
What we’re about
🎉 Welcome to Windy City Wanderers! 🌆
We’re so excited to have you here!
Whether you’re new to Chicago or a lifelong local, this group lets you explore the city in fresh, unforgettable ways. Think of it as being a tourist in your own town—discovering hidden gems, fun facts, and unique experiences across Chicagoland. 🗺️✨
This group is the sister to our original, "1001 Things to See in Chicago Before You Die," and we’ll be hosting lots of joint events together! 🤝
🎟️ Membership Info:
- Enjoy a 90-day FREE trial
- After that, it’s just $12/year
- Want to skip the dues? Host an event, and your annual fee is waived! 🙌
🚇 Most events happen in the city or nearby suburbs like Oak Park, Evanston, and Park Ridge—and all are CTA-accessible.
❗Group Policy: We have a “3-strikes” no-show policy. Miss three events without updating your RSVP, and you'll be suspended for 3 months. This keeps things fair and respectful for everyone.
🎉 This is a year-round group—winter won’t slow us down! We’re all about meeting new people and having fun through one-of-a-kind outings all over the Chicago area.
💬 Got questions or ideas? Want to lead an outing? Message us anytime—we’d love to hear from you!
Let’s stay connected:
📘 Facebook Page
👥 Facebook Group
📸 Instagram
🌟 Sister Group on Meetup
Can’t wait to wander with you!
Giovina R.
Organizer, Windy City Wanderers 🌬️🚶♀️🚶♂️
Upcoming events (4+)
See all- 🎶 Downtown Summer Sounds – Live R&B, Soul & Funk with Mixx Company Band! 🎷Fountain Square, Evanston, IL
🎶 Downtown Summer Sounds – Live R&B, Soul & Funk with Mixx Company Band! 🎷
📅 Date: Thursday, July 31, 2025
🕕 Time: 5:50 – 9:00 PM (music plays from 6-8 pm)
📍 Location: Fountain Square, Downtown Evanston (1601 Sherman Ave)
🔗 Downtown Summer Sounds Info
🎟️ FREE Admission | Family-Friendly | Outdoors | Bring Your Own Seating
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Join us in Downtown Evanston for another evening of live music under the stars as part of the Downtown Summer Sounds concert series! This Thursday, the spotlight’s on the Mixx Company Band, bringing you a high-energy mix of R&B, Soul, Funk, Blues, and Smooth Jazz.
🎤 Band Website: Mixx Company Band
Presented in partnership with Evanston ASPA — stop by their tent to learn about their community work while enjoying great music!
***
🎉 What to Expect:- Live Music by Mixx Company Band (6–8 PM)
- Food Trucks & Vendors like 5411 Empanadas, Soul & Smoke, La Cocinita, and more
- Beverages from Sketchbook Brewing Co. + Five & Dime (beer, wine, cocktails, soft drinks)
- Free Kids’ Art Activities by Ridgeville Park District
- Composting provided by Collective Resource, thanks to Sustain Evanston
- Community Connections with Evanston ASPA
- All Ages Welcome
***
🪑 PRO TIP: Bring a folding or camp chair — seating is first-come, first-served!
🍽️ After the show, enjoy exclusive dining specials from local Downtown Evanston restaurants (details coming soon!).
☔ Rain Plan: In case of inclement weather, cancellation updates will be posted by noon on Downtown Evanston’s Instagram and Facebook.
***
🚗 Getting There:- Driving? Park at the Sherman Plaza Self Park Garage (just one block away) City of Evanston garages
- Transit Friendly! Easily accessible via CTA, Metra, bus, or bike
🗺️ Map to Fountain Square
- Use the CTA Trip Planner
📩 Questions? Email: info@downtownevanston.org
***
🚨 RSVP POLICY REMINDER:
❌ Three no-shows without notice = 3-month RSVP suspension
⏰ Update your RSVP by the event start time
📲 Message the host directly if you're running late or unable to check in
Failure to check in with the host or continued no-shows may result in removal from the group. Please be courteous and respectful to your fellow members and event organizers!
***
🎵 Let’s close out July with rhythm, soul, and good company — see you at the square! - 🍻🎵 Jeff Fest Friday: Music, Food, Friends & Fun in Jefferson Park! 🏞️jefferson park, Chicago, IL
🍻🎵 Jeff Fest Friday: Music, Food, Friends & Fun in Jefferson Park! 🏞️
🗓️ Friday, August 1, 2025
🕕 6:00 PM – 10:00 PM
📍 Jefferson Memorial Park – 4822 N Long Ave, Chicago, IL 60630
🎟️ Official Admission: $5 (Kids 12 & under free with adult)
***
Get Ready to Celebrate at the 24th Annual Jeff Fest!Party hard—or at least kick back and enjoy amazing tunes, delicious food, family fun, and so much more at the 24th annual Jeff Fest, also known as the Jefferson Park Arts & Music Festival.
Set in the picturesque Jefferson Memorial Park, just west of Milwaukee and Lawrence Avenues, Jeff Fest is a beloved tradition in one of Chicago’s friendliest neighborhoods.
This summer celebration isn’t just about the music and food (though they’re stellar!). Families will love the vibrant Kids’ Zone, packed with fun activities and located on the north side of the park. Don’t miss the Community Stage, where local talent brings even more energy to the festival. Come join the fun and be part of a neighborhood tradition that brings people together year after year!
🎸 Main Stage Lineup
- 6:30 PM – The Gingers
🔥 Redheads that ROCK! High-energy classic rock covers—get ready to sing along! - 8:00 PM – Infinity
🎤 “Classic to Current: The Ultimate Rock Experience” with one of the Midwest’s best Journey tributes!
🎶Jefferson Park Forward Community Stage
- 6:00pm – Noiseland
- 7:15pm – Miniskirt
- 8:45pm – Josephine
- Enjoy great local talent curated by Jefferson Park Forward on the north side of the park!
***
🍔 Tentative Meetup Plan:
6:00 PM – Meet at the main fest entrance at Higgins & Long
6:00–6:30 PM – Grab food, drinks & find a good spot
6:30 PM – Rock out to The Gingers on the Main Stage
8:00 PM – Sing along with Infinity
(Or feel free to check out acts at the Community Stage!)Infinity is one of the best cover bands out there that have been playing together for over 30 years! You are in for a treat!!
🎡 Festival Highlights:
✅ Food trucks, beer tents, & craft vendors
✅ Family-friendly Kids’ Zone
✅ Art & neighborhood booths
✅ Community Stage performances
✅ All proceeds benefit the Jefferson Park Chamber & Park Advisory Council📌 More Info:
Official Fest Site
Jeff Fest Facebook Page
***
🚇 Getting There:- Close to the Jefferson Park Blue Line & Metra station
- Check CTA Trip Planner or Google Maps
- Easy driving access, but expect to walk a few blocks—street parking available on Milwaukee, Lawrence, and Higgins
- Try SpotHero or ParkWhiz for garage deals nearby
***
⚠️ RSVP & No-Show Policy:- 3 no-shows = 3-month RSVP freeze
- Cut-off to update RSVP = event start time
- Always check in with the host upon arrival
- Repeated no-shows = removal from the group
***
🎉 Bring a blanket or camp chair, grab a bite, and rock out with your Meetup friends under the stars. Come solo or bring a friend—this is one of the Northwest Side’s best summer traditions! - 6:30 PM – The Gingers
- 🏛️🕰️ Strolling Through Kenwood: Mansions, Myths & Megastars 🚶♀️🎩Blackstone Branch, Chicago Public Library, Chicago, IL
🏛️🕰️ Strolling Through Kenwood: Mansions, Myths & Megastars 🚶♀️🎩
🏠📜Kenwood Treasures: A Walk Through Chicago’s Historic South Side
Step into one of Chicago’s most elegant and storied neighborhoods! From Gilded Age mansions and Prairie School gems to Civil Rights icons and President Obama’s former home, this walking tour reveals the rich legacy of Kenwood through architecture, activism, and culture.
📅 Saturday, August 2, 2025
🕛 12:00 PM – approx. 2:00 PM
📍 Start: Blackstone Branch Library, 4904 S. Lake Park Ave
🎯 End: Isidore Heller House, 5132 S. Woodlawn Ave (approx. 6 blocks from start)
💰 Cost: $20 (cash preferred; Zelle, Venmo, PayPal accepted)
🚶♀️ Distance: About 2.5 miles outdoors
⚠️ Tip: Walk Ends about 6 blocks from the start — if driving, consider parking midway point
***
🔎 What You’ll See & Learn:
✅ Stately Gilded Age homes & early Prairie-style architecture
✅ Sites tied to Barack Obama, Muhammad Ali, and Julius Rosenwald
✅ Hidden gems by Frank Lloyd Wright, Shaw, and other local legends
✅ Historic houses of worship, activists, educators & entrepreneurs
✅ Insightful storytelling and great company across multiple meetup groups!📸 It’s not a photo walk but trust us—you’ll want your camera!
🎤 Led by a passionate, knowledgeable guide (that’s me!), this walk is perfect for architecture buffs, history lovers, and curious Chicagoans.
***🏛️ Featured Stops & Highlights Include:
🏛️ Blackstone Branch Library
🧱 George Blossom House (FLW)
🧱 Warren McArthur House (FLW)
🏠 Former Elijah Muhammad House
🏡 Howard Van Doren Shaw House
🥊 Former Muhammad Ali Residence
🏠 Charles Adams Goodyear House
🏠 Ezra S. Brainerd House
🏢 Rainbow PUSH Coalition HQ
🏛️ Julius Rosenwald House
🧱 Gustavus F. Swift Mansion
🧱 Moses Born Residence
🏛️ Martin A. Ryerson House
🧱 McGill House
🦅🏛️Former Obama Family Home
🕍 KAM Isaiah Israel Congregation
🏠 Isidore Heller House (FLW)
***🍽️ Optional Lunch After the Tour
Stick around and grab a bite at one of these local favorites:- 🥗 Can’t Believe It’s Not Meat (vegan)
- 🥪 Cafe 53
- 🍕 The Sit-Down Cafe
💵 Bring cash for lunch—some spots don’t split checks!
***👟 What to Bring:
• Comfortable walking shoes
• Water bottle
• Weather-appropriate attire
• $20 tour fee (exact change appreciated; cash preferred but Zelle, Venmo, PayPal accepted)🚗 Transit & Parking Tips:
• Free & metered street parking available on Lake Park, Woodlawn & side streets—watch signs
• Park midway if you’d like to be close to both start & end
• CTA-accessible – use the CTA Trip Planner for the best route
***📌 RSVP & No-Show Policy
✔️ Please keep your RSVP current
🚫 No-shows make future planning tough
🕛 RSVP updates close at the tour start time
***✨ Discover Kenwood — where elegance, activism, and architectural beauty converge. Come explore the stories behind the stones on this engaging neighborhood walk! 🏛️🌳👟
- 🍽️ BYOB Dinner at Antepli with Yumi (Turkish Food) 🌿Antepli Mediterranean Grill,Baklava&Kunafa, Chicago, IL
## Details
🍽️ BYOB Dinner at Antepli with Yumi 🌿
Turkish Food📅 Saturday, Aug 2, 2025
🕕 7:30 PM📍 Antepli – 4849 N Kedzie Ave, Chicago
Host for this Meetup: Yumi
Multi-Meetup group event!https://www.yelp.com/biz/antepli-mediterranean-grill-chicago-2
https://www.anteplichicago.com/***
🌳 Dining outdoors (weather permitting)
🌧️ If it rains, we'll move indoors
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🍷 BYOB
✅ Bring wine or beer to share, and keep it in your bag because they're halal and accommodating us
✅ Don’t forget a corkscrew just in case!
***
💵 CASH ONLY for Group Checks
✅ No separate checks
✅ Please bring cash
✅ Add 32% to your total (12% tax + 20% tip)
❌ Credit cards are too complicated for large groups—help us keep it easy!
***
🚇 GETTING THERE
🚌 Use CTA Trip Planner or Google Maps for transit
🚗 Driving? Try SpotHero or ParkWhiz for parking deals. Metered street parking is also available nearby.
***
🚫 NO-SHOW POLICY
• RSVP or update by event start time
• 3 no-shows = 3-month RSVP restriction
• Always check in with the host—especially for large groups!
***
✨ We hope to see you then!
Please RSVP and come hungry. Let’s make it a fun summer dinner!Thanks,
Yumi