Jackson Park Highlands Travel Guide
Tourist Guide
Visit Jackson Park Highlands
Activities
Skydeck Chicago at Willis Tower
AU$59
per adult
88% of travellers recommend
Chicago Architecture Center River Cruise aboard First Lady
AU$80
per adult
98% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
AU$57
per adult
94% of travellers recommend
Our pick of the best Jackson Park Highlands Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
The price is AU$179 per night from 22 Nov to 23 Nov
AU$179
22 Nov - 23 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! (10,188 reviews)
"Historic hotel that has some upgrades and modern amenities. The lobby bar could use some upgrades and a second working elevator on the South tower would have been helpful on busy days."
Reviewed on 22 Oct 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
The price is AU$204 per night from 22 Nov to 23 Nov
AU$204
22 Nov - 23 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 ...
River Hotel
75 East Wacker Drive Chicago IL
The price is AU$196 per night from 22 Nov to 23 Nov
AU$196
22 Nov - 23 Nov
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 ...
8.8/10 Excellent! (5,550 reviews)
"Clean room staff is very courteous even with late check ins. Very well located. Breakfast included is the best option."
Reviewed on 22 Oct 2026
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
The price is AU$218 per night from 4 Nov to 5 Nov
AU$218
4 Nov - 5 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 ...
8/10 Very good! (2,441 reviews)
"Perfect location to stay in city. Parking and great food and shopping close by. Room could use an upgrade as it was old and wall paper coming off, I bit of a turn off. Pillows and bedding need upgrade as well."
Reviewed on 22 Oct 2026
The Wade
644 N Lake Shore Dr Chicago IL
The price is AU$215 per night from 22 Nov to 23 Nov
AU$215
22 Nov - 23 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 ...
8.6/10 Excellent! (2,157 reviews)
"It's just hilarious that you have to listen to the elevators woosh down during your entire stay."
Reviewed on 21 Oct 2026
Hilton Chicago
720 S Michigan Ave Chicago IL
The price is AU$271 per night from 22 Nov to 23 Nov
AU$271
22 Nov - 23 Nov
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! (3,457 reviews)
"I was very disappointed that a hotel of this caliber did not offer a breakfast option as part of the room charges."
Reviewed on 22 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.
Check Jackson Park Highlands hotel availability
Our guide on 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 Travel Guide
Explore a world of travel with Expedia
- Hotels near Athenaeum Theatre
- Blue Island Hotels
- Central Station Hotels
- Apartments in Chicago
- Accor Hotels in Chicago
- Cheap Hotels in Chicago
- Historic Hotels in Chicago
- Luxury Hotels in Chicago
- Chicago Hotels
- Motels in Chicago
- Hotels near Chicago Riverwalk
- Serviced Apartments in Chicago
- Hotels near Chicago Theatre
- Chinatown Hotels
- Cheap Hotels in Downtown Chicago
- Downtown Chicago Hotels
- Fairmont Hotels in Gold Coast
- Four Seasons Hotels in Gold Coast
- Kimpton Hotels in Gold Coast
- Swissotel Hotels in Gold Coast
- Hotels near Grant Park
- Harvey Hotels
- Lincoln Park Hotels
- Magnificent Mile Hotels
- Hotels near McCormick Place
- Hotels near Michigan Avenue
- Hotels near Millennium Park
- Hotels near Navy Pier
- Near South Side Hotels
- River North Hotels
- Hotels near Soldier Field
- South Loop Hotels
- The Loop Hotels
- Theatre District Hotels
- United Center Hotels
- Hotels near University of Chicago
- Wicker Park Hotels
- Flights to Blue Island
- Flights to Chicago
- Flights from Midway Intl.
- Flights from Chicago
- Flights from Adelaide (ADL) to Chicago (ORD)
- Flights from Brisbane (BNE) to Chicago (ORD)
- Flights from Burbank (BUR) to Chicago (MDW)
- Flights from Charleston (CRW) to Chicago (MDW)
- Flights from Denver (DEN) to Chicago (MDW)
- Flights from New York (JFK) to Chicago (MDW)
- Flights from Los Angeles (LAX) to Chicago (ORD)
- Flights from Melbourne (MEL) to Chicago (ORD)
- Flights from Perth (PER) to Chicago (ORD)
- Flights from San Francisco (SFO) to Chicago (ORD)
- Flights from Sydney (SYD) to Chicago (ORD)
- Abbott Park
- Visit Arlington Heights
- Art Institute of Chicago
- Buckingham Fountain
- Visit Armour Square
- Visit Canaryville
- Visit Downtown Chicago
- Visit Edison Park
- Visit Gold Coast
- Visit Grand Boulevard
- Visit Magnificent Mile
- Visit River North
- Chicago Riverwalk
- Visit South Loop
- Visit The Loop
- Visit West Loop
- Chicago Holidays
- Visit Chicago
- Cloud Gate
- Downtown Chicago Holidays
- Visit Elk Grove Village
- Visit Franklin Park
- Garfield Park Conservatory
- Gold Coast Holidays
- Grant Park
- Griffin Museum of Science and Industry
- Lincoln Hall
- Lincoln Park Zoo
- Millennium Park
- Navy Pier
- Oak Street Beach
- Pullman Holidays
- University of Illinois Chicago
- Visit Vernon Hills
- Willis Tower
