Jackson Park Highlands Hotels, Chicago

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Check prices for these dates

Tonight
15 Sept - 16 Sept
Tomorrow
16 Sept - 17 Sept
This weekend
19 Sept - 21 Sept
Next weekend
26 Sept - 28 Sept

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4242 Cheap Hotels in Jackson Park Highlands - Specials, Reviews, & Last Minute Deals

River Hotel
Reception

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4669)
"Clean, excellent location and great staff."
The price is AU$325
includes taxes & fees
22 Sept - 23 Sept
River Hotel
Eurostars Magnificent Mile
Reception

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3044)
"Nice hotel, clean, modern room, with a great shower, and comfortable bed. great location too. "
The price is AU$318
includes taxes & fees
2 Oct - 3 Oct
Eurostars Magnificent Mile
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Exterior

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very good, (3883)
"Excellent central location and local dining options. "
The price is AU$318
includes taxes & fees
22 Sept - 23 Sept
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Aloft Chicago Mag Mile
Meeting facility

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2826)
"Great place to stay!"
The price is AU$309
includes taxes & fees
3 Oct - 4 Oct
Aloft Chicago Mag Mile
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, pool loungers

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2032)
"We had a great stay, we will be visiting again"
The price is AU$281
includes taxes & fees
21 Sept - 22 Sept
DoubleTree by Hilton Chicago - Magnificent Mile
Freehand Chicago
Cocktail bar

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2318)
"Nice place to stay!"
The price is AU$212
includes taxes & fees
23 Sept - 24 Sept
Freehand Chicago
Hilton Chicago
Exterior

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (2200)
"Amazing stay and great location…"
The price is AU$369
includes taxes & fees
25 Sept - 26 Sept
Hilton Chicago
Best Western River North Hotel
Rooftop terrace

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1026)
"It was a great stay"
The price is AU$254
includes taxes & fees
2 Oct - 3 Oct
Best Western River North Hotel
Congress Plaza Hotel
Banquet hall

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (9175)
"Very nice place to stay and friendly staff! "
The price is AU$349
includes taxes & fees
4 Oct - 5 Oct
Congress Plaza Hotel
Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2134)
"Great place to stay!"
The price is AU$367
includes taxes & fees
22 Sept - 23 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton
citizenM Chicago Downtown
Terrace/patio

citizenM Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (3792)
"Great place to stay "
The price is AU$291
includes taxes & fees
22 Sept - 23 Sept
citizenM Chicago Downtown
FOUND Hotel Chicago River North
Exterior

FOUND Hotel Chicago River North

2.0 star property
8.0 out of 10, Very good, (237)
"Lovely hotel."
The price is AU$217
includes taxes & fees
21 Sept - 22 Sept
FOUND Hotel Chicago River North
Holiday Inn & Suites Chicago - Downtown by IHG
Seasonal outdoor pool, open 8:00 AM to 10:00 PM, pool loungers

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
8.4 out of 10, Very good, (1012)
"Staff was very friendly The rooftop pool was really nice. "
The price is AU$332
includes taxes & fees
22 Sept - 23 Sept
Holiday Inn & Suites Chicago - Downtown by IHG
Crowne Plaza Chicago West Loop by IHG
American cuisine

Crowne Plaza Chicago West Loop by IHG

3.5 star property
9.0 out of 10, Wonderful, (1499)
"Great place to stay. "
The price is AU$339
includes taxes & fees
25 Sept - 26 Sept
Crowne Plaza Chicago West Loop by IHG
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (2425)
"We had a great stay"
The price is AU$342
includes taxes & fees
21 Sept - 22 Sept
Hotel Riu Plaza Chicago
Hilton Chicago/Magnificent Mile Suites
Ballroom

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2865)
"This was a very lovely place to stay and pet friendly! "
The price is AU$284
includes taxes & fees
22 Sept - 23 Sept
Hilton Chicago/Magnificent Mile Suites
La Quinta Inn & Suites by Wyndham Chicago Downtown
Exterior

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property
8.6 out of 10, Excellent, (2537)
"Very nice stay "
The price is AU$327
includes taxes & fees
21 Sept - 22 Sept
La Quinta Inn & Suites by Wyndham Chicago Downtown
Palmer House a Hilton Hotel
Ballroom

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very good, (1959)
"Wonderful historic property, we loved our stay in this beautiful hotel"
The price is AU$426
includes taxes & fees
21 Sept - 22 Sept
Palmer House a Hilton Hotel
Super 8 by Wyndham South Holland
Desk, iron/ironing board, free cots/infant beds, rollaway beds

Super 8 by Wyndham South Holland

2.0 star property
7.4 out of 10, Good, (1008)
"I like that it is clean and very good hospitality!!Thanks"
The price is AU$130
includes taxes & fees
21 Sept - 22 Sept
Super 8 by Wyndham South Holland
Hyatt Centric The Loop Chicago
Rooftop terrace

Hyatt Centric The Loop Chicago

4.0 star property
9.0 out of 10, Wonderful, (2124)
"Great place and really nice people "
The price is AU$394
includes taxes & fees
21 Sept - 22 Sept
Hyatt Centric The 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.
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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
Downtown Chicago featuring a city

Downtown Chicago

5 out of top 10 points of interest in this area

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Magnificent Mile - River North

Magnificent Mile

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

The Loop - Downtown which includes a river or creek

The Loop

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

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.

Chicago showing a city and modern architecture

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

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

10/10 Excellent
"I had an amazing stay at Hotel Felix! The entire staff was warm, professional, and truly made me feel welcome. A special thank you to Sasha, Mayryna, and Rachel, who went above and beyond to make sure everything was perfect. Their attention to detail and genuine care stood out and made my experience unforgettable. I can honestly say this is the best staff I’ve ever encountered in the hospitality industry. I highly recommend Hotel Felix and look forward to returning!"
Alejandro 5-night trip
Posted 5 days ago
Hotel Felix River North/Magnificent Mile

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What's it like in Jackson Park Highlands?

Jackson Park Highlands is a neighbourhood that travellers like for its restaurants, beaches and shopping.

If I need to cancel my hotel reservation in Jackson Park Highlands, will I receive a refund?

Yes, the majority of hotel room reservations are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before your arrival date. If you have a reservation that's non-refundable, you may still be able to cancel and get a refund within a 24-hour period of your booking. Enter dates in and click on "Search", then you can use the "fully refundable" filter to get the best options available in Jackson Park Highlands.

What is there to do around this Chicago neighbourhood?

Stony Island Arts Bank, South Shore Golf Course and South Shore Cultural Center are just a few of the places to visit in and around Jackson Park Highlands. While you're out sightseeing in Chicago, make sure that you visit other sights such as 63rd Street Beach or Jackson Park Driving Range.