Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago to Milan from $339

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 9/20. 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 - 11:40 am
ORD
-
LIN
13h 40m
1 stop
ITA Airways Logo
9:00 pm - 1:10 pm
LIN
-
ORD
23h 10m
1 stop
$662ITA Airways
Wed, Aug 19 - Wed, Aug 26
ITA Airways Logo
3:00 pm - 8:10 pm
ORD
-
LIN
22h 10m
1 stop
ITA Airways Logo
1:00 pm - 1:10 pm
LIN
-
ORD
31h 10m
1 stop
$662ITA Airways
Wed, Aug 12 - Wed, Aug 26
ITA Airways Logo
3:00 pm - 11:40 am
ORD
-
LIN
13h 40m
1 stop
ITA Airways Logo
9:00 am - 1:10 pm
LIN
-
ORD
35h 10m
1 stop
$666ITA Airways
Wed, Aug 12 - Wed, Aug 26
ITA Airways Logo
3:00 pm - 11:40 am
ORD
-
LIN
13h 40m
1 stop
ITA Airways Logo
1:00 pm - 1:10 pm
LIN
-
ORD
31h 10m
1 stop
$666ITA 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
9:00 pm - 1:10 pm
LIN
-
ORD
23h 10m
1 stop
$666ITA 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 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 am - 1:10 pm
LIN
-
ORD
13h 10m
1 stop
$673ITA Airways
Wed, Aug 19 - Thu, Aug 27
ITA Airways Logo
3:00 pm - 10:10 am
ORD
-
LIN
12h 10m
1 stop
ITA Airways Logo
6:00 pm - 1:10 pm
LIN
-
ORD
26h 10m
1 stop
$675ITA Airways
Wed, Aug 19 - Mon, Aug 24
Aer Lingus Logo
3:45 pm - 10:40 am
ORD
-
LIN
11h 55m
1 stop
Aer Lingus Logo
11:20 am - 7:15 pm
LIN
-
ORD
14h 55m
1 stop
$781Aer Lingus
Tue, Aug 25 - Fri, Aug 28
Aer Lingus Logo
3:45 pm - 10:40 am
ORD
-
LIN
11h 55m
1 stop
Aer Lingus Logo
11:20 am - 7:15 pm
LIN
-
ORD
14h 55m
1 stop
$781Aer Lingus
Tue, Aug 25 - Thu, Aug 27

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

American Airlines flights from Chicago to Milan Linate Airport

Our best American Airlines deals on Chicago to Milan Linate Airport flight tickets
American Airlines
Aug 24
ORD8:45 pmChicago O'Hare Intl
11h 20m
1 stop
LIN3:05 pmMilan Linate
Aug 28
LIN7:50 amMilan Linate
13h 35m
1 stop
ORD2:25 pmChicago O'Hare Intl
$784
American Airlines
Aug 3
ORD10:30 pmChicago O'Hare Intl
11h 45m
1 stop
LIN5:15 pmMilan Linate
Aug 19
LIN11:10 amMilan Linate
13h 05m
1 stop
ORD5:15 pmChicago O'Hare Intl
$794
American Airlines
Aug 3
ORD10:30 pmChicago O'Hare Intl
11h 45m
1 stop
LIN5:15 pmMilan Linate
Aug 19
LIN11:10 amMilan Linate
13h 05m
1 stop
ORD5:15 pmChicago O'Hare Intl
$798

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 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
$646
ITA Airways
Aug 12
ORD3:00 pmChicago O'Hare Intl
22h 10m
1 stop
LIN8:10 pmMilan Linate
Aug 26
LIN1:00 pmMilan Linate
31h 10m
1 stop
ORD1:10 pmChicago O'Hare Intl
$662
ITA Airways
Aug 12
ORD3:00 pmChicago O'Hare Intl
13h 40m
1 stop
LIN11:40 amMilan Linate
Aug 26
LIN9:00 amMilan Linate
35h 10m
1 stop
ORD1:10 pmChicago O'Hare Intl
$666

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 August 1, 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

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Wed 8/19

3:00 pm-11:40 am

1 stop13h 40m

Milan Linate

Wed 8/26

9:00 pm-1:10 pm

1 stop23h 10m

$662

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Wed 8/12

3:00 pm-8:10 pm

1 stop22h 10m

Milan Linate

Wed 8/26

1:00 pm-1:10 pm

1 stop31h 10m

$662

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Wed 8/12

3:00 pm-11:40 am

1 stop13h 40m

Milan Linate

Wed 8/26

9:00 am-1:10 pm

1 stop35h 10m

$666

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Wed 8/19

3:00 pm-11:40 am

1 stop13h 40m

Milan Linate

Wed 8/26

1:00 pm-1:10 pm

1 stop31h 10m

$666

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Wed 8/19

3:00 pm-11:40 am

1 stop13h 40m

Milan Linate

Wed 8/26

9:00 pm-1:10 pm

1 stop23h 10m

$666
Quickest round-trip

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Wed 8/19

3:00 pm-11:40 am

1 stop13h 40m

Milan Linate

Wed 8/26

7:00 am-1:10 pm

1 stop13h 10m

$673

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

$673

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Wed 8/19

3:00 pm-10:10 am

1 stop12h 10m

Milan Linate

Mon 8/24

6:00 pm-1:10 pm

1 stop26h 10m

$675

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Tue 8/25

3:45 pm-10:40 am

1 stop11h 55m

Milan Linate

Fri 8/28

11:20 am-7:15 pm

1 stop14h 55m

$781

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Tue 8/25

3:45 pm-10:40 am

1 stop11h 55m

Milan Linate

Thu 8/27

11:20 am-7:15 pm

1 stop14h 55m

$781

Flights are sorted by cheapest round-trip flights first.

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

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 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

12h 10m

Direct flights

None
The fastest flight from Chicago to Milan Linate Airport takes 12h 10m
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. 12h 10m 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
1,683 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.

An easier way to manage your Milan Linate Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Mon 8/31
Mon 9/7
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Milan

Popular cities in Italy

Popular flights according to clicks in the last 7 days on momondo
Flights to Rome Fiumicino Airportfrom $460
Flights to Milan Malpensa Airportfrom $504
Flights to Venice Marco Polo Airportfrom $297
Flights to Rome Ciampino Airportfrom $594
Flights to Venice Treviso A. Canova Airportfrom $632