A group trip to Milan, Italy

Fashion, the Last Supper and the best aperitivo hour in Italy. Two nights is plenty. Best months for a group: April, May and September. Our estimate for three nights in May is about £152 each from London, flights plus a share of the bed.
When to go
Milan is in season for a group in April, May and September, the months we would pick first. Average daytime highs are 20°C in April, 23°C in May and 26°C in September. Outside those months it can still work, it is simply what our catalogue rates highest for a trip with friends.
What it costs from five cities
Our estimate for one person in a group of four sharing one place for three nights in May, in pounds. Every figure here is an estimate from the same pricing annamo uses on the shortlist. Before anyone books, annamo checks real fares for your own dates from every home city.
| From | Total | Flight, return | Bed |
|---|---|---|---|
| London | About £152 each | Flight £52, usually £35 to £80 Our estimate, from real prices in other months | Bed £100 |
| Paris | About £163 each | Flight £63, usually £45 to £85 Our estimate, from real prices in other months | Bed £100 |
| Barcelona | About £142 each | Flight £42, usually £25 to £65 Our estimate, from real prices in other months | Bed £100 |
| Amsterdam | About £245 each | Flight £145, usually £110 to £190 Our estimate, from real prices in other months | Bed £100 |
| Rome | About £197 each | Flight £97, usually £75 to £125 Our estimate, from real prices in other months | Bed £100 |
Our estimate Flights from our flight model, fitted on 6,159 real fares up to 4 October 2026, and where a row says so, real prices on that route in other months, moved to May for the season, from fares seen in the 120 days up to 8 October 2026. The usual range is where two real fares in three land: 70 to 145 per cent of the model figure, or the spread of real fares on the route where we have them. Beds from typical prices for a whole home on Inside Airbnb in Milan, 25 June 2026. Not a quote.
What Milan is good for
- City life: excellent (5 out of 5)
- Culture: very good (4 out of 5)
- Food: very good (4 out of 5)
- Nightlife: very good (4 out of 5)
Things people go for:
- Duomo roof
- Aperitivo in the Navigli
- Last Supper
Who it suits
- Stag and hen weekends, and birthdays that run late
- Friends who travel to eat well and wander
Getting there
The airport is MIL. Malpensa Express to the centre in fifty minutes.
FAQ
How much does a group trip to Milan cost?
Our estimate is about £152 each from London for three nights in May, flights plus a share of one place for a group of four. It is an estimate, not a quote, so check real prices before anyone books.
When is the best time to go to Milan with friends?
April, May and September suit a group best by our reckoning, with average daytime highs of 20°C in April, 23°C in May and 26°C in September.
How do you get from the airport to Milan?
Malpensa Express to the centre in fifty minutes.