Find Romantic Hotels in West Loop, Chicago from $100

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Check availability on West Loop Romantic Hotels

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Dec 5 - Dec 6
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Dec 6 - Dec 7
This weekend
Dec 5 - Dec 7
Next weekend
Dec 12 - Dec 14

Top West Loop Romantic Hotels

American cuisine
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1743)
"The location was great!!"
United States
Yvette
$86 nightly
The price is $100
Dec 14 - Dec 15
Total with taxes and fees
Crowne Plaza Chicago West Loop by IHG
Exterior
The Emily Hotel

The Emily Hotel

4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1281)
"great hotel! amazing staff and very clean!"
United States
Marielle
$175 nightly
The price is $205
Dec 28 - Dec 29
Total with taxes and fees
The Emily Hotel
Staircase
The Publishing House B&B

The Publishing House B&B

3.5 star property
Downtown Chicago
9.8 out of 10, Exceptional, (188)
"Wonderful staff, beautiful hotel and great breakfast!"
United States
Veronica
$192 nightly
The price is $217
Dec 18 - Dec 19
Total with taxes and fees
The Publishing House B&B
Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3134)
"Amazing and will be staying again!"
United States
Angie
$86 nightly
The price is $101
Jan 4 - Jan 5, 2026
Total with taxes and fees
Eurostars Magnificent Mile
Exterior
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3107)
"Very nice staff, beautiful hotel and a clean room"
United States
Tara
$141 nightly
The price is $166
Jan 3 - Jan 4, 2026
Total with taxes and fees
The Royal Sonesta Chicago Downtown
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2254)
"Perfect environment and location"
China
YIWEI
$118 nightly
The price is $138
Dec 16 - Dec 17
Total with taxes and fees
Sable at Navy Pier Chicago, Curio Collection by Hilton
Lobby
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2098)
"Would stay again. "
United States
Montroy
$127 nightly
The price is $149
Jan 4 - Jan 5, 2026
Total with taxes and fees
Silversmith Hotel Chicago Downtown
Reception
Swissotel - Chicago

Swissotel - Chicago

4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2990)
"Great stay"
Canada
Lorrington Ashford
$139 nightly
The price is $163
Jan 2 - Jan 3, 2026
Total with taxes and fees
Swissotel - Chicago
Ballroom
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3432)
"Great hotel located in nice area."
United States
Robert
$105 nightly
The price is $123
Dec 14 - Dec 15
Total with taxes and fees
Hilton Chicago/Magnificent Mile Suites
Lobby sitting area
Warwick Allerton - Chicago

Warwick Allerton - Chicago

4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2994)
"Enjoyed this hotel stay. "
United States
Kimberly
$93 nightly
The price is $109
Jan 4 - Jan 5, 2026
Total with taxes and fees
Warwick Allerton - Chicago
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.
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Top West Loop Hotel Reviews

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

10/10 Excellent
"great stay"
james 1-night trip
Posted 18 hours ago
Palmer House a Hilton Hotel

Frequently asked questions

Searching for romantic hotels in West Loop?
If you and your partner need a romantic vacation, we've got just the ticket. Our guests also love West Loop for its array of dining options. If you'd like to explore some of the area's notable sights, you might make a stop by Milwaukee Avenue, Old St Patrick's Church, or The Old Post Office. If you're interested in staying close to a particular destination, you can sort by neighborhood and proximity to top sights, so you and your partner will get to see everything on your list.
What is there to do in West Loop?
There's nothing better than experiencing a new destination with your sweetheart, so consider taking time to discover all that West Loop has to offer. If you and your partner are interested in sampling the area's cuisine, you'll love West Loop for its array of dining options. You might think about visiting Milwaukee Avenue, Old St Patrick's Church, or The Old Post Office.
What's the best way to get to West Loop and around town during my romantic getaway?
This information about transportation options in West Loop might help your romantic getaway go off without a hitch: If you're looking to fly in, the closest major airport is Chicago Midway Airport (MDW), located 7.9 mi (12.7 km) away. You can access metro transit at Racine Station, Ogilvie Transportation Center, and Clinton Station (Green Line).

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