Explore top 2026 5 Star Hotels in Jackson Park Highlands

Name: Art Villa
Rating: 10

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Top Jackson Park Highlands 5 Star hotels

Four Seasons Hotel Chicago

120 East Delaware Place Chicago IL

Fully refundableReserve now, pay when you stay

$435 nightly

$517 total

Dec 15 - Dec 16

Total with taxes and fees

A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business ...

Trump International Hotel & Tower Chicago

401 N Wabash Ave Chicago IL

Fully refundableReserve now, pay when you stay

$394 nightly

$468 total

Dec 13 - Dec 14

Total with taxes and fees

A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly ...

The Peninsula Chicago

108 East Superior Street Chicago IL

Fully refundableReserve now, pay when you stay

$525 nightly

$624 total

Dec 13 - Dec 14

Total with taxes and fees

A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities and babysitting. ...

The Langham, Chicago

330 North Wabash Avenue Chicago IL

Fully refundableReserve now, pay when you stay

$435 nightly

$517 total

Dec 13 - Dec 14

Total with taxes and fees

A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, ...

9.8/10 Exceptional! (1,000 reviews)

"First time at a Langham hotel and I was pleasantly surprised! From the doormen"

Reviewed on Nov 10, 2026

Waldorf Astoria Chicago

11 E. Walton Street Chicago IL

Fully refundableReserve now, pay when you stay

$438 nightly

$520 total

Dec 13 - Dec 14

Total with taxes and fees

A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, free WiFi ...

9.4/10 Exceptional! (1,001 reviews)

"Everything"

Reviewed on Nov 11, 2026

The Ritz-Carlton, Chicago

160 E Pearson Street Chicago IL

Fully refundableReserve now, pay when you stay

$371 nightly

$441 total

Dec 13 - Dec 14

Total with taxes and fees

A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, ...

Nobu Hotel Chicago

155 N. Peoria Street Chicago IL

Fully refundableReserve now, pay when you stay

$354 nightly

$421 total

Nov 22 - Nov 23

Total with taxes and fees

This luxury hotel includes 2 restaurants, an indoor pool, and a gym. Enjoy the steam room and perks like free WiFi. There's a bar/lounge on site, and a 24-hour ...

Park Hyatt Chicago

800 N Michigan Ave Chicago IL

Fully refundableReserve now, pay when you stay

$425 nightly

$505 total

Dec 13 - Dec 14

Total with taxes and fees

A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, ...

9.6/10 Exceptional! (1,000 reviews)

"This place was amazing and the hotel staff was extremely helpful"

Reviewed on Nov 10, 2026

The St. Regis Chicago

401 East Upper Wacker Drive Chicago IL

Fully refundableReserve now, pay when you stay

$563 nightly

$669 total

Dec 3 - Dec 4

Total with taxes and fees

A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public ...

9.4/10 Exceptional! (136 reviews)

"Gorgeous and family friendly"

Reviewed on Oct 25, 2026

Art Villa

467 N Armour St Chicago IL

A full-service spa and a hot tub are featured at this luxury aparthotel. Enjoy the a rooftop terrace and perks like free self parking and a free airport shuttle. ...

10/10 Exceptional! (2 reviews)

Reviewed on Aug 12, 2025

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Recent Jackson Park Highlands hotel reviews by fellow wanderers

L7 Chicago by LOTTE

5 out of 5

Posted less than an hour ago

Travelocity Verified Review

"Loved the hotel. Very boutique-y nice. The rooms are huge and comfortable. I wish the staff was a little more outgoing and welcoming."

A verified traveler stayed at L7 Chicago by LOTTE

Congress Plaza Hotel

5 out of 5

Posted less than an hour ago

Travelocity Verified Review

"We had a wonderful stay in Chicago! The hotel was great overall, and the staff really made the experience even better. John, the bartender, was fantastic, and Tina, who served us breakfast, was just the sweetest. Both deserve a special shoutout for making us feel so welcome. One thing I would love to see is the owner leaning even more into the property’s history. I think offering tours that share stories about the building and its past guests over the years would be such a fun addition. It would give guests another reason to appreciate what makes the property special. Overall, we really enjoyed our stay and would happily visit again!"

A verified traveler stayed at Congress Plaza Hotel

Fairmont Chicago at Millennium Park

4 out of 5

Posted 2 hours ago

Travelocity Verified Review

"The property was lovely - although a little dated. Mostly well kept. Staff was wonderful and the people who worked in the restaurant were great about working with my food allergies. Wonderful proximity to millennium park."

A verified traveler stayed at Fairmont Chicago at Millennium Park