Jackson Park

A wooden bridge over a calm river, surrounded by lush greenery and a distant building.
A large, decorated Christmas tree in a shopping mall with a ceiling display above it.
A clear blue sea with visible rocks and a partly cloudy sky.
A large submarine on display in a museum with a high arched ceiling and visitors around it.
A large indoor Christmas tree decorated with ornaments and lights, surrounded by smaller trees and festive decorations.
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was HK$10,564, price is now HK$6,611 per person
HK$6,611
per person
17 Oct - 20 Oct
found 1 day ago
Return flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very good! (2,899 reviews)
I loved the room, the cleanliness, the ambiance, but I just think you should offer breakfast. Otherwise the place is great!

Reviewed on 25 Aug 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was HK$12,283, price is now HK$8,202 per person
HK$8,202
per person
17 Oct - 20 Oct
found 1 day ago
Return flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (518 reviews)

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was HK$10,858, price is now HK$7,654 per person
HK$7,654
per person
17 Oct - 20 Oct
found 1 day ago
Return flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,638 reviews)

Tours & day trips

See all 248 activities
Architecture River Tour

Architecture River Tour

Activity duration is 1 hour
9.6 out of 10 with 1620 reviews
Free cancellation available
Price is HK$306 per adult
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Private & custom tours

See all 61 activities
Chicago: Shooting & Spinning Art Experience (Neon Lights)

Chicago: Shooting & Spinning Art Experience (Neon Lights)

Activity duration is 45 minutes
Free cancellation available
Price is HK$894 per adult
Chicago: Shooting & Spinning Art Experience (Neon Lights)Opens in new tab

Food, drink & nightlife

See all 37 activities
City Cruises Chicago: Lake Michigan Premier Dinner Cruise

City Cruises Chicago: Lake Michigan Premier Dinner Cruise

Activity duration is 2 hours and 30 minutes
8.0 out of 10 with 43 reviews
Price is HK$1,242 per adult
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Classes & workshops

See all 23 activities
Chicago: BYOB Spray Paint and Sip Workshop

Chicago: BYOB Spray Paint and Sip Workshop

Activity duration is 1 hour and 30 minutes
10.0 out of 10 with 15 reviews
Free cancellation available
Price is HK$314 per adult
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Attractions

See all 20 activities
360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

Activity duration is 2 hours
8.6 out of 10 with 737 reviews
Free cancellation available
Price is HK$235 per adult
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Stay near popular Jackson Park attractions

Jackson Park

7.4/10 (9 reviews)
Jackson Park is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Amble around this vibrant area's lakeside or experience its acclaimed art galleries.
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Top Jackson Park Hotel Deals

Luxe Loft vibe –4BR/3BA Apt– King Suite-11 minutes from downtown-Families-Groups

Luxe Loft vibe –4BR/3BA Apt– King Suite-11 minutes from downtown-Families-Groups

Chicago IL
Luxe Loft vibe –4BR/3BA Apt– King Suite-11 minutes from downtown-Families-Groups
Bright Vintage U of C Center Condo with WiFi, AC in enjoyable Chicago

Bright Vintage U of C Center Condo with WiFi, AC in enjoyable Chicago

Chicago IL
Bright Vintage U of C Center Condo with WiFi, AC in enjoyable Chicago
Chicago Lake Shore Hotel

Chicago Lake Shore Hotel

3 out of 5
4900 S Lake Shore Dr Chicago IL
Chicago Lake Shore Hotel
Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center

3 out of 5
5225 S Harper Ave Chicago IL
Hyatt Place Chicago-South/University Medical Center
Sophy Hyde Park

Sophy Hyde Park

4 out of 5
1411 East 53rd Street Chicago IL
Sophy Hyde Park
Chic 3-bedroom apartment with WiFi, AC in welcoming Chicago

Chic 3-bedroom apartment with WiFi, AC in welcoming Chicago

Chicago IL
Chic 3-bedroom apartment with WiFi, AC in welcoming Chicago
Cozy 3BR Near Obama Presidential Center, Hyde Park & UChicago

Cozy 3BR Near Obama Presidential Center, Hyde Park & UChicago

Chicago IL
Cozy 3BR Near Obama Presidential Center, Hyde Park & UChicago
LakeHouse with rooftop and views of lake.

LakeHouse with rooftop and views of lake.

Chicago IL
LakeHouse with rooftop and views of lake.
Best Motel By OYO Chicago I-90

Best Motel By OYO Chicago I-90

2.5 out of 5
6535 S King Dr Chicago IL
Best Motel By OYO Chicago I-90
See all 3,405 properties in Jackson Park
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.