Post Malone, Keith Urban, the Sugarhill Gang among St. Louis' must-see May concerts

Summertime warmth is around the corner, but spring still has more flowers, concerts and comedy shows to send through St. Louis in May. Hip-hop pioneers DMC of Run DMC and the Sugarhill Gang are bringing their classic rap hits to town for a musical showcase with the St. Louis Symphony Orchestra just days before Post Malone and Jelly Roll take over Busch Stadium for a night of music. The rock ’n’ roll-fueled Pointfest returns, plus concerts from Grammy-winners Keith Urban and Alison Krauss, and R&B singer Melanie Fiona. Enjoy comedy shows from David Spade, Bruce Bruce and Steve-O. Keith Urban When: 8 p.m. May 3Where: Chaifetz Arena, 1 S. Compton Ave.How much: $92.50More info: ticketmaster.com Over his career, country singer Keith Urban has raked in many awards, including four Grammy Awards and 15 Academy of Country Music Awards. The Australian American singer, who’s married to actress Nicole Kidman, has made great strides in his genre and solidified his spot in the hearts of country music lovers worldwide. However, when he visits St. Louis in May, Urban will hit the stage with a few new band members. In January, Urban cut ties with his drummer Terrence F. Clark, keyboardist Nathan Barlowe and guitarist and band leader Jerry Flowers. Following the change, Flowers posted on his Instagram saying, “I have and always will have the utmost respect and love for Keith and I treasure the amazing years we had together.” Expect songs from Urban’s 2024 album “High,” as well as fan favorites like “You’ll Think of Me” and “Blue Ain’t Your Color.” DMC and the Sugarhill Gang with the St. Louis Symphony Orchestra When: 7:30 p.m. May 8Where: Stifel Theatre, 1400 Market St.How much: $49-$149More info: ticketmaster.com Enjoy classic hip-hop tunes with a classical twist as rap legends DMC and the Sugarhill Gang perform with the St. Louis Symphony Orchestra. DMC rose to fame in the 1980s as a founding member of the rap trio Run DMC. Along with the group, DMC made history as a pioneer in the hip-hop genre. They became the first rap act to have a music video played on MTV, be on the cover of Rolling Stone magazine and receive a Grammy nomination. The Sugarhill Gang are hip-hop legends in their own right. Their debut 1979 track “Rapper’s Delight” remains their only U.S. hit, and was the first rap song to break into the Billboard Hot 100’s Top 40. Enjoy an evening of hip-hop celebration accompanied by the fine musicians of the SLSO. When: 7:30 p.m. May 9Where: The Factory, 17105 N. Outer 40 Road, ChesterfieldHow much: $49.50-$182.50More info: ticketmaster.com With her twangy, rough vocals and vulnerable, melodic tunes, Beth Hart is a master of infusing genres to convey emotion through song. She embodies jazz, blues and soul music, mixing in elements of rock ’n’ roll to create a moving wave of feeling that has landed her multiple hit records internationally. In 2013, Hart received a Best Blues Album Grammy nomination for the album “Seesaw,” one of many standout collaborations with guitarist Joe Bonamassa. She released her 11th studio album, “You Still Got Me,” in 2024. Expect to hear songs like her 1999 breakout single “LA Song,” “Caught out in the Rain” and new tracks from her most recent album. Bruce Bruce When: 7 p.m. and 9:30 p.m. May 9-11Where: Helium Comedy Club, 1151 St Louis Galleria St., Richmond HeightsHow much: $37-$47More info: st-louis.heliumcomedy.com Born Bruce Church, stand-up comedian Bruce Bruce became a master of laughter while growing up in one of Atlanta’s most dangerous neighborhoods. Despite humble beginnings, Bruce would become one of comedy’s most celebrated names. The comedian first appeared on HBO’s “Def Jam Comedy Jam” in 1993. He hosted the hit BET television show “Comic View” for two years in the early 2000s and starred in films like “Idlewild,” “XXX: State of the Union” and “The Wash.” Rappers love having him cameo in music videos, like Outkast’s 2001 “So Fresh, So Clean,” a nod to how his observational comedy has left its mark on hip-hop culture. Expect back-to-back nights of humor, driven by adult-centered topics about life, pop culture and more. Post Malone and Jelly Roll ‘The Big Ass Stadium Tour’ with Sierra Ferrell When: 7:30 p.m. May 13Where: Busch Stadium, 700 Clark Ave.How much: $130-$1,044.50More info: ticketmaster.com In 2015, Post Malone shot to the top of the charts when he released his song “White Iverson.” The track peaked at No. 14 on the Billboard Hot 100, kicking off a string of melodic rap releases from the rising Syracuse hip-hop star, including the diamond-certified “Congratulations” with Quavo of rap trio the Migos and “rockstar” with 21 Savage. Right as Malone began gaining traction on the pop charts with singles like “Wow” in 2018, he switched gears, becoming country’s newest rising star. He released his first country album, “F-1 Trillion (Long Bed)” in 2024, snagging fellow rapper-turned-cowboy Jelly Roll for a tour hitting some of the biggest stadiums in the country, hence the tour name. Joining them is Grammy Award-winning Americana and folk singer Sierra Ferrell for a Busch Stadium takeover. Expect to hear Malone and Jelly Roll’s country hits and hopefully a handful of hip-hop bangers. Steve-O ‘Crash and Burn’ tour When: 7 p.m. May 14-15Where: Helium Comedy Club, 1151 St Louis Galleria St., Richmond HeightsHow much: $32-$44More info: st-louis.heliumcomedy.com Comedian and stuntman Steve-O made a name for himself by performing the craziest, over-the-top stunts on the hit show “Jackass.” The television series spawned multiple seasons, spinoffs and movies, and Steve-O became a household name. However, the funny guy who liked to push himself to the limit, had a life outside of the MTV show. He released his memoir, “Professional Idiot,” in 2011, has been sober for more than 14 years and is currently selling out theatres and comedy clubs nationwide with his ‘Crash and Burn’ tour brand of humor. When: 6 p.m. and 7 p.m. May 16-17Where: The Fabulous Fox Theatre, 527 N. Grand Blvd.How much: $44-$125More info: fabulousfox.evenue.net If you watched Netflix’s “The Roast of Tom Brady,” you probably caught comedian Tom Segura, alongside fellow comedian Bert Kreischer, calling the seven-time Super Bowl champion the “GOATWG — greatest of all time white guy.” Segura is taking a break from co-hosting the “Your Mom’s House” podcast with his wife, Christina, to bring his observational, and sometimes dark, stand-up set to the Fox Theatre after the original October 2024 dates were rescheduled. The comedian is a familiar face on television, the airwaves and behind the stand-up mic. He occasionally pops up on “The Joe Rogan Experience” and produced, directed and starred in the upcoming Netflix comedy series “Bad Thoughts.” The comedian will be in town just a few days after that new show premieres on May 13. Pointfest with 311, the Urge, Toadies, Finger Eleven and Ludo When: 12 p.m. May 17Where: Hollywood Casino Amphitheatre, 14141 Riverport Drive, Maryland HeightsHow much: $54.50-$243.40More info: concerts.livenation.com For the past 32 years, Pointfest has remained a St. Louis staple, bringing alternative rock-fueled energy to the metro area. This year, the festival is bringing STL ska-punk natives the Urge back to hit the stage, along with fellow rockers the Toadies, Sick Puppies and St. Louis–based band Ludo. Canadian band Finger Eleven is back for their third time at the festival with additional performances from the Oxymorons, Sick Puppies, Alien Ant Farm and more. Expect a day full of rock vibes, high energy and nonstop fandemonium. Mr. Blue Sky: ELO Tribute When: 7:30 p.m. May 15Where: City Winery, 3730 Foundry WayHow much: $30-$40More info: citywinery.com/st-louis Last year, Jeff Lynne’s Electric Light Orchestra (aka ELO) began and ended its “Over and Out” tour, concluding a 54-year musical legacy that stopped in St. Louis last September. Although fans won’t be able to see Lynne on stage rocking out to “Don’t Bring Me Down” and “Evil Woman,” ELO tribute band Mr. Blue Sky is still performing the 1970s electric rock act’s biggest hits. Expect Mr. Blue Sky to play all of your favorite ELO songs from the 1970s and ’80s. Alison Krauss and Union Station featuring Jerry Douglas When: 7:30 p.m. May 15Where: St. Louis Music Park, 750 Casino Center Drive, Maryland HeightsHow much: $40-$184More info: ticketmaster.com By 14 years old, folk music star Alison Krauss was already recording and performing live, setting in motion a multi-decade career that would earn her 27 Grammy Awards. Her first win in 1991 made her the second-youngest winner at that time and, 30 years later, Krauss would be inducted into the International Bluegrass Music Hall of Fame. Krauss has been playing with the bluegrass band Union Station since 1989, releasing seven albums with the band and becoming recognized as one of the most influential acts in American folk music history. Their most recent release, “Arcadia,” is the first studio album for Krauss and Union Station since their 2011 Grammy-winning album “Paper Airplane.” Expect to hear songs like “The Lucky One” and “Richmond On The James,” with an opening set from Jerry Douglas. David Spade When: 8 p.m. May 31Where: The Factory, 17105 N. Outer 40 Road, ChesterfieldHow much: $45-$104More info: ticketmaster.com Comedian and actor David Spade has come a long way from being a cast member on “Saturday Night Live” in the early 1990s. His sarcastic wit and self-deprecating humor has stirred up laughs from the stand-up stage and the big screen throughout his career. Films like “Joe Dirt” and “Dickie Roberts: Former Child Star” made him a comedy staple among Gen-X and millennial comedy lovers while his voiceovers in animations like “The Rugrats Movie” and “The Emperor’s New Groove” made him a fan favorite among kids. The Emmy and Golden Globe-nominated star is no stranger to the stand-up stage, with three comedy specials released over the last few decades. Spade’s newest special, “David Spade: Dandelion,” premieres on Prime Video on May 6. Honorable Mentions Nate Jackson, 7:30 p.m. May 2, the Pageant, 6161 Delmar Blvd., $59.50, ticketmaster.comSean Canan Voodoo Players, 8 p.m. May 3, Delmar Hall, 6133 Delmar Blvd., $20-$25, ticketmaster.comPig and Whiskey Festival with DJ Charlie Chan, Bad Habit, Blind Melon, and Smashmouth, 4 p.m. May 9-11, 4 Hands Brewing and Tasting Room, 1220 South 8th St., free-$100, pigandwhiskey.comMorrisseey, 8 p.m. May 12, the Factory, $89.75-$274.75, ticketmaster.comShakey Graves, 8 p.m. May 12, the Pageant, $41-$46, ticketmaster.comAsher Roth, 7:30 p.m. May 14, City Winery, $25-$35, citywinery.com/st-louisOctober London and Tamar Braxton, 7 p.m. May 18, Stifel Theatre, $49.50-$189.50, ticketmaster.comMarc Robarge of O.A.R, 6 p.m. May 21, City Winery, $65-$95, citywinery.com/st-louisMike Zito, 8 p.m. May 24, Old Rock House, 1200 South 7th St., $20-$25, etix.com