Romantic Hotels in South Loop, IL

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 South Loop Romantic Getaways & Hotels

Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago

4 out of 5
500 South Dearborn Street Chicago IL
$160 nightly
The price is $191 total per night
$191 total
Nov 22 - Nov 23
Total with taxes and fees
If a romantic getaway is the plan, you're sure to love the al fresco dining and premium mattresses at this boutique hotel. You'll also appreciate the Egyptian ...
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
$177 nightly
The price is $210 total per night
$210 total
Nov 23 - Nov 24
Total with taxes and fees
Fall in love again at this Beaux Arts hotel. You and your special someone are sure to love the spa services, in-room massages, and lobby fireplace. You'll also ...
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Free Cancellation
Reserve now, pay when you stay
$133 nightly
The price is $158 total per night
$158 total
Nov 27 - Nov 28
Total with taxes and fees
Fall in love again at this historic hotel. You and your special someone are sure to love the hot tub, 2 restaurants, and lobby fireplace. You'll also appreciate ...
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
Free Cancellation
Reserve now, pay when you stay
$119 nightly
The price is $140 total per night
$140 total
Dec 4 - Dec 5
Total with taxes and fees
Onsite dining and more await visiting couples at this romantic hotel.
Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

4 out of 5
2233 S Martin Luther King Dr Chicago IL
Free Cancellation
Reserve now, pay when you stay
$194 nightly
The price is $230 total per night
$230 total
Nov 23 - Nov 24
Total with taxes and fees
Al fresco dining and premium mattresses await at this romantic hotel, which also offers luxury bedding and a lakeside location.
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Free Cancellation
Reserve now, pay when you stay
$106 nightly
The price is $126 total per night
$126 total
Nov 22 - Nov 23
Total with taxes and fees
Plan a stay with your special someone, where you're sure to love the soaking tubs and 2 restaurants at this romantic hotel. You'll also appreciate the 2 ...
The Wheeler Mansion

The Wheeler Mansion

4 out of 5
2020 South Calumet Avenue Chicago IL
Get rates
Ready for a romantic getaway? You are sure to enjoy the garden, lobby fireplace, and premium mattresses at this boutique hotel. You'll also appreciate the luxury ...
Don't see what you're looking for?
See all available properties in South 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.

South Loop hotels essential information

Accommodation
4,674 hotels
Lowest Price
$126
Highest Price
$230
Popular hotels
The Blackstone, Autograph Collection, Hilton Vacation Club Hotel Blake Chicago, Hyatt Regency McCormick Place Chicago , Congress Plaza Hotel, Hilton Chicago, The Wheeler Mansion, Travelodge by Wyndham Downtown Chicago

Recent South Loop hotel reviews by fellow wanderers

Hilton Chicago

Hilton Chicago

5 out of 5
Posted 11 hours ago
Travelocity Verified Review
"Staff great"
A verified traveler stayed at Hilton Chicago
Hilton Chicago