
The Chesterton Schools Network
2026 Pilgrimage to Italy
$2700 + airfare (TBD for each school separately)
The 2026 Chesterton Schools Network pilgrimage is taking place in two separate groups: March 16 – 27, 2026 (“Week Uno”), and March 30 – April 10, 2026 (“Week Due”). Each group will visit the same sites and share the same experiences: six nights in Rome, one night in Florence and three nights in Assisi. The 2026 pilgrimage is particularly special as we will have the opportunity to greet Pope Leo XIV and receive his blessing, which during the first year of his papacy carries with it a plenary indulgence. For the full itinerary click on the brochure, linked below.
Please register for the pilgrimage at the link below on this webpage. Our office will then be in touch with you by email with more information and a link to pay the $300 deposit, which will secure your place on the trip.
The $2700 cost includes everything except daily lunch or dinner and airfare. Airfare will be arranged for each school on a case by case basis and will be communicated to each school separately.
If you have any questions, please contact our office directly at office@prorome.com or by phone at (434) 953-1112.
Pilgrims MUST register before July 20, 2025. After this date it may not be possible to add travelers.
2026 Pilgrimage Overview

Rome
This pilgrimage includes a touring program in Rome purposefully crafted to immerse the students in the vast heritage, history and cultural patrimony of Catholic civilization. Our goal is to convert the hearts of the students as they pass through places made sacred by the blood of the martyrs and the faith of the saints.

Vatican City
The Vatican is the heart of the Catholic Faith. We’ll explore in depth this ancient and sacred place, from the underground Scavi Tour (TBD) to Bernini’s Basilica and through the magnificent Vatican Museums and Sistine Chapel. We will see the Vicar of Christ on Earth – Pope Leo XIV!

Florence
Known as the “Cradle of the Renaissance”, Florence is undoubtedly one of the most beautiful places in the world. The glory of this city lies in its eternally captivating art and architecture, which proclaim the love of God for mankind, and invite the beholder into this same love.

Assisi
As 2026 is the 800th anniversary of the death of St. Francis, time spent in Assisi will allow the group to understand St. Francis’s passionate love of the Faith, especially through Christ’s Real Presence in the Eucharist. Not coincidentally, the great promoter of the Real Presence is also buried in Assisi, the soon to be canonized Carlo Acutis.
IMPORTANT ACTION ITEMS
Planning Schedule
Registration - Through July 20, 2025
Registration is open through July 20, 2025. Due to the volume of travelers it will likely be impossible to add travelers after this date.
Passports - Upload or Apply Today
After registering we will send you a link to upload your passport. If you do not have a valid passport you must apply ASAP. It can take up to three months for new and renewed passports to arrive. Passports must be valid six (6) months AFTER the date of return to the USA.
Introductory Zoom Meeting - September 2025
This meeting will prepare you for the trip and introduce the ProRome team. The link will be sent out two weeks prior to the meeting and will be recorded should you be unable to attend.
Training Meeting on Zoom - January 2026
This meeting will further prepare the students, faculty, staff and parents of the CSN for their trip. The link will be sent out two weeks prior to the meeting and will be recorded should you be unable to attend.
Final Trip Info & Welcome Boxes
ProRome Tours will send each school welcome boxes to distribute to all trip participants in February/March 2026. Items include CSN branded gear for the trip, name tags, luggage tags, final detailed itineraries and more. Information will also be sent by email at this time.
Pricing, Payments & Cancellation
Additional Information
Trip Patron
St. Joseph – the foster father of Jesus Christ – is the greatest of saints. As our trip patron, we will pray to St. Joseph before and during the trip, asking this incredible man, the protector of the child Jesus, to protect us on our pilgrimage!

“The Church is like a great ship being pounded by the waves of life’s different stresses. Our duty is not to abandon ship, but to keep her on her course.“