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Hotels in Jackson Park Highlands, Chicago

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Oct 23 - Oct 25
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Oct 30 - Nov 1

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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, (2,760 reviews)
"Clean room, friendly staff, and convenient location."
Canada
Colin
The price is CA $151
CA $180 total
includes taxes & fees
Nov 10 - Nov 11
Best Western Grant Park Hotel
An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.

2. 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, (2,200 reviews)
"Great place to stay at"
United States
Aran
The price is CA $173
CA $205 total
includes taxes & fees
Nov 9 - Nov 10
Hilton Garden Inn Chicago Downtown South Loop
A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

3. 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, (10,168 reviews)
"It was a wonderful stay!"
United States
Ashya
The price is CA $147
CA $175 total
includes taxes & fees
Nov 10 - Nov 11
Congress Plaza Hotel
A modern kitchen with a large window, a dining area, and a view of the sea.

4. 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, (2,529 reviews)
"Clean room great breakfast loved the pool"
United States
Cynthia
The price is CA $203
CA $241 total
includes taxes & fees
Nov 10 - Nov 11
Homewood Suites by Hilton Chicago Downtown South Loop
An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

5. 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, (2,737 reviews)
"Amazing place to stay"
United States
Shanequa
The price is CA $273
CA $374 total
includes taxes & fees
Nov 12 - Nov 13
Sable at Navy Pier Chicago, Curio Collection by Hilton
A modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.

6. Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 12 km from Jackson Park Highlands
8.6 out of 10, Excellent, (3,452 reviews)
"Friendly staff, great location"
Canada
Anna
The price is CA $236
CA $323 total
includes taxes & fees
Oct 30 - Oct 31
Hilton Chicago
A modern hotel lobby with large windows, leather sofas, and a view of the cityscape.

7. 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, (2,931 reviews)
"Great stay"
United States
Sandra
The price is CA $161
CA $191 total
includes taxes & fees
Nov 12 - Nov 13
Travelodge by Wyndham Downtown Chicago
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, (1,221 reviews)
"Great location!"
United States
Mario
The price is CA $242
CA $288 total
includes taxes & fees
Nov 4 - Nov 5
Hilton Vacation Club Hotel Blake Chicago
A Holiday Inn & Suites building with multiple parking spaces and a modern architectural design.

9. 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, (1,254 reviews)
"good breakfast, friendly staff"
United States
Donna
The price is CA $209
CA $265 total
includes taxes & fees
Nov 11 - Nov 12
Holiday Inn & Suites Chicago - Downtown by IHG
A modern living room with a sofa, armchairs, a coffee table, and a bookshelf.

10. 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, (1,005 reviews)
"Room was standard, close to millennium park, very helpful staff, & yummy restaurant!"
United States
Caitlin Vania
The price is CA $200
CA $263 total
includes taxes & fees
Nov 11 - Nov 12
Le Méridien Essex Chicago
A multi-story hotel with a prominent sign reading "Crowne Plaza."

11. 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, (2,743 reviews)
"Nice hotel and location was perfect."
United States
Chriselda
The price is CA $227
CA $269 total
includes taxes & fees
Nov 1 - Nov 2
Crowne Plaza Chicago West Loop by IHG
The Claridge House building with a sign, American and another flag, and outdoor seating with umbrellas.

12. 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, (1,443 reviews)
"Convenient location near good restaurants."
United States
Scott
The price is CA $167
CA $240 total
includes taxes & fees
Nov 9 - Nov 10
Claridge House Chicago, Tapestry Collection by Hilton
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

13. 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, (3,667 reviews)
"perfect stay, would recommend"
United States
David
The price is CA $167
CA $199 total
includes taxes & fees
Oct 25 - Oct 26
Club Quarters Hotel, Central Loop, Chicago
A spacious lobby with a wooden floor, a central round table with decorative items, a reception desk, and framed artwork on the walls.

14. Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
3.0 star property
13.8 km from Jackson Park Highlands
9.2 out of 10, Wonderful, (1,001 reviews)
"Nice place"
United States
Brock
The price is CA $269
CA $319 total
includes taxes & fees
Oct 30 - Oct 31
Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
A building with a stone facade and large glass windows.

15. 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, (1,226 reviews)
"Staff was great and rooms were clean."
United States
John
The price is CA $154
CA $181 total
includes taxes & fees
Nov 15 - Nov 16
Ohio House Motel
An indoor swimming pool with a glass ceiling, wooden walls, and seating areas.

16. 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, (2,717 reviews)
"Beautiful hotel with wonderful staff!"
United States
Christy
The price is CA $268
CA $361 total
includes taxes & fees
Oct 31 - Nov 1
Palmer House a Hilton Hotel
A rooftop terrace with lounge chairs and tables, offering a city skyline view.

17. 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, (1,192 reviews)
"it was a little more outdated than we thought from the pictures we saw but it was still very clean and staff was very helpful"
United States
Jordan
The price is CA $167
CA $198 total
includes taxes & fees
Nov 9 - Nov 10
Best Western River North Hotel
A modern hotel with a glass facade, multiple floors, and a visible entrance.

18. 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, (1,677 reviews)
"Great stay"
United States
Cordula
The price is CA $257
CA $305 total
includes taxes & fees
Oct 31 - Nov 1
Hyatt Place Chicago/Downtown - The Loop
A bar area with a checkered floor, leather seating, and a bar counter with a visible liquor selection.

19. 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, (1,966 reviews)
"Hotel is great for the price."
United States
alex
The price is CA $167
CA $198 total
includes taxes & fees
Nov 1 - Nov 2
ACME Hotel Chicago, Outset Collection by Hilton
A cozy room with a sofa, a dining table, and a window with a view of buildings.

20. LIVN - West Loop Chicago

LIVN - West Loop Chicago
4.0 star property
13.1 km from Jackson Park Highlands
9.2 out of 10, Wonderful, (353 reviews)
"Great location, plenty of space, love the kitchen"
United States
Anne
The price is CA $246
CA $289 total
includes taxes & fees
Oct 25 - Oct 26
LIVN - West 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.
View all properties

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, (2,760)
The price is CA $151
CA $180 total
includes taxes & fees
Nov 10 - Nov 11
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

Eurostars Magnificent Mile

Eurostars Magnificent Mile

8/10 Good
"Great location, rooms were a little small for what I expected. Service was good, facilities were clean."
Matthew Edward 2-night trip
Posted 6 hours ago
Eurostars Magnificent Mile

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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