Chicago Triathlon & Run Training Group Events
Grit Endurance Coaching Events
Connect with the triathlon community and boost your performance at our events and training sessions. As part of Chicago’s premier triathlon training club, you get access to our team events and training sessions year-round. From open water swims to indoor triathlon training at FFC Union Station, Grit Endurance offers a diverse calendar for all levels.
Check out our monthly events, Chicago area and Midwest races where we’ll have a presence, and other triathlon club opportunities!
Grit Endurance Weekly Training Events
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Group Track Run Workouts
Every Wednesday morning & evening from April through September
6:00-7:00am at Montrose Ave & 6:15-7:15pm at Dunbar Park
Looking for run training in Chicago? Join the Grit Endurance team for a fun and challenging outdoor speed running workout every Wednesday from April to September!

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Group Open Water Triathlon Swim Workouts
Every Friday from June through August
6:00-7:00am at Ohio Street Beach, Chicago
Start your Friday mornings this summer with triathlon swim training! The Grit Endurance team hosts a structured open water swim each Friday from June through August!

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Group Indoor Triathlon Swim Workouts
Mon & Thur evenings and Wed mornings at FFC Union Station, Chicago
Join our year-round tri swim program to build fitness and improve your swim technique. Classes are at 6:00pm on Mondays, 6:30am on Wednesdays, and 5:30pm on Thursdays!

Additional Upcoming Club Events
Team Volunteering at the Hot Chocolate 15K
Are you ready to give back to the race community?! Join us as volunteers at the 2025 Hot Chocolate 15K on November 2nd! We’ll be staffing one of the early aid stations on the course starting at 5:00am, supporting runners with water, snacks, and encouragement along the course.
Volunteering at a local event is an awesome way to be a part of a sport we love so much while giving back and having a blast!
If you are interested, please sign up here!
November Group Run - Fall/Winter Track Workout!
Our November group run is going to be a fun and challenging track workout at the Montrose Lakefront Track! All levels are welcome and you can push it as hard or as easy as you’d like! After the workout, we’ll head over to Everbody’s Coffee for breakfast! We will start warming up at 9am, but feel free to knock out some miles ahead of time!
Vision Quest Indoor Cycling - Free Trial Class #1
We’re exploring a partnership with Vision Quest where we can utilize their facility to offer in-person indoor cycling classes, using state of the art technology! Come join us on November 9, 11 or 12 for a free 1-hour class and give Coach Jim your feedback afterwards!
Vision Quest Indoor Cycling - Free Trial Class #2
We’re exploring a partnership with Vision Quest where we can utilize their facility to offer in-person indoor cycling classes, using state of the art technology! Come join us on November 9, 11 or 12 for a free 1-hour class and give Coach Jim your feedback afterwards!
Vision Quest Indoor Cycling - Free Trial Class #3
We’re exploring a partnership with Vision Quest where we can utilize their facility to offer in-person indoor cycling classes, using state of the art technology! Come join us on November 9, 11 or 12 for a free 1-hour class and give Coach Jim your feedback afterwards!
Zone 2 Book Crew Group Run - November
Are you passionate about both running and reading? Join Grit Endurance’s “Zone 2 Book Crew,” where we blend the thrill of endurance sports with the joy of literature! Each month, we’ll choose a captivating book that inspires and motivates athletes like you. At the end of the month, lace up your shoes for an easy-paced, zone 2, group run, where we’ll share insights, discuss themes, and connect with fellow runners over the pages we’ve explored.
December Group Fun Run - Location TBD
Our October group fun run is taking us to the lakefront trail! We will meet at Goddess & the Baker (165 W. Superior) at 9am, then run on the lakefront for about an hour, returning back to the restaurant for breakfast and coffee around 10:00! If you want to run more, feel free to knock out some miles ahead of time!
Flip Turn 101 Swim Clinic
Join us for this 1-hour clinic that is fully focused on helping you learn the technique of flip turns! You’ll be able to get guidance and real time feedback from Grit Endurance Coaches, with plenty of time to practice during the clinic. The cost is $25, and you can register by emailing Jim @grit-endurance.com. Act quickly, because we are limiting the clinic to 12 total swimmers!
Zone 2 Book Crew Group Run - December
Are you passionate about both running and reading? Join Grit Endurance’s “Zone 2 Book Crew,” where we blend the thrill of endurance sports with the joy of literature! Each month, we’ll choose a captivating book that inspires and motivates athletes like you. At the end of the month, lace up your shoes for an easy-paced, zone 2, group run, where we’ll share insights, discuss themes, and connect with fellow runners over the pages we’ve explored.
New Year’s Day Fun Run
Ring in the New Year with a fun run at Palmer’s Square Park, which is in Chicago’s beautiful Logan Square neighborhood, and enjoy some donuts and coffee afterward!
F3 Half Marathon & 5K
Join us for some frosty fun on the lakefront! This is a great race because you can warm up before the race and warm up again after the race indoors at Soldier Field! Registration and more info here.
Shamrock Shuffle
Shamrock Shuffle with Grit Endurance!
Kick off the spring running season in style with this epic event in downtown Chicago! Registration and more info here!
CHI Town Half Marathon & 10K
Join us for this great local running event along Chicago’s lakefront! Registration and more info here!
Ironman 70.3 Omaha
Come join us for this brand new race that is only a 90-minute drive from downtown Chicago! This is going to be a massive team event in 2025 with likely over 20 team members participating, so don’t miss out!
Ironman 70.3 Rockford
Come race or support this great event with us! See more info on the race and registration here!
GE Spectator Race-Day Plan: Davis Park will be the best location to watch the swim exit and the bike out and in, and to watch the runners exit T2. We plan to set up the Grit Endurance tent in Beattie Park to support the run, where spectators will have 4 opportunities to see their athletes pass by! This can also be used as a meeting location for athletes and friends/family after the race!
Pleasant Prairie Triathlon
Come join us for this awesome race that is only a 50-minute drive from downtown Chicago! They offer sprint, Olympic, duathlon and relay options! See more info here!
Naperville Triathlon & Duathlon
Come join us for this fun event in the Western Suburbs! This is a great race for beginners as well as experienced athletes!
USA Age Group Nationals
We’re heading to Milwaukee for AG Nationals, which includes sprint, olympic and relay formats!
Chicago Triathlon Watch Party
Come race with us or root on the team at the world’s largest triathlon! We will likely have over 40 GE athletes racing, so it’s going to be a whole lot of fun!
Ironman 70.3 Wisconsin
Come race this amazing event or get inspired as part of the GE cheer crew!
Ironman Wisconsin
Come race this amazing event or get inspired as part of the GE cheer crew! We will have the tent up and will be supporting the athletes throughout the day!
Ironman 70.3 Michigan
Join us for this awesome race in beautiful northern Michigan, the views and experience will not disappoint!
Chicago Marathon Watch Party
Come out and join the GE crew for our watch party on course! We will have the tent up near Morgan Street Cafe at the corner of Morgan and Adams, where you can see runners pass by twice at about mile 14 and 17. The lead runners are expected around 8:30am. GE will provide donuts and coffee starting at 8am!
Zone 2 Book Crew Group Run - October
Are you passionate about both running and reading? Join Grit Endurance’s “Zone 2 Book Crew,” where we blend the thrill of endurance sports with the joy of literature! Each month, we’ll choose a captivating book that inspires and motivates athletes like you. At the end of the month, lace up your shoes for an easy-paced, zone 2, group run, where we’ll share insights, discuss themes, and connect with fellow runners over the pages we’ve explored.
Team Brewery Ride
Come join us for a fun and laid back group ride where we tour three of Chicago’s breweries. The ride starts at 11am at Ohio Street Beach, and will have stops at Eris Bewery and Cider House, Lake Effect Brewing, and Pilot Project! The total estimated riding distance is approximately 16 miles. All levels of cyclist are welcome, or just join us at the breweries! Note you must have a helmet if biking!
Chicago Marathon Watch Party
Come out and join the GE crew for our watch party on course! We will have the tent up near Morgan Street Cafe at the corner of Morgan and Adams, where you can see runners pass by twice at about mile 14 and 17. The lead runners are expected around 8:30am. GE will provide donuts and coffee starting at 8am!
October Group Fun Run - Lincoln Park
Our October group fun run is taking us to the lakefront trail! We will meet at Dorothy’s Bakery (2318 N. Clark St.) at 9am, then run on the lakefront for about an hour, returning back to the restaurant for breakfast and coffee around 10:00! If you want to run more, feel free to knock out some miles ahead of time!
Zone 2 Book Crew Group Run - September
Are you passionate about both running and reading? Join Grit Endurance’s “Zone 2 Book Crew,” where we blend the thrill of endurance sports with the joy of literature! Each month, we’ll choose a captivating book that inspires and motivates athletes like you. At the end of the month, lace up your shoes for an easy-paced, zone 2, group run, where we’ll share insights, discuss themes, and connect with fellow runners over the pages we’ve explored.
September Group Bike Ride - Chicago
Join us for our September group ride! We’re going to do a chill ride from Chicago South to the Hammond Marina and back, ending back at the Boats Drink Bar & Grill near Solider Field for some food and drinks! The ride will start at 8am at the Boats Drink Bar (600 E. Waldron). The route will be 30 total miles, and here is the Garmin course map: https://connect.garmin.com/modern/course/397506478.
September Group Fun Run - Streeterville
Our September group fun run is taking us to the lakefront trail! We will meet at Cupitol (455 E. Illinois) at 9am, then run on the lakefront for about an hour, returning back to the restaurant for breakfast and coffee around 10:00! If you want to run more, feel free to knock out some miles ahead of time!
Ironman 70.3 Michigan
Join us for this awesome race in beautiful northern Michigan, the views and experience will not disappoint!
Ironman 70.3 Wisconsin
Come race this amazing event or get inspired as part of the GE cheer crew!
Zone 2 Book Crew Group Run - August
Are you passionate about both running and reading? Join Grit Endurance’s “Zone 2 Book Crew,” where we blend the thrill of endurance sports with the joy of literature! Each month, we’ll choose a captivating book that inspires and motivates athletes like you. At the end of the month, lace up your shoes for an easy-paced, zone 2, group run, where we’ll share insights, discuss themes, and connect with fellow runners over the pages we’ve explored.
Chicago Triathlon Watch Party
Come race with us or root on the team at the world’s largest triathlon! We will likely have over 40 GE athletes racing, so it’s going to be a whole lot of fun!
Chicago Supertri Pro Race Watch Party
Join us for some epic professional racing on Chicago’s lakefront! We will be spectating together as a team. The women’s race starts at 2pm and the men start at 3:20!
Chicago Triathlon Super Sprint Watch Party
Come race with us or root on the team at the world’s largest triathlon! We will likely have over 40 GE athletes racing, so it’s going to be a whole lot of fun!
Annual Grit Endurance BBQ
Join us for this barbecue where we say THANK YOU for being a part of Grit Endurance. Friends and family are welcome! Food and beverages will be provided by Grit Endurance! Location is 453 N. May St.
August Group Bike Ride - Saint Charles
oin us for our August group ride! The meetup location for this ride will be Alter Brewing in downtown Saint Charles! All levels are welcome, and there will be 3 pace groups: 14-16 mph, 17-19 mph and 20+ mph. The full ride route and course map will be provided as we get closer. After the ride, we can hang out for some lunch and brews! All riders must be a GE team member and have signed a waiver prior to attending. Please arrive 15-20 minutes before 8:00 to get ready, as we will leave promptly at 8am! Reach out to Jim@grit-endurance.com for more info!
August Group Fun Run - Bucktown
Our August group fun run is taking us to the 606 trail! We will meet at The Goddess and Grocer (1649 N. Damen) at 9am, then run on the 606 for about an hour, returning back to the restaurant for breakfast and coffee around 10:00! If you want to run more, feel free to knock out some miles ahead of time!
Naperville Triathlon
Come join us for this fun event in the Western Suburbs! This is a great race for beginners as well as experienced athletes!
Grit & Sprint Triathlon
Gain some valuable triathlon race experience with this beginner friendly event! We will be doing an “informal” sprint distance triathlon along the Chicago lakefront! The race will consist of an 800-meter swim, a 15-mile bike, and a 5K run!
Zone 2 Book Crew Group Run - July
Are you passionate about both running and reading? Join Grit Endurance’s “Zone 2 Book Crew,” where we blend the thrill of endurance sports with the joy of literature! Each month, we’ll choose a captivating book that inspires and motivates athletes like you. At the end of the month, lace up your shoes for an easy-paced, zone 2, group run, where we’ll share insights, discuss themes, and connect with fellow runners over the pages we’ve explored.
Ironman Wisconsin Course Ride
Whether you are training for a fall ironman or 70.3, or just want a serious challenge, join us for this group training ride on the beautiful and hilly IM Wisconsin course!
July Group Bike Ride - Aurora
Join us for our July group ride! The meetup location for this ride will be Hardware Sustainable Gastropub & Brewery in Aurora! All levels are welcome, and there will be 3 pace groups: 14-16 mph, 17-19 mph and 20+ mph. The full ride route is 49 miles, but anyone riding less distance can turn around at any point. Here is the Garmin course route, please download it ahead of time if possilbe. After the ride, we can hang out for some lunch and brews! All riders must be a GE team member and have signed a waiver prior to attending. Please arrive 15-20 minutes before 8:00 to get ready, as we will leave promptly at 8am! Reach out to Jim@grit-endurance.com for more info!
July Group Fun Run & Mobility / Strength Session - Lincoln Square
Our July Group Run will be at Horner Park in Lincoln Square, and we have a special mobility & strength session that will be led by Erin Short with Ignite Physical Therpay afterwards!
Door County Triathlon
Join us for this amazing grassroots event in beautiful Door County. There is a sprint, 70.3, relay and even kids triathlon!
Zone 2 Book Crew Group Run - June
Are you passionate about both running and reading? Join Grit Endurance’s “Zone 2 Book Crew,” where we blend the thrill of endurance sports with the joy of literature! Each month, we’ll choose a captivating book that inspires and motivates athletes like you. At the end of the month, lace up your shoes for an easy-paced, zone 2, group run, where we’ll share insights, discuss themes, and connect with fellow runners over the pages we’ve explored.
70.3 Rockford
Come join us for this brand new race that is only a 90-minute drive from downtown Chicago! This is going to be a massive team event in 2025 with likely over 20 team members participating, so don’t miss out!
June Group Bike Ride - Chicago Lakefront
Join us for our June group ride! This will be a special 70.3 Rockford taper ride. We will begin and finish at Spoke & Bird (205 E. 18th St.), and we’ll ride South to Calumet Park. The total route is 27.5 miles, but mileage can be added on the lakefront path before or after!
June Group Fun Run - Lincoln Park
Our June Group Run location is taking us to Lincoln Park! We will meet outside Hotel Linoln (1816 N. Clark St.) at 9am, then run for about an hour on the lakefront trail, returning back to the Green City Farmer’s Market for food and coffee after! If you want to run more, feel free to knock out some miles ahead of time!
GE Spring Camp
Come swim, bike and run with us on portions of the beautiful and challenging Ironman courses in Madison. Whether you are training for a short or long course race this year, or just looking for a fun weekend adventure, this camp is the perfect pre-season opportunity for you to take your fitness to the next level!
Chicago 13.1 Watch Party
The Bank of America Chicago 13.1 offers runners a unique experience, bringing a world-class half marathon to the neighborhoods of Chicago’s West Side. The 13.1-mile course weaves through the historic parks and boulevards of the West Side, starting and finishing in Garfield Park with scenic loops through Humboldt and Douglass Parks.