Find & compare romantic hotels in The Loop, Chicago from $163

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top The Loop Romantic Getaways & Hotels

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
85 East Wacker Drive, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $183 per night
$183
per night
Apr 28 - Apr 29
A spa, in-room massages, and onsite dining await visiting couples at this upscale hotel. The property also offers Frette Italian sheets, a terrace, and a quiet ...
Kimpton Hotel Monaco Chicago, an IHG Hotel

Kimpton Hotel Monaco Chicago, an IHG Hotel

4.5 out of 5
225 N Wabash Ave, Chicago, IL
Get rates
In-room massages and a lobby fireplace await at this romantic hotel, which also offers Frette Italian sheets and a boutique feel.
Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop

4 out of 5
1 W Washington St, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $163 per night
$163
per night
Apr 28 - Apr 29
Splurge on a romantic stay at this boutique hotel, where you'll find onsite dining and a bar.
Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
203 N Wabash Ave, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $197 per night
$197
per night
Apr 28 - Apr 29
Arrange a getaway at this boutique hotel, featuring al fresco dining, happy hours, and hydromassage showers. Couples will appreciate the champagne service, luxurious ...
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

4 out of 5
71 E Wacker Dr, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $180 per night
$180
per night
Apr 21 - Apr 22
Whatever your love language might be, you and your special someone are sure to love the premium mattresses and restaurant at this Art Deco hotel. You'll also ...
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
201 N State Street, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $212 per night
$212
per night
Apr 22 - Apr 23
Ready for a romantic getaway? Consider this upscale hotel, featuring a spa, in-room massages, and happy hours. Couples will appreciate the luxury bedding and ...
Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr, Chicago, IL
Free Cancellation
The price is $224 per night
$224
per night
Apr 21 - Apr 22
Al fresco dining, premium mattresses, and luxury bedding await couples looking for a romantic getaway at this eco-certified hotel. The property also offers a ...
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
323 E Wacker Dr, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $202 per night
$202
per night
Apr 21 - Apr 22
Spa services, in-room massages, and a garden await couples visiting this romantic hotel. The property also offers a lobby fireplace, onsite dining, and a riverside ...
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
171 W Randolph St, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $165 per night
$165
per night
Apr 21 - Apr 22
A lobby fireplace, romance packages, and premium mattresses await visiting couples at this romantic hotel. The property also offers onsite dining and Egyptian ...
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
200 North Columbus Drive, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $229 per night
$229
per night
Apr 21 - Apr 22
Indulge in a romantic getaway at this eco-certified hotel, where you'll find a garden, happy hours, and premium mattresses. Couples will love the luxury bedding ...
Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago

4.5 out of 5
221 N Columbus Dr, Chicago, IL
Free Cancellation
The price is $179 per night
$179
per night
Apr 21 - Apr 22
For a romantic stay, consider this upscale hotel, featuring a garden, a lobby fireplace, and free pool cabanas. Couples will appreciate the restaurant and rooftop ...
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $209 per night
$209
per night
Apr 20 - Apr 21
Indulge in a romantic getaway at this historic hotel, where you'll find a spa, happy hours, and premium mattresses. Couples will love the luxury bedding and ...
Don't see what you're looking for?
See all available properties in The Loop
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.

The Loop romantic getaways

Romantic luxury hotels in The Loop

Every couple could do with a romantic getaway every once in a while. And when that involves slipping between gloriously soft sheets and enjoying some room-service wine, how can one not indulge? Spirit your partner away to an upscale The Loop hotel:

The Loop hotels essential information

Accommodation
1,273 hotels
Lowest Price
$163
Highest Price
$229
Popular hotels
LondonHouse Chicago, Curio Collection by Hilton, Palmer House a Hilton Hotel, Virgin Hotels Chicago, Swissotel - Chicago, Kimpton Hotel Monaco Chicago, an IHG Hotel, The Royal Sonesta Chicago Downtown, Radisson Blu Aqua Hotel Chicago, theWit Chicago, a Hilton Hotel, Fairmont Chicago at Millennium Park, The Allegro Royal Sonesta Hotel Chicago Loop, Hyatt Regency Chicago, Staypineapple, An Iconic Hotel, The Loop

Recent The Loop hotel reviews by fellow wanderers

Virgin Hotels Chicago

Virgin Hotels Chicago

5 out of 5
Posted 15 hours ago
Travelocity Verified Review
"Hotel room was great and clean. Room service menu was very limited, so we went down to the brunch restaurant. The checkout time was late so that helped. I reserved a city view, but the view wasn’t great from 15th floor. Requested to move to different room and the moved us on 23rd floor. View was better from there."
A verified traveler stayed at Virgin Hotels Chicago
Virgin Hotels Chicago

Explore more Romantic Getaways & Hotels

Types of hotels

Hotels near…

Hotels by star rating

Areas of The Loop

Popular Romantic Getaways & Hotels Destinations