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.

$347 Cheap Flights from Italy to Chicago Midway Airport in 2025/26

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Find the cheapest flights from Italy to Chicago

Round-trip

One-way

Last minute

Recent round-trip flight deals from Italy to Chicago

6:30 am - 6:25 pmBLQ-MDW

18h 55m2 stops

1:47 pm - 10:35 amMDW-BLQ

13h 48m2 stops

$579Delta

Find Deal

Thu, Nov 6 - Wed, Nov 12

6:30 am - 6:25 pmBLQ-MDW

18h 55m2 stops

12:47 pm - 10:35 amMDW-BLQ

14h 48m2 stops

$580Delta

Find Deal

Thu, Nov 6 - Wed, Nov 12

9:00 am - 9:36 pmNAP-MDW

19h 36m1 stop

1:08 pm - 11:35 amMDW-NAP

15h 27m2 stops

$583Delta

Find Deal

Thu, Oct 2 - Mon, Oct 6

9:00 am - 5:35 pmNAP-MDW

15h 35m1 stop

6:00 am - 7:00 amMDW-NAP

18h 00m1 stop

$587Delta

Find Deal

Thu, Oct 2 - Mon, Oct 6

11:05 am - 9:46 pmMXP-MDW

17h 41m1 stop

1:05 pm - 9:05 amMDW-MXP

13h 00m1 stop

$593KLM

Find Deal

Tue, Feb 10 - Mon, Feb 16

9:00 am - 10:14 pmNAP-MDW

20h 14m1 stop

10:35 am - 7:00 amMDW-NAP

13h 25m1 stop

$598KLM

Find Deal

Thu, Oct 16 - Fri, Oct 24

12:15 pm - 10:14 pmFLR-MDW

16h 59m2 stops

1:47 pm - 11:20 amMDW-FLR

14h 33m2 stops

$603Air France

Find Deal

Thu, Nov 6 - Wed, Nov 12

6:55 am - 6:08 pmMXP-MDW

18h 13m2 stops

1:05 pm - 10:35 amMDW-MXP

14h 30m2 stops

$620Air France

Find Deal

Tue, Feb 10 - Tue, Feb 17

6:50 am - 6:25 pmMXP-MDW

18h 35m2 stops

6:00 am - 9:25 amMDW-MXP

20h 25m1 stop

$645Multiple Airlines

Find Deal

Mon, Oct 6 - Sun, Oct 19

8:45 pm - 6:35 pmNAP-MDW

28h 50m2 stops

6:23 pm - 6:15 pmMDW-NAP

16h 52m2 stops

$783Multiple Airlines

Find Deal

Fri, Oct 3 - Tue, Oct 7

KLM flights from Italy to Chicago Midway Airport

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

KLM

Feb 10

MXP11:05 amMilan Malpensa

17h 41m

1 stop

MDW9:46 pmChicago Midway

Feb 16

MDW1:05 pmChicago Midway

13h 00m

1 stop

MXP9:05 amMilan Malpensa

$593

Find similar

KLM

Oct 16

NAP9:00 amNaples

20h 14m

1 stop

MDW10:14 pmChicago Midway

Oct 24

MDW10:35 amChicago Midway

13h 25m

1 stop

NAP7:00 amNaples

$598

Find similar

KLM

Oct 2

MXP11:40 amMilan Malpensa

16h 56m

1 stop

MDW9:36 pmChicago Midway

Oct 7

MDW12:48 pmChicago Midway

13h 37m

1 stop

MXP9:25 amMilan Malpensa

$604

Find similar

Delta flights from Italy to Chicago Midway Airport

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

Delta

Nov 6

BLQ6:30 amBologna Guglielmo Marconi

18h 55m

2 stops

MDW6:25 pmChicago Midway

Nov 12

MDW1:47 pmChicago Midway

13h 48m

2 stops

BLQ10:35 amBologna Guglielmo Marconi

$579

Find similar

Delta

Nov 6

BLQ6:30 amBologna Guglielmo Marconi

18h 55m

2 stops

MDW6:25 pmChicago Midway

Nov 12

MDW12:47 pmChicago Midway

14h 48m

2 stops

BLQ10:35 amBologna Guglielmo Marconi

$580

Find similar

Delta

Oct 2

NAP9:00 amNaples

19h 36m

1 stop

MDW9:36 pmChicago Midway

Oct 6

MDW1:08 pmChicago Midway

15h 27m

2 stops

NAP11:35 amNaples

$583

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

BolognaChicago

BLQ - MDW

BLQMDW

Bologna Guglielmo Marconi

Thu 11/6

6:30 am-6:25 pm

2 stops18h 55m

Chicago Midway

Wed 11/12

1:47 pm-10:35 am

2 stops13h 48m

$579

BolognaChicago

BLQ - MDW

BLQMDW

Bologna Guglielmo Marconi

Thu 11/6

6:30 am-6:25 pm

2 stops18h 55m

Chicago Midway

Wed 11/12

12:47 pm-10:35 am

2 stops14h 48m

$580

NaplesChicago

NAP - MDW

NAPMDW

Naples

Thu 10/2

9:00 am-9:36 pm

1 stop19h 36m

Chicago Midway

Mon 10/6

1:08 pm-11:35 am

2 stops15h 27m

$583

NaplesChicago

NAP - MDW

NAPMDW

Naples

Thu 10/2

9:00 am-5:35 pm

1 stop15h 35m

Chicago Midway

Mon 10/6

6:00 am-7:00 am

1 stop18h 00m

$587

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

NaplesChicago

NAP - MDW

NAPMDW

Naples

Thu 10/16

9:00 am-10:14 pm

1 stop20h 14m

Chicago Midway

Fri 10/24

10:35 am-7:00 am

1 stop13h 25m

$598

FlorenceChicago

FLR - MDW

FLRMDW

Florence Peretola

Thu 11/6

12:15 pm-10:14 pm

2 stops16h 59m

Chicago Midway

Wed 11/12

1:47 pm-11:20 am

2 stops14h 33m

$603

MilanChicago

MXP - MDW

MXPMDW

Milan Malpensa

Tue 2/10

6:55 am-6:08 pm

2 stops18h 13m

Chicago Midway

Tue 2/17

1:05 pm-10:35 am

2 stops14h 30m

$620

MilanChicago

MXP - MDW

MXPMDW

Milan Malpensa

Mon 10/6

6:50 am-6:25 pm

2 stops18h 35m

Chicago Midway

Sun 10/19

6:00 am-9:25 am

1 stop20h 25m

$645

NaplesChicago

NAP - MDW

NAPMDW

Naples

Fri 10/3

8:45 pm-6:35 pm

2 stops28h 50m

Chicago Midway

Tue 10/7

6:23 pm-6:15 pm

2 stops16h 52m

$783

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 50m 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.

Search flight deals

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

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 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.