Plan a trip to see Lollapalooza

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InterContinental Chicago Magnificent Mile, an IHG Hotel

Downtown Chicago

per person

Jan. 17 - Jan. 22

found 23 hours ago

Roundtrip flight included

Toronto (YYZ) to Chicago (ORD)

9/10 Wonderful! (1,769 reviews)

Friendly staff. Efficiency

Reviewed on Nov. 15, 2024

Level Chicago – Old Town

Downtown Chicago

per person

Jan. 17 - Jan. 22

found 23 hours ago

Roundtrip flight included

Toronto (YYZ) to Chicago (ORD)

9/10 Wonderful! (263 reviews)

Beautiful place with amazing amenities. Perfect stay for adults or families alike! Highly recommend!

Reviewed on Nov. 11, 2024

Park Hyatt Chicago

Downtown Chicago

per person

Jan. 16 - Jan. 19

found 3 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Chicago (ORD)

9.6/10 Exceptional! (1,000 reviews)

Top notch hotel in a great location. Home away from home feel. Stellar customer service. Restaurant onsite with a great bar and stunning views. For discerning travelers this is about as good as it gets in Chicago.

Reviewed on Nov. 10, 2024

Tours & day trips

See all 179 activities

Flyover in Chicago

Free cancellation available

Private & custom tours

See all 39 activities

Chicago Quest Experience: The Heist

Free cancellation available

Food, drink & nightlife

See all 32 activities

Chicago Favourites Ultimate Food and Walking Tour

Free cancellation available

Attractions

See all 20 activities

360 CHICAGO Observation Deck

Free cancellation available

Classes & workshops

See all 13 activities

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

Popular places to visit

Grant Park

4.5/5(291 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(118 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.

Roosevelt University

5/5(1 review)

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

Auditorium Building and Theatre

4/5(2 reviews)

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