Second City Tours and Activities
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Price found within the past 48 hours. Click for updated prices.
Hilton Chicago O'Hare Airport
O'Hare
Price was AU$2,620, price is now AU$2,461 per person
AU$2,461
per person
6 Aug - 8 Aug
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
8.4/10 Very Good! (2,308 reviews)
I needed help with my luggage to United and Mike a bellman as extremely helpful.
Reviewed on 7 June 2026
Level Chicago Fulton Market
Downtown Chicago
Price was AU$3,040, price is now AU$2,814 per person
AU$2,814
per person
6 Aug - 8 Aug
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9.2/10 Wonderful! (491 reviews)
Room was not cleaned/ towels weren't replaced for the duration of our 3 night stay which I found rather peculiar. They also only provided 1 key for our room. I had believed it was common practice to provide 2. Other than that, the room was clean when we arrived, the bedding was comfortable, and the gym was lovely.
Reviewed on 22 May 2026
Nobu Hotel Chicago
Downtown Chicago
Price was AU$3,180, price is now AU$2,990 per person
AU$2,990
per person
6 Aug - 8 Aug
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9.4/10 Exceptional! (860 reviews)
Beautiful room. Well appointed. love the ambiance. Ashley Cartagena was very helpful with reservations!! Great location. Do not eat here, food is not good especially for the price. Rooftop bar view is cute but cocktails not great, I would skip them. There are dozens of cute coffee shops, bakeries, restaurants, bars & shops all steps away. would definitely stay here again.
Reviewed on 28 May 2026
Tours & day trips
See all 241 activities
Architecture River Tour
Activity duration is 1 hour
9.6 out of 10 with 1525 reviews
Free cancellation available
Private & custom tours
See all 57 activities
Chamarel 7 Colours and Waterfalls - Exclusive South West Tour
Activity duration is 9 hours
9.8 out of 10 with 32 reviews
Free cancellation available
![City centre 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)
Food, drink & nightlife
See all 35 activities
City Cruises Chicago: Lake Michigan Premier Dinner Cruise
Activity duration is 2 hours and 30 minutes
8.0 out of 10 with 41 reviews
Attractions
See all 24 activities
360 CHICAGO Observation Deck
Activity duration is 2 hours
8.6 out of 10 with 714 reviews
Free cancellation available
Classes & workshops
See all 23 activities
Chicago: BYOB Spray Paint and Sip Workshop
Activity duration is 1 hour and 30 minutes
10.0 out of 10 with 13 reviews
Free cancellation available
Popular places to visit
Chicago History Museum
4.5/5(2 reviews)
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
4.5/5(7 reviews)
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.
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.
Lighthouse ArtSpace Chicago
You can spend time studying the exhibits at Lighthouse ArtSpace Chicago during your travels in Chicago. Discover the entertainment choices and notable monuments in this vibrant area.
Top Second City Hotel & Accommodation Deals
Check availability on hotels close to Second City
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Hotel Felix River North/Magnificent Mile
111 W Huron St Chicago IL
Hotel Lincoln
1816 N Clark Street Chicago IL
Freehand Chicago
19 East Ohio Street Chicago IL
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
Eurostars Magnificent Mile
660 North State 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.