Chicago → Milan flights
Chicago (CGX, DPA, MDW, ORD, PWK, RFD)→Milan (BGY, LIN, MXP)
from$521
Last observed price · Last checked: 11 Aug 2026 · Price may change
Selected search
Last checked: 11 Aug 2026 · Price may change
$521
Thu 1 Oct 2026 → Fri 9 Oct 2026
Air Canada1 stop8 nights
CheapestLast checked: 11 Aug 2026 · Price may change
$521 lowest$790 average9h 56m fastest
Tickets found in the last 7 days
The lowest fares our queries caught, cheapest first.
AC$521Cheapest1 Oct 2026 → 9 Oct 2026Air Canada · 1 stop · 15:40 - 01:36+1 · 9h 56mLast checked: 11 Aug 2026 · Price may change8 nightsView ticket →
$72419 Aug 2026 → 27 Aug 2026ITA Airways · 1 stop · 15:00Last checked: 11 Aug 2026 · Price may change8 nightsView ticket →$81423 Aug 2026 → 29 Aug 2026ITA Airways · 1 stop · 15:00Last checked: 11 Aug 2026 · Price may change6 nightsView ticket →AC$82216 Aug 2026 → 23 Aug 2026Air Canada · 1 stop · 11:05Last checked: 11 Aug 2026 · Price may change7 nightsView ticket →
$88613 Sep 2026 → 18 Sep 2026SAS · 1 stop · 19:15Last checked: 11 Aug 2026 · Price may change5 nightsView ticket →$88712 Sep 2026 → 18 Sep 2026SAS · 1 stop · 19:15Last checked: 11 Aug 2026 · Price may change6 nightsView ticket →
$72419 Aug 2026 → 27 Aug 2026ITA Airways · 1 stop · 15:00Last checked: 11 Aug 2026 · Price may change8 nightsView ticket →$81423 Aug 2026 → 29 Aug 2026ITA Airways · 1 stop · 15:00Last checked: 11 Aug 2026 · Price may change6 nightsView ticket →AC$82216 Aug 2026 → 23 Aug 2026Air Canada · 1 stop · 11:05Last checked: 11 Aug 2026 · Price may change7 nightsView ticket →$88613 Sep 2026 → 18 Sep 2026SAS · 1 stop · 19:15Last checked: 11 Aug 2026 · Price may change5 nightsView ticket →$88712 Sep 2026 → 18 Sep 2026SAS · 1 stop · 19:15Last checked: 11 Aug 2026 · Price may change6 nightsView ticket →Starting prices by month
The lowest fare our queries observed in each month. Open a month to see its days; click a day with no price and we will search it for you.
Observed priceLowest monthno price observedLast checked: 11 Aug 2026
Chicago → MilanThu 1 Oct 2026 · $521
Find flightsRoute facts
Airlines seen
3
Air Canada, ITA Airways, SAS
Cheapest month
October 2026
$521
Average observed
$790
Typical duration
9h 56m
Alternative airports
7
DPA, MDW, ORD, PWK, RFD, LIN, MXP
Frequently asked
Are there direct flights from Chicago to Milan?+−
Our data holds no non-stop flight from Chicago to Milan. The fares on this page include at least one stop.
How much is a flight from Chicago to Milan?+−
The lowest fare we have observed is $521, found on 11 Aug 2026. Prices move, so read it as a floor rather than a quote.
Which airlines fly from Chicago to Milan?+−
These are the carriers we have seen on the route: Air Canada, ITA Airways, SAS.
When is the cheapest month to fly from Chicago to Milan?+−
In our observations October 2026 is the cheapest month so far, at $521.
Similar routes
Last checked: 11 Aug 2026