<?xml version="1.0" encoding="UTF-8"?><own:edgarSubmission xmlns:own="http://www.sec.gov/edgar/ownership" xmlns:com="http://www.sec.gov/edgar/common">
  <!-- Generated by Workiva -->
  <own:headerData>
    <own:submissionType>144</own:submissionType>
    <own:filerInfo>
      <own:filer>
        <own:filerCredentials>
          <own:cik>0001397383</own:cik>
          <own:ccc>XXXXXXXX</own:ccc>
        </own:filerCredentials>
      </own:filer>
      <own:liveTestFlag>LIVE</own:liveTestFlag>



    </own:filerInfo>
  </own:headerData>
  <own:formData>
    <own:issuerInfo>
      <own:issuerCik>0001561550</own:issuerCik>
      <own:issuerName>DataDog Inc</own:issuerName>
      <own:issuerAddress>
        <com:street1>620 8th Ave 45th Fl</com:street1>
        <com:city>New York</com:city>
        <com:stateOrCountry>NY</com:stateOrCountry>
        <com:zipCode>10018</com:zipCode>
      </own:issuerAddress>
      <own:issuerContactPhone>8663294466</own:issuerContactPhone>
      <own:nameOfPersonForWhoseAccountTheSecuritiesAreToBeSold>Dev Ittycheria</own:nameOfPersonForWhoseAccountTheSecuritiesAreToBeSold>
      <own:relationshipsToIssuer>
        <own:relationshipToIssuer>Director</own:relationshipToIssuer>
      </own:relationshipsToIssuer>
    </own:issuerInfo>
    <own:securitiesInformation>
      <own:securitiesClassTitle>Common</own:securitiesClassTitle>
      <own:brokerOrMarketmakerDetails>
        <own:name>Merrill Lynch Pierce Fenner &amp; Smith</own:name>
        <own:address>
          <com:street1>100 Federal St. 12th Fl</com:street1>
          <com:city>Boston</com:city>
          <com:stateOrCountry>MA</com:stateOrCountry>
          <com:zipCode>02127</com:zipCode>
        </own:address>
      </own:brokerOrMarketmakerDetails>
      <own:noOfUnitsSold>120000</own:noOfUnitsSold>
      <own:aggregateMarketValue>29853405.39</own:aggregateMarketValue>
      <own:noOfUnitsOutstanding>330825798</own:noOfUnitsOutstanding>
      <own:approxSaleDate>06/03/2026</own:approxSaleDate>
      <own:securitiesExchangeName>NASDAQ</own:securitiesExchangeName>
    </own:securitiesInformation>
    <own:securitiesToBeSold>
      <own:securitiesClassTitle>Common</own:securitiesClassTitle>
      <own:acquiredDate>12/29/2018</own:acquiredDate>
      <own:natureOfAcquisitionTransaction>Stock Option</own:natureOfAcquisitionTransaction>
      <own:nameOfPersonfromWhomAcquired>DataDog Inc</own:nameOfPersonfromWhomAcquired>
      <own:isGiftTransaction>N</own:isGiftTransaction>
      <own:amountOfSecuritiesAcquired>120000</own:amountOfSecuritiesAcquired>
      <own:paymentDate>06/03/2026</own:paymentDate>
      <own:natureOfPayment>Cash</own:natureOfPayment>
    </own:securitiesToBeSold>
    <own:nothingToReportFlagOnSecuritiesSoldInPast3Months>N</own:nothingToReportFlagOnSecuritiesSoldInPast3Months>
    <own:securitiesSoldInPast3Months>
      <own:sellerDetails>
        <own:name>LIDI 11 21 LLC</own:name>
        <own:address>
          <com:street1>C/O DataDog Inc</com:street1>
          <com:street2>620 8th Ave 45th Fl</com:street2>
          <com:city>New York</com:city>
          <com:stateOrCountry>NY</com:stateOrCountry>
          <com:zipCode>10018</com:zipCode>
        </own:address>
      </own:sellerDetails>
      <own:securitiesClassTitle>DataDog Inc</own:securitiesClassTitle>
      <own:saleDate>06/03/2026</own:saleDate>
      <own:amountOfSecuritiesSold>18000</own:amountOfSecuritiesSold>
      <own:grossProceeds>4478037.06</own:grossProceeds>
    </own:securitiesSoldInPast3Months>
    <own:noticeSignature>
      <own:noticeDate>06/03/2026</own:noticeDate>
      <own:signature>Dev Ittycheria</own:signature>
    </own:noticeSignature>
  </own:formData>
</own:edgarSubmission>
