Hotels in Jackson Park Highlands, Chicago from CA $115

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Our top choices for Jackson Park Highlands hotels

A modern living room with a large window overlooking a body of water, a tripod, and a sofa.

1. 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, (2,765 reviews)
"Best stay, wonderful property."
Canada
Bonnie
The price is CA $159
CA $238 total
includes taxes & fees
Dec 15 - Dec 16
Sable at Navy Pier Chicago, Curio Collection by Hilton
A restaurant interior with round tables and chairs, a bamboo-themed wall mural, and wall-mounted lighting fixtures.

2. 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, (2,754 reviews)
"Nice location. Restaurants are just walking distance."
United States
Diojenies Alejandro
The price is CA $122
CA $145 total
includes taxes & fees
Dec 7 - Dec 8
Best Western Grant Park Hotel
A hotel entrance with a marquee sign, a blue carpet, and a flag.

3. 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, (1,210 reviews)
"Great location from both airports. Lovely hotel clean and convenient"
United Kingdom
Kanokkan
The price is CA $159
CA $189 total
includes taxes & fees
Dec 10 - Dec 11
Hilton Vacation Club Hotel Blake Chicago
A modern bathroom with a toilet, sink, and mirror.

4. 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, (1,003 reviews)
"Fantastic location and facility. Comfortable bed and nice shower! Perfect hotel for the Bears Game!"
United States
Taso
The price is CA $160
CA $215 total
includes taxes & fees
Dec 7 - Dec 8
Le Méridien Essex Chicago
A hot tub with a metal ladder, surrounded by white tiled walls and floor, with a large window providing a view of the cityscape.

5. 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, (2,207 reviews)
"We liked that it was dog friendly."
United States
Jacquelyn
The price is CA $138
CA $162 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.

6. 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, (2,537 reviews)
"Location was great, staff was friendly and we had everything we needed for our trip."
United States
Chad
The price is CA $154
CA $181 total
includes taxes & fees
Nov 23 - Nov 24
Homewood Suites by Hilton Chicago Downtown South Loop
A bar area with a checkered floor, bar stools, and a well-lit sign above the bar.

7. 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, (1,930 reviews)
"Hotel is great for the price."
United States
alex
The price is CA $121
CA $144 total
includes taxes & fees
Dec 7 - Dec 8
ACME Hotel Chicago, Outset Collection by Hilton
A modern hotel lobby with a large wall mural, seating area, and a digital screen displaying information.

8. 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, (1,720 reviews)
"Clean room, very helpful staff, centrally located."
United States
Katherine
The price is CA $156
CA $186 total
includes taxes & fees
Dec 14 - Dec 15
Cambria Hotel Chicago Loop - Theatre District
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

9. 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, (2,588 reviews)
"Great location and beautiful hotel!"
United States
Jodi
The price is CA $138
CA $164 total
includes taxes & fees
Dec 7 - Dec 8
DoubleTree by Hilton Chicago - Magnificent Mile
A bar area with a long counter, bar stools, and a mirrored wall.

10. The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Streeterville, 14.9 km from Jackson Park Highlands
8.4 out of 10, Very good, (3,971 reviews)
"This hotel was amazing. The staff are super nice and welcoming and it’s in a great location. Would stay again!"
United States
Luna
The price is CA $115
CA $137 total
includes taxes & fees
Dec 7 - Dec 8
The Whitehall Hotel, BW Premier Collection
A modern hotel lobby with large windows, leather sofas, and a view of the cityscape.

11. Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
The Loop, 12.2 km from Jackson Park Highlands
7.8 out of 10, Good, (2,977 reviews)
"Great place to stay for a weekend. Honestly right in the heart of the city for a great price."
United States
Melanie
The price is CA $148
CA $175 total
includes taxes & fees
Dec 9 - Dec 10
Travelodge by Wyndham Downtown Chicago
A hotel bathroom with a large mirror, a sink, and a vanity.

12. Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
3.5 star property
Theatre District, 13.5 km from Jackson Park Highlands
9.0 out of 10, Wonderful, (1,541 reviews)
"Great resort and clean.. very good location"
United States
Christopher
The price is CA $149
CA $218 total
includes taxes & fees
Dec 14 - Dec 15
Sports Illustrated Resorts Chicago
A modern office space with cubicles, a chandelier, and a chess table.

13. 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, (2,350 reviews)
"Great stay !"
United States
Marianna
The price is CA $139
CA $165 total
includes taxes & fees
Dec 10 - Dec 11
Central Loop Hotel
A modern interior with a geometric light wall, a staircase, and hanging crystal chandeliers.

14. 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, (1,592 reviews)
"Great hotel"
United States
Tracy
The price is CA $158
CA $188 total
includes taxes & fees
Dec 15 - Dec 16
Hampton Inn & Suites Chicago Downtown
A rooftop terrace with lounge chairs and tables, offering a city skyline view.

15. Best Western River North Hotel

Best Western River North Hotel
2.5 star property
River North, 14.3 km from Jackson Park Highlands
7.8 out of 10, Good, (1,190 reviews)
"Good location, friendly staff!"
United States
Alexis
The price is CA $120
CA $143 total
includes taxes & fees
Dec 13 - Dec 14
Best Western River North Hotel
A cityscape at dusk with high-rise buildings, including a Hilton hotel.

16. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Streeterville, 14.9 km from Jackson Park Highlands
9.0 out of 10, Wonderful, (5,070 reviews)
"Great place to stay"
United States
Melissa
The price is CA $146
CA $173 total
includes taxes & fees
Dec 10 - Dec 11
Hilton Chicago/Magnificent Mile Suites
A multi-story hotel with a prominent sign reading "Crowne Plaza."

17. 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, (2,828 reviews)
"Wonderful stay!"
United States
Dejai
The price is CA $164
CA $195 total
includes taxes & fees
Nov 22 - Nov 23
Crowne Plaza Chicago West Loop by IHG
A bar area with a long counter, multiple stools, and a modern chandelier.

18. Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
15.6 km from Jackson Park Highlands
9.0 out of 10, Wonderful, (1,437 reviews)
"Staff was super kind,"
United States
Cloey
The price is CA $120
CA $185 total
includes taxes & fees
Dec 6 - Dec 7
Claridge House Chicago, Tapestry Collection by Hilton
A modern lounge area with seating, a bar, and large windows offering views.

19. Hyatt House Chicago/West Loop-Fulton Market

Hyatt House Chicago/West Loop-Fulton Market
3.5 star property
14.1 km from Jackson Park Highlands
9.0 out of 10, Wonderful, (1,310 reviews)
"Loved the continental breakfast and how close different bars and restaurants were at :)"
United States
Carole
The price is CA $199
CA $236 total
includes taxes & fees
Nov 25 - Nov 26
Hyatt House Chicago/West Loop-Fulton Market
A balcony with outdoor seating, overlooking a busy street with cars and buildings.

20. Ohio House Motel

Ohio House Motel
3.0 star property
River North, 14.4 km from Jackson Park Highlands
9.0 out of 10, Wonderful, (1,223 reviews)
"The location was great and hotel was cute and had everything we needed."
United States
Colin
The price is CA $123
CA $144 total
includes taxes & fees
Dec 13 - Dec 14
Ohio House Motel
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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Compare popular hotels in Jackson Park Highlands

Property
Star rating
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A modern living room with a large window overlooking a body of water, a tripod, and a sofa.
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
9.4
Exceptional
2,765 reviews
View
A hotel entrance with a marquee sign, a blue carpet, and a flag.
Hilton Vacation Club Hotel Blake Chicago
4.0 star property
9.6
Exceptional
1,210 reviews
View
A modern bathroom with a toilet, sink, and mirror.
Le Méridien Essex Chicago
4.0 star property
9.0
Wonderful
1,003 reviews
View
A hot tub with a metal ladder, surrounded by white tiled walls and floor, with a large window providing a view of the cityscape.
Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
8.8
Excellent
2,207 reviews
View
A bar area with a checkered floor, bar stools, and a well-lit sign above the bar.
ACME Hotel Chicago, Outset Collection by Hilton
3.5 star property
9.0
Wonderful
1,930 reviews
View

Hotels recommended for families in Jackson Park Highlands

A hotel entrance with a marquee sign, a blue carpet, and a flag.

Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,210)
The price is CA $159
CA $189 total
includes taxes & fees
Dec 10 - Dec 11
Hilton Vacation Club Hotel Blake Chicago

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

A modern living room with a large window overlooking a body of water, a tripod, and a sofa.
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago

10/10 Excellent

Best stay, wonderful property.
Canada
Bonnie
Reviewed October 26, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton

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 from CA $115 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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