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Cheap flights from Chicago to Milan from $257

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Milan departing on 2/23. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Scandinavian Airlines Logo
7:20 pm - 6:15 pm
ORD
-
LIN
15h 55m2 stops
Scandinavian Airlines Logo
9:40 pm - 4:55 pm
LIN
-
ORD
26h 15m2 stops
$484Scandinavian Airlines
Sat, Feb 14 - Sat, Feb 21
Scandinavian Airlines Logo
7:20 pm - 6:15 pm
ORD
-
LIN
15h 55m2 stops
Scandinavian Airlines Logo
9:40 pm - 4:55 pm
LIN
-
ORD
26h 15m2 stops
$485Scandinavian Airlines
Sat, Feb 14 - Sat, Feb 21
Scandinavian Airlines Logo
7:15 pm - 12:10 pm
ORD
-
LIN
33h 55m2 stops
Scandinavian Airlines Logo
1:00 pm - 4:10 pm
LIN
-
ORD
34h 10m2 stops
$497Scandinavian Airlines
Mon, Apr 13 - Fri, Apr 17
Scandinavian Airlines Logo
7:20 pm - 12:05 pm
ORD
-
LIN
33h 45m2 stops
Scandinavian Airlines Logo
12:55 pm - 4:55 pm
LIN
-
ORD
35h 00m2 stops
$515Scandinavian Airlines
Sat, Jan 24 - Sat, Jan 31
Scandinavian Airlines Logo
7:10 pm - 12:05 pm
ORD
-
LIN
33h 55m2 stops
Scandinavian Airlines Logo
12:55 pm - 4:45 pm
LIN
-
ORD
34h 50m2 stops
$527Scandinavian Airlines
Sun, Feb 1 - Thu, Feb 12
Scandinavian Airlines Logo
7:10 pm - 12:05 pm
ORD
-
LIN
33h 55m2 stops
Scandinavian Airlines Logo
12:55 pm - 4:55 pm
LIN
-
ORD
35h 00m2 stops
$528Scandinavian Airlines
Sun, Jan 25 - Thu, Jan 29
Aer Lingus Logo
3:50 pm - 11:05 am
ORD
-
LIN
12h 15m1 stop
Aer Lingus Logo
11:20 am - 7:00 pm
LIN
-
ORD
14h 40m1 stop
$571Aer Lingus
Wed, Mar 4 - Wed, Apr 29
Delta Logo
1:26 pm - 10:00 am
MDW
-
LIN
13h 34m2 stops
Delta Logo
6:30 am - 6:40 pm
LIN
-
MDW
19h 10m2 stops
$1,199Delta
Fri, Feb 6 - Sun, Feb 22
Delta Logo
1:10 pm - 12:00 pm
MDW
-
LIN
15h 50m2 stops
Delta Logo
6:40 am - 5:54 pm
LIN
-
MDW
18h 14m2 stops
$1,257Delta
Fri, Apr 3 - Sat, Apr 11
Delta Logo
6:14 pm - 7:35 pm
MDW
-
LIN
18h 21m2 stops
Delta Logo
6:30 am - 5:29 pm
LIN
-
MDW
17h 59m2 stops
$1,344Delta
Mon, Jan 19 - Tue, Jan 27

Scandinavian Airlines flights from Chicago to Milan Linate Airport

Our best Scandinavian Airlines deals on Chicago to Milan Linate Airport flight tickets
Scandinavian Airlines
Feb 14
ORD7:20 pmChicago O'Hare Intl
15h 55m
2 stops
LIN6:15 pmMilan Linate
Feb 21
LIN9:40 pmMilan Linate
26h 15m
2 stops
ORD4:55 pmChicago O'Hare Intl
$484
Find similar
Scandinavian Airlines
Feb 14
ORD7:20 pmChicago O'Hare Intl
15h 55m
2 stops
LIN6:15 pmMilan Linate
Feb 21
LIN9:40 pmMilan Linate
26h 15m
2 stops
ORD4:55 pmChicago O'Hare Intl
$485
Find similar
Scandinavian Airlines
Apr 13
ORD7:15 pmChicago O'Hare Intl
33h 55m
2 stops
LIN12:10 pmMilan Linate
Apr 16
LIN1:00 pmMilan Linate
34h 10m
2 stops
ORD4:10 pmChicago O'Hare Intl
$497
Find similar

ITA Airways flights from Chicago to Milan Linate Airport

Our best ITA Airways deals on Chicago to Milan Linate Airport flight tickets
ITA Airways
May 10
ORD8:55 amChicago O'Hare Intl
18h 15m
2 stops
LIN10:10 amMilan Linate
May 17
LIN5:00 pmMilan Linate
27h 10m
1 stop
ORD1:10 pmChicago O'Hare Intl
$657
Find similar
ITA Airways
May 10
ORD8:55 amChicago O'Hare Intl
19h 45m
2 stops
LIN11:40 amMilan Linate
May 17
LIN5:00 pmMilan Linate
27h 10m
1 stop
ORD1:10 pmChicago O'Hare Intl
$666
Find similar
ITA Airways
May 8
ORD11:15 amChicago O'Hare Intl
17h 25m
2 stops
LIN11:40 amMilan Linate
May 24
LIN7:00 pmMilan Linate
25h 10m
1 stop
ORD1:10 pmChicago O'Hare Intl
$706
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Milan Linate Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated December 27, 2025.
Use the filters below to find and compare flights from Chicago to Milan Linate Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Sat 2/14

7:20 pm-6:15 pm

2 stops15h 55m

Milan Linate

Sat 2/21

9:40 pm-4:55 pm

2 stops26h 15m

$484

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Sat 2/14

7:20 pm-6:15 pm

2 stops15h 55m

Milan Linate

Sat 2/21

9:40 pm-4:55 pm

2 stops26h 15m

$485

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Mon 4/13

7:15 pm-12:10 pm

2 stops33h 55m

Milan Linate

Fri 4/17

1:00 pm-4:10 pm

2 stops34h 10m

$497

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Sat 1/24

7:20 pm-12:05 pm

2 stops33h 45m

Milan Linate

Sat 1/31

12:55 pm-4:55 pm

2 stops35h 00m

$515

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Sun 2/1

7:10 pm-12:05 pm

2 stops33h 55m

Milan Linate

Thu 2/12

12:55 pm-4:45 pm

2 stops34h 50m

$527

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Sun 1/25

7:10 pm-12:05 pm

2 stops33h 55m

Milan Linate

Thu 1/29

12:55 pm-4:55 pm

2 stops35h 00m

$528

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Wed 3/4

3:50 pm-11:05 am

1 stop12h 15m

Milan Linate

Wed 4/29

11:20 am-7:00 pm

1 stop14h 40m

$571

ChicagoMilan

MDW - LIN

MDWLIN

Chicago Midway

Fri 2/6

1:26 pm-10:00 am

2 stops13h 34m

Milan Linate

Sun 2/22

6:30 am-6:40 pm

2 stops19h 10m

$1,199

ChicagoMilan

MDW - LIN

MDWLIN

Chicago Midway

Fri 4/3

1:10 pm-12:00 pm

2 stops15h 50m

Milan Linate

Sat 4/11

6:40 am-5:54 pm

2 stops18h 14m

$1,257

ChicagoMilan

MDW - LIN

MDWLIN

Chicago Midway

Mon 1/19

6:14 pm-7:35 pm

2 stops18h 21m

Milan Linate

Tue 1/27

6:30 am-5:29 pm

2 stops17h 59m

$1,344

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Milan from

How to get the cheapest flight ticket from Chicago to Milan Linate Airport

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 day to depart on your flight to Milan Linate Airport?

Our data shows that Monday is the least expensive day to fly to Milan Linate Airport. Tickets to fly out on this day can be as low as $715. The most expensive day to fly to Milan Linate Airport is Tuesday, with ticket prices averaging around $1,022.

What is the cheapest time of day to depart on your flight to Milan Linate Airport?

According to our data, the cheapest time of day to fly to Milan Linate Airport is in the afternoon. momondo users have found flights departing from Chicago to Milan Linate Airport in the afternoon for as low as $902. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Flights to Milan Linate Airport are more costly in the evening, with an average ticket price of $981. Departure times in the evening fall within the peak daily travel times, which is why tickets can be more expensive.

When to book flights from Chicago to Milan Linate Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Milan Linate Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Milan Linate Airport (CHI to LIN) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Milan Linate Airport

Fastest flight time

10h 35m

Direct flights

None
The fastest flight from Chicago to Milan Linate Airport takes 10h 35m
There are no direct flights from Chicago to Milan Linate Airport. There are no popular flight routes from Chicago to Milan Linate Airport.
Search flight deals

  • How far is Chicago to Milan Linate by plane?

    There are 4530.1 mi between Chicago and Milan Linate. 10h 35m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Chicago to Milan Linate Airport?

    Prices for flights from Chicago to Milan Linate Airport refresh daily.

  • How many operators does momondo search for flights from Chicago to Milan Linate Airport?

  • How old do you have to be to fly from Chicago to Milan Linate Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Milan Linate Airport.

  • What documentation or ID do you need to fly to Milan Linate Airport?

    The travel and health documents you'll need for your trip to Milan Linate Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Milan Linate Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Chicago to Milan Linate Airport?

Best airlines flying from Chicago to Milan Linate Airport

Compare and see reviews for airlines that fly from Chicago to Milan Linate Airport with momondo
Airline
Rating
Free Cancellation
Price
ITA AirwaysPriceFrom $584Free CancellationRating
6.7
1,114 reviews
Search ITA Airways flights
Aer LingusPriceFrom $626Free CancellationRating
7.2
1,412 reviews
Search Aer Lingus flights
British AirwaysPriceFrom $661Free CancellationRating
6.7
7,616 reviews
Search British Airways flights

Traveling to a place near Milan?

Book flights to Milan if you plan to visit one of these locations
Bellagio
Varenna
Menaggio
Brescia
Stresa
Monza
Levanto
Assago
Livigno
Bellano
Lecco
Domodossola
Crema
Bormio
Rho
Cernobbio
Moltrasio
Saronno
Baveno
Novara

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Milan?

It is quick and easy to find Chicago to Milan flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Milan that suits you.

Can I find flights from Chicago to Milan with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Milan from Chicago with this policy.

How can momondo help me find flights from Chicago to Milan?

Once you have performed a search for Chicago to Milan flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Chicago to Milan right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Chicago to Milan flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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