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Cheap flights from Chicago to Milan from $255

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 4/21. 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.
Scandinavian Airlines Logo
7:15 pm - 1:55 pm
ORD
-
LIN
11h 40m
1 stop
Scandinavian Airlines Logo
12:55 pm - 4:45 pm
LIN
-
ORD
34h 50m
2 stops
$581Scandinavian Airlines
Fri, Aug 21 - Sat, Dec 12
Scandinavian Airlines Logo
7:15 pm - 1:55 pm
ORD
-
LIN
11h 40m
1 stop
Scandinavian Airlines Logo
1:00 pm - 4:10 pm
LIN
-
ORD
34h 10m
2 stops
$582Scandinavian Airlines
Fri, Aug 21 - Fri, Sep 4
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
$598Scandinavian Airlines
Wed, Aug 19 - Mon, Aug 24
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
$600Scandinavian Airlines
Wed, Aug 26 - Tue, Sep 8
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
$604Scandinavian Airlines
Mon, Apr 20 - Sun, Apr 26
Multiple Airlines Logo
6:45 pm - 3:55 pm
MDW
-
LIN
14h 10m
2 stops
Multiple Airlines Logo
6:25 am - 4:27 pm
LIN
-
MDW
17h 02m
2 stops
$1,080Multiple Airlines
Sat, Aug 8 - Wed, Aug 19
Multiple Airlines Logo
10:25 am - 1:00 pm
MDW
-
LIN
19h 35m
3 stops
Multiple Airlines Logo
1:40 pm - 9:40 am
LIN
-
MDW
27h 00m
3 stops
$1,106Multiple Airlines
Mon, Jun 8 - Tue, Jun 23
Delta Logo
1:22 pm - 11:20 am
MDW
-
LIN
14h 58m
2 stops
Delta Logo
11:00 am - 6:33 pm
LIN
-
MDW
14h 33m
2 stops
$1,202Delta
Tue, May 12 - Fri, May 22
Delta Logo
12:51 pm - 12:00 pm
MDW
-
LIN
16h 09m
2 stops
Delta Logo
6:40 am - 6:05 pm
LIN
-
MDW
18h 25m
2 stops
$1,237Delta
Thu, May 21 - Wed, Aug 19
KLM Logo
6:38 pm - 3:55 pm
MDW
-
LIN
14h 17m
2 stops
KLM Logo
6:40 am - 5:56 pm
LIN
-
MDW
18h 16m
2 stops
$1,312KLM
Sun, May 3 - Tue, May 19

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 24
LIN9:00 pmMilan Linate
23h 10m
1 stop
ORD1:10 pmChicago O'Hare Intl
$741
ITA Airways
Aug 19
ORD3:00 pmChicago O'Hare Intl
21h 10m
1 stop
LIN7:10 pmMilan Linate
Aug 24
LIN8:00 amMilan Linate
17h 37m
2 stops
ORD6:37 pmChicago O'Hare Intl
$745
ITA Airways
Mar 17
ORD8:50 amChicago O'Hare Intl
19h 20m
2 stops
LIN10:10 amMilan Linate
Mar 24
LIN9:30 amMilan Linate
39h 05m
2 stops
ORD6:35 pmChicago O'Hare Intl
$1,151

Delta flights from Chicago to Milan Linate Airport

Our best Delta deals on Chicago to Milan Linate Airport flight tickets
Delta
May 12
MDW1:22 pmChicago Midway
14h 58m
2 stops
LIN11:20 amMilan Linate
May 22
LIN11:00 amMilan Linate
14h 33m
2 stops
MDW6:33 pmChicago Midway
$1,202
Delta
May 21
MDW12:51 pmChicago Midway
16h 09m
2 stops
LIN12:00 pmMilan Linate
Aug 19
LIN6:40 amMilan Linate
18h 25m
2 stops
MDW6:05 pmChicago Midway
$1,237
Delta
May 24
MDW1:22 pmChicago Midway
14h 58m
2 stops
LIN11:20 amMilan Linate
Aug 19
LIN6:40 amMilan Linate
18h 25m
2 stops
MDW6:05 pmChicago Midway
$1,362

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 March 13, 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 8/21

7:15 pm-1:55 pm

1 stop11h 40m

Milan Linate

Sat 12/12

12:55 pm-4:45 pm

2 stops34h 50m

$581

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Fri 8/21

7:15 pm-1:55 pm

1 stop11h 40m

Milan Linate

Fri 9/4

1:00 pm-4:10 pm

2 stops34h 10m

$582

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Wed 8/19

7:15 pm-12:10 pm

2 stops33h 55m

Milan Linate

Mon 8/24

1:00 pm-4:10 pm

2 stops34h 10m

$598

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Wed 8/26

7:15 pm-12:10 pm

2 stops33h 55m

Milan Linate

Tue 9/8

1:00 pm-4:10 pm

2 stops34h 10m

$600

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Mon 4/20

7:15 pm-12:10 pm

2 stops33h 55m

Milan Linate

Sun 4/26

12:00 pm-4:10 pm

1 stop35h 10m

$604

ChicagoMilan

MDW - LIN

MDWLIN

Chicago Midway

Sat 8/8

6:45 pm-3:55 pm

2 stops14h 10m

Milan Linate

Wed 8/19

6:25 am-4:27 pm

2 stops17h 02m

$1,080

ChicagoMilan

MDW - LIN

MDWLIN

Chicago Midway

Mon 6/8

10:25 am-1:00 pm

3 stops19h 35m

Milan Linate

Tue 6/23

1:40 pm-9:40 am

3 stops27h 00m

$1,106
Quickest round-trip

ChicagoMilan

MDW - LIN

MDWLIN

Chicago Midway

Tue 5/12

1:22 pm-11:20 am

2 stops14h 58m

Milan Linate

Fri 5/22

11:00 am-6:33 pm

2 stops14h 33m

$1,202

ChicagoMilan

MDW - LIN

MDWLIN

Chicago Midway

Thu 5/21

12:51 pm-12:00 pm

2 stops16h 09m

Milan Linate

Wed 8/19

6:40 am-6:05 pm

2 stops18h 25m

$1,237

ChicagoMilan

MDW - LIN

MDWLIN

Chicago Midway

Sun 5/3

6:38 pm-3:55 pm

2 stops14h 17m

Milan Linate

Tue 5/19

6:40 am-5:56 pm

2 stops18h 16m

$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 airline that flies from Chicago to Milan Linate?

ITA Airways and Delta are the most popular carriers operating from Chicago to Milan Linate

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

  • 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
ITA AirwaysPriceFrom $584Free CancellationRating
6.7
1,169 reviews
Search ITA Airways flights
Aer LingusPriceFrom $627Free CancellationRating
7.2
1,477 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
Menaggio
Brescia
Stresa
Livigno
Levanto
Monza
Assago
Bellano
Lecco
Crema
Domodossola
Rho
Cernobbio
Moltrasio
Saronno
Bormio
Baveno
Novara

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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