Chuck E. Chuckles Montgomery
Overview
Looking for a Comedian that Makes your Event a Hit & You look like an Event Planning Genius? Our number 1 goal is your complete satisfaction. Clean Stand Up Comedy for Churches, Corporate, Festivals, & Private events for Adults, Kids, or Youth. Audience Participation & a Killer Closer where Chuck has an audience member back him up on the song Run Around Sue (see 2nd video) and then makes the delighted volunteer a 10 to 12 Balloon Hat with the Pink Panther Riding on a Harley Davidson Motorcycle. An incredible Photo Op & Sure Fire Crowd Pleaser. One of the best at large mixed crowds of adults & kids. Don't take a chance with your event. Hire this 5 star entertainer with a proven track record.
Reviews
74 reviews
Shirley H.
July 28, 2022Family friendly fun! Lots of laughs
We had Chuck entertain us at a family birthday celebration. Ages 12-80. He was great! Good fun, lots of laughs, engaging the audience and fun! He made our celebration special!
Hired as: Stand-Up Comedian
Sharon P.
April 24, 2022Chuck did a great job!
Great Job! Chuck engaged with the audience and kept the jokes "clean". So refreshing to hear a comedian that doesn't feel the need to use vulgar language in his show. Everyone enjoyed it!
Hired as: Comedian
Cheri R. G.
March 18, 2022Very good
Everybody loved it!
Hope to have him come again next year.
Hired as: Balloon Twister, Christian Comedian, Stand-Up Comedian
Zachery W.
February 16, 2026Absolutely fantastic a hit.
We had Chuckles at my son’s first birthday party, and he was absolutely amazing! From the moment he arrived, he brought so much energy and fun to the party. The kids were completely entertained, and even the adults couldn’t stop watching him work.
His balloon animals were incredible — creative, colorful, and made so quickly! Every child got exactly what they wanted, and he was so patient and kind, especially with the little ones. He really made my son’s first birthday feel extra special.
If you’re looking for someone professional, talented, and great with kids, I highly recommend Chuckles. We will definitely be booking him again for future parties! 🎈🎉
Hired as: Balloon Twister, Comedy Magician
Delvin J.
February 8, 2026Outstanding!!
Outstanding Performance!
Hired as: Balloon Twister, Children’s Party Entertainment, Children’s Party Magician, Comedian, Comedy Magician, Comedy Show, Variety Show
Booking information
Price range: $500 --$2,000
Languages: English
About
Chuck Montgomery started doing comedy in Houston, Texas in 1978. He has worked with Sam Kinnison, Bill Hicks, Brett Butler, Rosie O'Donnel, Ellen Degeneres & Ralphie May. In his pre-television days, Drew Cary opened for Chuck. By 1983 Chuck was headlining clubs & colleges. In 1994 Chuck started working totally clean & added churches, festivals & corporate functions to his resume. In 2000 he picked up magic & balloons & started entertaining kids. Chuck now stays very busy as a comic & variety artist who can entertain audiences from children to teens to adults or any combination thereof. Chuck can also be seen in the Jack Black Movie, "Year One" in theaters now.
Upcoming booked events
July 2026
17
Friday
Nonprofit Event
7:30pm - 8:00pm
•
Pinehurst, TX
August 2026
15
Saturday
Grand Opening
2:00pm - 4:00pm
•
Conroe, TX
September 2026
12
Saturday
Grand Opening
2:00pm - 4:00pm
•
Conroe, TX
Past booked events
February 2026
15
Sunday
Children’s Birthday Party
1:30pm - 3:30pm
•
Humble, TX
07
Saturday
Children’s Birthday Party
4:00pm - 5:00pm
•
Houston, TX
December 2025
27
Saturday
Baby Shower
1:00pm - 4:00pm
•
Sugar Land, TX
13
Saturday
Grand Opening
10:00am - 2:00pm
•
Houston, TX
November 2025
21
Friday
Children’s Birthday Party
7:00pm - 7:30pm
•
Galveston, TX
October 2025
24
Friday
Festival
6:30pm - 8:30pm
•
Houston, TX
July 2025
04
Friday
Festival
6:00pm - 8:00pm
•
Port Arthur, TX
June 2025
26
Thursday
Camp Event
1:30pm - 2:30pm
•
Houston, TX
May 2025
10
Saturday
Children’s Birthday Party
3:00pm - 5:30pm
•
Houston, TX
April 2025
12
Saturday
Children’s Birthday Party
6:30pm - 7:30pm
•
Houston, TX
06
Sunday
House Party
3:30pm - 4:15pm
•
Houston, TX
March 2025
15
Saturday
Children’s Birthday Party
5:30pm - 6:00pm
•
Richmond, TX
February 2025
22
Saturday
Birthday Party
8:30pm - 9:00pm
•
Katy, TX
07
Friday
Children’s Birthday Party
6:00pm - 7:00pm
•
Magnolia, TX
January 2025
25
Saturday
Children’s Birthday Party
11:30am - 1:00pm
•
Houston, TX
October 2024
27
Sunday
House Party
6:00pm - 7:00pm
•
Houston, TX
25
Friday
Festival
6:30pm - 8:30pm
•
Houston, TX
September 2024
14
Saturday
Children’s Birthday Party
10:30am - 11:30am
•
Houston, TX
12
Thursday
Nonprofit Event
10:30am - 11:00am
•
Conroe, TX
August 2024
10
Saturday
Children’s Birthday Party
2:00pm - 3:00pm
•
Rosenberg, TX
July 2024
26
Friday
Nonprofit Event
11:30am - 2:00pm
•
Humble, TX
13
Saturday
Nonprofit Event
3:30pm - 4:00pm
•
Houston, TX
June 2024
10
Monday
School Assembly
9:30am - 10:30am
•
Houston, TX
May 2024
26
Sunday
Birthday Party
6:00pm - 6:30pm
•
Pearland, TX
04
Saturday
Children’s Birthday Party
4:30pm - 5:15pm
•
Spring, TX
April 2024
13
Saturday
Festival
6:00pm - 7:00pm
•
Houston, TX
09
Tuesday
Holiday Party
7:30pm - 9:00pm
•
Sugar Land, TX
March 2024
23
Saturday
Children’s Birthday Party
5:30pm - 6:30pm
•
Spring, TX
February 2024
14
Wednesday
Nonprofit Event
6:00pm - 6:45pm
•
Lumberton, TX
03
Saturday
Corporate Event
3:00pm - 5:00pm
•
Conroe, TX
December 2023
02
Saturday
Children’s Birthday Party
6:00pm - 6:45pm
•
Humble, TX
November 2023
11
Saturday
Children’s Birthday Party
3:00pm - 4:00pm
•
Richmond, TX
October 2023
31
Tuesday
Festival
5:00pm - 8:00pm
•
Stafford, TX
29
Sunday
Children’s Birthday Party
1:30pm - 3:00pm
•
Rosenberg, TX
28
Saturday
Children’s Birthday Party
10:00am - 11:00am
•
Houston, TX
22
Sunday
Nonprofit Event
3:00pm - 5:00pm
•
Katy, TX
21
Saturday
Personal Occasion
11:30am - 1:30pm
•
Rosharon, TX
14
Saturday
Personal Occasion
4:00pm - 6:00pm
•
Galveston, TX
September 2023
22
Friday
Corporate Event
3:30pm - 6:30pm
•
Houston, TX
August 2023
26
Saturday
Children’s Birthday Party
7:00pm - 8:00pm
•
Spring, TX
19
Saturday
Children’s Birthday Party
8:30pm - 9:15pm
•
Sugar Land, TX
12
Saturday
Children’s Birthday Party
6:00pm - 6:30pm
•
Seabrook, TX
July 2023
21
Friday
Nonprofit Event
6:00pm - 8:00pm
•
Liberty, TX
20
Thursday
Children’s Birthday Party
3:00pm - 3:30pm
•
College Station, TX
12
Wednesday
Surprise
9:30am - 10:15am
•
Beaumont, TX
June 2023
09
Friday
Corporate Event
6:00pm - 7:30pm
•
Galveston, TX
May 2023
07
Sunday
Children’s Birthday Party
3:30pm - 4:30pm
•
Houston, TX
April 2023
01
Saturday
Corporate Event
2:00pm - 4:00pm
•
Houston, TX
March 2023
05
Sunday
Children’s Birthday Party
12:00pm - 12:45pm
•
Cypress, TX
January 2023
15
Sunday
Children’s Birthday Party
4:30pm - 5:30pm
•
Houston, TX
December 2022
16
Friday
Corporate Event
7:00pm - 7:45pm
•
Houston, TX
04
Sunday
Children’s Birthday Party
3:00pm - 3:45pm
•
Houston, TX
03
Saturday
Festival
10:00am - 12:00pm
•
Spring, TX
November 2022
13
Sunday
Camp Event
9:00am - 11:00am
•
Alvin, TX
October 2022
29
Saturday
Halloween Party
7:30pm - 8:15pm
•
Cypress, TX
29
Saturday
Children’s Birthday Party
3:30pm - 4:30pm
•
Spring, TX
26
Wednesday
Halloween Party
4:30pm - 5:30pm
•
Spring, TX
16
Sunday
Children’s Birthday Party
3:00pm - 3:45pm
•
Conroe, TX
08
Saturday
Children’s Birthday Party
6:00pm - 6:45pm
•
Pearland, TX
01
Saturday
Children’s Birthday Party
5:00pm - 5:45pm
•
Spring, TX
September 2022
29
Thursday
House Party
8:00pm - 10:30pm
•
College Station, TX
17
Saturday
Fundraiser
7:00pm - 9:00pm
•
Alvin, TX
03
Saturday
Children’s Birthday Party
3:30pm - 4:00pm
•
Dickinson, TX
03
Saturday
Children’s Birthday Party
1:30pm - 2:00pm
•
Humble, TX
August 2022
27
Saturday
Grand Opening
6:00pm - 7:00pm
•
Spring, TX
July 2022
19
Tuesday
Birthday Party
7:30pm - 8:00pm
•
Katy, TX
13
Wednesday
School Assembly
10:00am - 10:45am
•
Pearland, TX
June 2022
30
Thursday
Corporate Event
5:30pm - 7:30pm
•
Houston, TX
26
Sunday
Religious Celebration
8:30am - 9:00am
•
Conroe, TX
17
Friday
Camp Event
9:00am - 12:00pm
•
Conroe, TX
14
Tuesday
Campus Event
10:00am - 11:00am
•
Houston, TX
04
Saturday
Corporate Event
10:30am - 3:00pm
•
Sabine Pass, TX
May 2022
21
Saturday
Restaurant/Bar Event
6:00pm - 8:30pm
•
Porter, TX
15
Sunday
Children’s Birthday Party
12:00pm - 12:30pm
•
Houston, TX
14
Saturday
Children’s Birthday Party
12:00pm - 1:00pm
•
Porter, TX
14
Saturday
Children’s Birthday Party
10:00am - 11:00am
•
Houston, TX
11
Wednesday
Dinner Party
9:00am - 11:00am
•
Pasadena, TX
April 2022
23
Saturday
Nonprofit Event
12:30pm - 1:00pm
•
Sugar Land, TX
March 2022
26
Saturday
Children’s Birthday Party
10:00am - 10:45am
•
Spring, TX
17
Thursday
Nonprofit Event
10:30am - 11:15am
•
Houston, TX
05
Saturday
Festival
1:00pm - 4:00pm
•
Houston, TX
February 2022
16
Wednesday
House Party
4:00pm - 4:45pm
•
Houston, TX
12
Saturday
Holiday Party
7:00pm - 7:45pm
•
Humble, TX
09
Wednesday
Dinner Party
7:30pm - 8:00pm
•
Friendswood, TX
November 2021
29
Monday
Christmas Party
6:00pm - 8:30pm
•
Buffalo, TX
20
Saturday
Children’s Birthday Party
1:00pm - 1:45pm
•
College Station, TX
October 2021
29
Friday
Festival
6:30pm - 7:30pm
•
Rosharon, TX
26
Tuesday
Halloween Party
5:30pm - 7:30pm
•
Houston, TX
23
Saturday
Festival
11:00am - 2:00pm
•
Spring, TX
09
Saturday
Reunion
7:00pm - 7:30pm
•
Navasota, TX
September 2021
19
Sunday
Children’s Birthday Party
12:30pm - 1:00pm
•
Spring, TX
August 2021
07
Saturday
Reunion
8:30pm - 9:00pm
•
Houston, TX
July 2021
24
Saturday
Children’s Birthday Party
3:00pm - 5:00pm
•
San Leon, TX
15
Thursday
Corporate Event
3:00pm - 5:00pm
•
Houston, TX
09
Friday
Children’s Birthday Party
8:00pm - 9:00pm
•
Sugar Land, TX
June 2021
26
Saturday
Children’s Birthday Party
3:00pm - 4:00pm
•
Humble, TX
12
Saturday
Festival
4:30pm - 6:30pm
•
Hitchcock, TX
10
Thursday
Fundraiser
6:30pm - 9:00pm
•
Houston, TX
April 2021
17
Saturday
Children’s Birthday Party
6:00pm - 6:30pm
•
The Woodlands, TX
October 2020
29
Thursday
Corporate Event
12:00pm - 1:00pm
•
Houston, TX
17
Saturday
Children’s Birthday Party
5:30pm - 6:30pm
•
Houston, TX
March 2020
07
Saturday
Grand Opening
10:00am - 1:00pm
•
Webster, TX
December 2019
12
Thursday
Dinner Party
6:00pm - 6:30pm
•
Livingston, TX
08
Sunday
Corporate Event
6:30pm - 7:15pm
•
Houston, TX
08
Sunday
Christmas Party
1:00pm - 2:00pm
•
Houston, TX
November 2019
16
Saturday
Children's Birthday Party
4:00pm - 5:00pm
•
Houston, TX
08
Friday
Dinner Party
8:00pm - 8:45pm
•
Pasadena, TX
October 2019
19
Saturday
Children's Birthday Party
3:00pm - 3:45pm
•
Missouri City, TX
11
Friday
Corporate Event
10:00am - 1:00pm
•
Houston, TX
April 2019
13
Saturday
Grand Opening
5:00pm - 9:00pm
•
Willis, TX
February 2019
23
Saturday
Children's Birthday Party
3:00pm - 4:00pm
•
Conroe, TX
09
Saturday
Fundraiser
7:00pm - 7:45pm
•
Pearland, TX
July 2018
29
Sunday
Birthday Party
4:30pm - 5:00pm
•
Friendswood, TX
08
Sunday
Children's Birthday Party
5:30pm - 6:15pm
•
Humble, TX
June 2018
28
Thursday
Cocktail Party
6:00pm - 7:00pm
•
Houston, TX
April 2018
14
Saturday
Fundraiser
11:30am - 1:00pm
•
Katy, TX
February 2018
11
Sunday
Nonprofit Event
6:00pm - 6:45pm
•
Spring Branch, TX
October 2017
21
Saturday
Nonprofit Event
6:30pm - 7:30pm
•
Tomball, TX
April 2017
08
Saturday
Corporate Event
10:00am - 2:00pm
•
Sugar Land, TX
March 2017
24
Friday
Fundraiser
6:30pm - 8:30pm
•
Conroe, TX
04
Saturday
Birthday (Child)
3:00pm - 3:45pm
•
Houston, TX
January 2017
21
Saturday
Birthday (Adult)
4:30pm - 5:15pm
•
Houston, TX
December 2016
14
Wednesday
Holiday Party (Christmas)
7:30pm - 8:30pm
•
Houston, TX
November 2016
20
Sunday
Holiday Party (Other)
6:30pm - 7:30pm
•
Conroe, TX
12
Saturday
Festival
10:00am - 2:00pm
•
League City, TX
October 2016
29
Saturday
Birthday (Child)
5:30pm - 6:30pm
•
Houston, TX
22
Saturday
Birthday (Child)
4:00pm - 5:00pm
•
Porter, TX
May 2016
14
Saturday
Birthday (Child)
1:00pm - 3:00pm
•
Kingwood, TX
April 2016
01
Friday
House Party
5:00pm - 6:00pm
•
Sugar Land, TX
December 2015
19
Saturday
Anniversary Party
9:00pm - 2:00am (Sun)
•
The Woodlands, TX
12
Saturday
Worship Service
2:00pm - 7:00pm
•
Orange, TX
November 2015
07
Saturday
Birthday (Child)
12:00pm - 4:00pm
•
Houston, TX
October 2015
24
Saturday
Holiday Party (Halloween)
7:00pm - 10:00pm
•
Cypress, TX
24
Saturday
Holiday Party (Halloween)
12:00pm - 2:00pm
•
Fulshear, TX
17
Saturday
Birthday (Child)
4:00pm - 10:00pm
•
Pasadena, TX
September 2015
26
Saturday
Birthday (Child)
11:30am - 12:30pm
•
Katy, TX
12
Saturday
Birthday (Adult)
7:30pm - 9:30pm
•
Katy, TX
12
Saturday
Cocktail Party
1:00pm - 3:00pm
•
Sugar Land, TX
August 2015
22
Saturday
Birthday (Child)
2:00pm - 3:30pm
•
Dickinson, TX
July 2015
11
Saturday
Birthday (Child)
10:30am - 1:30pm
•
Pearland, TX
June 2015
06
Saturday
Birthday (Child)
4:00pm - 7:00pm
•
Houston, TX
May 2015
23
Saturday
Birthday (Child)
2:00pm - 6:00pm
•
Pearland, TX
March 2015
21
Saturday
Birthday Party
1:30pm - 5:00pm
•
Kingwood, TX
January 2015
24
Saturday
Birthday Party
3:00pm - 6:00pm
•
Pearland, TX
December 2014
14
Sunday
Birthday Party
3:30pm - 4:00pm
•
Humble, TX
13
Saturday
Christmas Party
7:30pm - 10:30pm
•
The Woodlands, TX
13
Saturday
Church Service
4:00pm - 5:00pm
•
Orange, TX
12
Friday
Christmas Party
4:00pm - 8:00pm
•
League City, TX
November 2014
23
Sunday
Holiday Party
1:00pm - 2:30pm
•
Galveston, TX
15
Saturday
Birthday Party
2:30pm - 3:30pm
•
Richmond, TX
08
Saturday
Birthday Party
3:00pm - 3:30pm
•
Cypress, TX
October 2014
25
Saturday
Halloween Party
6:00pm - 10:00pm
•
Needville, TX
18
Saturday
Birthday Party
11:00am - 2:00pm
•
Houston, TX
11
Saturday
Grand Opening
11:00am - 4:00pm
•
Tomball, TX
August 2014
23
Saturday
Birthday Party
4:00pm - 4:30pm
•
Kingwood, TX