Find Cheap Hotels in Jackson Park Highlands, IL

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Check availability on Jackson Park Highlands Cheap Hotels

Our top choices for Jackson Park Highlands cheap hotels

Cocktail bar
Freehand Chicago

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (2637)
"The room was spotless and the staff where great!"
United States
Maria
The price is NT$1,824
NT$2,690 total
includes taxes & fees
Jan 11 - 2026/1/12
Freehand Chicago
Reception
River Hotel

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4846)
"Great location, comfortable room, and nice staff."
United States
Claudia
The price is NT$2,332
NT$2,738 total
includes taxes & fees
Dec 24 - Dec 25
River Hotel
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2950)
"Great location and great staff!!"
United States
lynne
The price is NT$2,527
NT$2,966 total
includes taxes & fees
Jan 4 - 2026/1/5
Aloft Chicago Mag Mile
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
Downtown Chicago
8.4 out of 10, Very Good, (2739)
"Great food clean room friendly staff"
United States
MARINA
The price is NT$2,446
NT$3,787 total
includes taxes & fees
Dec 23 - Dec 24
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
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
Downtown Chicago
9.4 out of 10, Exceptional, (2257)
"This place was amazing !"
United States
Jayla Danyell
The price is NT$2,995
NT$4,578 total
includes taxes & fees
Jan 6 - 2026/1/7
Sable at Navy Pier Chicago, Curio Collection by Hilton
Lobby sitting area
Warwick Allerton - Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (3004)
"Enjoyed this hotel stay. "
United States
Kimberly
The price is NT$1,972
NT$3,230 total
includes taxes & fees
Dec 22 - Dec 23
Warwick Allerton - Chicago
2 bars/lounges
Hyatt Regency Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3385)
"I always love staying at this place when I visit"
Canada
William
The price is NT$4,241
NT$5,893 total
includes taxes & fees
Jan 11 - 2026/1/12
Hyatt Regency Chicago
Lobby
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2112)
"Great hotel. Very affordable for such a perfect location."
United States
Nicholas
Silversmith Hotel Chicago Downtown
Front of property
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2967)
"Excellent stay great location and great rooms"
United States
Joseph
The price is NT$3,108
NT$4,527 total
includes taxes & fees
Dec 17 - Dec 18
Hotel Riu Plaza Chicago
Ballroom
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2135)
"Loved and enjoyed our stay"
United States
Luis
The price is NT$3,452
NT$4,832 total
includes taxes & fees
Dec 24 - Dec 25
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.
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Top Jackson Park Highlands Hotel Reviews

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Courteous staff"
Finnikka 2-night trip
Posted 9 hours ago
The Royal Sonesta Chicago Downtown

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Frequently asked questions

What is Jackson Park Highlands like for travelers on a budget?
Check out discount places to stay in Jackson Park Highlands on Expedia.com and book a getaway that stays within your budget. You can scroll through a variety of hotels and other types of accommodation with Member Prices to find the best deal for you. Guided by our site's helpful page filters, you can limit results by price per night, or by popular amenities like free breakfast and free WiFi. If you want to see affordable options close to certain local attractions, the location filters will narrow down your search. While you browse, use the heart button to save your favorites so that it's easy to find them when you're ready to decide. Interested in a car or a flight too? Choose from the Bundle and Save travel packages and discover big savings when you book your transportation at the same time.
What is there to see and do in Jackson Park Highlands?
You don't need to spend a fortune to find places to visit in Jackson Park Highlands. You can budget for the top local attractions on your list, such as Michigan Avenue and Wrigley Field, and then make time for other wallet-friendly activities. Enjoy the outdoors at Millennium Park and Jackson Park, or hunt for bargains with some shopping at Navy Pier.
How can I get to Jackson Park Highlands and get around on a budget?
Checking out these ways to get around Jackson Park Highlands is a smart way to keep your trip affordable. The closest airport is Chicago Midway Airport (MDW), situated 8.5 mi (13.6 km) away. If that doesn't suit your budget, you can arrange flights in and out of Chicago O'Hare Intl. Airport (ORD), which is 22 mi (35.5 km) away. Jackson Park Highlands may not have many public transportation choices so renting a car could be a reasonable alternative to explore the area.