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Hotels in Jackson Park Highlands, Chicago

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Oct 16 - Oct 18
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Oct 23 - Oct 25

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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)
"Excellent stay at a reasonably priced hotel. Will stay again!"
United States
Shelby Ryann
The price is CA $178
CA $211 total
includes taxes & fees
Nov 9 - Nov 10
Best Western Grant Park Hotel
A modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.

2. Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 12 km from Jackson Park Highlands
8.6 out of 10, Excellent, (3,418 reviews)
"Friendly staff, great location"
Canada
Anna
The price is CA $236
CA $322 total
includes taxes & fees
Oct 30 - Oct 31
Hilton Chicago
An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.

3. 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, (2,187 reviews)
"Great place to stay at"
United States
Aran
The price is CA $180
CA $214 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.

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, (10,204 reviews)
"It was a wonderful stay!"
United States
Ashya
The price is CA $149
CA $177 total
includes taxes & fees
Nov 11 - Nov 12
Congress Plaza Hotel
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, (2,515 reviews)
"Kids loved the pool, location was great for access to museums, and the breakfast was better than I expected!"
United States
Corinn
The price is CA $204
CA $243 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.

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, (2,734 reviews)
"Amazing place to stay"
United States
Shanequa
The price is CA $283
CA $385 total
includes taxes & fees
Nov 15 - Nov 16
Sable at Navy Pier Chicago, Curio Collection by Hilton
A hotel room with two beds, a nightstand, a telephone, and a wall with printed text.

7. 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, (1,218 reviews)
"Great location!"
United States
Mario
The price is CA $244
CA $291 total
includes taxes & fees
Nov 4 - Nov 5
Hilton Vacation Club Hotel Blake Chicago
A modern hotel lobby with large windows, leather sofas, and a view of the cityscape.

8. 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, (2,900 reviews)
"Great stay"
United States
Sandra
The price is CA $157
CA $187 total
includes taxes & fees
Nov 10 - Nov 11
Travelodge by Wyndham Downtown Chicago
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

9. The Wade

The Wade
4.5 star property
Streeterville, 14.1 km from Jackson Park Highlands
8.6 out of 10, Excellent, (2,147 reviews)
"Had a wonderful stay here"
United States
Erin
The price is CA $181
CA $215 total
includes taxes & fees
Nov 12 - Nov 13
The Wade
The Claridge House building with a sign, American and another flag, and outdoor seating with umbrellas.

10. 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, (1,440 reviews)
"Convenient location near good restaurants."
United States
Scott
The price is CA $168
CA $241 total
includes taxes & fees
Nov 9 - Nov 10
Claridge House Chicago, Tapestry Collection by Hilton
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

11. 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)
"Nice stay for the weekend."
United States
Poua
The price is CA $189
CA $224 total
includes taxes & fees
Nov 2 - Nov 3
DoubleTree by Hilton Chicago - Magnificent Mile
A banquet hall with rows of tables, chandeliers, and ornate wall decorations.

12. 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, (2,720 reviews)
"Beautiful hotel with wonderful staff!"
United States
Christy
The price is CA $271
CA $364 total
includes taxes & fees
Oct 31 - Nov 1
Palmer House a Hilton Hotel
Lobby

13. 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, (2,726 reviews)
"Very Nice place to stay"
United States
Anand
The price is CA $172
CA $205 total
includes taxes & fees
Nov 2 - Nov 3
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
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, (1,571 reviews)
"Location and great breakfast"
United States
Catherine
The price is CA $190
CA $226 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn & Suites Chicago Downtown
A bar area with a checkered floor, leather seating, and a bar counter with a visible liquor selection.

15. 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, (1,976 reviews)
"Hotel is great for the price."
United States
alex
The price is CA $190
CA $226 total
includes taxes & fees
Nov 1 - Nov 2
ACME Hotel Chicago, Outset Collection by Hilton
A modern hotel with a glass facade, multiple floors, and a prominent sign.

16. 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, (1,004 reviews)
"Nice location, good breakfast Comfortable beds"
United States
Terri
The price is CA $302
CA $359 total
includes taxes & fees
Oct 30 - Oct 31
Hampton Inn Chicago West Loop Fulton Market Area
An indoor swimming pool with a glass ceiling, multiple seating areas, and city views.

17. Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
River North, 14.2 km from Jackson Park Highlands
8.6 out of 10, Excellent, (4,542 reviews)
"The staff was amazing and location was perfect."
United States
Hakeim
The price is CA $176
CA $210 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Garden Inn Chicago Downtown/Magnificent Mile
A multi-story hotel with a prominent sign reading "Crowne Plaza."

18. 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, (2,733 reviews)
"Nice hotel and location was perfect."
United States
Chriselda
The price is CA $228
CA $272 total
includes taxes & fees
Nov 15 - Nov 16
Crowne Plaza Chicago West Loop by IHG
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, (2,432 reviews)
"Great location, great staff very pleasant stay in a historical building"
United States
Guy
The price is CA $206
CA $288 total
includes taxes & fees
Nov 1 - Nov 2
Silversmith Hotel Chicago Downtown
Room

20. The RIVVY, Chicago Downtown, a Tribute Portfolio Hotel

The RIVVY, Chicago Downtown, a Tribute Portfolio Hotel
4.0 star property
River North, 14.3 km from Jackson Park Highlands
8.8 out of 10, Excellent, (1,549 reviews)
"Great hotel and wonderful location"
United States
stephanie
The price is CA $198
CA $277 total
includes taxes & fees
Nov 12 - Nov 13
The RIVVY, Chicago Downtown, a Tribute Portfolio Hotel
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, (2,743)
The price is CA $178
CA $211 total
includes taxes & fees
Nov 9 - Nov 10
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 Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

8/10 Good
"Room was good … but there was really bad sewer smell in bathroom"
Gurpreet 3-night trip
Posted 4 hours ago
The Royal Sonesta Chicago Downtown

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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