Cookies!

We use cookies to improve your browsing experience. By continuing to browse or closing this banner, you agree to our use of cookies. Find out more about our cookies policy here.

All listings in Chicago

Search pontoon rentals in Chicago, Illinois.

Page 1 of 16 listings

24 Passenger Captained Party & Event Boat in Chicago!
Powerboats in Chicago · 24 guests

24 Passenger Captained Party & Event Boat in Chicago!

5.0
Superowner
$800/hour
14 Passenger Captained Party & Event Boat in Chicago, Illinois!
Powerboats in Chicago · 14 guests

14 Passenger Captained Party & Event Boat in Chicago, Illinois!

5.0
Superowner
$600/hour
38-ft Party Pontoon for Up to 20 Guests in Chicago
Powerboats in Chicago · 20 guests

38-ft Party Pontoon for Up to 20 Guests in Chicago

5.0
Superowner
Best of 2025
$680/hour
38-ft Party Pontoon for Up to 20 Guests in Chicago
Powerboats in Chicago · 20 guests

38-ft Party Pontoon for Up to 20 Guests in Chicago

5.0
Superowner
Best of 2025
$700/hour
Party Chicago Fun Lake River | 27ft Xperience Tritoon
Powerboats in Chicago · 8 guests

Party Chicago Fun Lake River | 27ft Xperience Tritoon

5.0
$200/hour
Polynesian Party Boat, up to 6 people, captain and drink package included!
Powerboats in Chicago · 6 guests

Polynesian Party Boat, up to 6 people, captain and drink package included!

New
$250/hour

Pontoon Reviews in Chicago

  1. jk

    jacob

    14 Passenger Captained Party & Event Boat in Chicago, Illinois!

    We had some unfortunate weather, but Charlie and Nick were determined to show us a great time. We had a big group of guys all playing flip cup with everything supplied by the boat and everyone had a blast for the 3 hours.

  2. MB

    Megan

    14 Passenger Captained Party & Event Boat in Chicago, Illinois!

    This was our second year doing a boat day with Troy and both years were a blast - we have nothing but great things to say about our experiences! We also got captain Laura two years in a row - she is the absolute best!!! Thanks to Troy, Laura, and Matt for making this day super fun and easy for us. We are already looking forward to next year!

  3. HH

    Heidi

    24 Passenger Captained Party & Event Boat in Chicago!

    Our family had the best time with Captain Jerry and Banana Matt. The weather was perfect, we got to swim, play games, listen to music and more! It was a lovely time. Thank you to this very cool crew.

  4. AP

    Arleigh

    24 Passenger Captained Party & Event Boat in Chicago!

    Troy was an excellent captain! He was so easy to communicate with leading up to our trip and truly provided our group with an awesome experience. 5 out of 5 stars, would definitely recommend!

  5. SS

    Sophia

    38-ft Party Pontoon for Up to 20 Guests in Chicago

    My fiancé and I booked this for our joint Bach party and we didn’t regret it for a second. The boat was very clean and spacious and the staff were extremely friendly. Such an unforgettable time!

  6. Rachel

    Rachel

    24 Passenger Captained Party & Event Boat in Chicago!

    My group had a beautiful day on the water with a very accommodating crew. Very helpful crew and def look forward to doing this again!