Find Romantic Hotels in Streeterville, IL

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Compare Streeterville Romantic Hotels 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, (1007)
"By far the best hotel in Chicago! The concierge was also outstanding. Very pleased. "
The price is AED 1,745
AED 2,048 total
includes taxes & fees
5 Jan - 6 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, (1164)
"Excellent location downtown Chicago! "
The price is AED 286
AED 336 total
includes taxes & fees
2 Jan - 3 January 2025
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, (1407)
"Incredible hotel"
The price is AED 585
AED 794 total
includes taxes & fees
20 Jan - 21 January 2025
Omni Chicago Hotel
The Ritz-Carlton, Chicago
Exterior

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1003)
"It was a vacation for my husband and I. Loved the stay, people, room, no complaints. Had a great time. Our waitor Jorge in the restaurant where we had our daily breakfast was awesome, very personable, couldn't ask for a better man. Everyone in the restaurant was great and friendly, including the bar area where we had nighly drinks. We will stay there again. Bellmen were great and helpful. "
The price is AED 1,218
AED 1,429 total
includes taxes & fees
2 Jan - 3 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, (1002)
"Needs an update "
The price is AED 1,304
AED 1,531 total
includes taxes & fees
16 Jan - 17 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, (1095)
"Great staff! Pool/hot tub could use some renovations but overall a good stay. "
The price is AED 474
AED 642 total
includes taxes & fees
24 Dec - 25 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, (1754)
"An absolutely perfect location for us. Right in the middle of everything with a ton of options for eating and shopping just steps away. The cleaning staff might be some of the nicest I’ve ever encountered at a hotel. Chicago at Christmas really does exude all the magic! "
The price is AED 544
AED 756 total
includes taxes & fees
2 Jan - 3 January 2025
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, (3429)
"Very pleased with staff friendless and great suggestions of places in area."
The price is AED 313
AED 367 total
includes taxes & fees
23 Dec - 24 Dec
The Whitehall Hotel, BW Premier Collection
The Drake
Restaurant

The Drake

4.0 star property
8.8 out of 10, Excellent, (1055)
"The Drake is located just a few steps from the shopping on Michigan Avenue. Rosebuds Steakhouse is down the street too. I would highly recommend eating there. We loved staying at the Drake. It was nice to have two bathrooms in our room also. We will definitely stay there again!"
The price is AED 482
AED 565 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 Chicago Place Mall. 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 Chicago Place Mall while you’re seeing the sights.