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Upcoming Chicago Events

Check out what's happening all around Chicago.

Polish Flag Raising Ceremony
May2
Festivals, Fairs & Special Events

Polish Flag Raising Ceremony

Polish Flag Raising to celebrate the Day of the Polish Flag established by the Polish Parliament.

Friday, May 2nd
12:00 p.m.1:00 p.m.
Daley Civic Center
50 W. Washington St.
Wicker Park Bucktown’s “First Fridays” Art Walk
May2
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions

Wicker Park Bucktown’s “First Fridays” Art Walk

The “First Fridays Art Walk,” organized by the Wicker Park Bucktown Chamber of Commerce, welcomes art enthusiasts to explore the neighborhoods’ vibrant arts scene. All…

Friday, May 2nd
6:00 p.m.8:00 p.m.
Jackson Junge Gallery
1389 N Milwaukee Ave
Tequila and Wine Tasting at Navy Pier
May2
Festivals, Fairs & Special Events

Tequila and Wine Tasting at Navy Pier

Title: Amor a México – Tequila and Wine Tasting at Navy Pier Date: 05/02/25 Time: 6pm Location: Bar Sol, Navy Pier, Navy Pier, 700 E…

Friday, May 2nd
6:00 p.m.11:00 p.m.
Bar Sol
700 East Grand Avenue
Chicago Arte Agave Tequila & Mezcal Festival
May2
Festivals, Fairs & Special Events

Chicago Arte Agave Tequila & Mezcal Festival

Experience the rich flavors and vibrant culture of Mexico at the Chicago Arte Agave Tequila & Mezcal Festival! Enjoy premium tequila and mezcal tastings, live…

Friday, May 2nd
7:00 p.m.8:15 p.m.
Sarabande Chicago
2726 West Roscoe Street
Comic Book Day Comic Shop Crawl
May3
Festivals, Fairs & Special Events

Comic Book Day Comic Shop Crawl

Every year, on the first Saturday in May, the industry comes together to give away free comics and encourage both curious, first-time comic book readers…

Saturday, May 3rd
Goblin Market Manga & Curiosities
2868 N Lincoln Ave
Marché Privé
May3
Festivals, Fairs & Special Events

Marché Privé

 Marché Privé, a curated luxury pop-up market, is proud to announce its returning event celebrating Chicago’s BIPOC creative entrepreneurs. Scheduled to coincide with Derby Day,…

Saturday, May 3rd
10:00 a.m.3:00 p.m.
The Promontory
5311 S. Lake Park Ave. W
May Mercadito Artisan Fair
May3
Festivals, Fairs & Special Events

May Mercadito Artisan Fair

The Mercadito (Spanish for “minimarket”) is a craft fair that showcases artist vendors offering a diverse range of handmade crafts. Visitors will find unique artisanal…

Saturday, May 3rd
10:00 a.m.3:00 p.m.
GROW/PROGRESANDO
7056 N Clark St
Chicago Spring Market
May3
Festivals, Fairs & Special Events

Chicago Spring Market

Markets for Makers is coming back to Artifact Events in Chicago on Saturday May 3 & Sunday May 4 from 11am – 5pm both days!…

Saturday, May 3rd
11:00 a.m.5:00 p.m.
Artifact Events
4325 North Ravenswood Avenue
Polish Constitution Day Parade
May3
Festivals, Fairs & Special Events

Polish Constitution Day Parade

Polish May 3rd Constitution Day Parade celebrates the first in Europe and the Second n the World, after the US democratic Constitution of 1791. This…

Saturday, May 3rd
11:30 a.m.1:30 p.m.
Columbus Dr./Balbo Dr.
700 S. Columbus Dr.
The Infinite Wrench is Off to the Races
May3
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts, Tours & Attractions

The Infinite Wrench is Off to the Races

Giddy on up and gallop on down to The Neo-Futurarium on Saturday, May 3rd at 3:00PM… because THE INFINITE WRENCH IS OFF TO THE RACES. In honor of the…

Saturday, May 3rd
3:00 p.m.4:30 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
Down & Derby at Utopian Tailgate
May3
Festivals, Fairs & Special Events, Music & Comedy, Tours & Attractions

Down & Derby at Utopian Tailgate

Enjoy a lively Kentucky Derby watch party in perfect form at Utopian Tailgate; Old Town’s premier rooftop and high-energy party landscape. Saturday, May 3rd  * …

Saturday, May 3rd
3:00 p.m.6:00 p.m.
Utopian Tailgate
1608 North Wells Street
Kentucky Derby Watch Party at Joy District Rooftop
May3
Festivals, Fairs & Special Events, Music & Comedy, Sports & Recreation, Tours & Attractions

Kentucky Derby Watch Party at Joy District Rooftop

Enjoy the Kentucky Derby with a “Grand Stand” experience at the Rooftop of JOY District.  This picture-perfect setting is sure to deliver a high-roller’s party scene like no other.…

Saturday, May 3rd
3:00 p.m.6:00 p.m.
Joy District
112 W Hubbard St
Kentucky Derby Watch Party at J. Parker
May3
Festivals, Fairs & Special Events, Music & Comedy, Sports & Recreation, Tours & Attractions

Kentucky Derby Watch Party at J. Parker

Enjoy the Kentucky Derby with no stakes and high limits at The J. Parker Rooftop.  This Lincoln park attraction is sure to impress with its indoor/outdoor viewing…

Saturday, May 3rd
3:00 p.m.6:00 p.m.
The J. Parker
1816 North Clark Street
Kentucky Derby Watch Party at Happy Camper Wrigleyville
May3
Festivals, Fairs & Special Events, Sports & Recreation, Tours & Attractions

Kentucky Derby Watch Party at Happy Camper Wrigleyville

Enjoy a Kentucky Derby watch party with fashionable “infield vibes” at Happy Camper (Wrigleyville).  Where high energy awaits with exceptional viewing screens, retractable roof, group tables and big…

Saturday, May 3rd
3:00 p.m.6:00 p.m.
Happy Camper Wrigleyville
3458 N Clark St
Kentucky Derby Watch Party
May3
Festivals, Fairs & Special Events

Kentucky Derby Watch Party

Run for the Roses at Hubbard Inn – A Kentucky Derby Watch Party Saturday, May 3rd | 4:30PM – 7:30PM 2nd Floor Cocktail Lounge |…

Saturday, May 3rd
4:30 p.m.7:30 p.m.
Hubbard Inn
110 West Hubbard Street
Ed Helms on SNAFU
May3
Festivals, Fairs & Special Events

Ed Helms on SNAFU

Actor, comedian, writer, and producer Ed Helms is perhaps best known for his roles as Andy Bernard on The Office and Stu Price in The…

Saturday, May 3rd
7:00 p.m.8:30 p.m.
First United Methodist Church at the Chicago Temple
77 W Washington St
Comedy in the Pocket
May3
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Comedy in the Pocket

Get ready to laugh until your sides hurt at Comedy in the Pocket! Join us Saturday May 3rd at Surge Billiards for a lineup featuring…

Saturday, May 3rd
7:00 p.m.9:30 p.m.
The Pocket at Surge Billiards Logan Square
3716 W. Fullerton Ave.
Wolff’s Flea Market Opening Day
May4
Festivals, Fairs & Special Events

Wolff’s Flea Market Opening Day

Wolff’s Flea Market announces opening day April 20, 2025. Join us for our 34th season outdoors at the Allstate Arena, Rosemont. Sundays 6am-2pm through October…

Sunday, May 4th
6:00 a.m.2:00 p.m.
Wolff’s Flea Market
6920 N Mannheim Rd
The Indoor Farmers Market at Water Tower Place
May4
Festivals, Fairs & Special Events

The Indoor Farmers Market at Water Tower Place

Date/Time: Sundays, 12pm – 4pm, from January 12th through Sunday, March 30th Location: Water Tower Place (835 N. Michigan Ave), Level 4 Description: Chicago’s Water Tower Place has…

Sunday, May 4th
12:00 p.m.4:00 p.m.
Water Tower Place
821 N. Michigan Ave.
For the Record | NoMI Lounge
May4
Festivals, Fairs & Special Events

For the Record | NoMI Lounge

FOR THE RECORD AT NoMI LOUNGE Every Sunday from April 6 – May 11 | 5:00 PM – 9:00 PM Reserve Now Ease into Sunday…

Sunday, May 4th
5:00 p.m.9:00 p.m.
NoMI Lounge
800 N. Michigan Ave
“PAWS on the Plaza” at The Langham, Chicago
May5
Festivals, Fairs & Special Events

“PAWS on the Plaza” at The Langham, Chicago

To celebrate National Pet Week, The Langham, Chicago is partnering with PAWS Chicago for a heartwarming “PAWS on the Plaza” event on Monday, May 5.…

Monday, May 5th
4:30 p.m.6:30 p.m.
Outdoor Plaza at The Langham, Chicago
330 N Wabash Ave
Dame Myra Hess Memorial Concerts | Ziggy and Miles, Guitar Duo
May7
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Dame Myra Hess Memorial Concerts | Ziggy and Miles, Guitar Duo

DAME MYRA HESS MEMORIAL CONCERTS | ZIGGY AND MILES, GUITAR DUO   Program César Franck – Prélude, Fugue et Variation, op.18 Nigel Westlake – Mosstrooper…

Wednesday, May 7th
12:15 p.m.1:00 p.m.
Seventeenth Church of Christ, Scientist, Chicago
55 E. Wacker Drive
2025 Lincoln Park Uncorked: An Armitage – Halsted Wine Stroll
May8
Festivals, Fairs & Special Events

2025 Lincoln Park Uncorked: An Armitage – Halsted Wine Stroll

2025 Lincoln Park Uncorked: An Armitage – Halsted Wine Stroll Toast the spring at Lincoln Park Uncorked: An Armitage – Halsted Wine Stroll! Buy your…

Thursday, May 8th
6:00 p.m.9:00 p.m.
Wintrust Bank – Lincoln Park
935 W. Armitage
SAUCED Spring Night Market
May9
Festivals, Fairs & Special Events

SAUCED Spring Night Market

How do you support small businesses? At a time when the economy is in chaos, this question is more important than ever. At SAUCED, the…

Friday, May 9th
5:00 p.m.10:00 p.m.
Half Acre Beer Co
2050 W Balmoral Ave
bean-night

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