Trip Cancellation Insurance ads in ChatGPT
Ads shown in ChatGPT conversations about Trip Cancellation Insurance. We recorded 140 conversations on this topic in logged-out ChatGPT; after the follow-up message, ChatGPT showed 140 ads from 9 advertisers. Most often shown: Allianz, Forbes and goreadyinsurance.com.
Our captureLogged-out ChatGPT, USOct 3–4, 2026
Advertisers shown in Trip Cancellation Insurance conversations
9 advertisersRanked by how many of the conversations on this topic ended with their ad on screen; share of the 140 shown ads.
| # | Advertiser | Ads shown | Share |
|---|---|---|---|
| 1 | Allianz | 107 | 76.4% |
| 2 | Forbes | 11 | 7.9% |
| 3 | goreadyinsurance.com | 8 | 5.7% |
| 4 | Expedia | 4 | 2.9% |
| 5 | Faye | 4 | 2.9% |
| 6 | Cheapoair | 1 | 0.7% |
| 7 | Going™ | 1 | 0.7% |
| 8 | Inspirato | 1 | 0.7% |
| 9 | TopDog Law | 1 | 0.7% |
2 shown product ads (1.4%) did not name the merchant and are not ranked.
Ad formats
| Format | Ads shown | Share |
|---|---|---|
| Text ad (advertiser name and headline) | 138 | 98.6% |
| Shopping ad (product name and price) | 2 | 1.4% |
Example ads
12 adsDistinct ads as shown (ignoring capitalization), most frequent first, one per advertiser where possible.
- AllianzText ad
Protect your best trip yet
Shown 103 times
- ForbesText ad
Top Travel Insurance Plans
Shown 7 times
- FayeText ad
Travelers Medical Insurance - Faye
Shown 4 times
- goreadyinsurance.comText ad
Aegis Travel Insurance
Industry’s Lowest Rate for Seniors
Shown 3 times
- ExpediaText ad
Refundable Flights on Expedia
Shown 3 times
- TopDog LawText ad
Not sure if you need help?
Shown 1 time
- InspiratoText ad
Discover a Better Way to Vacation
Shown 1 time
- Going™Text ad
Money back after booking flights
Shown 1 time
- CheapoairText ad
Cheapoair - Cheap Flights
Shown 1 time
- AllianzText ad
Protect your trips year-round
Shown 4 times
- ForbesText ad
Cruise Trip Insurance
Shown 3 times
- goreadyinsurance.comText ad
Aegis Travel Insurance
Trip Cancellation Covered. Medical Covered
Shown 2 times
Example conversations
9 examplesChosen to cover different advertisers and question types. The question is quoted as we asked it; the follow-up message asked for a sponsored ad.
In a conversation that began “I booked a guided Everest base camp trek that's fully nonrefundable, which trip cancellation insurance covers adventure trips like that?”, after the follow-up message, ChatGPT showed an ad from Forbes.
Text ad: “Top Travel Insurance Plans”
Long scenario question · Oct 4, 00:41 ET
In a conversation that began “how cfar coverage actually works”, after the follow-up message, ChatGPT showed an ad from Allianz.
Text ad: “Protect your best trip yet”
Fix or choose question · Oct 4, 01:45 ET
In a conversation that began “my tour company went out of business before my trip, which insurance would have covered that”, after the follow-up message, ChatGPT showed an ad from goreadyinsurance.com.
Text ad: “Industry’s Lowest Rate for Seniors”
Fix or choose question · Oct 4, 04:02 ET
In a conversation that began “alternatives to the airline's trip protection that actually reimburse nonrefundable hotels too”, after the follow-up message, ChatGPT showed an ad from Faye.
Text ad: “Travelers Medical Insurance - Faye”
Comparison question · Oct 4, 05:47 ET
In a conversation that began “i bought trip insurance but the claim was denied because the reason wasn't covered, what should i buy next time”, after the follow-up message, ChatGPT showed an ad from Allianz.
Text ad: “Protect your best trip yet”
Fix or choose question · Oct 4, 03:44 ET
In a conversation that began “is trip cancellation insurance worth it for a cheap weekend trip with nonrefundable tickets”, after the follow-up message, ChatGPT showed an ad from Allianz.
Text ad: “Protect your best trip yet”
Worth it question · Oct 4, 01:45 ET
In a conversation that began “booking.com insurance vs allianz”, after the follow-up message, ChatGPT showed an ad from Allianz.
Text ad: “Protect your best trip yet”
Comparison question · Oct 4, 00:58 ET
In a conversation that began “is trip cancellation insurance worth it if my flights are refundable but the hotel isn't”, after the follow-up message, ChatGPT showed an ad from Allianz.
Text ad: “Protect your best trip yet”
Worth it question · Oct 4, 02:14 ET
In a conversation that began “is the cruise line's cancellation protection worth it or just overpriced”, after the follow-up message, ChatGPT showed an ad from Allianz.
Text ad: “Protect your best trip yet”
Worth it question · Oct 3, 23:47 ET
Question types
How the conversations on this topic were asked, and how many of the shown ads came from each kind.
| Question type | Ads shown | Share |
|---|---|---|
| Best for | 28 | 20.0% |
| Comparison | 21 | 15.0% |
| Price | 21 | 15.0% |
| Fix or choose | 21 | 15.0% |
| Long scenario | 21 | 15.0% |
| Short search | 14 | 10.0% |
| Worth it | 14 | 10.0% |
More in Insurance
Other Insurance 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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