Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Search 321,000 hotels worldwide.

Get the price guarantee available for your trip.

No Expedia cancellation fee to change or cancel almost any hotel reservation.


Top Chicago Neighborhoods for Romantic Hotels

Magnificent Mile
60 hotels
from

£154

The Loop
39 hotels
from

£145

Featured Chicago Romantic Hotels

See all 806 Hotels in Chicago
The Champagne Lodge & Luxury Suites

The Champagne Lodge & Luxury Suites

16 W 621 S. Frontage Rd, Willowbrook
3.5 out of 5.0
4.3 out of 5 (327 reviews)
Wonderful nice service very nice and clean rooms and very upscale
  9 Sep 2017

£82

£82
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

17 E Monroe St, Chicago
4.0 out of 5.0
4.2 out of 5 (2,558 reviews)
Excellent location, needs some updatesThe Palmer House is an older hotel that has a prime location but maybe needs a few more updates and a bit of routine upkeep. The single room with a king bed was bright, clean, and fresh smelling, but kind of cramped with barely any room between the bed and the entertainment cabinet, which makes it ...
  22 Sep 2017

£145

£145
The Drake, a Hilton Hotel

The Drake, a Hilton Hotel

140 E Walton Place, Chicago
4.0 out of 5.0
4.3 out of 5 (824 reviews)
Great location in a historic wonderful hotel.The room was nice and big overlooking the lake , was very comfortable. The morning breakfast was incredible with lots of choices and the staff could not have been more helpful.,
  22 Sep 2017

£154

£154
Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

20 E Chestnut St, Chicago
4.5 out of 5.0
4.7 out of 5 (1,512 reviews)
Beautiful views and perfect locationI splurged on this hotel for a weekend as an anniversary gift for my significant other. I emailed the hotel and requested a room on a high floor with a beautiful view, and when we checked in, I was delighted to learn that we were placed on the 32nd floor with a view of the John Hancock building. ...
  22 Sep 2017

£203

£203
Dana Hotel and Spa

Dana Hotel and Spa

660 North State Street, Chicago
4.0 out of 5.0
4.4 out of 5 (988 reviews)
Fab hotel in a great location Really nice urban/ chic boutique hotel. We had an initial problem with our room (balcony door wouldn't lock) but staff immediately change our room and upgraded us to a larger room on a higher floor. Staff are really friendly and happy to help with any questions / suggestions for restaurants etc. ...
  22 Sep 2017

£119

£119
Swissotel - Chicago

Swissotel - Chicago

323 E Wacker Dr, Chicago
4.5 out of 5.0
4.4 out of 5 (1,185 reviews)
Good quality hotel in excellent location.Great location. Wonderful views of Chicago River. Nice warm pool, hot tub, sauna. Bathrobes provided in the room.
  13 Sep 2017

£130

£130
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

127 West Huron, at LaSalle, Chicago
4.5 out of 5.0
4.4 out of 5 (770 reviews)
Well appointed modern Chicago hotelThe Godfrey is a modern hotel option in reasonable walking distance to the heart of Chicago.
  21 Sep 2017

£138

£138
Thompson Chicago

Thompson Chicago

21 East Bellevue, Chicago
4.5 out of 5.0
4.6 out of 5 (1,142 reviews)
Nice hotel, good location 4/5 - clean hotel, friendly staff, nice rooms, kinda expensive but hey..
  18 Sep 2017

£137

£137
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

200 North Columbus Drive, Chicago
4.5 out of 5.0
4.4 out of 5 (1,264 reviews)
Nice hotel not far from shopping area .No noise But it is better if Wi-Fi improved and should be free in the rooms
  21 Sep 2017

£142

£142
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

521 North Rush Street, Chicago
4.5 out of 5.0
4.5 out of 5 (850 reviews)
Nice hotelThe Gwen is a quality hotel placed in a great location on the Magnificent Mile. The river and lake are walking distance and there is shopping everywhere around. One drawback is that the hotel is located above the shopping mall so getting to your room requires taking two separate elevators. On our ...
  19 Sep 2017

£191

£191
Map

Recently booked Chicago hotels

Chicago's Essex Inn
3.5 out of 5.0
Last booking: 3 minutes ago
Hilton Garden Inn Chicago/Midway Airport
3.0 out of 5.0
Last booking: 8 minutes ago
Motel 6 Elk Grove Village
2.0 out of 5.0
Last booking: 18 minutes ago
Holiday Inn Express Hotel & Suites Chicago West-O'hare Arpt
2.5 out of 5.0
Last booking: 20 minutes ago
Holiday Inn O'Hare
3.0 out of 5.0
Last booking: 21 minutes ago
Holiday Inn Express Hotel & Suites Chicago O'Hare
3.0 out of 5.0
Last booking: 35 minutes ago
Holiday Inn Chicago Northwest-Elgin
3.0 out of 5.0
Last booking: 35 minutes ago
The Palmer House Hilton
4.0 out of 5.0
Last booking: 40 minutes ago
Warwick Allerton Hotel Chicago
4.0 out of 5.0
Last booking: 43 minutes ago

Pocket Guide: Romantic Hotels Hotels in Chicago

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

  • View our selection of featured hotels in Chicago
  • Use the map to find hotels in the Chicago neighborhood you prefer
  • Use the filters to see hotels in a specific area of Chicago, select a specific theme, brand, or hotel class from basic (1 Star) to luxury hotels (5 Stars) in Chicago
  • Enter your travel dates to view the best deals on hotels in Chicago - while they last