Thanks!!
The only credit card I've actually opened over the last 24 months is a Chase Sapphire Reserve Card. I had a Macy's card upgraded for me without my involvement... I "re-opened" a Target Red card that got closed due to inactivity.
Sayhello
OK that sounds promising. To be certain though, I"d suggest checking your FICO or FAKO (Credit Karma) to see if you are at 1/24 or 3/24. Chase has what is known as a 5/24 rule. The will auto deny anyone who has opened 5 or more cards of any type over the previous 24 months. Since UR points are the most valuable this should be your launching point. I would suggest getting a CIP (Chase Ink Preferred) . This is a business card. I am not sure if you have a business, but I am certain that like most of us on this thread (myself included) you have a "business"

You do not need an EIN to open a business card if you are the sole proprietor. You use your social security number and your business name is your own legal name that is on any other credit card, like your CSR card.
Some of the "businesses" people have on this thread include, consultant, bake cookies for resale, Ebay seller, Etsy seller, blogger, dog groomer, rental property,
travel agent, essential oils distributor, child care etc. For revenue, I usually enter $1,000 or so since that is what I was pulling in when I was grooming show dogs as a side hustle. We have a lot of amazing people on this thread that tirelessly and joyfully help out everyone. I think this thread is probably the friendliest, positive vibe and most non judgmental thread on the entire DISboards! Everyone has their own area of expertise on travel hacking and we all (including the newbies) share what we've done and how it worked for us. Therefore, we also support each other by using the support links that are kept on
https://www.reddit.com/r/DISchurners whenever one of us applies for a new credit card as a way of giving back. That group is private and open to Disboard members. All you need to do is create a reddit name if you don't already have one and PM
@SouthFayetteFan or
@Albort to add you to the group. Then, you can also add your support link for your CSR which someone might use and you will get extra ultimate reward points from chase when that person uses your link to get a new card. All the discussions on travel hacking take place here so you don't need to follow 2 threads. However, there is a lot of great info that is stored there as a quick way to find reference info on a given topic. Much easier than finding one post in over 1,000 pages here.
Next, you will need to find out which airline is your best bet to get to KIX or ITM from your airport. This will give you a general idea of what airline miles you need. Is ORD your airport? I think I recall reading that on the ABD threads. Getting premium award space will be tough but getting the flight paid for with UR points will be do-able. I saw flights near your dates for $1500 RT and under. That would mean you need 100,000 UR points out of your CSR card. So, you apply for the CIP business card, make the $5,000 spend in 3 months. The reddit group has explanations on how to do that by using Plastiq to pay mortgage and other various work around to meeting minimum spend requirements. That will get you 85,000 UR points after the spend in your CIP account which you can transfer to your CSR account. Then you apply for the Chase Freedom card which is 15,000 UR points after spending $500. Transfer those to your CSR account and BOOM, flight paid for!