Chicago Paddleboard Rentals

The Chicago Stand Up Paddleboard scene has blown up in popularity over the past few years with everyone wanting to get out on a paddleboard along Chicago’s picturesque lakefront. Windward is the go to shop for all of your Chicago Paddleboard needs when it comes down to finding the perfect SUP board. As of 2014, Windward Boardshop is offering Stand Up Paddleboard rentals to give Chicago area customers even more options to try out SUP before you buy.

Understanding that you might want the convenience of an ‘on beach’ Chicago Paddleboard Rental,  we have created this page with a list of our rental partners as a guide on where to rent a paddleboard in Chicago. We strive to keep rates on this page as recent as possible, but rates from our rental partners may change. If you decide to rent from one of our partners outside of Windward, check with the official website for the rental partner nearest you. Read on for a list of Chicago paddleboard rental locations, services and rates.

Windward Boardshop

Windward Boardshop Chicago SUP Rentals

SUP Board Rentals

Windward Boardshop is now offering SUP Board rentals at Lloyd Beach in Winnetka and Rosewood Beach in Highland Park. Renting a stand up paddle board from our wide range of demo board shapes (including inflatable SUP rentals) is the perfect way to try out SUP before you decide to buy. You can now reserve your rental right here online. Find out more information on locations and booking.

windward SUP rental Locations and Booking

Montrose Beach – Kayak Chicago

Rentals and Storage

Kayak Chicago offers a wide range of rentals, tours, season passes and on location storage for your all your Stand Up Paddle Chicago adventure needs. They also do Kayak rentals at North Ave. Beach and the Chicago River.

rental /hr rental /day storage
$20 $80 $300 (may-oct)

Lessons and SUP Yoga

Lessons and SUP yoga classes include SUP board rental and PFD.

1.5 hour lesson 1.5 hour sup yoga
$60/person $50/person

31st Street Harbor – Chicago Paddle Rentals

SUP rentals

New to the scene as of 2013, Chicago Paddle Rentals is a part of Chicago Water Sports. Rent everything you can think of out of 31st street harbor including water jet packs, jet skis, kayaks, bikes and of course, SUP’s.

1hr rental 6 x 1hr rentals 12 x 1hr rentals
$25 $144 (save $24) $180 (save $120)

SUP Lesson – Private

SUP Lessons are 1hr and include SUP Board + PFD.

private sup lesson private sup lesson – 5 classes
$50 $225

SUP Yoga – Group Class

SUP Yoga includes 1hr SUP Board + PFD Rental.

1 class 5 class 10 class 15 class unlimited 90 day class
$30 $135 $255 $360 $599

SUP Yoga – Private

SUP Yoga includes 1hr SUP Board + PFD Rental.

1 class 5 class 10 class
$50 $292 $552

North Ave Beach – Chicago SUP

Rentals and Storage

In the heart of Chicago at North Avenue Beach, Chicago SUP offers a full range of rental, lesson, storage and expedition packages. All rentals include SUP board + PFD.

rental /hr 10 hour pass unlimited pass storage
$30 $200 $500 $500 (may-oct 31)

Lessons & Fitness

All lessons include SUP board + PFD — Fitness classes do not include SUP board or PFD. They offer 3 different types of fitness classes: SUP Yoga, SUPilates, SUPfit.

1.5 hour lesson 1 hour SUP Yoga 2 hour SUP Yoga Workshop
$60 $35 $45

Osterman Beach – Chicago Paddle Co.

Osererman Beach Chicago SUP RentalsHOURS: Mon-Thurs: 11am-8pm — Fri-Sun: 8am-8pm
DIRECTIONS: 5800 N Lakeshore Drive
Visit Chicago Paddle Co

SUP Rentals and Storage

Chicago Paddle Co offers Chicago SUP rentals, lessons, storage at Osterman beach on Chicago’s North side. They are a YOLO brand rental house offering exclusive access to their fleet of YOLO stand up paddle boards, paddles and gear. All rentals include a YOLO brand SUP board, paddle, leash and PFD.

rental /hr 5 hour pass 10 hour pass storage
$30 $125 $250 $299 (may-sep 1)

SUP Lessons

All lessons include everything you need to get out on the water. Beginner group lessons are great for anyone just getting started. Private lessons are great for begginers or anyone looking to advance their skills 1 on 1 with a private instructor.

1hr group lesson 1hr private lesson
$45 $70

Loyola Beach SUP

Loyola Beach SUP Rentals
Hours: Contact Loyola SUP
DIRECTIONS: 1222 West Touhy Avenue
Visit Loyola Beach SUP

SUP Rentals and Storage

Loyola Beach SUP offers SUP rentals, lessons, storage at Loyola beach on Chicago’s North side. They are located just of the end of the parking lot at Touhy and the Lakefront. Parking is easy and always cheap. All rentals include a SUP board, paddle, leash and PFD.

rental /hr rental /hr (group 2 or more per person) 10 hour pass unlimited pass (summer) storage
$25 $20 $200 $400 $350

SUP Lessons

All lessons are taught by SUP coaches certified by PaddleFit to teach proper technique to get the most out of your paddle.

1 person /hr 2-4 people /hr (per person)
$75 $50