About us
We’re all about bringing together locals who are ready for something real people who aren’t just looking to swipe and scroll but want to meet someone special face to face. If you’re tired of casual dating and crave deeper connections with like minded singles who value honesty, intention, and a good sense of humor, then you’re exactly who we want to meet. This is a space for those who believe love still happens the old fashioned way through real conversations, shared experiences, and genuine chemistry.
When someone finds love through our events or even hits a personal milestone like finally putting themselves back out there after a long break we celebrate like family. There’s nothing better than hearing a member share their success story, and when that happens, we might toast with sparkling cider at our next meetup, give a shoutout during introductions, or just bask in the joy of knowing our events helped spark something meaningful. These moments remind us why we do what we do.
We keep things active and consistent with events most weekends sometimes a cozy wine tasting, other times a hiking adventure or a game night with dinner. We rotate locations and themes so there’s always something fresh, and we make sure there’s plenty of time to connect without feeling rushed. Whether you’re joining us weekly or popping in when life allows, you’ll always feel welcomed back into the fold.
We care about making sure everyone can participate, so we choose venues that are wheelchair accessible, gender neutral restroom friendly, and well lit with quiet spaces available for those who need a break from the buzz. If you have specific needs or concerns, we’re happy to chat ahead of time to make your experience as comfortable as possible because everyone deserves a fair shot at love.
If you’re ready to step into a space where love is the goal and every event is designed with heart, we’d love for you to join us. Crimson Ridge Love Compass isn’t just about meeting someone it’s about finding your person in a setting that feels natural, fun, and pressure free. Come as you are, open your heart, and let’s see where the journey takes you. Your next chapter could start with a hello at our next event.
Upcoming events
6

Chicago Online Speed Dating Perfect for first timers
171 N Desplaines St, Chicago, IL, US🫶 Speed Dating from Home – A Warm, Welcoming Experience for First Timers!
🚨 DON'T MISS THIS: RSVP Does Not Equal Entry!
To guarantee your spot, click the link for your age group below, register, and take the quick personality quiz. We have limited capacity – secure your place today!
🔗 Click Your Age Group to Register & Complete the Quiz:
- Ages 18-32 → REGISTER HERE
- Ages 30-46 → REGISTER HERE
- Ages 40-58 → REGISTER HERE
- Ages 55+ → REGISTER HERE
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🌟 Want to meet real singles without the bar scene? Welcome! We built this event for people who are tired of apps but not ready for crowded mixers. It's the sweet spot – online, intimate, guided, and full of genuine Chicago singles looking for real connections.
🎯 Perfect for:
- Anyone nervous about traditional dating scenes
- Anyone anxious about crowded bars or in-person meetups
- People nervous about traditional dating who want to ease into it online
- People seeking meaningful connections in a relaxed setting
- Introverts who shine in one-on-one conversations
⭐ "The personality quiz really works. My matches were spot on!" – Happy first-timer
Event Details
- Format: Live on Zoom – easy to join, private, and beginner-friendly
- Location: Anywhere with Wi-Fi – your couch, your café, your call
- Host: Charismatic host who keeps the energy positive and the nerves low
- Vibe: A cozy, supportive atmosphere where Chicago singles open up naturally
- Atmosphere: Positive, inclusive, and judgement-free
- Rounds: Multiple short rounds so you meet plenty of people
- Tech: All you need is Zoom, a webcam, and a smile
- Matches: Mutual matches revealed after the event
How It Works
- Sign Up – Click the registration link for your age bracket above.
- Complete the Personality Quiz – We'll match you with compatible Chicago singles for the best experience.
- Show Up on Zoom – Grab a drink, get comfortable, and let the host guide you through each round.
- Date from Home – Have real, meaningful mini-dates with Chicago singles – all from your couch.
- Discover Your Matches – We'll notify you of any mutual interest after the event. The rest is up to you!
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✨ Connect from your comfort zone with friendly Chicago first-timers – no pressure, just possibilities! 🫶 ✨1 attendee
Madison Online Speed Dating Perfect for first timers
2253 S Wentworth Ave, Chicago, IL, US💝 Comfortable Online Speed Dating – Built for Newcomers & First Timers!
⚠️ IMPORTANT: Your RSVP Does NOT Guarantee a Spot!
To secure your place, you must register and complete the personality quiz by clicking one of the age group links below. Select your age range, click to register, and complete the quiz. Spots are limited – don't wait!
🎯 Select Your Age Group & Register Now:
- Ages 18-32 → REGISTER HERE
- Ages 30-46 → REGISTER HERE
- Ages 40-58 → REGISTER HERE
- Ages 55+ → REGISTER HERE
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🤝 Tired of swiping with no results? Try real conversations instead! We built this event for people who are tired of apps but not ready for crowded mixers. It's the sweet spot – online, intimate, guided, and full of genuine Madison singles looking for real connections.
🎯 Perfect for:
- First-timers wanting a low-pressure, guided experience
- Anyone trying speed dating for the first time
- Singles who feel more comfortable meeting from home first
- Singles anxious about meeting in person who prefer the comfort of home
How It Works
- Claim Your Spot – Choose your age range and complete the sign-up process.
- Complete the Personality Quiz – We'll match you with compatible Madison singles for the best experience.
- Show Up on Zoom – Grab a drink, get comfortable, and let the host guide you through each round.
- The Fun Part – Rotate through rounds of lively chats with pre-matched Madison singles.
- Your Results – Check your matches and take the next step with someone special.
Event Details
- Format: Online via Zoom – comfortable, low-pressure from anywhere
- Location: From the comfort of your own home – no need to go anywhere!
- Host: Seasoned speed dating host with a talent for putting first-timers at ease
- Vibe: Genuine, enjoyable mini-dates with welcoming Madison singles
💡 First-timer tip: Don't overthink it – just be yourself! That's what everyone finds attractive.
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✨ No need to be anxious about meeting in person – find real connections from your own space! Your person is waiting! 🥰 ✨1 attendee
Milwaukee Online Speed Dating Perfect for first timers
Humboldt (Alexander Von) Park, Chicago, IL, US💖 Online Speed Dating – Perfect for First Timers – Connect with Local Singles from Anywhere!
🔴 MUST READ: RSVP Alone Won't Get You In!
To attend, you must: (1) Click your age group link below, (2) Complete registration, and (3) Finish the personality quiz. Limited spots available – register now before they're gone!
🎟️ Age Group Registration Links (Click Yours Now):
- Ages 18-32 → REGISTER HERE
- Ages 30-46 → REGISTER HERE
- Ages 40-58 → REGISTER HERE
- Ages 55+ → REGISTER HERE
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😊 Anxious about meeting in person? We get it! Forget everything you think you know about speed dating. Our online events are relaxed, guided, and perfect for anyone who's never done this before. Just log in from home and meet amazing Milwaukee singles.
🎯 Perfect for:
- Singles looking for genuine connections beyond dating apps
- Busy professionals who value their time and comfort
- First-time speed daters ready to try something new
Event Details
- Format: Online via Zoom – comfortable, low-pressure from anywhere
- Location: Your cozy space – meet from wherever you feel most comfortable
- Host: Seasoned speed dating host with a talent for putting first-timers at ease
- Vibe: Relaxed conversations with friendly Milwaukee singles from the comfort of home
- Follow-up: Post-event match results delivered to your inbox
- Support: Our host is available before, during, and after the event
How It Works
- Choose Your Age Group – Find your age range above and click to register.
- Take the Quick Compatibility Quiz – Help us pair you with like-minded Milwaukee first-timers.
- Connect on Zoom – No setup needed. Just click the link and you're in!
- Date from Home – Have real, meaningful mini-dates with Milwaukee singles – all from your couch.
- See Who Liked You Back – Mutual matches sent to your inbox. Your next chapter begins!
💡 Insider tip: Test your Zoom setup 10 minutes early so you feel calm and ready.
Frequently Asked Questions
Do I need to download anything?
Just Zoom! If you've used Zoom before, you're all set. We'll send you the link after registration.What if my internet drops?
No worries – our host will help you reconnect. Technical hiccups happen and we're prepared for them!How long are the conversations?
Each round is a few minutes – long enough to feel a connection, short enough to keep things exciting!---
✨ Life's too short for bad dates. Try a great one – from home! 💖 ✨1 attendee
Chicago Online Speed Dating Perfect for first timers
4008 S Packers Ave, Chicago, IL, US💞 Discover Speed Dating Online – The Easiest Way for First Timers to Meet Someone!
⚠️ PLEASE READ: Simply RSVPing Will Not Secure Your Spot!
To join this event, click your age group registration link below, sign up, and complete the short personality quiz. Capacity is strictly limited – don't delay!
🎯 Select Your Age Group & Register Now:
- Ages 18-32 → REGISTER HERE
- Ages 30-46 → REGISTER HERE
- Ages 40-58 → REGISTER HERE
- Ages 55+ → REGISTER HERE
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🎉 Ready to try something new from the comfort of home? Let's go! This isn't your typical dating event. It's a curated, online experience where first-timers meet compatible Chicago singles in a low-key, guided environment. No pressure – just possibilities.
🎯 Perfect for:
- People who want to meet local Chicago singles without leaving home
- Singles looking for genuine connections beyond dating apps
- First-time speed daters seeking a welcoming, easy experience
- First-timers who want to date without the pressure of face-to-face meetings
Event Details
- Format: Virtual via Zoom – structured rounds in a warm, friendly setting
- Location: No venue needed – just a comfy seat and a good internet connection
- Host: Engaging guide creating a welcoming, pressure-free space for beginners
- Vibe: Comfortable chats with Chicago singles in a supportive, beginner-friendly environment
- Privacy: Your contact info is never shared without mutual consent
- Accessibility: Join from any device – laptop, tablet, or phone
How It Works
- Sign Up – Click the registration link for your age bracket above.
- Answer a Few Fun Questions – Our quiz helps match you with compatible Chicago singles.
- Join the Zoom Event – Log in from home and meet your host. We'll handle the rest!
- Date from Home – Have real, meaningful mini-dates with Chicago singles – all from your couch.
- See Who Liked You Back – Mutual matches sent to your inbox. Your next chapter begins!
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✨ Life's too short for bad dates. Try a great one – from home! 💕 ✨1 attendee
