Chicago to Segrate (MI) (MDW–LIN) — Airlines, Schedules & Connections
No flights match your filters.
No scheduled airline flights on this route — it's flown by charter / private operators (). No nonstop flights on this route. connecting options below.
Most recently operated nonstop flights — the month shown is when each was last scheduled. Most destinations remain reachable with a connection.
No discontinued nonstop flights on record for this route.
MDW–LIN has no scheduled airline service; it is flown by charter / private operators.
Connection Landscape
On-Time Performance
Other ways to reach Segrate (MI) from Chicago
| Metric | MDW→LIN | ORD→LIN |
|---|---|---|
| Distance from MDW | – | 15 mi |
| Nonstop airlines | – | 1 |
| Weekly flights | ~1 | – |
| Flight time | 5h 52m | 7h 3m |
| Departure OTP | 100% | – |
Travel Essentials
MDW: CDT · LIN: CEST
When it's 6:00 PM in Chicago, it's 1:00 AM (next day) in Segrate (MI).
US passport holders enter Italy visa-free for up to 90 days within any 180-day period across the entire Schengen area. No advance application is needed. Italy is an EU member and Schengen member. Passport must be valid for at least 3 months beyond the planned departure from the Schengen area. At Rome Fiumicino (FCO), Milan Malpensa (MXP), Venice Marco Polo (VCE), or any Italian airport, immigration stamps your passport at the non-EU line.
The 90-day Schengen clock runs across all 29 Schengen countries. Italy's high-speed rail network connects Rome to Florence in 1 hour 30 minutes, Rome to Naples in 1 hour 10 minutes, and Rome to Milan in 2 hours 55 minutes on Trenitalia Frecciarossa or Italo NTV trains. Book early for the best fares: Rome to Florence starts at EUR 19 ($20.50) on Italo if purchased 3 to 4 weeks ahead. Vatican City and San Marino, both independent microstates within Italy, require no separate visa.
Direct flights from New York JFK to Rome run about 8 hours 30 minutes on ITA Airways, Delta, and United. Newark, Miami, Chicago, Boston, Los Angeles, and Philadelphia also have nonstop service to Italian cities. Italy uses the euro, trading at roughly $1.08 per EUR 1. Card payments work at most businesses, though small shops and trattorias may prefer cash for amounts under EUR 10. Rome's metro has 3 lines: single tickets cost EUR 1.50 ($1.62). A 7-day Roma Pass costs EUR 38.50 and includes unlimited transit plus museum discounts. A proper Italian lunch (primo, secondo, contorno, and house wine) at a neighborhood trattoria runs EUR 15 to EUR 25 ($16 to $27).
MDW–LIN Quick Facts
Frequently Asked Questions
Flights from MDW to LIN
Chicago Midway International Airport (MDW) and Milano Linate Airport (LIN) are connected through multiple connecting hub airports.
MDW to LIN Flight Duration and Schedule
Nonstop flight time from MDW to LIN is about 5 hours 52 minutes gate to gate. The route covers a distance of 4,543 miles (7,310 km).
Connecting Options and Alternatives
Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Chicago (ORD).