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Cheap flights from Chicago to Milan from $251

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 10/26. 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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Cheap round-trip flights

Scandinavian Airlines Logo
7:20 pm - 6:15 pmORD-LIN
39h 55m2 stops
Scandinavian Airlines Logo
12:55 pm - 4:45 pmLIN-ORD
34h 50m2 stops
$514Scandinavian Airlines
Find Deal
Fri, Nov 7 - Fri, Nov 14
Scandinavian Airlines Logo
7:20 pm - 12:05 pmORD-LIN
33h 45m2 stops
Scandinavian Airlines Logo
12:55 pm - 4:45 pmLIN-ORD
34h 50m2 stops
$516Scandinavian Airlines
Find Deal
Sat, Nov 29 - Wed, Dec 3
Aer Lingus Logo
4:50 pm - 11:05 amORD-LIN
12h 15m1 stop
Aer Lingus Logo
11:45 am - 5:55 pmLIN-ORD
13h 10m1 stop
$522Aer Lingus
Find Deal
Wed, Oct 29 - Wed, Nov 5
Aer Lingus Logo
3:50 pm - 11:05 amORD-LIN
12h 15m1 stop
Aer Lingus Logo
11:45 am - 5:55 pmLIN-ORD
13h 10m1 stop
$530Aer Lingus
Find Deal
Tue, Nov 11 - Tue, Nov 18
Logo
6:30 pm - 6:10 pmORD-LIN
16h 40m2 stops
Logo
8:00 am - 5:20 pmLIN-ORD
16h 20m2 stops
$563
Find Deal
Fri, Nov 28 - Mon, Dec 8
Logo
6:30 pm - 10:10 pmORD-LIN
20h 40m2 stops
Logo
8:00 am - 5:20 pmLIN-ORD
16h 20m2 stops
$569
Find Deal
Fri, Nov 7 - Sat, Nov 15
Delta Logo
10:35 am - 11:15 amMDW-LIN
17h 40m2 stops
Delta Logo
6:30 am - 4:25 pmLIN-MDW
16h 55m2 stops
$878Delta
Find Deal
Mon, Feb 16 - Tue, Feb 24
Delta Logo
5:59 pm - 11:15 amMDW-LIN
34h 16m2 stops
Delta Logo
6:30 am - 6:34 pmLIN-MDW
18h 04m2 stops
$884Delta
Find Deal
Sat, Feb 28 - Tue, Mar 10
KLM Logo
1:14 pm - 10:00 amMDW-LIN
13h 46m2 stops
KLM Logo
6:30 am - 4:38 pmLIN-MDW
17h 08m2 stops
$930KLM
Find Deal
Sun, Nov 9 - Tue, Nov 25
KLM Logo
1:08 pm - 10:00 amMDW-LIN
14h 52m2 stops
KLM Logo
6:30 am - 4:14 pmLIN-MDW
16h 44m2 stops
$1,312KLM
Find Deal
Thu, Oct 30 - Thu, Nov 6

ITA Airways flights from Chicago to Milan Linate Airport

Our best ITA Airways deals on Chicago to Milan Linate Airport flight tickets
ITA Airways
Sep 22
ORD3:00 pmChicago O'Hare Intl
17h 20m
1 stop
LIN3:20 pmMilan Linate
Sep 29
LIN9:00 pmMilan Linate
30h 10m
2 stops
ORD8:10 pmChicago O'Hare Intl
$706
Find similar
ITA Airways
Sep 22
ORD3:00 pmChicago O'Hare Intl
21h 10m
1 stop
LIN7:10 pmMilan Linate
Sep 26
LIN8:00 amMilan Linate
17h 20m
2 stops
ORD6:20 pmChicago O'Hare Intl
$746
Find similar
ITA Airways
Sep 25
ORD10:45 amChicago O'Hare Intl
23h 25m
2 stops
LIN5:10 pmMilan Linate
Sep 30
LIN7:00 amMilan Linate
17h 07m
2 stops
ORD5:07 pmChicago O'Hare Intl
$750
Find similar

Delta flights from Chicago to Milan Linate Airport

Our best Delta deals on Chicago to Milan Linate Airport flight tickets
Delta
Feb 16
MDW10:35 amChicago Midway
17h 40m
2 stops
LIN11:15 amMilan Linate
Feb 24
LIN6:30 amMilan Linate
16h 55m
2 stops
MDW4:25 pmChicago Midway
$878
Find similar
Delta
Feb 28
MDW5:59 pmChicago Midway
34h 16m
2 stops
LIN11:15 amMilan Linate
Mar 10
LIN6:30 amMilan Linate
18h 04m
2 stops
MDW6:34 pmChicago Midway
$884
Find similar
Delta
Feb 14
MDW4:30 pmChicago Midway
35h 45m
2 stops
LIN11:15 amMilan Linate
Feb 24
LIN6:30 amMilan Linate
16h 55m
2 stops
MDW4:25 pmChicago Midway
$885
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 September 15, 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

Fri 11/7

7:20 pm-6:15 pm

2 stops39h 55m

Milan Linate

Fri 11/14

12:55 pm-4:45 pm

2 stops34h 50m

$514

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Sat 11/29

7:20 pm-12:05 pm

2 stops33h 45m

Milan Linate

Wed 12/3

12:55 pm-4:45 pm

2 stops34h 50m

$516

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Wed 10/29

4:50 pm-11:05 am

1 stop12h 15m

Milan Linate

Wed 11/5

11:45 am-5:55 pm

1 stop13h 10m

$522

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Tue 11/11

3:50 pm-11:05 am

1 stop12h 15m

Milan Linate

Tue 11/18

11:45 am-5:55 pm

1 stop13h 10m

$530

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Fri 11/28

6:30 pm-6:10 pm

2 stops16h 40m

Milan Linate

Mon 12/8

8:00 am-5:20 pm

2 stops16h 20m

$563

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Fri 11/7

6:30 pm-10:10 pm

2 stops20h 40m

Milan Linate

Sat 11/15

8:00 am-5:20 pm

2 stops16h 20m

$569

ChicagoMilan

MDW - LIN

MDWLIN

Chicago Midway

Mon 2/16

10:35 am-11:15 am

2 stops17h 40m

Milan Linate

Tue 2/24

6:30 am-4:25 pm

2 stops16h 55m

$878

ChicagoMilan

MDW - LIN

MDWLIN

Chicago Midway

Sat 2/28

5:59 pm-11:15 am

2 stops34h 16m

Milan Linate

Tue 3/10

6:30 am-6:34 pm

2 stops18h 04m

$884

ChicagoMilan

MDW - LIN

MDWLIN

Chicago Midway

Sun 11/9

1:14 pm-10:00 am

2 stops13h 46m

Milan Linate

Tue 11/25

6:30 am-4:38 pm

2 stops17h 08m

$930

ChicagoMilan

MDW - LIN

MDWLIN

Chicago Midway

Thu 10/30

1:08 pm-10:00 am

2 stops14h 52m

Milan Linate

Thu 11/6

6:30 am-4:14 pm

2 stops16h 44m

$1,312

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

Direct flights

None
There are no direct flights from Chicago to Milan Linate Airport. There are no popular flight routes from Chicago to Milan Linate Airport.
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  • How far is Chicago to Milan Linate by plane?

    There are 4530.1 mi between Chicago and Milan Linate. 11h 55m 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
1,036 reviews
Search ITA Airways flights
Aer LingusPriceFrom $588Free CancellationRating
7.2
1,270 reviews
Search Aer Lingus flights
British AirwaysPriceFrom $661Free CancellationRating
6.6
7,361 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
Livigno
Menaggio
Brescia
Stresa
Assago
Monza
Levanto
Rho
Domodossola
Bellano
Bormio
Lecco
Crema
Novara
Cernobbio
Moltrasio
Saronno
Lainate

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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