Hotels in Jackson Park Highlands, Chicago

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Check prices for these dates

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May 9 - May 10
Tomorrow
May 10 - May 11
Next weekend
May 15 - May 17
In two weeks
May 22 - May 24

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Our top choices for Jackson Park Highlands hotels

Terrace/patio

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, (2,496 reviews)
"Great place to stay "
United States
Mark
The price is CA $274
CA $373 total
includes taxes & fees
May 25 - May 26
Sable at Navy Pier Chicago, Curio Collection by Hilton
Exterior

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 12 km from Jackson Park Highlands
8.6 out of 10, Excellent, (2,783 reviews)
"Clean room and great location "
United States
Diana
The price is CA $217
CA $299 total
includes taxes & fees
May 25 - May 26
Hilton Chicago
Executive lounge

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
The Loop, 13.4 km from Jackson Park Highlands
8.8 out of 10, Excellent, (2,152 reviews)
"A great option to stay in the city! Nice hotel and friendly staff."
United States
Nicole
The price is CA $263
CA $362 total
includes taxes & fees
May 26 - May 27
Fairmont Chicago at Millennium Park
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
13.5 km from Jackson Park Highlands
9.0 out of 10, Wonderful, (3,311 reviews)
"Breakfasr good, view great"
United States
Jan
The price is CA $281
CA $383 total
includes taxes & fees
May 24 - May 25
Swissotel - Chicago
Room service - dining

The Wade

The Wade
4.5 star property
Streeterville, 14.1 km from Jackson Park Highlands
8.4 out of 10, Very good, (1,833 reviews)
"We enjoy our stay."
United States
Nuria
The price is CA $176
CA $210 total
includes taxes & fees
May 10 - May 11
The Wade
Lobby

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Theatre District, 13.1 km from Jackson Park Highlands
9.2 out of 10, Wonderful, (2,258 reviews)
"Close to many attractions and shopping and nice unique hotel"
United States
Brittany
The price is CA $163
CA $236 total
includes taxes & fees
May 27 - May 28
Silversmith Hotel Chicago Downtown
Front of property

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 14.2 km from Jackson Park Highlands
9.4 out of 10, Exceptional, (4,093 reviews)
"Great hotel in an amazing location!"
United States
Samer
The price is CA $204
CA $281 total
includes taxes & fees
May 25 - May 26
Hotel Riu Plaza Chicago
Reception hall

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 14.4 km from Jackson Park Highlands
9.0 out of 10, Wonderful, (3,518 reviews)
"The hotel was phenomenally clean, the staff was nice !"
United States
Rochelle
The price is CA $197
CA $234 total
includes taxes & fees
May 10 - May 11
Eurostars Magnificent Mile
Exterior

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 13.6 km from Jackson Park Highlands
9.4 out of 10, Exceptional, (3,516 reviews)
"Clean room , nice staff, nice view"
United States
John Hok-Lam
The price is CA $279
CA $381 total
includes taxes & fees
May 25 - May 26
Hyatt Regency Chicago
Lobby

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, (10,189 reviews)
"Great stay"
United States
Matthew
The price is CA $183
CA $217 total
includes taxes & fees
May 12 - May 13
Congress Plaza Hotel
2 restaurants, breakfast, lunch, dinner served; American cuisine

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
The Loop, 13.7 km from Jackson Park Highlands
9.4 out of 10, Exceptional, (3,709 reviews)
"Amazing hotel and staff!"
United States
erin
The price is CA $238
CA $323 total
includes taxes & fees
May 26 - May 27
LondonHouse Chicago, Curio Collection by Hilton
Indoor pool

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, (2,432 reviews)
"We had a wonderful stay. Enjoyed breakfast at the hotel, with wonderful, attentive staff. "
United States
Cynthia
The price is CA $238
CA $324 total
includes taxes & fees
May 25 - May 26
Palmer House a Hilton Hotel
Lobby

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Gold Coast, 15.7 km from Jackson Park Highlands
8.2 out of 10, Very good, (1,425 reviews)
"Clean rooms, staff was prompt, bar was awesome!"
United States
Sterling
The price is CA $210
CA $250 total
includes taxes & fees
May 27 - May 28
The Chicago Hotel Collection Ambassador Gold Coast
Pool

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, (1,990 reviews)
"Had a great stay-5 stars of 5"
United States
donald
The price is CA $198
CA $235 total
includes taxes & fees
May 26 - May 27
Hilton Garden Inn Chicago Downtown South Loop
2 bars/lounges

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Streeterville, 13.7 km from Jackson Park Highlands
8.6 out of 10, Excellent, (1,627 reviews)
"It was very clean, beautiful place"
United States
Grisel
The price is CA $294
CA $399 total
includes taxes & fees
May 25 - May 26
Sheraton Grand Chicago Riverwalk
Lobby

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 14.2 km from Jackson Park Highlands
8.6 out of 10, Excellent, (3,232 reviews)
"The design of the property and location is great!"
United States
Fedna
The price is CA $149
CA $177 total
includes taxes & fees
May 10 - May 11
Aloft Chicago Mag Mile
55-inch LCD TV with cable channels, TV, pay movies

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Theatre District, 13.6 km from Jackson Park Highlands
9.6 out of 10, Exceptional, (4,026 reviews)
"Clean hotel great restaurant "
United States
ELIZABETH
The price is CA $283
CA $336 total
includes taxes & fees
May 10 - May 11
L7 Chicago by LOTTE
In-room safe, iron/ironing board, free WiFi, bed sheets

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
3.5 star property
Theatre District, 13.5 km from Jackson Park Highlands
9.2 out of 10, Wonderful, (1,397 reviews)
"Nice location nestled I'm the middle of it all. Great stay the staff was communicative."
United States
Erik
The price is CA $228
CA $310 total
includes taxes & fees
May 25 - May 26
Sports Illustrated Resorts Chicago
Indoor pool

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Magnificent Mile, 14 km from Jackson Park Highlands
9.2 out of 10, Wonderful, (3,048 reviews)
"Great stay all around "
United States
Logan
The price is CA $272
CA $371 total
includes taxes & fees
May 26 - May 27
InterContinental Chicago Magnificent Mile by IHG
Interior detail

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Theatre District, 13.2 km from Jackson Park Highlands
9.4 out of 10, Exceptional, (1,061 reviews)
"Wonderful restaurant, amazing food."
United States
Robert
The price is CA $182
CA $257 total
includes taxes & fees
May 25 - May 26
Staypineapple, An Iconic Hotel, The Loop
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

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

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

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.
Panoramic view of Lincoln Park and the Chicago skyline.

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

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

10/10 Excellent
"The room was exceptionally clean and the staff was great! The location 1/2 block from Michigan Ave. We had a wonderful stay!"
Danny 3-night trip
Posted 7 hours ago
Hotel Riu Plaza Chicago

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 24-48 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 Jackson Park Highlands hotel booking with Expedia?
With Expedia, you'll unlock our lowest prices by becoming a member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on Jackson Park Highlands hotels. Another way to save is by booking your hotel and flights together on Expedia, where bundling can lead to significant savings.
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 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.

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