
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 🌬️🚶♀️🚶♂️
Featured event

🥳🍾NYE Day Drinking: Mimosas to Irish Midnight, Class, Chaos & Champagne 🍸😂
🥳 🍾NYE Day Drinking: Mimosas to Irish Midnight, Class, Chaos & Champagne 🍸😂
🎉 NEW YEAR’S EVE DAY DRINKING ADVENTURE!
Wednesday, December 31, 2025 • 12:00 PM – 7:30 PM
✨ New Year, New Plan, Less Nonsense ✨
This year we're ditching the usual Weeds Midnight Party and embracing something revolutionary:
Celebrating New Year’s Eve WITHOUT dealing with drunk amateurs. 😆🍾
Let’s be honest…
Who actually wants to:
❌ Pay $150 to stand in a crowded hotel ballroom?
❌ Play surge-pricing roulette with Uber?
❌ Spend 20 minutes freezing on a curb while valet “can’t find your car”?
❌ Wear sparkly shoes that destroy your feet?
❌ Get elbowed by a 22-year-old who pregamed with Fireball at 3 PM?
Not. Us.
So instead…
We’re day drinking.
Like classy, responsible adults who know their limits and their bedtime. 🍻😇
We’ll be done before the amateurs crawl out of their caves — home in jammies, snacks in hand, and dignity intact.
***
🍔🥂 STEP 1: LUNCH — Because We’re Grownups
📍 Bub City — 12–1 PM
435 N Clark St
🔗 https://www.bub-city.com/
We begin with food.
Because if we’re going to toast 7 different midnights, we’re going to need a base.
This is science. 🔬🍔
***
🗺️ TENTATIVE ITINERARY (a.k.a. The Magical Mystery Bar Crawl)
Subject to change depending on:
• vibes
• crowds
• sudden cravings
• who gets distracted by shiny objects
1️⃣ Bub City — 12–1 PM
435 N Clark St
The pre-game feast. Carb loading = strategic brilliance.
2️⃣ Boss Bar — 1–2 PM
📍 420 N Clark St
A River North classic. Where time stands still and the people-watching is elite.
3️⃣ Rossi’s Bar — 2–3 PM
📍 412 N State St
An iconic dive. Sticky floor included at no additional cost.
4️⃣ Mother Hubbard’s — 3–4 PM
📍 5 W Hubbard St
Sports bar energy. Cold beer. TVs shouting at you. Comforting.
5️⃣ Snickers Bar & Grill — 4–5 PM
📍 448 N State St
A no-frills staple. Perfect for that “we’re still pacing ourselves, right?” drink.
6️⃣ Fadó Irish Pub — 5–7 PM
📍 100 W Grand Ave
🔗 https://fadoirishpub.com/chicago/
Champagne toast at 6 PM for Irish New Year! We WILL toast like we’ve suddenly developed an Irish accent. They actually do a real champagne toast at 6 PM for Irish New Year. We will be there — ready to shout “SLÁINTE!” like we’re on vacation in Dublin.
***
🌍✨ THE WORLD MIDNIGHT TOASTS
We are absolutely using Google World Clock to justify every drink.
It’s educational.
We’re basically scholars.
🎉 1 PM CST — UTC+5
Pakistan, Uzbekistan, Maldives, Western Kazakhstan, places we can’t pronounce but still appreciate.
🎉 2 PM CST — UTC+4
UAE, Oman, Georgia, Seychelles — lots of fancy places we probably can’t afford to visit.
🎉 3 PM CST — UTC+3
Saudi Arabia, Turkey, East Africa, Moscow.
We toast responsibly. Unlike Moscow.
🎉 4 PM CST — UTC+2
South Africa, Egypt, Greece.
Yes, we WILL yell “OPA!” at some point.
🎉 5 PM CST — UTC+1
France, Italy, Spain, Germany.
This is the chic hour. Pinkies up.
🎉 6 PM CST — UTC+0
Ireland 🇮🇪, UK, Portugal, Iceland.
🍾 Fadó champagne toast = our Super Bowl.
***
⏰ THE GRAND FINALE — 7:30 PM
And then…
We go home.
Before the amateurs come out.
Before the $75 Uber rides.
Before the sequined chaos.
We will be at home in slippers, watching the ball drop like the responsible, fabulous adults we are. 🛋️✨
🚇 Transportation Tips
Parking in the River North can be extremely challenging.
Highly recommended:
• CTA (train or bus)
• Metra
• SpotHero or ParkWhiz for better parking rates
CTA Trip Planner:
🔗 https://www.transitchicago.com/planatrip/
***
❗ No-Show Policy (Please Read!)
• Three no-shows without updating your RSVP = 3-month suspension
• Cut-off to update your RSVP = event start time
• If you arrive late, message the host directly
• Not checking in with the host at walks/tours/festival events counts as a no-show
• Repeated no-shows may result in removal from the group
Upcoming events
26

🎤🌮🎶 Live Band Karaoke + Taco Tuesday! Multi-Group Meetup! 🎶🌮🎤
All Star Seafood and sports, 730 South Clark, Chicago, IL, US🎤🌮🎶 Live Band Karaoke + Taco Tuesday! Multi-Group Meetup! 🎶🌮🎤
⭐ Hosted by Deanna ⭐
Come on out for an incredibly fun Tuesday night—join multiple Meetup groups for Live Band Karaoke at All Star Seafood & Sports!
If you've never done live band karaoke before, you're in for a treat! This isn't your standard machine karaoke—the band plays live and helps you out if you don't know all the words or need support. Whether you want to take the mic or just watch and cheer on others, it's a blast either way.
✅ No experience necessary! The band will back you up and keep the energy high.
✅ Or just hang out and enjoy! Watching people perform with a live band is half the fun.
✅ Multi-group event: Expect a bigger, livelier crowd than the RSVP count—these typically average 10–12 people from our group alone, plus attendees from other groups.
We want laid-back, non-judgmental, fun-loving folks who want to have a good time and support each other—even if someone can't carry a tune in a bucket!
🎉 TACO TUESDAY SPECIAL!
Come hungry and enjoy their awesome Tuesday Taco specials. Pair your food with drinks from their full bar.
***
📅 WHEN:
Tuesday night! Live Band Karaoke starts at 8 PM.
🕗 Arrive early to get a good spot, hang out, grab food and drinks before the singing starts!
***
📍 WHERE:
All Star Seafood & Sports
730 S. Clark St., Chicago, IL
✅ Website
✅ Facebook
✅ Menu
***
🚗 PARKING INFO:
Street parking on Clark, Polk, and Wells Streets (watch for no parking and permit-only signs—it can be tricky).
⭐ Highly recommend using SpotHero or Parking Whiz for the safest and easiest option.
🚇 PUBLIC TRANSPORTATION:
Plenty of CTA options—plan your route here: CTA Trip Planner
***
✨ WHAT TO EXPECT:
✅ Sing with a live band (they’ll help you!)
✅ Amazing taco specials
✅ Drinks, friends, fun vibes
✅ A supportive crowd from multiple Meetup groups
✅ Outstanding food & a full bar
✅ Even if you don't sing, it's a great show!
***
⚠️ OUR NO-SHOW POLICY:
✅ Please update your RSVP if you can’t make it!
❗ 3 no-shows without updating = 3-month hold from events.
✔️ Cut-off to update is the event start time.
✔️ Message the host if you’re running late.
✔️ Always check in with the host when you arrive.
***
✨ Come sing your heart out, try some delicious tacos, cheer on your friends, and have an unforgettable Tuesday night with great people. Whether you’re the next Beyoncé or just want to laugh and clap along, this event is for you.
See you there! 🎤🌮🍻6 attendees
🥳🍾NYE Day Drinking: Mimosas to Irish Midnight, Class, Chaos & Champagne 🍸😂
Bub City, 435 N Clark St, Chicago, IL, US🥳 🍾NYE Day Drinking: Mimosas to Irish Midnight, Class, Chaos & Champagne 🍸😂
🎉 NEW YEAR’S EVE DAY DRINKING ADVENTURE!
Wednesday, December 31, 2025 • 12:00 PM – 7:30 PM
✨ New Year, New Plan, Less Nonsense ✨
This year we're ditching the usual Weeds Midnight Party and embracing something revolutionary:
Celebrating New Year’s Eve WITHOUT dealing with drunk amateurs. 😆🍾
Let’s be honest…
Who actually wants to:
❌ Pay $150 to stand in a crowded hotel ballroom?
❌ Play surge-pricing roulette with Uber?
❌ Spend 20 minutes freezing on a curb while valet “can’t find your car”?
❌ Wear sparkly shoes that destroy your feet?
❌ Get elbowed by a 22-year-old who pregamed with Fireball at 3 PM?
Not. Us.
So instead…
We’re day drinking.
Like classy, responsible adults who know their limits and their bedtime. 🍻😇
We’ll be done before the amateurs crawl out of their caves — home in jammies, snacks in hand, and dignity intact.
***
🍔🥂 STEP 1: LUNCH — Because We’re Grownups
📍 Bub City — 12–1 PM
435 N Clark St
🔗 https://www.bub-city.com/
We begin with food.
Because if we’re going to toast 7 different midnights, we’re going to need a base.
This is science. 🔬🍔
***
🗺️ TENTATIVE ITINERARY (a.k.a. The Magical Mystery Bar Crawl)
Subject to change depending on:
• vibes
• crowds
• sudden cravings
• who gets distracted by shiny objects
1️⃣ Bub City — 12–1 PM
435 N Clark St
The pre-game feast. Carb loading = strategic brilliance.
2️⃣ Boss Bar — 1–2 PM
📍 420 N Clark St
A River North classic. Where time stands still and the people-watching is elite.
3️⃣ Rossi’s Bar — 2–3 PM
📍 412 N State St
An iconic dive. Sticky floor included at no additional cost.
4️⃣ Mother Hubbard’s — 3–4 PM
📍 5 W Hubbard St
Sports bar energy. Cold beer. TVs shouting at you. Comforting.
5️⃣ Snickers Bar & Grill — 4–5 PM
📍 448 N State St
A no-frills staple. Perfect for that “we’re still pacing ourselves, right?” drink.
6️⃣ Fadó Irish Pub — 5–7 PM
📍 100 W Grand Ave
🔗 https://fadoirishpub.com/chicago/
Champagne toast at 6 PM for Irish New Year! We WILL toast like we’ve suddenly developed an Irish accent. They actually do a real champagne toast at 6 PM for Irish New Year. We will be there — ready to shout “SLÁINTE!” like we’re on vacation in Dublin.
***
🌍✨ THE WORLD MIDNIGHT TOASTS
We are absolutely using Google World Clock to justify every drink.
It’s educational.
We’re basically scholars.
🎉 1 PM CST — UTC+5
Pakistan, Uzbekistan, Maldives, Western Kazakhstan, places we can’t pronounce but still appreciate.
🎉 2 PM CST — UTC+4
UAE, Oman, Georgia, Seychelles — lots of fancy places we probably can’t afford to visit.
🎉 3 PM CST — UTC+3
Saudi Arabia, Turkey, East Africa, Moscow.
We toast responsibly. Unlike Moscow.
🎉 4 PM CST — UTC+2
South Africa, Egypt, Greece.
Yes, we WILL yell “OPA!” at some point.
🎉 5 PM CST — UTC+1
France, Italy, Spain, Germany.
This is the chic hour. Pinkies up.
🎉 6 PM CST — UTC+0
Ireland 🇮🇪, UK, Portugal, Iceland.
🍾 Fadó champagne toast = our Super Bowl.
***
⏰ THE GRAND FINALE — 7:30 PM
And then…
We go home.
Before the amateurs come out.
Before the $75 Uber rides.
Before the sequined chaos.
We will be at home in slippers, watching the ball drop like the responsible, fabulous adults we are. 🛋️✨
🚇 Transportation Tips
Parking in the River North can be extremely challenging.
Highly recommended:
• CTA (train or bus)
• Metra
• SpotHero or ParkWhiz for better parking rates
CTA Trip Planner:
🔗 https://www.transitchicago.com/planatrip/
***
❗ No-Show Policy (Please Read!)
• Three no-shows without updating your RSVP = 3-month suspension
• Cut-off to update your RSVP = event start time
• If you arrive late, message the host directly
• Not checking in with the host at walks/tours/festival events counts as a no-show
• Repeated no-shows may result in removal from the group41 attendees
🥳🍾 NYE Recovery Brunch @Eris! 🍳🍹
Eris Brewery and Cider House, 4240 W Irving Park Rd, Chicago, IL, US🥳🍾 NYE Recovery Brunch @Eris! 🍳🍹
2026 New Years Day Brunch at Eris Brewery & Ciderhouse!
Wednesday, January 1, 2026 • 1:00 PM – 3:00 PM
📍 Eris Brewery & Cider House
4240 W Irving Park Rd, Chicago, IL
✨ Our Annual Tradition for the 5th Year! ✨
Start 2026 in comfy style! Wear your fun holiday sweaters… or holiday PJs 😆 Some of us probably will! Let’s have one last festive hurrah before reality hits.
🍽️ Brunch Tables: 4 tables of 4-6 = 20 people
💵 Cash Only for Groups — separate checks not possible. Add 32% (12% tax + 20% tip).
***
### 🍺 About Eris
- Chicago’s first cider taproom inside a transformed century-old Masonic temple 🏛️
- Craft ciders, beer, great food & awesome vibes 🍎🍺
- Historic building, 20-ft ceilings, lovely décor ✨
- Accessible via Blue Line, bus, or street parking 🚍🚗
📖 Check them out:
- Facebook: https://www.facebook.com/erischicago/
- Website: http://www.erischicago.com/
- Brunch Menu: https://www.erischicago.com/menu
- Drink Menu: https://www.erischicago.com/liquids
- Check Please! Video: https://checkplease.wttw.com/restaurants/eris-brewery
- Eater Chicago Article: https://chicago.eater.com/2018/1/24/16925672/eris-cider-house-brewery-chicago-first-photos-images
***
### 🚗 Parking & 🚍 Transit
- Metered street parking on Irving Park Rd
- Free parking on side streets (watch for signs!)
- CTA Trip Planner: https://www.transitchicago.com/planatrip/
***
### ❗ RSVP / No-Show Policy
- 3 no-shows = 3-month hiatus from events
- Cut-off to update RSVP: 1 PM start time
- Check-in with host required
***
🎉 Let’s kick off 2026 with great friends, delicious food, cider in hand, and LOTS of laughs! 🍎🍾🥂20 attendees
🎶🕺💃 "I Love 80's Fridays" @ Holiday Club–Dinner🍔, Drinks🍹& DANCING💃!
Holiday Club, 4000 North Sheridan Road, Chicago, IL, US🎶🕺💃 "I Love 80's Fridays" @ Holiday Club–Dinner🍔, Drinks🍹& DANCING💃!
🎶🕺💃 I Love 80’s Fridays – Holiday Edition!
Friday, January 2, 2026 • 8:30 PM – 12:00 AM
📍 Holiday Club, 4000 N Sheridan Rd, Chicago, IL
https://holidayclubchicago.com/
https://www.facebook.com/holidayclubchicago/
Since we all like to eat, drink & dance to the oldies, let's check out the Holiday Club in Buena Park! It has everything we want and more! On Friday nights at 10 PM, they play old-school 80's music with the original music videos! 🎶💿 It will be a blast from the past! Plus, they serve food, so we can grab a bite before we dance the night away! 🍔🍹💃 We have been here many times & it is always a lot of fun!
We’ll grab a bite to eat first at 8:30 PM, then head to the back room to dance! Want to skip dinner? No problem — join us at 10 PM for dancing! 💃🕺
💵 Cash Only for Groups — separate checks for the FOOD PORTION aren’t possible. Please add 32% (12% tax + 20% tip). Easier for large groups!
***
### About Holiday Club
- Chicago tradition since 1993! 🏙️
- Rat Pack-inspired retro lounge & restaurant with classic cocktails, comfort food, photo booth, pool tables, karaoke, and DJs 🍸📸🎤
- Formerly a Wicker Park “Swingers Mecca,” now Uptown location with air conditioning, sidewalk café & private lounge 🌟
- A 30+ year hub for fun, music, and dancing 🕺💃
📖 Menus & Info:
- Food Menu: https://holidayclubchicago.com/eats/
- Drink Menu: https://holidayclubchicago.com/lively-libations/
🚗 Parking: Metered street spots on Montrose & Sheridan, plus free street parking nearby (watch for signs!)
🚍 Transit: Easily accessible by bus or train — CTA Trip Planner
***
### ❗ RSVP / No-Show Policy
- 3 no-shows without updating RSVP = 3-month hiatus from events
- Cut-off to update RSVP: 8:30 PM start time
- Must check in with host at arrival
- Continual no-shows = removal from the group
***
🎉 Come eat, drink, dance, and celebrate the holidays 80’s-style! 🌟🎶💃🕺16 attendees
Past events
815

