Romantic Hotels in The Loop, IL

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Top The Loop Romantic Getaways & Hotels

L7 Chicago by LOTTE

L7 Chicago by LOTTE

4.5 out of 5
225 N Wabash Ave Chicago IL
Free Cancellation
Reserve now, pay when you stay
$157 nightly
The price is $184 total per night
$184 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Indulge in a romantic getaway at this boutique hotel, where you'll find in-room massages, a lobby fireplace, and onsite dining. Couples will love the Frette ...
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
$130 nightly
The price is $153 total per night
$153 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Indulge in a romantic getaway at this upscale hotel, where you'll find a spa, in-room massages, and onsite dining. Couples will love the Frette Italian sheets ...
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
$136 nightly
The price is $160 total per night
$160 total
Dec 22 - Dec 23
Total with taxes and fees
Indulge in a romantic getaway at this boutique hotel, which offers premium mattresses, onsite dining, and luxury bedding. Couples will love the bar and local ...
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
$141 nightly
The price is $166 total per night
$166 total
Jan 2 - Jan 3, 2026
Total with taxes and fees
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 ...
Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr Chicago IL
Free Cancellation
Reserve now, pay when you stay
$161 nightly
The price is $189 total per night
$189 total
Dec 22 - Dec 23
Total with taxes and fees
Al fresco dining, premium mattresses, and luxury bedding await couples visiting this romantic hotel. The property also offers a terrace, a bar, and a riverside ...
Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
203 N Wabash Ave Chicago IL
Free Cancellation
$181 nightly
The price is $212 total per night
$212 total
Dec 7 - Dec 8
Total with taxes and fees
Arrange a getaway at this boutique hotel, featuring al fresco dining, hydromassage showers, and champagne service. Couples will appreciate the romance packages, ...
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
323 E Wacker Dr Chicago IL
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $115 total per night
$115 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Spa services, in-room massages, and a garden await visiting couples at this upscale hotel. The property also offers a lobby fireplace, onsite dining, and a riverside ...
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
$164 nightly
The price is $192 total per night
$192 total
Jan 2 - Jan 3, 2026
Total with taxes and fees
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 ...
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
$124 nightly
The price is $146 total per night
$146 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Happy hours, a lobby fireplace, and romance packages await visiting couples at this romantic hotel. The property also offers premium mattresses 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
$195 nightly
The price is $229 total per night
$229 total
Dec 6 - Dec 7
Total with taxes and fees
Book a stay at this romantic hotel, featuring a spa and a garden. Couples will appreciate the premium mattresses, luxury bedding, and restaurant.
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
$128 nightly
The price is $145 total per night
$145 total
Dec 28 - Dec 29
Total with taxes and fees
Ready for a romantic getaway? You are sure to enjoy the spa, premium mattresses, and luxury bedding at this upscale hotel. You'll also appreciate the restaurant, ...
Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago

4.5 out of 5
221 N Columbus Dr Chicago IL
Free Cancellation
Reserve now, pay when you stay
$162 nightly
The price is $190 total per night
$190 total
Dec 18 - Dec 19
Total with taxes and fees
For a romantic stay, consider this upscale hotel, featuring a garden, a lobby fireplace, and free pool cabanas. Couples will appreciate the restaurant and ...
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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
1,250 hotels
Lowest Price
$115
Highest Price
$229
Popular hotels
LondonHouse Chicago, Curio Collection by Hilton, Palmer House a Hilton Hotel, Virgin Hotels Chicago, Swissotel - Chicago, L7 Chicago by LOTTE, 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

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

5 out of 5
Posted 15 hours ago
Travelocity Verified Review
"Would stay again. "
A verified traveler stayed at Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago Downtown

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