If you're spending a while in Old Town Chicago, Second City is a good place to start your exploring. This stand-up performance venue is one of numerous attractions that'll keep you occupied here. Wrigley Field, Millennium Park, and Willis Tower are also waiting for you close by.
Second City Tours
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Price found within the past 48 hours. Click for updated prices.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $1,157, price is now $734 per person
$734
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,685 reviews)
O
Reviewed on Sep 2, 2026
Four Seasons Hotel Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,991, price is now $1,169 per person
$1,169
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,004 reviews)
Perfect location for shopping, beach, and restaurants. Very clean and staff is very friendly… did not disappoint. Everything met the mark and expectations of a Four Seasons.
Reviewed on Sep 2, 2026
Browse tours and tickets to explore Second City
Tours & day trips
See all 262 activities
Architecture River Tour
Activity duration is 1 hour
9.6 out of 10 with 1624 reviews
Free cancellation available
Private & custom tours
See all 68 activities
Chicago: Shooting & Spinning Art Experience (Neon Lights)
Activity duration is 45 minutes
Free cancellation available
![Downtown Chicago City Tour In a Lamborghini[60 Minute Experience]](https://mediaim.expedia.com/localexpert/50806683/b6324a0b-7fb0-4936-8b5f-2fdebe79ae59.jpg?impolicy=resizecrop&rw=500&rh=280)
![Downtown Chicago City Tour in a Rolls Royce[60 Minute Experience]](https://mediaim.expedia.com/localexpert/52863069/e5a04933-6ac7-42b4-8824-4dcb51ca25a8.jpg?impolicy=resizecrop&rw=500&rh=280)
Food, drink & nightlife
See all 39 activities
City Cruises Chicago: Lake Michigan Premier Dinner Cruise
Activity duration is 2 hours and 30 minutes
8.0 out of 10 with 44 reviews
Classes & workshops
See all 32 activities
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
Attractions
See all 20 activities
360 CHICAGO Observation Deck
Activity duration is 2 hours
8.6 out of 10 with 737 reviews
Free cancellation available
Stay near popular Second City attractions
Best Lodging Options Near Second City
Check availability on hotels close to Second City
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Kasa Magnificent Mile Chicago
One Superior Place Chicago IL
Hampton Inn Chicago Downtown/Magnificent Mile
160 E Huron Street Chicago IL
Hotel Lincoln
1816 N Clark Street Chicago IL
Fully Furnished Rental in Old Town - 2 beds - Unit 2R
Chicago IL
Beautiful, Remodeled Penthouse Unit in Old Town!
Chicago IL
Four Seasons Hotel Chicago
120 East Delaware Place Chicago IL
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
201 East Walton Place Chicago IL
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
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.
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