What we’re about
Windy City Skaters is a group open to anyone who likes to move around on wheels. While most of us are on inline skates (rollerblades) we also welcome skateboarders and long boarders.
Chicago has tons of cool places to skate. If you haven't discovered them yet you will with this group. Windy City Skaters is a diverse group of friendly, fun loving people. This group has been going strong since 2008 and keeps getting bigger every season.
Some of the things we have done during the past few seasons are:
Organized inline street skates (themed city tours)
Inline freestyle slalom practice at the lakefront
Critical Mass on Inline skates, longboards and bikes
Inline Marathons and the American Cancer Society Walk and Roll event
Beginner lessons
Skating workshops
We are open for any ideas that bring people together to socialize while skating. We hope to see you out there, no matter what your skill level is, we'd love to have you.
Watch what we are doing here:
Video of the 2014 Season: http://youtu.be/bLfItCcItaw
Video of the 2013 Season: https://www.youtube.com/watch?v=fJT-uYJyQOM
2012 Roadraves: http://www.youtube.com/watch?v=pz1V-TwOsYs&...
Freestyle Session: http://vimeo.com/47551428
Recap of the '09 season: http://www.youtube.com/watch?v=Ntk_0EnhKx8
You can also find us on Facebook: https://www.facebook.com/groups/windycitysk...
See you out there!
Kirsten
Upcoming events
3
Occult Road Rave 2025!
Daley Plaza , 100 W Washington St, Chicago, IL, USHelmet Required*
Please Sign Online Waiver:
https://www.waiverfile.com/b/WindyCitySkaters
Please sign this waiver ahead of time so we can begin skating promptly.Days are shorter and Halloween is coming, so we are skating an Occult Road Rave. Get in touch with your inner self on this fun adventurous 12.5 mile skate!
Friday nights are a lot more exciting on skates! Join us for another Road Rave. Get to know the city the way you have never seen it before, meet awesome people and exercise at the same time.
Road Raves take place every other Friday May to October. That is because we plan the routes and skate them once first.
Route: 12 to 14 Miles through the city. Duration approximately 2.5 hours. Every skate has a different theme that will be announced prior to the event.
What to bring:
Signed Waiver. We have switched to online waivers, no more paper waivers. Please sign your waiver ahead of time online.
Helmet Required. Wrist guards and other pads are also recommended.
Water (we usually make a water stop but not always).
Snacks (Energy bar or something small) You will probably have to refuel at some point during a 2 hours skate.
Blinky lights if you have them.
Required skill level:
Know how to brake. We stop at red lights.
We skate in a bike lane or one lane of traffic. We don’t block cars.
Comfortable skating in traffic (we skate on the streets)
Ability to keep a decent pace (you don't have to be super fast but somewhat able to keep up)
Ability to skate around and over potholes, sand, rocks, sticks, curbs, railroad tracks, stairs, puddles, etc.
Comfortable going up and down hills (there aren't that many in Chicago)
What else:
This event is organized by Windy City Skaters. This is a recreational fun social group skate. It is not a race. We will stay together as a group.
You skate at your own risk. Skaters will have to sign a Waiver and wear a Helmet to attend.
We will end at Daley Plaza (Same place we started).
Check this page for last minute updates and more information. Road Raves are usually canceled by 3pm day of if bad weather is expected.
17 attendees
Halloween Road Rave 2025!
Daley Plaza , 100 W Washington St, Chicago, IL, USHelmet Required*
Please Sign Online Waiver:
https://www.waiverfile.com/b/WindyCitySkaters
Please sign this waiver ahead of time so we can begin skating promptly.For Halloween this year, we are skating a Creepy Road Rave. Costumes encouraged. Creepy Rating: HIGH!
Friday nights are a lot more exciting on skates! Join us for another Road Rave. Get to know the city the way you have never seen it before, meet awesome people and exercise at the same time.
Road Raves take place every other Friday May to October. That is because we plan the routes and skate them once first.
Route: 12 to 14 Miles through the city. Duration approximately 2.5 hours. Every skate has a different theme that will be announced prior to the event.
What to bring:
Signed Waiver. We have switched to online waivers, no more paper waivers. Please sign your waiver ahead of time online.
Helmet Required. Wrist guards and other pads are also recommended.
Water (we usually make a water stop but not always).
Snacks (Energy bar or something small) You will probably have to refuel at some point during a 2 hours skate.
Blinky lights if you have them.
Required skill level:
Know how to brake. We stop at red lights.
We skate in a bike lane or one lane of traffic. We don’t block cars.
Comfortable skating in traffic (we skate on the streets)
Ability to keep a decent pace (you don't have to be super fast but somewhat able to keep up)
Ability to skate around and over potholes, sand, rocks, sticks, curbs, railroad tracks, stairs, puddles, etc.
Comfortable going up and down hills (there aren't that many in Chicago)
What else:
This event is organized by Windy City Skaters. This is a recreational fun social group skate. It is not a race. We will stay together as a group.
You skate at your own risk. Skaters will have to sign a Waiver and wear a Helmet to attend.
We will end at Daley Plaza (Same place we started).
Check this page for last minute updates and more information. Road Raves are usually canceled by 3pm day of if bad weather is expected.
15 attendees
Holiday Lights Road Rave 2025!
Daley Plaza , 100 W Washington St, Chicago, IL, USHelmet Required*
Please Sign Online Waiver:
https://www.waiverfile.com/b/WindyCitySkaters
Please sign this waiver ahead of time so we can begin skating promptly.This was so much fun last year we are doing it again. We skate through bar, restaurant & shopping parts of town wearing battery-operated holiday lights. Please note: it’s November, this skate depends on the weather. Watch this space for possible re-scheduling.
Friday nights are a lot more exciting on skates! Join us for another Road Rave. Get to know the city the way you have never seen it before, meet awesome people and exercise at the same time.
Road Raves take place every other Friday May to October. That is because we plan the routes and skate them once first.
Route: 12 to 14 Miles through the city. Duration approximately 2.5 hours. Every skate has a different theme that will be announced prior to the event.
What to bring:
Signed Waiver. We have switched to online waivers, no more paper waivers. Please sign your waiver ahead of time online.
Helmet Required. Wrist guards and other pads are also recommended.
Water (we usually make a water stop but not always).
Snacks (Energy bar or something small) You will probably have to refuel at some point during a 2 hours skate.
Blinky lights if you have them.
Required skill level:
Know how to brake. We stop at red lights.
We skate in a bike lane or one lane of traffic. We don’t block cars.
Comfortable skating in traffic (we skate on the streets)
Ability to keep a decent pace (you don't have to be super fast but somewhat able to keep up)
Ability to skate around and over potholes, sand, rocks, sticks, curbs, railroad tracks, stairs, puddles, etc.
Comfortable going up and down hills (there aren't that many in Chicago)
What else:
This event is organized by Windy City Skaters. This is a recreational fun social group skate. It is not a race. We will stay together as a group.
You skate at your own risk. Skaters will have to sign a Waiver and wear a Helmet to attend.
We will end at Daley Plaza (Same place we started).
Check this page for last minute updates and more information. Road Raves are usually canceled by 3pm day of if bad weather is expected.
9 attendees
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