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Dec 30 - Dec 31
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Dec 31 - Jan 1
This weekend
Jan 2 - Jan 4
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Jan 9 - Jan 11

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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

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, (2292)
"Great stay!"
United States
Angela
The price is ￥13,466
￥21,118 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Premium bedding, down comforters, pillowtop beds, in-room safe
The Wade

The Wade

The Wade
4.5 star property
Streeterville, 14.1 km from Jackson Park Highlands
8.4 out of 10, Very Good, (1551)
"All was great room view and staff "
United States
STANLEY
The price is ￥14,505
￥17,027 total
includes taxes & fees
Jan 8 - Jan 9, 2026
The Wade
Reception
Swissotel - Chicago

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
13.5 km from Jackson Park Highlands
9.0 out of 10, Wonderful, (3065)
"Amazing staff and location beautiful hotel "
United States
RANDIE
The price is ￥17,777
￥25,446 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Swissotel - Chicago
Exterior
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Streeterville, 13.9 km from Jackson Park Highlands
8.2 out of 10, Very Good, (2775)
"Excellent place to stay "
United States
Teniesha
The price is ￥12,902
￥19,723 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Terrace/patio
DoubleTree by Hilton Chicago - Magnificent Mile

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, (2212)
"It was a beautiful stay "
United States
Donald
The price is ￥13,301
￥15,612 total
includes taxes & fees
Jan 7 - Jan 8, 2026
DoubleTree by Hilton Chicago - Magnificent Mile
Indoor pool, seasonal outdoor pool, free cabanas, sun loungers
Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
13.4 km from Jackson Park Highlands
8.6 out of 10, Excellent, (1805)
"Great hotel, close to shopping and restaurants, excellent customer service, highly recommend."
United States
Gina
The price is ￥20,911
￥28,619 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Radisson Blu Aqua Hotel Chicago
Cocktail bar
Aloft Chicago Mag Mile

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, (2999)
"Great place to stay"
United States
Elisha
The price is ￥13,465
￥15,808 total
includes taxes & fees
Jan 22 - Jan 23, 2026
Aloft Chicago Mag Mile
Front of property
Ivy Boutique Hotel

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Streeterville, 14.2 km from Jackson Park Highlands
8.8 out of 10, Excellent, (1052)
"I love this hotel "
United States
Tiara
Ivy Boutique Hotel
Lobby
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
3.0 star property
Streeterville, 14.9 km from Jackson Park Highlands
8.6 out of 10, Excellent, (2314)
"Excellent hotel. Loved staying there"
United States
cristina
The price is ￥15,441
￥18,127 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Pillowtop beds, desk, blackout drapes, iron/ironing board
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
2.5 star property
Streeterville, 14.2 km from Jackson Park Highlands
9.0 out of 10, Wonderful, (1011)
"Great hotel ,very clean ,very good breakfast !"
United States
Rey
The price is ￥13,881
￥16,296 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
2 bars/lounges
Hyatt Regency Chicago

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, (3408)
"The Hotel was amazing great location "
United States
Donnisha
The price is ￥22,546
￥31,062 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Hyatt Regency Chicago
Ballroom
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Streeterville, 14.9 km from Jackson Park Highlands
9.0 out of 10, Wonderful, (3615)
"Great place to stay "
United States
RaShawna
The price is ￥13,941
￥16,365 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hilton Chicago/Magnificent Mile Suites
Lobby
Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago
4.0 star property
Streeterville, 14.9 km from Jackson Park Highlands
8.6 out of 10, Excellent, (2009)
"Very clean, quiet, and warm reception and service from the staff. "
United States
tim
The price is ￥13,881
￥19,956 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Millennium Knickerbocker Chicago
Exterior
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Streeterville, 14.3 km from Jackson Park Highlands
9.0 out of 10, Wonderful, (1063)
"Clean room, clean hotel, wonderful restaurant/bar. AMAZING location! "
United States
Rebecca
The price is ￥15,285
￥22,522 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Hyatt Centric Chicago Magnificent Mile
Breakfast and lunch served
Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Streeterville, 14.2 km from Jackson Park Highlands
9.0 out of 10, Wonderful, (1636)
"It was an amazing hotel in the best location!"
United States
Natalia A
The price is ￥15,246
￥17,896 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Courtyard by Marriott Chicago Magnificent Mile
Exterior
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Streeterville, 14.5 km from Jackson Park Highlands
7.6 out of 10, Good, (1165)
"Clean rooms. Great amenities. Great price. "
United States
Alondra
The Chicago Hotel Collection - Magnificent Mile
Suite, 1 King Bed, Non Smoking, Refrigerator & Microwave | View from room
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile
2.5 star property
Streeterville, 14.4 km from Jackson Park Highlands
8.0 out of 10, Very Good, (1364)
"Wonderful location. "
United States
Karen
The price is ￥13,941
￥16,368 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Hampton Inn Chicago Downtown/Magnificent Mile
Front of property
Hotel Riu Plaza Chicago

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, (3077)
"Excellent stay great location and great rooms"
United States
Joseph
The price is ￥15,545
￥22,645 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hotel Riu Plaza Chicago
Meeting facility
The Blackstone, Autograph Collection

The Blackstone, Autograph Collection

The Blackstone, Autograph Collection
4.0 star property
The Loop, 12.1 km from Jackson Park Highlands
9.0 out of 10, Wonderful, (1003)
"Great staff, beds and pillows very comfortable "
United States
Marty
The price is ￥20,560
￥28,714 total
includes taxes & fees
Jan 2 - Jan 3, 2026
The Blackstone, Autograph Collection
Restaurant
Best Western Grant Park Hotel

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, (2671)
"Great staff & Great location. "
United States
Gabrielle
The price is ￥11,230
￥13,183 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Best Western Grant Park 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

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

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 which includes 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 showing railway items, street scenes and a city

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 showing rides

Theatre District

While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more the city at Washington Station or Monroe Station (Blue Line).

Top Jackson Park Highlands Hotel Reviews

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Good Service "
Tim 2-night trip
Posted 7 hours ago
The Royal Sonesta Chicago Downtown

Frequently asked questions

What's it like in Jackson Park Highlands?
Jackson Park Highlands is a neighborhood that travelers 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, you'll find most hotel bookings are fully refundable as long as you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you booked a non-refundable reservation, you might be able to cancel it and get a refund within a 24-hour period of booking. Add your dates and click on "Search", then filter by "fully refundable" to get the best deals available in Jackson Park Highlands.
Where can I learn more about changing or cancelling my trip to Jackson Park Highlands?
For more details about picking new dates or cancelling your trip to Jackson Park Highlands, head over to our customer service page.
What is there to do around this Chicago neighborhood?
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, be sure to visit other sights like 63rd Street Beach or Jackson Park Driving Range.