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Jackson Park Highlands Hotels, Chicago

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Check prices for these dates

This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

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Our top choices for Jackson Park Highlands hotels

Terrace/patio

1. 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, (2,695 reviews)
"Nice place to stay"
United States
Ashraf
The price is AU$378
includes taxes & fees
8 Sept - 9 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton
Restaurant

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, (2,742 reviews)
"The location of the hotel is great close to many things."
United States
Melissa
The price is AU$279
includes taxes & fees
8 Sept - 9 Sept
Best Western Grant Park Hotel
Lobby

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, (10,307 reviews)
"Good place to stay location is amazing can’t get any better"
United States
Manuel
The price is AU$183
includes taxes & fees
8 Sept - 9 Sept
Congress Plaza Hotel
Pool

4. 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, (2,162 reviews)
"Great stay"
United States
Dhannetta
The price is AU$287
includes taxes & fees
10 Sept - 11 Sept
Hilton Garden Inn Chicago Downtown South Loop
Suite, 1 Bedroom, Corner | Private kitchen

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, (2,461 reviews)
"Clean, friendly staff, quick valet, and a decent breakfast"
United States
AMBER
The price is AU$308
includes taxes & fees
8 Sept - 9 Sept
Homewood Suites by Hilton Chicago Downtown South Loop
Exterior

6. Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 12 km from Jackson Park Highlands
8.6 out of 10, Excellent, (3,170 reviews)
"Enjoyable stay and a delicious breakfast."
United States
Lori
The price is AU$369
includes taxes & fees
8 Sept - 9 Sept
Hilton Chicago
Front of property

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, (1,274 reviews)
"The staff were really nice and friendly. Our room was nice and clean. I would stay here again!"
United States
Melanie
The price is AU$426
includes taxes & fees
10 Sept - 11 Sept
Hilton Vacation Club Hotel Blake Chicago
Lobby

8. 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, (1,016 reviews)
"This hotel was perfect. Room was a great size, clean, very friendly staff. Perfect for our work trip!"
United States
amanda
The price is AU$304
includes taxes & fees
8 Sept - 9 Sept
Le Méridien Essex Chicago
Nightclub

9. 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, (2,286 reviews)
"Great location."
United States
Yiyang
The price is AU$269
includes taxes & fees
8 Sept - 9 Sept
Central Loop Hotel
Superior Apartment, 2 Bedrooms, Kitchen | Living area

10. LIVN - West Loop Chicago

LIVN - West Loop Chicago
4.0 star property
13.1 km from Jackson Park Highlands
9.4 out of 10, Exceptional, (252 reviews)
"Great stay!"
United States
Tomas
The price is AU$279
includes taxes & fees
8 Sept - 9 Sept
LIVN - West Loop Chicago
Lobby

11. Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
The Loop, 12.2 km from Jackson Park Highlands
7.6 out of 10, Good, (2,840 reviews)
"Great place"
United States
Matthew
The price is AU$213
includes taxes & fees
8 Sept - 9 Sept
Travelodge by Wyndham Downtown Chicago
Exterior

12. 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, (165 reviews)
"The place was really nice."
United States
Marielle
The price is AU$253
includes taxes & fees
9 Sept - 10 Sept
LIVN - Millennium Park Downtown Chicago
Room service – dining

13. The Wade

The Wade
4.5 star property
Streeterville, 14.1 km from Jackson Park Highlands
8.6 out of 10, Excellent, (2,060 reviews)
"Great hotel"
United States
Allison
The price is AU$238
includes taxes & fees
8 Sept - 9 Sept
The Wade
Lobby

14. River Hotel

River Hotel
4.0 star property
The Loop, 13.7 km from Jackson Park Highlands
8.8 out of 10, Excellent, (5,423 reviews)
"Excellent stay!!"
United States
steve
The price is AU$289
includes taxes & fees
9 Sept - 10 Sept
River Hotel
Lobby

15. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
3.0 star property
Streeterville, 14.2 km from Jackson Park Highlands
9.0 out of 10, Wonderful, (1,016 reviews)
"Loved this hotel, friendly staff and such a great spot in the city!"
United States
Marissa
The price is AU$279
includes taxes & fees
8 Sept - 9 Sept
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
Lobby

16. Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Streeterville, 14.2 km from Jackson Park Highlands
8.6 out of 10, Excellent, (3,359 reviews)
"Rooms were clean and the staff was great"
United States
Odessia
The price is AU$254
includes taxes & fees
8 Sept - 9 Sept
Aloft by Marriott Chicago Mag Mile
Rooftop terrace

17. Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Theatre District, 13.1 km from Jackson Park Highlands
9.0 out of 10, Wonderful, (2,750 reviews)
"Great place to stay!"
United States
Tamika
The price is AU$430
includes taxes & fees
8 Sept - 9 Sept
Hyatt Centric The Loop Chicago
Exterior

18. 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, (1,210 reviews)
"Excellent Stay. Staff were wonderful and welcoming."
United States
Jennifer
The price is AU$345
includes taxes & fees
8 Sept - 9 Sept
Holiday Inn & Suites Chicago - Downtown by IHG
Nightclub

19. 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, (3,664 reviews)
"Clean hotel and friendly staff"
United States
Jacqueline
The price is AU$295
includes taxes & fees
8 Sept - 9 Sept
Club Quarters Hotel, Central Loop, Chicago
Pool

20. 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, (2,580 reviews)
"Great location!"
United States
Madelyn
The price is AU$295
includes taxes & fees
8 Sept - 9 Sept
DoubleTree by Hilton Chicago - 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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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 busy city street with tall buildings, a bus, and cars.

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 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 historic castle-like building with intricate stonework and a paved walkway.

Magnificent Mile

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

A city street with a train passing overhead, cars, pedestrians, and a red brick building.

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

River Hotel

River Hotel

10/10 Excellent
"Loved the refilling water stations they had on each floor. The front desk staff was super quick to assist you from the moment you stepped in the building."
Dami 2-night trip
Posted less than an hour 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 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.