Search for Cheap Deals on
5 Star Hotels in South Englewood

You choose what matters — star rating, location, amenities.

We pick the perfect hotel, packed with all your must-haves.

Your hotel is revealed right after booking!

Featured 5 Star South Englewood Hotels

Trump International Hotel & Tower Chicago
5 out of 5
Fully refundableReserve now, pay when you stay
  • 5 min walk from Michigan Avenue
The price is $374 per night from Jan 2 to Jan 3
$374
includes taxes & fees
Jan 2 - Jan 3, 2025
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Trump International Hotel & Tower Chicago
Waldorf Astoria Chicago
5 out of 5
Fully refundableReserve now, pay when you stay
  • 12 min walk from Michigan Avenue
The price is $502 per night from Jan 19 to Jan 20
$502
includes taxes & fees
Jan 19 - Jan 20, 2025
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
Waldorf Astoria Chicago
The Langham, Chicago
5 out of 5
Fully refundableReserve now, pay when you stay
  • 5 min walk from Michigan Avenue
The price is $411 per night from Jan 2 to Jan 3
$411
includes taxes & fees
Jan 2 - Jan 3, 2025
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
The Langham, Chicago
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Park Hyatt Chicago
5 out of 5
Fully refundableReserve now, pay when you stay
  • 7 min walk from Michigan Avenue
The price is $434 per night from Jan 19 to Jan 20
$434
includes taxes & fees
Jan 19 - Jan 20, 2025
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
Park Hyatt Chicago
The Peninsula Chicago
5 out of 5
Fully refundableReserve now, pay when you stay
  • 6 min walk from Michigan Avenue
The price is $558 per night from Jan 5 to Jan 6
$558
includes taxes & fees
Jan 5 - Jan 6, 2025
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property condition ...
The Peninsula Chicago
Four Seasons Hotel Chicago
5 out of 5
Fully refundableReserve now, pay when you stay
  • 10 min walk from Michigan Avenue
The price is $458 per night from Jan 10 to Jan 11
$458
includes taxes & fees
Jan 10 - Jan 11, 2025
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
Four Seasons Hotel Chicago
Nobu Hotel Chicago
5 out of 5
Fully refundableReserve now, pay when you stay
  • 20 min walk from Michigan Avenue
The price is $417 per night from Jan 12 to Jan 13
$417
includes taxes & fees
Jan 12 - Jan 13, 2025
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
Nobu Hotel Chicago
The Ritz-Carlton, Chicago
5 out of 5
Fully refundableReserve now, pay when you stay
  • 9 min walk from Michigan Avenue
The price is $389 per night from Jan 2 to Jan 3
$389
includes taxes & fees
Jan 2 - Jan 3, 2025
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. ...
The Ritz-Carlton, Chicago
The St. Regis Chicago
5 out of 5
Fully refundableReserve now, pay when you stay
  • 8 min walk from Michigan Avenue
The price is $528 per night from Jan 9 to Jan 10
$528
includes taxes & fees
Jan 9 - Jan 10, 2025
Stay at this 5-star luxury hotel in Chicago. Enjoy a full-service spa, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
The St. Regis Chicago
Don't see what you're looking for?
See all available properties in South Englewood
View all properties
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.