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Find Romantic Hotels in Old Town Chicago, Chicago from CA $135

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Check availability on Old Town Chicago Romantic Hotels

Tonight
Aug 4 - Aug 5
Tomorrow
Aug 5 - Aug 6
This weekend
Aug 8 - Aug 10
Next weekend
Aug 15 - Aug 17

Top Old Town Chicago Romantic Hotels

We don't have any properties that match your exact search

Recommended hotels in Old Town Chicago

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, (2055)
"Beautiful property, will definitely stay there again."
The price is CA $242
CA $324 total
includes taxes & fees
Sep 1 - Sep 2
Sable at Navy Pier Chicago, Curio Collection by Hilton
Claridge House
Cocktail bar

Claridge House

4.0 star property
8.8 out of 10, Excellent, (1292)
"A wonderful hotel in a great location!"
The price is CA $135
CA $199 total
includes taxes & fees
Sep 1 - Sep 2
Claridge House
The Sono Chicago
Private kitchen

The Sono Chicago

3.5 star property
10.0 out of 10, Exceptional, (465)
"Excellent location. Beautiful property, extremely clean."
The price is CA $255
CA $299 total
includes taxes & fees
Aug 6 - Aug 7
The Sono Chicago
FOUND Hotel Chicago River North
Exterior

FOUND Hotel Chicago River North

2.0 star property
8.0 out of 10, Very good, (165)
"Great stay"
The price is CA $152
CA $179 total
includes taxes & fees
Aug 24 - Aug 25
FOUND Hotel Chicago River North
Hotel Lincoln
City view from property

Hotel Lincoln

4.0 star property
7.8 out of 10, Good, (1006)
"Absolutely loved staying here"
The price is CA $193
CA $251 total
includes taxes & fees
Aug 17 - Aug 18
Hotel Lincoln
Family Friendly 2 Bedroom Full Kitchen Free Laundry Work Space 1 FREE Parking
Interior

Family Friendly 2 Bedroom Full Kitchen Free Laundry Work Space 1 FREE Parking

10.0 out of 10, Exceptional, (1)
"Amazing location in Lincoln Park. Great that they have parking! If you want an authentic neighborhood experience this is a great option."
The price is CA $495
CA $859 total
includes taxes & fees
Aug 5 - Aug 6
Family Friendly 2 Bedroom Full Kitchen Free Laundry Work Space 1 FREE Parking
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Exterior

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very good, (3629)
"Great stay. "
The price is CA $216
CA $253 total
includes taxes & fees
Aug 25 - Aug 26
Hilton Garden Inn Chicago Downtown/Magnificent Mile
The Godfrey Hotel Chicago
American cuisine, alfresco dining

The Godfrey Hotel Chicago

4.5 star property
8.6 out of 10, Excellent, (1887)
"Great hotel in a great location. Would definitely stay again "
The price is CA $186
CA $251 total
includes taxes & fees
Sep 2 - Sep 3
The Godfrey Hotel Chicago
Millennium Knickerbocker Chicago
Lobby lounge

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1924)
"Great stay"
The price is CA $175
CA $238 total
includes taxes & fees
Aug 24 - Aug 25
Millennium Knickerbocker Chicago
Freehand Chicago
Cocktail bar

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2145)
"Location was just what needed and at an affordable price "
The price is CA $147
CA $238 total
includes taxes & fees
Aug 24 - Aug 25
Freehand 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.

Top Old Town Chicago Hotel Reviews

Hilton Chicago

Hilton Chicago

10/10 Excellent
"The main lobby is gorgeous! The view from my room was incredible!"
Beth 2-night trip
Posted 12 hours ago
Hilton Chicago

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.