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.

$600 Cheap Flights from Italy to Chicago Midway Airport in 2026/27

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.

6:40 am - 6:00 pmFLR Florence Peretola-MDW Chicago Midway

18h 20m2 stops Amsterdam Schiphol Detroit Metropolitan Wayne County

11:27 am - 9:00 amMDW Chicago Midway-FLR Florence Peretola

14h 33m2 stops Atlanta Hartsfield-Jackson Paris Charles de Gaulle

$857Delta

Thu, Nov 5 - Wed, Nov 11

6:50 am - 6:00 pmFLR Florence Peretola-MDW Chicago Midway

18h 10m2 stops Paris Charles de Gaulle Detroit Metropolitan Wayne County

1:05 pm - 11:35 amMDW Chicago Midway-FLR Florence Peretola

15h 30m2 stops Atlanta Hartsfield-Jackson Paris Charles de Gaulle

$863Delta

Fri, Nov 6 - Thu, Nov 12

6:40 am - 6:04 pmFLR Florence Peretola-MDW Chicago Midway

18h 24m2 stops Amsterdam Schiphol Detroit Metropolitan Wayne County

12:30 pm - 11:25 amMDW Chicago Midway-FLR Florence Peretola

15h 55m2 stops Minneapolis St Paul Paris Charles de Gaulle

$872Delta

Mon, Nov 9 - Mon, Nov 16

6:30 am - 6:00 pmFLR Florence Peretola-MDW Chicago Midway

18h 30m2 stops Amsterdam Schiphol Detroit Metropolitan Wayne County

5:09 pm - 4:25 pmMDW Chicago Midway-FLR Florence Peretola

17h 16m2 stops Atlanta Hartsfield-Jackson Amsterdam Schiphol

$926Delta

Fri, Oct 23 - Fri, Oct 30

6:40 am - 6:00 pmFLR Florence Peretola-MDW Chicago Midway

18h 20m2 stops Paris Charles de Gaulle Detroit Metropolitan Wayne County

1:27 pm - 12:10 pmMDW Chicago Midway-FLR Florence Peretola

15h 43m2 stops Detroit Metropolitan Wayne County Paris Charles de Gaulle

$930Delta

Thu, Oct 8 - Wed, Oct 14

6:40 am - 6:00 pmFLR Florence Peretola-MDW Chicago Midway

18h 20m2 stops Paris Charles de Gaulle Detroit Metropolitan Wayne County

1:27 pm - 12:10 pmMDW Chicago Midway-FLR Florence Peretola

15h 43m2 stops Detroit Metropolitan Wayne County Paris Charles de Gaulle

$966Delta

Thu, Oct 8 - Wed, Oct 14

6:40 am - 6:00 pmFLR Florence Peretola-MDW Chicago Midway

18h 20m2 stops Paris Charles de Gaulle Detroit Metropolitan Wayne County

1:27 pm - 12:10 pmMDW Chicago Midway-FLR Florence Peretola

15h 43m2 stops Detroit Metropolitan Wayne County Paris Charles de Gaulle

$985Delta

Thu, Oct 8 - Wed, Oct 14

6:40 am - 4:14 pmFLR Florence Peretola-MDW Chicago Midway

16h 34m2 stops Paris Charles de Gaulle Atlanta Hartsfield-Jackson

1:27 pm - 12:10 pmMDW Chicago Midway-FLR Florence Peretola

15h 43m2 stops Detroit Metropolitan Wayne County Paris Charles de Gaulle

$1,199Delta

Thu, Oct 8 - Wed, Oct 14

7:00 pm - 10:22 pmFLR Florence Peretola-MDW Chicago Midway

34h 22m3 stops Rome Fiumicino Miami Atlanta Hartsfield-Jackson

6:21 am - 2:45 pmMDW Chicago Midway-FLR Florence Peretola

25h 24m3 stops Atlanta Hartsfield-Jackson Miami Rome Fiumicino

$1,345Multiple Airlines

Thu, Oct 8 - Wed, Oct 14

6:40 am - 6:00 pmFLR Florence Peretola-MDW Chicago Midway

18h 20m2 stops Paris Charles de Gaulle Detroit Metropolitan Wayne County

12:27 pm - 11:30 amMDW Chicago Midway-FLR Florence Peretola

16h 03m2 stops Minneapolis St Paul Paris Charles de Gaulle

$1,538Delta

Mon, Oct 12 - Fri, Oct 16

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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

Nov 5

FLR6:40 amFlorence Peretola

18h 20m

2 stops

MDW6:00 pmChicago Midway

Nov 11

MDW11:27 amChicago Midway

14h 33m

2 stops

FLR9:00 amFlorence Peretola

$857

Delta

Nov 6

FLR6:50 amFlorence Peretola

18h 10m

2 stops

MDW6:00 pmChicago Midway

Nov 12

MDW1:05 pmChicago Midway

15h 30m

2 stops

FLR11:35 amFlorence Peretola

$863

Delta

Nov 9

FLR6:40 amFlorence Peretola

18h 24m

2 stops

MDW6:04 pmChicago Midway

Nov 16

MDW12:30 pmChicago Midway

15h 55m

2 stops

FLR11:25 amFlorence Peretola

$872

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

Thu 11/5

6:40 am-6:00 pm

2 stops18h 20m

Chicago Midway

Wed 11/11

11:27 am-9:00 am

2 stops14h 33m

$857

FlorenceChicago

FLR Florence Peretola - MDW Chicago Midway

FLRMDW

Florence Peretola

Fri 11/6

6:50 am-6:00 pm

2 stops18h 10m

Chicago Midway

Thu 11/12

1:05 pm-11:35 am

2 stops15h 30m

$863

FlorenceChicago

FLR Florence Peretola - MDW Chicago Midway

FLRMDW

Florence Peretola

Mon 11/9

6:40 am-6:04 pm

2 stops18h 24m

Chicago Midway

Mon 11/16

12:30 pm-11:25 am

2 stops15h 55m

$872

FlorenceChicago

FLR Florence Peretola - MDW Chicago Midway

FLRMDW

Florence Peretola

Fri 10/23

6:30 am-6:00 pm

2 stops18h 30m

Chicago Midway

Fri 10/30

5:09 pm-4:25 pm

2 stops17h 16m

$926

FlorenceChicago

FLR Florence Peretola - MDW Chicago Midway

FLRMDW

Florence Peretola

Thu 10/8

6:40 am-6:00 pm

2 stops18h 20m

Chicago Midway

Wed 10/14

1:27 pm-12:10 pm

2 stops15h 43m

$930

FlorenceChicago

FLR Florence Peretola - MDW Chicago Midway

FLRMDW

Florence Peretola

Thu 10/8

6:40 am-6:00 pm

2 stops18h 20m

Chicago Midway

Wed 10/14

1:27 pm-12:10 pm

2 stops15h 43m

$966

FlorenceChicago

FLR Florence Peretola - MDW Chicago Midway

FLRMDW

Florence Peretola

Thu 10/8

6:40 am-6:00 pm

2 stops18h 20m

Chicago Midway

Wed 10/14

1:27 pm-12:10 pm

2 stops15h 43m

$985

Quickest round-trip

FlorenceChicago

FLR Florence Peretola - MDW Chicago Midway

FLRMDW

Florence Peretola

Thu 10/8

6:40 am-4:14 pm

2 stops16h 34m

Chicago Midway

Wed 10/14

1:27 pm-12:10 pm

2 stops15h 43m

$1,199

FlorenceChicago

FLR Florence Peretola - MDW Chicago Midway

FLRMDW

Florence Peretola

Thu 10/8

7:00 pm-10:22 pm

3 stops34h 22m

Chicago Midway

Wed 10/14

6:21 am-2:45 pm

3 stops25h 24m

$1,345

FlorenceChicago

FLR Florence Peretola - MDW Chicago Midway

FLRMDW

Florence Peretola

Mon 10/12

6:40 am-6:00 pm

2 stops18h 20m

Chicago Midway

Fri 10/16

12:27 pm-11:30 am

2 stops16h 03m

$1,538

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 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	$600
Fastest flight time	14h 44m
Direct flights	None

The best one-way flight to Chicago Midway Airport from Italy in the past 72 hours is $600. The best round-trip flight deal from Italy to Chicago Midway Airport found on momondo in the last 72 hours is $857.

The fastest flight from Italy to Chicago Midway Airport takes 14h 44m

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.