Middle Age Miles

Happy New Year! Time to Re-Match Caesars to Wyndham Diamond, and Here’s How

status match caesars rewards diamond to wyndham rewards diamond


Happy New Year and New Decade to all Middle Age Miles readers!

We wanted to start the year off right, with a reminder about one of the most fun and most-viewed topics from Middle Age Miles over the past year – status matching to Wyndham Rewards Diamond and Caesars Rewards Diamond.

If you don’t know what we’re talking about, go back to this article from last year to learn about how to status match your way to Diamond elite status with they Wyndham Rewards program, and then use that status to match to Diamond elite status with Caesars Rewards:

The first technique described in that article still works today. It’s a two-step method. First, use Hilton (Gold or above) or Marriott (Gold or above) elite status to match to a 90-day trial of Wyndham Diamond. Then, use your newfound Wyndham Diamond status to match to Caesars Diamond through the partnership between Wyndham and Caesars. Each step may take a few days to process, but overall this path is very convenient and can all be done online.

As another piece of background information, we’ll remind you what Caesars Rewards Diamond status gets you. You can see the full official list from Caesars here, but the key benefits to us are:

  • $100 Celebration Dinner credit per year
  • No resort fees on stays at Caesars properties
  • Discounted room rates
  • 2 free show tickets, once per calendar month (to a limited set of shows; check each month’s listing for specific shows)
  • Special “shortcut” lines and check-in facilities for Diamond members
Middle Age Miles enjoying some Caesars Diamond status
at the Vanderpump Cocktail Garden at Caesars Palace

There’s also the possibility of receiving a “free” stay at Atlantis in the Bahamas. We don’t know much about this process, but our friend Dave Grossman at MilesTalk did this and has a good article here.

The last thing to know – and the most important for purposes of this article – is that, for now, you can continue to re-match back and forth between Caesars Diamond and Wyndham Diamond. This works largely because Wyndham and Caesars operate on different membership “years”:

  • Wyndham is on a calendar year – Jan 1 through Dec 31
  • Caesars is on a shifted year – Feb 1 through Jan 31

Thus, when Wyndham Diamond status expires after December 31 in any given year, your Caesars Diamond status will still be intact for another month.

All of which brings us to today’s topic and reminder – it’s time to re-match Caesars Diamond status back to Wyndham Diamond!

You’ll need to do this re-matching during January for sure. But go ahead and do it right now!

Re-Matching to Wyndham Rewards Diamond Status

As we mentioned above, it’s an easy process to re-match your Caesars Diamond status back to Wyndham Diamond status.

One quick note before we start, though – This morning, we expected to find that our Wyndham status had reverted all the way down to the base level, Blue. However, when we first logged in to our account, we saw that Wyndham had soft-landed us to Platinum status, just a one-level drop. Even though we were about to re-match to Diamond, we thought that was a kind gesture by Wyndham, especially given that we earned only 2 elite status nights with Wyndham during 2019. We also saw that Wyndham rolled over our 2 nights from 2019 into our 2020 total, which again seemed like a nice gesture.

Here’s what our status looked like when we first signed in today:

Ok, back to the business at hand – re-matching to Wyndham Diamond. Here’s how to do it:

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:

And my Wyndham online account immediately reflected my Diamond status as well:

The re-matching process could hardly be easier (as long as you have the correct link to start; we promise, it’s a lot easier to use the link in our article than to find it yourself searching through the Wyndham Rewards site!)

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, if you re-match today, your Wyndham Diamond status should be good through 12/31/2020.

What Do You Need to Do Next?

After you re-match to Wyndham Diamond in January, the next step comes on February 1. That’s when your current Caesars Diamond status will have expired (remember, the Caesars Rewards “year” runs from Feb 1 through Jan 31). At that time, you’ll want to use your Wyndham Diamond status to re-match yourself to Caesars Diamond. Set your calendar reminder now while it’s on your mind!

Also, we’ll go ahead and insert here a handy link you can use on February 1 to re-match Wyndham Diamond to Caesars Diamond:


We’ve had a lot of fun over the past year getting and using Caesars Diamond status ourselves, and sharing it with several close friends and family members as well as lots of Middle Age Miles readers! Let’s keep the party rolling into 2020!

What’s been your favorite way to use Caesars 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!

21 thoughts on “Happy New Year! Time to Re-Match Caesars to Wyndham Diamond, and Here’s How

  1. Grant

    That was easy! Now I just need to wait until Feb 1. I was in Las Vegas last week and got my card at Caesars Palace, but didn’t get a chance to use the free dinner or show tickets in 2019. Got to see my new niece and family in Henderson 🙂

    1. Craig at Middle Age Miles Post author

      Happy New Year, Grant! I’m glad your re-match went smoothly. Congrats on the arrival of your niece! All our best to you and Laura for a happy and healthy 2020! ~Craig

        1. Craig at Middle Age Miles Post author

          Thanks Grant. Yep, good NYE and good day of watching football here too 🙂 And I really appreciate the re-tweet on this article!

  2. Tmouse

    Thanks!! Did the merry go round this summer in AC! Have a Vegas trip planned for April and that Cesars Diamond will be killer! 😉

    1. Craig at Middle Age Miles Post author

      Happy New Year, Tmouse! Thanks for the comment. I’m sure Vegas in April will be a blast – have fun with your Caesars Diamond status!!! ~Craig

  3. bafman

    I had no idea I could match back and forth between Wyndham and Caesars more than once so thanks for the article. When I matched my Hilton Diamond to Wyndham and then Caesars last year I thought it was a 1 shot deal. What a nice surprise for me! Glad I stumbled across your article.

    1. Craig at Middle Age Miles Post author

      Hi bafman – Happy New Year! I’m very glad that you found the article and that your re-match worked smoothly. Pretty cool 🙂 Have fun and good luck on your next trip to Caesars! ~Craig

  4. Kevin

    Craig, thanks for the reminder! Over Labor Day, we used this tip from your article last year to get the $100 celebration dinner credit at Caesar’s (actually received 2 credits as my wife also used this trick). We also used the 2 free tickets to a show in December. Looking forward to the $200 in credit for dinner and another free show on a return trip later this year. Time to start planning for another trip!

    1. Craig at Middle Age Miles Post author

      Hey Kevin! You and your bride are killing it on the Caesars Diamond benefits. Definitely looking forward to using the credits and show tickets on the next trip!!! There will be a lot of credits to use 🙂 ~Craig

  5. Risa raye

    Hi there…
    I just used this to rematch mine so thank you.
    However – I status matched my Husband to Wyndham plat in December 2020, but held off on the Caesars match because i thought he would only get 1 month of benefit instead of 11 months. If I status match him now to Caesars I know he will get an expiration of 1.30.20. We are going to Vegas next week.. if i do this, will I be able to re-match him again on Feb 1 using the same status match he has now?

    1. Craig at Middle Age Miles Post author

      Hi Risa – Thanks for the comment, and good question. If you match your husband from Wyndham to Caesars now, you *will* be able to re-match him again on/after Feb 1. So yes, go ahead and get him matched to Caesars now 🙂 Have fun and good luck on your Vegas trip next week! ~Craig

        1. Risa

          Hi. I just wanted to give you a data point.

          I ended up doing the status match for my husband on 1/4.

          A few things
          – we went to vegas on 1/8 and his food credit wasn’t there. The rep said it takes 7 days to appear after a statuts match.
          – his card has an expiration date of 1/2021. I found that odd

          1. Craig at Middle Age Miles Post author

            Hi Risa – Many thanks for the update and DP. I would say that experiences are all over the map in terms of when the credits show up on the card. The first time we did this for Philly, they told her 30 days! Other people have gotten their benefits in less than 7 days. Lots of YMMV on this, best I can tell. I can’t recall where you were staying, but I would say that the best chance for success would be to go to the Caesars Rewards desk at Caesars Palace, and not one of the satellite properties.

            That’s actually nice that his status goes through 1/21 even though you did the match in 1/20. As you’ve probably read, the normal Caesars “status year” runs from Feb 1 each year through Jan 31 of the following year. We’ve been giving advice for people to wait until 2/1/20 to do the Wyndham-to-Caesars part of the match, but based on your husband’s DP, perhaps that’s not strictly necessary. Honestly, though, I wouldn’t take any chances with it unless my trip to Vegas was during the first week of February.

            Thanks again for the updated info! ~Craig

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  9. Deb

    OMG I can’t believe I signed up for the Founders Card unnecessarily. I never completely followed through (luckily I checked) to upgrade status to Diamond at Wyndam from Caesars so I just did that today. Now I will wait until after 2/1. I seriously will be amazed if I am upgraded to Diamond next week when I go to the Caesars page. I became Diamond through hotel stays at Caesars in 2018 so I am Diamond through end of this month. But this year only made it to Platinum and I got very used to the Diamond perks. I purchased the Founders Card for $295 for the year as we are going to Las Vegas end of Feb and I would get that money back in resort fees and the diamond dinner then have another stay later in the year. But then I saw this!

    1. Craig at Middle Age Miles Post author

      Hi Deb – Thanks for the comment, but sorry about your timing! Hopefully you can make some other use of FoundersCard benefits? For what it’s worth, I picked up the FC too using the Black Friday $295 offer. My plan is to do a real, unbiased/unsponsored/uncompensated review of FC benefits at some point in the next few months. I haven’t spent much time working on this project yet, though. Stay tuned.

      Good luck on your Vegas trip next month!!! ~Craig

  10. Risa Raye

    Craig- I totally agree!
    I am not doing my status match until tomorrow to be safe. LOL.
    Thanks for all the advice.

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