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Cheap flights from Chicago to Milan from $300

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 10/17. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Milan

Cheap round-trip flights

Enter your travel dates to find the best prices.
ITA Airways Logo
3:00 pm - 10:10 am
ORD
-
LIN
12h 10m
1 stop
ITA Airways Logo
7:00 am - 1:10 pm
LIN
-
ORD
13h 10m
1 stop
$673ITA Airways
Wed, Aug 19 - Wed, Aug 26
ITA Airways Logo
3:00 pm - 11:40 am
ORD
-
LIN
13h 40m
1 stop
ITA Airways Logo
7:00 pm - 1:10 pm
LIN
-
ORD
25h 10m
1 stop
$674ITA Airways
Sun, Aug 9 - Mon, Aug 24
ITA Airways Logo
3:00 pm - 11:40 am
ORD
-
LIN
13h 40m
1 stop
ITA Airways Logo
7:00 am - 1:10 pm
LIN
-
ORD
13h 10m
1 stop
$675ITA Airways
Wed, Aug 19 - Thu, Aug 27
ITA Airways Logo
3:00 pm - 11:40 am
ORD
-
LIN
13h 40m
1 stop
ITA Airways Logo
7:00 am - 1:10 pm
LIN
-
ORD
13h 10m
1 stop
$676ITA Airways
Sun, Aug 16 - Thu, Aug 27
ITA Airways Logo
3:00 pm - 10:10 am
ORD
-
LIN
12h 10m
1 stop
ITA Airways Logo
7:00 am - 1:10 pm
LIN
-
ORD
13h 10m
1 stop
$677ITA Airways
Tue, Aug 18 - Wed, Aug 26
ITA Airways Logo
3:00 pm - 7:10 pm
ORD
-
LIN
21h 10m
1 stop
ITA Airways Logo
7:00 am - 1:10 pm
LIN
-
ORD
13h 10m
1 stop
$685ITA Airways
Sun, Aug 16 - Thu, Aug 27
American Airlines Logo
10:30 pm - 5:15 pm
ORD
-
LIN
11h 45m
1 stop
American Airlines Logo
7:50 am - 4:00 pm
LIN
-
ORD
15h 10m
1 stop
$709American Airlines
Mon, Aug 10 - Wed, Aug 19
Delta Logo
1:22 pm - 11:15 am
MDW
-
LIN
14h 53m
2 stops
Delta Logo
6:30 am - 4:14 pm
LIN
-
MDW
16h 44m
2 stops
$797Delta
Sun, Nov 29 - Tue, Dec 8
Delta Logo
1:25 pm - 11:20 am
MDW
-
LIN
14h 55m
2 stops
Delta Logo
6:40 am - 6:01 pm
LIN
-
MDW
18h 21m
2 stops
$807Delta
Mon, Aug 24 - Fri, Aug 28
Delta Logo
6:42 pm - 3:55 pm
MDW
-
LIN
14h 13m
2 stops
Delta Logo
6:25 am - 6:33 pm
LIN
-
MDW
19h 08m
2 stops
$819Delta
Sun, Aug 23 - Wed, Aug 26

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Lufthansa flights from Chicago to Milan Linate Airport

Our best Lufthansa deals on Chicago to Milan Linate Airport flight tickets
Lufthansa
Nov 8
ORD9:50 pmChicago O'Hare Intl
14h 00m
1 stop
LIN6:50 pmMilan Linate
Nov 18
LIN1:40 pmMilan Linate
13h 25m
1 stop
ORD8:05 pmChicago O'Hare Intl
$774
Lufthansa
Nov 8
ORD9:50 pmChicago O'Hare Intl
14h 00m
1 stop
LIN6:50 pmMilan Linate
Nov 15
LIN6:25 amMilan Linate
13h 45m
1 stop
ORD1:10 pmChicago O'Hare Intl
$778
Lufthansa
Nov 25
ORD9:50 pmChicago O'Hare Intl
14h 00m
1 stop
LIN6:50 pmMilan Linate
Dec 5
LIN9:45 amMilan Linate
15h 40m
1 stop
ORD6:25 pmChicago O'Hare Intl
$780

ITA Airways flights from Chicago to Milan Linate Airport

Our best ITA Airways deals on Chicago to Milan Linate Airport flight tickets
ITA Airways
Aug 19
ORD3:00 pmChicago O'Hare Intl
12h 10m
1 stop
LIN10:10 amMilan Linate
Aug 26
LIN7:00 amMilan Linate
13h 10m
1 stop
ORD1:10 pmChicago O'Hare Intl
$673
ITA Airways
Aug 9
ORD3:00 pmChicago O'Hare Intl
13h 40m
1 stop
LIN11:40 amMilan Linate
Aug 24
LIN7:00 pmMilan Linate
25h 10m
1 stop
ORD1:10 pmChicago O'Hare Intl
$674
ITA Airways
Aug 19
ORD3:00 pmChicago O'Hare Intl
13h 40m
1 stop
LIN11:40 amMilan Linate
Aug 27
LIN7:00 amMilan Linate
13h 10m
1 stop
ORD1:10 pmChicago O'Hare Intl
$675

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 July 26, 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

Cheapest round-trip
Quickest round-trip

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Wed 8/19

3:00 pm-10:10 am

1 stop12h 10m

Milan Linate

Wed 8/26

7:00 am-1:10 pm

1 stop13h 10m

$673

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Sun 8/9

3:00 pm-11:40 am

1 stop13h 40m

Milan Linate

Mon 8/24

7:00 pm-1:10 pm

1 stop25h 10m

$674

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Wed 8/19

3:00 pm-11:40 am

1 stop13h 40m

Milan Linate

Thu 8/27

7:00 am-1:10 pm

1 stop13h 10m

$675

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Sun 8/16

3:00 pm-11:40 am

1 stop13h 40m

Milan Linate

Thu 8/27

7:00 am-1:10 pm

1 stop13h 10m

$676

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Tue 8/18

3:00 pm-10:10 am

1 stop12h 10m

Milan Linate

Wed 8/26

7:00 am-1:10 pm

1 stop13h 10m

$677

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Sun 8/16

3:00 pm-7:10 pm

1 stop21h 10m

Milan Linate

Thu 8/27

7:00 am-1:10 pm

1 stop13h 10m

$685

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Mon 8/10

10:30 pm-5:15 pm

1 stop11h 45m

Milan Linate

Wed 8/19

7:50 am-4:00 pm

1 stop15h 10m

$709

ChicagoMilan

MDW - LIN

MDWLIN

Chicago Midway

Sun 11/29

1:22 pm-11:15 am

2 stops14h 53m

Milan Linate

Tue 12/8

6:30 am-4:14 pm

2 stops16h 44m

$797

ChicagoMilan

MDW - LIN

MDWLIN

Chicago Midway

Mon 8/24

1:25 pm-11:20 am

2 stops14h 55m

Milan Linate

Fri 8/28

6:40 am-6:01 pm

2 stops18h 21m

$807

ChicagoMilan

MDW - LIN

MDWLIN

Chicago Midway

Sun 8/23

6:42 pm-3:55 pm

2 stops14h 13m

Milan Linate

Wed 8/26

6:25 am-6:33 pm

2 stops19h 08m

$819

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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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 month to fly to Milan Linate Airport?

The month of October is, on average, the cheapest month to fly to Milan Linate Airport from Chicago, with most prices found around $0. The month of January is another great option to travel to Milan Linate Airport, with average flight prices from Chicago averaging around $0.

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

Frequently asked questions about flying from Chicago to Milan Linate Airport

  • 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 $627Free CancellationRating
7.3
1,682 reviews
Search Aer Lingus flights

Traveling to a place near Milan?

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

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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