Sightseeing Tours and Cruises in Chicago, Illinois

Chicago has a great variety of tours, cruises, and sightseeing adventures that you can enjoy, from bus, yacht, motorcoach or bike. Enjoy the skyline and sights while visiting some of the better attractions in Illinois.
Category Photo
Sort By:

Chicago Sightseeing Tours & Cruises

Search:
View By Date:
Arrival Date:
 
Length of Visit:
View By Date:
Arrival Date:
 
Length of Visit:
Chicago at night
We are among the Windy City's best sightseeing tours & cruises, and you will want to take advantage of our buses, flexibility and the chance to customize your future trip to Chicago.
Available 167 days between Aug 15, 2018 & Apr 30, 2019 View Schedule
Aug 15
9:00 AM
9:00 AM
9:00 AM
Aug 16
9:00 AM
9:00 AM
9:00 AM
Aug 17
9:00 AM
9:00 AM
9:00 AM
Aug 18
9:00 AM
9:00 AM
9:00 AM
Aug 19
9:00 AM
9:00 AM
9:00 AM
Aug 20
9:00 AM
9:00 AM
9:00 AM
Aug 21
9:00 AM
9:00 AM
9:00 AM
Aug 22
9:00 AM
9:00 AM
9:00 AM
>
helicopter16.jpg
Get a bird's-eye view of the city on the Chicago City Sights Helicopter Tour which is a sightseeing tour that you will never forget featuring spectacular views of Wrigley Field, Millennium Park, the Willis Tower, and the Navy Pier.
Available 46 days between Aug 16, 2018 & Sep 30, 2018 View Schedule
Aug 16
9:00 AM
10:00 AM
11:00 AM
12:00 PM
1:00 PM
2:00 PM
3:00 PM
4:00 PM
5:00 PM
6:00 PM
7:00 PM
Aug 17
9:00 AM
10:00 AM
11:00 AM
12:00 PM
1:00 PM
2:00 PM
3:00 PM
4:00 PM
5:00 PM
6:00 PM
7:00 PM
Aug 18
9:00 AM
10:00 AM
11:00 AM
12:00 PM
1:00 PM
2:00 PM
3:00 PM
4:00 PM
5:00 PM
6:00 PM
7:00 PM
Aug 19
9:00 AM
10:00 AM
11:00 AM
12:00 PM
1:00 PM
2:00 PM
3:00 PM
4:00 PM
5:00 PM
6:00 PM
7:00 PM
Aug 20
9:00 AM
10:00 AM
11:00 AM
12:00 PM
1:00 PM
2:00 PM
3:00 PM
4:00 PM
5:00 PM
6:00 PM
7:00 PM
Aug 21
9:00 AM
10:00 AM
11:00 AM
12:00 PM
1:00 PM
2:00 PM
3:00 PM
4:00 PM
5:00 PM
6:00 PM
7:00 PM
Aug 22
9:00 AM
10:00 AM
11:00 AM
12:00 PM
1:00 PM
2:00 PM
3:00 PM
4:00 PM
5:00 PM
6:00 PM
7:00 PM
Aug 23
9:00 AM
10:00 AM
11:00 AM
12:00 PM
1:00 PM
2:00 PM
3:00 PM
4:00 PM
5:00 PM
6:00 PM
7:00 PM
>
In the Cultural Center
Come explore Chicago with us. This tour will take you through heated tunnels and walkways to see the city's most famous landmarks and structures. You're sure to have a great time on this tour so come join us on a walk through Chicago.
Available 28 days between Aug 16, 2018 & Apr 29, 2019 View Schedule
Aug 16
10:30 AM
Aug 17
N/A
Sold Out
Aug 18
1:00 PM
Aug 19
N/A
Sold Out
Aug 20
10:30 AM
Aug 21
N/A
Sold Out
Aug 22
N/A
Sold Out
Aug 23
10:30 AM
>
Honeymoon Helicopter Ride
A Chicago by Night Helicopter Tour provides a view of the city like no other; it offers up the dazzling city lights and aerial views of iconic Chicago locations such as Lincoln Park, Millennium Park, and Wrigley Field.
Available 47 days between Aug 16, 2018 & Dec 1, 2018 View Schedule
Aug 16
4:00 PM
5:00 PM
6:00 PM
8:00 PM
9:00 PM
10:00 PM
Aug 17
4:00 PM
5:00 PM
6:00 PM
8:00 PM
9:00 PM
10:00 PM
Aug 18
4:00 PM
5:00 PM
6:00 PM
8:00 PM
9:00 PM
10:00 PM
Aug 19
4:00 PM
5:00 PM
6:00 PM
8:00 PM
9:00 PM
10:00 PM
Aug 20
4:00 PM
5:00 PM
6:00 PM
8:00 PM
9:00 PM
10:00 PM
Aug 21
4:00 PM
5:00 PM
6:00 PM
8:00 PM
9:00 PM
10:00 PM
Aug 22
4:00 PM
5:00 PM
6:00 PM
8:00 PM
9:00 PM
10:00 PM
Aug 23
4:00 PM
5:00 PM
6:00 PM
8:00 PM
10:00 PM
>
Chicago Movie Tour
You’ll travel through Chicago's Gold Coast, Wrigleyville and Uptown, where dozens of movies of the past 100 years were filmed with Sightseeing Tours & Cruises’ two-hour narrated bus tour.
Available 27 days between Aug 19, 2018 & Nov 18, 2018 View Schedule
Aug 19
1:30 PM
Aug 20
N/A
Sold Out
Aug 21
N/A
Sold Out
Aug 22
N/A
Sold Out
Aug 23
N/A
Sold Out
Aug 24
N/A
Sold Out
Aug 25
10:30 AM
1:30 PM
Aug 26
10:30 AM
1:30 PM
>
Chicago Architecture River Cruise
Chicago's sightseeing tours and cruises do not get any better than ours, during which you will gaze upon highlights from our city's diverse architecture, and you will create new memories that will keep you dreaming of your next Chicago trip!
Available 76 days between Now & Oct 28, 2018 View Schedule
Aug 14
2:15 PM
2:15 PM
2:45 PM
2:45 PM
3:15 PM
3:15 PM
4:00 PM
4:00 PM
4:30 PM
4:30 PM
5:00 PM
5:00 PM
5:45 PM
5:45 PM
6:15 PM
6:15 PM
6:45 PM
7:30 PM
8:00 PM
Aug 15
10:00 AM
10:00 AM
10:45 AM
10:45 AM
11:15 AM
11:15 AM
11:45 AM
11:45 AM
12:30 PM
12:30 PM
1:00 PM
1:00 PM
1:30 PM
1:30 PM
2:15 PM
2:15 PM
2:45 PM
2:45 PM
3:15 PM
3:15 PM
4:00 PM
4:00 PM
4:30 PM
4:30 PM
5:00 PM
5:00 PM
5:45 PM
5:45 PM
6:15 PM
6:15 PM
6:45 PM
7:30 PM
Aug 16
10:00 AM
10:00 AM
10:45 AM
10:45 AM
11:15 AM
11:15 AM
11:45 AM
11:45 AM
12:30 PM
12:30 PM
1:00 PM
1:00 PM
1:30 PM
1:30 PM
2:15 PM
2:15 PM
2:45 PM
2:45 PM
3:15 PM
3:15 PM
4:00 PM
4:00 PM
4:30 PM
4:30 PM
5:00 PM
5:00 PM
5:45 PM
5:45 PM
6:15 PM
6:45 PM
7:30 PM
8:00 PM
Aug 17
10:00 AM
10:00 AM
10:45 AM
10:45 AM
11:15 AM
11:15 AM
11:45 AM
11:45 AM
12:30 PM
12:30 PM
1:00 PM
1:00 PM
1:30 PM
1:30 PM
2:15 PM
2:15 PM
2:45 PM
2:45 PM
3:15 PM
3:15 PM
4:00 PM
4:00 PM
4:30 PM
4:30 PM
5:00 PM
5:00 PM
5:45 PM
6:15 PM
6:15 PM
6:45 PM
7:30 PM
8:00 PM
Aug 18
10:00 AM
10:00 AM
10:45 AM
10:45 AM
11:15 AM
11:15 AM
11:45 AM
11:45 AM
12:30 PM
12:30 PM
1:00 PM
1:00 PM
1:30 PM
1:30 PM
2:15 PM
2:15 PM
2:45 PM
2:45 PM
3:15 PM
3:15 PM
4:00 PM
4:00 PM
4:30 PM
4:30 PM
5:00 PM
5:00 PM
5:45 PM
5:45 PM
6:15 PM
6:15 PM
6:45 PM
7:30 PM
8:00 PM
Aug 19
10:00 AM
10:00 AM
10:45 AM
11:15 AM
11:15 AM
11:45 AM
11:45 AM
12:30 PM
12:30 PM
1:00 PM
1:00 PM
1:30 PM
1:30 PM
2:15 PM
2:15 PM
2:45 PM
2:45 PM
3:15 PM
3:15 PM
4:00 PM
4:00 PM
4:30 PM
4:30 PM
5:00 PM
5:45 PM
5:45 PM
6:15 PM
6:45 PM
7:30 PM
8:00 PM
Aug 20
10:00 AM
10:00 AM
10:45 AM
10:45 AM
11:15 AM
11:15 AM
11:45 AM
11:45 AM
12:30 PM
12:30 PM
1:00 PM
1:00 PM
1:30 PM
1:30 PM
2:15 PM
2:15 PM
2:45 PM
2:45 PM
3:15 PM
3:15 PM
4:00 PM
4:00 PM
4:30 PM
4:30 PM
5:00 PM
5:00 PM
5:45 PM
5:45 PM
6:15 PM
6:15 PM
6:45 PM
7:30 PM
8:00 PM
Aug 21
10:00 AM
10:00 AM
10:45 AM
10:45 AM
11:15 AM
11:15 AM
11:45 AM
11:45 AM
12:30 PM
12:30 PM
1:00 PM
1:00 PM
1:30 PM
1:30 PM
2:15 PM
2:15 PM
2:45 PM
2:45 PM
3:15 PM
3:15 PM
4:00 PM
4:00 PM
4:30 PM
5:00 PM
5:00 PM
5:45 PM
5:45 PM
6:15 PM
6:15 PM
6:45 PM
7:30 PM
8:00 PM
>
Reflections
Through sightseeing tours & cruises, you and your small group will relax in a minibus or also in a luxury open boat to hear expert accounts of historic Chicago as your eyes consume iconic points of interest including Wrigley Field and the Museum Campus.
Available 119 days between Aug 15, 2018 & Dec 30, 2018 View Schedule
Aug 15
10:00 AM
10:00 AM
1:00 PM
1:00 PM
Aug 16
10:00 AM
10:00 AM
1:00 PM
1:00 PM
Aug 17
10:00 AM
10:00 AM
1:00 PM
1:00 PM
Aug 18
10:00 AM
10:00 AM
1:00 PM
1:00 PM
Aug 19
10:00 AM
10:00 AM
1:00 PM
1:00 PM
Aug 20
N/A
Sold Out
Aug 21
10:00 AM
10:00 AM
1:00 PM
1:00 PM
Aug 22
10:00 AM
10:00 AM
1:00 PM
1:00 PM
>
Navy Pier
Chicago's South Side is home to a number of notable sites including Navy Pier and University of Chicago; a Chicago South Side Tour with optional river cruise looks at these and offers the chance to cruise on the Chicago River.
Available 129 days between Aug 16, 2018 & Dec 23, 2018 View Schedule
Aug 16
9:30 AM
11:30 AM
11:30 AM
3:30 PM
Aug 17
9:30 AM
11:30 AM
11:30 AM
3:30 PM
Aug 18
9:30 AM
11:30 AM
11:30 AM
3:30 PM
Aug 19
9:30 AM
11:30 AM
11:30 AM
3:30 PM
Aug 20
9:30 AM
11:30 AM
3:30 PM
Aug 21
9:30 AM
11:30 AM
11:30 AM
3:30 PM
Aug 22
9:30 AM
11:30 AM
11:30 AM
3:30 PM
Aug 23
9:30 AM
11:30 AM
11:30 AM
3:30 PM
>
Try searching by keyword or choose a specific date.
Search:
View By Date:
Arrival Date:
 
Length of Visit:
View By Date:
Arrival Date:
 
Length of Visit:
Previous Page
1  2  ... 14
Next Page
[Next Page]
[Prev Page]
1  2  ... 14
Checkout
Cart
Contact Customer Service at
800-987-9852
Secure Online Payment Options
credit card logos