Best Prison Pen Pal Apps & Games

154+ iOS apps & games curated and reviewed

3.9 avg rating
20 free apps & games
Updated November 2026

Every iPhone needs a few good prison pen pal apps and games. We benchmark 154+ of them on App Store rating, freshness, and pricing, then surface the standouts so you don't have to scroll the App Store yourself.

Compare top Prison Pen Pal Apps & Games (November 2026)

#AppPriceRatingAdsIn-App PurchasesUpdated
1Penmate: Send mail to jailPenmate: Send mail to jailFree4.6โ˜… (1.2K)NoNoOct 2026
2Getting Out: Inmate LettersGetting Out: Inmate LettersFree3.7โ˜… (19)NoYesOct 2026
3Beyond Walls ConnectBeyond Walls ConnectFreeโ€”NoNoOct 2026
4myViaPathmyViaPathFree2.0โ˜… (2.3K)YesNoNov 2026
5KiwichatKiwichatFree3.0โ˜… (17)NoYesOct 2026
6PenPal MessengerPenPal MessengerFree3.0โ˜… (4)NoNoOct 2026
7Securus MobileSecurus MobileFree4.6โ˜… (65K)NoNoNov 2026
8SendThatBreadSendThatBreadFreeโ€”NoNoMay 2026

Top Picks for Prison Pen Pal

Penmate: Send mail to jail#1

Penmate: Send mail to jail by Penmate, Inc

Send mail from your phone
Editor's Choice
๐Ÿ“Š Productivity
4.6๐Ÿ˜ž(1.2K ratings)
Free
Penmate: Send mail to jail screenshot 1
Penmate: Send mail to jail screenshot 2
Penmate: Send mail to jail screenshot 3
Penmate: Send mail to jail screenshot 4

Easily send messages and emails to incarcerated loved ones. Upload photos and design custom postcards to be delivered directly to them. Stay connected with those in jail or prison through this convenient mobile service.

What We Love

  • ๐Ÿš€ Fast delivery
  • ๐Ÿ‘ Easy to use
  • ๐Ÿ‘ Convenient way to stay in touch
  • ๐Ÿ’ก Allows sending pictures
  • ๐Ÿ‘ Great customer service

Room to Improve

  • ๐Ÿ’ฐ Expensive
  • โฑ๏ธ Slow delivery times
  • ๐Ÿ› Issues with messages/pictures not being delivered
  • ๐Ÿ”’ Privacy/security concerns
  • ๐Ÿ” Inaccurate inmate search

More Prison Pen Pal apps to explore

FAQ about Prison Pen Pal

What are the best prison pen pal apps & games for iPhone?
Penmate: Send mail to jail tops our prison pen pal apps & games ranking as of November 2026, with a 4.6-star average from 1.2K App Store ratings, and it's free to download.
Yes โ€” 20 of the top prison pen pal apps & games we rank are free to download, including Penmate: Send mail to jail and Getting Out: Inmate Letters.
Penmate: Send mail to jail has no ads and has no in-app purchases, according to its App Store listing as of November 2026.
We track 154+ prison pen pal apps & games on the iOS App Store as of November 2026, ranked by rating, recency, and analysis of real user reviews.