Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Milan Malpensa Airport to Chicago from $289

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Milan Malpensa Airport to Chicago departing on 12/11. 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

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Milan Malpensa Airport to Chicago

Cheap round-trip flights

Air Canada Logo
11:35 am - 10:05 amMXP-ORD
29h 30m2 stops
Air Canada Logo
3:35 pm - 9:55 amORD-MXP
11h 20m1 stop
$585Air Canada
Find Deal
Tue, Nov 4 - Thu, Nov 13
United Airlines Logo
3:05 pm - 6:05 pmMXP-ORD
10h 00mnonstop
United Airlines Logo
9:35 pm - 1:05 pmORD-MXP
8h 30mnonstop
$586United Airlines
Find Deal
Fri, Nov 7 - Fri, Nov 14
Air Canada Logo
10:40 am - 11:18 amMXP-ORD
31h 38m2 stops
Air Canada Logo
12:50 pm - 9:55 amORD-MXP
14h 05m1 stop
$587Air Canada
Find Deal
Thu, Nov 6 - Sun, Nov 16
American Airlines Logo
7:25 am - 2:50 pmMXP-ORD
14h 25m1 stop
American Airlines Logo
8:40 pm - 8:00 pmORD-MXP
16h 20m1 stop
$591American Airlines
Find Deal
Fri, Oct 3 - Sat, Oct 11
KLM Logo
11:05 am - 9:46 pmMXP-MDW
17h 41m1 stop
KLM Logo
1:05 pm - 9:05 amMDW-MXP
13h 00m1 stop
$593KLM
Find Deal
Tue, Feb 10 - Mon, Feb 16
American Airlines Logo
8:10 am - 8:43 pmMXP-ORD
19h 33m2 stops
American Airlines Logo
5:40 pm - 11:40 pmORD-MXP
23h 00m1 stop
$595American Airlines
Find Deal
Sat, Sep 27 - Thu, Oct 9
Delta Logo
11:05 am - 9:46 pmMXP-MDW
17h 41m1 stop
Delta Logo
5:59 pm - 1:55 pmMDW-MXP
12h 56m2 stops
$595Delta
Find Deal
Thu, Feb 5 - Wed, Apr 8
Lufthansa Logo
3:05 pm - 6:05 pmMXP-ORD
10h 00mnonstop
Lufthansa Logo
9:35 pm - 1:05 pmORD-MXP
8h 30mnonstop
$596Lufthansa
Find Deal
Thu, Nov 6 - Thu, Nov 13
Delta Logo
11:40 am - 9:36 pmMXP-MDW
16h 56m1 stop
Delta Logo
12:48 pm - 10:25 amMDW-MXP
14h 37m2 stops
$600Delta
Find Deal
Thu, Oct 2 - Tue, Oct 7
KLM Logo
11:40 am - 9:36 pmMXP-MDW
16h 56m1 stop
KLM Logo
12:48 pm - 9:25 amMDW-MXP
13h 37m1 stop
$604KLM
Find Deal
Thu, Oct 2 - Tue, Oct 7

American Airlines flights from Milan Malpensa Airport to Chicago

Our best American Airlines deals on Milan Malpensa Airport to Chicago flight tickets
American Airlines
Sep 24
MXP11:10 amMilan Malpensa
13h 13m
1 stop
ORD5:23 pmChicago O'Hare Intl
Sep 30
ORD10:35 pmChicago O'Hare Intl
12h 30m
1 stop
MXP6:05 pmMilan Malpensa
$589
Find similar
American Airlines
Oct 3
MXP7:25 amMilan Malpensa
14h 25m
1 stop
ORD2:50 pmChicago O'Hare Intl
Oct 11
ORD8:40 pmChicago O'Hare Intl
16h 20m
1 stop
MXP8:00 pmMilan Malpensa
$591
Find similar
American Airlines
Sep 24
MXP1:20 pmMilan Malpensa
16h 52m
2 stops
ORD11:12 pmChicago O'Hare Intl
Sep 30
ORD5:40 pmChicago O'Hare Intl
17h 25m
1 stop
MXP6:05 pmMilan Malpensa
$594
Find similar

Delta flights from Milan Malpensa Airport to Chicago

Our best Delta deals on Milan Malpensa Airport to Chicago flight tickets
Delta
Feb 5
MXP11:05 amMilan Malpensa
17h 41m
1 stop
MDW9:46 pmChicago Midway
Apr 8
MDW5:59 pmChicago Midway
12h 56m
2 stops
MXP1:55 pmMilan Malpensa
$595
Find similar
Delta
Oct 2
MXP11:40 amMilan Malpensa
16h 56m
1 stop
MDW9:36 pmChicago Midway
Oct 7
MDW12:48 pmChicago Midway
14h 37m
2 stops
MXP10:25 amMilan Malpensa
$600
Find similar
Delta
Oct 2
MXP11:40 amMilan Malpensa
16h 45m
1 stop
ORD9:25 pmChicago O'Hare Intl
Oct 15
ORD3:50 pmChicago O'Hare Intl
15h 05m
2 stops
MXP1:55 pmMilan Malpensa
$601
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Milan Malpensa Airport to Chicago 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 September 17, 2025.
Use the filters below to find and compare flights from Milan Malpensa Airport to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

Tue 11/4

11:35 am-10:05 am

2 stops29h 30m

Chicago O'Hare Intl

Thu 11/13

3:35 pm-9:55 am

1 stop11h 20m

$585

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

Fri 11/7

3:05 pm-6:05 pm

Nonstop10h 00m

Chicago O'Hare Intl

Fri 11/14

9:35 pm-1:05 pm

Nonstop8h 30m

$586

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

Thu 11/6

10:40 am-11:18 am

2 stops31h 38m

Chicago O'Hare Intl

Sun 11/16

12:50 pm-9:55 am

1 stop14h 05m

$587

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

Fri 10/3

7:25 am-2:50 pm

1 stop14h 25m

Chicago O'Hare Intl

Sat 10/11

8:40 pm-8:00 pm

1 stop16h 20m

$591

MilanChicago

MXP - MDW

MXPMDW

Milan Malpensa

Tue 2/10

11:05 am-9:46 pm

1 stop17h 41m

Chicago Midway

Mon 2/16

1:05 pm-9:05 am

1 stop13h 00m

$593

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

Sat 9/27

8:10 am-8:43 pm

2 stops19h 33m

Chicago O'Hare Intl

Thu 10/9

5:40 pm-11:40 pm

1 stop23h 00m

$595

MilanChicago

MXP - MDW

MXPMDW

Milan Malpensa

Thu 2/5

11:05 am-9:46 pm

1 stop17h 41m

Chicago Midway

Wed 4/8

5:59 pm-1:55 pm

2 stops12h 56m

$595

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

Thu 11/6

3:05 pm-6:05 pm

Nonstop10h 00m

Chicago O'Hare Intl

Thu 11/13

9:35 pm-1:05 pm

Nonstop8h 30m

$596

MilanChicago

MXP - MDW

MXPMDW

Milan Malpensa

Thu 10/2

11:40 am-9:36 pm

1 stop16h 56m

Chicago Midway

Tue 10/7

12:48 pm-10:25 am

2 stops14h 37m

$600

MilanChicago

MXP - MDW

MXPMDW

Milan Malpensa

Thu 10/2

11:40 am-9:36 pm

1 stop16h 56m

Chicago Midway

Tue 10/7

12:48 pm-9:25 am

1 stop13h 37m

$604

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Chicago from

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

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 Chicago?

The month of May is, on average, the cheapest month to fly to Chicago from Milan Malpensa Airport, with most prices found around $616. If you’re not able to fly to Chicago in May, then March is your next best option. Flight prices from Milan Malpensa Airport to Chicago during March average around $625.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Tuesday when prices can be found for as low as $820. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Milan Malpensa Airport to Chicago for around $1,213.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Milan Malpensa Airport to Chicago during this time can be as low as $561. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $918.

What is the cheapest Milan Malpensa to Chicago flight route?

Fly from Milan Malpensa to Chicago O'Hare Intl for the best Milan Malpensa - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Milan Malpensa Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $747 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Milan Malpensa Airport for as low as $612 on momondo.

What cabin class options are available on Milan Malpensa to Chicago flights?

There are 3 cabin classes available to choose from on Milan Malpensa to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

When to book flights from Milan Malpensa Airport to Chicago

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

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

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

Best Price Found

$623

Fastest flight time

9h 50m

Direct flights

Mon, Tue, Thu, Fri, Sat and Sun

Airports in Chicago

1 airport
The best one-way flight to Chicago from Milan Malpensa Airport in the past 72 hours is $623. The best round-trip flight deal from Milan Malpensa Airport to Chicago found on momondo in the last 72 hours is $682.
The fastest flight from Milan Malpensa Airport to Chicago takes 9h 50m
Direct flights go from Milan Malpensa Airport to Chicago on Monday, Tuesday, Thursday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)
Search flight deals

  • How far is Milan Malpensa to Chicago by plane?

    Chicago is 4501.5 mi away from Milan Malpensa. A reasonable flight in good conditions will take 9h 50m.

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

    Prices for flights from Milan Malpensa Airport to Chicago refresh daily.

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

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

    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 Milan Malpensa Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents you'll need for your trip to Chicago 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 Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

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

Best airlines flying from Milan Malpensa Airport to Chicago

Compare and see reviews for airlines that fly from Milan Malpensa Airport to Chicago with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $626Free CancellationRating
7.4
8,926 reviews
Search United Airlines flights

  • United Airlines Flights From Milan Malpensa Airport to Chicago

    The lowest priced United Airlines flight from Milan Malpensa Airport to Chicago from the last 72 hours was $626. Generally, United Airlines has 7 flights on this route every week with an average price of $952. United Airlines is rated 7.4/10 by our users.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Lansing
Portage
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Milan to Chicago. momondo saves you time and could save you money on your trip.

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

Yes. momondo enables you to select and highlight flights to Chicago from Milan with this policy.

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

momondo provides multiple filters to help you find the best flight to Chicago from Milan. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Of course. momondo tracks the price of Milan to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Fri 10/17
Fri 10/24
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport