Cypress trees on the hills of Tuscany, Italy
A map of Italy
City breaks from£28*

Italy City Breaks from the UK and Ireland

We found city breaks to 27 cities in Italy, from 18 airports in the UK and Ireland. Flights start at £28.

  • City breaks from£28*
  • Cities27
  • UK & Irish airports18
  • Cheapest cityMilan

Two Italian Cities in One Trip

Multi-city trips we found with every stay in Italy, cheapest first.

  • Milan and Catania🗺️ 2 cities£43ItalyMilan and Catania✈️ From London Stansted · 2 nights in allSearch trips
  • Turin and Catania🗺️ 2 cities£43ItalyTurin and Catania✈️ From London Stansted · 4 nights in allSearch trips
  • Naples and Palermo🗺️ 2 cities£43ItalyNaples and Palermo✈️ From London Stansted · 7 nights in allSearch trips
  • Pisa and Bari🗺️ 2 cities£44ItalyPisa and Bari✈️ From London Stansted · 6 nights in allSearch trips
  • Venice and Bari🗺️ 2 cities£44ItalyVenice and Bari✈️ From London Stansted · 4 nights in allSearch trips
  • Turin and Pescara🗺️ 2 cities£44ItalyTurin and Pescara✈️ From London Stansted · 3 nights in allSearch trips
  • You fly on to the next city instead of flying home in between.
  • A night or more in each city you stay in, and at least 12 hours there.
  • You book each flight directly with the airline.

Italy City Breaks: Questions

How Much Is a City Break in Italy from the UK?
The cheapest we found was £28 per person in flights for 7 nights in Milan, leaving London Stansted. Fares move, so search for the latest. Prices are for flights only; where you stay is up to you.
Which Italian City Is Cheapest for a City Break?
Milan, from £28 in flights, leaving London Stansted. Next came Naples (£30), Turin (£30), Ancona (£30) and Genoa (£30). Fares move, so search for the latest.
Which Airports Fly to Italy?
We found city breaks to Italy from 18 airports in the UK and Ireland, all with direct flights: Belfast, Birmingham, Bournemouth, Bristol, Dublin, East Midlands, Edinburgh, Glasgow, Glasgow Prestwick, Leeds Bradford, Liverpool, London Gatwick, London Heathrow, London Luton, London Stansted, Manchester, Newcastle and Southend. London Stansted flies to the most: 25 of the 27 cities in Italy we found.
Can I Visit Two Cities in Italy in One Trip?
Yes. On a multi-city trip you fly on to the next city instead of flying home in between. You get a night or more in each city you stay in. For example, Milan and Catania, leaving London Stansted, 2 nights in all, from £43 in flights. You book each flight directly with the airline.