This packing list has been making the rounds in different groups on Whatsapp and it is very helpful whether you are a first timer or a regular in Uman for Rosh Hashana. I don’t know who the original author is but we have also added on some small additions here and there:

Cell Phone/Charger

Ukraine uses same power outlets as Israel so Israeli chargers work there without any converters. For American chargers you will need a converter.

Make sure to order kosher meals for your flight(s) and bring extra food just in case especially if you have a long connection somewhere.

Passport
Flight Itinerary

Vaccination card/certificate if applicable

Recovery certificate if applicable

Negative PCR test if applicable

Ukrainian Insurance (everyone needs it)

Pen (very annoying not to have)
Tallis & Tefillin (in carry on. This sound elementary but I have seen people check it in)
Kittel
Regular weekday/Shabbos Siddur and Rosh Hashana Machzor (Machzorim can be purchased in Uman)
Slichos
Seforim (I mostly make copies of the pages I will need. This saves a lot of weight and space.)
Tea lights
Tissues/Wipes
Money – US dollars (different size bills so you will always have exact change, especially singles.)
Shabbos/Yom Tov clothes

Hat/Scarf
Raincoat (check weather before to see if you need a warmer coat)
Underwear
Socks
Boots are very good to have there.

Sweat shirt
Sweat Pants/PJ’s
Slippers
Shirts
Pants

A bag to keep stuff in when going to the mikva 

2 Towels

Shampoo
Soap
Toothbrush/Toothpaste
Nail clippers

Deodorant
Small Flashlight (invaluable for when everyone is sleeping and you need to find something and for travelling at night)

Headphones

Batteries
Tylenol Motrin or any meds you need
Imodium (just in case)

Pack some socks and underwear in your carry on. It takes up very little room. Very good to have if your luggage gets lost.

Many things on this list can be purchased in Uman but they are usually expensive. So try not to forget anything.