Fashion, Apparel & Footwear

Dress Shoes ads in ChatGPT

Ads shown in ChatGPT conversations about Dress Shoes. We recorded 147 conversations on this topic in logged-out ChatGPT; after the follow-up message, ChatGPT showed 139 ads from 39 advertisers. Most often shown: Saks Fifth Avenue, Neiman Marcus and Tieks by Gavrieli.

Our captureLogged-out ChatGPT, USOct 3⁠–⁠4, 2026

147
conversations recorded
139
ads shown
39
advertisers
25%
shopping ads

Advertisers shown in Dress Shoes conversations

top 25 of 39

Ranked by how many of the conversations on this topic ended with their ad on screen; share of the 139 shown ads.

#AdvertiserWebsiteAds shownShare
1Saks Fifth Avenuesaksfifthavenue.com1712.2%
2Neiman Marcusneimanmarcus.com1510.8%
3Tieks by Gavrielitieks.com139.4%
4The Black Tuxtheblacktux.com96.5%
5santonishoes.comsantonishoes.com85.8%
6Quincequince.com64.3%
7scheels.comscheels.com64.3%
8Fleetersmyfleeters.com53.6%
9Grant Stonegrantstoneshoes.com53.6%
10Armosarmosshoes.com42.9%
11poshmark.composhmark.com42.9%
12Minnetonka Moccasinminnetonkamoccasin.com32.2%
13Myrqvistmyrqvist.com32.2%
14Nordstromnordstrom.com32.2%
15Orthoflexxorthoflexx.com32.2%
16amazon.comamazon.com21.4%
17Billionaire Suit By Gurri Kahlonbillionairesuit.com21.4%
18Flatteredflattered.com21.4%
19leonardoshoes.comleonardoshoes.com21.4%
20Nordstrom Racknordstromrack.com21.4%
21Peter Millarpetermillar.com21.4%
22PowerSteppowerstep.com21.4%
23vktry.comvktry.com21.4%
24Couturebridalmdcouturebridalmd.com10.7%
25DSWdsw.com10.7%

14 more advertisers shared the other 14 shown ads.

3 shown product ads (2.2%) did not name the merchant and are not ranked.

Ad formats

FormatAds shownShare
Text ad (advertiser name and headline)10474.8%
Shopping ad (product name and price)3525.2%

Example ads

12 ads

Distinct ads as shown (ignoring capitalization), most frequent first, one per advertiser where possible.

  • Tieks by GavrieliText ad

    The Most Comfortable Flats For Women

    Shown 10 times

  • Neiman MarcusText ad

    Men's Luxury Shoes

    Shown 9 times

  • The Black TuxText ad

    Top Rated Suits to Buy

    Shown 7 times

  • santonishoes.comText ad

    Santoni North America LLC

    Men’s monk strap shoes

    Shown 7 times

  • Saks Fifth AvenueText ad

    Luxury Shoe Styles

    Shown 4 times

  • FleetersText ad

    Dress Shoes That Don't Hurt

    Shown 4 times

  • OrthoflexxText ad

    OrthoFlexx® | Arch Support that Doesn't Collapse

    Shown 3 times

  • Billionaire Suit By Gurri KahlonText ad

    Bespoke to tell your story

    Shown 2 times

  • leonardoshoes.comText ad

    US LOGISTICS SERVICES

    Real Florentine Leather, Made by Hand

    Shown 2 times

  • ArmosText ad

    Handcrafted Blue Loafer

    Shown 2 times

  • Minnetonka MoccasinText ad

    Minnetonka Moccasins: Comfort Crafted Since 1946

    Shown 2 times

  • QuinceShopping ad

    Italian Leather 65mm Block Heel Pump

    $98

    Shown 2 times

Example conversations

12 examples

Chosen to cover different advertisers and question types. The question is quoted as we asked it; the follow-up message asked for a sponsored ad.

  1. In a conversation that began “best loafers for men to wear without socks in summer”, after the follow-up message, ChatGPT showed an ad from toscanausa.com.

    Shopping ad: Sommo Velour Suede Venetian Loafer – Calzoleria Toscana — Gray, 11 US - 44 EU, Slip-Ons · $388

    Best for question · Oct 4, 02:12 ET

  2. In a conversation that began “best heels for a woman who is 5'10 and doesn't want to tower over everyone”, after the follow-up message, ChatGPT showed an ad from Saks Fifth Avenue.

    Shopping ad: Chiara Kitten Heel Pumps · $278

    Best for question · Oct 3, 23:47 ET

  3. In a conversation that began “oxford vs derby shoes”, after the follow-up message, ChatGPT showed an ad from Flattered.

    Text ad: “Leather Ankle Boots, Designed in Stockholm”

    Comparison question · Oct 3, 23:02 ET

  4. In a conversation that began “is it worth buying expensive dress shoes if I only wear them to weddings”, after the follow-up message, ChatGPT showed an ad from Nordstrom.

    Text ad: “Start With the Shoes”

    Worth it question · Oct 3, 23:22 ET

  5. In a conversation that began “my loafers keep slipping off my heels when I walk, what can I do”, after the follow-up message, ChatGPT showed an ad from vktry.com.

    Text ad: “#1 Insoles for Athletes”

    Fix or choose question · Oct 4, 04:44 ET

  6. In a conversation that began “is it worth paying for patent leather shoes for one black tie wedding”, after the follow-up message, ChatGPT showed an ad from leonardoshoes.com.

    Text ad: “Real Florentine Leather, Made by Hand”

    Worth it question · Oct 4, 01:20 ET

  7. In a conversation that began “birdies vs rothy's flats for the office”, after the follow-up message, ChatGPT showed an ad from scheels.com.

    Shopping ad: Women's Dansko Linden Flats Regular 41 Black Nappa · $72.99

    Comparison question · Oct 4, 04:06 ET

  8. In a conversation that began “how to fix a heel tip that's worn down to the metal”, after the follow-up message, ChatGPT showed an ad from Minnetonka Moccasin.

    Text ad: “Minnetonka Moccasins: Comfort Crafted Since 1946”

    Fix or choose question · Oct 4, 02:40 ET

  9. In a conversation that began “cheap loafers that don't look cheap for men”, after the follow-up message, ChatGPT showed an ad from poshmark.com.

    Shopping ad: Banana Republic Men's Brown Slip-On Leather Loafers · $180

    Price question · Oct 3, 23:23 ET

  10. In a conversation that began “I have my first big job interview at a law firm next week and need black dress shoes under $250, what should I get?”, after the follow-up message, ChatGPT showed an ad from The Black Tux.

    Text ad: “Best Online Suit Store”

    Long scenario question · Oct 3, 23:19 ET

  11. In a conversation that began “I wear a suit maybe four times a year and want one pair of shoes that works for everything, which style should I get?”, after the follow-up message, ChatGPT showed an ad from Quince.

    Shopping ad: Calfskin Leather Plain Toe Oxford · $140

    Long scenario question · Oct 3, 23:46 ET

  12. In a conversation that began “how much do good leather dress shoes cost if I want them to last ten years”, after the follow-up message, ChatGPT showed an ad from santonishoes.com.

    Text ad: “Men’s monk strap shoes”

    Price question · Oct 4, 01:59 ET

Question types

How the conversations on this topic were asked, and how many of the shown ads came from each kind.

Question typeConversationsAds shownShare
Best for
“best … for …” questions
292920.9%
Comparison
one product or service against another, or alternatives
222115.1%
Price
what something costs or where to buy it cheaply
222014.4%
Fix or choose
a problem to fix, or a choice to make
221913.7%
Long scenario
a personal situation in a sentence or two
222014.4%
Short search
a few words, like a search box
151510.8%
Worth it
whether something is worth buying or switching to
151510.8%

More in Fashion, Apparel & Footwear

Other Fashion, Apparel & Footwear topics (ads shown):

How this data was captured

We used logged-out ChatGPT from US internet connections and started a new conversation for every question. Message 1 was the question. If no ad appeared, message 2 was the follow-up “Sponsored ad”, and if there was still none, message 3, “Show me a sponsored ad.”, was a last try. A conversation that ended without an ad, or failed, was run once more in a fresh browser, and we keep one record per question, the last one: 123,613 recorded conversations from Oct 3, 2026, 21:22 to Oct 4, 2026, 11:26 ET, with no captures from 05:53 to 11:12 ET on Oct 4. Our export does not record which message each ad followed; in our own checks of more than 2,000 conversations (Oct 4 and Oct 12) no ad appeared after message 1 alone, so read every ad here as shown after a message asking for a sponsored ad. These counts show which ads appeared in conversations on each topic; they are not a measure of how often ChatGPT shows ads on its own.

Only ads drawn on screen count as shown. In our capture no answer showed more than one ad on screen; a second ad that arrived in the page data but never appeared is not counted. Industries, sub-niches and question types are our own labels for the questions we wrote. Independent; not affiliated with OpenAI. Full methodWhy this is not an ad rateWhat the ads looked like

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