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Cheap flights from Chicago to Milan from $316

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 10/1. 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.
British Airways Logo
9:50 pm - 5:45 pmORD  Chicago O'Hare Intl-LIN Milan Linate
12h 55m1 stop London Heathrow
British Airways Logo
12:40 pm - 6:45 pmLIN  Milan Linate-ORD Chicago O'Hare Intl
13h 05m1 stop London Heathrow
$678British Airways
Tue, Nov 17 - Tue, Dec 1
Multiple Airlines Logo
7:25 pm - 10:35 pmORD  Chicago O'Hare Intl-LIN Milan Linate
20h 10m2 stops Reykjavik Keflavik Intl Kastrup Copenhagen
Multiple Airlines Logo
5:55 pm - 6:15 pmLIN  Milan Linate-ORD Chicago O'Hare Intl
31h 20m2 stops Kastrup Copenhagen Reykjavik Keflavik Intl
$688Multiple Airlines
Tue, Sep 22 - Wed, Sep 30
ITA Airways Logo
3:00 pm - 3:10 pmORD  Chicago O'Hare Intl-LIN Milan Linate
17h 10m1 stop Rome Fiumicino
ITA Airways Logo
7:00 am - 1:10 pmLIN  Milan Linate-ORD Chicago O'Hare Intl
13h 10m1 stop Rome Fiumicino
$702ITA Airways
Wed, Aug 26 - Thu, Sep 3
Multiple Airlines Logo
7:25 pm - 10:35 pmORD  Chicago O'Hare Intl-LIN Milan Linate
20h 10m2 stops Reykjavik Keflavik Intl Kastrup Copenhagen
Multiple Airlines Logo
5:55 pm - 9:25 pmLIN  Milan Linate-ORD Chicago O'Hare Intl
34h 30m2 stops Kastrup Copenhagen Reykjavik Keflavik Intl
$703Multiple Airlines
Tue, Sep 29 - Tue, Oct 6
ITA Airways Logo
3:00 pm - 11:40 amORD  Chicago O'Hare Intl-LIN Milan Linate
13h 40m1 stop Rome Fiumicino
ITA Airways Logo
9:00 pm - 1:10 pmLIN  Milan Linate-ORD Chicago O'Hare Intl
23h 10m1 stop Rome Fiumicino
$705ITA Airways
Wed, Aug 19 - Wed, Aug 26
ITA Airways Logo
3:00 pm - 11:40 amORD  Chicago O'Hare Intl-LIN Milan Linate
13h 40m1 stop Rome Fiumicino
ITA Airways Logo
7:00 am - 1:10 pmLIN  Milan Linate-ORD Chicago O'Hare Intl
13h 10m1 stop Rome Fiumicino
$708ITA Airways
Wed, Oct 14 - Fri, Oct 23
ITA Airways Logo
3:00 pm - 10:10 amORD  Chicago O'Hare Intl-LIN Milan Linate
12h 10m1 stop Rome Fiumicino
ITA Airways Logo
9:00 pm - 1:10 pmLIN  Milan Linate-ORD Chicago O'Hare Intl
23h 10m1 stop Rome Fiumicino
$708ITA Airways
Wed, Oct 14 - Thu, Oct 22
ITA Airways Logo
3:00 pm - 8:10 amORD  Chicago O'Hare Intl-LIN Milan Linate
34h 10m1 stop Rome Fiumicino
ITA Airways Logo
7:00 am - 1:10 pmLIN  Milan Linate-ORD Chicago O'Hare Intl
13h 10m1 stop Rome Fiumicino
$708ITA Airways
Wed, Aug 26 - Thu, Sep 3
Aer Lingus Logo
3:55 pm - 11:05 amORD  Chicago O'Hare Intl-LIN Milan Linate
12h 10m1 stop Dublin
Aer Lingus Logo
11:45 am - 6:25 pmLIN  Milan Linate-ORD Chicago O'Hare Intl
13h 40m1 stop Dublin
$824Aer Lingus
Wed, Nov 25 - Sat, Dec 5
Aer Lingus Logo
3:45 pm - 10:40 amORD  Chicago O'Hare Intl-LIN Milan Linate
11h 55m1 stop Dublin
Aer Lingus Logo
11:20 am - 7:15 pmLIN  Milan Linate-ORD Chicago O'Hare Intl
14h 55m1 stop Dublin
$825Aer Lingus
Wed, Sep 30 - Tue, Oct 20

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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 16
ORD3:00 pmChicago O'Hare Intl
20h 10m
1 stop
LIN6:10 pmMilan Linate
Sep 1
LIN7:00 amMilan Linate
13h 10m
1 stop
ORD1:10 pmChicago O'Hare Intl
$671
ITA Airways
Aug 12
ORD3:00 pmChicago O'Hare Intl
13h 40m
1 stop
LIN11:40 amMilan Linate
Aug 26
LIN7:00 amMilan Linate
13h 10m
1 stop
ORD1:10 pmChicago O'Hare Intl
$688
ITA Airways
Aug 26
ORD3:00 pmChicago O'Hare Intl
17h 10m
1 stop
LIN3:10 pmMilan Linate
Sep 3
LIN7:00 amMilan Linate
13h 10m
1 stop
ORD1:10 pmChicago O'Hare Intl
$702

Delta flights from Chicago to Milan Linate Airport

Our best Delta deals on Chicago to Milan Linate Airport flight tickets
Delta
Nov 8
ORD11:19 amChicago O'Hare Intl
16h 56m
2 stops
LIN11:15 amMilan Linate
Nov 18
LIN6:30 amMilan Linate
14h 55m
1 stop
ORD2:25 pmChicago O'Hare Intl
$783
Delta
Nov 10
ORD6:25 pmChicago O'Hare Intl
17h 55m
1 stop
LIN7:20 pmMilan Linate
Nov 20
LIN10:55 amMilan Linate
16h 30m
2 stops
ORD8:25 pmChicago O'Hare Intl
$788
Delta
Jan 10
ORD6:25 pmChicago O'Hare Intl
12h 30m
1 stop
LIN1:55 pmMilan Linate
Jan 14
LIN6:30 amMilan Linate
14h 55m
1 stop
ORD2:25 pmChicago O'Hare Intl
$789

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 August 10, 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 Chicago O'Hare Intl - LIN Milan Linate

ORDLIN

Chicago O'Hare Intl

Tue 11/17

9:50 pm-5:45 pm

1 stop12h 55m

Milan Linate

Tue 12/1

12:40 pm-6:45 pm

1 stop13h 05m

$678

ChicagoMilan

ORD Chicago O'Hare Intl - LIN Milan Linate

ORDLIN

Chicago O'Hare Intl

Tue 9/22

7:25 pm-10:35 pm

2 stops20h 10m

Milan Linate

Wed 9/30

5:55 pm-6:15 pm

2 stops31h 20m

$688

ChicagoMilan

ORD Chicago O'Hare Intl - LIN Milan Linate

ORDLIN

Chicago O'Hare Intl

Wed 8/26

3:00 pm-3:10 pm

1 stop17h 10m

Milan Linate

Thu 9/3

7:00 am-1:10 pm

1 stop13h 10m

$702

ChicagoMilan

ORD Chicago O'Hare Intl - LIN Milan Linate

ORDLIN

Chicago O'Hare Intl

Tue 9/29

7:25 pm-10:35 pm

2 stops20h 10m

Milan Linate

Tue 10/6

5:55 pm-9:25 pm

2 stops34h 30m

$703

ChicagoMilan

ORD Chicago O'Hare Intl - LIN Milan Linate

ORDLIN

Chicago O'Hare Intl

Wed 8/19

3:00 pm-11:40 am

1 stop13h 40m

Milan Linate

Wed 8/26

9:00 pm-1:10 pm

1 stop23h 10m

$705

ChicagoMilan

ORD Chicago O'Hare Intl - LIN Milan Linate

ORDLIN

Chicago O'Hare Intl

Wed 10/14

3:00 pm-11:40 am

1 stop13h 40m

Milan Linate

Fri 10/23

7:00 am-1:10 pm

1 stop13h 10m

$708

ChicagoMilan

ORD Chicago O'Hare Intl - LIN Milan Linate

ORDLIN

Chicago O'Hare Intl

Wed 10/14

3:00 pm-10:10 am

1 stop12h 10m

Milan Linate

Thu 10/22

9:00 pm-1:10 pm

1 stop23h 10m

$708

ChicagoMilan

ORD Chicago O'Hare Intl - LIN Milan Linate

ORDLIN

Chicago O'Hare Intl

Wed 8/26

3:00 pm-8:10 am

1 stop34h 10m

Milan Linate

Thu 9/3

7:00 am-1:10 pm

1 stop13h 10m

$708
Quickest round-trip

ChicagoMilan

ORD Chicago O'Hare Intl - LIN Milan Linate

ORDLIN

Chicago O'Hare Intl

Wed 11/25

3:55 pm-11:05 am

1 stop12h 10m

Milan Linate

Sat 12/5

11:45 am-6:25 pm

1 stop13h 40m

$824

ChicagoMilan

ORD Chicago O'Hare Intl - LIN Milan Linate

ORDLIN

Chicago O'Hare Intl

Wed 9/30

3:45 pm-10:40 am

1 stop11h 55m

Milan Linate

Tue 10/20

11:20 am-7:15 pm

1 stop14h 55m

$825

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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.
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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
1,693 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
Stresa
Brescia
Livigno
Lecco
Monza
Menaggio
Crema
Bellano
Cernobbio
Baveno
Levanto
Rho
Domodossola
Iseo
Novara
Assago
Bormio
Salsomaggiore Terme

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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