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Best Prison Pen Pal Apps & Games

216+ iOS apps & games curated and reviewed

3.7 avg rating
20 free apps & games
Updated September 2026

Every iPhone needs a few good prison pen pal apps and games. We benchmark 216+ 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 (September 2026)

#AppPriceRatingAdsIn-App PurchasesUpdated
1GettingOutGettingOutFree1.9โ˜… (2.1K)YesNoSep 2026
2Penmate: Send mail to jailPenmate: Send mail to jailFree4.6โ˜… (997)NoNoSep 2026
3PenPal Letters : DearStrangerPenPal Letters : DearStrangerFree4.5โ˜… (130)NoYesSep 2026
4PenPal MessengerPenPal MessengerFree3.7โ˜… (3)NoNoJul 2026
5KiwichatKiwichatFree3.1โ˜… (14)NoYesAug 2026
6Inmate Photos, send to prisonInmate Photos, send to prisonFree4.7โ˜… (15K)NoNoSep 2026
7Securus MobileSecurus MobileFree4.6โ˜… (50K)NoNoSep 2026
8Prison VoicemailPrison VoicemailFree4.4โ˜… (5)NoNoAug 2026

Top Picks for Prison Pen Pal

GettingOut#1

GettingOut by Telmate, LLC

Editor's Choice
๐ŸŒ Social Networking
1.9๐Ÿ˜ž(2.1K ratings)
FreeAds
#35in Social Networking
GettingOut screenshot 1
GettingOut screenshot 2
GettingOut screenshot 3
GettingOut screenshot 4
GettingOut screenshot 5
GettingOut screenshot 6

Stay connected with incarcerated loved ones through easy communication. Send messages, photos, and videos, and manage contacts directly from your mobile device. This app facilitates reliable connections, helping to maintain relationships.

What We Love

  • ๐Ÿ™Œ Ability to communicate with loved ones
  • ๐Ÿ™‚ Convenient messaging feature
  • ๐Ÿ‘€ Video call option

Room to Improve

  • ๐Ÿ› Frequent app crashes and glitches
  • ๐Ÿ’ฐ Expensive messaging and call costs
  • ๐Ÿคฏ Unreliable and inconsistent performance
  • ๐Ÿ” Difficulty depositing funds and managing accounts
  • ๐Ÿค– Poor customer service and lack of support
Penmate: Send mail to jail#2

Penmate: Send mail to jail by Penmate, Inc

Send mail from your phone
Strong Contender
๐Ÿ“Š Productivity
4.6๐Ÿ˜ž(997 ratings)
Free
Penmate: Send mail to jail screenshot 1
Penmate: Send mail to jail screenshot 2
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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?
GettingOut tops our prison pen pal apps & games ranking as of September 2026, with a 1.9-star average from 2.1K 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 GettingOut and Penmate: Send mail to jail.
GettingOut shows ads and has no in-app purchases, according to its App Store listing as of September 2026.
We track 216+ prison pen pal apps & games on the iOS App Store as of September 2026, ranked by rating, recency, and analysis of real user reviews.
The GettingOut app is designed to facilitate communication between inmates and their family and friends. It allows users to stay connected by sending messages, photos, and videos, and also enables making deposits and managing contacts.
Key features include the ability to send and receive messages, send photos and videos (at select facilities), make deposits for inmate accounts, and manage your contacts. It aims to provide simple and reliable communication.