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Cheap flights from Chicago to Milan from $344

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 4/27. 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
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 - 12:10 pm
ORD
-
LIN
33h 55m
2 stops
Scandinavian Airlines Logo
1:00 pm - 4:10 pm
LIN
-
ORD
34h 10m
2 stops
$702Scandinavian Airlines
Sun, Aug 23 - Wed, Aug 26
Scandinavian Airlines Logo
10:30 am - 11:10 am
ORD
-
LIN
17h 40m
2 stops
Scandinavian Airlines Logo
12:00 pm - 4:10 pm
LIN
-
ORD
35h 10m
1 stop
$756Scandinavian Airlines
Sat, Aug 22 - Sun, Aug 30
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
$762Scandinavian Airlines
Fri, May 1 - Thu, May 7
Scandinavian Airlines Logo
7:15 pm - 11:10 am
ORD
-
LIN
32h 55m
1 stop
Scandinavian Airlines Logo
12:00 pm - 4:10 pm
LIN
-
ORD
35h 10m
1 stop
$774Scandinavian Airlines
Fri, May 1 - Sun, May 10
Delta Logo
5:10 pm - 7:45 pm
ORD
-
LIN
19h 35m
1 stop
Delta Logo
6:40 am - 2:30 pm
LIN
-
ORD
14h 50m
1 stop
$790Delta
Wed, Aug 12 - Wed, Aug 26
Lufthansa Logo
9:40 pm - 5:45 pm
ORD
-
LIN
13h 05m
1 stop
Lufthansa Logo
12:40 pm - 7:55 pm
LIN
-
ORD
14h 15m
1 stop
$791Lufthansa
Sun, Aug 16 - Mon, Aug 31
Lufthansa Logo
10:30 pm - 6:25 pm
ORD
-
LIN
12h 55m
1 stop
Lufthansa Logo
6:50 am - 12:55 pm
LIN
-
ORD
13h 05m
1 stop
$792Lufthansa
Sat, Aug 15 - Sat, Aug 29
Delta Logo
10:35 am - 8:50 am
MDW
-
LIN
15h 15m
2 stops
Delta Logo
6:40 am - 6:05 pm
LIN
-
MDW
18h 25m
2 stops
$854Delta
Fri, Aug 14 - Fri, Aug 28
Multiple Airlines Logo
9:22 am - 11:40 am
MDW
-
LIN
19h 18m
3 stops
Multiple Airlines Logo
8:00 am - 6:33 pm
LIN
-
MDW
17h 33m
3 stops
$1,193Multiple Airlines
Sat, May 9 - Sat, May 16
Multiple Airlines Logo
10:25 am - 8:20 pm
MDW
-
LIN
26h 55m
3 stops
Multiple Airlines Logo
8:30 am - 9:40 am
LIN
-
MDW
32h 10m
3 stops
$1,466Multiple Airlines
Sun, Jul 12 - Mon, Jul 27

KLM flights from Chicago to Milan Linate Airport

Our best KLM deals on Chicago to Milan Linate Airport flight tickets
KLM
May 18
MDW7:13 pmChicago Midway
13h 42m
2 stops
LIN3:55 pmMilan Linate
May 26
LIN11:00 amMilan Linate
14h 33m
2 stops
MDW6:33 pmChicago Midway
$1,608
KLM
Jul 28
MDW6:58 pmChicago Midway
13h 57m
2 stops
LIN3:55 pmMilan Linate
Aug 11
LIN6:40 amMilan Linate
16h 47m
2 stops
MDW4:27 pmChicago Midway
$1,768

Delta flights from Chicago to Milan Linate Airport

Our best Delta deals on Chicago to Milan Linate Airport flight tickets
Delta
Aug 12
ORD5:10 pmChicago O'Hare Intl
19h 35m
1 stop
LIN7:45 pmMilan Linate
Aug 26
LIN6:40 amMilan Linate
14h 50m
1 stop
ORD2:30 pmChicago O'Hare Intl
$790
Delta
Apr 15
ORD4:50 pmChicago O'Hare Intl
12h 10m
1 stop
LIN12:00 pmMilan Linate
Apr 22
LIN6:40 amMilan Linate
14h 50m
1 stop
ORD2:30 pmChicago O'Hare Intl
$794
Delta
Aug 16
ORD3:00 pmChicago O'Hare Intl
15h 55m
2 stops
LIN1:55 pmMilan Linate
Aug 30
LIN6:40 amMilan Linate
14h 35m
1 stop
ORD2:15 pmChicago O'Hare Intl
$844

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 April 14, 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

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

$702

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Sat 8/22

10:30 am-11:10 am

2 stops17h 40m

Milan Linate

Sun 8/30

12:00 pm-4:10 pm

1 stop35h 10m

$756

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Fri 5/1

7:15 pm-1:55 pm

1 stop11h 40m

Milan Linate

Thu 5/7

1:00 pm-4:10 pm

2 stops34h 10m

$762

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Fri 5/1

7:15 pm-11:10 am

1 stop32h 55m

Milan Linate

Sun 5/10

12:00 pm-4:10 pm

1 stop35h 10m

$774

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Wed 8/12

5:10 pm-7:45 pm

1 stop19h 35m

Milan Linate

Wed 8/26

6:40 am-2:30 pm

1 stop14h 50m

$790

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Sun 8/16

9:40 pm-5:45 pm

1 stop13h 05m

Milan Linate

Mon 8/31

12:40 pm-7:55 pm

1 stop14h 15m

$791
Quickest round-trip

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Sat 8/15

10:30 pm-6:25 pm

1 stop12h 55m

Milan Linate

Sat 8/29

6:50 am-12:55 pm

1 stop13h 05m

$792

ChicagoMilan

MDW - LIN

MDWLIN

Chicago Midway

Fri 8/14

10:35 am-8:50 am

2 stops15h 15m

Milan Linate

Fri 8/28

6:40 am-6:05 pm

2 stops18h 25m

$854

ChicagoMilan

MDW - LIN

MDWLIN

Chicago Midway

Sat 5/9

9:22 am-11:40 am

3 stops19h 18m

Milan Linate

Sat 5/16

8:00 am-6:33 pm

3 stops17h 33m

$1,193

ChicagoMilan

MDW - LIN

MDWLIN

Chicago Midway

Sun 7/12

10:25 am-8:20 pm

3 stops26h 55m

Milan Linate

Mon 7/27

8:30 am-9:40 am

3 stops32h 10m

$1,466

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

Which airport is the most popular layover for flights between Chicago and Milan Linate Airport?

Percentage of 1-stop return trips between Chicago and Milan Linate Airport selected by momondo users, with the same layover airport each way, over the last 12 months.

Dublin (DUB) was the most common stop: 88% of momondo users choosing 1-stop flights on this route connected there.

Which layover airport offers the lowest fares from Chicago to Milan Linate Airport?

Average price of 1-stop round-trip flights from Chicago to Milan Linate Airport, with the same layover airport on both legs, clicked by momondo users over the past 12 months.

Flights via Dublin (DUB) offer the lowest average round-trip price of $681.

Which layover airport has the shortest travel time from Chicago to Milan Linate Airport?

Average total travel time for 1-stop one-way flights from Chicago to Milan Linate Airport, grouped by layover airport, based on momondo user clicks from the past 12 months.

Flights connecting via Paris (CDG) have the shortest average one-way travel time: 10h 55m.

Which layover airport has the shortest connection time from Chicago to Milan Linate Airport?

Average connection time for 1-stop one-way flights from Chicago to Milan Linate Airport, grouped by layover airport, based on momondo user clicks over the last 12 months.

Paris (CDG) has the shortest average layover time for this route: 1h 43m.

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 55m

Direct flights

None
The fastest flight from Chicago to Milan Linate Airport takes 10h 55m
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 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
Aer LingusPriceFrom $627Free CancellationRating
7.2
1,509 reviews
Search Aer Lingus flights
ITA AirwaysPriceFrom $644Free CancellationRating
6.7
1,185 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
Stresa
Brescia
Livigno
Levanto
Bellano
Monza
Lecco
Assago
Crema
Domodossola
Cernobbio
Rho
Moltrasio
Bormio
Novara
Baveno
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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