Find Romantic Hotels in Streeterville, IL

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Streeterville Romantic Hotels

Top Streeterville Romantic Hotels

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, (2742)
"The place was great. Always a great stay. "
United States
Mario
The price is NT$2,591
NT$3,956 total
includes taxes & fees
Dec 9 - Dec 10
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2909)
"Great location!!"
United States
sarah e
The price is NT$2,928
NT$3,437 total
includes taxes & fees
Nov 23 - Nov 24
Aloft Chicago Mag Mile
Ballroom
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3318)
"Amazing stay."
United States
Gabriella
The price is NT$3,039
NT$3,568 total
includes taxes & fees
Dec 7 - Dec 8
Hilton Chicago/Magnificent Mile Suites
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, (2235)
"Room was spotless…staff was great!"
United States
Tamika
The price is NT$2,835
NT$4,388 total
includes taxes & fees
Nov 25 - Nov 26
Sable at Navy Pier Chicago, Curio Collection by Hilton
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, (1556)
"Great location, and friendly staff."
United States
Mauricio
The price is NT$3,045
NT$3,574 total
includes taxes & fees
Nov 23 - Nov 24
Courtyard by Marriott Chicago Magnificent Mile
Lobby
Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago

4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1996)
"Great location, clean hotel"
United States
Andre
The price is NT$3,083
NT$4,351 total
includes taxes & fees
Nov 23 - Nov 24
Millennium Knickerbocker Chicago
Meeting facility
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (1564)
"Professional staff, great location. "
United States
Kelly
The price is NT$4,641
NT$6,382 total
includes taxes & fees
Dec 8 - Dec 9
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, (1769)
"Great stay in a great area."
United States
Giselle
The price is NT$4,237
NT$5,059 total
includes taxes & fees
Dec 6 - Dec 7
Hotel Saint Clair- Magnificent Mile
Front of property
Ivy Boutique Hotel

Ivy Boutique Hotel

4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1025)
"Room was nice in an amazing location. "
United States
Christopher
The price is NT$2,928
NT$3,437 total
includes taxes & fees
Dec 8 - Dec 9
Ivy Boutique Hotel
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, (317)
"Great accommodation, staff really nice, room was spacious and very clean. Perfect location to walk just about anywhere, "
United States
Lizbeth
The price is NT$4,282
NT$5,026 total
includes taxes & fees
Dec 15 - Dec 16
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.
View all properties

Top Streeterville Hotel Reviews

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

10/10 Excellent
"Not a negative thing to say. As a former room attendant, I'm not normally impressed by a hotel. The room was clean and spacious. The staff was personable and helpful. The location is definitely in walking distance from the Magnificient Mile. The price was super reasonable for a last minute booking. The Whitehall Hotel has my highest praise. Definitely would book a stay here in a heart in the future!!"
Amanda 2-night trip
Posted 14 hours ago
The Whitehall Hotel, BW Premier Collection

Explore a world of travel with Expedia

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.