Middle Age Miles

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

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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!

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22 thoughts on “Re-Matching to Wyndham Rewards Diamond from Caesars Diamond Is a Breeze

    1. Craig at Middle Age Miles Post author

      Hi TL – You’re most welcome! Glad it helped. Thanks for reading Middle Age Miles, and have fun in Vegas! ~Craig

  1. tcATL

    This also works with Hyatt and MLife. I rematched my MLife Gold (that I received last year due to my Explorist status) to Hyatt last month and am now Explorist through the end of 2020.

  2. Dan

    Thank you for this article! I was able to renew my Wyndham diamond today and will use that to re-match Caesar’s diamond after Jan 31 😉

    1. Craig at Middle Age Miles Post author

      Hi Dan – Happy New Year! Thanks for the comment. We’re about to do the same 🙂 Looking forward to more nice rewards & benefits with Caesars Diamond in 2020! ~Craig

      1. Irene

        Just got the Wyndham Diamond for 90 days. Thanks!
        Do we have to wait until after 1/31/2020 to match Caesars from Wyndham Diamond to get Caesars Diamond until the end of 2020?
        Doesn’t Caesars starts on 1/1/2020 for the 2020 year? Thanks!

        1. Craig at Middle Age Miles Post author

          Hi Irene – Congrats on getting Wyndham Diamond! The Caesars “status year” runs from 2/1 through 1/31. You can match now to Caesars Diamond if you want. But you’ll also have to do the match to Caesars Diamond again on or after 2/1/20.

          Once your Wyndham Diamond 90-day trial status expires, you can re-match your Caesars Diamond to get the Wyndham Diamond status back for the rest of 2020.

          Good luck and have fun using the Diamond benefits! I hope you continue to read and enjoy Middle Age Miles! ~Craig

          1. Craig at Middle Age Miles Post author

            You’re most welcome, Irene. You’d be surprised at how many people don’t say “Thank you” after I take the time to give them advice for free. I appreciate that you did.

            Have a great weekend! ~Craig

  3. JohnB

    The free parking and no resort fee at Caesar’s hotels is worth doing this. My average savings is $200 per Vegas trip. Plus the yearly $100 dining benefit is awesome!

    1. Craig at Middle Age Miles Post author

      Agreed, JohnB – this is definitely worth doing for anyone who ever travels to Vegas. Thanks for reading and commenting, and good luck on your next Vegas trip! ~Craig

  4. Tony Qian

    I just tried to re-match from Caesars to Wyndham in order to keep the carousel spinning. The agent informed me that I would not be able to rematch to Wyndham until after Jan 31st, which is after my Caesars rewards status would expire. This is to prevent exactly what I (we) are trying to do. However, you are allowed to re-match from any other hotel chain once per calendar year, and then you should be able to re-match to Caesars rewards again. Not as easy as you’ve written it here!

  5. Tony Qian

    I got it done! I had tried multiple times to do it online but it kept saying failed. After the fail with the agent, I was reading some blogs about the match. One mentioned that the info on both accounts had to be exactly the same. After checking both, I realized one account used a 5 digit zip code while the other account used a 9 digit. After fixing this, I tried again and it worked! Now I’ll just wait until Feb 1 to match from Wyndham to Caesars again

    1. Craig at Middle Age Miles Post author

      Awesome, Tony! Glad it worked out. Good trouble-shooting! And thanks for the update. I had been thinking through your situation, as it seemed to be an outlier – but your update explains everything. Congrats and enjoy the status! ~Craig

  6. Ricky

    I have completed every leg of this except matching back to Caesar Diamond. It will expire on 1/31/2020. Are you sure that Caesars will allow the status match back? Ive heard rumors that they don’t allow status match in back to back years. Thoughts? Otherwise, thank you for the help!

    1. Craig at Middle Age Miles Post author

      Hi Lee – We got a message that Diamond status will appear on our Caesars account within 7 business days. We know others have gotten the same message at the conclusion of the status match process. Our experience is that it also takes some time for the Diamond offers to load, even after Diamond status is showing. We’ve been told up to 30 days, but I think for the most part it has been happening in 7 days or less after the account shows Diamond status. Hope that helps! ~Craig

  7. Brandon A

    I did the wyndham diamond match back to ceasars on 2/1/20 online and i got the message that my ceasars account will be diamond within 7 business days. I looked today and my account still shows platinum status. Has anybody else had issues lately with matching back to caesars diamond from wyndham.

    1. Ang

      I did mine on the 2nd. After reading several comments I updated my addresses and submitted my request about 4 times from the 4-11 of Feb. I just got upgraded to diamond today.

  8. THAO lE

    I submit the status match request on 2/4 and as of yesterday 2/18, my status didn’t change. I went to Caesar website and use the contact us email, submit a ticket, my status got updated to Diamond this morning.

    1. Craig at Middle Age Miles Post author

      Hi Thao Ie – Thanks for the DP on needing some manual intervention from Caesars. I’m sure that the Caesars people were overwhelmed by volume on Feb 1 and the following days. Very glad to hear that you got updated to Diamond and that you’re good to go for Caesars 2020! ~Craig

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