When did momondo last update prices for flights from Italy to Chicago Midway Airport?

Prices for flights from Italy to Chicago Midway Airport are updated daily.

How old do you have to be to fly from Italy to Chicago Midway 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 Italy to Chicago Midway Airport.

What documentation or ID do you need to fly to Chicago Midway Airport?

The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$342 Cheap Flights from Italy to Chicago Midway Airport in 2025/26

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Find the cheapest flights from Italy to Chicago

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Recent round-trip flight deals from Italy to Chicago

Enter your travel dates to find the best prices.

11:50 am - 11:47 pmNAP-MDW

18h 57m2 stops

9:59 am - 11:10 amMDW-NAP

18h 11m2 stops

$680Delta

Find Deal

Thu, Dec 4 - Wed, Dec 10

11:50 am - 11:47 pmNAP-MDW

18h 57m2 stops

9:59 am - 11:10 amMDW-NAP

18h 11m2 stops

$681Delta

Find Deal

Thu, Dec 4 - Wed, Dec 10

6:30 am - 5:45 pmBLQ-MDW

18h 15m2 stops

1:49 pm - 3:45 pmMDW-BLQ

18h 56m2 stops

$685Delta

Find Deal

Thu, Feb 12 - Mon, Feb 16

1:00 pm - 11:47 pmBLQ-MDW

17h 47m2 stops

1:14 pm - 12:20 pmMDW-BLQ

16h 06m2 stops

$690Delta

Find Deal

Thu, Dec 4 - Wed, Dec 10

11:05 am - 10:26 pmMXP-MDW

18h 21m1 stop

12:48 pm - 9:05 amMDW-MXP

13h 17m1 stop

$696KLM

Find Deal

Tue, Feb 3 - Mon, Feb 9

11:05 am - 11:47 pmMXP-MDW

19h 42m1 stop

1:05 pm - 9:05 amMDW-MXP

13h 00m1 stop

$697KLM

Find Deal

Tue, Dec 9 - Mon, Dec 15

10:05 am - 6:00 pmFCO-MDW

14h 55m1 stop

12:50 pm - 7:55 amMDW-FCO

12h 05m1 stop

$701Multiple Airlines

Find Deal

Thu, Dec 11 - Sun, Dec 14

11:50 am - 11:47 pmNAP-MDW

18h 57m2 stops

12:50 pm - 11:10 amMDW-NAP

15h 20m2 stops

$709Multiple Airlines

Find Deal

Thu, Dec 4 - Wed, Dec 10

12:00 pm - 11:40 pmMXP-MDW

18h 40m2 stops

12:47 pm - 10:35 amMDW-MXP

14h 48m2 stops

$723Air France

Find Deal

Thu, Nov 20 - Mon, Nov 24

6:55 am - 5:55 pmMXP-MDW

18h 00m2 stops

12:48 pm - 10:35 amMDW-MXP

14h 47m2 stops

$735Air France

Find Deal

Mon, Feb 2 - Tue, Feb 10

KLM flights from Italy to Chicago Midway Airport

Our best KLM deals on Italy to Chicago Midway Airport flight tickets

KLM

Feb 3

MXP11:05 amMilan Malpensa

18h 21m

1 stop

MDW10:26 pmChicago Midway

Feb 9

MDW12:48 pmChicago Midway

13h 17m

1 stop

MXP9:05 amMilan Malpensa

$696

Find similar

KLM

Dec 9

MXP11:05 amMilan Malpensa

19h 42m

1 stop

MDW11:47 pmChicago Midway

Dec 15

MDW1:05 pmChicago Midway

13h 00m

1 stop

MXP9:05 amMilan Malpensa

$697

Find similar

KLM

Feb 1

MXP11:05 amMilan Malpensa

18h 21m

1 stop

MDW10:26 pmChicago Midway

Feb 10

MDW12:48 pmChicago Midway

13h 17m

1 stop

MXP9:05 amMilan Malpensa

$708

Find similar

Delta flights from Italy to Chicago Midway Airport

Our best Delta deals on Italy to Chicago Midway Airport flight tickets

Delta

Dec 4

NAP11:50 amNaples

18h 57m

2 stops

MDW11:47 pmChicago Midway

Dec 10

MDW9:59 amChicago Midway

18h 11m

2 stops

NAP11:10 amNaples

$680

Find similar

Delta

Dec 4

NAP11:50 amNaples

18h 57m

2 stops

MDW11:47 pmChicago Midway

Dec 10

MDW9:59 amChicago Midway

18h 11m

2 stops

NAP11:10 amNaples

$681

Find similar

Delta

Feb 12

BLQ6:30 amBologna Guglielmo Marconi

18h 15m

2 stops

MDW5:45 pmChicago Midway

Feb 16

MDW1:49 pmChicago Midway

18h 56m

2 stops

BLQ3:45 pmBologna Guglielmo Marconi

$685

Find similar

momondo Fare Finder

Use the filters below to find and compare flights from Italy to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

NaplesChicago

NAP - MDW

NAPMDW

Naples

Thu 12/4

11:50 am-11:47 pm

2 stops18h 57m

Chicago Midway

Wed 12/10

9:59 am-11:10 am

2 stops18h 11m

$680

NaplesChicago

NAP - MDW

NAPMDW

Naples

Thu 12/4

11:50 am-11:47 pm

2 stops18h 57m

Chicago Midway

Wed 12/10

9:59 am-11:10 am

2 stops18h 11m

$681

BolognaChicago

BLQ - MDW

BLQMDW

Bologna Guglielmo Marconi

Thu 2/12

6:30 am-5:45 pm

2 stops18h 15m

Chicago Midway

Mon 2/16

1:49 pm-3:45 pm

2 stops18h 56m

$685

BolognaChicago

BLQ - MDW

BLQMDW

Bologna Guglielmo Marconi

Thu 12/4

1:00 pm-11:47 pm

2 stops17h 47m

Chicago Midway

Wed 12/10

1:14 pm-12:20 pm

2 stops16h 06m

$690

MilanChicago

MXP - MDW

MXPMDW

Milan Malpensa

Tue 2/3

11:05 am-10:26 pm

1 stop18h 21m

Chicago Midway

Mon 2/9

12:48 pm-9:05 am

1 stop13h 17m

$696

MilanChicago

MXP - MDW

MXPMDW

Milan Malpensa

Tue 12/9

11:05 am-11:47 pm

1 stop19h 42m

Chicago Midway

Mon 12/15

1:05 pm-9:05 am

1 stop13h 00m

$697

RomeChicago

FCO - MDW

FCOMDW

Rome Fiumicino

Thu 12/11

10:05 am-6:00 pm

1 stop14h 55m

Chicago Midway

Sun 12/14

12:50 pm-7:55 am

1 stop12h 05m

$701

NaplesChicago

NAP - MDW

NAPMDW

Naples

Thu 12/4

11:50 am-11:47 pm

2 stops18h 57m

Chicago Midway

Wed 12/10

12:50 pm-11:10 am

2 stops15h 20m

$709

MilanChicago

MXP - MDW

MXPMDW

Milan Malpensa

Thu 11/20

12:00 pm-11:40 pm

2 stops18h 40m

Chicago Midway

Mon 11/24

12:47 pm-10:35 am

2 stops14h 48m

$723

MilanChicago

MXP - MDW

MXPMDW

Milan Malpensa

Mon 2/2

6:55 am-5:55 pm

2 stops18h 00m

Chicago Midway

Tue 2/10

12:48 pm-10:35 am

2 stops14h 47m

$735

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Italy to Chicago Midway 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

How long does it take to fly to Chicago Midway Airport?

On average, it takes 9h 40m to fly from Italy to Chicago Midway Airport if you fly out of Milan (the most popular airport in Italy) and into Chicago O'Hare Intl Airport (the most popular airport in Chicago Midway Airport). If you’re flying out of Rome and into Chicago O'Hare Intl Airport, then the flight time is around 10h 25m.

Cheap Italy to Chicago Midway Airport flight deals and tips

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

Direct flights	None

There are no direct flights from Italy to Chicago Midway Airport. There are no popular flight routes from Italy to Chicago Midway Airport.

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When did momondo last update prices for flights from Italy to Chicago Midway Airport?
Prices for flights from Italy to Chicago Midway Airport are updated daily.
How old do you have to be to fly from Italy to Chicago Midway 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 Italy to Chicago Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

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 Italy to Chicago?

It is quick and easy to find Italy to Chicago 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 Chicago that suits you.

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

Yes. All flights to Chicago from Italy on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

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

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

Price alerts on flights to Chicago from Italy are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.