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Check availability on Streeterville Romantic Hotels

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, (2967)
"Great location and great staff!!"
United States
lynne
The price is 2.078.253 ₫
2.439.659 ₫ total
includes taxes & fees
14 Jan - 15 Jan 2026
Aloft Chicago Mag Mile
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
8.4 out of 10, Very good, (2748)
"Clean room and friendly staff, overall good stay "
United States
eesaa saalik
The price is 2.041.423 ₫
3.168.678 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
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, (2266)
"Great staff and restaurants!!"
United States
Abigale
The price is 2.437.607 ₫
3.757.260 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
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, (3496)
"Great place to stay "
United States
RaShawna
The price is 2.135.602 ₫
2.506.984 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Hilton Chicago/Magnificent Mile Suites
City view
Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2006)
"Great location, clean hotel"
United States
Andre
The price is 2.341.323 ₫
3.366.169 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Millennium Knickerbocker Chicago
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, (1600)
"Great stay!!"
United States
Adrian
The price is 2.571.509 ₫
3.018.695 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Courtyard by Marriott Chicago Magnificent Mile
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, (1787)
"Great stay in a great area."
United States
Giselle
Hotel Saint Clair- Magnificent Mile
2 bars/lounges
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (1580)
"Rooms were very nice and staff was great"
United States
Nancy
The price is 3.919.743 ₫
5.390.597 ₫ total
includes taxes & fees
21 Dec - 22 Dec
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, (1041)
"Staff was amazing! "
United States
Ahren
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, (326)
"Great accommodation, staff really nice, room was spacious and very clean. Perfect location to walk just about anywhere, "
United States
Lizbeth
The price is 4.103.892 ₫
4.817.560 ₫ total
includes taxes & fees
16 Dec - 17 Dec
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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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.