Find Romantic Hotels in Streeterville, IL

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Check availability on Streeterville Romantic Hotels

Tonight
3 Dec - 4 Dec
Tomorrow
4 Dec - 5 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Streeterville Romantic Hotels

Ballroom
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3428)
"Great hotel located in nice area."
United States
Robert
The price is SAR 313
SAR 367 total
includes taxes & fees
7 Dec - 8 Dec
Hilton Chicago/Magnificent Mile Suites
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2941)
"Great location, the staff was friendly and the room was very clean. "
United States
Breanna
The price is SAR 334
SAR 392 total
includes taxes & fees
7 Dec - 8 Dec
Aloft Chicago Mag Mile
Exterior
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2767)
"Great food clean room friendly staff"
United States
MARINA
The price is SAR 327
SAR 494 total
includes taxes & fees
23 Dec - 24 Dec
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Lobby
Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago

4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2000)
"Great location, clean hotel"
United States
Andre
The price is SAR 334
SAR 480 total
includes taxes & fees
4 Jan - 5 January 2026
Millennium Knickerbocker Chicago
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, (2268)
"Perfect environment and location"
China
YIWEI
The price is SAR 339
SAR 526 total
includes taxes & fees
16 Dec - 17 Dec
Sable at Navy Pier Chicago, Curio Collection by Hilton
Meeting facility
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (1568)
"Professional staff, great location. "
United States
Kelly
The price is SAR 539
SAR 746 total
includes taxes & fees
21 Dec - 22 Dec
Sheraton Grand Chicago Riverwalk
Restaurant
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (1805)
"Great stay in a great area."
United States
Giselle
Hotel Saint Clair- Magnificent Mile
Breakfast and lunch served
Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1589)
"Great stay!!"
United States
Adrian
The price is SAR 367
SAR 431 total
includes taxes & fees
18 Dec - 19 Dec
Courtyard by Marriott Chicago Magnificent Mile
Breakfast and dinner served
Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (323)
"Great accommodation, staff really nice, room was spacious and very clean. Perfect location to walk just about anywhere, "
United States
Lizbeth
The price is SAR 451
SAR 530 total
includes taxes & fees
15 Dec - 16 Dec
Hilton Grand Vacations Club Chicago Magnificent Mile
Front of property
Ivy Boutique Hotel

Ivy Boutique Hotel

4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1042)
"Clean room Great location "
United States
ali
The price is SAR 367
SAR 431 total
includes taxes & fees
21 Dec - 22 Dec
Ivy Boutique Hotel
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 Streeterville Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Location "
rosemary 3-night trip
Posted 9 hours ago
Hilton Chicago/Magnificent Mile Suites

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Frequently asked questions

Searching for romantic hotels in Streeterville?
If you and your partner need a romantic escape, we've got just the ticket. Our guests also love Streeterville for its major shopping area, stunning architecture, and top museums. If you'd like to explore some of the area's notable sights, you might make a stop by Michigan Avenue, Navy Pier, or Lake Michigan. If you're interested in staying near a certain attraction, you can sort properties by neighborhood or distance to top sights, so you'll be able to see everything on your list.
What is there to do in Streeterville?
There's nothing better than wandering around a new destination with your sweetheart, so consider checking out all there is to see and do in Streeterville. If you're hoping to experience some of the local culture, you'll love Streeterville for its major shopping area, stunning architecture, and top museums. You might think about stopping by Michigan Avenue, Navy Pier, or Lake Michigan while you're seeing the sights.