Find Romantic Hotels in Near North Side, IL

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Pick from 82 Near North Side Romantic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Trump International Hotel & Tower Chicago
5.0 star property
9.4 out of 10, Exceptional, (1434)
"I had to pay fomy upgrade "
The price is SAR 1,478
SAR 1,735 total
includes taxes & fees
22 Dec - 23 Dec
Trump International Hotel & Tower Chicago
The Peninsula Chicago
5.0 star property
9.8 out of 10, Exceptional, (1001)
"The Peninsula is a lovely property. All staff are pleasant and the rooms and bedding are excellent. "
The price is SAR 1,971
SAR 2,314 total
includes taxes & fees
24 Nov - 25 Nov
The Peninsula Chicago
Eurostars Magnificent Mile
4.0 star property
8.6 out of 10, Excellent, (2753)
"Great stay right in the heart of the city. "
The price is SAR 439
SAR 516 total
includes taxes & fees
22 Dec - 23 Dec
Eurostars Magnificent Mile
Sofitel Chicago Magnificent Mile
4.5 star property
9.4 out of 10, Exceptional, (1663)
"The hotel was very nice. The area was safe with many places to shop. It rained on one of the days we were here and the hotel provided us with umbrellas. Loved !!!!!"
The price is SAR 639
SAR 860 total
includes taxes & fees
27 Nov - 28 Nov
Sofitel Chicago Magnificent Mile
Hampton Inn Chicago Downtown/Magnificent Mile
2.5 star property
8.2 out of 10, Very Good, (1152)
"Great value, but not the fanciest place on the block. The breakfast was good. Everything was very clean. Great location."
The price is SAR 339
SAR 398 total
includes taxes & fees
5 Dec - 6 Dec
Hampton Inn Chicago Downtown/Magnificent Mile
Gale Chicago
2.5 star property
8.0 out of 10, Very Good, (1003)
"All good"
Gale Chicago
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
4.5 star property
9.4 out of 10, Exceptional, (1000)
"Great hotel with good amenities location was very walkable"
The price is SAR 826
SAR 1,064 total
includes taxes & fees
22 Dec - 23 Dec
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Ambassador Chicago, part of JdV by Hyatt
4.0 star property
8.6 out of 10, Excellent, (1001)
"Ok"
The price is SAR 475
SAR 633 total
includes taxes & fees
8 Dec - 9 Dec
Ambassador Chicago, part of JdV by Hyatt
Waldorf Astoria Chicago
5.0 star property
9.4 out of 10, Exceptional, (1001)
"Felt like royalty during my stay thank you "
The price is SAR 1,394
SAR 1,636 total
includes taxes & fees
15 Dec - 16 Dec
Waldorf Astoria Chicago
Omni Chicago Hotel
4.5 star property
9.0 out of 10, Wonderful, (1370)
"My favorite hotel in Chicago."
The price is SAR 568
SAR 789 total
includes taxes & fees
26 Nov - 27 Nov
Omni Chicago 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.
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Frequently asked questions

Searching for romantic hotels in Near North Side?
If you and your partner need some romantic time away, we’ve got just the thing. Our guests also love Near North Side for its stunning architecture, top museums, and popular art scene. You might consider checking out some of the nearby sights and attractions such as Michigan Avenue, Navy Pier, or Lake Michigan. If you’re interested in staying near a particular destination, you can sort properties by neighborhood or distance to top landmarks, so you’ll be able to see everything on your list.
How many romantic hotels will we find in Near North Side?
Expedia has 8 romantic Near North Side hotels for you both to enjoy.
When is the best time to visit Near North Side?
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 Near North Side?
There’s nothing better than seeing a new destination with your sweetheart, so consider checking out all that Near North Side has to offer. If you’re hoping to experience some of the local culture, you’ll love Near North Side for its stunning architecture, top museums, and popular art scene. Michigan Avenue, Navy Pier, and Lake Michigan are worth a stop when you’re out and about.
What's the best way to get to Near North Side and around town during my romantic getaway?
This information about transportation options in Near North Side might help your romantic getaway go off without a hitch: Fly into Chicago Midway Airport (MDW), which is the closest major airport, located 9.5 mi (15.3 km) away. Nearby metro stations include Clark-Division Station, Chicago Station (Brown Line), and Chicago Station (Red Line).