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August 14, 2025 3 mins
Welcome to “Things to Do in Chicago” for Thursday, August 14, 2025! It’s a bright, late-summer morning in the Windy City. As the sun rises over Lake Michigan, Chicago feels buzzing—clear skies in the forecast, warm temperatures (low 80s), and good air quality promise an ideal day for adventures across town. The city is alive with food, music, and culture, setting the perfect tone to get out and explore.

Let’s dive into today’s top happenings:

- For lovers of food and true Chicago heritage, the **Taylor Street Little Italy Festival** kicks off tonight at 5 p.m. The historic Taylor Street transforms into a feast for the senses. Expect mouthwatering Italian bites from local restaurants, family-friendly entertainment, and lively cultural parades in one of Chicago’s most storied neighborhoods. Admission is free—come for the cannoli, stay for the vibe[1].

- If independent film or creative inspiration calls you, check out **XL FEST 25** at the David Rubenstein Forum (12–2 p.m.). This annual summit gathers cinema pros and movie fans for thought-provoking panels and showcases, all centered on the power of storytelling[7].

- Music fans, tonight Hermitage Green takes the stage at Schubas (doors at 7 p.m.) for a high-energy, 21+ show. It’s an intimate venue to catch fresh sounds and vibrant performances in Lakeview[4].

- Or immerse yourself in multisensory wonder at **The Messi Experience Chicago**—an interactive exhibition inspired by soccer legend Lionel Messi, open all day at 2367 W Logan Blvd. Great for families, fans, and anyone looking to celebrate sport and artistry[9].

- And don’t miss Millennium Park’s outdoor art installations, including monumental sculptures by Franz West—perfect for a sunny art stroll[9].

In local news:
Chicago Public Schools just pitched their new budget before the school board—with debates around city pension payments and a push to avoid classroom cuts. If you’re a CPS family, mark your calendar for upcoming forums on August 19 to share your voice on education funding decisions[5][8].

For those planning to travel: the Big Bus Tours’ Hop-On, Hop-Off service is running full circuit today from 10 a.m. to 5 p.m., connecting you to icons like the Riverwalk, Navy Pier, Art Institute, and more—an easy way to pack the city’s greatest hits into one unforgettable day[6].

New on the culinary scene: While there’s always a hot spot opening, the Little Italy Festival is your best bet tonight for discovering authentic local flavors and mingling with neighbors over fresh pasta and gelato[1].

For must-do experiences:
- Snap skyline photos at Millennium Park (and say hi to “The Bean”).
- Wander the lush gardens of the Riverwalk for riverside dining and people-watching[6].
- Duck into the Chicago Cultural Center—a true architectural jewel and often missed by first-timers—for a self-guided art tour or a moment of quiet awe[3].

Local tip: While most visitors line up at deep-dish pizzerias downtown, locals know you’ll find classic thin-crust and unbeatable tiramisu in the heart of Little Italy—especially tonight as the festival lights up Taylor Street[1].

Coming up: Tomorrow, the Little Italy Festival rolls on. And, looking ahead, next week brings the world-famous Chicago House Music Festival to Millennium Park—a can’t-miss dance party for music fans of all stripes[2].

Tune in tomorrow for your fresh guide to what’s next in this endlessly surprising city. Enjoy discovering Chicago!
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Transcript

Episode Transcript

Available transcripts are automatically generated. Complete accuracy is not guaranteed.
Speaker 1 (00:00):
This is your Things to Do in Chicago podcast. Welcome
to Things two in Chicago for Thursday, August fourteenth, twenty
twenty five. It's a bright, late summer morning in the
Windy City as the sun rises over Lake Michigan, Chicago
feels buzzing clear skies in the forecast. Warm temperatures and
good air quality promise an ideal day for adventures across town.

(00:23):
The city is alive with food, music, and culture, setting
the perfect tone to get out and explore. Let's dive
into today's top happenings for lovers of food and true
Chicago heritage. The Taylor Street Little Italy Festival kicks off
tonight at five pm. The historic Taylor Street transforms into
a feast for the senses. Expect mouthwatering Italian bites from

(00:46):
local restaurants, family friendly entertainment, and lively cultural parades in
one of Chicago's most storied neighborhoods. Innition is free. Come
for the Canoli, stay for the vibe. If independent film
are creative inspiration calls you, check out excel Fest twenty
five at the David Rubinstein Forum twelve to two pm.

(01:07):
This annual summit gathers cinema pros and movie fans for
thought provoking panels and showcases all centered on the power
of storytelling. Seven. Music fans. Tonight, Hermitage Green takes the
stage at Shuba's Doors at seven pm for a high
energy twenty one plus show. It's an intimate venue to
catch fresh sounds and vibrant performances in Lakeview. Four. Either

(01:30):
immerse yourself in multisensory Wonder at the Messy Experienced Chicago,
an interactive exhibition inspired by soccer legend Lionel Messi. Open
all day at two, three, six, seven w Logan Boulevard.
Great for families, fans, and anyone looking to celebrate sport
and artistry. Nine, And won't miss Millennium Park's outdoor art installations,

(01:53):
including monumental sculptures by Franz West. Perfect for a sunny
art stroll. Nine. In local news, Chicago Public schools just
pitch their new budget before the school board, with debates
around city pension payments and a push to avoid classroom cuts.
If you're a CPS family, mark your calendar for upcoming
forums on August nineteenth to share your voice on education

(02:15):
funding decisions. Five. Eight For those planning to travel. The
Big Bus Tours hop on Hop Off service is running
full circuit today from ten am to five pm, connecting
you to icons like the Riverwalk, Navy Pier, Art Institute,
and more. An easy way to pack the city's greatest
hits into one unforgettable day. Six New on the culinary scene.

(02:36):
While there's always a hotspot opening, the Little Italy Festival
is your best bet tonight for discovering authentic local flavors
and mingling with neighbors over fresh pasta and gelato. For
must do experiences, snap skyline photos at Millennium Park and
say hi to the bean Wander the lush gardens of
the Riverwalk for riverside dining and people watching. Six duck

(02:59):
into the Chicqwecago Cultural Center, a true architectural jewel and
often missed by first timers, for a self guided art
tour or a moment of quiet. Awe three local tip.
While most visitors line up a deep dish pizzeris Downtown
locals know you'll find classic, fin crust and unbeatable terramasou
in the heart of Little Italy, especially tonight as the

(03:20):
festival lights up Taylor Street. Coming up tomorrow, the Little
Italy Festival rolls on and looking ahead. Next week brings
the world famous Chicago House Music Festival to Millennium Park,
a camp miss dance party for music fans of all stripes.
Tune in tomorrow for your fresh guide to what's next
in this endlessly surprising city. Enjoy Discovering Chicago
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