Find 5 Star Hotels in Jackson Park Highlands, IL from $160

    price find illustration

    Upfront pricing

    Our total price for your stay includes taxes and fees
    deals illustration

    Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Jackson Park Highlands 5 Star Hotels

Compare Jackson Park Highlands 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Trump International Hotel & Tower Chicago
Bar (on property)

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1685)
"Great hotel "
$436 nightly
The price is $512
Aug 20 - Aug 21
Total includes taxes and fees
Trump International Hotel & Tower Chicago
Four Seasons Hotel Chicago
Reception

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1004)
"Great location "
$550 nightly
The price is $646
Aug 24 - Aug 25
Total includes taxes and fees
Four Seasons Hotel Chicago
The Langham, Chicago
Lobby

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1004)
"Very nice location super friendly staff very modern and clear hotel "
$544 nightly
The price is $638
Sep 1 - Sep 2
Total includes taxes and fees
The Langham, Chicago
The Peninsula Chicago
Front of property - evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1003)
"Excellent very clean Quiet great location"
$625 nightly
The price is $734
Aug 17 - Aug 18
Total includes taxes and fees
The Peninsula Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1000)
"Great location "
$541 nightly
The price is $635
Sep 1 - Sep 2
Total includes taxes and fees
Waldorf Astoria Chicago
Nobu Hotel Chicago
Indoor pool, open 6:00 AM to 9:00 PM, sun loungers

Nobu Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (708)
"Beautiful, staffed with great people."
$475 nightly
The price is $558
Aug 20 - Aug 21
Total includes taxes and fees
Nobu Hotel Chicago
Park Hyatt Chicago
Suite, Terrace (Water Tower) | 1 bedroom, premium bedding, down comforters, pillowtop beds

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1002)
"It's a beautiful and comfortable hotel."
$615 nightly
The price is $722
Aug 25 - Aug 26
Total includes taxes and fees
Park Hyatt Chicago
The Ritz-Carlton, Chicago
Bar (on property)

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1001)
"Beautiful place "
$575 nightly
The price is $675
Sep 1 - Sep 2
Total includes taxes and fees
The Ritz-Carlton, Chicago
The St. Regis Chicago
2 restaurants, breakfast served

The St. Regis Chicago

5.0 star property
9.0 out of 10, Wonderful, (72)
"Amazing hotel"
$590 nightly
The price is $693
Sep 2 - Sep 3
Total includes taxes and fees
The St. Regis Chicago
Art Villa
Rooftop terrace

Art Villa

5.0 star property
10.0 out of 10, Exceptional, (1)
$680 nightly
The price is $852
Aug 13 - Aug 14
Total includes taxes and fees
Art Villa
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Jackson Park Highlands.
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

17 E Monroe St, Chicago, IL
$198 nightly
The price is $229 total per night from Aug 21 to Aug 22
$229 total
Aug 21 - Aug 22
Total includes taxes and fees
8.4/10 Very Good! (1,848 reviews)
Still don't see what you're looking for?
See all properties in Jackson Park Highlands.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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.

Top Jackson Park Highlands Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Jackson Park Highlands?
The amount you pay for a 5-star hotel in Jackson Park Highlands depends on things like when you want to go and the length of your break. Our insider tip for landing an awesome deal? Use our pricing filters to check out all of the available hotels for your chosen dates.

  • Search for the lowest price per night from $160

What makes a hotel 5 stars in Jackson Park Highlands?
From gourmet restaurants and 24/7 fitness centers to swimming pools and luxury bedding, the 5-star experience in Jackson Park Highlands is all about relaxation and luxury. But it takes more than just top-notch perks to earn a 5-star rating. Accommodations also have to offer extraordinary guest services like in-room massages, laundry and dry cleaning and 24-hour concierge services.
Are there any 5-star all-inclusive resorts in Jackson Park Highlands?
Use Expedia's filters to find a luxurious getaway in Jackson Park Highlands where most of what you need is included. After your initial search, narrow down your results for properties that have a rating of 5 stars and are described as "All inclusive." The first thing on the schedule at these stays? Pure enjoyment and indulgence.