Hotels in Jackson Park Highlands, Chicago

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Our top choices for Jackson Park Highlands hotels

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Streeterville, 13.7 km from Jackson Park Highlands
9.4 out of 10, Exceptional, (2,383 reviews)
"Great stay"
United States
Blake
The price is CA $193
CA $273 total
includes taxes & fees
Mar 24 - Mar 25
Sable at Navy Pier Chicago, Curio Collection by Hilton

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 12 km from Jackson Park Highlands
8.6 out of 10, Excellent, (2,657 reviews)
"Yes it was a great stay"
United States
Rita
The price is CA $178
CA $249 total
includes taxes & fees
Apr 1 - Apr 2
Hilton Chicago

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
The Loop, 13.4 km from Jackson Park Highlands
8.6 out of 10, Excellent, (2,070 reviews)
"Great place "
United States
Kamilah
The price is CA $231
CA $319 total
includes taxes & fees
Mar 24 - Mar 25
Fairmont Chicago at Millennium Park

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 14.2 km from Jackson Park Highlands
9.4 out of 10, Exceptional, (3,436 reviews)
"Amazing place, breakfast is great , location is great - honestly great hotel! "
United States
Brisa
The price is CA $154
CA $219 total
includes taxes & fees
Mar 4 - Mar 5
Hotel Riu Plaza Chicago

The Wade

The Wade
4.5 star property
Streeterville, 14.1 km from Jackson Park Highlands
8.4 out of 10, Very good, (1,704 reviews)
"Thoroughly enjoyed my stay at The Wade"
United States
Danielle
The price is CA $149
CA $175 total
includes taxes & fees
Mar 22 - Mar 23
The Wade

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 13.6 km from Jackson Park Highlands
9.4 out of 10, Exceptional, (3,467 reviews)
"Clean room, great staff, great location "
United States
Tiffany
The price is CA $222
CA $309 total
includes taxes & fees
Apr 1 - Apr 2
Hyatt Regency Chicago

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 12.3 km from Jackson Park Highlands
8.0 out of 10, Very good, (9,904 reviews)
"Great location, beautiful historic hotel with clean, updated rooms. "
United States
Jennifer
The price is CA $132
CA $155 total
includes taxes & fees
Mar 3 - Mar 4
Congress Plaza Hotel

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Theatre District, 13.2 km from Jackson Park Highlands
9.4 out of 10, Exceptional, (1,015 reviews)
"Location was great, staff was very friendly, and the rooms were clean. "
United States
Lori
The price is CA $166
CA $235 total
includes taxes & fees
Mar 8 - Mar 9
Staypineapple, An Iconic Hotel, The Loop

Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 13.4 km from Jackson Park Highlands
9.4 out of 10, Exceptional, (2,001 reviews)
"Clean hotel, helpful staff, restaurant food was delicious, great atmosphere, fabulous location!"
United States
Jennifer
The price is CA $158
CA $227 total
includes taxes & fees
Mar 25 - Mar 26
Arlo Chicago

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
13.5 km from Jackson Park Highlands
9.0 out of 10, Wonderful, (3,204 reviews)
"Place is always top notch..stay here anytime we stay in Chicago."
United States
Jon
The price is CA $166
CA $243 total
includes taxes & fees
Mar 29 - Mar 30
Swissotel - Chicago

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
The Loop, 13.7 km from Jackson Park Highlands
9.4 out of 10, Exceptional, (3,610 reviews)
"Staff was friendly and loved the decor at this hotel…will definitely be staying again"
Canada
Osama
The price is CA $309
CA $362 total
includes taxes & fees
Mar 24 - Mar 25
LondonHouse Chicago, Curio Collection by Hilton

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Theatre District, 13 km from Jackson Park Highlands
8.6 out of 10, Excellent, (2,311 reviews)
"Excellent stay, we loved it "
United States
Melani
The price is CA $182
CA $248 total
includes taxes & fees
Apr 1 - Apr 2
Palmer House a Hilton Hotel

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Theatre District, 13.6 km from Jackson Park Highlands
9.6 out of 10, Exceptional, (3,711 reviews)
"Great location and overall great hotel."
United States
Fernando
The price is CA $187
CA $219 total
includes taxes & fees
Mar 10 - Mar 11
L7 Chicago by LOTTE

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Gold Coast, 15.7 km from Jackson Park Highlands
8.2 out of 10, Very good, (1,296 reviews)
"Great hotel with great location. Would definitely stay here again. "
United States
Sheila
The price is CA $141
CA $166 total
includes taxes & fees
Mar 22 - Mar 23
The Chicago Hotel Collection Ambassador Gold Coast

Pendry Chicago

Pendry Chicago
4.5 star property
Theatre District, 13.5 km from Jackson Park Highlands
9.4 out of 10, Exceptional, (1,137 reviews)
"Excellent hotel and location."
United States
Marcelo
The price is CA $266
CA $368 total
includes taxes & fees
Mar 16 - Mar 17
Pendry Chicago

The Blackstone, Autograph Collection

The Blackstone, Autograph Collection
4.0 star property
The Loop, 12.1 km from Jackson Park Highlands
9.0 out of 10, Wonderful, (1,001 reviews)
"Beautiful place to stay, nice staff 🙏"
United States
Yu Ching Dexter
The price is CA $190
CA $264 total
includes taxes & fees
Mar 5 - Mar 6
The Blackstone, Autograph Collection

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 14.2 km from Jackson Park Highlands
8.6 out of 10, Excellent, (3,117 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is CA $117
CA $138 total
includes taxes & fees
Mar 5 - Mar 6
Aloft Chicago Mag Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 14.4 km from Jackson Park Highlands
9.0 out of 10, Wonderful, (3,280 reviews)
"Great stay "
United States
Kylee
The price is CA $157
CA $184 total
includes taxes & fees
Apr 1 - Apr 2
Eurostars Magnificent Mile

Le Méridien Essex Chicago

Le Méridien Essex Chicago
4.0 star property
The Loop, 11.9 km from Jackson Park Highlands
8.8 out of 10, Excellent, (1,002 reviews)
"Great place to stay..awesome staff!"
United States
Veronica
The price is CA $128
CA $175 total
includes taxes & fees
Mar 4 - Mar 5
Le Méridien Essex Chicago

Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Theatre District, 13.1 km from Jackson Park Highlands
9.0 out of 10, Wonderful, (2,389 reviews)
"Super comfy beds, helpful staff, free coffee and snacks and an amazing location "
United States
Stephanie
The price is CA $180
CA $211 total
includes taxes & fees
Mar 6 - Mar 7
Hyatt Centric The Loop Chicago
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.

Where to stay in Jackson Park Highlands

Find the best Jackson Park Highlands areas and neighborhoods for the activities you enjoy most.

Downtown Chicago

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

O'Hare

Home to O'Hare International Airport, this transportation hub offers easy access to downtown via the Blue Line. The area also hosts various corporate headquarters and international consulates.

Top Jackson Park Highlands Hotel Reviews

Frequently asked questions

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Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Jackson Park Highlands hotel for you.
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How much is the nightly rate at a Jackson Park Highlands hotel?
Hotel prices in Jackson Park Highlands often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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