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Upcoming Chicago Events

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The Farmer at The Green
May20
Festivals, Fairs & Special Events

The Farmer at The Green

The Farmer at The Green, presented by BMO, is a downtown Chicago farmers market. Shop for fresh, seasonal produce and locally made products from Chicago-based…

Tuesday, May 20th
11:00 a.m.3:00 p.m.
The Green at 320
320 S. Canal St.
Chicago Skyline Sail – Escape the City Hustle
May20
Tours & Attractions

Chicago Skyline Sail – Escape the City Hustle

Experience Chicago’s Stunning Skyline from the Water! AVAILABLE NOW SAIL DAILY May 16, THROUGH Sept 28! Leave the hustle and bustle behind! Explore Chicago’s shores with…

Tuesday, May 20th
1:00 p.m.2:15 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
Chicago Skyline Sail – Escape the City Hustle
May20
Tours & Attractions

Chicago Skyline Sail – Escape the City Hustle

Experience Chicago’s Stunning Skyline from the Water! AVAILABLE NOW SAIL DAILY May 16, THROUGH Sept 28! Leave the hustle and bustle behind! Explore Chicago’s shores with…

Tuesday, May 20th
3:00 p.m.4:15 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
90 Minute Architecture River Tour in Chicago
May20
Tours & Attractions

90 Minute Architecture River Tour in Chicago

Experience Chicago’s Best 90-Min Architecture Boat Tour starting May 3, 2025! Led by expert tour guides, this is perfect for all ages. Explore the city’s…

Tuesday, May 20th
5:00 p.m.7:00 p.m.
Summer Of George, 900 South Wells Street, Chicago, United States
Summer Of George, 900 South Wells Street, Chicago, United States
Flamenco and Fondue
May20
Festivals, Fairs & Special Events, Music & Comedy

Flamenco and Fondue

Celebrating 60 Years of Flamenco Guitarists and Fondue Dining! Get ready for an incredible evening of Flamenco and Fondue. Gather your friends and family at Geja’s Cafe on Tuesday,…

Tuesday, May 20th
6:00 p.m.9:00 p.m.
Geja’s Cafe
340 W Armitage Ave
Shrek Trivia Night – Snakes & Lattes
May20
Festivals, Fairs & Special Events

Shrek Trivia Night – Snakes & Lattes

SomeBODY once told me there’s Shrek Trivia Night coming to Snakes & Lattes Chicago on May 20th! Get ready to dive into the swamp of Shrek knowledge. Get your tickets…

Tuesday, May 20th
7:00 p.m.9:00 p.m.
Snakes & Lattes Chicago
1965 N. Milwaukee Avenue
Big Bus Tours’ Sunset Live Tour
May20
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 May 8 through…

Tuesday, May 20th
7:30 p.m.9:00 p.m.
618 N Clark St.
618 N. Clark St
Franz West: Millennium Park
May21
Museums, Galleries & Exhibitions, Tours & Attractions

Franz West: Millennium Park

Franz West” Millennium Park features two monumental installations by West: Stonehenge (2011) and Dorit (2002), set against the iconic backdrop of Millennium Park. Stonehenge, with…

Wednesday, May 21st
Millennium Park
201 E Randolph St
Division Street Farmers Market
May21
Festivals, Fairs & Special Events

Division Street Farmers Market

Fresh seasonal produce, flowers, prepared foods, unique Chicago-made products and rare finds are available at the Division Street Farmers Market.

Wednesday, May 21st
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
Dressed in History: A Costume Collection Retrospective
May21
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…

Wednesday, May 21st
9:30 a.m.4:30 p.m.
Chicago History Museum
1601 N. Clark St.
Homeschool Days at PEPPA PIG World of Play Chicago
May21
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…

Wednesday, May 21st
10:00 a.m.5:00 p.m.
Peppa Pig World of Play Chicago
5 Woodfield Mall
Fleurs de Villes Downton Abbey
May21
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions, Tours & Attractions

Fleurs de Villes Downton Abbey

Fusing floral design and bespoke fashion, global sensation Fleurs de Villes returns to 900 North Michigan Shops May 21-25 with new show Fleurs de Villes Downton Abbey – a fresh…

Wednesday, May 21st
11:00 a.m.6:00 p.m.
900 North Michigan Shops
900 North Michigan Avenue
Chicago Skyline Sail – Escape the City Hustle
May21
Tours & Attractions

Chicago Skyline Sail – Escape the City Hustle

Experience Chicago’s Stunning Skyline from the Water! AVAILABLE NOW SAIL DAILY May 16, THROUGH Sept 28! Leave the hustle and bustle behind! Explore Chicago’s shores with…

Wednesday, May 21st
1:00 p.m.2:15 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
Chicago Skyline Sail – Escape the City Hustle
May21
Tours & Attractions

Chicago Skyline Sail – Escape the City Hustle

Experience Chicago’s Stunning Skyline from the Water! AVAILABLE NOW SAIL DAILY May 16, THROUGH Sept 28! Leave the hustle and bustle behind! Explore Chicago’s shores with…

Wednesday, May 21st
3:00 p.m.4:15 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
90 Minute Architecture River Tour in Chicago
May21
Tours & Attractions

90 Minute Architecture River Tour in Chicago

Experience Chicago’s Best 90-Min Architecture Boat Tour starting May 3, 2025! Led by expert tour guides, this is perfect for all ages. Explore the city’s…

Wednesday, May 21st
5:00 p.m.7:00 p.m.
Summer Of George, 900 South Wells Street, Chicago, United States
Summer Of George, 900 South Wells Street, Chicago, United States
Tropical Wednesdays
May21
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!

Wednesday, May 21st
6:00 p.m.8:00 p.m.
Vintage Bar Chicago
1449 W. Taylor St.
Big Bus Tours’ Sunset Live Tour
May21
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 May 8 through…

Wednesday, May 21st
7:30 p.m.9:00 p.m.
618 N Clark St.
618 N. Clark St
Franz West: Millennium Park
May22
Museums, Galleries & Exhibitions, Tours & Attractions

Franz West: Millennium Park

Franz West” Millennium Park features two monumental installations by West: Stonehenge (2011) and Dorit (2002), set against the iconic backdrop of Millennium Park. Stonehenge, with…

Thursday, May 22nd
Millennium Park
201 E Randolph St
Division Street Farmers Market
May22
Festivals, Fairs & Special Events

Division Street Farmers Market

Fresh seasonal produce, flowers, prepared foods, unique Chicago-made products and rare finds are available at the Division Street Farmers Market.

Thursday, May 22nd
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
Dressed in History: A Costume Collection Retrospective
May22
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…

Thursday, May 22nd
9:30 a.m.4:30 p.m.
Chicago History Museum
1601 N. Clark St.
Homeschool Days at PEPPA PIG World of Play Chicago
May22
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…

Thursday, May 22nd
10:00 a.m.5:00 p.m.
Peppa Pig World of Play Chicago
5 Woodfield Mall
Hershey Super Sweet Adventure
May22
Tours & Attractions

Hershey Super Sweet Adventure

You and your family can seek, play, and explore at Hershey Super Sweet Adventure, an interactive experience designed for guests of all ages! This unique…

Thursday, May 22nd
10:00 a.m.7:00 p.m.
Water Tower Place
835 N Michigan Ave
The World Within: Chicago’s Original & Best Architecture Interiors Tour
May22
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…

Thursday, May 22nd
11:00 a.m.1:00 p.m.
Chicago Loop & River North
Fleurs de Villes Downton Abbey
May22
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions, Tours & Attractions

Fleurs de Villes Downton Abbey

Fusing floral design and bespoke fashion, global sensation Fleurs de Villes returns to 900 North Michigan Shops May 21-25 with new show Fleurs de Villes Downton Abbey – a fresh…

Thursday, May 22nd
11:00 a.m.6:00 p.m.
900 North Michigan Shops
900 North Michigan Avenue
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