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

    <schemaVersion>X0306</schemaVersion>

    <documentType>4/A</documentType>

    <periodOfReport>2018-01-02</periodOfReport>

    <dateOfOriginalSubmission>2018-01-03</dateOfOriginalSubmission>

    <notSubjectToSection16>0</notSubjectToSection16>

    <issuer>
        <issuerCik>0001433714</issuerCik>
        <issuerName>CASTLIGHT HEALTH, INC.</issuerName>
        <issuerTradingSymbol>CSLT</issuerTradingSymbol>
    </issuer>

    <reportingOwner>
        <reportingOwnerId>
            <rptOwnerCik>0001718608</rptOwnerCik>
            <rptOwnerName>Cohen Seth B.</rptOwnerName>
        </reportingOwnerId>
        <reportingOwnerAddress>
            <rptOwnerStreet1>C/O CASTLIGHT HEALTH, INC.</rptOwnerStreet1>
            <rptOwnerStreet2>150 SPEAR ST., SUITE 400</rptOwnerStreet2>
            <rptOwnerCity>SAN FRANCISCO</rptOwnerCity>
            <rptOwnerState>CA</rptOwnerState>
            <rptOwnerZipCode>94105</rptOwnerZipCode>
            <rptOwnerStateDescription></rptOwnerStateDescription>
        </reportingOwnerAddress>
        <reportingOwnerRelationship>
            <isDirector>1</isDirector>
            <isOfficer>0</isOfficer>
            <isTenPercentOwner>0</isTenPercentOwner>
            <isOther>0</isOther>
            <officerTitle></officerTitle>
            <otherText></otherText>
        </reportingOwnerRelationship>
    </reportingOwner>

    <nonDerivativeTable>
        <nonDerivativeTransaction>
            <securityTitle>
                <value>Class B Common Stock</value>
            </securityTitle>
            <transactionDate>
                <value>2018-01-02</value>
            </transactionDate>
            <deemedExecutionDate></deemedExecutionDate>
            <transactionCoding>
                <transactionFormType>4</transactionFormType>
                <transactionCode>A</transactionCode>
                <equitySwapInvolved>0</equitySwapInvolved>
            </transactionCoding>
            <transactionAmounts>
                <transactionShares>
                    <value>55263</value>
                    <footnoteId id="F1"/>
                </transactionShares>
                <transactionPricePerShare>
                    <value>0</value>
                </transactionPricePerShare>
                <transactionAcquiredDisposedCode>
                    <value>A</value>
                </transactionAcquiredDisposedCode>
            </transactionAmounts>
            <postTransactionAmounts>
                <sharesOwnedFollowingTransaction>
                    <value>298333</value>
                    <footnoteId id="F2"/>
                </sharesOwnedFollowingTransaction>
            </postTransactionAmounts>
            <ownershipNature>
                <directOrIndirectOwnership>
                    <value>D</value>
                </directOrIndirectOwnership>
            </ownershipNature>
        </nonDerivativeTransaction>
    </nonDerivativeTable>

    <derivativeTable></derivativeTable>

    <footnotes>
        <footnote id="F1">Represents an award of restricted stock units (&quot;RSUs&quot;).  The RSUs will vest in equal quarterly installments over three years, beginning on April 2, 2018.  Each RSU represents a contingent right to receive one share of the Issuer's Class B common stock upon settlement for no consideration.</footnote>
        <footnote id="F2">As the result of an administrative error, the Form 4 filed by the Reporting Person with the Securities and Exchange Commission (&quot;SEC&quot;) on January 3, 2018 contained an error in the number of shares reported in this column as beneficially owned.  This amended report corrects that number to include shares underlying the RSU awards that were reported on the Form 3 filed by the Reporting Person with the SEC on January 3, 2018.</footnote>
    </footnotes>

    <ownerSignature>
        <signatureName>/s/ Jennifer Chaloemtiarana, by power of attorney</signatureName>
        <signatureDate>2018-06-22</signatureDate>
    </ownerSignature>
</ownershipDocument>
