Microsoft launches Copilot Checkout as AI shopping race against OpenAI and Google intensifies

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Microsoft unveiled Copilot Checkout at NRF 2026, allowing users to complete purchases directly within the AI chatbot without visiting retailer websites. The feature launches in the US with Shopify, PayPal, Stripe, and Etsy integrations, joining OpenAI's ChatGPT and Google's Gemini in the emerging AI shopping race. Microsoft claims shopping journeys involving Copilot are 194% more likely to result in purchases when shopping intent is present.

Microsoft Copilot Introduces Buy Buttons Directly in Chat Interface

Microsoft has officially entered the AI shopping race with the launch of Copilot Checkout, a feature that allows users to complete purchases directly within the AI chatbot without being redirected to external websites

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. Announced at NRF 2026, the retail industry's annual conference in New York, the feature is now rolling out in the US on Copilot.com with integrations from PayPal, Shopify, Stripe, and Etsy

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. The move positions Microsoft Copilot directly against OpenAI's ChatGPT and Google's Gemini, both of which have launched similar in-chat checkout capabilities in recent months.

Source: PYMNTS

Source: PYMNTS

When users ask for product recommendationsโ€”such as searching for a small lamp for a bedside tableโ€”the AI-powered shopping assistant responds with suggestions accompanied by "Details" and "Buy" buttons

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. Hitting the buy button pulls up a checkout screen where customers can enter shipping and payment information without leaving the conversation. Participating retailers at launch include Urban Outfitters, Anthropologie, Ashley Furniture, and select Etsy sellers

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Source: GeekWire

Source: GeekWire

The Growing Trend of Chat-Based Commerce and AI Agents

The launch of Copilot Checkout reflects a broader industry shift toward chat-based commerce, where AI agents handle shopping on behalf of customers. OpenAI introduced Instant Checkout in ChatGPT last September, partnering with Shopify and Stripe to connect users with more than a million merchants

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. Google followed in November with its own "Buy for Me" feature in Search and AI Mode

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. However, OpenAI has reportedly struggled with merchant integration, with high-profile partners not yet available and others still waiting for details to join

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Microsoft's approach emphasizes retailer control and data ownership. "We've designed it in such a way that retailers own those relationships with the customers," said Kathleen Mitford, corporate vice president of global industry marketing at Microsoft

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. Retailers remain the merchant of record, handling fulfillment and customer service, while Microsoft controls the interface

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. This distinction matters because unlike Amazon and Google, which compete directly with retailers through their own marketplaces, Microsoft isn't a retailer and can leverage its existing enterprise technology footprint

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Source: Benzinga

Source: Benzinga

Shopify Merchants Face Automatic Enrollment Following Opt-Out Window

One notable detail is that Shopify merchants will be automatically enrolled in Copilot Checkout "following an opt-out window," with Shopify managing the opt-out process for its merchants

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. This automatic enrollment echoes the backlash Amazon faced over its "Buy for Me" feature, where brands complained about being included without consent and seeing inaccurate listings. Businesses using PayPal or Stripe for payment processing will need to submit an application to become a Copilot Checkout merchant

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Questions remain about safeguards against AI hallucinationsโ€”instances where the AI might make mistakes about product details like price and availability

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. OpenAI previously acknowledged that its shopping assistant "might make mistakes" and encouraged users to visit merchant sites for accurate details

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. Microsoft is advertising Copilot Checkout as a way to avoid the merchant site entirely, though the company has not yet detailed what safeguards are in place

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Direct Shopping Experiences Show Dramatic Conversion Improvements

Microsoft is backing its push into AI shopping with compelling data. According to the company, shopping journeys involving Copilot are 33% shorter than traditional search paths and see a 53% increase in purchases within 30 minutes of interaction

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. When shopping intent is present, journeys involving Copilot are 194% more likely to result in a purchase than those without it

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. These metrics suggest that direct shopping experiences through AI agents could significantly alter e-commerce conversion rates.

Adobe data reinforces this shift: traffic to retail sites from generative AI tools jumped more than 693% during the 2025 holiday season

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. Mitford predicted that consumer adoption will eventually match the rapid uptake seen in the business world, drawing a parallel to how quickly businesses moved from experimenting with AI to putting it into operation over the past year.

Brand Agents and AI Tools for Retailers Expand Microsoft's Offering

Beyond Copilot Checkout, Microsoft also announced Brand Agents at NRF 2026โ€”AI-powered shopping assistants that merchants can deploy on their own websites

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. These AI agents are tailored to each merchant's needs, responding in their brand voice while guiding customers through product discovery, answering questions, and surfacing checkout links

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. Merchants get access to a dedicated dashboard with insights including engagement rates, conversion uplift, average order value, and performance comparisons between agent-assisted sessions and organic traffic

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Microsoft also unveiled AI tools for retailers that auto-enrich product data from images and store-operations agents that recommend staffing and inventory decisions based on real-time data

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. A Microsoft-commissioned study from IDC found that retail and consumer packaged goods companies are seeing a 2.7x return on every dollar spent on generative AI.

Market Position and the Question of Consumer Adoption

Despite its enterprise advantages, Microsoft is playing catch-up on the consumer side. Copilot apps have more than 100 million monthly active users across consumer and commercial audiences

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, but this trails ChatGPT's much larger user base of about 800 million weekly users

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. Recent data from Similarweb's Global AI Tracker showed ChatGPT with about 68% of AI chatbot web traffic, Google Gemini at 18%, and Copilot in the single digits.

The bigger question is whether chat-based commerce represents a genuine shift in consumer behavior. Forrester analyst Sucharita Kodali previously told GeekWire that "e-commerce isn't a problem that needs to be fixed," questioning what value chat-based commerce brings to retailers "other than disintermediating Google". If checkout happens inside AI conversations, retailers risk losing direct customer relationships while platforms like Microsoft gain leverage

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. Much of Microsoft's announcement centers on templates, previews, and promises rather than proven adoption

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, making the actual impact on shopping behavior something to watch closely in the coming months.

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