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.

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.

$579 Cheap Flights from Italy to Chicago Midway Airport in 2026/27

Find the cheapest flights from Italy to Chicago

Round-trip

One-way

Recent round-trip flight deals from Italy to Chicago

Enter your travel dates to find the best prices.

11:25 am - 8:14 amFLR Florence Peretola-MDW Chicago Midway

27h 49m3 stops Rome Fiumicino Miami Atlanta Hartsfield-Jackson

9:07 am - 6:35 pmMDW Chicago Midway-FLR Florence Peretola

26h 28m3 stops Atlanta Hartsfield-Jackson Miami Rome Fiumicino

$782Multiple Airlines

Sat, Nov 21 - Fri, Nov 27

6:40 am - 6:01 pmFLR Florence Peretola-MDW Chicago Midway

18h 21m2 stops Amsterdam Schiphol Detroit Metropolitan Wayne County

11:28 am - 11:35 amMDW Chicago Midway-FLR Florence Peretola

17h 07m2 stops Atlanta Hartsfield-Jackson Paris Charles de Gaulle

$825Delta

Fri, Dec 4 - Tue, Dec 8

6:50 am - 4:39 pmFLR Florence Peretola-MDW Chicago Midway

16h 49m2 stops Paris Charles de Gaulle Minneapolis St Paul

12:05 pm - 11:35 amMDW Chicago Midway-FLR Florence Peretola

16h 30m2 stops Detroit Metropolitan Wayne County Paris Charles de Gaulle

$826Delta

Sat, Nov 21 - Fri, Nov 27

6:50 am - 4:39 pmFLR Florence Peretola-MDW Chicago Midway

16h 49m2 stops Paris Charles de Gaulle Minneapolis St Paul

11:05 am - 11:35 amMDW Chicago Midway-FLR Florence Peretola

17h 30m2 stops Minneapolis St Paul Paris Charles de Gaulle

$832Delta

Sat, Nov 21 - Fri, Nov 27

6:50 am - 4:53 pmFLR Florence Peretola-MDW Chicago Midway

17h 03m2 stops Paris Charles de Gaulle Minneapolis St Paul

1:41 pm - 11:25 amMDW Chicago Midway-FLR Florence Peretola

14h 44m2 stops Detroit Metropolitan Wayne County Paris Charles de Gaulle

$888Delta

Wed, Feb 3 - Mon, Feb 15

6:40 am - 4:18 pmFLR Florence Peretola-MDW Chicago Midway

16h 38m2 stops Amsterdam Schiphol Atlanta Hartsfield-Jackson

11:05 am - 11:35 amMDW Chicago Midway-FLR Florence Peretola

17h 30m2 stops Minneapolis St Paul Paris Charles de Gaulle

$901Delta

Sat, Nov 21 - Fri, Nov 27

6:40 am - 4:18 pmFLR Florence Peretola-MDW Chicago Midway

16h 38m2 stops Amsterdam Schiphol Atlanta Hartsfield-Jackson

11:05 am - 11:35 amMDW Chicago Midway-FLR Florence Peretola

17h 30m2 stops Minneapolis St Paul Paris Charles de Gaulle

$902Delta

Sat, Nov 21 - Fri, Nov 27

6:40 am - 5:44 pmFLR Florence Peretola-MDW Chicago Midway

18h 04m2 stops Amsterdam Schiphol Detroit Metropolitan Wayne County

9:29 am - 11:25 amMDW Chicago Midway-FLR Florence Peretola

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

$955Delta

Fri, Dec 25 - Wed, Dec 30

6:50 am - 5:44 pmFLR Florence Peretola-MDW Chicago Midway

17h 54m2 stops Paris Charles de Gaulle Detroit Metropolitan Wayne County

9:29 am - 11:35 amMDW Chicago Midway-FLR Florence Peretola

19h 06m2 stops Detroit Metropolitan Wayne County Paris Charles de Gaulle

$959Delta

Thu, Dec 24 - Thu, Dec 31

6:50 am - 5:44 pmFLR Florence Peretola-MDW Chicago Midway

17h 54m2 stops Paris Charles de Gaulle Detroit Metropolitan Wayne County

9:29 am - 11:35 amMDW Chicago Midway-FLR Florence Peretola

19h 06m2 stops Detroit Metropolitan Wayne County Paris Charles de Gaulle

$964Delta

Tue, Dec 22 - Tue, Dec 29

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Delta flights from Italy to Chicago Midway Airport

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

Delta

Dec 4

FLR6:40 amFlorence Peretola

18h 21m

2 stops

MDW6:01 pmChicago Midway

Dec 8

MDW11:28 amChicago Midway

17h 07m

2 stops

FLR11:35 amFlorence Peretola

$825

Delta

Nov 21

FLR6:50 amFlorence Peretola

16h 49m

2 stops

MDW4:39 pmChicago Midway

Nov 27

MDW12:05 pmChicago Midway

16h 30m

2 stops

FLR11:35 amFlorence Peretola

$826

Delta

Nov 21

FLR6:50 amFlorence Peretola

16h 49m

2 stops

MDW4:39 pmChicago Midway

Nov 27

MDW11:05 amChicago Midway

17h 30m

2 stops

FLR11:35 amFlorence Peretola

$832

KLM flights from Italy to Chicago Midway Airport

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

KLM

Dec 23

FLR6:40 amFlorence Peretola

16h 39m

2 stops

MDW4:19 pmChicago Midway

Jan 5

MDW1:59 pmChicago Midway

14h 41m

2 stops

FLR11:40 amFlorence Peretola

$1,345

KLM

Dec 23

FLR6:40 amFlorence Peretola

16h 39m

2 stops

MDW4:19 pmChicago Midway

Jan 7

MDW1:59 pmChicago Midway

14h 41m

2 stops

FLR11:40 amFlorence Peretola

$1,349

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

FlorenceChicago

FLR Florence Peretola - MDW Chicago Midway

FLRMDW

Florence Peretola

Sat 11/21

11:25 am-8:14 am

3 stops27h 49m

Chicago Midway

Fri 11/27

9:07 am-6:35 pm

3 stops26h 28m

$782

FlorenceChicago

FLR Florence Peretola - MDW Chicago Midway

FLRMDW

Florence Peretola

Fri 12/4

6:40 am-6:01 pm

2 stops18h 21m

Chicago Midway

Tue 12/8

11:28 am-11:35 am

2 stops17h 07m

$825

FlorenceChicago

FLR Florence Peretola - MDW Chicago Midway

FLRMDW

Florence Peretola

Sat 11/21

6:50 am-4:39 pm

2 stops16h 49m

Chicago Midway

Fri 11/27

12:05 pm-11:35 am

2 stops16h 30m

$826

FlorenceChicago

FLR Florence Peretola - MDW Chicago Midway

FLRMDW

Florence Peretola

Sat 11/21

6:50 am-4:39 pm

2 stops16h 49m

Chicago Midway

Fri 11/27

11:05 am-11:35 am

2 stops17h 30m

$832

Quickest round-trip

FlorenceChicago

FLR Florence Peretola - MDW Chicago Midway

FLRMDW

Florence Peretola

Wed 2/3

6:50 am-4:53 pm

2 stops17h 03m

Chicago Midway

Mon 2/15

1:41 pm-11:25 am

2 stops14h 44m

$888

FlorenceChicago

FLR Florence Peretola - MDW Chicago Midway

FLRMDW

Florence Peretola

Sat 11/21

6:40 am-4:18 pm

2 stops16h 38m

Chicago Midway

Fri 11/27

11:05 am-11:35 am

2 stops17h 30m

$901

FlorenceChicago

FLR Florence Peretola - MDW Chicago Midway

FLRMDW

Florence Peretola

Sat 11/21

6:40 am-4:18 pm

2 stops16h 38m

Chicago Midway

Fri 11/27

11:05 am-11:35 am

2 stops17h 30m

$902

FlorenceChicago

FLR Florence Peretola - MDW Chicago Midway

FLRMDW

Florence Peretola

Fri 12/25

6:40 am-5:44 pm

2 stops18h 04m

Chicago Midway

Wed 12/30

9:29 am-11:25 am

2 stops18h 56m

$955

FlorenceChicago

FLR Florence Peretola - MDW Chicago Midway

FLRMDW

Florence Peretola

Thu 12/24

6:50 am-5:44 pm

2 stops17h 54m

Chicago Midway

Thu 12/31

9:29 am-11:35 am

2 stops19h 06m

$959

FlorenceChicago

FLR Florence Peretola - MDW Chicago Midway

FLRMDW

Florence Peretola

Tue 12/22

6:50 am-5:44 pm

2 stops17h 54m

Chicago Midway

Tue 12/29

9:29 am-11:35 am

2 stops19h 06m

$964

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?

KLM is the most popular carrier 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

Best Price Found	$579
Fastest flight time	16h 24m
Direct flights	None

The best one-way flight to Chicago Midway Airport from Italy in the past 72 hours is $579. The best round-trip flight deal from Italy to Chicago Midway Airport found on momondo in the last 72 hours is $782.

The fastest flight from Italy to Chicago Midway Airport takes 16h 24m

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

Lansing

Benton Harbor

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.