cool shore excursions®
Top activities
Top landmarks
Trip ideas
Nearby places
  • Tours by category
  • Tours by accessibility
  • Tours by feature
  • Tours by time
  • Tours by the numbers
  • Top attractions
  • Chicago travel guides
  • Chicago travel calendar
  • Tours in nearby places
  • Explore USA tours
Language $Currency
Login / Sign up
Bookings
Bookings
Wallet
$0.00
Wishlists
Wishlists
Cool Rewards Rewards
Gift cards
Profile
Help Center
Language
Log out
Start your search
Change your search
Place or activity
Select Dates

Things To Do in Chicago This Weekend

Top Chicago Tours, Tickets & Activities with availability this weekend.

257 Results
Sort by:
Traveler Rating
Filter
Languages Clear
Time of Day Clear
214
206
166
Duration Clear
45
209
37
2
5
Price Clear
$0 $500+
Rating Clear
175
237
247
Specials Clear
231
41
3
113
10
Features Clear
40
86
233
3
224
3
Accessibility Clear
71
157
231
Families Clear
109
160
37

Chicago Tours

Attractions

Guides

Calendar

Chicago Photo Walk to Bean and Landmarks

We’ll begin our photo walk in Millennium Park with portraits at Cloud Gate (The Bean), one of Chicago’s most iconic landmarks. During our time together, …More

5.0 (32)

Chicago Photo Walk to Bean and Landmarks

We’ll begin our photo walk in Millennium Park with portraits at Cloud Gate (The Bean), one of Chicago’s most iconic landmarks. During our time together,...

1 hour Free Cancellation
5.0 (32)
from
$169
History and Architecture of Chicago Loop Walking Tour

Discover the amazing history and architecture of Chicago with expert tour guide Dave Lineal. Walk among gigantic towers of downtown and learn how Chicago became …More

5.0 (31)

History and Architecture of Chicago Loop Walking Tour

Discover the amazing history and architecture of Chicago with expert tour guide Dave Lineal. Walk among gigantic towers of downtown and learn how Chicago became...

2 hours Free Cancellation
5.0 (31)
from
$33
Chicago Haunted Interior Architecture Ghost Tour

Take the best ghost tour in Chicago! Go inside 6/8 old buildings, learn about what makes them haunted and what also makes them cool! Learn …More

5.0 (27)

Chicago Haunted Interior Architecture Ghost Tour

Take the best ghost tour in Chicago! Go inside 6/8 old buildings, learn about what makes them haunted and what also makes them cool! Learn...

90 to 105 minutes Free Cancellation
5.0 (27)
from
$35
Illinois Holocaust Museum Experience360 Admission

Illinois Holocaust Museum presents Experience360 offers a profound journey through the narratives of survival and resilience during the Holocaust and other genocides. This immersive experience …More

5.0 (26)

Illinois Holocaust Museum Experience360 Admission

Illinois Holocaust Museum presents Experience360 offers a profound journey through the narratives of survival and resilience during the Holocaust and other genocides. This immersive experience...

1 to 2 hours Free Cancellation
5.0 (26)
from
$12
Intro to Chicago Architecture

Immerse yourself in the fascinating history of how a muddy Midwestern outpost transformed into the global capital of architecture. Experience everything from early, classically inspired …More

5.0 (26)

Intro to Chicago Architecture

Immerse yourself in the fascinating history of how a muddy Midwestern outpost transformed into the global capital of architecture. Experience everything from early, classically inspired...

1 hour 45 minutes Free Cancellation
5.0 (26)
from
$35
Chicago Scenic Driving Tour

Chicago is a big city with a lot of activities & sightseeing. To tour the city quickly, it requires the help of a knowledgeable local …More

5.0 (25)

Chicago Scenic Driving Tour

Chicago is a big city with a lot of activities & sightseeing. To tour the city quickly, it requires the help of a knowledgeable local...

2 hours Hotel pickup offered Free Cancellation
5.0 (25)
from
$315
Private Chicago Loop Architecture Walking Tour

Explore the historic Loop District of Chicago on a private walking tour that delves into the city's architectural legacy. With an expert guide, visit iconic …More

5.0 (22)

Private Chicago Loop Architecture Walking Tour

Explore the historic Loop District of Chicago on a private walking tour that delves into the city's architectural legacy. With an expert guide, visit iconic...

120 to 150 minutes Free Cancellation
5.0 (22)
from
$71
Chicago ↔ Midway Airport, Top Rated Private Sedan Transfer

Skip the stress of a taxi or shared shuttle between Chicago downtown and Midway airport with the Highest rated limousine service in Chicago on Cool Shore …More

5.0 (21)

Chicago ↔ Midway Airport, Top Rated Private Sedan Transfer

Skip the stress of a taxi or shared shuttle between Chicago downtown and Midway airport with the Highest rated limousine service in Chicago on Cool Shore...

1 to 1.5 hours Free Cancellation
5.0 (21)
from
$142
O'Hare Airport Transfer to Chicago, Curbside - Luxury SUV

Chicago’s top-rated limo and car service — with 16+ years of proven service, licensed drivers, and full commercial insurance. Enjoy a safe, private transfer between …More

5.0 (21)

O'Hare Airport Transfer to Chicago, Curbside - Luxury SUV

Chicago’s top-rated limo and car service — with 16+ years of proven service, licensed drivers, and full commercial insurance. Enjoy a safe, private transfer between...

30 to 60 minutes Free Cancellation
5.0 (21)
from
$160
Luxury Minibus Chicago City Tour with Architecture Cruise Upgrade

Experience the ultimate Windy City adventure on Chicago’s luxury guided minibus tour! Explore 20+ top landmarks with curated photo stops at Cloud Gate "The Bean", …More

Likely to Sell Out
Likely to Sell Out
4.9 (20)

Luxury Minibus Chicago City Tour with Architecture Cruise Upgrade

Experience the ultimate Windy City adventure on Chicago’s luxury guided minibus tour! Explore 20+ top landmarks with curated photo stops at Cloud Gate "The Bean",...

2 hours Free Cancellation
4.9 (20)
from
$65
Chicago Gangsters and Ghosts Minibus Tour

Uncover the notorious history of Chicago's gangster era on this immersive bus tour that takes you through the city's most infamous landmarks. Visit the Palmer …More

Likely to Sell Out
Likely to Sell Out
4.9 (18)

Chicago Gangsters and Ghosts Minibus Tour

Uncover the notorious history of Chicago's gangster era on this immersive bus tour that takes you through the city's most infamous landmarks. Visit the Palmer...

2 hours Free Cancellation
4.9 (18)
from
$65
Chicago Airport Transfer to O'Hare & Midway - Luxury Sedan

#1 Rated Car Service In Chicago Area based on 400 + combined reviews on Cool Shore Excursions, Google and Yelp. We carry newer model luxury …More

5.0 (18)

Chicago Airport Transfer to O'Hare & Midway - Luxury Sedan

#1 Rated Car Service In Chicago Area based on 400 + combined reviews on Cool Shore Excursions, Google and Yelp. We carry newer model luxury...

1 to 1.5 hours Free Cancellation
5.0 (18)
from
$133
Chicago Airport Transfer to O'Hare & Midway Airport - Luxury SUV

- Chicago's Highest Rated Limo And Car Service - 16 Years in the limousine business - Proven track of exceptional customer service - Professional, Safe, …More

5.0 (16)

Chicago Airport Transfer to O'Hare & Midway Airport - Luxury SUV

- Chicago's Highest Rated Limo And Car Service - 16 Years in the limousine business - Proven track of exceptional customer service - Professional, Safe,...

1 to 1.5 hours Free Cancellation
5.0 (16)
from
$175
Chicago City Tour: Elevated Architecture Tour with Train Ticket Included

Explore Chicago’s amazing architecture from the unique perspective of elevated trains and station platforms. Learn the history behind the famous "L" system and hear how …More

5.0 (12)

Chicago City Tour: Elevated Architecture Tour with Train Ticket Included

Explore Chicago’s amazing architecture from the unique perspective of elevated trains and station platforms. Learn the history behind the famous "L" system and hear how...

2 hours Free Cancellation
5.0 (12)
from
$35
Round Trip Private Transfer ORD Airport to Chicago City Oak Brook

Reliable and convenient transportation to and from the Pickup location. Our professional drivers ensure a smooth journey, providing a stress-free experience for travelers. On-time pickups …More

4.8 (12)

Round Trip Private Transfer ORD Airport to Chicago City Oak Brook

Reliable and convenient transportation to and from the Pickup location. Our professional drivers ensure a smooth journey, providing a stress-free experience for travelers. On-time pickups...

20 to 40 minutes Hotel pickup offered Free Cancellation
4.8 (12)
from
$43
Prairie Avenue Haunted History Tour and Ghost Hunt

Chicago's original Millionaire's Row, meet the ghosts of the Gilded Age. Marshall Field, George Pullman, Philip Armour, and many more used to live in this …More

5.0 (12)

Prairie Avenue Haunted History Tour and Ghost Hunt

Chicago's original Millionaire's Row, meet the ghosts of the Gilded Age. Marshall Field, George Pullman, Philip Armour, and many more used to live in this...

2 hours 20 minutes
5.0 (12)
from
$44
O'Hare Airport Transfer to Chicago with Inside Meet - Luxury SUV

Why Travelers Choose Echo Limousine Chicago’s Premier Private Car & Limo Service: Over 10 Years of Trusted Limousine Experience Top-Rated on Cool Shore Excursions, Yelp, …More

5.0 (12)

O'Hare Airport Transfer to Chicago with Inside Meet - Luxury SUV

Why Travelers Choose Echo Limousine Chicago’s Premier Private Car & Limo Service: Over 10 Years of Trusted Limousine Experience Top-Rated on Cool Shore Excursions, Yelp,...

30 to 60 minutes Free Cancellation
5.0 (12)
from
$240
Meet and Greet Private SUV Transfer from ORD to Downtown Chicago

Reliable and luxury airport transfers Best and most professional Chauffeurs in the industry Up-to-date luxury vehicles High quality of service Smart rates …More

5.0 (12)

Meet and Greet Private SUV Transfer from ORD to Downtown Chicago

Reliable and luxury airport transfers Best and most professional Chauffeurs in the industry Up-to-date luxury vehicles High quality of service Smart rates...

30 to 90 minutes Free Cancellation
5.0 (12)
from
$300
Chicago Movie Locations Tour

Discover iconic Chicago movie locations with a private tour, including transportation and hotel pickup and drop-off. Visit the Home Alone house exterior, Wrigley Field exterior …More

5.0 (11)

Chicago Movie Locations Tour

Discover iconic Chicago movie locations with a private tour, including transportation and hotel pickup and drop-off. Visit the Home Alone house exterior, Wrigley Field exterior...

3 hours Hotel pickup offered Free Cancellation
5.0 (11)
from
$315
Curbside SUV Transfer from ORD to Downtown Chicago

Reliable and luxury airport transfers Best and most professional Chauffeurs in the industry Up-to-date luxury vehicles High quality of service Smart rates …More

5.0 (10)

Curbside SUV Transfer from ORD to Downtown Chicago

Reliable and luxury airport transfers Best and most professional Chauffeurs in the industry Up-to-date luxury vehicles High quality of service Smart rates...

30 to 90 minutes Free Cancellation
5.0 (10)
from
$240

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

Recent tour reviews
View traveler photos & reviews
Activity name

Chicago Tours
Attractions
Guides
Calendar
View more
View more