Alitalia Milan to Chicago Flights

Cheapflightsplus.com will find cheap Alitalia flights from Milan to Chicago. Compare airline ticket prices and book air tickets starting from $448 from trusted online travel agencies, web sites and directly from airlines. Check flights schedule of Alitalia, arrivals and departure details below.

Find Cheap Airfare Milan — Chicago (IL) by Alitalia

To find cheap tickets choose a day of your departure with attractive price on the graph below and click «Find flights». For round trip flights please click «Check prices for return flight». The cheapest airfare is in january: one-way - $448, two-way – $768.
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Below is a detailed 2025 flight schedule for today, tomorrow and all other days. It may vary depending on season and a day of the week of your desired trip. We recommend booking your itinerary at least 2 weeks prior your travel to get the best price and availability by the airline.
Departure Arrival Flight Details Flight Time Price
11:45 am — 1:50 pm
+1 day
11:45 am — 12:40 pm AZ226 Alitalia
Milan — London
21h 45m stop
10:25 am — 1:50 pm OS7849 Austrian Airlines
London — Chicago
33h 5m
including layover
Find flight
from$3490
11:45 am — 1:50 pm
+1 day
11:45 am — 12:40 pm AZ226 Alitalia
Milan — London
21h 45m stop
10:25 am — 1:50 pm SN9087 Brussels Airlines
London — Chicago
33h 5m
including layover
Find flight
from$3517
1:10 pm — 12:15 pm
+1 day
1:10 pm — 2:45 pm AZ150 Alitalia
Milan — Brussels
19h 25m stop
10:10 am — 12:15 pm SN8803 Brussels Airlines
Brussels — Chicago
30h 5m
including layover
Find flight
from$3488
2:25 pm — 2:05 pm
+1 day
2:25 pm — 4:00 pm AZ312 Alitalia
Milan — Paris
19h 55m stop
11:55 am — 2:05 pm SN9108 Brussels Airlines
Paris — Chicago
30h 40m
including layover
Find flight
from$3499
3:15 pm — 5:00 pm
+1 day
3:15 pm — 4:10 pm AZ238 Alitalia
Milan — London
21h 25m stop
1:35 pm — 5:00 pm OS7853 Austrian Airlines
London — Chicago
32h 45m
including layover
Find flight
from$3490
3:15 pm — 1:50 pm
+1 day
3:15 pm — 4:10 pm AZ238 Alitalia
Milan — London
18h 15m stop
10:25 am — 1:50 pm OS7849 Austrian Airlines
London — Chicago
29h 35m
including layover
Find flight
from$3490
10:55 am — 5:20 pm
+1 day
10:55 am — 11:50 am AZ226 Alitalia
Milan — London
8h 50m stop
8:40 pm — 11:55 pm FI455 Icelandair
London — Reykjavik
16h 50m stop
4:45 pm — 5:20 pm FI853 Icelandair
Reykjavik — Chicago
37h 25m
including layover
Find flight
from$683
12:55 pm — 8:01 am
+1 day
12:55 pm — 2:15 pm AZ408 Alitalia
Milan — Frankfurt
2h 55m stop
5:10 pm — 7:55 pm AC843 Air Canada
Frankfurt — Toronto
10h 57m stop
6:52 am — 8:05 am AC5141 Air Canada
Toronto — Chicago
26h 6m
including layover
Find flight
from$3430
1:10 pm — 5:20 pm
+1 day
1:10 pm — 2:45 pm AZ150 Alitalia
Milan — Brussels
22h 5m stop
12:50 pm — 3:20 pm FI555 Icelandair
Brussels — Reykjavik
1h 25m stop
4:45 pm — 5:20 pm FI853 Icelandair
Reykjavik — Chicago
35h 10m
including layover
Find flight
from$671
2:25 pm — 5:20 pm
+1 day
2:25 pm — 4:00 pm AZ312 Alitalia
Milan — Paris
21h stop
1:00 pm — 3:40 pm FI543 Icelandair
Paris — Reykjavik
1h 5m stop
4:45 pm — 5:20 pm FI853 Icelandair
Reykjavik — Chicago
33h 55m
including layover
Find flight
from$652
4:00 pm — 5:20 pm
+1 day
4:00 pm — 5:10 pm AZ2059 Alitalia
Milan — Rome
18h 20m stop
11:30 am — 3:30 pm FI563 Icelandair
Rome — Reykjavik
1h 15m stop
4:45 pm — 5:20 pm FI853 Icelandair
Reykjavik — Chicago
32h 20m
including layover
Find flight
from$763
4:30 pm — 5:20 pm
+1 day
4:30 pm — 5:40 pm AZ2079 Alitalia
Milan — Rome
17h 50m stop
11:30 am — 3:30 pm FI563 Icelandair
Rome — Reykjavik
1h 15m stop
4:45 pm — 5:20 pm FI853 Icelandair
Reykjavik — Chicago
31h 50m
including layover
Find flight
from$763
5:05 pm — 5:20 pm
+1 day
5:05 pm — 7:00 pm AZ112 Alitalia
Milan — Amsterdam
17h 55m stop
12:55 pm — 3:25 pm FI501 Icelandair
Amsterdam — Reykjavik
1h 20m stop
4:45 pm — 5:20 pm FI853 Icelandair
Reykjavik — Chicago
31h 15m
including layover
Find flight
from$657
5:05 pm — 5:20 pm
+1 day
5:05 pm — 6:40 pm AZ314 Alitalia
Milan — Paris
18h 20m stop
1:00 pm — 3:40 pm FI543 Icelandair
Paris — Reykjavik
1h 5m stop
4:45 pm — 5:20 pm FI853 Icelandair
Reykjavik — Chicago
31h 15m
including layover
Find flight
from$688
6:20 am — 6:35 pm
6:20 am — 7:40 am AZ1283 Alitalia
Milan — Naples
1h 35m stop
9:15 am — 1:40 pm TK1454 Turkish Airlines
Naples — Istanbul
2h stop
3:40 pm — 6:35 pm TK5 Turkish Airlines
Istanbul — Chicago
19h 15m
including layover
Find flight
from$622
6:30 am — 5:20 pm
6:30 am — 7:40 am AZ2013 Alitalia
Milan — Rome
3h 50m stop
11:30 am — 3:30 pm FI563 Icelandair
Rome — Reykjavik
1h 15m stop
4:45 pm — 5:20 pm FI853 Icelandair
Reykjavik — Chicago
17h 50m
including layover
Find flight
from$613
7:00 am — 10:02 am
+1 day
7:00 am — 7:55 am AZ218 Alitalia
Milan — London
6h 5m stop
2:00 pm — 6:30 pm Z0783 Z0
London — Orlando
13h 30m stop
8:00 am — 10:02 am F91457 Frontier Airlines
Orlando — Chicago
34h 2m
including layover
Find flight
from$448
7:00 am — 7:18 am
+1 day
7:00 am — 7:55 am AZ218 Alitalia
Milan — London
6h 5m stop
2:00 pm — 6:30 pm Z0783 Z0
London — Orlando
10h 40m stop
5:10 am — 7:18 am NK1683 Spirit Airlines
Orlando — Chicago
31h 18m
including layover
Find flight
from$494
8:00 am — 5:20 pm
8:00 am — 9:10 am AZ2021 Alitalia
Milan — Rome
2h 20m stop
11:30 am — 3:30 pm FI563 Icelandair
Rome — Reykjavik
1h 15m stop
4:45 pm — 5:20 pm FI853 Icelandair
Reykjavik — Chicago
16h 20m
including layover
Find flight
from$609
8:45 pm — 5:20 pm
+1 day
8:45 pm — 10:40 pm AZ118 Alitalia
Milan — Amsterdam
14h 15m stop
12:55 pm — 3:25 pm FI501 Icelandair
Amsterdam — Reykjavik
1h 20m stop
4:45 pm — 5:20 pm FI853 Icelandair
Reykjavik — Chicago
27h 35m
including layover
Find flight
from$657
9:00 pm — 6:35 pm
+1 day
9:00 pm — 10:10 pm AZ2125 Alitalia
Milan — Rome
8h 45m stop
6:55 am — 11:30 am TK1362 Turkish Airlines
Rome — Istanbul
4h 10m stop
3:40 pm — 6:35 pm TK5 Turkish Airlines
Istanbul — Chicago
28h 35m
including layover
Find flight
from$622
9:05 am — 5:20 pm
9:05 am — 11:00 am AZ120 Alitalia
Milan — Amsterdam
1h 55m stop
12:55 pm — 3:25 pm FI501 Icelandair
Amsterdam — Reykjavik
1h 20m stop
4:45 pm — 5:20 pm FI853 Icelandair
Reykjavik — Chicago
15h 15m
including layover
Find flight
from$656
*Departure and arrival times are local. Last updated on 01/13/2025

Flight Information

There are 109 flights by Alitalia from Milan to Chicago every week with departures from Linate, Malpensa, Milan Bergamo (Orio al Serio), Segrate. All flights arrive at Chicago FSS, Midway, O'Hare International, Chicago NAS, Merrill C Meigs (closed), Dupage County, Pal-Waukee.

Departures start from 10:55 am to 9:05 am. Nonstop flight is 12h 15m. The time difference between Milan and Chicago is 7h.

  • The fastest flight 12h 15m
  • Average flight time 27h 30m
  • The earliest flight 10:55 am
  • The latest flight 9:05 am
  • Distance 4530 ml

The cheapest months for traveling to Chicago are february (from 448 $), december (from 600 $), november (from 643 $).

The most expensive and popular months are january (from 645 $), november (from 643 $), december (from 600 $).

The cheapest flight by Alitalia that our users were able to find is $448. This airfare is economy class on one-way AZ218 flight for February 1, 2025 leaving Linate in Milan at 7:00 am, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Besides Alitalia there are other 29 airline carriers between Milan and Chicago. Please review schedules and prices from the most popular airlines to find the best airfare deals from Milan to Chicago.

Nonstop flights

There’re no direct flights on this route. Try flights with stops.

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Connecting Flights

List of flights with layovers (1 and more stops):

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How to book an air ticket yourself?

How to book an air ticket yourself?
  • Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
  • Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
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  • Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
  • That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.

    To find a plane ticket, please select dates.

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