The Best Comedy Shows In Orlando – Laughs Guaranteed

Orlando is the home of some of the funniest people on the planet. And trust me, if you don’t want to miss out on the best comedy experience in the world (you know, the one where you actually laugh, not just awkwardly smile like you’re in a weird family reunion), then you need to check out what’s going down in Orlando. Also, here at Westgate Events we offer comedy packages that are awesome and save you money. I mean, seriously, you could be at an Orlando theme park, AND you could enjoy a comedy show where real adults are making hilarious jokes about life, relationships, and the kind of stuff you actually care about. Let’s dive into the best comedy shows in Orlando.

Best Comedy Shows In Orlando

Okay, so you’ve had your fill of thrills at Disney, conquered the wizarding world at Universal Studios, and braved the magic of Magic Kingdom—but let’s be honest, the fun doesn’t stop there. Comedy Shows in Orlando also need to be on your bucket list.

1. Chris Tucker In Orlando

TIME: 8:00 PM

Now, let’s talk about Chris Tucker. If you haven’t been living under a rock for the past 20 years, you’ll know this guy from Rush Hour. But the magic of Chris Tucker isn’t just in movies—it’s in his stand-up. This guy will make you laugh so hard; you’ll wonder if your whole existence is just one big joke.

THE VIP EXPERIENCE

If you book our Chris Tucker VIP event package, we transport you from Orlando to Tampa and back. You also get:

• Welcome Party (dinner, open bar, DJ, and prizes!)
• 2 Tickets to Chris Tucker

– 2 nights at Westgate Town Center Resort

• Late Checkout on the Final Day

2. Kat Williams in Orlando

TIME: 8:00 PM

When Katt hits the stage, it’s not just a stand-up show; it’s a journey through the complexities of the human experience. From the outside, it might seem like his wild energy and flashy outfits are all part of the show, but under all that is a razor-sharp intellect. He’s a social commentator, a philosopher in disguise, and a cultural critic with an unparalleled ability to laugh at the absurdity of the world.

Katt Williams Orlando Comedy Getaway – The VIP Package

– 4:00 PM: Check-in at Westgate Town Center
-7:30 – 9:30 PM: Welcome Party
-2 Tickets to Katt Williams

– 2 nights at Westgate Town Center

-Transportation to/from the Event
-Late Checkout on the Final Day

3. We Them Ones Tour

TIME: 7:00 PM

VENUE: Addition Financial Arena, Orlando FL

These comedians bring an energy and humor that’ll have you laughing so hard you might forget to catch your breath. These comedians are at the top of their game, each bringing a unique style and perspective to the stage.  Trust us, after a night of laughs at the We Them One’s Comedy Tour, you’ll be talking about it long after your theme park adventures are done.

4. Mario Ramil: February 13 at Funny Bone Comedy Club – Orlando

• Venue Address: 9101 International Dr, Suite 2310, Orlando, FL 32819
• Seating Capacity: 400 seats
• Show Time: 8:00 PM
• Pre-Show Dining Recommendation: Los Amigos Grill Mexican Grill & Dining 

Why You Need to See This Show

Mario Ramil gets on stage, and within minutes, you’re wheezing. His stories about Miami life, loud families, and absurd everyday moments hit so hard, you start questioning if he’s been spying on your group chats. He’s high-energy, quick on his feet, and delivers jokes with that effortless charm that makes everything funnier. Whether he’s clowning on his Cuban family or breaking down the way people argue in Spanglish, you’ll be dying laughing.

5. Kym Whitley in Orlando February 14-15 at Funny Bone Comedy Club – Orlando

• Venue Address: 9101 International Dr, Suite 2310, Orlando, FL 32819
• Seating Capacity: 400 seats
• Show Time: 8:00 PM
• Pre-Show Dining: Villa Italiano Chophouse – Huge plates of pasta. If your date turns out to be trash, at least the food won’t be. LOL.

Why You Need to See This Show

Kym Whitley doesn’t tell jokes. She commands the room, like that auntie who’s seen it all, done it all, and has no patience for nonsense. She’s got a way of making you feel like you’re catching up with an old friend, except this friend has starred in a ton of movies, met every celebrity, and has the funniest dating horror stories you’ve ever heard. Her comedy is bold, brutally honest, and funnier than your group chat at 2 AM.

6. David Nihill: February 14 at Dr. Phillips Center – Alexis & Jim Pugh Theater

• Venue Address: 445 S Magnolia Ave, Orlando, FL 32801
• Seating Capacity: 300 seats
• Show Time: 7:00 PM
• Pre-Show Dining: The Boheme – A fancy spot with dim lighting, strong drinks, and food that is a Valentines treat.

Why You Need to See This Show

David Nihill walks on stage with that easy, laid-back charm, and the next thing you know, he’s got you gasping for air. His comedy is sharp, fast, and completely effortless. He’s the guy who makes fun of everything—himself, you, your bad life choices—but in a way that makes you love him for it. He’ll have you rethinking every awkward interaction you’ve ever had, especially if you’ve ever tried and failed to do an Irish accent.

7. Morgan Jay: February 14 at The Plaza Live

• Venue Address: 425 North Bumby Avenue, Orlando, FL 32803
• Seating Capacity: 903 seats
• Show Time: 8:00 PM
• Pre-Show Dining: Café Tu Tu Tango

Why You Need to See This Show

Morgan Jay is the smoothest comedian in the game. He doesn’t just tell jokes—he sings them, flirts with the audience, and somehow turns an entire comedy show into the funniest therapy session of your life. His musical stand-up is so natural, you forget he’s making fun of your dating life while serenading you. He’ll have you cracking up, rethinking your last situationship, and singing his jokes in the shower for days after.

8. Matteo Lane: February 28 at Dr. Phillips Center – Steinmetz Hall

• Venue Address: 445 S Magnolia Ave, Orlando, FL 32801
• Seating Capacity: 300 seats
• Show Time: 8:00 PM
• Pre-Show Dining: The Stubborn Mule – A gastropub with food that’s way too good for a place serving drinks in copper mugs.

Why You Need to See This Show

Matteo Lane walks out, and before he even starts talking, the energy in the room shifts. His comedy isn’t just funny—it’s electric. He weaves in opera, roasts bad dates, and effortlessly breaks into accents that are so accurate, you start believing he actually speaks ten languages. Every story is fast, sharp, and filled with jokes that hit perfectly.

9. Deric Cahill: March 1 at Funny Bone Comedy Club – Orlando

• Venue Address: 9101 International Dr, Suite 2310, Orlando, FL 32819
• Seating Capacity: 400 seats
• Show Time: 8:00 PM
• Pre-Show Dining: Texas de Brazil – The kind of all-you-can-eat steakhouse that makes you rethink your life choices after round five.

Why You Need to See This Show

Deric Cahill is what happens when your funniest friend finally gets a microphone. He’s fast, brutally honest, and makes the dumbest parts of life absolutely hilarious. If you’ve ever gotten irrationally mad at a self-checkout machine or spent way too much time stalking someone’s Instagram from 2013, his comedy is for you.

Conclusion

So, if you want to laugh so hard your face hurts, check out the best comedy shows in Orlando. Stand-up, improv, and more—Orlando’s got it all. Don’t be lame—get out there and have some fun, because these comedy shows aren’t going to watch themselves.