Second City
Visit Second City
Tours & day trips
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Architecture River Tour
Food, drink & nightlife
See all 35 activities
Chicago: Architecture Boat Tour with Drinks
Private & custom tours
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Chicago's Dark Side Self-Guided Smartphone Walking Tour
Attractions
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360 CHICAGO Observation Deck
Adventure & outdoor
See all 14 activities
Chicago White Sox Baseball Game at Guaranteed Rate Field
Popular places to visit
Chicago History Museum
Explore the rich and exciting history of this great, iconic all-American city through an array of artefacts, hands-on exhibits and multi-media presentations.
Park West
You can enjoy a show at Park West on your trip to Chicago. Stroll along the lakeside or experience the fascinating museums in this vibrant area.
North Avenue Beach
Why not spend a care-free afternoon at North Avenue Beach during your travels in Chicago? Experience the fascinating museums and acclaimed art galleries in this vibrant area.
Lincoln Park Zoo
This small zoo right in the heart of Chicago, Lincoln Park is an ideal family destination, popular with small children eager to see the many different animals.
South Pond
Commune with nature and explore the great outdoors at South Pond during your travels in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art galleries.
Henry Gerber House
Learn about the local history of Chicago when you take a trip to Henry Gerber House. Stroll along the lakeside or visit the shops in this vibrant area.
Top Second City Hotel Deals
Hilton Chicago/Magnificent Mile Suites
InterContinental Chicago Magnificent Mile by IHG
The Whitehall Hotel, BW Premier Collection
Congress Plaza Hotel
Embassy Suites by Hilton Chicago Downtown River North
Hotel Felix River North/Magnificent Mile
The Westin Michigan Avenue Chicago
The Chicago Hotel Collection Ambassador Gold Coast
Claridge House
Explore a world of travel with Expedia
Explore a world of travel with Expedia
- Holidays and getaways similar to Second City
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- Thompson Chicago, by Hyatt
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- Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
- Hilton Garden Inn Chicago Downtown/Magnificent Mile
- citizenM Chicago Downtown
- Viceroy Chicago
- Sofitel Chicago Magnificent Mile
- The Royal Sonesta Chicago Downtown
- Swissotel - Chicago
- Level Chicago – Old Town
- The Wade
- Hotels near Wrigley Field
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- Hotels near Michigan Avenue
- Hotels near McCormick Place
- Hotels near Millennium Park
- Hotels near Grant Park
- Hotels near Lake Michigan
- Hotels near Chicago Riverwalk
- Hotels near Soldier Field
- Hotels near United Center
- Hotels near University of Chicago
- Hotels near Northwestern University
- Hotels near Art Institute of Chicago
- Hotels near Willis Tower
- Hotels near Loyola University Chicago
- Hotels near Chicago Theatre
- Hotels near Field Museum of Natural History
- Hotels near University of Illinois Chicago
* 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.