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Cheap flights from Chicago to Milan from $270

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 4/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago to Milan

Cheap round-trip flights

Enter your travel dates to find the best prices.
Scandinavian Airlines Logo
7:15 pm - 12:10 pm
ORD
-
LIN
33h 55m
2 stops
Scandinavian Airlines Logo
12:00 pm - 4:10 pm
LIN
-
ORD
35h 10m
1 stop
$533Scandinavian Airlines
Sat, Apr 11 - Sun, Apr 19
Scandinavian Airlines Logo
7:15 pm - 1:35 pm
ORD
-
LIN
35h 20m
2 stops
Scandinavian Airlines Logo
12:00 pm - 4:10 pm
LIN
-
ORD
35h 10m
1 stop
$556Scandinavian Airlines
Fri, Apr 10 - Sun, Apr 19
Aer Lingus Logo
3:50 pm - 11:05 am
ORD
-
LIN
12h 15m
1 stop
Aer Lingus Logo
11:45 am - 7:15 pm
LIN
-
ORD
14h 30m
1 stop
$560Aer Lingus
Mon, Mar 2 - Thu, Mar 5
Scandinavian Airlines Logo
7:15 pm - 12:10 pm
ORD
-
LIN
33h 55m
2 stops
Scandinavian Airlines Logo
12:00 pm - 4:10 pm
LIN
-
ORD
35h 10m
1 stop
$563Scandinavian Airlines
Sat, Apr 11 - Sun, Apr 19
Aer Lingus Logo
3:50 pm - 11:05 am
ORD
-
LIN
12h 15m
1 stop
Aer Lingus Logo
11:45 am - 6:55 pm
LIN
-
ORD
13h 10m
1 stop
$566Aer Lingus
Wed, Mar 4 - Wed, Mar 11
Scandinavian Airlines Logo
7:15 pm - 11:10 am
ORD
-
LIN
32h 55m
1 stop
Scandinavian Airlines Logo
12:00 pm - 4:10 pm
LIN
-
ORD
35h 10m
1 stop
$567Scandinavian Airlines
Fri, Apr 3 - Sun, Apr 19
Multiple Airlines Logo
6:51 pm - 11:55 am
ORD
-
LIN
35h 04m
3 stops
Multiple Airlines Logo
8:40 pm - 12:22 am
LIN
-
ORD
33h 42m
2 stops
$578Multiple Airlines
Mon, Mar 9 - Mon, Mar 16
Air France Logo
6:34 pm - 1:55 pm
MDW
-
LIN
12h 21m
2 stops
Air France Logo
6:25 am - 4:25 pm
LIN
-
MDW
17h 00m
2 stops
$1,037Air France
Mon, Apr 6 - Tue, Apr 21
Delta Logo
10:45 am - 8:50 am
MDW
-
LIN
15h 05m
2 stops
Delta Logo
6:40 am - 5:54 pm
LIN
-
MDW
18h 14m
2 stops
$1,133Delta
Wed, Apr 1 - Fri, Apr 10
Delta Logo
1:10 pm - 11:20 am
MDW
-
LIN
15h 10m
2 stops
Delta Logo
6:40 am - 6:40 pm
LIN
-
MDW
19h 00m
2 stops
$1,343Delta
Thu, Apr 2 - Tue, Apr 7

ITA Airways flights from Chicago to Milan Linate Airport

Our best ITA Airways deals on Chicago to Milan Linate Airport flight tickets
ITA Airways
Apr 14
ORD8:45 amChicago O'Hare Intl
18h 25m
2 stops
LIN10:10 amMilan Linate
Apr 20
LIN4:00 pmMilan Linate
33h 23m
2 stops
ORD6:23 pmChicago O'Hare Intl
$616
ITA Airways
Mar 15
ORD8:50 amChicago O'Hare Intl
19h 20m
2 stops
LIN10:10 amMilan Linate
Apr 15
LIN7:00 amMilan Linate
18h 23m
2 stops
ORD6:23 pmChicago O'Hare Intl
$695
ITA Airways
Aug 5
ORD8:40 amChicago O'Hare Intl
18h 30m
2 stops
LIN10:10 amMilan Linate
Aug 19
LIN1:00 pmMilan Linate
31h 10m
1 stop
ORD1:10 pmChicago O'Hare Intl
$696

Scandinavian Airlines flights from Chicago to Milan Linate Airport

Our best Scandinavian Airlines deals on Chicago to Milan Linate Airport flight tickets
Scandinavian Airlines
Apr 11
ORD7:15 pmChicago O'Hare Intl
33h 55m
2 stops
LIN12:10 pmMilan Linate
Apr 19
LIN12:00 pmMilan Linate
35h 10m
1 stop
ORD4:10 pmChicago O'Hare Intl
$533
Scandinavian Airlines
Apr 10
ORD7:15 pmChicago O'Hare Intl
35h 20m
2 stops
LIN1:35 pmMilan Linate
Apr 19
LIN12:00 pmMilan Linate
35h 10m
1 stop
ORD4:10 pmChicago O'Hare Intl
$556
Scandinavian Airlines
Apr 11
ORD7:15 pmChicago O'Hare Intl
33h 55m
2 stops
LIN12:10 pmMilan Linate
Apr 19
LIN12:00 pmMilan Linate
35h 10m
1 stop
ORD4:10 pmChicago O'Hare Intl
$563

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 February 11, 2026.
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 4/11

7:15 pm-12:10 pm

2 stops33h 55m

Milan Linate

Sun 4/19

12:00 pm-4:10 pm

1 stop35h 10m

$533

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Fri 4/10

7:15 pm-1:35 pm

2 stops35h 20m

Milan Linate

Sun 4/19

12:00 pm-4:10 pm

1 stop35h 10m

$556

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Mon 3/2

3:50 pm-11:05 am

1 stop12h 15m

Milan Linate

Thu 3/5

11:45 am-7:15 pm

1 stop14h 30m

$560

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Sat 4/11

7:15 pm-12:10 pm

2 stops33h 55m

Milan Linate

Sun 4/19

12:00 pm-4:10 pm

1 stop35h 10m

$563

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Wed 3/4

3:50 pm-11:05 am

1 stop12h 15m

Milan Linate

Wed 3/11

11:45 am-6:55 pm

1 stop13h 10m

$566

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Fri 4/3

7:15 pm-11:10 am

1 stop32h 55m

Milan Linate

Sun 4/19

12:00 pm-4:10 pm

1 stop35h 10m

$567

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Mon 3/9

6:51 pm-11:55 am

3 stops35h 04m

Milan Linate

Mon 3/16

8:40 pm-12:22 am

2 stops33h 42m

$578

ChicagoMilan

MDW - LIN

MDWLIN

Chicago Midway

Mon 4/6

6:34 pm-1:55 pm

2 stops12h 21m

Milan Linate

Tue 4/21

6:25 am-4:25 pm

2 stops17h 00m

$1,037

ChicagoMilan

MDW - LIN

MDWLIN

Chicago Midway

Wed 4/1

10:45 am-8:50 am

2 stops15h 05m

Milan Linate

Fri 4/10

6:40 am-5:54 pm

2 stops18h 14m

$1,133

ChicagoMilan

MDW - LIN

MDWLIN

Chicago Midway

Thu 4/2

1:10 pm-11:20 am

2 stops15h 10m

Milan Linate

Tue 4/7

6:40 am-6:40 pm

2 stops19h 00m

$1,343

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

Which airport is the most popular layover for flights between Chicago and Milan Linate Airport?

Percentage of 1-stop return trips between Chicago and Milan Linate Airport selected by momondo users, with the same layover airport each way, over the last 12 months.

Dublin (DUB) was the most common stop: 70% of momondo users choosing 1-stop flights on this route connected there.

Which layover airport offers the lowest fares from Chicago to Milan Linate Airport?

Average price of 1-stop round-trip flights from Chicago to Milan Linate Airport, with the same layover airport on both legs, clicked by momondo users over the past 12 months.

Flights via Rome (FCO) offer the lowest average round-trip price of $592.

Which layover airport has the shortest travel time from Chicago to Milan Linate Airport?

Average total travel time for 1-stop one-way flights from Chicago to Milan Linate Airport, grouped by layover airport, based on momondo user clicks from the past 12 months.

Flights connecting via Paris (CDG) have the shortest average one-way travel time: 10h 55m.

Which layover airport has the shortest connection time from Chicago to Milan Linate Airport?

Average connection time for 1-stop one-way flights from Chicago to Milan Linate Airport, grouped by layover airport, based on momondo user clicks over the last 12 months.

Rome (FCO) has the shortest average layover time for this route: 1h 25m.

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

11h 20m

Direct flights

None
The fastest flight from Chicago to Milan Linate Airport takes 11h 20m
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. 11h 20m 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
Aer LingusPriceFrom $564Free CancellationRating
7.2
1,449 reviews
Search Aer Lingus flights
ITA AirwaysPriceFrom $584Free CancellationRating
6.7
1,148 reviews
Search ITA 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
Levanto
Livigno
Monza
Assago
Bellano
Domodossola
Lecco
Crema
Rho
Cernobbio
Moltrasio
Saronno
Bormio
Baveno
Asti

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.

An easier way to manage your Milan Linate Airport trip

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