Comprehensive Triathlon Training

Chicago Triathlon Training with Grit Endurance

Whether you’re looking for beginner triathlon training in Chicago, or you're an experienced triathlete looking for advanced, personalized triathlon coaching, Grit Endurance has the data-driven training you need to succeed. Our expert coaching team provides a tailored training experience that meets you at your level of expertise and fits your lifestyle and schedule. We’re your strongest endurance training partner, and we’ll help structure your triathlon training plan for your real life.

“I can confidently say that joining Grit Endurance, under the guidance of Head Coach Jim Levesque, has been a game-changer in my triathlon journey. My personal swimming, biking, and running abilities have improved drastically across the board. Jim's insights and personalized training plans have been instrumental in my growth as a triathlete.”


Grant Weiss, First time 70.3 finisher in 5:25 and finished in top third of age group

Data-Driven Triathlon Coaching in Chicago and Virtually

Personal Coaching

Our Personal Triathlon Coaching Program is the pinnacle of customized training, offering a one-on-one approach that caters to your unique goals, schedule, and performance level. This program is for those who seek the utmost in precision, adaptability, and personal attention.

  • Head Coach (USAT Level 2) - $299/month + $150 Onboarding

  • Asst. Coach (USAT Level 1) - $249/month + $150 Onboarding

    *Secure a 10% discount with an annual commitment

  • Your coach will build a fully personalized training plan via Training Peaks, then meticulously adjust your plan to fit your schedule on a weekly basis.

  • Your premium account allows your coach to deliver the most data-driven plan possible and you can directly sync workouts to Apple, Garmin, Zwift and Trainer Road for seamless training and tracking ($125 value).

  • Make your indoor riding come to life with the Training Peaks Virtual Cycling App, which is free with personal coaching!

  • Gain access to any training session or team events, plus get a GE Boco running hat and GE Specialized water bottle and access to club discounts ($99 value).

  • Benefit from detailed data analysis and tracking to monitor your improvement.

  • Enjoy monthly check-in meetings and unlimited communication with your coach.

  • Get a free swim, bike or run lesson with video analysis ($150 value) as part of your onboarding experience.

  • Enjoy discounted swim, run , bike, or mobility assessment rate of $49 (regular rate $110).

  • Your coach will build an annual training plan and long-term strategy centered around your short and long-term.goals.

  • Get guidance on how to approach race day, including fueling, pacing, mental strength and more.

  • Understand how to fuel and hydrate to optimize your training schedule and get the best results from your hard work.

What You Get:

Value Training Plan

Looking for expertise and structure of a triathlon or Ironman training plan at an exceptional value? Our Triathlon Value Training Plan is ideal for athletes eager to train with purpose and discipline, seeking community support and essential race-day tools.

  • $149/month + $75 Onboarding

What You Get:

  • Your coach will deliver your training plan via Training Peaks, and you can directly sync workouts to Apple, Garmin, Zwift and Trainer Road for seamless training and tracking.

  • Your premium account allows your coach to deliver the most data-driven plan possible and you can directly sync workouts to Apple, Garmin, Zwift and Trainer Road for seamless training and tracking ($125 value).

  • Make your indoor riding come to life with the Training Peaks Virtual CyclingApp, which is free with personal coaching!

  • Gain access to any training session or team events, plus get a GE Boco running hat and GE Specialized water bottle and access to club discounts ($99 value).

  • Get guidance on how to approach race day, including fueling, pacing, mental strength and more.

  • Understand how to fuel and hydrate to optimize your training schedule and get the best results from your hard work.

Additional Services

  • $110 per 1-hour session, optional $39 video analysis add-on

    Perfect your swim technique with an in-person tri swim coaching session with video recording to help improve technique and get a detailed drill and swim prescription. Your optional post-session video analysis will include specific guidance and next steps.

  • $39

    Not located near Chicago? Grit Endurance can still help you perfect your swim technique with our video swim analysis. You’ll receive a detailed drill and swim prescription, specific guidance and next steps.

  • $105-$170

    Learn to swim more efficiently in our group swim technique improvement classes. Choose from 1 or 2 classes per week. Visit our Group Swim page for more details.

  • $110 per 1-hour session

    This in-person session with a Grit Endurance coach is ideal to refine your technique. Our expert coaches use video analysis to evaluate your run form and provide actionable feedback, helping you run more efficiently and safely.

  • $110 per 1-hour session

    Enhance your cycling technique with our Bike Skills Analysis. Learn to navigate corners, improve shifting, and optimize your form for safety and performance.

  • $110 per 1-hour session

    Unlock your athletic potential with our comprehensive Full Body Mobility and Strength Assessment. Your Grit Endurance coach will evaluate and enhance your flexibility, strength, and overall physical performance, setting the foundation for your training success.