Lollapalooza

Photo by Richard Remington
Photo by Richard Remington
Price found within the past 48 hours. Click for updated prices.
The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
per person
25 Dec - 30 Dec
found 15 hours ago
Return direct flight included
Baltimore (BWI) to Chicago (ORD)
9/10 Wonderful! (809 reviews)
Lobby and shared space downstairs is beautiful and location is great in Fulton Market. We walked to many bars and restaurants and enjoyed the vibe. The rooms are underwhelming, no closet space, bathroom space lacking, and feel dated despite trying to go for a modern-industrial-chic vibe. The quality of the rooms do not match what the lobby area indicates. The hallways seem like they didn’t get touched in whatever remodel happened here. Overall I think it’s overpriced for what it delivers.

Reviewed on 20 Nov,2024

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
per person
25 Dec - 30 Dec
found 15 hours ago
Return direct flight included
Baltimore (BWI) to Chicago (ORD)
9.4/10 Exceptional! (888 reviews)
Charming hotel with fantastic service. Great location.

Reviewed on 17 Nov,2024

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
25 Dec - 30 Dec
found 15 hours ago
Return direct flight included
Baltimore (BWI) to Chicago (ORD)
9/10 Wonderful! (263 reviews)
Beautiful place with amazing amenities. Perfect stay for adults or families alike! Highly recommend!

Reviewed on 11 Nov,2024

Tours & day trips

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Flyover in Chicago

Flyover in Chicago

Activity duration is 30 minutes
9.4 out of 10 with 12 reviews
Free cancellation available
Price is S$51 per adult
Flyover in Chicago

Private & custom tours

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Chicago Quest Experience: The Heist

Chicago Quest Experience: The Heist

Activity duration is 1 hour and 35 minutes
Free cancellation available
Price is S$14 per adult*
Chicago Quest Experience: The Heist

Food, drink & nightlife

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Chicago Favourites Ultimate Food and Walking Tour

Chicago Favourites Ultimate Food and Walking Tour

Activity duration is 3 hours
9.8 out of 10 with 34 reviews
Free cancellation available
Price is S$114 per adult
Chicago Favourites Ultimate Food and Walking Tour

Attractions

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360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

Activity duration is 30 minutes
8.6 out of 10 with 608 reviews
Free cancellation available
Price is S$40 per adult
360 CHICAGO Observation Deck

Classes & workshops

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BYOB Spray Paint 'n' Sip at Studio W.I.P. Chicago

BYOB Spray Paint 'n' Sip at Studio W.I.P. Chicago

Activity duration is 1 hour and 30 minutes
10.0 out of 10 with 11 reviews
Price is S$61 per adult
BYOB Spray Paint 'n' Sip at Studio W.I.P. Chicago

Popular places to visit

Grant Park

Grant Park

4.5/5(96 reviews)

Chicago’s front yard is a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals.

Grant Park
Buckingham Fountain showing landscape views, a fountain and a sunset

Buckingham Fountain

4.5/5(28 reviews)

This enormous art deco installation gives free regular water and light shows symbolizing the power and might of Lake Michigan.

Buckingham Fountain
Gen. John Logan Memorial

Gen. John Logan Memorial

Set on a grassy mound in a quiet corner of Grant Park, this equestrian statue celebrates an American Civil War hero and faithful servant of Abraham Lincoln.

Gen. John Logan Memorial
Roosevelt University

Roosevelt University

Explore the campus of Roosevelt University during your visit to Chicago. Experience the acclaimed theatre scene and entertainment choices in this vibrant area.

Roosevelt University
Auditorium Building and Theatre

Auditorium Building and Theatre

4.5/5(2 reviews)

You can make plans for a show at Auditorium Building and Theatre on your trip to Chicago. Discover the acclaimed art galleries and notable monuments in this vibrant area.

Auditorium Building and Theatre
Art Institute of Chicago which includes interior views and art

Art Institute of Chicago

4.5/5(66 reviews)

From ancient masterpieces to eclectic modern art, uncover a treasure trove of works from all over the world and throughout history.

Art Institute of Chicago

Top Lollapalooza Hotel Deals

Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Congress Plaza Hotel
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
River Hotel
Club Quarters Hotel, Central Loop, Chicago
Club Quarters Hotel, Central Loop, Chicago
4 out of 5
111 West Adams Street, Chicago, IL
Club Quarters Hotel, Central Loop, Chicago
Hilton Chicago
Hilton Chicago
4 out of 5
720 S Michigan Ave, Chicago, IL
Hilton Chicago
Best Western Grant Park Hotel
Best Western Grant Park Hotel
2.5 out of 5
1100 S Michigan Ave, Chicago, IL
Best Western Grant Park Hotel
Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown Chicago
2 out of 5
65 E Harrison St, Chicago, IL
Travelodge by Wyndham Downtown Chicago
Hyatt Centric The Loop Chicago
Hyatt Centric The Loop Chicago
4 out of 5
100 W. Monroe St, Chicago, IL
Hyatt Centric The Loop Chicago
Palmer House a Hilton Hotel
Palmer House a Hilton Hotel
4 out of 5
17 E Monroe St, Chicago, IL
Palmer House a Hilton Hotel
Homewood Suites by Hilton Chicago Downtown South Loop
Homewood Suites by Hilton Chicago Downtown South Loop
3 out of 5
59 E. 11th Street, Chicago, IL
Homewood Suites by Hilton Chicago Downtown South Loop
See all 3,621 properties in Lollapalooza
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.