I used ChatGPT and Claude to search for StubHub tickets — and one AI crushed it
One chatbot led me to the promised land of a rap concert and a wrestling show
Going to live events during the colder months is always fun, but summer shows hit differently.
When the weather is perfect, the energy is high and everyone around you is excited for the same experience, there’s nothing quite like it. Over the past few years, I’ve made the trip to rock concerts (shoutout to Fishbone) plus wrestling events from All Elite Wrestling and Ring of Honor at Arthur Ashe Stadium and Hammerstein Ballroom.
Now that New York is finally warming up, I’m ready to make the most of concert and event season. This time around, I wanted to find the best upcoming hip-hop shows in the area and score great seats for my next wrestling event, ideally without spending hours bouncing between apps and ticket sites.
That’s where AI came in. Since StubHub is now integrated with both ChatGPT and Claude, I decided to test both chatbots side-by-side to see which one actually does a better job helping you discover live events, compare seats and find worthwhile ticket options.
After putting both through the same ticket-search challenge, one chatbot clearly handled the experience better than the other.
Finding the best tickets for a hip-hop/rap concert
For my first StubHub event-hunting mission, I used this prompt to find my next concert: "Hey, StubHub! Find me the best value tickets for upcoming hip-hop concerts in New York, where the crowd energy is amazing, but the prices aren’t insane."
ChatGPT pointed out four top candidates for me: J. Cole at the Barclays Center, Yeat in Central Park for a SummerStage performance, Don Toliver's Octane Tour stop at Madison Square Garden, and Baby Keem at the Brooklyn Paramount. The chatbot selected J. Cole at the Barclays Center as the best overall value for the following reasons:
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- Huge arena energy without stadium-level pricing
- Upper-level seats are hovering around the low-$90 range on StubHub
- Barclays crowds for major rap acts are usually loud from start to finish
- J. Cole fans tend to create a more “everyone knows every lyric” atmosphere instead of casual concert energy
The J. Cole concert falls on August 1 and the best tickets I spotted were for the upper section for $219 per person. Since I’m comfortable sitting at a higher elevation and my glasses can help me catch sight of J. Cole going extra hard on stage, this setup works perfectly for me.
In Claude’s case, it brought up two upcoming concerts for the Usher/Chris Brown dual tour and Toliver’s solo tour. Attending Toliver’s show was a bit too last-minute for my tastes, as Clause notified that it was happening tonight (May 27) when it pointed out that “the Don Toliver show tonight at Prudential Center (May 27) starts at just $126.”
I still liked how Claude brought up the best seats and ticket prices for that event, which were:
- Suite 227, Row ST — $266/pair — great suite experience at the entry price
- Suite 227, Row C — $276/pair — solid mid-suite position
- Suite 226, Row C — $280/pair — comparable alternative suite
Even though I love both artists, my heart (and wallet) pushed me toward snapping up a ticket for the J. Cole concert. ChatGPT’s acknowledgement of what makes his concerts so enjoyable, while also directly linking me to StubHub’s ticket listings, worked a lot better for me than following up on Claude’s last-minute recommendation for Toliver’s concert.
Keeping track of future wrestling events and choosing my next one
After finding the best setup for the J. Cole concert, I made it my mission to find a future wrestling event to attend with the repeated usage of ChatGPT and Claude’s StubHub assistance.
With this prompt, I got straight to work on finding the next wrestling show that’s meant to make me cheer and boo at the top of my lungs while struggling to keep my overpriced cup of beer from spilling: "Hey StubHub! Which upcoming WWE or AEW events in New York are most worth paying premium ticket prices for?"
ChatGPT instantly brought up a future taping of WWE Saturday Night’s Main Event at Madison Square Garden on July 18. The chatbot’s main reasons for choosing this event include:
- MSG is basically WWE’s spiritual home
- WWE rarely runs major NBC/Peacock specials there now
- Fanatics Fest weekend means celebrity energy and surprise appearances are very possible
- The Garden crowd is louder and more knowledgeable than most WWE crowds
One thing that genuinely surprised me was how well the AI understood the experience around the event, not just the ticket prices.
When ChatGPT recommended the upcoming WWE show at Madison Square Garden, it also pointed out that Fanatics Fest would be happening nearby that same weekend. That extra recommendation immediately made the trip feel bigger than just one wrestling show.
I eventually narrowed my ticket search down to a seat in Row 19 of Section 209 for around $186, mostly because AI flagged it as one of the better-value sections with a surprisingly strong view of the ring.
Meanwhile, Claude recommended the same WWE event but also surfaced a smaller independent wrestling show from MWC Lucha Libre happening at Tulum Night Club on June 6.
Claude’s description almost convinced me to go: “Lucha Libre brings high-flying, fast-paced Mexican wrestling with a uniquely passionate crowd energy in an intimate club setting.”
The $30 to $65 ticket prices were extremely tempting, but nostalgia won out in the end. I haven’t been inside Madison Square Garden in years, so the WWE show ultimately felt like the bigger summer event to experience.
Final thoughts
In my mission to find the best seats for an upcoming hip-hop/rap concert and wrestling show in my area, ChatGPT rose to the occasion the most in that regard.
OpenAI’s chatbot did a great job of listing out the standout events for both requests, giving me reasons why those events stick out the most and sending me direct links to the StubHub ticket pages for the respective concert and wrestling event I finalized my picks for.
Claude did a decent job in helping me locate the best shows and affordable ticket prices for those two types of events, but I appreciate ChatGPT’s assistance in my StubHub mission a whole lot more. I never pictured myself using AI to help me find the best seat and ticket value combo for a J. Cole concert and a WWE show, but here we are.
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Elton Jones covers AI for Tom’s Guide, and tests all the latest models, from ChatGPT to Gemini to Claude to see which tools perform best — and how they can improve everyday productivity.
He is also an experienced tech writer who has covered video games, mobile devices, headsets, and now artificial intelligence for over a decade. Since 2011, his work has appeared in publications including The Christian Post, Complex, TechRadar, Heavy, and ONE37pm, with a focus on clear, practical analysis.
Today, Elton focuses on making AI more accessible by breaking down complex topics into useful, easy-to-understand insights for a wide range of readers.
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