The 9th annual Flyover Comedy Festival featuring top comedians like David Cross, Roy Wood Jr., The Sklar Brothers, Dulcé Sloan, and more. Experience the best in stand-up and improv this year!
Roy Wood Jr. will appear at The Pageant, Image by Midcoast Media
St. Louis, Mo. – July 22, 2026 – Flyover Comedy Festival is returning Nov. 11-15, 2026 with a long weekend of stand-up, improv and sketch comedy. Nearly 150 artists will perform throughout the five day festival (expanding from four to five days for 2026). Headliners include David Cross, Roy Wood Jr., Dropout Improv, The Sklar Brothers, Dulcé Sloan, Casey Rocket, Cameron Esposito, Katherine Blanford, Tone Bell, Yakov Smirnoff, Dean Delray, Leslie Liao, Libbie Higgins, Reggie Conquest, Ask a F*ckboy, Kenny Gray, Cherry Bomb: An Improved Musical, and Connor Ratliff presents The Acting Class.
Performance details (chronologically) are as follows.
Cameron Esposito will be appearing at the Duck Room in St. Louis, Image is a courtesy of Mid Coast Media
Dulce Sloan will be appearing at The Church on Delmar, Image is a courtesy of Mid Coast Media
Tone Bell & Friends will be live at The Duck Room, Image is a courtesy of Mid Coast Media
You will die laughing with the Sklar Brothers at COCA’s Berges Theatre, Image by Mid Coast Media
Reggie Conquest & Friends will shine at The Duck Room, Image is a courtesy of Mid Coast Media
- Casey Rocket at Delmar Hall on Wednesday, Nov. 11 at 7 p.m.
- David Cross at The Pageant on Thursday, Nov. 12 at 7 p.m.
- Tone Bell & Friends at The Duck Room on Thursday, Nov. 12 at 7 p.m.
- Reggie Conquest & Friends at The Duck Room on Thursday, Nov. 12 at 9 p.m.
- Yakov Smirnoff at Delmar Hall on Friday, Nov. 13 at 7 p.m.
- Cameron Esposito at The Duck Room on Friday, Nov. 13 at 7 p.m.
- Leslie Liao at Fitz’s Upstairs on Friday, Nov. 13 at 7:30 p.m.
- Cherry Bomb: An Improvised Musical at The Improv Shop on Friday, Nov. 13 at 7:30 p.m.
- The Sklar Brothers at COCA’s Berges Theatre on Friday, Nov. 13 at 8 p.m.
- Ask a F*ckboy at The Duck Room on Friday, Nov. 13 at 9 p.m.
- Dropout Improv at Stifel Theatre on Saturday, Nov. 14 at 7 p.m.
- Dean Delray at The Duck Room on Saturday, Nov. 14 at 7 p.m.
- Connor Ratliff presents The Acting Class at The Improv Shop on Saturday, Nov. 14 at 7 p.m.
- Katherine Blanford at The Church on Delmar on Saturday, Nov. 14 at 7:30 p.m.
- Roy Wood Jr. at The Pageant on Saturday, Nov. 14 at 8 p.m.
- Kenny Gray & More at The Duck Room on Saturday, Nov. 14 at 9 p.m.
- The Sklar Brothers “Tag It” at The Church On Delmar on Saturday, Nov. 14 at 9:30 p.m.
- Libbie Higgins & Friends at The Duck Room on Sunday, Nov. 15 at 6:30 p.m.
- Dulcé Sloan & Friends at The Church on Delmar on Sunday, Nov. 15 at 8:00 p.m.
Additional comedians and improv troupes include Peter Revello (The Tonight Show), Daniel Van Kirk (Dumb People Town podcast), Kiry Shabazz (Just For Laughs New Face), Opey Olagbaju (Comedy Central’s The New Negroes), Fabrizio Copano (El Club de la Comedia), Rafe Williams (The Rizzuto Show), Jason Choi, Aidan McCluskey, Joey Cerone, Amy Shanker, Geoff Dow, Nthenya Ndunda, Janesh Rahlan, Willie Simon, Grace Johnson, Yi Ren, Jack Coleman, Carly Anderson, Michael Good, Aditya Shankar, Dom Grayer, Iain Langlands, Steve Vanderploeg, Leah Althoff, Luke Severeid, Liz Greenwood, Tamar Rubin, Caitlin Reese, Kasey Famous, Janelle Draper, Jen O’Neill, Lauren Davis, Shitty Mozart, Will O’Donnell, Lemon Pepper Wet, Disco Horses: A Sketch Review, Larry Greene, Mrs. Somebody, Clay Beyersdorfer, Touch Baseball, 2zin Tarandon, Taji Cazembe, ALoT (A Lot of Things), Basement Family, Jennie Weaver, BRAINWORMS!, Celibate, Bri Munnich, Chicken Big, Comedy Dance Chicago, Jack Wright, Comic Strip, D.I.C.K, Tiel Pearce, GameBoyz, Happy Hands Social Club, Precious J, Help Me I’m Drowning, Idiot Bitch, Leeker Takes You To, Middle Part Improv, Enzo Nitti, MOIST, Not Like Other Girls, The One Four Fives, PATSMASHPROV, Small Uncle, Some Black People, SONGBIRD, Sophie Tucker, SWAMP Improv, Tuesday Goodies, What A Year!, and Whatever
Festival badges are currently on sale at www.FlyoverComedyFest.com. There are three tiers of five-day festival badges. All badges include nightly afterparties.
- The Loop badge ($65 summer sale) includes access to all club shows in The Delmar Loop and at The Improv Shop. First-come, first-served. Theatre shows not included.
- The Loop+ badge (SOLD OUT) includes access to all club shows in The Delmar Loop and at The Improv Shop + ONE theatre show of the purchaser’s choice at Stifel Theatre, The Pageant or Delmar Hall.
- The Everything badge ($195 summer sale) includes every club show, every theatre show and every special event across all five days.
Individual show tickets are also available. Festival and venue presale begins Wednesday, July 22 at 10 a.m. (until Thursday, July 23 at 10 p.m.); general on sale follows Friday, July 24 at 10 a.m.
The festival takes place across multiple venues in The Delmar Loop neighborhood (The Pageant, Delmar Hall, The Duck Room at Blueberry Hill, COCA’s Berges Theatre, The Church on Delmar, Pinup Bowl, and Fitz’s Upstairs). As in past years, a select headliner show takes place at Stifel Theatre in downtown St. Louis. While Flyover Comedy Festival is moving the majority of its programming to The Loop for 2026, improv programming at The Improv Shop in The Grove will remain unchanged.
This year, Flyover and Fitz’s Root Beer will not only collaborate on a custom event soda, but the festival will also turn Fitz’s (6605 Delmar Blvd) second floor into an intimate comedy club, hosting six unique standup events over three days.
In addition to bringing laughs to fans, Flyover Comedy Festival also brings professional development to performers. The festival hosts key members of the comedy industry in St. Louis, with representatives from Netflix Is A Joke, Just for Laughs, NBC, Moontower Comedy Festival and national comedy club chains, as well as top agencies like Brillstein, Arsonhouse, Independent Artists Media, UTA and more – offering advice, feedback and career-making opportunities to participating comics.
Purchase festival badges and tickets, and get to know the 2026 lineup, at www.FlyoverComedyFest.com.
ABOUT YOUR HEADLINERS:
Casey Rocket is one of the most electric acts in stand-up right now. He’s a Kill Tony breakout and fan favorite, a member of the first class of comics at Austin’s Comedy Mothership, and an absurdist whirlwind whose clips have racked up millions of views.
David Cross is an acclaimed comedian, actor, writer and producer whose work has left an impactful mark on television, film and stand-up comedy. He is best known as the co-creator and star of the HBO sketch series Mr. Show with Bob and David, and for his iconic role ofTobias Fünke on the Emmy Award-winning series Arrested Development. Cross was also part of the ensemble cast of The Ben Stiller Show, earning an Emmy Award for writing early in his career. Cross has performed stand-up comedy for more than 40 years and released numerous critically acclaimed specials and albums.
Tone Bell is a stand-up comedian, actor and writer known for his sharp storytelling and laid-back comedic style. He’s gained widespread recognition for his acting roles in hit television series like Netflix’s Survival of the Thickest and Disjointed, and NBC’s Whitney. He also portrayed the legendary Richard Pryor in BET’s American Soul.
Reggie Conquest is a stand-up comedian, actor and writer from Philadelphia. His stand-up has been featured on TruTVs Laff Mobb’s Laff Tracks and Comedy Central Featuring. He was a staff writer for TruTV’s Impractical Jokers and HBOMax’s That Damn Michael Che. Conquest appeared in ABC’s Abbott Elementary and Paramount Pictures’ SCREAM 5.
Yakov Smirnoff is a Ukrainian-born comedian and actor known for his 1980s stand-up and his catchphrase, “What a country!”He’s a Johnny Carson favorite who starred on Night Court and has headlined his own 2,000-seat Branson theatre for decades.
Cameron Esposito is a nationally touring headliner, best-selling author, and one of the sharpest voices in stand-up. Known for their sharp, socially conscious humor, Esposito frequently tackles topics surrounding LGBTQ+ identity, feminism and mental health. Their 2025 special Four Pills (produced with Dropout) drew rave reviews. You’ve seen them on ABC’s A Million Little Things and Brooklyn Nine-Nine.
Leslie Liao is a Just For Laughs New Face whose Don’t Tell Comedy set Fixing Straight Men went viral. She’s toured with Fortune Feimster and is a regular at The Comedy Store and Hollywood Improv. Her relatable, matter-of-fact style plays even better live.
Cherry Bomb: An Improvised Musical is a complete musical — songs, choreography, maybe even a kick line — improvised from scratch based on audience suggestions. Nashville’s Cherry Bomb built a cult following turning neighborhood Facebook drama into showtunes (their East Nashville Facebook Page: The Musical was featured on WBUR’s Endless Thread), and no two shows have ever been the same.
Ask A F*ckboy is a live sensation where comedians share their most unhinged dating stories and a rotating panel of certified f*ckboys weighs in — think Call Her Daddy meets your favorite guilty-pleasure Reddit thread (Time Out New York). The show has packed 350-seat rooms in New York and LA.
The Sklar Brothers, Randy and Jason, began as one zygote and later guest starred in many TV shows including an Emmy Award winning episode of HBO’s Curb Your Enthusiasm, the FX hit It’s Always Sunny in Philadelphia, Adult Swim’s Children’s Hospital, and USA Network’s critically acclaimed comedy Playing House. They’ve released multiple comedy specials, including The Sklar Brothers: What Are We Talking About (2014) on Netflix and Hipster Ghosts (2018) on Starz. They co-host the Dumb People Town podcast with fellow comedian Daniel Van Kirk. The podcast has been around 13 years and is widely regarded as one of the top comedy podcasts. The Sklar Brothers grew up in Creve Coeur.
Dropout Improv is an improv show featuring short-form improv games and a whole lot of shenanigans. Hosted by Kurt Maloney, this show features Dropout regulars Jacob Wysocki, Jess McKenna, Zach Reino, Rekha Shankar, Kimia Behpoornia, Jiavanni and Scott Passarella as they connect with a live audience and return to their improv comedy roots. Since its launch in 2018, Dropout (formerly CollegeHumor) has quickly become one of the most popular subscription comedy platforms, home to Game Changer, Dimension 20, Very Important People and more.
Dean Delray has lived at least three lives: Bay Area rocker who opened for Tom Petty and The Black Crowes, host of the beloved podcast Let There Be Talk, and road-hardened stand-up who’s performed more than 5,000 times and become one of Bill Burr’s go-to openers. His 2025 special 5836 was taped in an actual cave. He’s been seen on The Joe Rogan Experience, WTF with Marc Maron, You Made it Weird with Pete Holmes – and recently opening for Metallica at their 40th Anniversary concert.
Connor Ratliff (The George Lucas Talk Show, the acclaimed podcast Dead Eyes) presents The Acting Class. It’s a fully improvised comedy show disguised as an acting workshop, which Upright Citizens Brigade (UCB) lovingly bills as “defiantly self-indulgent and beyond pointless.” The show is a staple at UCB and SF Sketchfest.
Katherine Blanford is a two-time Tonight Show comedian, After Midnight panelist, and one of Deadline’s “Comedians Ready to Break Out.” Her debut comedy special Catholic Cowgirl and her viral Don’t Tell Comedy set have made her one of the fastest rising comics in the country.
Roy Wood Jr. spent eight years as a correspondent on The Daily Show, headlined the 2023 White House Correspondents’ Dinner and currently hosts CNN’s Have I Got News for You. He’s built a massive following through his stand-up specials, including Father Figure, No One Loves You, and Lonely Flowers (2025, HULU). Wood is also the author of the memoir The Man of Many Fathers, a book that reflects on the men who shaped him.
Kenny Gray is an award-winning comedy performer, writer and musician from Los Angeles. His social media videos have received millions of views and garnered praise from top names in both music and comedy. His solo show Kenny Goes to Sleep – an hour of original characters – was featured at various theaters and festivals, including the renowned Edinburgh Fringe. He is a performer at Upright Citizens Brigade (UCB) and is currently on tour with his new hour of musical comedy.
Libbie Higgins is a former St. Louis special education teacher turned viral comedian with more than 330,000 TikTok followers. Her breakout McRib video alone racked up over 4 million views and counting. Now a nationally touring stand-up comedian, Higgins performs alongside Chelcie Lynn (Trailer Trash Tammy) and co-hosts the Slop City Podcast. She also hosts her own podcasts Libbie on the Loose and The Fridge Light. Known for her character work, physical comedy and unhinged storytelling, Libbie brings a wildly entertaining energy to every live show.
Dulcé Sloan is a comedian and Emmy award-winning actress. On TV, she’s best known as a correspondent and guest host on Comedy Central’s The Daily Show, as well as voicing Honeybee Shaw on Fox’s animated series The Great North. Sloan is a recurring panelist on NPR’s Wait Wait… Don’t Tell Me and hosted the CW’s The Great American Joke Off. When her Comedy Central Presents stand-up special premiered, the New York Times included the half hour in their “Best Comedy of 2019” roundup. Sloan currently co-hosts a weekly podcast called Chasing K-Dramas that dissects popular Korean dramas episode by episode.
About Flyover Comedy Festival
Flyover Comedy Festival started in 2017. Past performers have included Sarah Silverman, Jeff Ross, Tig Notaro, Patton Oswalt, Aziz Ansari, Kym Whitley, Janelle James, Ron Funches, Ben Bailey, The Sklar Brothers, Rachel Feinstein, Doug Benson, Dulce Sloan, Sheng Wang, Todd Barry, Jeremiah Watkins, Kyle Kinane, Joel Kim Booster, Sasheer Zamata, Cameron Esposito, The Improvised Shakespeare Co, ASSSCAT, Shane Torres, Sarah Tiana, Patti Harrison and hundreds more, including top regional talent and St. Louis-based favorites. Flyover Comedy Festival is a 501(c)(3) dedicated to celebrating the art of comedy not only through its flagship four-day festival featuring stand-up, improv, sketch, and variety, but also through year-round programming that supports comedians and engages audiences. Flyover’s mission is to showcase America’s best comedic talent, elevate St. Louis as a vibrant hub for arts and culture, discover and promote emerging voices, and explore the healing and connecting power of laughter to uplift and inspire.
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Press contact:
Beth Hoops
Mid Coast Media
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Senior Editor, Digital Manager, Blogger, has been nominated for awards several times as Publisher and Author over the years. Has been with company for almost three years and is a current native St. Louisan.
