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

On average, it takes 9h 45m 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.

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.

$381 Cheap Flights from Italy to Chicago Midway Airport in 2026

Find the cheapest flights from Italy to Chicago

Round-trip

One-way

Last minute

Recent round-trip flight deals from Italy to Chicago

Enter your travel dates to find the best prices.

6:05 am - 4:47 pmNAP Naples-MDW Chicago Midway

17h 42m2 stops Paris Charles de Gaulle Minneapolis St Paul

10:59 am - 11:30 amMDW Chicago Midway-NAP Naples

17h 31m2 stops Atlanta Hartsfield-Jackson Paris Charles de Gaulle

$678Delta

Tue, Oct 6 - Tue, Oct 20

6:05 am - 4:47 pmNAP Naples-MDW Chicago Midway

17h 42m2 stops Paris Charles de Gaulle Minneapolis St Paul

10:59 am - 11:30 amMDW Chicago Midway-NAP Naples

17h 31m2 stops Atlanta Hartsfield-Jackson Paris Charles de Gaulle

$679Delta

Tue, Oct 6 - Tue, Oct 20

6:05 am - 6:19 pmNAP Naples-MDW Chicago Midway

19h 14m2 stops Paris Charles de Gaulle Minneapolis St Paul

12:45 pm - 11:30 amMDW Chicago Midway-NAP Naples

15h 45m2 stops Atlanta Hartsfield-Jackson Paris Charles de Gaulle

$680Delta

Wed, Sep 23 - Tue, Oct 6

6:05 am - 6:01 pmNAP Naples-MDW Chicago Midway

18h 56m2 stops Paris Charles de Gaulle Minneapolis St Paul

1:19 pm - 3:15 pmMDW Chicago Midway-NAP Naples

18h 56m2 stops Detroit Metropolitan Wayne County Paris Charles de Gaulle

$681Delta

Thu, Sep 3 - Mon, Sep 7

6:05 am - 4:47 pmNAP Naples-MDW Chicago Midway

17h 42m2 stops Paris Charles de Gaulle Minneapolis St Paul

6:04 am - 7:05 amMDW Chicago Midway-NAP Naples

18h 01m1 stop Atlanta Hartsfield-Jackson

$682Delta

Tue, Oct 6 - Tue, Oct 20

6:05 am - 4:47 pmNAP Naples-MDW Chicago Midway

17h 42m2 stops Paris Charles de Gaulle Minneapolis St Paul

6:04 am - 7:05 amMDW Chicago Midway-NAP Naples

18h 01m1 stop Atlanta Hartsfield-Jackson

$683Delta

Tue, Oct 6 - Tue, Oct 20

6:05 am - 4:15 pmNAP Naples-MDW Chicago Midway

17h 10m2 stops Paris Charles de Gaulle Atlanta Hartsfield-Jackson

10:59 am - 7:05 amMDW Chicago Midway-NAP Naples

13h 06m1 stop Atlanta Hartsfield-Jackson

$684Delta

Wed, Sep 23 - Tue, Oct 6

6:05 am - 4:15 pmNAP Naples-MDW Chicago Midway

17h 10m2 stops Paris Charles de Gaulle Atlanta Hartsfield-Jackson

1:27 pm - 9:55 amMDW Chicago Midway-NAP Naples

13h 28m2 stops Detroit Metropolitan Wayne County Amsterdam Schiphol

$686KLM

Thu, Sep 24 - Tue, Oct 6

6:30 am - 6:01 pmFCO Rome Fiumicino-MDW Chicago Midway

18h 31m2 stops Amsterdam Schiphol Minneapolis St Paul

5:37 pm - 4:00 pmMDW Chicago Midway-FCO Rome Fiumicino

15h 23m2 stops Detroit Metropolitan Wayne County Paris Charles de Gaulle

$686Delta

Thu, Aug 27 - Sat, Sep 12

6:30 am - 6:01 pmFCO Rome Fiumicino-MDW Chicago Midway

18h 31m2 stops Amsterdam Schiphol Minneapolis St Paul

5:45 pm - 2:25 pmMDW Chicago Midway-FCO Rome Fiumicino

13h 40m2 stops Detroit Metropolitan Wayne County Paris Charles de Gaulle

$687Delta

Fri, Aug 28 - Mon, Aug 31

Recent last minute flight deals from Italy to Chicago

Enter your travel dates to find the best prices.

1:10 pm - 10:36 pmFCO Rome Fiumicino-MDW Chicago Midway

16h 26m1 stop Atlanta Hartsfield-Jackson

10:54 am - 7:35 amMDW Chicago Midway-FCO Rome Fiumicino

13h 41m1 stop Atlanta Hartsfield-Jackson

$848KLM

Mon, Aug 17 - Sun, Aug 23

11:40 am - 10:36 pmMXP Milan Malpensa-MDW Chicago Midway

17h 56m1 stop Atlanta Hartsfield-Jackson

5:45 pm - 2:45 pmMDW Chicago Midway-MXP Milan Malpensa

14h 00m2 stops Detroit Metropolitan Wayne County Paris Charles de Gaulle

$928Delta

Tue, Aug 18 - Mon, Aug 31

6:40 am - 6:33 pmLIN Milan Linate-MDW Chicago Midway

18h 53m2 stops Amsterdam Schiphol Detroit Metropolitan Wayne County

5:45 pm - 1:55 pmMDW Chicago Midway-LIN Milan Linate

13h 10m2 stops Detroit Metropolitan Wayne County Paris Charles de Gaulle

$929Delta

Tue, Aug 18 - Mon, Aug 31

6:45 am - 4:15 pmMXP Milan Malpensa-MDW Chicago Midway

16h 30m2 stops Paris Charles de Gaulle Atlanta Hartsfield-Jackson

5:45 pm - 2:45 pmMDW Chicago Midway-MXP Milan Malpensa

14h 00m2 stops Detroit Metropolitan Wayne County Paris Charles de Gaulle

$932Delta

Tue, Aug 18 - Mon, Aug 31

8:10 am - 8:50 pmFCO Rome Fiumicino-MDW Chicago Midway

19h 40m2 stops Frankfurt am Main Boston Logan Intl

6:40 am - 9:50 pmMDW Chicago Midway-FCO Rome Fiumicino

32h 10m2 stops Boston Logan Intl Frankfurt am Main

$1,059Multiple Airlines

Wed, Aug 19 - Wed, Aug 26

6:00 am - 6:01 pmBLQ Bologna Guglielmo Marconi-MDW Chicago Midway

19h 01m2 stops Amsterdam Schiphol Minneapolis St Paul

6:42 pm - 4:35 pmMDW Chicago Midway-BLQ Bologna Guglielmo Marconi

14h 53m2 stops Detroit Metropolitan Wayne County Amsterdam Schiphol

$1,093Delta

Wed, Aug 19 - Sun, Aug 23

6:45 am - 4:15 pmMXP Milan Malpensa-MDW Chicago Midway

16h 30m2 stops Paris Charles de Gaulle Atlanta Hartsfield-Jackson

10:54 am - 9:25 amMDW Chicago Midway-MXP Milan Malpensa

15h 31m1 stop Atlanta Hartsfield-Jackson

$1,105Multiple Airlines

Wed, Aug 19 - Tue, Sep 1

9:00 am - 10:36 pmMXP Milan Malpensa-MDW Chicago Midway

20h 36m2 stops New York John F Kennedy Intl Atlanta Hartsfield-Jackson

9:24 am - 9:25 amMDW Chicago Midway-MXP Milan Malpensa

17h 01m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson

$1,113Delta

Wed, Aug 19 - Tue, Sep 1

8:10 am - 8:50 pmFCO Rome Fiumicino-MDW Chicago Midway

19h 40m2 stops Frankfurt am Main Boston Logan Intl

6:00 am - 9:45 pmMDW Chicago Midway-FCO Rome Fiumicino

32h 45m2 stops Boston Logan Intl Frankfurt am Main

$1,116Multiple Airlines

Wed, Aug 19 - Sun, Aug 23

8:10 am - 8:50 pmFCO Rome Fiumicino-MDW Chicago Midway

19h 40m2 stops Frankfurt am Main Boston Logan Intl

8:15 am - 9:50 amMDW Chicago Midway-FCO Rome Fiumicino

18h 35m2 stops Boston Logan Intl Frankfurt am Main

$1,128Multiple Airlines

Wed, Aug 19 - Mon, Aug 31

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Air France flights from Italy to Chicago Midway Airport

Our best Air France deals on Italy to Chicago Midway Airport flight tickets

Air France

Nov 8

FCO10:00 amRome Fiumicino

15h 00m

1 stop

MDW6:00 pmChicago Midway

Nov 21

MDW1:22 pmChicago Midway

13h 13m

1 stop

FCO9:35 amRome Fiumicino

$737

Air France

Nov 24

PMO10:05 amPalermo Punta Raisi

19h 51m

2 stops

MDW10:56 pmChicago Midway

Dec 3

MDW1:00 pmChicago Midway

15h 30m

2 stops

PMO11:30 amPalermo Punta Raisi

$744

Air France

Sep 21

MXP6:45 amMilan Malpensa

16h 30m

2 stops

MDW4:15 pmChicago Midway

Oct 11

MDW10:59 amChicago Midway

15h 26m

1 stop

MXP9:25 amMilan Malpensa

$857

Delta flights from Italy to Chicago Midway Airport

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

Delta

Oct 6

NAP6:05 amNaples

17h 42m

2 stops

MDW4:47 pmChicago Midway

Oct 20

MDW10:59 amChicago Midway

17h 31m

2 stops

NAP11:30 amNaples

$678

Delta

Oct 6

NAP6:05 amNaples

17h 42m

2 stops

MDW4:47 pmChicago Midway

Oct 20

MDW10:59 amChicago Midway

17h 31m

2 stops

NAP11:30 amNaples

$679

Delta

Oct 6

NAP6:05 amNaples

17h 42m

2 stops

MDW4:47 pmChicago Midway

Oct 20

MDW10:59 amChicago Midway

17h 31m

2 stops

NAP11:30 amNaples

$680

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

Cheapest round-trip

NaplesChicago

NAP Naples - MDW Chicago Midway

NAPMDW

Naples

Tue 10/6

6:05 am-4:47 pm

2 stops17h 42m

Chicago Midway

Tue 10/20

10:59 am-11:30 am

2 stops17h 31m

$678

NaplesChicago

NAP Naples - MDW Chicago Midway

NAPMDW

Naples

Tue 10/6

6:05 am-4:47 pm

2 stops17h 42m

Chicago Midway

Tue 10/20

10:59 am-11:30 am

2 stops17h 31m

$679

NaplesChicago

NAP Naples - MDW Chicago Midway

NAPMDW

Naples

Wed 9/23

6:05 am-6:19 pm

2 stops19h 14m

Chicago Midway

Tue 10/6

12:45 pm-11:30 am

2 stops15h 45m

$680

NaplesChicago

NAP Naples - MDW Chicago Midway

NAPMDW

Naples

Thu 9/3

6:05 am-6:01 pm

2 stops18h 56m

Chicago Midway

Mon 9/7

1:19 pm-3:15 pm

2 stops18h 56m

$681

NaplesChicago

NAP Naples - MDW Chicago Midway

NAPMDW

Naples

Tue 10/6

6:05 am-4:47 pm

2 stops17h 42m

Chicago Midway

Tue 10/20

6:04 am-7:05 am

1 stop18h 01m

$682

NaplesChicago

NAP Naples - MDW Chicago Midway

NAPMDW

Naples

Tue 10/6

6:05 am-4:47 pm

2 stops17h 42m

Chicago Midway

Tue 10/20

6:04 am-7:05 am

1 stop18h 01m

$683

Quickest round-trip

NaplesChicago

NAP Naples - MDW Chicago Midway

NAPMDW

Naples

Wed 9/23

6:05 am-4:15 pm

2 stops17h 10m

Chicago Midway

Tue 10/6

10:59 am-7:05 am

1 stop13h 06m

$684

NaplesChicago

NAP Naples - MDW Chicago Midway

NAPMDW

Naples

Thu 9/24

6:05 am-4:15 pm

2 stops17h 10m

Chicago Midway

Tue 10/6

1:27 pm-9:55 am

2 stops13h 28m

$686

RomeChicago

FCO Rome Fiumicino - MDW Chicago Midway

FCOMDW

Rome Fiumicino

Thu 8/27

6:30 am-6:01 pm

2 stops18h 31m

Chicago Midway

Sat 9/12

5:37 pm-4:00 pm

2 stops15h 23m

$686

RomeChicago

FCO Rome Fiumicino - MDW Chicago Midway

FCOMDW

Rome Fiumicino

Fri 8/28

6:30 am-6:01 pm

2 stops18h 31m

Chicago Midway

Mon 8/31

5:45 pm-2:25 pm

2 stops13h 40m

$687

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

Airlines

Other information

What is the cheapest airline that flies from Italy to Chicago Midway?

Delta and KLM are the most popular carriers operating from Italy to Chicago Midway

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

Fastest flight time	16h 05m
Direct flights	None

The fastest flight from Italy to Chicago Midway Airport takes 16h 05m

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

Frequently asked questions about flying from Italy to Chicago Midway Airport

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

Portage

Benton Harbor

Lansing

Saint Joseph

Valparaiso

Schererville

Munster

Chesterton

Monticello

Crown Point

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.