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Hotels in Jackson Park Highlands, Chicago

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Sep 25 - Sep 27
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Oct 2 - Oct 4

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Our top choices for Jackson Park Highlands hotels

A large, historic building with a central courtyard surrounded by trees.

1. Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 12 km from Jackson Park Highlands
8.6 out of 10, Excellent, (3,261 reviews)
"Great stay!"
United States
Alan
The price is CA $227
CA $311 total
includes taxes & fees
Oct 24 - Oct 25
Hilton Chicago
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

2. The Wade

The Wade
4.5 star property
Streeterville, 14.1 km from Jackson Park Highlands
8.6 out of 10, Excellent, (2,092 reviews)
"Great stay"
United States
Fernanda
The price is CA $210
CA $250 total
includes taxes & fees
Sep 27 - Sep 28
The Wade
A modern interior with a bar area, seating, and decorative wooden panels.

3. Best Western Grant Park Hotel

Best Western Grant Park Hotel
2.5 star property
The Loop, 11.7 km from Jackson Park Highlands
8.2 out of 10, Very good, (2,733 reviews)
"The room was clean, the hotel was good proximity to restaurants which was super nice"
United States
Damilola
The price is CA $240
CA $285 total
includes taxes & fees
Oct 25 - Oct 26
Best Western Grant Park Hotel
A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

4. 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, (10,201 reviews)
"Easy check in, rooms were clean, convenient location."
United States
John
The price is CA $228
CA $271 total
includes taxes & fees
Oct 25 - Oct 26
Congress Plaza Hotel
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

5. Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Theatre District, 12.9 km from Jackson Park Highlands
8.8 out of 10, Excellent, (3,666 reviews)
"Clean, convenient location for public transit and sights."
United States
Michael
The price is CA $174
CA $207 total
includes taxes & fees
Oct 25 - Oct 26
Club Quarters Hotel, Central Loop, Chicago
An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

6. 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, (2,706 reviews)
"Amazing place to stay"
United States
Shanequa
The price is CA $416
CA $544 total
includes taxes & fees
Sep 27 - Sep 28
Sable at Navy Pier Chicago, Curio Collection by Hilton
An outdoor seating area with wicker chairs, a glass-top table, and a sofa with cushions.

7. 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, (2,776 reviews)
"Great place to stay!"
United States
Tamika
The price is CA $281
CA $369 total
includes taxes & fees
Sep 27 - Sep 28
Hyatt Centric The Loop Chicago
A modern living room with a sofa, armchairs, a coffee table, and a bookshelf.

8. Le Méridien Essex Chicago

Le Méridien Essex Chicago
4.0 star property
The Loop, 11.9 km from Jackson Park Highlands
9.0 out of 10, Wonderful, (1,001 reviews)
"This hotel was perfect. Room was a great size, clean, very friendly staff. Perfect for our work trip!"
United States
amanda
The price is CA $281
CA $359 total
includes taxes & fees
Sep 27 - Sep 28
Le Méridien Essex Chicago
A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.

9. River Hotel

River Hotel
4.0 star property
The Loop, 13.7 km from Jackson Park Highlands
8.8 out of 10, Excellent, (5,435 reviews)
"Location is great."
United States
Isabella
The price is CA $228
CA $271 total
includes taxes & fees
Sep 27 - Sep 28
River Hotel
A modern hotel lobby with a reception desk, marble flooring, and elegant chandeliers.

10. Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Theatre District, 13.1 km from Jackson Park Highlands
9.2 out of 10, Wonderful, (2,402 reviews)
"We enjoyed our stay; everything was nearby to walk. Staff was great super nice and we felt so welcomed."
United States
Carmen
The price is CA $279
CA $374 total
includes taxes & fees
Oct 25 - Oct 26
Silversmith Hotel Chicago Downtown
A cozy room with a sofa, a dining table, and a window with a view of buildings.

11. LIVN - West Loop Chicago

LIVN - West Loop Chicago
4.0 star property
13.1 km from Jackson Park Highlands
9.4 out of 10, Exceptional, (288 reviews)
"It was a very nice place to stay"
Canada
chidubem
The price is CA $241
CA $283 total
includes taxes & fees
Sep 27 - Sep 28
LIVN - West Loop Chicago
A grand lobby with a central bar, high ceilings, and classical architecture.

12. THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
4.0 star property
Theatre District, 13 km from Jackson Park Highlands
8.6 out of 10, Excellent, (1,001 reviews)
"The hotel was absolutely stunning! Loved the convenience of it being right down town!"
United States
Amanda
The price is CA $190
CA $226 total
includes taxes & fees
Sep 27 - Sep 28
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

13. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
4.0 star property
The Loop, 12.4 km from Jackson Park Highlands
9.6 out of 10, Exceptional, (1,244 reviews)
"The room was clean and the building was nostalgic."
United States
John
The price is CA $444
CA $528 total
includes taxes & fees
Oct 14 - Oct 15
Hilton Vacation Club Hotel Blake Chicago
An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.

14. Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
The Loop, 11.7 km from Jackson Park Highlands
8.8 out of 10, Excellent, (2,153 reviews)
"Great place to stay at"
United States
Aran
The price is CA $271
CA $322 total
includes taxes & fees
Oct 25 - Oct 26
Hilton Garden Inn Chicago Downtown South Loop
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

15. Central Loop Hotel

Central Loop Hotel
4.0 star property
Theatre District, 12.9 km from Jackson Park Highlands
8.6 out of 10, Excellent, (2,298 reviews)
"Great stay overall"
United States
Nathan
The price is CA $206
CA $245 total
includes taxes & fees
Oct 25 - Oct 26
Central Loop Hotel
A multi-story hotel with a prominent 'La Quinta' sign, featuring a modern architectural design with large windows and a flat facade.

16. La Quinta Inn & Suites by Wyndham Chicago Downtown

La Quinta Inn & Suites by Wyndham Chicago Downtown
3.0 star property
The Loop, 13.3 km from Jackson Park Highlands
8.6 out of 10, Excellent, (2,925 reviews)
"Our stay was great."
United States
Mythli
The price is CA $274
CA $350 total
includes taxes & fees
Sep 27 - Sep 28
La Quinta Inn & Suites by Wyndham Chicago Downtown
A hotel room with a large bed, two armchairs, a desk, and a view of a cityscape through large windows.

17. The Buckingham Hotel

The Buckingham Hotel
3.5 star property
The Loop, 12.6 km from Jackson Park Highlands
9.0 out of 10, Wonderful, (1,001 reviews)
"Beautiful hotel"
United States
Ibrahim
The price is CA $218
CA $275 total
includes taxes & fees
Sep 27 - Sep 28
The Buckingham Hotel
A modern hotel with a glass facade, multiple floors, and a prominent sign.

18. Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area
2.5 star property
13.8 km from Jackson Park Highlands
9.2 out of 10, Wonderful, (1,000 reviews)
"Hotel was clean, the room was comfortable and spacious, the amenities were nice, and the breakfast was good. Would stay again."
United States
Rebecca
The price is CA $290
CA $345 total
includes taxes & fees
Sep 27 - Sep 28
Hampton Inn Chicago West Loop Fulton Market Area
A multi-story hotel with a prominent sign reading "Crowne Plaza."

19. Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG
3.5 star property
13.6 km from Jackson Park Highlands
9.0 out of 10, Wonderful, (2,667 reviews)
"Great stay, close to great food and ambiance in West Loop."
United States
Victoria
The price is CA $266
CA $316 total
includes taxes & fees
Sep 27 - Sep 28
Crowne Plaza Chicago West Loop by IHG
A spacious lobby with a central coffee table, sofas, and a large mirror.

20. 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
8.0 out of 10, Very good, (2,316 reviews)
"Great location and staff."
United States
Michael T.
The price is CA $227
CA $270 total
includes taxes & fees
Oct 25 - Oct 26
The Chicago Hotel Collection Ambassador Gold Coast
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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Where to stay in Jackson Park Highlands

Find the best Jackson Park Highlands areas and neighborhoods for the activities you enjoy most.
A cityscape with tall skyscrapers and a historic tower.

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.
A busy urban street at dusk with tall buildings, a historic tower, and pedestrians.
Photo by © City of Chicago
Open Photo by © City of Chicago

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.
A river with yellow boats, a bridge, and tall buildings.

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.
A large, historic building with a central tower and multiple windows, located near a body of water.

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.
A river with a city skyline in the background, surrounded by green trees and grass.

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

Top Jackson Park Highlands Hotel Reviews

River Hotel

River Hotel

8/10 Good
"Elevator was broken, took 15 minutes each time I needed it"
Scott 2-night trip
Posted 4 hours ago
River Hotel

Frequently asked questions

When is the best time to go to Jackson Park Highlands?
Jackson Park Highlands isn't typically considered a tourist destination; it's a residential neighbourhood. Therefore, the "best time to go" isn't really applicable in the same way it would be for a holiday spot.
Can I cancel my hotel reservation on Expedia?
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.
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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