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Cheap flights from Chicago to Milan from $290

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 7/21. 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

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.
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
$650Scandinavian Airlines
Sun, Aug 23 - Wed, Aug 26
ITA Airways Logo
3:00 pm - 9:10 pm
ORD
-
LIN
23h 10m
1 stop
ITA Airways Logo
7:00 pm - 1:10 pm
LIN
-
ORD
25h 10m
1 stop
$654ITA Airways
Tue, Aug 18 - Tue, Aug 25
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
$655ITA Airways
Wed, Aug 19 - Wed, Aug 26
ITA Airways Logo
3:00 pm - 10:10 am
ORD
-
LIN
12h 10m
1 stop
ITA Airways Logo
9:00 pm - 1:10 pm
LIN
-
ORD
23h 10m
1 stop
$657ITA Airways
Tue, Aug 18 - Tue, Aug 25
Delta Logo
1:25 pm - 11:20 am
MDW
-
LIN
14h 55m
2 stops
Delta Logo
6:40 am - 6:33 pm
LIN
-
MDW
18h 53m
2 stops
$802Delta
Sun, Aug 9 - Fri, Aug 21
Air France Logo
1:51 pm - 11:20 am
MDW
-
LIN
14h 29m
2 stops
Air France Logo
6:25 am - 4:15 pm
LIN
-
MDW
16h 50m
2 stops
$844Air France
Mon, Aug 3 - Wed, Aug 19
Air France Logo
1:51 pm - 11:20 am
MDW
-
LIN
14h 29m
2 stops
Air France Logo
6:25 am - 4:15 pm
LIN
-
MDW
16h 50m
2 stops
$846Air France
Mon, Aug 3 - Wed, Aug 19
Delta Logo
1:25 pm - 11:20 am
MDW
-
LIN
14h 55m
2 stops
Delta Logo
6:40 am - 6:33 pm
LIN
-
MDW
18h 53m
2 stops
$852Delta
Sun, Aug 16 - Sun, Aug 23
Multiple Airlines Logo
1:25 pm - 10:05 am
MDW
-
LIN
13h 40m
2 stops
Multiple Airlines Logo
6:25 am - 4:15 pm
LIN
-
MDW
16h 50m
2 stops
$863Multiple Airlines
Mon, Aug 3 - Wed, Aug 19
Multiple Airlines Logo
1:25 pm - 10:05 am
MDW
-
LIN
13h 40m
2 stops
Multiple Airlines Logo
12:20 pm - 10:36 pm
LIN
-
MDW
17h 16m
2 stops
$959Multiple Airlines
Tue, Aug 18 - Tue, Aug 25

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Scandinavian Airlines flights from Chicago to Milan Linate Airport

Our best Scandinavian Airlines deals on Chicago to Milan Linate Airport flight tickets
Scandinavian Airlines
Aug 23
ORD7:15 pmChicago O'Hare Intl
33h 55m
2 stops
LIN12:10 pmMilan Linate
Aug 26
LIN1:00 pmMilan Linate
34h 10m
2 stops
ORD4:10 pmChicago O'Hare Intl
$650
Scandinavian Airlines
Aug 18
ORD7:15 pmChicago O'Hare Intl
33h 55m
2 stops
LIN12:10 pmMilan Linate
Aug 25
LIN1:00 pmMilan Linate
34h 10m
2 stops
ORD4:10 pmChicago O'Hare Intl
$667
Scandinavian Airlines
Dec 7
ORD7:15 pmChicago O'Hare Intl
33h 50m
2 stops
LIN12:05 pmMilan Linate
Dec 11
LIN12:55 pmMilan Linate
34h 50m
2 stops
ORD4:45 pmChicago O'Hare Intl
$668

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 18
ORD3:00 pmChicago O'Hare Intl
23h 10m
1 stop
LIN9:10 pmMilan Linate
Aug 25
LIN7:00 pmMilan Linate
25h 10m
1 stop
ORD1:10 pmChicago O'Hare Intl
$654
ITA Airways
Aug 19
ORD3:00 pmChicago O'Hare Intl
13h 40m
1 stop
LIN11:40 amMilan Linate
Aug 26
LIN1:00 pmMilan Linate
31h 10m
1 stop
ORD1:10 pmChicago O'Hare Intl
$655
ITA Airways
Aug 18
ORD3:00 pmChicago O'Hare Intl
12h 10m
1 stop
LIN10:10 amMilan Linate
Aug 25
LIN9:00 pmMilan Linate
23h 10m
1 stop
ORD1:10 pmChicago O'Hare Intl
$657

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 July 5, 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

$650

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Tue 8/18

3:00 pm-9:10 pm

1 stop23h 10m

Milan Linate

Tue 8/25

7:00 pm-1:10 pm

1 stop25h 10m

$654

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

$655

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Tue 8/18

3:00 pm-10:10 am

1 stop12h 10m

Milan Linate

Tue 8/25

9:00 pm-1:10 pm

1 stop23h 10m

$657

ChicagoMilan

MDW - LIN

MDWLIN

Chicago Midway

Sun 8/9

1:25 pm-11:20 am

2 stops14h 55m

Milan Linate

Fri 8/21

6:40 am-6:33 pm

2 stops18h 53m

$802

ChicagoMilan

MDW - LIN

MDWLIN

Chicago Midway

Mon 8/3

1:51 pm-11:20 am

2 stops14h 29m

Milan Linate

Wed 8/19

6:25 am-4:15 pm

2 stops16h 50m

$844

ChicagoMilan

MDW - LIN

MDWLIN

Chicago Midway

Mon 8/3

1:51 pm-11:20 am

2 stops14h 29m

Milan Linate

Wed 8/19

6:25 am-4:15 pm

2 stops16h 50m

$846

ChicagoMilan

MDW - LIN

MDWLIN

Chicago Midway

Sun 8/16

1:25 pm-11:20 am

2 stops14h 55m

Milan Linate

Sun 8/23

6:40 am-6:33 pm

2 stops18h 53m

$852
Quickest round-trip

ChicagoMilan

MDW - LIN

MDWLIN

Chicago Midway

Mon 8/3

1:25 pm-10:05 am

2 stops13h 40m

Milan Linate

Wed 8/19

6:25 am-4:15 pm

2 stops16h 50m

$863

ChicagoMilan

MDW - LIN

MDWLIN

Chicago Midway

Tue 8/18

1:25 pm-10:05 am

2 stops13h 40m

Milan Linate

Tue 8/25

12:20 pm-10:36 pm

2 stops17h 16m

$959

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

11h 20m

Direct flights

None
The fastest flight from Chicago to Milan Linate Airport takes 11h 20m
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. 11h 20m 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
1,644 reviews
Search Aer Lingus flights
ITA AirwaysPriceFrom $644Free CancellationRating
6.7
1,277 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
Stresa
Brescia
Livigno
Lecco
Monza
Domodossola
Menaggio
Bellano
Assago
Crema
Cernobbio
Levanto
Moltrasio
Baveno
Bormio
Rho
Iseo
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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