Find Romantic Hotels in Streeterville, IL

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Pick from 35 Streeterville Romantic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

The Peninsula Chicago
Front of property - evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1002)
"Just a beautiful hotel with every little luxury to add to your overall travel experience"
The price is SAR 1,785
SAR 2,095 total
includes taxes & fees
1 Jan - 2 January 2025
The Peninsula Chicago
Hampton Inn Chicago Downtown/Magnificent Mile
Room

Hampton Inn Chicago Downtown/Magnificent Mile

2.5 star property
8.2 out of 10, Very Good, (1155)
"Some good views. It's the best location at a good price. The German Embassy is a block away, and I walked down East Michigan to the Museum of Contemporary Art, the beach, restaurants, bars and plenty of high-end shopping. Parking is from $28-70, so shop around. Sadly, the roof pool is seasonal."
The price is SAR 293
SAR 344 total
includes taxes & fees
9 Dec - 10 Dec
Hampton Inn Chicago Downtown/Magnificent Mile
Gale Chicago
Front of property

Gale Chicago

2.0 star property
8.0 out of 10, Very Good, (1003)
"All good"
Gale Chicago
Omni Chicago Hotel
Exterior

Omni Chicago Hotel

4.5 star property
9.0 out of 10, Wonderful, (1378)
"Great stay"
The price is SAR 598
SAR 826 total
includes taxes & fees
8 Dec - 9 Dec
Omni Chicago Hotel
The Ritz-Carlton, Chicago
Exterior

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1002)
"Was perfect "
The price is SAR 1,245
SAR 1,462 total
includes taxes & fees
3 Jan - 4 January 2025
The Ritz-Carlton, Chicago
Four Seasons Hotel Chicago
Room

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1001)
"Needs an update "
The price is SAR 1,334
SAR 1,566 total
includes taxes & fees
3 Jan - 4 January 2025
Four Seasons Hotel Chicago
Hyatt Centric Chicago Magnificent Mile
Pool

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1100)
"Decent business hotel."
The price is SAR 436
SAR 600 total
includes taxes & fees
16 Dec - 17 Dec
Hyatt Centric Chicago Magnificent Mile
InterContinental Chicago Magnificent Mile, an IHG Hotel
Pool

InterContinental Chicago Magnificent Mile, an IHG Hotel

4.5 star property
9.0 out of 10, Wonderful, (1765)
"Very friendly (Fredy ) at from desk when we checked in and made everything great . I wish to have that type of service every time."
The price is SAR 511
SAR 721 total
includes taxes & fees
17 Dec - 18 Dec
InterContinental Chicago Magnificent Mile, an IHG Hotel
The Whitehall Hotel, BW Premier Collection
Exterior

The Whitehall Hotel, BW Premier Collection

3.5 star property
8.2 out of 10, Very Good, (3402)
"The cozy and quiet place, very good stay. "
The price is SAR 352
SAR 423 total
includes taxes & fees
17 Dec - 18 Dec
The Whitehall Hotel, BW Premier Collection
The Drake
Restaurant

The Drake

4.0 star property
8.8 out of 10, Excellent, (1038)
"Easy check in with helpful staff. Entrance is beautifully decorated for the holidays. "
The price is SAR 493
SAR 578 total
includes taxes & fees
3 Jan - 4 January 2025
The Drake
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 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.
How many romantic hotels will we be able to find in Streeterville?
Expedia has 16 romantic Streeterville hotels for you to get cozy in.
When is the best time to visit Streeterville?
The hottest months are usually July and August with an average temperature of 70°F,
  • Coldest months: January, February, December, and March
  • Driest months: November, January, February, and December
  • Rainiest months: June, May, April, and October
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.