Hotels in Jackson Park Highlands, Chicago

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Jackson Park Highlands hotels

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 14.2 km from Jackson Park Highlands
8.0 out of 10, Very good, (2,961 reviews)
"Great central location, lots to do nearby."
United States
Michael
The price is CA $127
CA $176 total
includes taxes & fees
May 25 - May 26
Freehand Chicago

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, (10,186 reviews)
"Great stay"
United States
Matthew
The price is CA $182
CA $216 total
includes taxes & fees
May 11 - May 12
Congress Plaza Hotel

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 $235 total
includes taxes & fees
May 25 - May 26
Silversmith Hotel Chicago Downtown

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, (4,086 reviews)
"Great hotel in an amazing location!"
United States
Samer
The price is CA $204
CA $281 total
includes taxes & fees
May 27 - May 28
Hotel Riu Plaza Chicago

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, (2,493 reviews)
"Great place to stay "
United States
Mark
The price is CA $251
CA $345 total
includes taxes & fees
May 26 - May 27
Sable at Navy Pier Chicago, Curio Collection by Hilton

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, (3,231 reviews)
"The design of the property and location is great!"
United States
Fedna
The price is CA $217
CA $258 total
includes taxes & fees
May 26 - May 27
Aloft Chicago Mag Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
3.0 star property
Streeterville, 14.2 km from Jackson Park Highlands
9.0 out of 10, Wonderful, (1,008 reviews)
"The breakfast was great."
United States
Liangsheng
The price is CA $176
CA $210 total
includes taxes & fees
May 10 - May 11
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
The Loop, 12.2 km from Jackson Park Highlands
7.4 out of 10, Good, (2,586 reviews)
"Perfect location for a good price that aside, mid hotel "
United States
Nicolas Esteban
The price is CA $145
CA $173 total
includes taxes & fees
May 10 - May 11
Travelodge by Wyndham Downtown Chicago

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 12 km from Jackson Park Highlands
8.6 out of 10, Excellent, (2,780 reviews)
"Clean room and great location "
United States
Diana
The price is CA $217
CA $298 total
includes taxes & fees
May 25 - May 26
Hilton Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Streeterville, 14.4 km from Jackson Park Highlands
8.6 out of 10, Excellent, (3,051 reviews)
"Great location right off magnificent mile and close to everything. "
United States
Natalia
The price is CA $151
CA $220 total
includes taxes & fees
May 10 - May 11
Warwick Allerton - Chicago

Hilton Garden Inn Chicago Downtown Riverwalk

Hilton Garden Inn Chicago Downtown Riverwalk
3.0 star property
The Loop, 13.6 km from Jackson Park Highlands
9.0 out of 10, Wonderful, (1,934 reviews)
"clean room, great location and friensly staff."
United States
Alfred
The price is CA $167
CA $198 total
includes taxes & fees
May 25 - May 26
Hilton Garden Inn Chicago Downtown Riverwalk

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
River North, 14.4 km from Jackson Park Highlands
8.4 out of 10, Very good, (595 reviews)
"Great stay!"
United States
Vanessa
The price is CA $146
CA $172 total
includes taxes & fees
May 10 - May 11
FOUND Hotel Chicago River North

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, (2,696 reviews)
"Great location, right across the street from the park."
United States
Jamison
The price is CA $159
CA $189 total
includes taxes & fees
May 26 - May 27
Best Western Grant Park Hotel

Millennium Hotel Knickerbocker Chicago

Millennium Hotel Knickerbocker Chicago
4.0 star property
Streeterville, 14.9 km from Jackson Park Highlands
8.6 out of 10, Excellent, (1,984 reviews)
"Location,staff, and cleaniness were great."
United States
Michelle
The price is CA $184
CA $255 total
includes taxes & fees
May 10 - May 11
Millennium Hotel Knickerbocker Chicago

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, (3,707 reviews)
"Amazing hotel and staff!"
United States
erin
The price is CA $249
CA $336 total
includes taxes & fees
May 26 - May 27
LondonHouse Chicago, Curio Collection by Hilton

River Hotel

River Hotel
4.0 star property
The Loop, 13.7 km from Jackson Park Highlands
8.8 out of 10, Excellent, (5,183 reviews)
"Perfect for couples and the location is amazing"
United States
Jaden
The price is CA $196
CA $233 total
includes taxes & fees
May 25 - May 26
River Hotel

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, (3,513 reviews)
"Clean room , nice staff, nice view"
United States
John Hok-Lam
The price is CA $310
CA $417 total
includes taxes & fees
May 24 - May 25
Hyatt Regency Chicago

La Quinta Inn & Suites by Wyndham Chicago Downtown

La Quinta Inn & Suites by Wyndham Chicago Downtown
3.0 star property
The Loop, 13.3 km from Jackson Park Highlands
8.6 out of 10, Excellent, (2,792 reviews)
"The hotel is good"
United States
Agnes
The price is CA $178
CA $236 total
includes taxes & fees
May 25 - May 26
La Quinta Inn & Suites by Wyndham Chicago Downtown

Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 13.4 km from Jackson Park Highlands
9.4 out of 10, Exceptional, (2,114 reviews)
"Great breakfast and staff. "
United States
Kelly
The price is CA $183
CA $259 total
includes taxes & fees
May 25 - May 26
Arlo Chicago

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
13.5 km from Jackson Park Highlands
9.0 out of 10, Wonderful, (3,310 reviews)
"Breakfasr good, view great"
United States
Jan
The price is CA $271
CA $370 total
includes taxes & fees
May 27 - May 28
Swissotel - 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.

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.

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

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.

Explore a world of travel with Expedia