WE ARE CHICAGO’S ORIGINAL PADDLEBOARD COMPANY
CHICAGOSUP
A COMMUNITY THAT ESCAPES THE FAST-PACE LIFE OF A BIG CITY FROM A PADDLEBOARD
FEATURED ACTIVITIES
GROUP EXPEDITIONS
Join our guided adventures and discover the lake like never before.
Price: $75 - 1.5 hours
LOCATION: North Avenue Beach.
We offer:Sunrise, Sunset, Full-moon, Fireworks,etc.
**Need to have some basic experience with a paddleboard (at least one lesson)**
YOGA + SUP GROUP LESSON
Take a break, enjoy nature, relax, and add a playful thrill to your yoga.
Price: $60 - 1 hour
LOCATION: North Avenue Beach.
**Need to have some basic experience with a paddleboard (at least one lesson)**
2026 SUP SUMMER CAMP
Perfect for beginners ready to build skifls and confidence on the
Price: $300
LOCATION: North Avenue Beach or Diversey Harbor
Program Duration: 4 weeks - 1 class/week.
**Need to have some basic experience with a paddleboard (at least one lesson)**
JOIN OUR SUP RACING TEAM
The ChicagoSUP Racing Team was founded by Kirsten Marina Lefeldt - a pro athlete who discovered something special in Chicago's waters. She built a team to share her passion and create a community driven by progress, connection, and the love of paddling. Whether you're new or racing to win, you're welcome to join.
WHAT WE OFFER:
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Join a team built on friendship, shared goals, and a deep love for the water - we train together, grow together, and support each
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With expert coaching and focused training sessions, you'll build strength, speed, and confidence whether you're a beginner or looking to compete.
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Compete locally or nationally, not just to win, but to challenge yourself, represent your team, and celebrate the joy of pushing limits on the water.
PRIVATE GROUPS
PADDLE WITH US
Looking for a creative and unique activity for your group in Chicago?
Well look no further! Bring your group out for a day of fun in the sun.
Some of our past group activities have included:
Corporate outings
Team building
Bachelor/ bachelorette parties
Birthday parties
We can accommodate Group sizes 6-25
We also offer custom corporate wellness packages to keep your employees on board all summer long!
**Contact us for pricing**
OUR LOCATIONS
NORTH AVENUE BEACH
Open 7 days a week: 7AM - 7PM* (*weather permitting and last boards go out 1 hour before close. Early/Late season hours may vary)
DIVERSEY HARBOR
Open 7 days a week: 7AM - 7PM* (*weather permitting and last boards go out 1 hour before close. Early/Late season hours may vary)
WHO WE ARE
Chicago SUP was founded in 2009 by Ian Jacobson, a lifelong water-sports enthusiast who discovered stand-up paddleboarding in Hawaii and brought it home to the shores of Lake Michigan.
Today, Chicago SUP operates from two prime spots along the lakefront - North Avenue Beach and Diversey Harbor - offering the perfect mix of city views and open water.
The company provides everything from board rentals and beginner classes to guided tours, SUP yoga, and even a dedicated racing community for more advanced paddlers.
Meet the Team
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IAN JACOBSON
FOUNDER
Lifelong water-sports enthusiast who discovered SUP in Hawaii and brought it home to the shores of Lake Michigan.
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DAVE OLSEN
OWNER
Passionate about the outdoors and the city of Chicago. Found a way to share the love of paddling in an urban environment:
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KIRSTEN MARINA LEFELDT
LEAD INSTRUCTOR
Professional Athlete & Coach. She found a passion for SUP and loves helping others discover joy in movement and fitness.
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JACKIE STOGS
SUP YOGA INSTRUCTOR
Deeply connected to the water and Chicago. Loves to help others find balance and bliss through SUP yoga.
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CURIN HERMAN
LEAD SUP YOGA INSTRUCTOR
Traveler, Hiker, and Explorer. Loves spending time on the water and sharing her passion for SUP yoga.
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LAURA MORERA
GROUP ACTIVITIES INSTRUCTOR
Passionate about water sports. Love bringing people together on the water and sharing good energy on and off the water.
