10 Best Hotels in Jackson Park Highlands, Chicago for 2026

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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

The Loop, 11.7 km from Jackson Park Highlands

Michelle

CA $144 total

includes taxes & fees

Dec 7 - Dec 8

2. Hilton Vacation Club Hotel Blake Chicago

The Loop, 12.4 km from Jackson Park Highlands

Kanokkan

CA $188 total

includes taxes & fees

Dec 10 - Dec 11

An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

3. Sable at Navy Pier Chicago, Curio Collection by Hilton

Streeterville, 13.7 km from Jackson Park Highlands

Bonnie

CA $270 total

includes taxes & fees

Nov 23 - Nov 24

An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.

4. Hilton Garden Inn Chicago Downtown South Loop

The Loop, 11.7 km from Jackson Park Highlands

Aran

CA $161 total

includes taxes & fees

Nov 23 - Nov 24

A modern living room with a sofa, armchairs, a coffee table, and a bookshelf.

5. Le Méridien Essex Chicago

The Loop, 11.9 km from Jackson Park Highlands

Taso

CA $214 total

includes taxes & fees

Dec 7 - Dec 8

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

The Loop, 11.7 km from Jackson Park Highlands

Nicole

CA $181 total

includes taxes & fees

Nov 23 - Nov 24

A rooftop lounge with a city view, featuring a sofa, tables, and a fire feature.

7. Hyatt House Chicago/West Loop-Fulton Market

14.1 km from Jackson Park Highlands

Carole

CA $211 total

includes taxes & fees

Nov 25 - Nov 26

A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

8. DoubleTree by Hilton Chicago - Magnificent Mile

Streeterville, 14.1 km from Jackson Park Highlands

Jodi

CA $163 total

includes taxes & fees

Dec 8 - Dec 9

A bar area with a checkered floor, bar stools, and a well-lit sign above the bar.

9. ACME Hotel Chicago, Outset Collection by Hilton

River North, 14.2 km from Jackson Park Highlands

alex

CA $143 total

includes taxes & fees

Dec 7 - Dec 8

A cityscape at dusk with high-rise buildings, including a Hilton hotel.

10. Hilton Chicago/Magnificent Mile Suites

Streeterville, 14.9 km from Jackson Park Highlands

Melissa

CA $172 total

includes taxes & fees

Dec 7 - Dec 8

A bar area with a long counter, bar stools, and a mirrored wall.

11. The Whitehall Hotel, BW Premier Collection

Streeterville, 14.9 km from Jackson Park Highlands

Alexis

CA $136 total

includes taxes & fees

Dec 7 - Dec 8

A cozy room with a sofa, a dining table, and a window with a view of buildings.

12. LIVN - West Loop Chicago

13.1 km from Jackson Park Highlands

Elzbieta

CA $219 total

includes taxes & fees

Nov 12 - Nov 13

A modern rooftop lounge with white seating, a glass ceiling, and city views.

13. The Godfrey Hotel Chicago

River North, 14.6 km from Jackson Park Highlands

Tamiya

CA $196 total

includes taxes & fees

Nov 24 - Nov 25

A multi-story hotel with a prominent sign reading "Crowne Plaza."

14. Crowne Plaza Chicago West Loop by IHG

13.6 km from Jackson Park Highlands

Dejai

CA $194 total

includes taxes & fees

Nov 22 - Nov 23

A couple sitting on a blue couch with a table in front of them, holding drinks and a pizza.

15. Hotel Saint Clair- Magnificent Mile

Streeterville, 14.2 km from Jackson Park Highlands

Grace

CA $133 total

includes taxes & fees

Dec 9 - Dec 10

A dining table set for six with a cityscape view through large windows.

16. Swissotel - Chicago

13.5 km from Jackson Park Highlands

Daniel Michael

CA $268 total

includes taxes & fees

Nov 26 - Nov 27

A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

17. Central Loop Hotel

Theatre District, 12.9 km from Jackson Park Highlands

Marianna

CA $178 total

includes taxes & fees

Dec 7 - Dec 8

A hotel lobby with a bar area, seating, and a large window.

18. Hilton Garden Inn Chicago Central Loop

The Loop, 12.9 km from Jackson Park Highlands

Jasmine

CA $214 total

includes taxes & fees

Nov 22 - Nov 23

A multi-story hotel with a prominent 'La Quinta' sign, featuring a modern architectural design with large windows and a flat facade.

19. La Quinta Inn & Suites by Wyndham Chicago Downtown

The Loop, 13.3 km from Jackson Park Highlands

Andres

CA $192 total

includes taxes & fees

Nov 23 - Nov 24

A multi-story building with a prominent entrance featuring a large archway and a sign.

20. Hilton Chicago

The Loop, 12 km from Jackson Park Highlands

Jordan

CA $270 total

includes taxes & fees

Nov 27 - Nov 28

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Compare popular hotels in Jackson Park Highlands

Property	Star rating	Guest rating
Sable at Navy Pier Chicago, Curio Collection by Hilton	4.0 star property	9.4 Exceptional 2,783 reviews	View
Hilton Garden Inn Chicago Downtown South Loop	3.0 star property	8.8 Excellent 2,200 reviews	View
Homewood Suites by Hilton Chicago Downtown South Loop	3.0 star property	8.8 Excellent 2,532 reviews	View
Hilton Chicago	4.0 star property	8.6 Excellent 3,537 reviews	View
Le Méridien Essex Chicago	4.0 star property	9.0 Wonderful 1,000 reviews	View

Hotels recommended for families in Jackson Park Highlands

Best Western Grant Park Hotel

Downtown Chicago

CA $144 total

includes taxes & fees

Dec 7 - Dec 8

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.

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A busy urban street at dusk with tall buildings, a historic tower, and pedestrians.

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.

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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.

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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.

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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.

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Top Jackson Park Highlands Hotel Reviews

Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

10/10 Excellent

This hotel is in a very convenient spot in Downtown Chicago. It's less than 4 minutes walking from Lasalle Station (blue line),Harrison Station (red line), and several bus lines. That means you can reach all the city's attractions quite easily. The staff was welcoming, professional, and always ready to help. The hotel itself is simple but beautiful and clean (the lobby and sitting area are both really nice). The room was cozy with a great view. Absolutely every corner of the room and the...

Alexandre

A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.

L7 CHICAGO by LOTTE HOTELS

Downtown Chicago

10/10 Excellent

Making people feel special must be their superpower because I was pleasantly surprised by a special gift I received for my birthday. The staff was always courteous, helpful and friendly. I loved that the lobby where they had a few games you could play but was so relaxing and quiet that there were several people just sitting around and chatting. It's proximity to the L had its pros and cons. The only con being the noise but it was so minimal that you only heard it while sitting on the window...

Lillian

A spacious bar area with high ceilings and large windows, offering views of a cityscape.

Hyatt Regency Chicago

Downtown Chicago

10/10 Excellent

Saira

A restaurant with wooden tables and chairs, large windows, and a green vine-covered ceiling.

Hyatt Place Chicago/River North

Downtown Chicago

10/10 Excellent

Andre

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

10/10 Excellent

Bonnie

A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

10/10 Excellent

Marc-André

The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

Hotel Riu Plaza Chicago

Downtown Chicago

10/10 Excellent

Yuxin

The Intercontinental hotel facade with a large American flag and a floral display.

InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago

10/10 Excellent

John

Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

10/10 Excellent

Lauren

A modern interior with a geometric light wall, a staircase, and hanging crystal chandeliers.

Hampton Inn & Suites Chicago Downtown

Downtown Chicago

10/10 Excellent

Steve

A hotel room with a sofa, a small table, and a view of the cityscape through large windows.

Fairfield Inn & Suites Chicago Downtown/River North

Downtown Chicago

10/10 Excellent

Kelly

An outdoor rooftop lounge with seating, planters, and a view of surrounding high-rise buildings.

Hampton Inn Chicago West Loop Fulton Market Area

Downtown Chicago

10/10 Excellent

Sally

A hotel lobby with a bar area, a chandelier, and a reception desk.

Residence Inn Chicago Downtown/Loop

Downtown Chicago

10/10 Excellent

Leisha

Hilton Garden Inn Chicago Central Loop

Downtown Chicago

10/10 Excellent

Ali

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 $121 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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Hotels in Jackson Park Highlands, Chicago from CA $121

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Our top choices for Jackson Park Highlands hotels

1. Best Western Grant Park Hotel

2. Hilton Vacation Club Hotel Blake Chicago

3. Sable at Navy Pier Chicago, Curio Collection by Hilton

4. Hilton Garden Inn Chicago Downtown South Loop

5. Le Méridien Essex Chicago

6. Homewood Suites by Hilton Chicago Downtown South Loop

7. Hyatt House Chicago/West Loop-Fulton Market

8. DoubleTree by Hilton Chicago - Magnificent Mile

9. ACME Hotel Chicago, Outset Collection by Hilton

10. Hilton Chicago/Magnificent Mile Suites

11. The Whitehall Hotel, BW Premier Collection

12. LIVN - West Loop Chicago

13. The Godfrey Hotel Chicago

14. Crowne Plaza Chicago West Loop by IHG

15. Hotel Saint Clair- Magnificent Mile

16. Swissotel - Chicago

17. Central Loop Hotel

18. Hilton Garden Inn Chicago Central Loop

19. La Quinta Inn & Suites by Wyndham Chicago Downtown

20. Hilton Chicago

Compare popular hotels in Jackson Park Highlands

Hotels recommended for families in Jackson Park Highlands

Best Western Grant Park Hotel

Where to stay in Jackson Park Highlands

Downtown Chicago

Magnificent Mile

The Loop

River North

Lincoln Park

Top Jackson Park Highlands Hotel Reviews

Hilton Vacation Club Hotel Blake Chicago

10/10 Excellent

Frequently Asked Questions

When is the best time to go to Jackson Park Highlands?

Can I cancel my hotel reservation on Expedia?

How much is the nightly rate at a Jackson Park Highlands hotel?

Explore a world of travel with Expedia