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Hotels in Jackson Park Highlands, Chicago

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Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

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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, (3,379 reviews)
"Friendly staff, great location"
Canada
Anna
The price is CA $236
CA $322 total
includes taxes & fees
Oct 30 - Oct 31
Hilton Chicago
A modern interior with a bar area, seating, and decorative wooden panels.

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, (2,735 reviews)
"Excellent stay at a reasonably priced hotel. Will stay again!"
United States
Shelby Ryann
The price is CA $229
CA $272 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.

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, (10,212 reviews)
"Nice stay"
United States
Katimah
The price is CA $165
CA $196 total
includes taxes & fees
Nov 2 - Nov 3
Congress Plaza Hotel
A modern hotel lobby with large windows, leather sofas, and a view of the cityscape.

4. 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, (2,876 reviews)
"Great stay"
United States
Sandra
The price is CA $164
CA $195 total
includes taxes & fees
Nov 2 - Nov 3
Travelodge by Wyndham Downtown Chicago
A hotel room with a large bed, a nightstand with a lamp, a wall clock, and a window with curtains.

5. 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, (1,226 reviews)
"The room was clean and the building was nostalgic."
United States
John
The price is CA $244
CA $290 total
includes taxes & fees
Nov 3 - Nov 4
Hilton Vacation Club Hotel Blake Chicago
Lobby

6. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
3.0 star property
Streeterville, 14.9 km from Jackson Park Highlands
8.6 out of 10, Excellent, (2,707 reviews)
"Very Nice place to stay"
United States
Anand
The price is CA $155
CA $184 total
includes taxes & fees
Nov 2 - Nov 3
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
A modern kitchen with a large window, a dining area, and a view of the sea.

7. 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, (2,515 reviews)
"Excellent choice for a weeks stay."
United States
Jayne
The price is CA $259
CA $307 total
includes taxes & fees
Oct 25 - Oct 26
Homewood Suites by Hilton Chicago Downtown South Loop
A dining table set for six with a cityscape view through large windows.

8. Swissotel - Chicago

Swissotel - Chicago
4.5 star property
13.5 km from Jackson Park Highlands
9.0 out of 10, Wonderful, (3,546 reviews)
"Great stay"
United States
Hilary
The price is CA $284
CA $388 total
includes taxes & fees
Oct 31 - Nov 1
Swissotel - Chicago
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

9. 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, (3,674 reviews)
"I really enjoyed my stay"
United States
hermon
The price is CA $185
CA $220 total
includes taxes & fees
Nov 1 - Nov 2
Club Quarters Hotel, Central Loop, Chicago
A multi-story hotel with a prominent sign reading "Crowne Plaza."

10. 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, (2,715 reviews)
"Nice hotel and location was perfect."
United States
Chriselda
The price is CA $211
CA $251 total
includes taxes & fees
Nov 5 - Nov 6
Crowne Plaza Chicago West Loop by IHG
A modern kitchen with a marble island, fruit bowls, and a city view.

11. Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
The Loop, 13.4 km from Jackson Park Highlands
8.8 out of 10, Excellent, (2,313 reviews)
"Beautiful hotel and great location."
United States
Ruby
The price is CA $265
CA $365 total
includes taxes & fees
Oct 31 - Nov 1
Fairmont Chicago at Millennium Park
An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

12. 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, (2,724 reviews)
"Amazing place to stay"
United States
Shanequa
The price is CA $326
CA $436 total
includes taxes & fees
Nov 1 - Nov 2
Sable at Navy Pier Chicago, Curio Collection by Hilton
An indoor swimming pool with a glass ceiling, wooden walls, and seating areas.

13. 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, (2,707 reviews)
"Perfectly fine hotel super well situated"
United States
Sydney
The price is CA $271
CA $364 total
includes taxes & fees
Oct 31 - Nov 1
Palmer House a Hilton Hotel
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, (2,184 reviews)
"Great place to stay at"
United States
Aran
The price is CA $261
CA $310 total
includes taxes & fees
Oct 25 - Oct 26
Hilton Garden Inn Chicago Downtown South Loop
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

15. 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, (2,582 reviews)
"Nice stay for the weekend."
United States
Poua
The price is CA $181
CA $215 total
includes taxes & fees
Nov 2 - Nov 3
DoubleTree by Hilton Chicago - Magnificent Mile
A snack bar with various packaged snacks and beverages.

16. 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, (1,708 reviews)
"Amazing location everything is close by"
United States
Vansh
The price is CA $204
CA $242 total
includes taxes & fees
Nov 1 - Nov 2
Cambria Hotel Chicago Loop - Theatre District
A bar area with a checkered floor, leather seating, and a bar counter with a visible liquor selection.

17. 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, (1,995 reviews)
"Hotel is great for the price."
United States
alex
The price is CA $188
CA $223 total
includes taxes & fees
Nov 1 - Nov 2
ACME Hotel Chicago, Outset Collection by Hilton
A modern hotel lobby with a reception desk, marble flooring, and elegant chandeliers.

18. 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, (2,422 reviews)
"Had a great trip, great location, helpful staff."
United States
Haesung
The price is CA $205
CA $288 total
includes taxes & fees
Nov 1 - Nov 2
Silversmith Hotel Chicago Downtown
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

19. 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, (2,316 reviews)
"Great stay overall"
United States
Nathan
The price is CA $180
CA $214 total
includes taxes & fees
Nov 2 - Nov 3
Central Loop Hotel
A hotel with a modern glass facade, a prominent Hampton Inn sign, and a Homewood Suites by Hilton sign.

20. Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile
2.5 star property
Streeterville, 14.4 km from Jackson Park Highlands
8.0 out of 10, Very good, (1,652 reviews)
"Great location, friendly staff, tasty breakfast."
United States
William
The price is CA $155
CA $184 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn Chicago Downtown/Magnificent Mile
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

10/10 Excellent
"Clean and very helpful staff. Great location!"
CASEY LASHEY 3-night trip
Posted 14 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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