<?xml version="1.0"?>
<ownershipDocument>

    <schemaVersion>X0508</schemaVersion>

    <documentType>4</documentType>

    <periodOfReport>2026-01-01</periodOfReport>

    <issuer>
        <issuerCik>0001519449</issuerCik>
        <issuerName>Skyward Specialty Insurance Group, Inc.</issuerName>
        <issuerTradingSymbol>SKWD</issuerTradingSymbol>
    </issuer>

    <reportingOwner>
        <reportingOwnerId>
            <rptOwnerCik>0002102589</rptOwnerCik>
            <rptOwnerName>McHarg Taryn Leonie</rptOwnerName>
        </reportingOwnerId>
        <reportingOwnerAddress>
            <rptOwnerStreet1>800 GESSNER ROAD</rptOwnerStreet1>
            <rptOwnerStreet2>SUITE 600</rptOwnerStreet2>
            <rptOwnerCity>HOUSTON</rptOwnerCity>
            <rptOwnerState>TX</rptOwnerState>
            <rptOwnerZipCode>77024</rptOwnerZipCode>
            <rptOwnerStateDescription></rptOwnerStateDescription>
        </reportingOwnerAddress>
        <reportingOwnerRelationship>
            <isDirector>false</isDirector>
            <isOfficer>true</isOfficer>
            <isTenPercentOwner>false</isTenPercentOwner>
            <isOther>true</isOther>
            <officerTitle>CFO - Apollo</officerTitle>
            <otherText>Division of Skyward Group</otherText>
        </reportingOwnerRelationship>
    </reportingOwner>

    <aff10b5One>0</aff10b5One>

    <nonDerivativeTable>
        <nonDerivativeTransaction>
            <securityTitle>
                <value>Common Stock</value>
            </securityTitle>
            <transactionDate>
                <value>2026-01-01</value>
            </transactionDate>
            <transactionCoding>
                <transactionFormType>4</transactionFormType>
                <transactionCode>A</transactionCode>
                <equitySwapInvolved>0</equitySwapInvolved>
                <footnoteId id="F1"/>
            </transactionCoding>
            <transactionAmounts>
                <transactionShares>
                    <value>7764</value>
                    <footnoteId id="F2"/>
                </transactionShares>
                <transactionPricePerShare>
                    <value>50</value>
                </transactionPricePerShare>
                <transactionAcquiredDisposedCode>
                    <value>A</value>
                </transactionAcquiredDisposedCode>
            </transactionAmounts>
            <postTransactionAmounts>
                <sharesOwnedFollowingTransaction>
                    <value>7764</value>
                </sharesOwnedFollowingTransaction>
            </postTransactionAmounts>
            <ownershipNature>
                <directOrIndirectOwnership>
                    <value>D</value>
                </directOrIndirectOwnership>
                <natureOfOwnership>
                    <value></value>
                </natureOfOwnership>
            </ownershipNature>
        </nonDerivativeTransaction>
    </nonDerivativeTable>

    <derivativeTable></derivativeTable>

    <footnotes>
        <footnote id="F1">On January 1, 2026, the Issuer completed the acquisition of the entire issued share capital of Apollo Group Holdings Limited (&quot;Apollo&quot;). Pursuant to the terms of the Apollo Share Purchase Agreements, the consideration for the acquisition of Apollo was satisfied by the issuance of shares of Common Stock by the Issuer to the &quot;Minority Sellers&quot; and together with the &quot;Majority Sellers&quot;, the &quot;Sellers&quot; with the remainder paid by the Issuer to the Sellers in cash</footnote>
        <footnote id="F2">The Reporting Person was a Seller in the transaction and as such acquired 7,764 shares of Common Stock of the Issuer at a purchase price of $50.00 per share, in conjunction with the completion of the transaction</footnote>
    </footnotes>

    <ownerSignature>
        <signatureName>/s/ Patricia Ryan, Attorney-in-Fact</signatureName>
        <signatureDate>2026-01-05</signatureDate>
    </ownerSignature>
</ownershipDocument>
