JW Marriott Chicago

151 West Adams Street, Chicago
4.5 out of 5.0
4.6 out of 5 (664 reviews)
Nice hotel in the heart of the cityGreat location and luxurious room made my night in Chicago very enjoyable. The hotel includes a spa, which I was not able to enjoy, but looked terrific. The enormous bath tub in my room though provided its own relaxing experience, and room service was delicious.
  Dec 13, 2017

$144

$144
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

10 S Wabash Ave, Chicago
4.5 out of 5.0
4.5 out of 5 (4,609 reviews)
Lovely HotelJust there for an evening, but was very satisfied with the room. Pleasantly surprised but the hotel overall exceeded my expectations.
  Dec 14, 2017

$104

$104
Map

Recently booked Romantic Hotels in The Loop

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Pocket Guide: Romantic Hotels in The Loop

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