(Swift 3,4,5...) Send Email with Hotmail (live.com) -- smtp-mail.outlook.com

Demonstrates the SMTP settings required for sending email through Hotmail (A live.com email address). The Hotmail SMTP server is smtp-mail.outlook.com and receives connections on the SMTP port 587. It expects STARTTLS to establish an explicit TLS connection.

Note: When I first tested this code, I received the following error:

550 5.3.4 554-554 5.2.0 STOREDRV.Deliver; delivery result banner

Mozilla Thunderbird also encountered the same error. I then started a browser, visited outlook.live.com, and logged in to my account. I probably hadn't done that for a very long time. I then retried running this example, and everything worked.

Also, it seems that the SMTP server hostname can be either "smtp-mail.outlook.com" or "smtp.live.com". Both worked.

Chilkat Downloads for the Swift Programming Language MAC OS X (Cocoa) Objective-C/Swift Libs iOS Objective-C/Swift Libs

func chilkatTest() {
    // This example requires the Chilkat API to have been previously unlocked.
    // See Global Unlock Sample for sample code.

    // The mailman object is used for sending (SMTP) and receiving (POP3) email.
    let mailman = CkoMailMan()!

    // Set the SMTP server.
    // Apparently, both "smtp-mail.outlook.com" and "smtp.live.com" are valid.
    mailman.smtpHost = "smtp.live.com"
    mailman.smtpPort = 587

    // Set the SMTP login/password (if required)
    mailman.smtpUsername = "myLogin@live.com"
    mailman.smtpPassword = "MY-HOTMAIL-PASSWORD"

    // Create a new email object
    let email = CkoEmail()!

    email.subject = "This is a test"
    email.body = "This is a test"
    email.from = "My Hotmail Account <myLogin@live.com>"
    var success: Bool = email.add(to: "Chilkat Admin", emailAddress: "admin@chilkatsoft.com")

    success = mailman.openSmtpConnection()
    if success != true {
        print("\(mailman.lastErrorText!)")
        print("ConnectFailReason = \(mailman.connectFailReason.intValue)")
        return
    }

    success = mailman.smtpAuthenticate()
    if success != true {
        print("\(mailman.lastErrorText!)")
        return
    }

    success = mailman.send(email)
    if success != true {
        print("\(mailman.lastErrorText!)")
        return
    }

    mailman.closeSmtpConnection()

    print("Email Sent.")

}