Hotels in Jackson Park Highlands, Chicago from CA $125

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Aug 21 - Aug 22
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Jackson Park Highlands hotels and places to stay

River Hotel
Lobby

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4548)
"Great place to stay, staff was very friendly"
The price is CA $165
CA $193 total
includes taxes & fees
Sep 2 - Sep 3
River Hotel
Eurostars Magnificent Mile
Reception

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3063)
"Great stay!"
The price is CA $222
CA $261 total
includes taxes & fees
Aug 24 - Aug 25
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, (3729)
"Great place to stay "
The price is CA $199
CA $234 total
includes taxes & fees
Sep 2 - Sep 3
Hilton Garden Inn Chicago Downtown/Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, sun loungers

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2000)
"Pool area and deck were great for the family, beds were comfortable, location is great."
The price is CA $210
CA $246 total
includes taxes & fees
Sep 1 - Sep 2
DoubleTree by Hilton Chicago - Magnificent Mile
Aloft Chicago Mag Mile
Meeting facility

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2799)
"Clean, helpful staff and in walking distance to most places we visited."
The price is CA $179
CA $211 total
includes taxes & fees
Sep 2 - Sep 3
Aloft Chicago Mag Mile
Best Western River North Hotel
Rooftop terrace

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1030)
"Great location "
The price is CA $176
CA $206 total
includes taxes & fees
Aug 24 - Aug 25
Best Western River North Hotel
Congress Plaza Hotel
Banquet hall

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (8965)
"Family had a great stay. "
The price is CA $165
CA $194 total
includes taxes & fees
Aug 24 - Aug 25
Congress Plaza Hotel
Freehand Chicago
Cocktail bar

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2239)
"Great stay "
The price is CA $139
CA $188 total
includes taxes & fees
Sep 2 - Sep 3
Freehand Chicago
Hilton Chicago
Exterior

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (2101)
"Awesome hotel, highly recommended."
The price is CA $194
CA $269 total
includes taxes & fees
Sep 3 - Sep 4
Hilton Chicago
Holiday Inn & Suites Chicago - Downtown by IHG
Seasonal outdoor pool, open 8:00 AM to 10:00 PM, sun loungers

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
8.4 out of 10, Very good, (1003)
"Decent hotel"
The price is CA $210
CA $263 total
includes taxes & fees
Sep 2 - Sep 3
Holiday Inn & Suites Chicago - Downtown by IHG
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, (2086)
"Great place to stay!"
The price is CA $226
CA $306 total
includes taxes & fees
Sep 1 - Sep 2
Sable at Navy Pier Chicago, Curio Collection by Hilton
Crowne Plaza Chicago West Loop by IHG
American cuisine

Crowne Plaza Chicago West Loop by IHG

3.5 star property
8.8 out of 10, Excellent, (1403)
"Bernell was awesome at check in!! Would definitely recommend this Hotel!!!"
The price is CA $244
CA $287 total
includes taxes & fees
Sep 1 - Sep 2
Crowne Plaza Chicago West Loop by IHG
FOUND Hotel Chicago River North
Exterior

FOUND Hotel Chicago River North

2.0 star property
8.2 out of 10, Very good, (199)
"Great place "
The price is CA $129
CA $152 total
includes taxes & fees
Sep 3 - Sep 4
FOUND Hotel Chicago River North
citizenM Chicago Downtown
Terrace/patio

citizenM Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (3620)
"Great place"
The price is CA $199
CA $234 total
includes taxes & fees
Aug 24 - Aug 25
citizenM Chicago Downtown
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, (2493)
"Had a wonderful stay here and staff was super friendly!"
The price is CA $186
CA $243 total
includes taxes & fees
Sep 1 - Sep 2
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, (1887)
"Helpful staff, beautiful hotel in a great location!"
The price is CA $241
CA $317 total
includes taxes & fees
Sep 3 - Sep 4
Palmer House a Hilton Hotel
Silversmith Hotel Chicago Downtown
Lobby

Silversmith Hotel Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (1949)
"Great room and close to attractions "
The price is CA $211
CA $289 total
includes taxes & fees
Sep 1 - Sep 2
Silversmith Hotel Chicago Downtown
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (2323)
"The best hotel, excellent breakfast, excellent location!!!"
The price is CA $196
CA $269 total
includes taxes & fees
Sep 3 - Sep 4
Hotel Riu Plaza Chicago
The Willows Hotel
Premium bedding, minibar, desk, blackout drapes

The Willows Hotel

3.0 star property
8.4 out of 10, Very good, (1002)
"Great stay"
The price is CA $206
CA $242 total
includes taxes & fees
Sep 22 - Sep 23
The Willows Hotel
The Majestic Hotel
Front of property

The Majestic Hotel

3.0 star property
8.6 out of 10, Excellent, (1002)
"We enjoyed our stay at The Majes"
The price is CA $211
CA $248 total
includes taxes & fees
Aug 24 - Aug 25
The Majestic 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.
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Where to stay in Jackson Park Highlands

Find the best Jackson Park Highlands areas and neighborhoods for the activities you enjoy most.
Downtown Chicago showing a city

Downtown Chicago

5 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Magnificent Mile - River North

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.

The Loop - Downtown featuring a river or creek

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.

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.

Chicago which includes modern architecture and a city

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.

Top Jackson Park Highlands Hotel Reviews

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

10/10 Excellent
"I love this property even tho it has no “frills.” I will stay at the Whitehall each time I come to Chicago. It’s in a wonderful, safe neighborhood and is one block away from Starbucks, although It is surrounded by high end restaurants and stores. Transportation in all forms are close by. To me, although very affordable, it is the most fabulous hotel in the wealthy Water Tower area. The Whitehall is safe, convenient, has its own restaurant, and is very “high Class” although quaint. I can’t wait to get there again soon."
Virginia 3-night trip
Posted 1 day ago
The Whitehall Hotel, BW Premier Collection

Frequently asked questions

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How can I save on a Jackson Park Highlands hotel booking with Expedia?
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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 $125 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.