Search Romantic Hotels in Streeterville

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Check availability on Streeterville Romantic Hotels

Tonight
21 Dec - 22 Dec
Tomorrow
22 Dec - 23 Dec
Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan

Our top choices for Streeterville romantic hotels

Lobby
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2971)
"Great place to stay"
United States
Elisha
The price is 2.184.145 ₫
2.563.966 ₫ total
includes taxes & fees
15 Jan - 16 Jan 2026
Aloft Chicago Mag Mile
City view
Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2010)
"Great location, clean hotel"
United States
Andre
The price is 2.105.200 ₫
3.089.170 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Millennium Knickerbocker Chicago
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton

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, (2278)
"Great staff and restaurants!!"
United States
Abigale
The price is 2.249.669 ₫
3.536.913 ₫ total
includes taxes & fees
20 Jan - 21 Jan 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Exterior
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

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, (2754)
"Excellent place to stay "
United States
Teniesha
The price is 2.060.991 ₫
3.191.742 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
View from room
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3539)
"Great place to stay "
United States
RaShawna
The price is 2.352.035 ₫
2.761.054 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Hilton Chicago/Magnificent Mile Suites
Lobby sitting area
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (1789)
"Great location. Friendly staff. "
United States
Douglas
Hotel Saint Clair- Magnificent Mile
View from property
Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1611)
"Great location and friendly staff. "
United States
Eric Lynn
The price is 2.572.291 ₫
3.019.612 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Courtyard by Marriott Chicago Magnificent Mile
2 bars/lounges
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1581)
"Rooms were very nice and staff was great"
United States
Nancy
The price is 3.780.150 ₫
5.226.967 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Sheraton Grand Chicago Riverwalk
Bar (on property)
Ivy Boutique Hotel

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1049)
"I love this hotel "
United States
Tiara
Ivy Boutique Hotel
Reception
Hilton Grand Vacations Club Chicago Magnificent Mile

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, (331)
"Room was very spacious and clean. The location was perfect walking distance from a lot great eating and tourists spots."
United States
Ursula
The price is 4.223.821 ₫
4.958.010 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Hilton Grand Vacations Club Chicago Magnificent Mile
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

Frequently asked questions

Searching for romantic hotels in Streeterville?
If you and your partner need some romantic time away, 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 close to a certain attraction, you can sort properties by neighbourhood or distance to top landmarks, so you'll be able to see everything on your list.
What is there to do in Streeterville?
There's nothing better than experiencing 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.