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Upcoming Chicago Events

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Winterland, a Thrilling and One of a Kind Immersive Holiday Experience
Jan4
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions, Tours & Attractions

Winterland, a Thrilling and One of a Kind Immersive Holiday Experience

Prepare to step into a whimsical world of festive enchantment at Winterland, where, from the moment guests arrive, they’re transported into a wonderland of holiday delights.  Experience…

Saturday January 4, 2025
2:00 p.m.9:00 p.m.
Navy Pier
600 East Grand Avenue
Big Bus Tours’ Sunset Live Tour
Jan4
Tours & Attractions

Big Bus Tours’ Sunset Live Tour

Big Bus Tours, the global leader in open-top bus sightseeing, invites visitors to experience the enhanced Sunset Live Tour in Chicago. Available now through Oct.…

Saturday January 4, 2025
7:30 p.m.9:00 p.m.
63 West Ontario Street Chicago, IL 60654
63 West Ontario Street
City Cruises Holiday Fireworks and Drone Dinner Cruises
Jan5
Tours & Attractions

City Cruises Holiday Fireworks and Drone Dinner Cruises

Embark on an unforgettable evening filled with magic on a Holiday Fireworks or Drone Dinner Cruise on Lake Michigan or the Chicago River. Savor the…

Sunday January 5, 2025
12:00 a.m.
Navy Pier, 600 E Grand Ave, Chicago, IL 60611, United States
Dressed in History: A Costume Collection Retrospective
Jan5
Museums, Galleries & Exhibitions, Tours & Attractions

Dressed in History: A Costume Collection Retrospective

What do a red sequin burlesque costume, a pair of original Air Jordan 1s, a baby’s wool bathing suit, and an enormous white tulle Christian…

Sunday January 5, 2025
9:30 a.m.4:30 p.m.
Chicago History Museum
1601 N. Clark St.
BRICK-Tastic Spring Break at LEGOLAND Discovery Center Chicago
Jan5
Tours & Attractions

BRICK-Tastic Spring Break at LEGOLAND Discovery Center Chicago

Spring Break memories will last a lifetime at the ultimate indoor LEGO® playground! Jump into a world of creativity, color and playful learning at LEGOLAND…

Sunday January 5, 2025
10:00 a.m.5:00 p.m.
LEGOLAND Discovery Center Chicago
601 N. Martingale Road
Brick-or-Treat: Monster Party!
Jan5
Tours & Attractions

Brick-or-Treat: Monster Party!

Chicagoland’s top family Halloween event is here! Daily from September 27th – October 31st, families can get into the Halloween spirit as LEGO® Monsters take over LEGOLAND Discovery…

Sunday January 5, 2025
10:00 a.m.5:00 p.m.
LEGOLAND Discovery Center Chicago
601 N. Martingale Road
Holiday Bricktacular
Jan5
Tours & Attractions

Holiday Bricktacular

Build the best memories at Chicago’s top family holiday event, Holiday Bricktacular! Daily from November 29th – January 5th, families can enjoy a winter wonderland…

Sunday January 5, 2025
10:00 a.m.5:00 p.m.
LEGOLAND Discovery Center Chicago
601 N. Martingale Road
The World Within: Chicago’s Original & Best Architecture Interiors Tour
Jan5
Tours & Attractions

The World Within: Chicago’s Original & Best Architecture Interiors Tour

“Everything has beauty, but not everyone sees it.”  (Confucius) Everyone does a boat tour when they visit Chicago.  But as fun as that is, it’s…

Sunday January 5, 2025
11:00 a.m.1:00 p.m.
Chicago Loop & River North
Winterland, a Thrilling and One of a Kind Immersive Holiday Experience
Jan5
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions, Tours & Attractions

Winterland, a Thrilling and One of a Kind Immersive Holiday Experience

Prepare to step into a whimsical world of festive enchantment at Winterland, where, from the moment guests arrive, they’re transported into a wonderland of holiday delights.  Experience…

Sunday January 5, 2025
2:00 p.m.9:00 p.m.
Navy Pier
600 East Grand Avenue
Big Bus Tours’ Sunset Live Tour
Jan5
Tours & Attractions

Big Bus Tours’ Sunset Live Tour

Big Bus Tours, the global leader in open-top bus sightseeing, invites visitors to experience the enhanced Sunset Live Tour in Chicago. Available now through Oct.…

Sunday January 5, 2025
7:30 p.m.9:00 p.m.
63 West Ontario Street Chicago, IL 60654
63 West Ontario Street
City Cruises Holiday Fireworks and Drone Dinner Cruises
Jan6
Tours & Attractions

City Cruises Holiday Fireworks and Drone Dinner Cruises

Embark on an unforgettable evening filled with magic on a Holiday Fireworks or Drone Dinner Cruise on Lake Michigan or the Chicago River. Savor the…

Monday January 6, 2025
12:00 a.m.
Navy Pier, 600 E Grand Ave, Chicago, IL 60611, United States
BRICK-Tastic Spring Break at LEGOLAND Discovery Center Chicago
Jan6
Tours & Attractions

BRICK-Tastic Spring Break at LEGOLAND Discovery Center Chicago

Spring Break memories will last a lifetime at the ultimate indoor LEGO® playground! Jump into a world of creativity, color and playful learning at LEGOLAND…

Monday January 6, 2025
10:00 a.m.5:00 p.m.
LEGOLAND Discovery Center Chicago
601 N. Martingale Road
Brick-or-Treat: Monster Party!
Jan6
Tours & Attractions

Brick-or-Treat: Monster Party!

Chicagoland’s top family Halloween event is here! Daily from September 27th – October 31st, families can get into the Halloween spirit as LEGO® Monsters take over LEGOLAND Discovery…

Monday January 6, 2025
10:00 a.m.5:00 p.m.
LEGOLAND Discovery Center Chicago
601 N. Martingale Road
Homeschool Days at PEPPA PIG World of Play Chicago
Jan6
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…

Monday January 6, 2025
10:00 a.m.5:00 p.m.
Peppa Pig World of Play Chicago
5 Woodfield Mall
The World Within: Chicago’s Original & Best Architecture Interiors Tour
Jan6
Tours & Attractions

The World Within: Chicago’s Original & Best Architecture Interiors Tour

“Everything has beauty, but not everyone sees it.”  (Confucius) Everyone does a boat tour when they visit Chicago.  But as fun as that is, it’s…

Monday January 6, 2025
11:00 a.m.1:00 p.m.
Chicago Loop & River North
Big Bus Tours’ Sunset Live Tour
Jan6
Tours & Attractions

Big Bus Tours’ Sunset Live Tour

Big Bus Tours, the global leader in open-top bus sightseeing, invites visitors to experience the enhanced Sunset Live Tour in Chicago. Available now through Oct.…

Monday January 6, 2025
7:30 p.m.9:00 p.m.
63 West Ontario Street Chicago, IL 60654
63 West Ontario Street
Summer & Fall Afterwork Sunset Cruises on Lake Michigan
Jan6
Tours & Attractions

Summer & Fall Afterwork Sunset Cruises on Lake Michigan

 Experience summer on Lake Michigan with our weekday evening cruises featuring fireworks*, sunsets, skyline views, and cocktails starting May 27th, 2024. Unwind after work with…

Monday January 6, 2025
7:30 p.m.10:00 p.m.
DuSable Harbor 200 N Breakwater Access
DuSable Harbor 200 N Breakwater Access
City Cruises Holiday Fireworks and Drone Dinner Cruises
Jan7
Tours & Attractions

City Cruises Holiday Fireworks and Drone Dinner Cruises

Embark on an unforgettable evening filled with magic on a Holiday Fireworks or Drone Dinner Cruise on Lake Michigan or the Chicago River. Savor the…

Tuesday January 7, 2025
12:00 a.m.
Navy Pier, 600 E Grand Ave, Chicago, IL 60611, United States
Dressed in History: A Costume Collection Retrospective
Jan7
Museums, Galleries & Exhibitions, Tours & Attractions

Dressed in History: A Costume Collection Retrospective

What do a red sequin burlesque costume, a pair of original Air Jordan 1s, a baby’s wool bathing suit, and an enormous white tulle Christian…

Tuesday January 7, 2025
9:30 a.m.4:30 p.m.
Chicago History Museum
1601 N. Clark St.
BRICK-Tastic Spring Break at LEGOLAND Discovery Center Chicago
Jan7
Tours & Attractions

BRICK-Tastic Spring Break at LEGOLAND Discovery Center Chicago

Spring Break memories will last a lifetime at the ultimate indoor LEGO® playground! Jump into a world of creativity, color and playful learning at LEGOLAND…

Tuesday January 7, 2025
10:00 a.m.5:00 p.m.
LEGOLAND Discovery Center Chicago
601 N. Martingale Road
Brick-or-Treat: Monster Party!
Jan7
Tours & Attractions

Brick-or-Treat: Monster Party!

Chicagoland’s top family Halloween event is here! Daily from September 27th – October 31st, families can get into the Halloween spirit as LEGO® Monsters take over LEGOLAND Discovery…

Tuesday January 7, 2025
10:00 a.m.5:00 p.m.
LEGOLAND Discovery Center Chicago
601 N. Martingale Road
Homeschool Days at PEPPA PIG World of Play Chicago
Jan7
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…

Tuesday January 7, 2025
10:00 a.m.5:00 p.m.
Peppa Pig World of Play Chicago
5 Woodfield Mall
The World Within: Chicago’s Original & Best Architecture Interiors Tour
Jan7
Tours & Attractions

The World Within: Chicago’s Original & Best Architecture Interiors Tour

“Everything has beauty, but not everyone sees it.”  (Confucius) Everyone does a boat tour when they visit Chicago.  But as fun as that is, it’s…

Tuesday January 7, 2025
11:00 a.m.1:00 p.m.
Chicago Loop & River North
Big Bus Tours’ Sunset Live Tour
Jan7
Tours & Attractions

Big Bus Tours’ Sunset Live Tour

Big Bus Tours, the global leader in open-top bus sightseeing, invites visitors to experience the enhanced Sunset Live Tour in Chicago. Available now through Oct.…

Tuesday January 7, 2025
7:30 p.m.9:00 p.m.
63 West Ontario Street Chicago, IL 60654
63 West Ontario Street
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