Middle Age Miles

Re-Matching to Wyndham Rewards Diamond from Caesars Diamond Is a Breeze

status match caesars-to-wyndham caesars rewards diamond wyndham rewards diamond


One of the most popular articles we’ve published at Middle Age Miles, which still gets dozens of hits every day, was about how to status match your way to Diamond elite status with the Caesars Rewards program.

In that article, we outlined 2 paths to status match your way to Caesars Diamond status.

The first way involved working your way through Wyndham Rewards, which has a partnership with Caesars. In that two-step method, you could match Hilton (Gold or above) or Marriott (Gold or above) elite status to match to a 90-day trial of Wyndham Diamond. Then, you could match Wyndham Diamond to Caesars Diamond through the Wyndham-Caesars partnership. This entire process was very convenient because it could all be done online.

The second way involved matching MLife Gold status (which you could achieve either directly, or through being Hyatt Explorist and linking your Hyatt & MLife accounts) to Caesars Diamond. This method opened a new avenue to Caesars Diamond, but it was less convenient because it required an in-person visit to a Caesars-family property to complete the matching from MLife Gold (or higher) to Caesars Diamond.

Philly and I both used the first method to successfully status match our way from Hilton/Marriott status to 90-day trial Diamond status with Wyndham Rewards, then matched Wyndham Diamond to Caesars Diamond.

Earlier this month, my 90-day trial for Wyndham Diamond ran out (I completed 0 of the 14 nights necessary to retain the status). I checked my Wyndham Rewards account, and I had been downgraded to Platinum status. (I was entitled to Platinum status by virtue of holding the fee version of the Barclays Wyndham Rewards Visa card.)

Re-Matching to Wyndham Rewards Diamond Status

At this point, I wanted to use my Caesars Diamond status to re-match myself back up to Wyndham Diamond status. The carousel needs to keep spinning, so we can continue to get those nice Caesars Diamond benefits like discounted/comped rooms, waived resort fees, dinner credits and show tickets!

Re-matching to Wyndham Diamond status turned out to be incredibly easy. Here’s what to do:

1 – On the Wyndham Rewards website, go to the Caesars Rewards Status Match page:

2 – Sign in to your Wyndham Rewards account

3 – Enter your Caesars Rewards number, email, zip code and birth date, then click “Match My Status.”

And that’s it.

The system immediately confirmed that I was re-matched to Wyndham Diamond status.

My online account immediately showed Diamond status as well.

It couldn’t be easier (as long as you have the correct link to start; note that alternatively, you can start the re-matching process from the Caesars Rewards status matching page for Wyndham).

How Long Will Matched Status Last?

According to Wyndham’s terms and conditions, status levels matched from Caesars Rewards are good through the end of the calendar year in which the match occurs. Thus, for example, my re-matched Wyndham Diamond status should expire on 12/31/2019.

What Can You Do Then?

When your matched Wyndham Diamond status expires, you should be able to use your Caesars Diamond status to immediately re-match back to Wyndham Diamond. Importantly, the Caesars elite reward year ends on January 31, so if you matched to Caesars Diamond during 2019, your status should last until 1/31/2020.

Thus, it’s critically important to re-match in January. In my situation, after 1/1/2020, my Wyndham Diamond status should be gone, but I’ll still have Caesars Diamond through 1/31/2020. Thus, to keep my status-matching carousel going, I’ll need to re-match to Wyndham Diamond again during January 2020, using the same process outlined in this article. Then, after my Caesars Diamond status expires on 1/31/2020, I’ll need to re-match Wyndham Diamond to Caesars Diamond to keep my elite benefits alive.

Let’s hope that the music never stops on this status match merry-go-round!

Update as of 5/14/2019

The next day after I re-matched to Diamond, I received an email from Wyndham Rewards welcoming me to Diamond status. The subject line of the email was, “Craig, You’re Officially DIAMOND (Get Excited!).”

The email reminded me of certain Diamond benefits, including that Diamond members can receive suite upgrades on award bookings. We’ll see how that works out when we have an award night stay in Switzerland later this summer.

An Aside and Postscript

I might have had an alternative method to get back to Wyndham Diamond status. On April 4, just after Wyndham Rewards completed its integration of the La Quinta Returns program, I received an email from Wyndham Rewards stating that I was entitled to Wyndham Diamond status as a result of my Elite status level with La Quinta at the time of the integration.

Text of email I received from Wyndham Rewards on 4/4/2019

This email arrived during my 90-day Wyndham Diamond trial period. I wondered if my Wyndham Diamond status would continue after the end of my trial period on its own, based on this email communication. But it didn’t. As mentioned earlier in this article, I dropped to Platinum when the 90-day trial period expired.

I suspect that I could have called Wyndham Rewards, explained this situation, and eventually been upgraded to Diamond status for the rest of 2019 based on the email. But that seemed like a lot of trouble and potential frustration. Re-matching from Caesars Diamond seemed like a much easier path. And indeed, it worked quickly and flawlessly.


If you have hotel elite status and if you ever visit Vegas, you should get onboard with the Wyndham and Caesars status match programs. Go back to our earlier article and status-match your way to discounted rates and sweet perks.

And if you’re on the Wyndham-Caesars status matching carousel, be sure to pay attention to your expiration dates and keep re-matching to enjoy the benefits! As we show here, it’s easy to stay on board!

What’s your favorite way to use Caesars Diamond benefits (or Wyndham Diamond benefits)? Please share with us and other Middle Age Miles readers in the Comments!

At Middle Age Miles, we love to bring you travel, credit card and points-and-miles information that you can use to help make your travel dreams come true. To see all of our tips and insights, please Like and follow us on social media at:

Please share and re-tweet our posts and tell all of your friends about Middle Age Miles! Thank you!


Leave a Reply

Your email address will not be published. Required fields are marked *

%d bloggers like this: