Find Us

Chicago Tattoo is located at 1790 State Road 436 (Semoran Boulevard), Winter Park, Florida 32792. We are on State Road 436 between Aloma and Howell Branch.  We are in a standalone red building with parking in front.  We are across the street from the Original Mattress Factory.

CALL US (407)-678-8858

The best way to get started would definitely be to come in for a consultation. You can choose an artist or we can choose for you. Be sure to give us a call to book a consultation appointment. Unfortunately, our schedules don’t always allow us to have walk-in consultations and booking a consultation online is not possible.

During your consultation you will discuss design details, size, color options and pricing. You can also set up your tattoo appointment at this time. We require a $50 deposit to book one appointment slot or $100 for two appointment slots if this applies.  This will go towards your tattoo when you have it done, but is non-refundable if you cancel without at least 5 days notice.

Some seasons are busier than other. Replies may take from a few days up to a week, we will do our best to get to each of you as soon as possible! For immediate responses, feel free to drop in. Just a heads up! – Pricing over email is nearly impossible, again for pricing we’ll need you to come in. There are usually a load of questions we’ll need to ask you.

don’t be afraid to reach out.

Thank you! Replies may take from a few days up to a week. In the meantime, give us a call or drop by while we're open so we can answer your questions in person.
Oops! Something went wrong while submitting the form. Feel free to send your email to web@chicagotattooorlando.com

Want to see more?

Drop by our shop while we're open. We'd love to talk about your next tattoo!

Regular Hours

  • MON THRU SAT:
    12pm to 8pm
  • SUN:
    12pm to 7pm

Special Events Hours

  • TUE DEC 24 Christmas Eve:
    12pm to 6pm
  • WED DEC 25 Christmas Day: Closed
  • TUE DEC 31 New Year's Eve:
    12pm to 6pm
  • WED JAN 1 New Year's Day: Closed
Contact Us