Jackson Park Highlands
Chicago
Visit Jackson Park Highlands
Things to do
Skydeck Chicago at Willis Tower
HK$332
per adult
88% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
HK$318
per adult
94% of travellers recommend
City Cruises Chicago: Lake Michigan Premier Dinner Cruise
HK$1,243
per adult
80% of travellers recommend
Top hotels in Jackson Park Highlands
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundable
The price is HK$911 per night from 10 Nov to 11 Nov
HK$911
HK$1,083 total
10 Nov - 11 Nov
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8/10 Very good! (10,151 reviews)
"The Congress is a historic hotel right at the Southern end of Michigan Avenue. Clearly, it's seen better days. Now, they are restoring it floor by floor. But, the main entry to the hotel is pretty rough. Some of the floors haven't been rehabbed, the bar is possibly the poorest bar in terms of quality ..."
Reviewed on 10 Oct 2026
River Hotel
75 East Wacker Drive Chicago IL
The price is HK$1,194 per night from 25 Oct to 26 Oct
HK$1,194
HK$1,420 total
25 Oct - 26 Oct
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy free Wi-Fi, room service and a fitness centre. Our guests praise the helpful staff and the clean rooms ...
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
The price is HK$1,122 per night from 1 Nov to 2 Nov
HK$1,122
HK$1,334 total
1 Nov - 2 Nov
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy free Wi-Fi, a 24-hour fitness centre and valet parking (surcharge). Our guests praise the helpful staff ...
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
The price is HK$1,073 per night from 1 Nov to 2 Nov
HK$1,073
HK$1,276 total
1 Nov - 2 Nov
includes taxes & fees
Stay at this boutique hotel in Chicago. Enjoy free Wi-Fi, 2 restaurants and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in their ...
The Wade
644 N Lake Shore Dr Chicago IL
The price is HK$1,114 per night from 1 Nov to 2 Nov
HK$1,114
HK$1,325 total
1 Nov - 2 Nov
includes taxes & fees
Stay at this luxury hotel in Chicago. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Our guests praise the helpful staff and the clean rooms in their ...
Hilton Chicago
720 S Michigan Ave Chicago IL
The price is HK$1,301 per night from 30 Oct to 31 Oct
HK$1,301
HK$1,777 total
30 Oct - 31 Oct
includes taxes & fees
Stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge) and a health club. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (3,404 reviews)
"I enjoyed the property's elegance and location, with all the sightseeing sites within walking distance of the hotel. I also enjoyed the Irish pub and restaurant in the main lobby."
Reviewed on 10 Oct 2026
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 for the activities you enjoy most. Learn more about Jackson Park Highlands
Learn more about Jackson Park Highlands
Downtown Chicago
Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Navy Pier and Michigan Avenue are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.
Photo by © City of Chicago
Open Photo by © City of Chicago
Magnificent Mile
Are you interested in fascinating museums, panoramic lake views and popular shops? A visit to Magnificent Mile might be the perfect thing. You can also explore top sights like Michigan Avenue and Chicago Water Tower.
The Loop
Michigan Avenue and Lake Michigan are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops and acclaimed art galleries.
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.
Lincoln Park
Known for its ample dining options and fantastic lake views, there's plenty to explore in Lincoln Park. You can visit top attractions like Lake Michigan and Lincoln Hall, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.
Jackson Park Highlands
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