Plan a trip to see Lollapalooza

Price found within the past 48 hours. Click for updated prices.

Hotel Riu Plaza Chicago

Downtown Chicago

￥258,975

per person

Mar 15 - Mar 19

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.4/10 Exceptional! (2,790 reviews)

Our stay at the RIU exceeded our expectations within the hotel! Only downside was that it didn’t have a parking garage. Although the parking across the street wasn’t bad at all.

Reviewed on Jan 20, 2026

Trump International Hotel & Tower Chicago

Downtown Chicago

￥319,797

per person

Mar 15 - Mar 19

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.4/10 Exceptional! (1,773 reviews)

Exceptional service, great location, beautiful hotel

Reviewed on Jan 20, 2026

Level Chicago – Old Town

Downtown Chicago

￥285,200

per person

Mar 15 - Mar 19

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9/10 Wonderful! (380 reviews)

Property was clean, welcoming, pet friendly

Reviewed on Jan 18, 2026

Browse tours and tickets to explore Lollapalooza

Tours & day trips

See all 153 activities

Flyover in Chicago

Free cancellation available

Private & custom tours

See all 56 activities

Chicago Cocktail Adventure Part 1

Free cancellation available

Food, drink & nightlife

See all 22 activities

Chicago's Chinatown Food and Walking Tour

Free cancellation available

Attractions

See all 19 activities

360 CHICAGO Observation Deck

Free cancellation available

Classes & workshops

See all 17 activities

BYOB Spray Paint and Sip at Studio W.I.P.

Free cancellation available

Popular places to visit

Grant Park

4.5/5(3,318 reviews)

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

Buckingham Fountain

4.5/5(945 reviews)

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

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.

Art Institute of Chicago

4.5/5(3,410 reviews)

Explore a massive collection of works celebrating different cultures and historical times, from ancient Egypt to modern installations.

Top floor of the Harold Washington Library in Chicago. Beautiful atrium

Harold Washington Library Center

4.5/5(47 reviews)

Harold Washington Library Center is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Discover the fascinating museums and notable monuments in this vibrant area.

Museum of Contemporary Photography

4.5/5(28 reviews)

You can spend an afternoon browsing the exhibits at Museum of Contemporary Photography during your trip to Chicago. Experience the acclaimed art scene and fascinating museums in this vibrant area.