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Cheap flights from Chicago to Milan

Round-trip
Economy
Chicago (CHI)
Milan (MIL)
Wed 7/21
Wed 7/28
Any month
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Flight information for Chicago to Milan
(CHI to MIL)

Find info about flight duration, direct flights, and airports for your flight from Chicago to Milan
Best Price Found$411The best flight deal from Chicago to Milan found on momondo in the last 72 hours is $411
Fastest flight time11h 55mThe fastest flight from Chicago to Milan takes 11h 55m
Direct flightsNoneThere are no direct flights from Chicago to Milan. Popular non-direct routes for this connection are Chicago O'Hare Intl - Bergamo Orio Al Serio, Chicago O'Hare Intl - Milan Malpensa and Chicago O'Hare Intl - Milan Linate.
Airports in Milan2 airportsThere are 2 airports near Milan: Milan Linate (LIN), Milan Malpensa (MXP)

How to get the cheapest flight ticket from Chicago to Milan

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly from Chicago to Milan?

February
The cheapest time of year to fly to Milan from Chicago is February. Most expensive is December

What is the cheapest day to depart Chicago for Milan?

Monday
The cheapest day of the week is typically Monday. The most expensive is typically Friday

When is the cheapest time to fly from Chicago to Milan?

in the afternoon
Chicago to Milan flights are approximately 18% more expensive in the morning than in the afternoon

What is the cheapest airline that flies to Milan from Chicago?

TAP AIR PORTUGAL
TAP AIR PORTUGAL, Brussels Airlines, and Turkish Airlines are the most popular carriers operating from Chicago to Milan

What is the cheapest Chicago to Milan flight route?

Chicago O'Hare Intl - Bergamo Orio Al Serio
Fly from Chicago O'Hare Intl to Bergamo Orio Al Serio for the best Chicago - Milan flight prices

How far in advance should you book Chicago to Milan flights?

58 days before
The cheapest time to buy a flight from Chicago to Milan is approximately 58 days to departure
60
Days before departure
0

Easily compare round-trip flights from Chicago to Milan

Below you can see the best fares for your round-trip flight route over the next three months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Chicago to Milan by changing tabs
SAS
Aug 23
ORD6:05 pmChicago O'Hare Intl
14h 10m
1 stop
MXP8:15 amMilan Malpensa
Sep 1
MXP4:05 pmMilan Malpensa
28h 40m
1 stop
ORD8:45 pmChicago O'Hare Intl
SAS
Dec 9
ORD5:05 pmChicago O'Hare Intl
14h 05m
1 stop
MXP7:10 amMilan Malpensa
Dec 15
MXP3:00 pmMilan Malpensa
29h 10m
1 stop
ORD8:10 pmChicago O'Hare Intl
SAS
Dec 9
ORD11:00 amChicago O'Hare Intl
20h 10m
2 stops
MXP7:10 amMilan Malpensa
Dec 15
MXP3:00 pmMilan Malpensa
23h 35m
2 stops
ORD2:35 pmChicago O'Hare Intl

Find the cheapest one-way flights from Chicago to Milan

If you're looking for one-way flights from Chicago to Milan, view some of our deals below.
Iberia
Dec 13
ORD11:35 amChicago O'Hare Intl
11h 30m
1 stop
LIN11:05 pmMilan Linate
Multiple Airlines
Oct 31
ORD12:55 pmChicago O'Hare Intl
18h 30m
3 stops
BGY7:25 amBergamo Orio Al Serio
Multiple Airlines
Aug 5
ORD12:00 pmChicago O'Hare Intl
21h 05m
2 stops
BGY9:05 amBergamo Orio Al Serio

Best airlines flying from Chicago to Milan

Compare and see reviews for airlines that fly from Chicago to Milan with momondo
AirlineRatingFree CancellationPrice
TAP AIR PORTUGAL
PriceFrom $335
Free Cancellation
Rating
7.7
7.4

Boarding

7.8

Comfort

8.1

Crew

7.3

Entertainment

7.7

Food

Reviews

Pros: Nothing, Air Portugal is the worst I have ever experienced. Never fly Air Portugal, you have been warned.

Cons: A different airline

1 / 10
Turkish Airlines
PriceFrom $410
Free Cancellation
Rating
8.1
7.9

Boarding

8.1

Comfort

8.0

Crew

7.9

Entertainment

8.0

Food

Reviews

Pros: nothing.

Cons: everything.

1 / 10
British Airways
PriceFrom $476
Free Cancellation
Rating
7.5
7.9

Boarding

7.7

Comfort

8.1

Crew

6.9

Entertainment

6.9

Food

Reviews

Pros: Flight was fine.

Cons: Crew was not very friendly.

1 / 10
SAS
PriceFrom $497
Free Cancellation
Rating
8.1
8.6

Boarding

8.0

Comfort

8.7

Crew

7.4

Entertainment

7.4

Food

Reviews

Pros: No complaints.

1 / 10
Lufthansa
PriceFrom $512
Free Cancellation
Rating
7.6
7.9

Boarding

7.6

Comfort

8.2

Crew

7.4

Entertainment

7.4

Food

Reviews

Pros: Al the flights was nice with no issues

Cons: The food that I have with Lufthansa was super bad and there’s no Choise, however, the connect flight wit with United airline have very good food and , what I want say is United airline airplane much better than Lufthansa in every thing even the seats is much nicer

1 / 10
American Airlines
PriceFrom $515
Free Cancellation
Rating
7.2
7.4

Boarding

7.1

Comfort

7.9

Crew

7.0

Entertainment

6.8

Food

Reviews

Pros: Delayed flight no reasons seems like American Airlines don’t know what to do in these situations

Cons: I believe this airlines should have figured the answer to this question by now.

1 / 10
United Airlines
PriceFrom $561
Free Cancellation
Rating
6.8
7.2

Boarding

6.6

Comfort

7.5

Crew

6.6

Entertainment

6.1

Food

Reviews

Pros: Everything! From ticketing agent to all the crew on our flight back were awesome. Thank you!

1 / 10
Air Canada
PriceFrom $566
Free Cancellation
Rating
7.1
7.3

Boarding

7.2

Comfort

7.8

Crew

7.2

Entertainment

5.9

Food

Reviews

Pros: I managed to get a comfortable seating

1 / 10
Aer Lingus
PriceFrom $594
Free Cancellation
Rating
9.0
9.6

Boarding

9.0

Comfort

9.4

Crew

8.7

Entertainment

8.5

Food

Reviews

Pros: Good organization and nice staff

Cons: N/A

1 / 5
SWISS
PriceFrom $663
Free Cancellation
Rating
8.5
8.8

Boarding

8.5

Comfort

9.0

Crew

8.0

Entertainment

8.5

Food

Reviews

Pros: Nothing. I was sold a ticket for 709 dollars and wasn’t told I couldn’t get on until showing up to the gate. Therefore I had to spend 1000 more dollars to book another ticket because budget air wouldn’t change or refund the flight.

Cons: Not selling a ticket with a layover where someone with a US passport cannot travel through at the moment. Be more forthcoming.

1 / 10

Are airlines flying from Chicago to Milan offering flexible cancellation due to COVID-19?

Some of our partner airlines flying from Chicago to Milan are adopting new policies due to the global impact of COVID-19. Some of the airlines that may be waiving their cancellation fees are SAS, Aer Lingus, and American Airlines. You can search for the full list of airlines like SAS that are offering this flexibility.


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