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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

Hotel Lincoln
City view from property

Hotel Lincoln

4.0 star property
8.0 out of 10, Very Good, (1004)
"Great location and nice park views. "
The price is SAR 495
SAR 647 total
includes taxes & fees
9 Jul - 10 Jul
Hotel Lincoln
Sophy Hyde Park
View from room

Sophy Hyde Park

4.0 star property
9.6 out of 10, Exceptional, (973)
"very nice enjoyed my stay"
The price is SAR 875
SAR 1,128 total
includes taxes & fees
29 Jun - 30 Jun
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, (2051)
"Amazing stay"
The price is SAR 616
SAR 831 total
includes taxes & fees
29 Jun - 30 Jun
Sable at Navy Pier Chicago, Curio Collection by Hilton
Hyatt Regency McCormick Place Chicago
City view

Hyatt Regency McCormick Place Chicago

4.0 star property
9.0 out of 10, Wonderful, (1011)
"Lovely hotel- staff was very nice- room was comfortable and clean "
The price is SAR 747
SAR 877 total
includes taxes & fees
6 Jul - 7 Jul
Hyatt Regency McCormick Place Chicago
Swissotel - Chicago
Front of property - evening/night

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2248)
"Wonderful stay!"
The price is SAR 638
SAR 859 total
includes taxes & fees
1 Jul - 2 Jul
Swissotel - Chicago
Sheraton Grand Chicago Riverwalk
Exterior

Sheraton Grand Chicago Riverwalk

4.0 star property
8.4 out of 10, Very Good, (1357)
"Great hotel in great location."
The price is SAR 747
SAR 989 total
includes taxes & fees
30 Jun - 1 Jul
Sheraton Grand Chicago Riverwalk
Loews Chicago Hotel
Exterior

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1462)
"Great location and rooms "
The price is SAR 634
SAR 863 total
includes taxes & fees
30 Jun - 1 Jul
Loews Chicago Hotel
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Exterior

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
8.2 out of 10, Very Good, (2679)
"Centrally located, great restaurants attractions in area"
The price is SAR 615
SAR 721 total
includes taxes & fees
30 Jun - 1 Jul
Embassy Suites by Hilton Chicago Downtown 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
8.6 out of 10, Excellent, (1447)
"Stayed here a few times and its always great. "
The price is SAR 690
SAR 925 total
includes taxes & fees
30 Jun - 1 Jul
Radisson Blu Aqua Hotel Chicago
Fairmont Chicago at Millennium Park
Exterior

Fairmont Chicago at Millennium Park

4.5 star property
8.6 out of 10, Excellent, (1785)
"Great place to stay for a worry free time in downtown Chicago."
The price is SAR 706
SAR 939 total
includes taxes & fees
1 Jul - 2 Jul
Fairmont Chicago at Millennium Park
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.
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.