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Hotels in Jackson Park Highlands, Chicago

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Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

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Our top choices for Jackson Park Highlands hotels

A modern interior with a bar area, seating, and decorative wooden panels.

1. 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, (2,743 reviews)
"Room was dated but clean, staff was friendly, location was perfect for my needs"
United States
Michelle
The price is CA $137
CA $163 total
includes taxes & fees
Nov 23 - Nov 24
Best Western Grant Park Hotel
A multi-story building with a prominent entrance featuring a large archway and a sign.

2. Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 12 km from Jackson Park Highlands
8.6 out of 10, Excellent, (3,495 reviews)
"Great location!! Clean hotel and kids loved the pool!"
United States
Joanna
The price is CA $151
CA $221 total
includes taxes & fees
Nov 27 - Nov 28
Hilton Chicago
An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

3. 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, (2,751 reviews)
"Best stay, wonderful property."
Canada
Bonnie
The price is CA $183
CA $266 total
includes taxes & fees
Nov 23 - Nov 24
Sable at Navy Pier Chicago, Curio Collection by Hilton
An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.

4. 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, (2,198 reviews)
"Great place to stay at"
United States
Aran
The price is CA $135
CA $161 total
includes taxes & fees
Nov 23 - Nov 24
Hilton Garden Inn Chicago Downtown South Loop
A modern kitchen with a large window, a dining area, and a view of the sea.

5. Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop
3.0 star property
The Loop, 11.7 km from Jackson Park Highlands
8.8 out of 10, Excellent, (2,525 reviews)
"Wonderful room and great breakfast buffet!"
United States
Nicole
The price is CA $147
CA $175 total
includes taxes & fees
Nov 23 - Nov 24
Homewood Suites by Hilton Chicago Downtown South Loop
A rooftop pool with lounge chairs and potted plants, surrounded by modern buildings.

6. Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG
3.0 star property
West Loop, 12.7 km from Jackson Park Highlands
8.6 out of 10, Excellent, (1,263 reviews)
"good breakfast, friendly staff"
United States
Donna
The price is CA $141
CA $185 total
includes taxes & fees
Nov 23 - Nov 24
Holiday Inn & Suites Chicago - Downtown by IHG
A modern hotel with a glass facade, multiple floors, and a visible entrance.

7. Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
3.0 star property
The Loop, 13.4 km from Jackson Park Highlands
8.8 out of 10, Excellent, (1,686 reviews)
"Great stay"
United States
Cordula
The price is CA $165
CA $196 total
includes taxes & fees
Nov 23 - Nov 24
Hyatt Place Chicago/Downtown - The Loop
A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.

8. 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, (1,215 reviews)
"Great location !"
Canada
Josee
The price is CA $224
CA $266 total
includes taxes & fees
Nov 22 - Nov 23
Hilton Vacation Club Hotel Blake Chicago
A snack bar with various packaged snacks and beverages.

9. Cambria Hotel Chicago Loop - Theatre District

Cambria Hotel Chicago Loop - Theatre District
4.0 star property
Theatre District, 13.4 km from Jackson Park Highlands
8.8 out of 10, Excellent, (1,712 reviews)
"Amazing location everything is close by"
United States
Vansh
The price is CA $155
CA $185 total
includes taxes & fees
Nov 23 - Nov 24
Cambria Hotel Chicago Loop - Theatre District
A dining table set for six with a cityscape view through large windows.

10. Swissotel - Chicago

Swissotel - Chicago
4.5 star property
13.5 km from Jackson Park Highlands
9.0 out of 10, Wonderful, (3,569 reviews)
"Good location and nice hotel"
United States
Oleg
The price is CA $163
CA $243 total
includes taxes & fees
Nov 26 - Nov 27
Swissotel - Chicago
A modern building with a colorful facade and a red circular seating area.

11. citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Theatre District, 13.6 km from Jackson Park Highlands
9.4 out of 10, Exceptional, (4,386 reviews)
"Great hotel"
United States
Kristopher Joel
The price is CA $162
CA $193 total
includes taxes & fees
Nov 23 - Nov 24
citizenM Chicago Downtown
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

12. DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Streeterville, 14.1 km from Jackson Park Highlands
8.8 out of 10, Excellent, (2,580 reviews)
"Great location and beautiful hotel!"
United States
Jodi
The price is CA $141
CA $168 total
includes taxes & fees
Nov 23 - Nov 24
DoubleTree by Hilton Chicago - Magnificent Mile
Bar (on property)

13. ACME Hotel Chicago, Outset Collection by Hilton

ACME Hotel Chicago, Outset Collection by Hilton
3.5 star property
River North, 14.2 km from Jackson Park Highlands
9.0 out of 10, Wonderful, (1,973 reviews)
"Hotel is great for the price."
United States
alex
The price is CA $141
CA $168 total
includes taxes & fees
Nov 23 - Nov 24
ACME Hotel Chicago, Outset Collection by Hilton
Exterior

14. Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 13.4 km from Jackson Park Highlands
9.4 out of 10, Exceptional, (2,416 reviews)
"Outstanding hotel highly recommend staying here!!!!"
United States
Daniel
The price is CA $187
CA $267 total
includes taxes & fees
Nov 23 - Nov 24
Arlo Chicago
A multi-story hotel with a prominent 'La Quinta' sign, featuring a modern architectural design with large windows and a flat facade.

15. 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
8.4 out of 10, Very good, (2,955 reviews)
"Overall a great stay. It was clean and we had a comfortable place to stay."
United States
Andres
The price is CA $159
CA $214 total
includes taxes & fees
Nov 23 - Nov 24
La Quinta Inn & Suites by Wyndham Chicago Downtown
An outdoor dining area with tables and umbrellas, overlooking a river with a bridge and high-rise buildings in the background.

16. Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG
3.0 star property
River North, 14 km from Jackson Park Highlands
8.8 out of 10, Excellent, (2,496 reviews)
"The staff was very friendly. The room was clean and a beautiful view."
United States
Pamela
The price is CA $175
CA $249 total
includes taxes & fees
Nov 23 - Nov 24
Holiday Inn Chicago Dwtn - The Mart by IHG
A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

17. 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, (10,060 reviews)
"It was a wonderful stay!"
United States
Ashya
The price is CA $162
CA $193 total
includes taxes & fees
Nov 10 - Nov 11
Congress Plaza Hotel
A modern interior with a geometric light wall, a staircase, and hanging crystal chandeliers.

18. Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
3.0 star property
River North, 14.1 km from Jackson Park Highlands
9.2 out of 10, Wonderful, (1,578 reviews)
"Great hotel"
United States
Tracy
The price is CA $148
CA $176 total
includes taxes & fees
Nov 24 - Nov 25
Hampton Inn & Suites Chicago Downtown
A modern hotel lobby with a reception desk, marble flooring, and elegant chandeliers.

19. 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, (2,435 reviews)
"Great location and friendly staff"
United States
William
The price is CA $159
CA $232 total
includes taxes & fees
Nov 22 - Nov 23
Silversmith Hotel Chicago Downtown
A multi-story hotel with a prominent sign reading "Crowne Plaza."

20. 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, (2,760 reviews)
"Nice hotel and location was perfect."
United States
Chriselda
The price is CA $189
CA $224 total
includes taxes & fees
Nov 23 - Nov 24
Crowne Plaza Chicago West Loop by IHG
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.
View all properties

Compare popular hotels in Jackson Park Highlands

Property
Star rating
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A rooftop terrace with outdoor seating, a view of the city skyline, and a river.
LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
9.4
Exceptional
3,876 reviews
View
A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.
L7 Chicago by LOTTE
4.5 star property
9.6
Exceptional
5,133 reviews
View
A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.
Hilton Vacation Club Hotel Blake Chicago
4.0 star property
9.6
Exceptional
1,215 reviews
View
The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.
Hotel Riu Plaza Chicago
4.0 star property
9.4
Exceptional
5,616 reviews
View
A spacious bar area with high ceilings and large windows, offering views of a cityscape.
Hyatt Regency Chicago
4.0 star property
9.4
Exceptional
3,491 reviews
View

Hotels recommended for families in Jackson Park Highlands

A modern interior with a bar area, seating, and decorative wooden panels.

Best Western Grant Park Hotel

Best Western Grant Park Hotel
2.5 star property
Downtown Chicago
8.2 out of 10, Very good, (2,743)
The price is CA $137
CA $163 total
includes taxes & fees
Nov 23 - Nov 24
Best Western Grant Park Hotel

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

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Beautiful historic building just a short walk from Lake Michigan and some wonder restaurants"
Dorann 2-night trip
Posted 1 hour ago
The Chicago Hotel Collection Ambassador Gold Coast

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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