invoicing software · Chicago, IL

Invoicing that gets Chicago pet sitters paid same-week.

Finish the visit, send a payment link, get paid before you leave the driveway. No more chasing checks, Venmo requests, or "I'll pay you Friday" from Chicago customers.

★★★★★
12,400+ businesses run on Hustl
New visit booked
+$20 deposit held
Week paid · $315
TODAY · CHICAGO● ● ●
$405 ▲ today
New visit booked +$45
Deposit secured held
Pet Sitters rebooked 2
Online bookingFree websiteDepositsCard paymentsRemindersNext-day payoutsClient CRMCalendar sync
~6 hrssaved per week on admin & scheduling
24/7online booking, deposits & reminders
< 1 dayto go live and take your first booking
$0to start — free forever plan, no card
01 Built for your day in Chicago

The headaches we delete from a Chicago pet sitter's week.

Holiday requests pile up in texts and DMs and you double-book two homes for the same morning.
Clients book real open windows online and your calendar blocks them automatically, so you never overlap two houses and stop digging through messages to plan your day.
Someone books a week of drop-ins, then cancels the night before once you've turned away other clients.
Take a deposit when they book. Cancellations stop costing you a full booked week, and the deposit covers the slot you held open for them.
Chasing payment after a vacation week of visits, with no record of which days you actually covered.
Charge the card up front for the whole stay. Hustl logs every visit and pays you next day, so there's no awkward chase when the owners get home.
~6hours saved every week, back in your pocket

Stop chasing money you've already earned.

Every unpaid invoice is a visit you did for free — for now. Send a one-tap payment link, charge the card on file, and let automatic reminders do the awkward follow-up with Chicago customers for you.

  • One-off invoices & payment links in seconds
  • Card on file — charge the balance the moment you finish
  • Next-day payouts to your bank
★★★★★
"Booking used to be a mess of texts and I'd accidentally double-book holidays. Now everything's on one calendar, deposits stopped the last-minute cancels, and I get paid before the stay instead of chasing people after."
Jordan B.Pet sitter & dog walker · 5 yrs
03 Pricing

Free until you're earning.

Start free forever — no card. Upgrade only when Chicago bookings are rolling in.

Free
$0/mo
Booking page, CRM, email reminders
Max
$149/mo
Unlimited staff, custom domain, priority support
04 FAQ

Pet Sitters in Chicago, answered.

Can I invoice a Chicago customer for a one-off visit?
Yes — generate a manual invoice or payment link from your dashboard in seconds, text or email it, and the customer pays by card online. It lands in your Hustl balance and pays out next day.
How much does Hustl cost for a Chicago pet sitter?
The free plan includes your booking page, CRM, and email reminders forever — no card required. Upgrade only when you want a custom-domain website or a lower card-processing rate.
How long does setup take?
Most Chicago pet sitters are live the same day. Pick a template, add your services and prices, connect payouts, and share your link — usually under an afternoon.
Does Hustl work across Chicagoland?
Yes. Your booking page and website work anywhere — take visits in Chicago and across Chicagoland, including Naperville, Aurora, Evanston, and beyond.
05 Serving all of Chicagoland

Invoicing Software for pet sitters across Chicagoland.

Proudly serving Chicago and nearby Naperville, Aurora, Evanston, Schaumburg, Oak Park, Cicero & Skokie.

Also for Chicago, IL pet sitters: website builder · booking software · deposits & no-shows · client crm.

Looking to hire instead? Browse local pros in Chicago, IL on the Hustl marketplace.

Win back your week. Start in Chicago today.

Join Pet Sitters across Chicagoland who book, get paid, and stop chasing admin with Hustl. Free forever — no card.