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Cheap flights from Chicago to Milan Malpensa Airport from $305

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 Malpensa Airport departing on 2/21. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago to Milan

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago to Milan that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago to Milan.

Cheap last minute flights

Planning a quick getaway from Chicago to Milan? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Milan, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago to Milan

Find recent round-trip train or bus tickets from Chicago to Milan.

All round-trip flight deals to Milan

The cheapest plane tickets to Milan found on KAYAK recently.
8:25 pm - 4:55 pmORD-MXP
13h 30m1 stop
6:20 am - 3:30 pmMXP-ORD
16h 10m1 stop
$405TAP AIR PORTUGAL
Find Deal
Sun, Jan 19 - Sun, Jan 26
7:15 pm - 11:05 amORD-MXP
32h 50m1 stop
6:20 am - 3:30 pmMXP-ORD
16h 10m1 stop
$409TAP AIR PORTUGAL
Find Deal
Wed, Jan 22 - Wed, Jan 29
7:10 pm - 7:10 pmORD-MXP
17h 00m1 stop
8:00 pm - 3:50 pmMXP-ORD
26h 50m1 stop
$430Scandinavian Airlines
Find Deal
Mon, Jan 13 - Sun, Jan 26
7:15 pm - 7:15 pmORD-MXP
17h 00m1 stop
8:05 pm - 4:10 pmMXP-ORD
27h 05m1 stop
$431Scandinavian Airlines
Find Deal
Sun, Mar 30 - Wed, Apr 16
9:30 pm - 1:35 pmORD-MXP
34h 05m1 stop
10:45 am - 5:55 pmMXP-ORD
38h 10m1 stop
$525Turkish Airlines
Find Deal
Wed, Mar 26 - Wed, Apr 9
8:30 pm - 9:45 pmORD-MXP
18h 15m1 stop
7:00 am - 6:35 pmMXP-ORD
18h 35m1 stop
$540Turkish Airlines
Find Deal
Sun, Jan 26 - Fri, Feb 14
11:40 am - 8:10 amORD-MXP
13h 30m1 stop
10:15 am - 7:26 pmMXP-ORD
16h 11m2 stops
$612American Airlines
Find Deal
Wed, Feb 12 - Wed, Feb 26
6:35 pm - 4:25 pmORD-MXP
14h 50m1 stop
10:15 am - 7:23 pmMXP-ORD
16h 08m2 stops
$660American Airlines
Find Deal
Sun, Jan 26 - Sat, Feb 15
9:45 pm - 6:20 pmORD-MXP
13h 35m1 stop
8:45 pm - 1:55 pmMXP-ORD
24h 10m1 stop
$671British Airways
Find Deal
Fri, Jan 10 - Mon, Jan 20
11:05 pm - 4:40 pmORD-MXP
11h 35m1 stop
10:15 am - 5:45 pmMXP-ORD
13h 30m1 stop
$676British Airways
Find Deal
Wed, Mar 19 - Fri, Mar 28
12:26 pm - 11:10 pmMDW-MXP
27h 44m2 stops
Fri, Feb 21
6:30 pm - 11:25 pmORD-MXP
21h 55m2 stops
Fri, Feb 21
7:35 am - 11:25 pmORD-MXP
32h 50m3 stops
Thu, Dec 5
7:10 pm - 7:10 pmORD-MXP
17h 00m1 stop
$360Scandinavian Airlines
Find Deal
Sun, Dec 29
7:10 pm - 10:30 amORD-MXP
32h 20m1 stop
$362Scandinavian Airlines
Find Deal
Sun, Jan 19
8:25 pm - 11:35 pmORD-MXP
20h 10m1 stop
$398TAP AIR PORTUGAL
Find Deal
Sun, Dec 1
7:15 pm - 4:55 pmORD-MXP
14h 40m1 stop
$486TAP AIR PORTUGAL
Find Deal
Wed, Jan 1
8:00 pm - 10:20 amORD-MXP
31h 20m2 stops
$897United Airlines
Find Deal
Sun, Dec 22
9:30 pm - 12:50 pmORD-MXP
8h 20mnonstop
$1,683United Airlines
Find Deal
Wed, Nov 27
10:35 pm - 11:20 pmORD-MXP
17h 45m3 stops
$5,741Lufthansa
Find Deal
Wed, Dec 4
7:10 pm - 10:30 amORD-MXP
32h 20m1 stop
8:00 pm - 3:50 pmMXP-ORD
26h 50m1 stop
$738Scandinavian Airlines
Find Deal
Mon, Nov 25 - Wed, Dec 4
7:39 pm - 10:30 amORD-MXP
31h 51m3 stops
8:00 pm - 12:34 amMXP-ORD
35h 34m2 stops
Sun, Nov 24 - Wed, Dec 4
8:25 pm - 4:55 pmORD-MXP
13h 30m1 stop
6:20 am - 3:30 pmMXP-ORD
16h 10m1 stop
$757TAP AIR PORTUGAL
Find Deal
Sun, Nov 24 - Fri, Dec 6
4:50 pm - 4:55 pmORD-MXP
17h 05m2 stops
5:45 pm - 3:30 pmMXP-ORD
28h 45m1 stop
$836TAP AIR PORTUGAL
Find Deal
Mon, Nov 25 - Thu, Dec 5
9:55 pm - 9:45 amORD-MXP
28h 50m1 stop
7:45 pm - 8:00 pmMXP-ORD
31h 15m1 stop
$856LOT
Find Deal
Mon, Nov 25 - Tue, Dec 3
9:55 pm - 7:05 pmORD-MXP
38h 10m2 stops
7:45 pm - 8:00 pmMXP-ORD
31h 15m1 stop
$905LOT
Find Deal
Sun, Nov 24 - Tue, Dec 3
9:30 pm - 12:50 pmORD-MXP
8h 20mnonstop
3:05 pm - 6:10 pmMXP-ORD
10h 05mnonstop
$2,167United Airlines
Find Deal
Sun, Nov 24 - Tue, Dec 3
6:14 pm - 7:30 amORD-MXP
30h 16m2 stops
9:15 am - 8:05 pmMXP-ORD
17h 50m2 stops
$2,179United Airlines
Find Deal
Sat, Nov 23 - Mon, Dec 2
6:50 pm - 4:35 pmORD-MXP
14h 45m2 stops
5:20 pm - 11:05 amMXP-ORD
24h 45m2 stops
$2,403Lufthansa
Find Deal
Fri, Nov 22 - Sat, Nov 30
5:55 pm - 1:55 pmORD-MXP
13h 00m2 stops
5:20 pm - 12:55 pmMXP-ORD
26h 35m2 stops
$2,431Lufthansa
Find Deal
Fri, Nov 22 - Sat, Nov 30
9:25 pm - 1:20 pmORD-MXP
8h 55mnonstop
3:20 pm - 6:00 pmMXP-ORD
9h 40mnonstop
$1,342United Airlines
Find Deal
Wed, Apr 9 - Wed, Apr 30
9:25 pm - 1:20 pmORD-MXP
8h 55mnonstop
3:20 pm - 6:00 pmMXP-ORD
9h 40mnonstop
$1,402United Airlines
Find Deal
Fri, Apr 18 - Tue, May 6
9:25 pm - 1:20 pmORD-MXP
8h 55mnonstop
3:20 pm - 6:00 pmMXP-ORD
9h 40mnonstop
$1,427United Airlines
Find Deal
Wed, Apr 23 - Sat, May 10
9:25 pm - 1:20 pmORD-MXP
8h 55mnonstop
3:20 pm - 6:00 pmMXP-ORD
9h 40mnonstop
$1,475United Airlines
Find Deal
Sat, May 3 - Sat, May 17
9:25 pm - 1:20 pmORD-MXP
8h 55mnonstop
3:20 pm - 6:00 pmMXP-ORD
9h 40mnonstop
$1,487United Airlines
Find Deal
Sat, Apr 26 - Sat, May 10
9:25 pm - 1:20 pmORD-MXP
8h 55mnonstop
3:20 pm - 6:10 pmMXP-ORD
9h 50mnonstop
$1,517United Airlines
Find Deal
Sun, Apr 27 - Sun, May 25
9:25 pm - 1:20 pmORD-MXP
8h 55mnonstop
3:20 pm - 6:00 pmMXP-ORD
9h 40mnonstop
$1,612United Airlines
Find Deal
Wed, Apr 23 - Tue, Apr 29
9:25 pm - 1:20 pmORD-MXP
8h 55mnonstop
3:20 pm - 6:10 pmMXP-ORD
9h 50mnonstop
$1,622United Airlines
Find Deal
Sun, May 11 - Sun, Jun 1
9:25 pm - 1:20 pmORD-MXP
8h 55mnonstop
3:20 pm - 6:10 pmMXP-ORD
9h 50mnonstop
$1,692United Airlines
Find Deal
Fri, May 16 - Sun, May 25
9:25 pm - 1:20 pmORD-MXP
8h 55mnonstop
3:20 pm - 6:00 pmMXP-ORD
9h 40mnonstop
$1,707United Airlines
Find Deal
Wed, May 14 - Tue, May 20

KLM flights from Chicago to Milan Malpensa Airport

Our best KLM deals on Chicago to Milan Malpensa Airport flight tickets
KLM
Dec 3
MDW10:41 amChicago Midway
15h 24m
1 stop
MXP9:05 amMilan Malpensa
Dec 11
MXP11:05 amMilan Malpensa
18h 01m
1 stop
MDW10:06 pmChicago Midway
KLM
Apr 15
MDW1:05 pmChicago Midway
13h 05m
1 stop
MXP9:10 amMilan Malpensa
Apr 30
MXP11:40 amMilan Malpensa
17h 06m
1 stop
MDW9:46 pmChicago Midway
KLM
Apr 1
MDW1:05 pmChicago Midway
13h 05m
1 stop
MXP9:10 amMilan Malpensa
Apr 17
MXP11:40 amMilan Malpensa
17h 06m
1 stop
MDW9:46 pmChicago Midway

Delta flights from Chicago to Milan Malpensa Airport

Our best Delta deals on Chicago to Milan Malpensa Airport flight tickets
Delta
Mar 5
MDW9:34 amChicago Midway
17h 11m
2 stops
MXP9:45 amMilan Malpensa
Mar 12
MXP8:25 amMilan Malpensa
19h 24m
2 stops
MDW9:49 pmChicago Midway
Delta
Mar 1
MDW9:34 amChicago Midway
19h 06m
2 stops
MXP11:40 amMilan Malpensa
Mar 12
MXP10:05 amMilan Malpensa
17h 44m
1 stop
MDW9:49 pmChicago Midway
Delta
Dec 4
MDW6:00 amChicago Midway
18h 25m
2 stops
MXP7:25 amMilan Malpensa
Dec 12
MXP9:25 amMilan Malpensa
19h 41m
2 stops
MDW10:06 pmChicago Midway

See travel insights to Milan from

How to get the cheapest flight ticket from Chicago to Milan Malpensa 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 from Chicago to Milan Malpensa Airport?

February. The cheapest time of year to fly to Milan Malpensa Airport from Chicago is February. Most expensive is July

What is the cheapest day to depart Chicago for Milan Malpensa Airport?

Wednesday. The cheapest day of the week is typically Wednesday. The most expensive is typically Saturday

When is the cheapest time to fly from Chicago to Milan Malpensa Airport?

In the morning. Chicago to Milan Malpensa Airport flights are approximately 28% more expensive at noon than in the morning

How far in advance should you book Chicago to Milan Malpensa Airport flights?

57 days before. The cheapest time to buy a flight from Chicago to Milan Malpensa Airport is approximately 57 days to departure

Can stopping save me money on Chicago to Milan Malpensa Airport flights?

You could potentially save up to 81% on your flight if you consider stops on a Chicago to Milan Malpensa Airport flight.

When to book flights from Chicago to Milan Malpensa Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Milan Malpensa Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Milan Malpensa Airport (CHI to MXP) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Milan Malpensa Airport

Best Price Found

$305

Fastest flight time

8h 20m

Direct flights

Every day
The best one-way flight to Milan Malpensa Airport from Chicago in the past 72 hours is $305. The best round-trip flight deal from Chicago to Milan Malpensa Airport found on momondo in the last 72 hours is $405.
The fastest flight from Chicago to Milan Malpensa Airport takes 8h 20m
Direct flights go from Chicago to Milan Malpensa Airport every day.

  • How far is Chicago to Milan Malpensa by plane?

    There are 4501.5 mi between Chicago and Milan Malpensa. By plane, this route typically takes 11h 35m.

  • When did momondo last update prices for flights from Chicago to Milan Malpensa Airport?

    Prices for flights from Chicago to Milan Malpensa Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Chicago to Milan Malpensa Airport?

  • How old do you have to be to fly from Chicago to Milan Malpensa Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Milan Malpensa Airport.

  • What documentation or ID do you need to fly to Milan Malpensa Airport?

    The required travel and health documents for your Milan Malpensa Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Milan Malpensa Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Chicago to Milan Malpensa Airport?

  • What is the most popular airline from Chicago to Milan Malpensa Airport?


Best airlines flying from Chicago to Milan Malpensa Airport

Compare and see reviews for airlines that fly from Chicago to Milan Malpensa Airport with momondo
Airline
Rating
Free Cancellation
Price
Scandinavian AirlinesPriceFrom $449Free CancellationRating
7.3
1,301 reviews
Search Scandinavian Airlines flights
TAP AIR PORTUGALPriceFrom $454Free CancellationRating
7.1
1,892 reviews
Search TAP AIR PORTUGAL flights
American AirlinesPriceFrom $527Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
British AirwaysPriceFrom $532Free CancellationRating
6.6
6,837 reviews
Search British Airways flights
Turkish AirlinesPriceFrom $562Free CancellationRating
7.4
3,914 reviews
Search Turkish Airlines flights
IcelandairPriceFrom $597Free CancellationRating
7.2
555 reviews
Search Icelandair flights
LufthansaPriceFrom $640Free CancellationRating
6.8
7,148 reviews
Search Lufthansa flights
United AirlinesPriceFrom $775Free CancellationRating
7.4
9,172 reviews
Search United Airlines flights
Air FrancePriceFrom $820Free CancellationRating
7.4
1,525 reviews
Search Air France flights
LOTPriceFrom $859Free CancellationRating
7.6
1,166 reviews
Search LOT flights
  • SWISS Flights From Chicago to Milan Malpensa Airport

    SWISS flies from Chicago to Milan Malpensa Airport around 6 times per week, with 1,637 momondo users rating the airline 7.6/10. The cheapest SWISS deal from Chicago to Milan Malpensa Airport in the last 72 hours was $1,014 (round-trip), much lower than the average airfare cost of $1,253 for SWISS flights on this route.

  • United Airlines Flights From Chicago to Milan Malpensa Airport

    The best United Airlines deal for Chicago to Milan Malpensa Airport flight tickets found on momondo in the last 72 hours was $775, round-trip. It should be noted that an average United Airlines flight deal for this route in this time was higher, at $1,480 round-trip. United Airlines operates 6 flights out of Chicago into Milan Malpensa Airport in an average week, so prices vary by time and availability. 9,172 United Airlines reviews by users on momondo have scored the airline at 7.4/10.


Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Milan?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Milan for you.

Can I find flights from Chicago to Milan with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Chicago to Milan flights to just show those with flexible booking policies.

How can momondo help me find flights from Chicago to Milan?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Milan from Chicago.

I’m not ready to book a flight from Chicago to Milan right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Milan now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Milan and let you know when they change.


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