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Romantic Hotels in Chicago, IL $99

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Top Chicago Neighborhoods for Romantic Hotels

Magnificent Mile
60 hotels

The Drake Hotel

4.0 out of 5.0
from

$130

The Loop
38 hotels
from

$104

Featured Chicago Romantic Hotels

See all 961 Hotels in Chicago
Kimpton Hotel Monaco Chicago

Kimpton Hotel Monaco Chicago

225 N Wabash Ave, Chicago
4.5 out of 5.0
4.6 out of 5 (751 reviews)
Short stay but hotel was very centric, it was clean and confortable
  Aug 20, 2017

$144

$144
Thompson Chicago

Thompson Chicago

21 East Bellevue, Chicago
4.5 out of 5.0
4.6 out of 5 (1,109 reviews)
Perfect location. Near to everything: restaurants, subway, sights and shopping
  Aug 21, 2017

$195

$195
Wyndham Grand Chicago Riverfront

Wyndham Grand Chicago Riverfront

71 E Wacker Dr, Chicago
4.0 out of 5.0
4.3 out of 5 (2,276 reviews)
Great view of the river and the skylineCame to Chicago for a short vacation to do some sightseeing and see a Coldplay concert. The Concierge was very helpful to all of our needs. Saw parks, the Lincoln Park Zoo, went to the beach, toured the Navy Pier, went shopping, took a river and lake cruise, saw fireworks, took the hop on hop off ...
  Aug 21, 2017

$134

$134
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 (737 reviews)
Great ExperienceGood location, hotel exceeded our expectations. Very modern design, spacious rooms, great service.
  Aug 20, 2017

$127

$127
The Whitehall Hotel

The Whitehall Hotel

105 E Delaware Pl, Chicago
4.0 out of 5.0
4.1 out of 5 (2,056 reviews)
We came as a family. They were very accommodating with a rollaway bed for our preschooler. Breakfast was a little intimidating though. The restaurant is geared toward adults, with real bar glasses; no plastic for sticky fingers. When I asked for a straw they handed us a cocktail straw which my four ...
  Aug 21, 2017

$110

$110
The Drake Hotel

The Drake Hotel

140 E Walton Place, Chicago
4.0 out of 5.0
4.3 out of 5 (809 reviews)
Great location and great staffThe concierge desk was very helpful in advising on city routes and local restaurants. We took in an architectural river tour and saw a Chicago Cubs game at Wrigley Field. It was a great weekend visiting an exciting city.
  Aug 21, 2017

$130

$130
Waldorf Astoria Chicago

Waldorf Astoria Chicago

11 E. Walton Street, Chicago
5.0 out of 5.0
4.7 out of 5 (230 reviews)
Beautiful hotel. Amazing hotel. Great location. Staff is a bit overworked. Front desk didn't always answer the phone.
  Aug 19, 2017

$319

$319
The Gwen, a Luxury Collection Hotel, Chicago

The Gwen, a Luxury Collection Hotel, Chicago

521 North Rush Street, Chicago
4.5 out of 5.0
4.5 out of 5 (839 reviews)
Beautiful hotelGreat location with extremely helpful and customer oriented staff
  Aug 19, 2017

$179

$179
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 (1,241 reviews)
Absolutely awesome hotelAlthough I spent a night here, I should've stayed longer, and that I did. Loved it so much, I'll be back to stay again and again...
  Aug 19, 2017

$178

$178
Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

20 E Chestnut St, Chicago
4.5 out of 5.0
4.7 out of 5 (1,490 reviews)
Great placeHotel is excellent, is located in a very nice place. Hitelnis close to very good places for tourist, like tours, "beach", stores, culture, restaurants, etc
  Aug 22, 2017

$166

$166
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

401 N Wabash Ave, Chicago
5.0 out of 5.0
4.8 out of 5 (785 reviews)
Excellent Hotel & ServicesExcellent Hotel,Superb Concierge & Wait Staff. Gorgeous Lake,City,and River Views. Posh Room accomodations.
  Aug 21, 2017

$276

$276
The Palmer House Hilton

The Palmer House Hilton

17 E Monroe St, Chicago
4.0 out of 5.0
4.2 out of 5 (2,490 reviews)
beautiful hotel in the heartgreat hotel, close to transit and the theatre district. walking distance to alot
  Aug 21, 2017

$104

$104
Dana Hotel and Spa

Dana Hotel and Spa

660 North State Street, Chicago
4.0 out of 5.0
4.4 out of 5 (978 reviews)
Nice.Very Nice! Good place for party. A little bit noisy.
  Aug 21, 2017

$118

$118
Virgin Hotels Chicago

Virgin Hotels Chicago

203 N Wabash Ave, Chicago
4.5 out of 5.0
4.8 out of 5 (450 reviews)
Very unique environment! Very comfy bed too. Very friendly and helpful staff. Overall great experience.
  Aug 18, 2017

$153

$153
Hard Rock Hotel Chicago

Hard Rock Hotel Chicago

230 North Michigan Avenue, Chicago
4.0 out of 5.0
4.1 out of 5 (2,018 reviews)
Nice hotel, but problematic Internet The room is nice and clean, what you can't say on the corridor... The Internet is free, but not really useful- so if you are there for business- you have a problem
  Aug 21, 2017

$118

$118
The Peninsula Chicago

The Peninsula Chicago

108 East Superior Street, Chicago
5.0 out of 5.0
4.9 out of 5 (249 reviews)
Very classy.It was wonderful!!. My wife and I were in Chicago for our anniversary - our experience was fantastic. We would definitely recommend this hotel to anyone.
  Aug 8, 2017

$399

$399
Raffaello Hotel

Raffaello Hotel

201 E Delaware Pl, Chicago
4.0 out of 5.0
4.2 out of 5 (1,542 reviews)
Nice hotel at a convenient locationClose to everything. Easy access from lake shore drive. Very convenient.
  Aug 19, 2017

$127

$127
Swissotel - Chicago

Swissotel - Chicago

323 E Wacker Dr, Chicago
4.0 out of 5.0
4.4 out of 5 (1,162 reviews)
Great Location We just spent the night and did not spend any time in the hotel other than showering and sleeping. I would rate it slightly below the Fairmont Chicago. Altogether a nice not fabulous hotel. Room and bath seemed clean
  Aug 21, 2017

$152

$152
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 (322 reviews)
Cool ,Comfortable and Casual I really enjoyed my stay . The room was clean and set up perfectly the I needed for my wife !
  Aug 18, 2017

$99

$99
Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago

221 N Columbus Dr, Chicago
4.5 out of 5.0
4.5 out of 5 (415 reviews)
I love it and they have the best services!!!i will definitely stay there multiple times
  Aug 11, 2017

$161

$161
Map

Recently booked Romantic Hotels in Chicago

Central Loop Hotel
4.0 out of 5.0
Last booking: 1 minute ago
Red Roof Inn PLUS+ Chicago - Willowbrook
2.5 out of 5.0
Last booking: 1 minute ago
Hilton Chicago- Michigan Ave Cultural Mile
4.0 out of 5.0
Last booking: 1 minute ago
Hard Rock Hotel Chicago
4.0 out of 5.0
Last booking: 2 minutes ago
Motel 6 Chicago O'hare - Schiller Park
2.0 out of 5.0
Last booking: 2 minutes ago
SpringHill Suites by Marriott Chicago Waukegan/Gurnee
3.0 out of 5.0
Last booking: 3 minutes ago
JW Marriott Chicago
4.0 out of 5.0
Last booking: 4 minutes ago
Days Inn Elk Grove Village/Chicago/OHare Airport West
1.5 out of 5.0
Last booking: 5 minutes ago
City Suites Hotel
2.5 out of 5.0
Last booking: 5 minutes ago

Romantic Chicago Hotels Information

Light up some candles, play your best music, and make sure the flower petals are ready: You are on your way to love. Whether you simply need a break from the bustling itinerary of everyday life or have a special weekend nearing, Expedia has romantic hotels in Chicago that will make you say "ooh la la". Regardless of the reason you want this vacation, we provide a simple way to browse 4 romantic hotels in Chicago.

Chicago Romantic Accommodation Is Just the Beginning

When it comes to tales of romance, what do you want? You may be able to find Chicago hotels with in-room indulgences or a private room for a relaxing couples massage. Stare into each other's eyes over candlelit meals at the area bistros. No need to retire to your lodging just yet, continue the games at a nearby establishment.

You'll also learn what is in the cards for you, because you can search for the scene in the area where you plan to book.

  • Just when you want them, Chicago romantic hotels are here for you and your sweetheart.
  • We can assist you in identifying precisely what you are seeking at romantic hotels in Chicago.
  • You'll not ever feel the need to leave.
  • Traveler services can help you find what you are looking for.
  • A stroll under the night sky is the perfect conclusion to a superb vacation.

It's a Great Opportunity to Be Amazed by Our Discounts and Room Choices

Yes, it will be easy for you to realize why visitors so frequently come back. Chicago has undergone a 41% rise in activity over the last twelve months. And with Expedia's deals, you will be left with plenty of savings in the bank. Live your honeymoon phase all over again when you give us a chance.

Imagine snuggling with your heart’s desire on the Navy Pier Ferris Wheel. Walk hand-in-hand through Millennium Park, or, if you’re visiting in the winter, hang on to each other as you flail around its skating rink. If you’re sports fans visiting in the summer, put on your baseball caps and watch the Cubs play at Wrigley Field. In the evening, indulge in a candlelit dinner and take in the view of the dazzling Willis Tower. End your romantic Chicago evening with a walk around Buckingham Fountain in Grant Park. You’ll both admire the night display, and steal a kiss near the dancing waters.

Your lovers’ trip isn’t just about the city. When you stay in romantic hotels, Chicago becomes an even better destination for you and your soulmate. Book a hotel with a concierge service to order a limo or town car so you won’t have to hoof it to a big dinner in expensive (and perhaps uncomfortable) shoes. If you’ve still got some energy after a day exploring the city’s hotspots, grab a dance and a responsible drink at the hotel’s in-house nightclub or lounge. Spend the morning clad in soft bathrobes, sipping coffee or tea as you make your plans for the day. And of course, cap off your trip with a couples massage.

Whether you want to stay in a quiet, secluded B&B or are searching for the best Chicago luxury hotels, Expedia has you covered. From spa treatments to baseball games, this city has everything, and you and your partner are bound to find exciting activities to attend together. Come to Chicago for your honeymoon, anniversary, or romantic retreat, and let us handle the rest.