Upcoming Chicago Events

Name: Chicago River Sleigh Rides with Santa!
Start: 2025-12-05T13:00:00-06:00
End: 2025-12-05T19:00:00-06:00
Location: DuSable Harbor 200 N Breakwater Access

Check out what's happening all around Chicago.

December 1, 2025: Dec1
Tours & Attractions
Big Bus Tours’ Hop-On, Hop-Off Tour
Big Bus Tours’ daily Hop-On, Hop-Off tours offer visitors a convenient way to explore Chicago’s vibrant downtown, including historic landmarks, cultural institutions and hidden gems.…
Loop
Event details
Monday, December 1st
10:00 a.m. – 5:00 p.m.
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Chicago Riverwalk
Dec1
Tours & Attractions
Seadog Architecture Tour on the Chicago River
Soak in unobstructed views of Chicago’s world-famous architecture with an exciting 45-minute ride on our Seadog Chicago River Architecture Tour! Starting right on the Chicago…
Event details
Monday, December 1st
12:30 p.m. – 1:30 p.m.
See all events in series
City Cruises – River Esplanade
455 N Cityfront Plaza Dr
Dec1
Festivals, Fairs & Special Events, Tours & Attractions
Halloween Chicago Ghost Tour & Hunt: Lincoln Park Hauntings by American Ghost Walks
Join American Ghost Walks on a spine-chilling Chicago Ghost Tour & Ghost Hunt in Lincoln Park, known for its eerie hauntings and chilling history. Dive…
Event details
Monday, December 1st
8:00 p.m. – 10:00 p.m.
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Meeting Point: In front of the Chicago History Museum
1601 N Clark St.
December 2, 2025: Dec2
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions, Tours & Attractions
Paris in Black Exhibition Opening at the DuSable Museum
Join us at the DuSable Black History Museum and Education Center for the opening of Paris in Black: Internationalism and the Black Renaissance. Discover the…
Event details
Tuesday, December 2nd
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DuSable Museum of African American History
740 East 56th Place
Dec2
Tours & Attractions
Homeschool Days at PEPPA PIG World of Play Chicago
Join us for Homeschool Days at Peppa Pig World of Play Chicago, where preschool families can enjoy an OINKTASTIC discount! Experience the magic of Peppa…
Event details
Tuesday, December 2nd
10:00 a.m. – 5:00 p.m.
Peppa Pig World of Play Chicago
5 Woodfield Mall
Dec2
Tours & Attractions
Big Bus Tours’ Hop-On, Hop-Off Tour
Big Bus Tours’ daily Hop-On, Hop-Off tours offer visitors a convenient way to explore Chicago’s vibrant downtown, including historic landmarks, cultural institutions and hidden gems.…
Loop
Event details
Tuesday, December 2nd
10:00 a.m. – 5:00 p.m.
See all events in series
Chicago Riverwalk
Dec2
Tours & Attractions
Seadog Architecture Tour on the Chicago River
Soak in unobstructed views of Chicago’s world-famous architecture with an exciting 45-minute ride on our Seadog Chicago River Architecture Tour! Starting right on the Chicago…
Event details
Tuesday, December 2nd
12:30 p.m. – 1:30 p.m.
See all events in series
City Cruises – River Esplanade
455 N Cityfront Plaza Dr
Dec2
Festivals, Fairs & Special Events, Tours & Attractions
Halloween Chicago Ghost Tour & Hunt: Lincoln Park Hauntings by American Ghost Walks
Join American Ghost Walks on a spine-chilling Chicago Ghost Tour & Ghost Hunt in Lincoln Park, known for its eerie hauntings and chilling history. Dive…
Event details
Tuesday, December 2nd
8:00 p.m. – 10:00 p.m.
See all events in series
Meeting Point: In front of the Chicago History Museum
1601 N Clark St.
December 3, 2025: Dec3
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions, Tours & Attractions
Paris in Black Exhibition Opening at the DuSable Museum
Join us at the DuSable Black History Museum and Education Center for the opening of Paris in Black: Internationalism and the Black Renaissance. Discover the…
Event details
Wednesday, December 3rd
See all events in series
DuSable Museum of African American History
740 East 56th Place
Dec3
Tours & Attractions
Homeschool Days at PEPPA PIG World of Play Chicago
Join us for Homeschool Days at Peppa Pig World of Play Chicago, where preschool families can enjoy an OINKTASTIC discount! Experience the magic of Peppa…
Event details
Wednesday, December 3rd
10:00 a.m. – 5:00 p.m.
Peppa Pig World of Play Chicago
5 Woodfield Mall
Dec3
Tours & Attractions
Big Bus Tours’ Hop-On, Hop-Off Tour
Big Bus Tours’ daily Hop-On, Hop-Off tours offer visitors a convenient way to explore Chicago’s vibrant downtown, including historic landmarks, cultural institutions and hidden gems.…
Loop
Event details
Wednesday, December 3rd
10:00 a.m. – 5:00 p.m.
See all events in series
Chicago Riverwalk
Dec3
Tours & Attractions
Seadog Architecture Tour on the Chicago River
Soak in unobstructed views of Chicago’s world-famous architecture with an exciting 45-minute ride on our Seadog Chicago River Architecture Tour! Starting right on the Chicago…
Event details
Wednesday, December 3rd
12:30 p.m. – 1:30 p.m.
See all events in series
City Cruises – River Esplanade
455 N Cityfront Plaza Dr
Dec3
Tours & Attractions
Tropical Wednesdays
Immerge yourself in a cultural experience as Latin dances come alive on Taylor street – Salsa, Bachata, Cumbia, and Cha Cha Cha with margarita!
Event details
Wednesday, December 3rd
6:00 p.m. – 8:00 p.m.
See all events in series
Vintage Bar Chicago
1449 W. Taylor St.
Dec3
Festivals, Fairs & Special Events, Tours & Attractions
Halloween Chicago Ghost Tour & Hunt: Lincoln Park Hauntings by American Ghost Walks
Join American Ghost Walks on a spine-chilling Chicago Ghost Tour & Ghost Hunt in Lincoln Park, known for its eerie hauntings and chilling history. Dive…
Event details
Wednesday, December 3rd
8:00 p.m. – 10:00 p.m.
See all events in series
Meeting Point: In front of the Chicago History Museum
1601 N Clark St.
December 4, 2025: Dec4
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions, Tours & Attractions
Paris in Black Exhibition Opening at the DuSable Museum
Join us at the DuSable Black History Museum and Education Center for the opening of Paris in Black: Internationalism and the Black Renaissance. Discover the…
Event details
Thursday, December 4th
See all events in series
DuSable Museum of African American History
740 East 56th Place
Dec4
Tours & Attractions
Homeschool Days at PEPPA PIG World of Play Chicago
Join us for Homeschool Days at Peppa Pig World of Play Chicago, where preschool families can enjoy an OINKTASTIC discount! Experience the magic of Peppa…
Event details
Thursday, December 4th
10:00 a.m. – 5:00 p.m.
Peppa Pig World of Play Chicago
5 Woodfield Mall
Dec4
Tours & Attractions
Big Bus Tours’ Hop-On, Hop-Off Tour
Big Bus Tours’ daily Hop-On, Hop-Off tours offer visitors a convenient way to explore Chicago’s vibrant downtown, including historic landmarks, cultural institutions and hidden gems.…
Loop
Event details
Thursday, December 4th
10:00 a.m. – 5:00 p.m.
See all events in series
Chicago Riverwalk
Dec4
Tours & Attractions
Seadog Architecture Tour on the Chicago River
Soak in unobstructed views of Chicago’s world-famous architecture with an exciting 45-minute ride on our Seadog Chicago River Architecture Tour! Starting right on the Chicago…
Event details
Thursday, December 4th
12:30 p.m. – 1:30 p.m.
See all events in series
City Cruises – River Esplanade
455 N Cityfront Plaza Dr
Dec4
Festivals, Fairs & Special Events, Tours & Attractions
Halloween Chicago Ghost Tour & Hunt: Lincoln Park Hauntings by American Ghost Walks
Join American Ghost Walks on a spine-chilling Chicago Ghost Tour & Ghost Hunt in Lincoln Park, known for its eerie hauntings and chilling history. Dive…
Event details
Thursday, December 4th
8:00 p.m. – 10:00 p.m.
See all events in series
Meeting Point: In front of the Chicago History Museum
1601 N Clark St.
December 5, 2025: Dec5
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions, Tours & Attractions
Paris in Black Exhibition Opening at the DuSable Museum
Join us at the DuSable Black History Museum and Education Center for the opening of Paris in Black: Internationalism and the Black Renaissance. Discover the…
Event details
Friday, December 5th
See all events in series
DuSable Museum of African American History
740 East 56th Place
Dec5
Tours & Attractions
Homeschool Days at PEPPA PIG World of Play Chicago
Join us for Homeschool Days at Peppa Pig World of Play Chicago, where preschool families can enjoy an OINKTASTIC discount! Experience the magic of Peppa…
Event details
Friday, December 5th
10:00 a.m. – 5:00 p.m.
Peppa Pig World of Play Chicago
5 Woodfield Mall
Dec5
Tours & Attractions
Big Bus Tours’ Hop-On, Hop-Off Tour
Big Bus Tours’ daily Hop-On, Hop-Off tours offer visitors a convenient way to explore Chicago’s vibrant downtown, including historic landmarks, cultural institutions and hidden gems.…
Loop
Event details
Friday, December 5th
10:00 a.m. – 5:00 p.m.
See all events in series
Chicago Riverwalk
Dec5
Tours & Attractions
Seadog Architecture Tour on the Chicago River
Soak in unobstructed views of Chicago’s world-famous architecture with an exciting 45-minute ride on our Seadog Chicago River Architecture Tour! Starting right on the Chicago…
Event details
Friday, December 5th
12:30 p.m. – 1:30 p.m.
See all events in series
City Cruises – River Esplanade
455 N Cityfront Plaza Dr
Dec5
Tours & Attractions
Chicago River Sleigh Rides with Santa!
🎅🚢 Set sail on the iconic Chicago River this holiday season with our Santa Claus Sleigh Ride Cruises! 🌟 Join us for an unforgettable experience…
Event details
Friday, December 5th
1:00 p.m. – 7:00 p.m.
See all events in series
DuSable Harbor 200 N Breakwater Access
DuSable Harbor 200 N Breakwater Access