Chicago Roastmasters

Looking to roast a friend Comedy Central-style? Hire a Roastmaster to emcee the affair! The Bash has a wide variety of funny and talented emcees to choose from. Find one in the Chicago, IL area and book now.


Top Roastmasters near Chicago, IL (85 results)
Mike Maxwell, profile image

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Mike Maxwell

57 reviews
84 verified bookings
virtual services offered
Clean Comedian from Chicago, IL

I've been fortunate to find myself performing at corporate shows, colleges & universities, comedy clubs, festivals and benefit shows across the country. One of the accomplishments in my comedy that I am most proud of is...

Starting at
$500 per event
Clean Comedy/Roast (Jake Cannon), profile image

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Clean Comedy/Roast (Jake Cannon)

2 reviews
4 verified bookings
virtual services offered
Clean Comedian from Chicago, IL

I'll roast that family member you secretly hate (we all have one) or co-worker. I try to keep it clean unless otherwise directed. All roasting is in good fun. I am a: 1. Storytelling comedian 3. Crowd Work & Roasting...

Starting at
$50 per event
Daryl Moon, profile image

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Daryl Moon

24 reviews
32 verified bookings
virtual services offered
Comedian from Chicago, IL

"Outstanding! We simply can not say enough positive things about Daryl Moon." "Do not pass on Daryl! He is a great comedian and will make your party a blast!" "I have been to a lot of comedy shows and no one has made m...

Starting at
$325 per event

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Motivational Comedian Magician... Mark Robinson

1 review
1 verified booking
virtual services offered
Motivational Speaker from Chicago, IL

BEST VIDEO DEMO YOU WILL SEE. Mark Robinson is one of the hottest corporate speakers in the country. You've seen him in comedy clubs, Las Vegas, TV commercials, and NBA halftimes. His audience participation Keynote has g...

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BRETT WALKOW - Comedian & Licensed Auctioneer

47 reviews
71 verified bookings
virtual services offered
Comedian from Chicago, IL

*Winner Best of The Bash 2016, 2017, 2018, & 2019!* *Winner Midwest Is The Best Comedian 2019!* COMEDIAN: If it's on The Tonight Show, overseas for our troops, a party for 50, or a stadium of 5000, Brett has entertaine...

Starting at
$300 per event

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Rick March

26 reviews
52 verified bookings
virtual services offered
Comedian from Highland Park, IL (22 miles from Chicago, IL)

Rick March was born and raised in Chicago he has been slinging barbs and wisecracks since he was born. His first words were to the doctor in the delivery room, 'Go bleep yourself, its cold out here!' A steady diet of don...

Starting at
$500 per event

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Jay Harris

15 reviews
30 verified bookings
virtual services offered
Comedian from Chicago, IL

Jay lives in Chicago, and works full-time as a stand-up comedian, while moonlighting as a Financial Advisor. His dream is to work 9-5 at offices everywhere. He's worked with such comics as Billy Gardell, Andy Kindler, an...

Starting at
$375 per event

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Mediatainment Chicago - Corporate Entertainment

5 reviews
13 verified bookings
virtual services offered
Comedy Group from Chicago, IL

Improv Unlimited is a division of Mediatainment and is a professional comedy theatre organization based in Chicago that tours throughout the US and abroad. We are veterans of Chicago's, LA's and New York's improv and ske...

Starting at
$1,000 per event

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2019 Comic of the Year - ADAM GRABOWSKI

virtual services offered
Stand Up Comedian from Chicago, IL

"The Funniest One!" - SIMON COWELL | "Seriously Funny!" - HOWIE MANDEL club, college, corporate, private..... Adam Grabowski is your best bet for quality, creative entertainment. ADAM GRABOWSKI CO...

Starting at
$500 per event

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Scott Long: The Bash’s Best in Person or on Zoom!

7 reviews
13 verified bookings
virtual services offered
Comedian from Watertown, WI (105 miles from Chicago, IL)

Scott is our Top-rated comedian who was chosen BEST OF GIGMASTERS for 2014, 2015, 2016, 2017 and 2018! Scott's CLEAN COMEDY has been seen on NBC, FOX-TV, Bob & Tom Show, and ESPN, plus his latest standup special will be...

Starting at
$800 per event

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Jeremy Nunes: Our Best Comedian 6 Straight Years!

3 reviews
3 verified bookings
virtual services offered
Comedian from Fort Wayne, IN (140 miles from Chicago, IL)

Jeremy has a our highest rating, 5 stars, based on feedback from clients like you! As you can see, year after year he's won our "Best of" award for comedy! This clean comedian has appeared in his own DryBar Comedy Spe...

Starting at
$400 per event

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Jim Reams Magic

8 reviews
20 verified bookings
virtual services offered
Clean Comedian from New Haven, IN (148 miles from Chicago, IL)

If you are in charge of getting entertainment for your corporate event or if your looking for a great show for your holiday party or summer picnic. Hiring Jim Reams is going to make you look real good. Jim is a professio...

Starting at
$250 per event

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Dave Dugan- Award-winning CLEAN humor Virtual/Live

38 reviews
79 verified bookings
virtual services offered
Comedian from Carmel, IN (153 miles from Chicago, IL)

CLEAN, CLEVER AND RELATABLE AND VIRTUAL-CERTIFIED. As Seen on COMEDY CENTRAL, FOX and a Regular on the nationally-syndicated BOB AND TOM SHOW (with over 250 appearances). Dave's new comedy special " Human Cannonball" is...

Starting at
$750 per event

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Jeremy Nunes: Our Best Comedian 6 Straight Years!

30 reviews
37 verified bookings
virtual services offered
Comedian from Springfield, IL (174 miles from Chicago, IL)

Jeremy has a our highest rating, 5 stars, based on feedback from clients like you! As you can see, year after year he's won our "Best of" award for comedy! This clean comedian has appeared in his own DryBar Comedy Spe...

Starting at
$400 per event

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Jason Douglas - #1 Booked Comedian!

131 reviews
208 verified bookings
virtual services offered
Comedian from Birmingham, MI (232 miles from Chicago, IL)

Jason Douglas - A touring comedian for over 15 years. I specialize in company parties, corporate events, private parties, clubs, roasts, and anything else you can think of! I'm the number 1 booked comedian on GigMaster...

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Co-Workers Challenge:team building/stress relief

8 reviews
19 verified bookings
Motivational Speaker from Detroit, MI (238 miles from Chicago, IL)

The Co-Workers' Challenge is a hilarious, quick paced, unique corporate program that combines stand-up comedy, team-building with a little bit of the "Newlywed Game," and promotes teamwork, leadership, communication and...

Starting at
$800 per event

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Salvatore Demilio

3 reviews
6 verified bookings
virtual services offered
Comedian from Farmington Hills, MI (222 miles from Chicago, IL)

Sal is a national headliner and performs regularly at such top clubs as Mark Ridleys Comedy Castle, The Ann Arbor Comedy Showcase , Zanies In Chicago, The Laugh Factory In LA and The D Casino In Las Vegas.. Sal has compl...

Starting at
$700 per event

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Jeremy Nunes: Our Best Comedian 6 Straight Years!

13 reviews
14 verified bookings
virtual services offered
Comedian from Dubuque, IA (161 miles from Chicago, IL)

Jeremy has a our highest rating, 5 stars, based on feedback from clients like you! As you can see, year after year he's won our "Best of" award for comedy! This clean comedian has appeared in his own DryBar Comedy Spe...

Starting at
$400 per event

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Michael McDaniel Comic, Impresionist & Minister

6 reviews
9 verified bookings
virtual services offered
Clean Comedian from Southfield, MI (227 miles from Chicago, IL)

There are rare opportunities in a lifetime when you come across a talented artist with natural skills and abilities. Such as the case for Comedian Michael McDaniel. Detroit Native, Michael McDaniel has performed to c...

Starting at
$500 per event

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Unique. Inspirational. Funny. DERRICK TENNANT

1 review
4 verified bookings
virtual services offered
Motivational Speaker from Nashville, TN (396 miles from Chicago, IL)

Imagine you only had use of one arm. Imagine everything you owned fit into a carry-on bag. Imagine only having 7 shirts, each with a day of the week written on them. Well, meet Derrick Tennant. Derrick suffered a lif...

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Chad J. Willett: "Smash the Box"

31 reviews
61 verified bookings
virtual services offered
Motivational Speaker from New Albany, OH (281 miles from Chicago, IL)

Chad J. Willett is a TEDx speaker, two time author, and creativity and innovation leader. He creates one of a kind experiences (In person or virtually) for his audiences which includes electric energy, creative strategi...

Starting at
$1,500 per event

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Bil Benden Best Of The Bash 2016,17,18,19,&20.

50 reviews
93 verified bookings
virtual services offered
Stand Up Comedian from Cleveland, OH (301 miles from Chicago, IL)

Bil works with each of his clients from the very beginning of the event process to make sure the comedy set he preforms is exactly what they're looking for. He has been in the comedy business for over 20 years, and has w...

Starting at
$500 per event

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Rik Roberts :: Clean Comedy & Creative Keynotes!

12 reviews
22 verified bookings
virtual services offered
Clean Comedian from Kansas City, KS (413 miles from Chicago, IL)

A Drybar Comedy favorite, Rik creates excitement through comedy and connecting with the audience. With 20 years of experience, you can rest assured you and your event are in good hands. He can offer you multiple choices...

Starting at
$1,500 per event

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Jeremy Nunes: Our Best Comedian 6 Straight Years!

14 reviews
16 verified bookings
virtual services offered
Comedian from Maryville, MO (388 miles from Chicago, IL)

Jeremy has a our highest rating, 5 stars, based on feedback from clients like you! As you can see, year after year he's won our "Best of" award for comedy! This clean comedian has appeared in his own DryBar Comedy Spe...

Starting at
$400 per event

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Jason Douglas - # 1 Hired Comedian

22 reviews
35 verified bookings
virtual services offered
Comedian from Minneapolis, MN (352 miles from Chicago, IL)

Jason Douglas - Comedian for corporate events, private parties, and more! TV & Radio Credits: Comedy Central's Laugh Riots, Bob & Tom Radio Show, Sirius & XM Satellite Radio, ESPN College Game Day (twice). Opening...

Results 1 - 25 of 85

Looking to celebrate your event online? Check out different vendors offering virtual services for online events.
Pro Tip: You can hire a virtual Roastmaster from any location to bring your online event to life.

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Please note these Roastmasters will also travel to Cicero, Oak Park, Berwyn, Stickney, Riverside, River Forest, Forest Park, South Suburban, Hines, Lyons, Elmwood Park, Hometown, Broadview, Stone Park, Summit Argo, Burbank, Summit, Brookfield, Maywood, River Grove, La Grange Park, Park Ridge, Harwood Heights, Bellwood, Melrose Park, Westchester, Lincolnwood, Evergreen Park, Mc Cook, Franklin Park