Skip to content

The Pit Stop Rentals · Chicago

Land or lake.
Pick your ride.

Slingshot, jet ski and boat rentals in Chicago. A lime-green Polaris Slingshot for the streets, jet skis and a private boat for Lake Michigan. Book online, pick your day, go have the best afternoon of your summer.

Polaris Slingshot, photo 1
Polaris Slingshot, photo 2
Polaris Slingshot, photo 3
Polaris Slingshot, photo 4
Polaris Slingshot, photo 5
Polaris Slingshot, photo 6
Polaris Slingshot, photo 7

01 · On land

Polaris Slingshot

Three wheels, open air, and every head on Lake Shore Drive turning. The most fun way to see the city.

Mon to Thu
$215/ day
Fri to Sun
$275/ day
Book the Slingshot
Jet Ski, photo 1

02 · On the lake

Jet Ski

Lake Michigan, a skyline on the horizon and a throttle in your hand. Solo or with a friend.

Half day
$275/ half day
Book the jet ski
Private Boat Charter, photo 1

03 · On the lake

Private Boat Charter

Your crew, your playlist, the whole day on the water. Birthdays, bachelor parties, or just because.

Full day
$850/ day
Book the boat

FAQ

Rental
questions.

How much does it cost to rent a Slingshot in Chicago?

Our Polaris Slingshot rents for $215 per day Monday to Thursday and $275 per day Friday to Sunday.

How much is a jet ski rental?

Jet ski rentals are $275 for a half day on Lake Michigan.

How much is a private boat charter?

A private boat charter is $850 for a full day.

How do I book a rental?

Book online through our booking page, or call (773) 654-3062 and ask for rentals. We can walk you through availability and what to bring.

Questions before you book?

Call the shop and ask for rentals. We'll walk you through availability and what to bring.