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Cheap flights from Chicago to Milan from $325

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 7/28. 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

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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.
Lufthansa Logo
3:35 pm - 9:10 am
ORD
-
LIN
10h 35m
1 stop
Lufthansa Logo
10:30 am - 7:55 pm
LIN
-
ORD
16h 25m
1 stop
$780Lufthansa
Fri, Aug 14 - Sun, Aug 23
Scandinavian Airlines Logo
7:15 pm - 12:10 pm
ORD
-
LIN
33h 55m
2 stops
Scandinavian Airlines Logo
1:00 pm - 4:10 pm
LIN
-
ORD
34h 10m
2 stops
$782Scandinavian Airlines
Sun, Aug 23 - Wed, Aug 26
Multiple Airlines Logo
8:45 am - 9:50 am
ORD
-
LIN
18h 05m
2 stops
Multiple Airlines Logo
10:35 am - 8:05 pm
LIN
-
ORD
16h 30m
2 stops
$784Multiple Airlines
Sat, Aug 15 - Tue, Aug 25
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
$788ITA Airways
Tue, Aug 11 - Tue, Aug 25
British Airways Logo
9:15 pm - 5:15 pm
ORD
-
LIN
13h 00m
1 stop
British Airways Logo
2:30 pm - 12:30 pm
LIN
-
ORD
29h 00m
1 stop
$789British Airways
Wed, Aug 12 - Tue, Aug 18
Delta Logo
5:10 pm - 1:55 pm
ORD
-
LIN
13h 45m
1 stop
Delta Logo
6:40 am - 2:15 pm
LIN
-
ORD
14h 35m
1 stop
$790Delta
Tue, Aug 18 - Thu, Aug 27
Scandinavian Airlines Logo
7:15 pm - 1:55 pm
ORD
-
LIN
11h 40m
1 stop
Scandinavian Airlines Logo
12:00 pm - 4:10 pm
LIN
-
ORD
35h 10m
1 stop
$791Scandinavian Airlines
Fri, Sep 25 - Sun, Oct 4
United Airlines Logo
6:00 pm - 12:20 pm
ORD
-
LIN
11h 20m
1 stop
United Airlines Logo
6:50 am - 12:55 pm
LIN
-
ORD
13h 05m
1 stop
$792United Airlines
Tue, Aug 11 - Mon, Aug 24
Lufthansa Logo
3:35 pm - 9:10 am
ORD
-
LIN
10h 35m
1 stop
Lufthansa Logo
1:40 pm - 6:15 pm
LIN
-
ORD
11h 35m
1 stop
$793Lufthansa
Sun, Aug 16 - Mon, Aug 24
Delta Logo
11:30 am - 11:15 am
ORD
-
LIN
16h 45m
2 stops
Delta Logo
6:30 am - 2:25 pm
LIN
-
ORD
14h 55m
1 stop
$794Delta
Sun, Nov 8 - Wed, Nov 18

Lufthansa flights from Chicago to Milan Linate Airport

Our best Lufthansa deals on Chicago to Milan Linate Airport flight tickets
Lufthansa
Aug 14
ORD3:35 pmChicago O'Hare Intl
10h 35m
1 stop
LIN9:10 amMilan Linate
Aug 23
LIN10:30 amMilan Linate
16h 25m
1 stop
ORD7:55 pmChicago O'Hare Intl
$780
Lufthansa
Aug 16
ORD3:35 pmChicago O'Hare Intl
10h 35m
1 stop
LIN9:10 amMilan Linate
Aug 24
LIN1:40 pmMilan Linate
11h 35m
1 stop
ORD6:15 pmChicago O'Hare Intl
$793
Lufthansa
Aug 15
ORD3:35 pmChicago O'Hare Intl
10h 35m
1 stop
LIN9:10 amMilan Linate
Aug 27
LIN6:50 amMilan Linate
13h 05m
1 stop
ORD12:55 pmChicago O'Hare Intl
$796

Austrian Airlines flights from Chicago to Milan Linate Airport

Our best Austrian Airlines deals on Chicago to Milan Linate Airport flight tickets
Austrian Airlines
Oct 24
ORD4:20 pmChicago O'Hare Intl
10h 55m
1 stop
LIN10:15 amMilan Linate
Nov 4
LIN8:40 pmMilan Linate
24h 20m
1 stop
ORD2:00 pmChicago O'Hare Intl
$815
Austrian Airlines
Aug 14
ORD12:56 pmChicago O'Hare Intl
18h 14m
2 stops
LIN2:10 pmMilan Linate
Aug 28
LIN3:00 pmMilan Linate
29h 20m
1 stop
ORD1:20 pmChicago O'Hare Intl
$830
Austrian Airlines
Aug 18
ORD12:56 pmChicago O'Hare Intl
18h 14m
2 stops
LIN2:10 pmMilan Linate
Aug 25
LIN7:00 amMilan Linate
13h 20m
1 stop
ORD1:20 pmChicago O'Hare Intl
$831

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 June 6, 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

Fri 8/14

3:35 pm-9:10 am

1 stop10h 35m

Milan Linate

Sun 8/23

10:30 am-7:55 pm

1 stop16h 25m

$780

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Sun 8/23

7:15 pm-12:10 pm

2 stops33h 55m

Milan Linate

Wed 8/26

1:00 pm-4:10 pm

2 stops34h 10m

$782

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Sat 8/15

8:45 am-9:50 am

2 stops18h 05m

Milan Linate

Tue 8/25

10:35 am-8:05 pm

2 stops16h 30m

$784

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Tue 8/11

3:00 pm-10:10 am

1 stop12h 10m

Milan Linate

Tue 8/25

7:00 am-1:10 pm

1 stop13h 10m

$788

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Wed 8/12

9:15 pm-5:15 pm

1 stop13h 00m

Milan Linate

Tue 8/18

2:30 pm-12:30 pm

1 stop29h 00m

$789

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Tue 8/18

5:10 pm-1:55 pm

1 stop13h 45m

Milan Linate

Thu 8/27

6:40 am-2:15 pm

1 stop14h 35m

$790

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Fri 9/25

7:15 pm-1:55 pm

1 stop11h 40m

Milan Linate

Sun 10/4

12:00 pm-4:10 pm

1 stop35h 10m

$791

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Tue 8/11

6:00 pm-12:20 pm

1 stop11h 20m

Milan Linate

Mon 8/24

6:50 am-12:55 pm

1 stop13h 05m

$792
Quickest round-trip

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Sun 8/16

3:35 pm-9:10 am

1 stop10h 35m

Milan Linate

Mon 8/24

1:40 pm-6:15 pm

1 stop11h 35m

$793

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Sun 11/8

11:30 am-11:15 am

2 stops16h 45m

Milan Linate

Wed 11/18

6:30 am-2:25 pm

1 stop14h 55m

$794

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 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

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

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. 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
Aer LingusPriceFrom $627Free CancellationRating
7.3
1,598 reviews
Search Aer Lingus flights
ITA AirwaysPriceFrom $644Free CancellationRating
6.7
1,247 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
Livigno
Monza
Domodossola
Lecco
Bellano
Assago
Cernobbio
Crema
Levanto
Moltrasio
Bormio
Rho
Baveno
Novara
Iseo

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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