AI Shopping Powers $263 Billion in Holiday Sales as Walmart and Target Race to Integrate ChatGPT

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AI shopping is transforming the holiday season, with Salesforce projecting $263 billion in global online holiday sales driven by AI platforms. Major retailers like Walmart and Target are rapidly integrating conversational AI tools like ChatGPT, while shoppers embrace AI assistants for gift recommendations and price comparisons. Early data shows AI-driven shopping visits generate 8% more revenue per session.

AI Shopping Transforms Holiday Season with $263 Billion Impact

Holiday shopping is undergoing a fundamental shift as conversational AI platforms reshape how consumers discover and purchase gifts. Salesforce projects that AI shopping will drive $263 billion in global online holiday sales this year, representing 21% of all holiday orders

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. Between 40% and 83% of consumers plan to use AI for shopping this holiday season, according to surveys conducted by Visa and Zeta Global

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. Adobe data reveals that AI traffic to U.S. retail sites surged 760% between Nov. 1 and Dec. 1, signaling a dramatic acceleration in AI-driven shopping behavior

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Source: PYMNTS

Source: PYMNTS

The numbers tell a compelling story about consumer engagement. Shoppers arriving on retail websites from generative AI platforms are 30% more likely to buy something and about 14% more engaged than those coming from non-AI sources, spending more time on sites and showing lower bounce rates

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. These AI-fueled shopping visits now generate 8% more revenue per session, according to Adobe

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. For shoppers like Amrita Bhasin, a 24-year-old retail tech CEO, ChatGPT has transformed a 15-hour annual chore into an efficient and even enjoyable experience

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Walmart and Target Lead Retail Integration Race

Major retailers are treating conversational interfaces as critical new commerce surfaces. Walmart, Target and Etsy have integrated with OpenAI to enable shopping directly inside ChatGPT, while smaller merchants restructure product listings to surface in AI-generated answers

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. Target announced in November that customers could complete multi-item purchases, including groceries, directly through ChatGPT

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. Thousands of shoppers have already used Target's AI-powered Gift Finder, with early results showing higher engagement and larger average cart sizes

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Prat Vemana, Target's chief information and product officer, revealed that conversational phrasing now accounts for about 25% of customer searches, prompting the retailer to expand product descriptions with contextual details such as sustainability attributes, use cases and seasonal relevance

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. Walmart announced a similar partnership with OpenAI in October as part of a broader shift toward AI-native commerce

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. Amazon has taken a different approach, developing its proprietary AI shopping assistant Rufus, which more than 250 million customers have used this year

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Product Discovery Shifts from Keywords to Context

Retailers are moving away from keyword-driven search optimization toward richer, context-aware product data. AI assistants for product discovery help shoppers navigate complex decisions by understanding natural language queries. PYMNTS Intelligence found that 42% of shoppers used AI assistants during Black Friday to find discounts, 35% to track prices and 31% to compare products

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. This shift benefits lesser-known brands seeking visibility—about half of the gifts Bhasin bought this year came from brands she'd never shopped before

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Michael Wieder, co-founder of baby goods retailer Lalo, told CNBC his team now structures product listings around questions consumers are likely to ask AI assistants, incorporating phrases such as "good for small spaces" to align with conversational queries

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. Kimberly Shenk, founder and CEO of Novi, a tech firm helping brands adjust to AI shopping, noted that consumers are simply asking questions like "where can I find the best gift under $20 for my niece that cares about these things?"

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AI-Native Checkout Experiences Compress Transaction Flows

Beyond discovery, retailers are preparing for AI-native checkout experiences that compress discovery and transaction into a single interface. OpenAI launched Instant Checkout with Etsy in September, enabling single-item purchases without leaving ChatGPT

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. The platform has since expanded integrations with Shopify merchants, including Skims and Vuori, and charges transaction fees on purchases made through its platform

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Nik Sathe, CTO of Blackhawk Network, told PYMNTS that AI spans the entire customer journey: "When I think about AI, I really think about it in three categories: helping consumers find the right product, helping them transact, and then helping them use what they've purchased"

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. As Karen Webster, CEO of PYMNTS, observed, "Systems designed for human attention and human decision cycles are now interacting with autonomous agents that operate with far more context, speed, precision and consistency than people ever could"

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Consumer Trust Shapes AI Adoption Boundaries

Consumer trust in AI-driven commerce remains a critical factor determining how far automation can extend during the holidays. While shoppers welcome assistance with repeatable, low-stakes purchases, they remain cautious about surrendering judgment on personal decisions. "Consumers will want the convenience of having an agent do things for them, but they're not going to give up control entirely," Sathe said. "Some purchases are objective and repeatable; others are subjective and personal"

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AI for gift recommendations and price comparison tools are gaining traction where speed and efficiency matter most, while traditional browsing remains dominant for categories tied to taste, fit and preference. Sathe indicated the shift will be incremental rather than disruptive, with merchants layering AI into existing journeys instead of replacing them outright

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. Large language models are forcing retailers to rethink commerce experiences built around search bars, scrolling and clicks, adapting for environments where AI intermediates the shopping journey

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