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Jackson Park Highlands Hotels, Chicago

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Check prices for these dates

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

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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, (2,747 reviews)
"Clean room, friendly staff, and convenient location."
Canada
Colin
The price is AU$181
includes taxes & fees
10 Nov - 11 Nov
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, (2,190 reviews)
"Great place to stay at"
United States
Aran
The price is AU$207
includes taxes & fees
11 Nov - 12 Nov
Hilton Garden Inn Chicago Downtown South Loop
A modern living room with a sofa, armchairs, a coffee table, and a bookshelf.

3. 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, (1,002 reviews)
"Room was standard, close to millennium park, very helpful staff, & yummy restaurant!"
United States
Caitlin Vania
The price is AU$215
includes taxes & fees
12 Nov - 13 Nov
Le Méridien Essex Chicago
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, (10,188 reviews)
"It was a wonderful stay!"
United States
Ashya
The price is AU$179
includes taxes & fees
22 Nov - 23 Nov
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, (2,520 reviews)
"Clean room great breakfast loved the pool"
United States
Cynthia
The price is AU$236
includes taxes & fees
10 Nov - 11 Nov
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, (3,456 reviews)
"Friendly staff, great location"
Canada
Anna
The price is AU$271
includes taxes & fees
22 Nov - 23 Nov
Hilton Chicago
A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.

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, (1,208 reviews)
"We truly enjoyed our stay. Everyone made our stay easy, safe, and fun!"
United States
Sotina
The price is AU$271
includes taxes & fees
15 Nov - 16 Nov
Hilton Vacation Club Hotel Blake Chicago
An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

8. 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, (2,735 reviews)
"Amazing place to stay"
United States
Shanequa
The price is AU$288
includes taxes & fees
22 Nov - 23 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton
A cozy room with a sofa, a dining table, and a window with a view of buildings.

9. 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, (358 reviews)
"Great location, plenty of space, love the kitchen"
United States
Anne
The price is AU$228
includes taxes & fees
25 Oct - 26 Oct
LIVN - West Loop Chicago
A Holiday Inn & Suites building with multiple parking spaces and a modern architectural design.

10. 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 AU$197
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn & Suites Chicago - Downtown by IHG
A modern hotel lobby with large windows, leather sofas, and a view of the cityscape.

11. 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, (2,925 reviews)
"Great stay"
United States
Sandra
The price is AU$203
includes taxes & fees
12 Nov - 13 Nov
Travelodge by Wyndham Downtown Chicago
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, (1,433 reviews)
"Convenient location near good restaurants."
United States
Scott
The price is AU$199
includes taxes & fees
22 Nov - 23 Nov
Claridge House Chicago, Tapestry Collection by Hilton
A street view with a row of parked cars, a building with a sign reading "SONDE," and another sign that says "Diamonds On Parade."

13. LIVN - Millennium Park Downtown Chicago

LIVN - Millennium Park Downtown Chicago
4.0 star property
Theatre District, 13 km from Jackson Park Highlands
9.0 out of 10, Wonderful, (259 reviews)
"Great place to stay!"
United States
Sergio
The price is AU$222
includes taxes & fees
25 Oct - 26 Oct
LIVN - Millennium Park Downtown Chicago
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

14. 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, (3,657 reviews)
"perfect stay, would recommend"
United States
David
The price is AU$196
includes taxes & fees
22 Nov - 23 Nov
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.

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 AU$229
includes taxes & fees
22 Nov - 23 Nov
Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
A building with a marquee reading 'ACME HOTEL COMPANY' and a sign stating 'ACME HOTEL NOT VACANCY'.

16. 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, (1,967 reviews)
"Hotel is great for the price."
United States
alex
The price is AU$213
includes taxes & fees
15 Nov - 16 Nov
ACME Hotel Chicago, Outset Collection by Hilton
An indoor swimming pool with a glass ceiling, wooden walls, and seating areas.

17. 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 AU$271
includes taxes & fees
22 Nov - 23 Nov
Palmer House a Hilton Hotel
A building with a stone facade and large glass windows.

18. 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, (1,227 reviews)
"Staff was great and rooms were clean."
United States
John
The price is AU$165
includes taxes & fees
22 Nov - 23 Nov
Ohio House Motel
A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."

19. Carleton of Oak Park

Carleton of Oak Park
3.0 star property
22.6 km from Jackson Park Highlands
9.2 out of 10, Wonderful, (1,198 reviews)
"Definitely a boutique hotel, but we'll maintained and in a good area with good eateries close."
United States
Brad
The price is AU$193
includes taxes & fees
27 Oct - 28 Oct
Carleton of Oak Park
A rooftop terrace with lounge chairs and tables, offering a city skyline view.

20. 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, (1,187 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 AU$157
includes taxes & fees
22 Nov - 23 Nov
Best Western River North 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

Compare top hotels in Jackson Park Highlands

A modern interior with a bar area, seating, and decorative wooden panels.

Best Western Grant Park Hotel

2.5 star property
The Loop, 11.7 km from Jackson Park Highlands
View
An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.

Hilton Garden Inn Chicago Downtown South Loop

3.0 star property
The Loop, 11.7 km from Jackson Park Highlands
View
A modern living room with a sofa, armchairs, a coffee table, and a bookshelf.

Le Méridien Essex Chicago

4.0 star property
The Loop, 11.9 km from Jackson Park Highlands
View
A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

Congress Plaza Hotel

3.5 star property
The Loop, 12.3 km from Jackson Park Highlands
View
A modern kitchen with a large window, a dining area, and a view of the sea.

Homewood Suites by Hilton Chicago Downtown South Loop

3.0 star property
The Loop, 11.7 km from Jackson Park Highlands
View
8.2
Very good
2,747 reviews
8.8
Excellent
2,190 reviews
9.0
Wonderful
1,002 reviews
8.0
Very good
10,188 reviews
8.8
Excellent
2,520 reviews
The price is AU$181
includes taxes & fees
10 Nov - 11 Nov
The price is AU$207
includes taxes & fees
11 Nov - 12 Nov
The price is AU$215
includes taxes & fees
12 Nov - 13 Nov
The price is AU$179
includes taxes & fees
22 Nov - 23 Nov
The price is AU$236
includes taxes & fees
10 Nov - 11 Nov
  • No Breakfast included
  • No Pool
  • No Spa
  • No Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • No Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • No Pool
  • No Spa
  • No Pet-friendly
  • No WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • No Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking

Our guide on where to stay in Jackson Park Highlands

Find the best Jackson Park Highlands areas for the activities you enjoy most. Learn more about Jackson Park Highlands
Learn more about Jackson Park Highlands
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

A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.

A river with yellow boats, a bridge, and tall buildings.

The Loop

Striking architecture, urban park space and countless entertainment options all make The Loop one of the most memorable spots in the city.

A large, historic building with a central tower and multiple windows, located near a body of water.

River North

Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

A river with a city skyline in the background, surrounded by green trees and grass.

Lincoln Park

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

Top Jackson Park Highlands Hotel Reviews

Recent Reviews in Jackson Park Highlands

L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"Loved the hotel. Great location. Staff was friendly and helpful. Antonio was attentive to us at check-in and out. Would stay again."
Melissa 3-night trip
Posted less than an 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 to 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 can I save on a hotel booking in Jackson Park Highlands with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Jackson Park Highlands hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Jackson Park Highlands?
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.