Find Romantic Hotels in Old Town Chicago, IL

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Check availability on Old Town Chicago Romantic Hotels

Tonight
27 Nov - 28 Nov
Tomorrow
28 Nov - 29 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

Top Old Town Chicago Romantic Hotels

City view from property
Hotel Lincoln

Hotel Lincoln

4.0 star property
Lincoln Park
7.8 out of 10, Good, (1051)
"Great location and friendly staff!"
United States
Evan
The price is AED 360
AED 488 total
includes taxes & fees
14 Dec - 15 Dec
Hotel Lincoln
Ballroom
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3397)
"Great stay!"
United States
Rose
The price is AED 306
AED 359 total
includes taxes & fees
7 Dec - 8 Dec
Hilton Chicago/Magnificent Mile Suites
Lobby
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2093)
"Lovely hotel in a great spot!"
United States
Natasha
Silversmith Hotel Chicago Downtown
Lobby
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (5315)
"Nice staff A lot of restaurants and stores near the hotel Good breakfast "
United States
Viviana Velazquez
The price is AED 320
AED 376 total
includes taxes & fees
21 Dec - 22 Dec
Embassy Suites by Hilton Chicago Downtown River North
American cuisine, alfresco dining
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1915)
"Awesome staff and great location "
United States
Luis C
The price is AED 306
AED 445 total
includes taxes & fees
29 Dec - 30 Dec
The Godfrey Hotel Chicago
Lobby sitting area
Warwick Allerton - Chicago

Warwick Allerton - Chicago

4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (3019)
"Beautiful hotel, very well situated near restaurants shopping and mass transit "
United States
Joan
The price is AED 294
AED 453 total
includes taxes & fees
14 Dec - 15 Dec
Warwick Allerton - Chicago
Exterior
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3093)
"Great stay Great staff Would love to stay again when I come back"
United States
Stephanie A
The price is AED 419
AED 609 total
includes taxes & fees
28 Dec - 29 Dec
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, (2250)
"Room was spotless…staff was great!"
United States
Tamika
The price is AED 320
AED 501 total
includes taxes & fees
23 Dec - 24 Dec
Sable at Navy Pier Chicago, Curio Collection by Hilton
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2942)
"Great location!!"
United States
sarah e
The price is AED 331
AED 388 total
includes taxes & fees
7 Dec - 8 Dec
Aloft Chicago Mag Mile
2 bars/lounges
Hyatt Regency Chicago

Hyatt Regency Chicago

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3412)
"Great location and hotel."
United States
Travis
The price is AED 499
AED 694 total
includes taxes & fees
22 Dec - 23 Dec
Hyatt Regency 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 Old Town Chicago Hotel Reviews

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

10/10 Excellent
"A beautiful hotel with stunning architecture, a very friendly staff, and an unbeatable location. We were able to walk to all the major spots in downtown Chicago right from the hotel. Highly recommended."
Manuel 2-night trip
Posted 8 hours ago
LondonHouse Chicago, Curio Collection by Hilton

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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 Henry Gerber House. 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 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 Henry Gerber House 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.