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.
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Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
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Price was $268, price is now $133 per person
$133
per person
Jan 30 - Feb 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (317 reviews)
The room was beautiful and clean and a good city view of the city
Reviewed on Nov 26, 2025

Sheraton Suites Chicago Elk Grove
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Price was $339, price is now $172 per person
$172
per person
Feb 5 - Feb 9
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8/10 Very Good! (1,002 reviews)
There was only one elevator working, but they had the service elevator working as well. There was still a long wait for an elevator at times. There was no cooling system available in the room was hot, so we left the windows open. When we got there, there was pubic hair in the bathtub and a used wash cloth laying underneath the shower curtain on the tub side other than that or stay was pleasant
Reviewed on Nov 18, 2025

Pendry Chicago
Downtown Chicago
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Price was $310, price is now $159 per person
$159
per person
Jan 30 - Feb 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
I thoroughly enjoyed my time at Pendry Chicago. I stayed in a tower king room. I originally was going to stay in a suite but the normal king room was very spacious for one person. The valet service was pretty quick and the valets were all very nice. The front desk clerk was extremely helpful and professional. I loved staying right on Michigan Ave and within walking distance to so many things. I read some reviews saying safety was a concern but I didn’t experience any safety issues. They lock the doors on Michigan Ave after a certain point to keep the flow of traffic thru a better monitored entrance. I also took an evening(beginning around 9:30pm) stroll around Millennium Park, down to Buckingham fountain and back up Michigan Ave to the river and the surroundings blocks around the hotel. At no point did I feel unsafe and would highly recommend this hotel to anyone coming to Chicago. The location is fantastic, the employees are amazing and the rooms are comfy. What more could you ask for?
Reviewed on Nov 26, 2025
Browse tours and tickets to explore Second City
Tours & day trips
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Wendella's 90-min Chicago River Architecture Tour
Activity duration is 1 hour and 30 minutes
9.4 out of 10 with 360 reviews
Private & custom tours
See all 59 activities
Experience Chicago Cocktail Adventure Part 2
Activity duration is 3 hours
Free cancellation available
Food, drink & nightlife
See all 29 activities
City Cruises Chicago: Signature Lunch Cruise on Lake Michigan
Activity duration is 2 hours
5.4 out of 10 with 19 reviews
Attractions
See all 20 activities
360 CHICAGO Observation Deck
Activity duration is 30 minutes
8.8 out of 10 with 681 reviews
Free cancellation available
Classes & workshops
See all 14 activities
BYOB Spray Paint and Sip at Studio W.I.P.
Activity duration is 1 hour and 30 minutes
10.0 out of 10 with 13 reviews
Free cancellation available
Reviews of Second City
4.7
Top Destination
5/5 - Excellent
Verified traveler
Quite a bargain (about $40) with yummy food choices close by.
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Best Lodging Options Near Second City
Check availability on hotels close to Second City

Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL

Palmer House a Hilton Hotel
17 E Monroe St Chicago IL

The Whitehall Hotel, BW Premier Collection
105 E Delaware Pl Chicago IL

Eurostars Magnificent Mile
660 North State Street Chicago IL

The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL

Hotel Felix River North/Magnificent Mile
111 W Huron St Chicago IL

Viceroy Chicago
1118 North State Street Chicago IL

Claridge House Chicago, Tapestry Collection by Hilton
1244 N Dearborn Parkway 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.











































