Search Hotels in Jackson Park Highlands, Chicago

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
17 Oct - 18 Oct
Tomorrow
18 Oct - 19 Oct
This weekend
17 Oct - 19 Oct
Next weekend
24 Oct - 26 Oct

Filter by

Guest rating
Guest rating
Star rating

Top Trending Hotels Near Jackson Park Highlands, Chicago

Reception
Eurostars Magnificent Mile
Eurostars Magnificent Mile
4.0 star property
8.8 out of 10, Excellent, (3086)
"Great, clean hotel in perfect location "
The price is ฿3,513
฿4,124 total
includes taxes & fees
16 Nov - 17 Nov
Eurostars Magnificent Mile
Cocktail bar
Aloft Chicago Mag Mile
Aloft Chicago Mag Mile
3.0 star property
8.6 out of 10, Excellent, (2868)
"Had a great stay!"
The price is ฿4,488
฿5,268 total
includes taxes & fees
11 Nov - 12 Nov
Aloft Chicago Mag Mile
Reception
River Hotel
River Hotel
4.0 star property
8.8 out of 10, Excellent, (4749)
"Staff friendly and helpful..and accommodations just right..great location! "
The price is ฿3,321
฿3,898 total
includes taxes & fees
11 Nov - 12 Nov
River Hotel
Outdoor pool, pool cabanas (surcharge), pool umbrellas
DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
8.8 out of 10, Excellent, (2100)
"Great hotel"
The price is ฿5,177
฿6,077 total
includes taxes & fees
4 Nov - 5 Nov
DoubleTree by Hilton Chicago - Magnificent Mile
Banquet hall
Congress Plaza Hotel
Congress Plaza Hotel
3.5 star property
8.0 out of 10, Very good, (9442)
"Beautiful hotel!"
The price is ฿5,906
฿6,934 total
includes taxes & fees
8 Nov - 9 Nov
Congress Plaza Hotel
Exterior
Hilton Chicago
Hilton Chicago
4.0 star property
8.4 out of 10, Very good, (2265)
"We loved this hotel it was beautiful and convenient . "
The price is ฿5,981
฿7,976 total
includes taxes & fees
11 Nov - 12 Nov
Hilton Chicago
Cocktail bar
Freehand Chicago
Freehand Chicago
4.0 star property
8.0 out of 10, Very good, (2485)
"Great place"
The price is ฿2,606
฿3,631 total
includes taxes & fees
10 Nov - 11 Nov
Freehand Chicago
Exterior
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
8.4 out of 10, Very good, (4089)
"We definitely will stay there again place was very nice "
The price is ฿4,589
฿5,387 total
includes taxes & fees
6 Nov - 7 Nov
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
9.4 out of 10, Exceptional, (2197)
"Great hotel "
The price is ฿5,179
฿7,187 total
includes taxes & fees
9 Nov - 10 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton
Rooftop terrace
Best Western River North Hotel
Best Western River North Hotel
2.5 star property
7.8 out of 10, Good, (1028)
"Great stay"
The price is ฿3,289
฿3,861 total
includes taxes & fees
11 Nov - 12 Nov
Best Western River North Hotel
Terrace/patio
citizenM Chicago Downtown
citizenM Chicago Downtown
4.0 star property
9.4 out of 10, Exceptional, (3958)
"Great place to stay. "
The price is ฿4,258
฿4,998 total
includes taxes & fees
9 Nov - 10 Nov
citizenM Chicago Downtown
American cuisine
Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHG
3.5 star property
9.0 out of 10, Wonderful, (1605)
"Great Hotel"
The price is ฿3,969
฿4,659 total
includes taxes & fees
16 Nov - 17 Nov
Crowne Plaza Chicago West Loop by IHG
Exterior
FOUND Hotel Chicago River North
FOUND Hotel Chicago River North
2.0 star property
8.2 out of 10, Very good, (277)
"Perfect location! Tons of restaurants and shopping nearby! "
The price is ฿2,750
฿3,229 total
includes taxes & fees
10 Nov - 11 Nov
FOUND Hotel Chicago River North
Ballroom
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 star property
8.8 out of 10, Excellent, (3123)
"Our stay was great"
The price is ฿3,639
฿4,272 total
includes taxes & fees
16 Nov - 17 Nov
Hilton Chicago/Magnificent Mile Suites
Front of property
Hotel Riu Plaza Chicago
Hotel Riu Plaza Chicago
4.0 star property
9.4 out of 10, Exceptional, (2609)
"Great place to stay "
The price is ฿4,601
฿6,318 total
includes taxes & fees
9 Nov - 10 Nov
Hotel Riu Plaza Chicago
Exterior
La Quinta Inn & Suites by Wyndham Chicago Downtown
La Quinta Inn & Suites by Wyndham Chicago Downtown
3.0 star property
8.6 out of 10, Excellent, (2587)
"Good place to stay"
The price is ฿4,069
฿5,350 total
includes taxes & fees
16 Nov - 17 Nov
La Quinta Inn & Suites by Wyndham Chicago Downtown
Bar (on property)
voco Chicago Downtown - Riverwalk by IHG
voco Chicago Downtown - Riverwalk by IHG
3.5 star property
8.8 out of 10, Excellent, (3218)
"Great stay "
The price is ฿5,959
฿6,996 total
includes taxes & fees
3 Nov - 4 Nov
voco Chicago Downtown - Riverwalk by IHG
Lobby
Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago Downtown
4.0 star property
9.4 out of 10, Exceptional, (2017)
"Great place to stay "
Silversmith Hotel Chicago Downtown
Rooftop terrace
Hyatt Centric The Loop Chicago
Hyatt Centric The Loop Chicago
4.0 star property
9.0 out of 10, Wonderful, (2183)
"It was an amazing stay!"
The price is ฿4,833
฿5,673 total
includes taxes & fees
16 Nov - 17 Nov
Hyatt Centric The Loop Chicago
Ballroom
Palmer House a Hilton Hotel
Palmer House a Hilton Hotel
4.0 star property
8.4 out of 10, Very good, (2019)
"Great place to stay."
The price is ฿6,111
฿7,986 total
includes taxes & fees
14 Nov - 15 Nov
Palmer House a Hilton 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Where to stay in Jackson Park Highlands

Find the best Jackson Park Highlands areas for the activities you enjoy most.
Downtown Chicago featuring 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

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

The Loop - Downtown featuring a river or creek

The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

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.

Chicago featuring a city and modern architecture

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

Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

10/10 Excellent
"Spent a night for our 14th anniversary. The staff was very thoughtful and kind. We appreciate the staff and room!"
Allen 1-night trip
Posted 3 days ago
Crowne Plaza Chicago West Loop by IHG

Explore a world of travel with Expedia

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.