Air Canada Chicago to Milan Flights

Return flight: Milan – Chicago

Cheapflightsplus.com will find cheap Air Canada flights from Chicago to Milan. Compare airline ticket prices and book air tickets starting from $423 from trusted online travel agencies, web sites and directly from airlines. Check flights schedule of Air Canada, arrivals and departure details below.

Find Cheap Airfare Chicago (IL) — Milan by Air Canada

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 december: one-way - $423, two-way – $725.
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Below is a detailed 2024 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
11:35 am — 10:20 am
+1 day
11:35 am — 2:47 pm AC8960 Air Canada
Chicago — Montreal
5h 38m stop
8:25 pm — 10:20 am AC894 Air Canada
Montreal — Milan
15h 45m
including layover
Find flight
from$491
5:59 pm — 10:20 am
+2 days
5:59 pm — 9:17 pm AC3053 Air Canada
Chicago — Montreal
23h 8m stop
8:25 pm — 10:20 am AC894 Air Canada
Montreal — Milan
33h 21m
including layover
Find flight
from$586
6:39 pm — 10:20 am
+2 days
6:38 pm — 9:25 pm AC4994 Air Canada
Chicago — Toronto
19h 35m stop
5:00 pm — 10:20 am AC894 Air Canada
Toronto — Milan
32h 41m
including layover
Find flight
from$4416
7:20 am — 10:20 am
+1 day
7:20 am — 10:32 am AC8958 Air Canada
Chicago — Montreal
9h 53m stop
8:25 pm — 10:20 am AC894 Air Canada
Montreal — Milan
20h
including layover
Find flight
from$491
8:30 pm — 10:20 am
+2 days
8:25 pm — 11:06 pm AC510 Air Canada
Chicago — Toronto
17h 49m stop
5:00 pm — 10:20 am AC894 Air Canada
Toronto — Milan
30h 50m
including layover
Find flight
from$4416
10:53 am — 10:20 am
+1 day
10:51 am — 1:42 pm AC4407 Air Canada
Chicago — Toronto
2h 18m stop
4:00 pm — 5:23 pm AC418 Air Canada
Toronto — Montreal
3h 2m stop
8:25 pm — 10:20 am AC894 Air Canada
Montreal — Milan
16h 27m
including layover
Find flight
from$497
10:53 am — 10:20 am
+1 day
10:51 am — 1:42 pm AC4407 Air Canada
Chicago — Toronto
4h 18m stop
6:00 pm — 7:23 pm AC422 Air Canada
Toronto — Montreal
1h 2m stop
8:25 pm — 10:20 am AC894 Air Canada
Montreal — Milan
16h 27m
including layover
Find flight
from$497
11:20 am — 10:20 am
+1 day
11:20 am — 2:24 pm AC3003 Air Canada
Chicago — Philadelphia
1h 6m stop
3:30 pm — 5:08 pm AC8858 Air Canada
Philadelphia — Montreal
3h 17m stop
8:25 pm — 10:20 am AC894 Air Canada
Montreal — Milan
16h
including layover
Find flight
from$491
12:51 pm — 1:50 pm
+1 day
12:52 pm — 3:45 pm AC4899 Air Canada
Chicago — Toronto
5h 40m stop
9:25 pm — 11:10 am AC842 Air Canada
Toronto — Frankfurt
1h 25m stop
12:40 pm — 1:55 pm EN8810 Air Dolomiti
Frankfurt — Milan
17h 59m
including layover
Find flight
from$568
12:52 pm — 10:20 am
+1 day
12:52 pm — 3:45 pm AC4899 Air Canada
Chicago — Toronto
2h 15m stop
6:00 pm — 7:23 pm AC422 Air Canada
Toronto — Montreal
1h 2m stop
8:25 pm — 10:20 am AC894 Air Canada
Montreal — Milan
14h 28m
including layover
Find flight
from$709
1:04 pm — 12:35 pm
+1 day
12:51 pm — 3:45 pm AC4899 Air Canada
Chicago — Toronto
4h stop
7:45 pm — 9:50 am AC836 Air Canada
Toronto — Munich
1h 40m stop
11:30 am — 12:35 pm AC7376 Air Canada
Munich — Milan
16h 31m
including layover
Find flight
from$516
1:04 pm — 4:55 pm
+1 day
12:52 pm — 3:45 pm AC4899 Air Canada
Chicago — Toronto
5h 40m stop
9:25 pm — 11:10 am AC842 Air Canada
Toronto — Frankfurt
4h 30m stop
3:40 pm — 4:55 pm AC9545 Air Canada
Frankfurt — Milan
20h 51m
including layover
Find flight
from$567
2:05 pm — 2:55 pm
+1 day
2:05 pm — 4:46 pm AC504 Air Canada
Chicago — Toronto
3h 54m stop
8:40 pm — 10:25 am AC872 Air Canada
Toronto — Paris
3h 5m stop
1:30 pm — 2:55 pm U24829 EasyJet
Paris — Milan
17h 50m
including layover
Find flight
from$496
2:05 pm — 12:35 pm
+1 day
2:05 pm — 4:46 pm AC504 Air Canada
Chicago — Toronto
2h 59m stop
7:45 pm — 9:50 am AC836 Air Canada
Toronto — Munich
1h 40m stop
11:30 am — 12:35 pm AC7376 Air Canada
Munich — Milan
15h 30m
including layover
Find flight
from$516
3:35 pm — 2:50 pm
+1 day
3:35 pm — 6:47 pm AC8962 Air Canada
Chicago — Montreal
1h 33m stop
8:25 pm — 9:50 am AC822 Air Canada
Montreal — Barcelona
3h 15m stop
1:05 pm — 2:50 pm W46330 Aero Services Executive
Barcelona — Milan
16h 15m
including layover
Find flight
from$448
3:35 pm — 3:50 pm
+1 day
3:35 pm — 6:47 pm AC8962 Air Canada
Chicago — Montreal
1h 33m stop
8:20 pm — 9:50 am AC822 Air Canada
Montreal — Barcelona
4h 20m stop
2:10 pm — 3:50 pm U27153 EasyJet
Barcelona — Milan
17h 15m
including layover
Find flight
from$463
4:00 pm — 12:35 pm
+1 day
4:00 pm — 6:41 pm AC506 Air Canada
Chicago — Toronto
1h 4m stop
7:45 pm — 9:50 am AC836 Air Canada
Toronto — Munich
1h 40m stop
11:30 am — 12:35 pm AC7376 Air Canada
Munich — Milan
13h 35m
including layover
Find flight
from$516
4:00 pm — 4:35 pm
+1 day
4:00 pm — 6:41 pm AC506 Air Canada
Chicago — Toronto
1h 4m stop
7:45 pm — 9:50 am AC836 Air Canada
Toronto — Munich
5h 40m stop
3:30 pm — 4:35 pm AC9216 Air Canada
Munich — Milan
17h 35m
including layover
Find flight
from$516
5:01 pm — 4:55 pm
+1 day
4:52 pm — 7:45 pm AC5014 Air Canada
Chicago — Toronto
1h 40m stop
9:25 pm — 11:10 am AC842 Air Canada
Toronto — Frankfurt
4h 30m stop
3:40 pm — 4:55 pm AC9545 Air Canada
Frankfurt — Milan
16h 54m
including layover
Find flight
from$567
7:20 am — 12:35 pm
+1 day
7:20 am — 10:32 am AC8958 Air Canada
Chicago — Montreal
9h 38m stop
8:10 pm — 9:25 am AC9098 Air Canada
Montreal — Munich
2h 5m stop
11:30 am — 12:35 pm AC7376 Air Canada
Munich — Milan
22h 15m
including layover
Find flight
from$511
8:57 am — 10:20 am
+1 day
8:57 am — 11:53 am AC5456 Air Canada
Chicago — Washington D.C.
48m stop
12:41 pm — 2:18 pm AC3932 Air Canada
Washington D.C. — Toronto
2h 42m stop
5:00 pm — 10:20 am AC894 Air Canada
Toronto — Milan
18h 23m
including layover
Find flight
from$802
9:50 am — 4:40 pm
+1 day
9:50 am — 12:31 pm AC502 Air Canada
Chicago — Toronto
6h 44m stop
7:15 pm — 10:00 am AC890 Air Canada
Toronto — Rome
5h 30m stop
3:30 pm — 4:40 pm AZ2076 Alitalia
Rome — Milan
23h 50m
including layover
Find flight
from$423
9:50 am — 5:10 pm
+1 day
9:50 am — 12:31 pm AC502 Air Canada
Chicago — Toronto
6h 44m stop
7:15 pm — 10:00 am AC890 Air Canada
Toronto — Rome
6h stop
4:00 pm — 5:10 pm AZ2080 Alitalia
Rome — Milan
24h 20m
including layover
Find flight
from$423
*Departure and arrival times are local. Last updated on 11/24/2024

Flight Information

There are 189 flights by Air Canada from Chicago to Milan every week with departures from Chicago FSS, Midway, O'Hare International, Chicago NAS, Merrill C Meigs (closed), Dupage County, Pal-Waukee. All flights arrive at Linate, Malpensa, Milan Bergamo (Orio al Serio), Segrate.

Departures start from 10:51 am to 9:50 am. Nonstop flight is 11h 45m. The time difference between Chicago and Milan is 7h.

  • The fastest flight 11h 45m
  • Average flight time 18h 7m
  • The earliest flight 10:51 am
  • The latest flight 9:50 am
  • Distance 4530 ml

The cheapest months for traveling to Milan are december (from 423 $), november (from 444 $), january (from 491 $).

The most expensive and popular months are february (from 502 $), january (from 491 $), november (from 444 $).

The cheapest flight by Air Canada that our users were able to find is $423. This airfare is economy class on one-way AC502 flight for December 12, 2024 leaving O'Hare International in Chicago at 9:50 am, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Besides Air Canada there are other 19 airline carriers between Chicago and Milan. Please review schedules and prices from the most popular airlines to find the best airfare deals from Chicago to Milan.

Nonstop flights

There are 1 direct flights every day from Chicago. Airlines and fares are below:

See more direct flights

Connecting Flights

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

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  • FI - Icelandair
    from $274
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  • LO - LOT
    from $441
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  • OS - Austrian Airlines
    from $488
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  • EI - Aer Lingus
    from $727
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  • JU - Air Serbia
    from $517
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  • LX - SWISS International Air Lines
    from $455
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  • F9 - Frontier Airlines
    from $388
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  • TK - Turkish Airlines
    from $455
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  • AY - Finnair
    from $514
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See more connecting flights

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