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Find Romantic Hotels in Old Town Chicago, IL

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Check availability on Old Town Chicago Romantic Hotels

Top Old Town Chicago Romantic Hotels

Sophy Hyde Park
View from room

Sophy Hyde Park

4.0 star property
9.6 out of 10, Exceptional, (985)
"Great design and decor to property and rooms!"
The price is NT$7,336
NT$9,401 total
includes taxes & fees
Jul 22 - Jul 23
Sophy Hyde Park
Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2059)
"Amazing property clean comfy bedding and wonderful views"
The price is NT$6,819
NT$8,852 total
includes taxes & fees
Jul 27 - Jul 28
Sable at Navy Pier Chicago, Curio Collection by Hilton
The St. Regis Chicago
2 restaurants, breakfast served

The St. Regis Chicago

5.0 star property
9.0 out of 10, Wonderful, (71)
"Excellent service! Always a great time! "
The price is NT$17,500
NT$20,544 total
includes taxes & fees
Aug 10 - Aug 11
The St. Regis Chicago
Hyatt Regency McCormick Place Chicago
City view

Hyatt Regency McCormick Place Chicago

4.0 star property
9.0 out of 10, Wonderful, (1006)
"Great place to stay especially with the price! "
The price is NT$7,275
NT$9,226 total
includes taxes & fees
Jul 16 - Jul 17
Hyatt Regency McCormick Place Chicago
The Wheeler Mansion
Signature Suite, 1 Bedroom | Premium bedding, pillowtop beds, individually decorated

The Wheeler Mansion

4.0 star property
10.0 out of 10, Exceptional, (1)
"A unique place to stay near the convention centre. "
The Wheeler Mansion
Marriott Marquis Chicago
Meeting facility

Marriott Marquis Chicago

4.0 star property
9.2 out of 10, Wonderful, (1007)
"Beautiful stay!"
The price is NT$7,333
NT$8,608 total
includes taxes & fees
Aug 8 - Aug 9
Marriott Marquis Chicago
Sheraton Grand Chicago Riverwalk
Meeting facility

Sheraton Grand Chicago Riverwalk

4.0 star property
8.4 out of 10, Very Good, (1384)
"Was great place"
The price is NT$7,073
NT$9,180 total
includes taxes & fees
Aug 4 - Aug 5
Sheraton Grand Chicago Riverwalk
Loews Chicago Hotel
Exterior

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1492)
"Great location and rooms "
The price is NT$5,989
NT$7,957 total
includes taxes & fees
Jul 27 - Jul 28
Loews Chicago Hotel
Hilton Grand Vacations Club Chicago Magnificent Mile
Breakfast and dinner served

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 star property
9.4 out of 10, Exceptional, (263)
"Good size rooms. Good location and friendly staff. Huge comfy bed. "
The price is NT$7,733
NT$9,078 total
includes taxes & fees
Jul 23 - Jul 24
Hilton Grand Vacations Club Chicago Magnificent Mile
Radisson Blu Aqua Hotel Chicago
Indoor pool, seasonal outdoor pool, free cabanas, sun loungers

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.4 out of 10, Very Good, (1514)
"Great location and views from rooms were beautiful. "
The price is NT$5,631
NT$7,501 total
includes taxes & fees
Aug 10 - Aug 11
Radisson Blu Aqua Hotel 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.

Frequently asked questions

Searching for romantic hotels in Old Town Chicago?
If you and your partner need a romantic vacation, we've got just the ticket. Our guests also love Old Town Chicago for its bar scene, array of dining options, and cozy coffeehouses. If you want to explore the area, you might head to Second City, Armitage Avenue, or Lighthouse ArtSpace Chicago. If you're interested in staying near a certain attraction, you can sort by neighborhood or distance to top landmarks, so you and your partner will get to see everything on your list.
What's the best place to stay for couples in Old Town Chicago?
Hotel Lincoln is a favorite hotel for couples, and features LCD TVs and wedding services.
How many romantic hotels will we be able to find in Old Town Chicago?
Expedia has 19 romantic Old Town Chicago hotels for you to get cozy in.
When is the best time to visit Old Town Chicago?
The hottest months are usually July and August with an average temperature of 70°F,
  • Coldest months: January, February, December, and March
  • Driest months: November, January, February, and December
  • Rainiest months: June, May, April, and October
What is there to do in Old Town Chicago?
There's nothing better than experiencing a new place with your sweetheart, so consider checking out all there is to see and do in Old Town Chicago. If you and your partner are interested in sampling the local food and drinks, you'll love Old Town Chicago for its bar scene, array of dining options, and cozy coffeehouses. You might think about stopping by Second City, Armitage Avenue, or Lighthouse ArtSpace Chicago while you're seeing the sights.
What's the best way to get to Old Town Chicago and around town during my romantic getaway?
This information about transportation options in Old Town Chicago might help your romantic getaway go off without a hitch: Fly into Chicago Midway Airport (MDW), which is the closest major airport, located 10 mi (16 km) away. Local metro stations include Sedgwick Station and Clark-Division Station.