Jackson Park Highlands Hotels, Chicago

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4243 Cheap Hotels in Jackson Park Highlands - Specials, Reviews, & Last Minute Deals

Eurostars Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (3049)
"Perfect location, walkable to many restaurants and shops"
The price is AU$355
includes taxes & fees
2 Oct - 3 Oct
Eurostars Magnificent Mile

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2843)
"Had a great stay!"
The price is AU$286
includes taxes & fees
5 Oct - 6 Oct
Aloft Chicago Mag Mile

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4696)
"Staff friendly and helpful..and accommodations just right..great location! "
The price is AU$371
includes taxes & fees
2 Oct - 3 Oct
River Hotel

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very good, (4029)
"We definitely will stay there again place was very nice "
The price is AU$328
includes taxes & fees
19 Oct - 20 Oct
Hilton Garden Inn Chicago Downtown/Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2074)
"Great location and very nice staff!!"
The price is AU$325
includes taxes & fees
20 Oct - 21 Oct
DoubleTree by Hilton Chicago - Magnificent Mile

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (9383)
"The staff was top notch, the bed so comfortable, just a great overall stay"
The price is AU$240
includes taxes & fees
26 Oct - 27 Oct
Congress Plaza Hotel

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (2232)
"Very nice hotel "
The price is AU$371
includes taxes & fees
30 Oct - 31 Oct
Hilton Chicago

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2416)
"Great walkable location to all the sights! "
The price is AU$239
includes taxes & fees
27 Oct - 28 Oct
Freehand Chicago

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1013)
"It was a great stay"
The price is AU$249
includes taxes & fees
2 Oct - 3 Oct
Best Western River North Hotel

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2183)
"Great hotel "
The price is AU$385
includes taxes & fees
19 Oct - 20 Oct
Sable at Navy Pier Chicago, Curio Collection by Hilton

FOUND Hotel Chicago River North

2.0 star property
8.2 out of 10, Very good, (260)
"Lovely hotel."
The price is AU$230
includes taxes & fees
5 Oct - 6 Oct
FOUND Hotel Chicago River North

citizenM Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (3897)
"Absolutely loved this hotel and location. "
The price is AU$361
includes taxes & fees
30 Oct - 31 Oct
citizenM Chicago Downtown

Crowne Plaza Chicago West Loop by IHG

3.5 star property
9.0 out of 10, Wonderful, (1561)
"Excellent breakfast and room was quiet and clean. "
The price is AU$263
includes taxes & fees
2 Oct - 3 Oct
Crowne Plaza Chicago West Loop by IHG

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (2508)
"Nice hotel with amazing breakfasts and location."
The price is AU$344
includes taxes & fees
29 Oct - 30 Oct
Hotel Riu Plaza Chicago

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2999)
"Enjoyed our stay"
The price is AU$285
includes taxes & fees
20 Oct - 21 Oct
Hilton Chicago/Magnificent Mile Suites

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property
8.6 out of 10, Excellent, (2552)
"Good place to stay"
The price is AU$344
includes taxes & fees
5 Oct - 6 Oct
La Quinta Inn & Suites by Wyndham Chicago Downtown

The Majestic Hotel

3.0 star property
8.6 out of 10, Excellent, (1055)
"Great stay and close to the park."
The price is AU$230
includes taxes & fees
22 Oct - 23 Oct
The Majestic Hotel

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very good, (2001)
"Great property with great staff and amenities. "
The price is AU$376
includes taxes & fees
30 Oct - 31 Oct
Palmer House a Hilton Hotel

The Willows Hotel

3.0 star property
8.4 out of 10, Very good, (1025)
"Nice Stay!"
The price is AU$223
includes taxes & fees
27 Oct - 28 Oct
The Willows Hotel

Ameristar Casino Hotel East Chicago

4.0 star property
8.4 out of 10, Very good, (1000)
"Nice rooms with food options on site. "
The price is AU$305
includes taxes & fees
1 Nov - 2 Nov
Ameristar Casino Hotel East 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.

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

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

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

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.

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

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.

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