Romantic Hotels in The Loop, Chicago

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Dec 19 - Dec 20
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Featured 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
$130 nightly
The price is $153 total per night
$153 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Guests staying at LondonHouse Chicago, Curio Collection by Hilton enjoy access to a full-service spa, a gym, and free WiFi in public areas. The front desk has multilingual staff standing by 24 hours a day to assist with dry cleaning/laundry and concierge services. Other amenities at this luxury hotel include conference space, a business center, and free newspapers.
Spa
Free WiFi
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
$140 nightly
The price is $160 total per night
$160 total
Dec 28 - Dec 29
Total with taxes and fees
Guests of Palmer House a Hilton Hotel enjoy a full-service spa, an indoor pool, and a 24-hour gym. Parking is available for USD 57 per night (USD 85 per night for valet parking), and there's also limo/town car service. Multilingual staff at the front desk are standing by 24/7 to help with securing valuables, concierge services, and access to locker space. Other amenities at this luxury hotel include a conference center, a business center, and express check-in.
Pool
Spa
Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
203 N Wabash Ave Chicago IL
$203 nightly
The price is $238 total per night
$238 total
Dec 21 - Dec 22
Total with taxes and fees
Guests of Sports Illustrated Resorts Chicago enjoy features like a 24-hour gym, free WiFi in public areas, and express check-out. Valet parking is offered for USD 79 per night. The 24-hour front desk has staff standing by to help with concierge services and luggage storage.
Free WiFi
Air conditioning
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
323 E Wacker Dr Chicago IL
Free Cancellation
Reserve now, pay when you stay
$128 nightly
The price is $150 total per night
$150 total
Dec 21 - Dec 22
Total with taxes and fees
Swissotel - Chicago offers a 24-hour gym, a conference center, and a business center. Valet parking is available for USD 87.00 per night. Multilingual staff at the 24-hour front desk can assist with dry cleaning/laundry, securing valuables, and tours or tickets. Other amenities at this luxury hotel include a computer station, express check-in, and express check-out.
Spa
Pet friendly
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
$116 nightly
The price is $136 total per night
$136 total
Dec 23 - Dec 24
Total with taxes and fees
L7 Chicago by LOTTE features a 24-hour gym, free WiFi in public areas, and coffee in a common area. Valet parking is available for USD 69.00 per day. The front desk has multilingual staff on hand 24/7 to help with dry cleaning/laundry, luggage storage, and concierge services. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this boutique hotel include express check-in, free newspapers, and laundry facilities.
Pet friendly
Free WiFi
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 16 - Jan 17, 2026
Total with taxes and fees
Guests of The Royal Sonesta Chicago Downtown enjoy a 24-hour gym, WiFi in public areas, and conference space. Valet parking is available for USD 78 per night. The front desk has multilingual staff standing by 24 hours a day to assist with tours/tickets and luggage storage. Additional amenities include a business center, wedding services, and an ATM.
Pet friendly
Free WiFi
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
$156 nightly
The price is $183 total per night
$183 total
Dec 21 - Dec 22
Total with taxes and fees
Radisson Blu Aqua Hotel Chicago features an indoor pool, a 24-hour gym, and conference space. Parking is available for USD 63 per night (USD 80 per night for valet parking), and there's also limo/town car service. Multilingual staff at the front desk are standing by 24/7 to help with luggage storage, tours or tickets, and dry cleaning/laundry. Other amenities at this luxury hotel include a 24-hour business center, a seasonal outdoor pool, and express check-out.
Pool
Pet friendly
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
$172 nightly
The price is $202 total per night
$202 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
Guests staying at theWit Chicago, a Hilton Hotel enjoy access to a full-service spa, a 24-hour gym, and WiFi in public areas. Valet parking is available for USD 86.00 per night, and there's also limo/town car service. The front desk has multilingual staff on hand 24/7 to help with securing valuables, luggage storage, and concierge services. Other amenities at this luxury hotel include meeting rooms, conference space, and a 24-hour business center.
Spa
Restaurant
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
$194 nightly
The price is $228 total per night
$228 total
Dec 20 - Dec 21
Total with taxes and fees
Guests staying at Fairmont Chicago at Millennium Park enjoy access to a full-service spa, a 24-hour gym, and free WiFi in public areas. Valet parking is available for USD 86 per day, and there's also limo/town car service. The 24-hour front desk has staff standing by to help with tours or tickets, luggage storage, and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this spa hotel include meeting rooms, conference space, and a business center.
Spa
Pet friendly
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 16 - Jan 17, 2026
Total with taxes and fees
Guests of The Allegro Royal Sonesta Hotel Chicago Loop enjoy a 24-hour gym, WiFi in public areas, and conference space. Valet parking is offered for USD 77 per night. The 24-hour front desk has multilingual staff ready to assist with concierge services and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a reception hall, an ATM, and a fireplace in the lobby.
Pet friendly
Air conditioning
Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr Chicago IL
Free Cancellation
Reserve now, pay when you stay
$164 nightly
The price is $193 total per night
$193 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Guests of Hyatt Regency Chicago enjoy a gym, free WiFi in public areas, and meeting rooms. Valet parking is offered for USD 92 per night. The 24-hour front desk has multilingual staff ready to assist with tours or tickets, dry cleaning/laundry, and securing valuables. Additional amenities include conference space, a business center, and express check-in.
Free WiFi
Restaurant
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
$121 nightly
The price is $143 total per night
$143 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Staypineapple, An Iconic Hotel, The Loop offers a gym, coffee in a common area, and a meeting room. Valet parking is available for USD 75 per night. Multilingual staff at the 24-hour front desk can assist with securing valuables, tours or tickets, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this boutique hotel include free use of bicycles, express check-out, and free newspapers.
Pet friendly
Restaurant
The Blackstone, Autograph Collection

The Blackstone, Autograph Collection

4 out of 5
636 S Michigan Ave Chicago IL
Free Cancellation
Reserve now, pay when you stay
$149 nightly
The price is $175 total per night
$175 total
Dec 21 - Dec 22
Total with taxes and fees
The Blackstone, Autograph Collection features a 24-hour gym, free WiFi in public areas, and conference space. Self parking is offered for USD 70 per day. Front-desk staff can answer questions 24/7, and assist with luggage storage, tours or tickets, and dry cleaning/laundry. Additional amenities include a 24-hour business center, a computer station, and express check-in.
Spa
Pet friendly
Pendry Chicago

Pendry Chicago

4.5 out of 5
230 North Michigan Avenue Chicago IL
Free Cancellation
Reserve now, pay when you stay
$195 nightly
The price is $229 total per night
$229 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Guests staying at Pendry Chicago enjoy a 24-hour gym, a rooftop terrace, and free WiFi in public areas. Valet parking is offered for USD 79 per night. The front desk has multilingual staff on hand 24/7 to help with concierge services, securing valuables, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this luxury hotel include a conference center, free use of bicycles, and express check-in.
Pet friendly
Free WiFi
Chicago Athletic Association, a Hyatt Hotel

Chicago Athletic Association, a Hyatt Hotel

4.5 out of 5
12 South Michigan Avenue Chicago IL
Free Cancellation
Reserve now, pay when you stay
$139 nightly
The price is $163 total per night
$163 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
At Chicago Athletic Association, a Hyatt Hotel, guests have access to a 24-hour gym, a rooftop terrace, and free WiFi in public areas. Valet parking is offered for USD 84 per night. Multilingual staff at the 24-hour front desk can assist with dry cleaning/laundry, concierge services, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this luxury hotel include conference space, coffee/tea in a common area, and free use of bicycles.
Pet friendly
Free WiFi
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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.

Couples getaways in The Loop

Whether you've been with your partner for ages or you're venturing into a brand new relationship, there's nothing more romantic than an impromptu escape together. If it's luxury you're craving, you'll fall in love with some of the hotels and resorts on offer in The Loop.

Romantic Resorts

Organizing a getaway with your sweetheart? If you're looking for someplace that goes above and beyond, the W Chicago - City Center should suit you down to the ground. As well as top-notch service and charming rooms, it offers on-site shopping options and a ballroom. The LondonHouse Chicago, Curio Collection by Hilton is another impressive option for couples eager to reignite the flames of passion. As well as a host of amazing activities to enjoy together, this resort boasts breakfast services and a ballroom.

Romantic places to visit in The Loop

If you're aiming to woo your significant other with a memorable day out, head on over to these enchanting attractions.

  • Yearning to get out and see every part of this neighborhood with the love of your life? Noble Fool Theater is a fantastic starting point.
  • After that, spend time together at Chicago Symphony Orchestra. You'll be over the moon you did!
  • Ford Center for the Performing Arts Oriental Theatre is not too far away and is a great place for couples hoping to learn more about the unique culture of the place.
  • If you have time left, create some new memories at The PrivateBank Theatre. With your soulmate by your side, they'll be ones that last forever.

The Loop hotels essential information

Accommodation
1,234 hotels
Lowest Price
$136
Highest Price
$238
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, The Blackstone, Autograph Collection, Pendry Chicago, Chicago Athletic Association, a Hyatt Hotel

Recent Romantic Getaways & Hotels Reviews

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

5/5 Excellent
"Yes"
A verified traveler from Chicago stayed at Palmer House a Hilton Hotel
Posted 16 hours ago
Palmer House a Hilton Hotel

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