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User experience survey questions: great questions for checkout UX that capture real user insights and boost conversions

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Adam Sabla

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Sep 10, 2025

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The best user experience survey questions for checkout UX help you understand why customers abandon their carts and what friction points they encounter. Traditional feedback forms rarely dig past surface-level reactions, but AI surveys can capture deeper insights into checkout abandonment by asking smart follow-up questions and probing for details. Conversational surveys feel more natural than generic forms, especially when they’re event-triggered just after a user leaves their cart—catching feedback while the experience is still fresh. For in-product conversations that flow with users’ actions, event-triggered surveys make all the difference.

Shipping questions that uncover real checkout friction

Shipping concerns are a major factor behind cart abandonment—additional costs, slow delivery, and confusing options all drive users away. In fact, nearly 40% of U.S. consumers abandoned their purchase due to extra costs related to shipping, taxes, or fees, and 70% prioritize free shipping, while 60% look for speed above all else. [1] Asking the right shipping questions is essential for surfacing hidden friction points:

  • How did you feel about the shipping costs for your order?

What would have made the shipping fee feel more reasonable to you?

  • Were the delivery times clear and acceptable for your needs?

Tell me more about what delivery window you expected—was it different from what was offered?

  • Did you find enough shipping options at checkout?

Were there any other delivery options you wish we offered?

AI-powered surveys excel by following up on each answer with dynamic, personalized probing, revealing what users truly care about. Thanks to automatic AI follow-up questions, feedback on shipping transparency and delivery expectations goes beyond "too expensive" or "not fast enough" and captures actionable context. This adaptability is what makes conversational AI so powerful for checkout research.

Payment and trust questions for better checkout UX

Many users have payment and security concerns they never articulate—until directly asked in a setting that feels safe. Identifying payment friction early means asking about payment methods, recognizing trusted badges, and learning which trust signals users notice or miss:

  • Was your preferred payment method available at checkout?

Are there any payment types you wish we would add in the future?

  • Did the checkout page make you feel your payment details were secure?

What, if anything, would make you feel safer paying here?

  • Did you notice any trust signals, like security badges or guarantees?

Can you remember any signs that did or didn't build your trust in our site?

Feedback Type

What You Get

Example Response

Surface-level

User selects "Concerned about security"

"I wasn't sure if my card info was safe."

AI-probed

AI asks for clarification and specifics

"I couldn’t find a lock icon or any text saying checkout was encrypted, so I got nervous and decided to leave."

AI-driven, conversational surveys invite users to share honest, nuanced opinions, especially around sensitive topics. This turns the survey into a safe space for real feedback and highlights how trust signals (or their absence) sway conversion decisions. With the right follow-up, you uncover not just that someone hesitated, but exactly why—leading to stronger optimization strategies. Implementing AI chatbots and better trust cues isn’t just theory: it can increase orders by up to 26% and boost conversions by over 35%. [2]

When and how to trigger checkout experience surveys

Timing is everything for high-impact checkout abandonment surveys. An event trigger—like abandoning the cart on the payment page—ensures your survey catches users at the critical moment. Sometimes immediate feedback works best, but you might set a short delay (like 1–2 hours) to reduce emotional bias while ensuring the interaction is remembered. Targeting wisely—by device, order value, or churn risk—can surface unique abandonment patterns that get lost in generic outreach.

  • For high-value carts, trigger after big-ticket abandonment for context on decision drivers.

  • For mobile users (where abandonment spikes at almost 79% [3]), tailor surveys to reveal phone-specific pain points.

  • For return visitors, ask questions about lingering friction that previous attempts didn’t solve.

Survey customization for different segments is as simple as chatting with the AI survey editor—describe your audience and events, and the AI adapts the content and delivery automatically.

Event-triggered surveys catch users when the experience is still fresh in their minds.

Analyzing checkout feedback with AI

Pattern recognition across survey responses is where the true power of AI analysis shows. By automatically sorting feedback, detecting themes, and correlating friction points with user demographics or device, you avoid endless spreadsheets and spot conversion opportunities fast. Here are examples of how teams can prompt Specific’s AI to make sense of checkout data:

“Group all responses by cited shipping issues, then summarize the top drivers for cart abandonment.”

This prompt uncovers whether unexpected fees, unclear timelines, or lack of free shipping crop up most. Segmentation by reason gives actionable insights for focused improvements.

“Compare feedback from desktop vs. mobile users to see what issues are unique to each device.”

This spotlight on device-specific blockers is vital, since mobile abandonment is higher than desktop on average. [3]

“Identify trends among users who mention trust or security—what wording or visual elements matter most?”

Knowing what builds (or erodes) confidence is invaluable for future design iterations. Teams can run multiple simultaneous analysis threads—say, one for payment flows, one for UX bugs, and another targeting VIP users. Explore more about AI survey response analysis to see how it elevates your research workflow.

Turn checkout insights into conversion wins

Conversational checkout surveys don’t just capture feedback—they reveal what traditional forms miss, giving your team a real-time advantage for UX tuning. With AI-powered follow-ups, you surface root causes, not just symptom lists, and can start gathering this intelligence today. Every abandoned cart is a learning opportunity you’re missing without proper feedback loops. Start turning missed moments into conversion wins: create your own survey and transform your checkout insights into results.

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Sources

  1. Statista. Reasons for Abandonments during Checkout United States.

  2. AllOutSEO. Cart Abandonment and Checkout Optimization Statistics (2025).

  3. AllOutSEO. Mobile vs. Desktop Cart Abandonment Rates.

Adam Sabla - Image Avatar

Adam Sabla

Adam Sabla is an entrepreneur with experience building startups that serve over 1M customers, including Disney, Netflix, and BBC, with a strong passion for automation.

Adam Sabla

Adam Sabla is an entrepreneur with experience building startups that serve over 1M customers, including Disney, Netflix, and BBC, with a strong passion for automation.

Adam Sabla

Adam Sabla is an entrepreneur with experience building startups that serve over 1M customers, including Disney, Netflix, and BBC, with a strong passion for automation.