Default HTG hotel image

Hotels in Jackson Park Highlands, Chicago

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Filter by

Star rating

Guest rating

Selecting then applying a filter from this group will update the results on a new page

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, (2,757 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, (2,197 reviews)
"Great place to stay at"
United States
Aran
The price is CA $173
CA $206 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, (10,163 reviews)
"It was a wonderful stay!"
United States
Ashya
The price is CA $148
CA $176 total
includes taxes & fees
Nov 10 - Nov 11
Congress Plaza Hotel
An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

4. 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, (2,733 reviews)
"Amazing place to stay"
United States
Shanequa
The price is CA $269
CA $369 total
includes taxes & fees
Nov 12 - Nov 13
Sable at Navy Pier Chicago, Curio Collection by Hilton
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, (2,528 reviews)
"Clean room great breakfast loved the pool"
United States
Cynthia
The price is CA $203
CA $242 total
includes taxes & fees
Nov 10 - Nov 11
Homewood Suites by Hilton Chicago Downtown South Loop
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, (3,451 reviews)
"Friendly staff, great location"
Canada
Anna
The price is CA $239
CA $326 total
includes taxes & fees
Nov 13 - Nov 14
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, (2,927 reviews)
"Great stay"
United States
Sandra
The price is CA $150
CA $179 total
includes taxes & fees
Nov 11 - Nov 12
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 $243
CA $289 total
includes taxes & fees
Nov 3 - Nov 4
Hilton Vacation Club Hotel Blake Chicago
A modern living room with a sofa, armchairs, a coffee table, and a bookshelf.

9. 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, (1,004 reviews)
"Room was standard, close to millennium park, very helpful staff, & yummy restaurant!"
United States
Caitlin Vania
The price is CA $201
CA $264 total
includes taxes & fees
Nov 9 - Nov 10
Le Méridien Essex Chicago
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, (1,443 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 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, (2,741 reviews)
"Nice hotel and location was perfect."
United States
Chriselda
The price is CA $227
CA $270 total
includes taxes & fees
Nov 15 - Nov 16
Crowne Plaza Chicago West Loop by IHG
A rooftop terrace with lounge chairs and tables, offering a city skyline view.

12. 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 $199 total
includes taxes & fees
Nov 9 - Nov 10
Best Western River North Hotel
A building with a stone facade and large glass windows.

13. 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, (1,225 reviews)
"Really cute little motel close to the loop! Was great to stay here with friends and the staff were wonderful."
United States
Sarah
The price is CA $155
CA $182 total
includes taxes & fees
Nov 15 - Nov 16
Ohio House Motel
A cozy room with a sofa, a dining table, and a window with a view of buildings.

14. 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, (352 reviews)
"Great location, plenty of space, love the kitchen"
United States
Anne
The price is CA $232
CA $273 total
includes taxes & fees
Oct 25 - Oct 26
LIVN - West 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.

15. 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, (1,000 reviews)
"Nice place"
United States
Brock
The price is CA $269
CA $320 total
includes taxes & fees
Oct 30 - Oct 31
Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
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, (2,716 reviews)
"Beautiful hotel with wonderful staff!"
United States
Christy
The price is CA $269
CA $362 total
includes taxes & fees
Oct 31 - Nov 1
Palmer House a Hilton Hotel
A spacious lobby with a central coffee table, sofas, and a large mirror.

17. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
15.7 km from Jackson Park Highlands
8.0 out of 10, Very good, (2,536 reviews)
"Nice Hotel and location!"
United States
Christian
The price is CA $171
CA $203 total
includes taxes & fees
Nov 11 - Nov 12
The Chicago Hotel Collection Ambassador Gold Coast
A modern hotel with a glass facade, multiple floors, and a prominent sign.

18. 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, (1,009 reviews)
"Nice location, good breakfast Comfortable beds"
United States
Terri
The price is CA $300
CA $357 total
includes taxes & fees
Oct 30 - Oct 31
Hampton Inn Chicago West Loop Fulton Market Area
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

19. 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, (2,598 reviews)
"Nice stay for the weekend."
United States
Poua
The price is CA $184
CA $219 total
includes taxes & fees
Nov 1 - Nov 2
DoubleTree by Hilton Chicago - Magnificent Mile
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

20. 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 $192
CA $228 total
includes taxes & fees
Oct 25 - Oct 26
Club Quarters Hotel, Central 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, (2,757)
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

L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"Staff was friendly and helpful! Gave my family and I great ideas for restaurants!"
Patrice 4-night trip
Posted 1 hour ago
L7 Chicago by LOTTE

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.

Explore a world of travel with Expedia