United Airlines Chicago to Milan Flights

Return flight: Milan – Chicago

Cheapflightsplus.com will find cheap United Airlines flights from Chicago to Milan. Compare airline ticket prices and book air tickets starting from $357 from trusted online travel agencies, web sites and directly from airlines. Check flights schedule of United Airlines, arrivals and departure details below.

Find Cheap Airfare Chicago (IL) — Milan by United Airlines

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 - $357, two-way – $612.
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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
10:35 pm — 4:55 pm
+1 day
10:00 pm — 1:30 pm UA8835 United Airlines
Chicago — Frankfurt
1h 30m stop
3:30 pm — 4:40 pm UA9556 United Airlines
Frankfurt — Milan
11h 20m
including layover
Find flight
from$371
10:50 am — 7:30 am
+1 day
10:50 am — 2:06 pm UA2091 United Airlines
Chicago — Newark
3h 34m stop
5:40 pm — 7:30 am UA19 United Airlines
Newark — Milan
13h 40m
including layover
Find flight
from$512
11:35 am — 10:20 am
+1 day
11:35 am — 2:47 pm UA8344 United Airlines
Chicago — Montreal
5h 38m stop
8:25 pm — 10:20 am UA8060 United Airlines
Montreal — Milan
15h 45m
including layover
Find flight
from$512
12:55 pm — 7:30 am
+1 day
12:45 pm — 4:00 pm UA2238 United Airlines
Chicago — Newark
1h 30m stop
5:40 pm — 7:30 am UA19 United Airlines
Newark — Milan
11h 35m
including layover
Find flight
from$1232
2:01 pm — 10:20 am
+1 day
2:01 pm — 5:19 pm UA3448 United Airlines
Chicago — Montreal
3h 6m stop
8:25 pm — 10:20 am UA8060 United Airlines
Montreal — Milan
13h 19m
including layover
Find flight
from$646
3:35 pm — 10:20 am
+1 day
3:35 pm — 6:47 pm UA8458 United Airlines
Chicago — Montreal
1h 38m stop
8:25 pm — 10:20 am UA8060 United Airlines
Montreal — Milan
11h 45m
including layover
Find flight
from$514
3:55 pm — 4:55 pm
+1 day
3:55 pm — 7:25 am UA8837 United Airlines
Chicago — Frankfurt
8h 15m stop
3:40 pm — 4:55 pm UA9556 United Airlines
Frankfurt — Milan
18h
including layover
Find flight
from$533
4:08 pm — 7:30 am
+2 days
4:08 pm — 7:23 pm UA795 United Airlines
Chicago — Newark
22h 17m stop
5:40 pm — 7:30 am UA19 United Airlines
Newark — Milan
32h 22m
including layover
Find flight
from$533
5:55 pm — 10:15 pm
+1 day
5:55 pm — 8:55 am UA972 United Airlines
Chicago — Brussels
11h 55m stop
8:50 pm — 10:15 pm SN3151 Brussels Airlines
Brussels — Milan
21h 20m
including layover
Find flight
from$530
5:55 pm — 11:20 am
+1 day
5:55 pm — 8:55 am UA972 United Airlines
Chicago — Brussels
55m stop
9:50 am — 11:20 am UA9947 United Airlines
Brussels — Milan
10h 25m
including layover
Find flight
from$539
6:00 am — 7:30 am
+1 day
6:00 am — 9:11 am UA2343 United Airlines
Chicago — Newark
8h 29m stop
5:40 pm — 7:30 am UA19 United Airlines
Newark — Milan
18h 30m
including layover
Find flight
from$512
6:20 pm — 7:30 am
+2 days
6:20 pm — 9:41 pm UA534 United Airlines
Chicago — Newark
19h 59m stop
5:40 pm — 7:30 am UA19 United Airlines
Newark — Milan
30h 10m
including layover
Find flight
from$520
7:05 pm — 1:45 pm
+1 day
7:10 pm — 10:50 am UA9727 United Airlines
Chicago — Zurich
2h 5m stop
1:05 pm — 2:00 pm LX1628 SWISS International Air Lines
Zurich — Milan
11h 40m
including layover
Find flight
from$357
7:20 am — 10:20 am
+1 day
7:20 am — 10:32 am UA8452 United Airlines
Chicago — Montreal
9h 53m stop
8:25 pm — 10:20 am UA8060 United Airlines
Montreal — Milan
20h
including layover
Find flight
from$512
9:10 am — 7:30 am
+1 day
9:10 am — 12:28 pm UA2462 United Airlines
Chicago — Newark
5h 12m stop
5:40 pm — 7:30 am UA19 United Airlines
Newark — Milan
15h 20m
including layover
Find flight
from$512
9:45 pm — 7:30 am
+2 days
9:45 pm — 0:58 am UA2415 United Airlines
Chicago — Newark
16h 42m stop
5:40 pm — 7:30 am UA19 United Airlines
Newark — Milan
26h 45m
including layover
Find flight
from$519
8:50 am — 7:30 am
+1 day
8:50 am — 11:48 am UA2490 United Airlines
Chicago — Washington D.C.
57m stop
12:45 pm — 2:13 pm UA4187 United Airlines
Washington D.C. — Newark
3h 27m stop
5:40 pm — 7:30 am UA19 United Airlines
Newark — Milan
15h 40m
including layover
Find flight
from$513
*Departure and arrival times are local. Last updated on 12/27/2024

Flight Information

There are 36 flights by United Airlines 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 10:35 pm to 9:45 pm. Nonstop flight is 10h 25m. The time difference between Chicago and Milan is 7h.

  • The fastest flight 10h 25m
  • Average flight time 15h 35m
  • The earliest flight 10:35 pm
  • The latest flight 9:45 pm
  • Distance 4530 ml

The cheapest months for traveling to Milan are december (from 357 $), january (from 512 $), february (from 529 $).

The most expensive and popular months are november (from 605 $), february (from 529 $), january (from 512 $).

The cheapest flight by United Airlines that our users were able to find is $357. This airfare is economy class on one-way UA9727 flight for December 28, 2024 leaving O'Hare International in Chicago at 7:05 pm, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Besides United Airlines there are other 18 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’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):

  • from $481
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  • from $474
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  • FI - Icelandair
    from $269
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  • LO - LOT
    from $432
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  • OS - Austrian Airlines
    from $498
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  • EI - Aer Lingus
    from $712
    Find
  • JU - Air Serbia
    from $506
    Find
  • LX - SWISS International Air Lines
    from $376
    Find
  • F9 - Frontier Airlines
    from $426
    Find
  • TK - Turkish Airlines
    from $446
    Find
  • SK - SAS
    from $528
    Find
See more connecting flights

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.
  • Click «Buy» when you are ready — our system will redirect you to the site that sells the selected airfare.
  • 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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