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Cheap flights from Chicago Midway Airport to Italy from $237

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Italy departing on 1/20. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago Midway Airport to Italy

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago Midway Airport to Italy that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago Midway Airport to Italy.

Cheap last minute flights

Planning a quick getaway from Chicago Midway Airport to Italy? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Italy, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago Midway Airport to Italy

Find recent round-trip train or bus tickets from Chicago Midway Airport to Italy.

All round-trip flight deals to Italy

The cheapest plane tickets to Italy found on KAYAK recently.
10:38 am - 10:30 amMDW-FCO
16h 52m1 stop
12:45 pm - 10:06 pmFCO-MDW
16h 21m1 stop
$527KLM
Find Deal
Sun, Dec 8 - Tue, Dec 24
10:38 am - 10:30 amMDW-FCO
16h 52m1 stop
12:45 pm - 10:06 pmFCO-MDW
16h 21m1 stop
$528KLM
Find Deal
Sun, Dec 8 - Tue, Dec 24
10:38 am - 10:30 amMDW-FCO
16h 52m1 stop
12:45 pm - 10:06 pmFCO-MDW
16h 21m1 stop
$529Delta
Find Deal
Sun, Dec 8 - Tue, Dec 24
10:41 am - 10:30 amMDW-FCO
16h 49m1 stop
12:45 pm - 10:06 pmFCO-MDW
16h 21m1 stop
$536Delta
Find Deal
Wed, Dec 4 - Wed, Dec 11
10:41 am - 10:30 amMDW-FCO
16h 49m1 stop
9:20 am - 10:06 pmFCO-MDW
19h 46m2 stops
$541Delta
Find Deal
Wed, Dec 4 - Tue, Dec 10
12:44 pm - 10:30 amMDW-FCO
14h 46m1 stop
12:45 pm - 10:20 pmFCO-MDW
16h 35m1 stop
$549KLM
Find Deal
Tue, Jan 21 - Fri, Jan 31
3:19 pm - 10:30 amMDW-FCO
12h 11m1 stop
12:45 pm - 10:06 pmFCO-MDW
16h 21m1 stop
$561Air France
Find Deal
Mon, Dec 2 - Fri, Dec 13
3:41 pm - 10:30 amMDW-FCO
11h 49m1 stop
12:45 pm - 10:20 pmFCO-MDW
16h 35m1 stop
$624Air France
Find Deal
Sun, Feb 16 - Mon, Feb 24
2:08 pm - 3:50 pmMDW-NAP
18h 42m2 stops
6:05 am - 6:14 pmNAP-MDW
19h 09m2 stops
Sun, Jan 12 - Tue, Jan 28
12:44 pm - 10:30 amMDW-FCO
14h 46m1 stop
6:10 am - 4:21 pmFCO-MDW
17h 11m2 stops
Sun, Mar 2 - Thu, Mar 6
4:41 pm - 12:10 amMDW-FCO
48h 29m3 stops
Mon, Jan 20
8:15 am - 12:10 amMDW-FCO
32h 55m3 stops
Tue, Jan 21
8:15 am - 11:10 pmMDW-FCO
31h 55m3 stops
Wed, Jan 15
12:26 pm - 11:10 pmMDW-MXP
27h 44m2 stops
Fri, Feb 21
6:00 am - 10:30 amMDW-FCO
21h 30m1 stop
$342KLM
Find Deal
Sun, Jan 19
9:34 am - 10:30 amMDW-FCO
17h 56m2 stops
$348Delta
Find Deal
Fri, Jan 17
1:26 pm - 1:50 pmMDW-FCO
17h 24m2 stops
$358Delta
Find Deal
Tue, Jan 14
12:43 pm - 10:30 amMDW-FCO
14h 47m1 stop
$402KLM
Find Deal
Tue, Nov 26
3:19 pm - 3:50 pmMDW-NAP
17h 31m2 stops
$509Air France
Find Deal
Fri, Nov 29
2:00 pm - 4:15 pmMDW-FCO
19h 15m2 stops
$610Air France
Find Deal
Thu, May 1
12:43 pm - 10:30 amMDW-FCO
14h 47m1 stop
10:15 am - 9:46 pmFCO-MDW
18h 31m1 stop
$536Delta
Find Deal
Mon, Nov 25 - Thu, Dec 5
12:43 pm - 10:30 amMDW-FCO
14h 47m1 stop
6:00 am - 5:02 pmFCO-MDW
18h 02m2 stops
$580Delta
Find Deal
Mon, Nov 25 - Thu, Dec 5
3:19 pm - 10:30 amMDW-FCO
12h 11m1 stop
8:45 pm - 6:32 pmFCO-MDW
28h 47m2 stops
$607Air France
Find Deal
Sun, Nov 24 - Tue, Dec 3
12:43 pm - 10:30 amMDW-FCO
14h 47m1 stop
12:45 pm - 9:46 pmFCO-MDW
16h 01m1 stop
$696Air France
Find Deal
Mon, Nov 25 - Wed, Dec 4
5:42 pm - 7:45 pmMDW-FCO
19h 03m2 stops
8:45 pm - 6:32 pmFCO-MDW
28h 47m2 stops
$709Air France
Find Deal
Sun, Nov 24 - Tue, Dec 3
9:31 am - 10:30 amMDW-FCO
17h 59m2 stops
6:10 am - 5:02 pmFCO-MDW
17h 52m2 stops
$716Delta
Find Deal
Sun, Nov 24 - Tue, Dec 3
3:19 pm - 10:30 amMDW-FCO
12h 11m1 stop
12:45 pm - 9:46 pmFCO-MDW
16h 01m1 stop
$811KLM
Find Deal
Sun, Nov 24 - Tue, Dec 3
3:19 pm - 10:30 amMDW-FCO
12h 11m1 stop
12:45 pm - 9:46 pmFCO-MDW
16h 01m1 stop
$835KLM
Find Deal
Sun, Nov 24 - Tue, Dec 3
5:24 pm - 11:40 amMDW-FCO
35h 16m1 stop
10:20 am - 5:54 pmFCO-MDW
38h 34m2 stops
$1,557
Find Deal
Mon, Nov 25 - Sun, Dec 1
5:24 pm - 11:40 amMDW-FCO
35h 16m1 stop
6:55 am - 11:20 amFCO-MDW
35h 25m2 stops
$1,570
Find Deal
Mon, Nov 25 - Fri, Nov 29

Delta flights from Chicago Midway Airport to Italy

Our best Delta deals on Chicago Midway Airport to Italy flight tickets
Delta
Dec 8
MDW10:38 amChicago Midway
16h 52m
1 stop
FCO10:30 amRome Fiumicino
Dec 24
FCO12:45 pmRome Fiumicino
16h 21m
1 stop
MDW10:06 pmChicago Midway
Delta
Dec 4
MDW10:41 amChicago Midway
16h 49m
1 stop
FCO10:30 amRome Fiumicino
Dec 11
FCO12:45 pmRome Fiumicino
16h 21m
1 stop
MDW10:06 pmChicago Midway
Delta
Dec 4
MDW10:41 amChicago Midway
16h 49m
1 stop
FCO10:30 amRome Fiumicino
Dec 10
FCO9:20 amRome Fiumicino
19h 46m
2 stops
MDW10:06 pmChicago Midway

KLM flights from Chicago Midway Airport to Italy

Our best KLM deals on Chicago Midway Airport to Italy flight tickets
KLM
Dec 8
MDW10:38 amChicago Midway
16h 52m
1 stop
FCO10:30 amRome Fiumicino
Dec 24
FCO12:45 pmRome Fiumicino
16h 21m
1 stop
MDW10:06 pmChicago Midway
KLM
Dec 8
MDW10:38 amChicago Midway
16h 52m
1 stop
FCO10:30 amRome Fiumicino
Dec 24
FCO12:45 pmRome Fiumicino
16h 21m
1 stop
MDW10:06 pmChicago Midway
KLM
Jan 21
MDW12:44 pmChicago Midway
14h 46m
1 stop
FCO10:30 amRome Fiumicino
Jan 31
FCO12:45 pmRome Fiumicino
16h 35m
1 stop
MDW10:20 pmChicago Midway

See travel insights to Italy from

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

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

What is the cheapest day to depart on your flight to Italy?

According to our data, Monday is the cheapest day to fly to Italy from Chicago Midway Airport. The lowest ticket price found for a Monday departure recently was $904. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. When flying out on a Friday, the most expensive travel day of the week, you can expect to see flight prices from Chicago Midway Airport to Italy for around $1,178.

Can stopping save me money on Chicago Midway Airport to Italy flights?

You could potentially save up to 21% on your flight if you consider stops on a Chicago Midway Airport to Italy flight.

Cheap Chicago Midway Airport to Italy flight deals and tips

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

Best Price Found

$237

Fastest flight time

11h 49m

Direct flights

None

Airports in Italy

7 airports
The best one-way flight to Italy from Chicago Midway Airport in the past 72 hours is $237. The best round-trip flight deal from Chicago Midway Airport to Italy found on momondo in the last 72 hours is $527.
The fastest flight from Chicago Midway Airport to Italy takes 11h 49m
There are no direct flights from Chicago Midway Airport to Italy. Popular non-direct routes for this connection are Chicago Midway Airport - Venice Marco Polo Airport, Chicago Midway Airport - Rome Fiumicino Airport and Chicago Midway Airport - Milan Malpensa Airport.
There are 7 airports near Italy: Milan Linate (LIN), Rome Fiumicino (FCO), Milan Malpensa (MXP), Bologna Guglielmo Marconi (BLQ), Genoa Cristoforo Colombo (GOA), Venice Marco Polo (VCE), Naples (NAP)

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

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

  • How many operators does momondo search for flights from Chicago Midway Airport to Italy?

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

    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 Chicago Midway Airport to Italy.

  • What documentation or ID do you need to fly to Italy?

    The necessary travel and health documents for your Italy trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.


Best airlines flying from Chicago Midway Airport to Italy

Compare and see reviews for airlines that fly from Chicago Midway Airport to Italy with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $578Free CancellationRating
8.0
8,755 reviews
Search Delta flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Italy?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Italy. Millions of users trust and use momondo every year so you are in good hands.

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

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

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

Once you have performed a search for Chicago to Italy flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Of course. momondo tracks the price of Chicago to Italy flights. All you need is a valid email address and we will do the rest; it is that quick and easy.


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