Find Romantic Hotels in Streeterville, Chicago from $86

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Check availability on Streeterville Romantic Hotels

Our top choices for Streeterville romantic hotels

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2749)
"Great food clean room friendly staff"
United States
MARINA
$110 nightly
The price is $129
Jan 6 - Jan 7, 2026
Total with taxes and fees
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Aloft Chicago Mag Mile

3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2956)
"Great location and great staff!!"
United States
lynne
$77 nightly
The price is $90
Dec 10 - Dec 11
Total with taxes and fees
Aloft Chicago Mag Mile

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2266)
"Smooth check in and beautiful hotel"
United States
Monique
$118 nightly
The price is $139
Dec 16 - Dec 17
Total with taxes and fees
Sable at Navy Pier Chicago, Curio Collection by Hilton

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3453)
"Great place to stay "
United States
RaShawna
$106 nightly
The price is $124
Dec 17 - Dec 18
Total with taxes and fees
Hilton Chicago/Magnificent Mile Suites

Millennium Knickerbocker Chicago

4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2003)
"Great location, clean hotel"
United States
Andre
$109 nightly
The price is $128
Jan 4 - Jan 5, 2026
Total with taxes and fees
Millennium Knickerbocker Chicago

Courtyard by Marriott Chicago Magnificent Mile

3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1588)
"Great stay!!"
United States
Adrian
$98 nightly
The price is $115
Dec 18 - Dec 19
Total with taxes and fees
Courtyard by Marriott Chicago Magnificent Mile

Sheraton Grand Chicago Riverwalk

4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (1577)
"Great room size and location "
United States
tilden
$175 nightly
The price is $205
Dec 21 - Dec 22
Total with taxes and fees
Sheraton Grand Chicago Riverwalk

Hotel Saint Clair- Magnificent Mile

4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (1788)
"Great stay in a great area."
United States
Giselle
$74 nightly
The price is $86
Dec 11 - Dec 12
Total with taxes and fees
Hotel Saint Clair- Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (325)
"Great accommodation, staff really nice, room was spacious and very clean. Perfect location to walk just about anywhere, "
United States
Lizbeth
$150 nightly
The price is $176
Dec 16 - Dec 17
Total with taxes and fees
Hilton Grand Vacations Club Chicago Magnificent Mile

Ivy Boutique Hotel

4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1038)
"Clean room, nice amenities (especially like the rain shower), very centrally located, and friendly staff. "
United States
Kathleen
$87 nightly
The price is $102
Dec 16 - Dec 17
Total with taxes and fees
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.

Find out more about Streeterville

Streeterville attractions for couples

Streeterville offers a vibrant blend of attractions perfect for families and travelers alike. Start your adventure at the iconic Navy Pier, where you can ride the Ferris wheel for stunning views of the Chicago skyline or enjoy seasonal festivals and events. Just a short stroll away, the Chicago Children's Museum invites young minds to explore interactive exhibits, making it a hit with kids and parents. For art enthusiasts, the Museum of Contemporary Art showcases innovative works and hosts engaging events that spark conversation and creativity. Outdoor lovers can unwind at the picturesque Olive Park, ideal for picnics with lakefront views or a leisurely stroll along the shoreline. Finally, don’t miss the breathtaking views from the John Hancock Center's 360 Chicago observation deck, where you can experience the thrill of the TILT attraction. After a day of exploration, retreat to one of the upscale hotels in Streeterville, such as the elegant Loews Chicago Hotel, where families can enjoy spacious rooms and a rooftop pool. With attentive service and amenities designed for comfort, your stay will feel like a luxurious escape while being conveniently located near Chicago’s top attractions.

Top Streeterville Hotel Reviews

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.

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