Romantic Hotels in South Loop, Chicago
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Featured South Loop Romantic Getaways & Hotels

The Blackstone, Autograph Collection
636 S Michigan Ave, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$152 nightly
The price is $179 total per night
$179 total
Nov 23 - Nov 24
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 dry cleaning/laundry, luggage storage, and concierge services. Additional amenities include a 24-hour business center, a computer station, and express check-in.
Spa
Pet friendly

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
500 South Dearborn Street, Chicago, IL
Free Cancellation
$111 nightly
The price is $131 total per night
$131 total
Nov 24 - Nov 25
Total with taxes and fees
Renovated in 2020, Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel offers a 24-hour gym, free WiFi in public areas, and a 24-hour business center. Valet parking is offered for USD 60 per night. The 24-hour front desk has multilingual staff ready to assist with concierge services, dry cleaning/laundry, and securing valuables. Other amenities at this boutique hotel include express check-out, a porter/bellhop, and a banquet hall.
Free WiFi
Restaurant

Hyatt Regency McCormick Place Chicago
2233 S Martin Luther King Dr, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$199 nightly
The price is $234 total per night
$234 total
Nov 23 - Nov 24
Total with taxes and fees
Guests of Hyatt Regency McCormick Place Chicago have access to an indoor pool, a gym, and a sauna. Parking is available for USD 40 per night (USD 60 per day for valet parking), and there's also a free casino shuttle. Multilingual staff at the 24-hour front desk can assist with luggage storage, concierge services, and dry cleaning/laundry. Additional amenities include free WiFi in public areas, meeting rooms, and a conference center.
Pool
Free WiFi

Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $129 total per night
$129 total
Nov 25 - Nov 26
Total with taxes and fees
Guests of Congress Plaza Hotel enjoy a gym, free WiFi in public areas, and meeting rooms. Self parking is offered for USD 62.00 per night. Multilingual staff at the front desk are standing by 24/7 to help with concierge services, luggage storage, and securing valuables. Additional amenities include conference space, a business center, and express check-out.
Free WiFi
Restaurant

Hilton Chicago
720 S Michigan Ave, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$139 nightly
The price is $163 total per night
$163 total
Nov 24 - Nov 25
Total with taxes and fees
Guests staying at Hilton Chicago enjoy an indoor pool, a gym, and a sauna. Valet parking is offered for USD 88.00 per day. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry, luggage storage, and securing valuables. Other amenities at this historic hotel include free WiFi in public areas, a hot tub, and a conference center.
Pool
Hot Tub

The Wheeler Mansion
2020 South Calumet Avenue, Chicago, IL
Guests of The Wheeler Mansion enjoy access to free WiFi in public areas, meeting rooms, and conference space. You can put free parking to good use if you drive. Front-desk staff can assist with dry cleaning/laundry, concierge services, and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls, an off-leash area, and pet-sitting services. Other amenities at this luxury hotel include coffee/tea in a common area, an arcade/game room, and a library.
Breakfast included
All inclusive

Travelodge by Wyndham Downtown Chicago
65 E Harrison St, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$89 nightly
The price is $105 total per night
$105 total
Nov 17 - Nov 18
Total with taxes and fees
At Travelodge by Wyndham Downtown Chicago, guests have access to free WiFi in public areas, microwave in a common area, and express check-out. Multilingual staff at the 24-hour front desk can assist with luggage storage, securing valuables, and tours or tickets. Additional amenities include free newspapers, a vending machine, and an ATM.
Free WiFi
Restaurant
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.
South Loop hotels essential information
Accommodation | 4,644 hotels |
|---|---|
Lowest Price | $105 |
Highest Price | $234 |
Popular hotels | The Blackstone, Autograph Collection, Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel, Hyatt Regency McCormick Place Chicago , Congress Plaza Hotel, Hilton Chicago, The Wheeler Mansion, Travelodge by Wyndham Downtown Chicago |
Recent Romantic Getaways & Hotels Reviews

Best Western Grant Park Hotel
5/5 Excellent
"Very comfortable and clean rooms, centrally located, and an excellent bakery!"
A verified traveler stayed at Best Western Grant Park Hotel
Posted 3 days ago
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