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

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

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 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.

$316 Cheap Flights from Chicago Midway Airport to Italy in 2026

Find the cheapest flights from Chicago Midway Airport to Italy

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

1:02 pm - 11:20 amMDW Chicago Midway-FCO Rome Fiumicino

15h 18m1 stop Atlanta Hartsfield-Jackson

6:10 am - 6:01 pmFCO Rome Fiumicino-MDW Chicago Midway

18h 51m2 stops Amsterdam Schiphol Detroit Metropolitan Wayne County

$729Delta

Tue, Dec 1 - Tue, Dec 8

1:05 pm - 8:15 amMDW Chicago Midway-FCO Rome Fiumicino

12h 10m1 stop Atlanta Hartsfield-Jackson

6:10 am - 10:54 pmFCO Rome Fiumicino-MDW Chicago Midway

23h 44m2 stops Amsterdam Schiphol Atlanta Hartsfield-Jackson

$729Delta

Mon, Nov 23 - Thu, Nov 26

1:41 pm - 9:35 amMDW Chicago Midway-FCO Rome Fiumicino

12h 54m1 stop Detroit Metropolitan Wayne County

1:30 pm - 10:56 pmFCO Rome Fiumicino-MDW Chicago Midway

16h 26m1 stop Atlanta Hartsfield-Jackson

$729KLM

Wed, Dec 2 - Wed, Dec 9

11:28 am - 8:15 amMDW Chicago Midway-FCO Rome Fiumicino

13h 47m1 stop Atlanta Hartsfield-Jackson

1:30 pm - 10:56 pmFCO Rome Fiumicino-MDW Chicago Midway

16h 26m1 stop Atlanta Hartsfield-Jackson

$729Air France

Wed, Dec 2 - Wed, Dec 9

11:28 am - 8:15 amMDW Chicago Midway-FCO Rome Fiumicino

13h 47m1 stop Atlanta Hartsfield-Jackson

1:30 pm - 10:56 pmFCO Rome Fiumicino-MDW Chicago Midway

16h 26m1 stop Atlanta Hartsfield-Jackson

$729Air France

Tue, Nov 24 - Fri, Dec 4

1:05 pm - 11:20 amMDW Chicago Midway-FCO Rome Fiumicino

15h 15m1 stop Atlanta Hartsfield-Jackson

6:10 am - 4:25 pmFCO Rome Fiumicino-MDW Chicago Midway

17h 15m2 stops Amsterdam Schiphol Atlanta Hartsfield-Jackson

$729Multiple Airlines

Wed, Dec 30 - Fri, Jan 15

1:02 pm - 8:15 amMDW Chicago Midway-FCO Rome Fiumicino

12h 13m1 stop Atlanta Hartsfield-Jackson

1:30 pm - 10:56 pmFCO Rome Fiumicino-MDW Chicago Midway

16h 26m1 stop Atlanta Hartsfield-Jackson

$729Multiple Airlines

Wed, Dec 2 - Wed, Dec 9

9:30 am - 9:35 amMDW Chicago Midway-FCO Rome Fiumicino

17h 05m1 stop Detroit Metropolitan Wayne County

6:10 am - 6:37 pmFCO Rome Fiumicino-MDW Chicago Midway

19h 27m2 stops Amsterdam Schiphol Detroit Metropolitan Wayne County

$729Delta

Mon, Dec 28 - Fri, Jan 15

11:27 am - 11:20 amMDW Chicago Midway-FCO Rome Fiumicino

16h 53m1 stop Atlanta Hartsfield-Jackson

1:30 pm - 10:54 pmFCO Rome Fiumicino-MDW Chicago Midway

16h 24m1 stop Atlanta Hartsfield-Jackson

$729Delta

Mon, Nov 23 - Thu, Nov 26

12:30 pm - 10:15 amMDW Chicago Midway-FCO Rome Fiumicino

14h 45m1 stop Minneapolis St Paul

6:10 am - 4:50 pmFCO Rome Fiumicino-MDW Chicago Midway

17h 40m2 stops Amsterdam Schiphol Minneapolis St Paul

$729Delta

Tue, Nov 24 - Fri, Dec 4

Cheap last minute flights

Enter your travel dates to find the best prices.

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

30h 35m2 stops Boston Logan Intl Frankfurt am Main

8:10 am - 10:05 pmFCO Rome Fiumicino-MDW Chicago Midway

20h 55m2 stops Frankfurt am Main Boston Logan Intl

$884Multiple Airlines

Mon, Aug 31 - Thu, Sep 3

6:00 am - 9:50 amMDW Chicago Midway-FCO Rome Fiumicino

20h 50m2 stops Boston Logan Intl Frankfurt am Main

8:10 am - 8:25 pmFCO Rome Fiumicino-MDW Chicago Midway

19h 15m2 stops Frankfurt am Main Boston Logan Intl

$889Multiple Airlines

Sun, Aug 30 - Thu, Sep 3

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

30h 35m2 stops Boston Logan Intl Frankfurt am Main

8:10 am - 8:25 pmFCO Rome Fiumicino-MDW Chicago Midway

19h 15m2 stops Frankfurt am Main Boston Logan Intl

$933Multiple Airlines

Mon, Aug 31 - Fri, Sep 4

10:54 am - 8:55 amMDW Chicago Midway-VCE Venice Marco Polo

15h 01m1 stop Atlanta Hartsfield-Jackson

5:55 am - 6:33 pmVCE Venice Marco Polo-MDW Chicago Midway

19h 38m2 stops Paris Charles de Gaulle Detroit Metropolitan Wayne County

$979Delta

Mon, Aug 31 - Mon, Sep 7

6:00 am - 9:50 amMDW Chicago Midway-FCO Rome Fiumicino

20h 50m2 stops Boston Logan Intl Frankfurt am Main

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

19h 40m2 stops Frankfurt am Main Boston Logan Intl

$982Multiple Airlines

Sun, Aug 30 - Tue, Sep 1

5:45 pm - 6:00 pmMDW Chicago Midway-VCE Venice Marco Polo

17h 15m2 stops Detroit Metropolitan Wayne County Paris Charles de Gaulle

5:55 am - 6:33 pmVCE Venice Marco Polo-MDW Chicago Midway

19h 38m2 stops Paris Charles de Gaulle Detroit Metropolitan Wayne County

$983Delta

Mon, Aug 31 - Mon, Sep 7

6:00 am - 11:00 amMDW Chicago Midway-MXP Milan Malpensa

22h 00m2 stops Boston Logan Intl Frankfurt am Main

6:55 am - 8:25 pmMXP Milan Malpensa-MDW Chicago Midway

20h 30m2 stops Frankfurt am Main Boston Logan Intl

$983Multiple Airlines

Sun, Aug 30 - Fri, Sep 11

10:54 am - 8:55 amMDW Chicago Midway-VCE Venice Marco Polo

15h 01m1 stop Atlanta Hartsfield-Jackson

11:05 am - 10:36 pmVCE Venice Marco Polo-MDW Chicago Midway

18h 31m1 stop Atlanta Hartsfield-Jackson

$993KLM

Mon, Aug 31 - Mon, Sep 7

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

32h 45m2 stops Boston Logan Intl Frankfurt am Main

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

19h 40m2 stops Frankfurt am Main Boston Logan Intl

$995Multiple Airlines

Sun, Aug 30 - Wed, Sep 2

8:15 am - 11:00 amMDW Chicago Midway-MXP Milan Malpensa

19h 45m2 stops Boston Logan Intl Frankfurt am Main

7:00 am - 8:55 pmMXP Milan Malpensa-MDW Chicago Midway

20h 55m2 stops Frankfurt am Main Boston Logan Intl

$1,005Multiple Airlines

Mon, Aug 31 - Tue, Sep 15

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Delta flights from Chicago Midway Airport to Italy

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

Delta

Dec 2

MDW11:28 amChicago Midway

13h 47m

1 stop

FCO8:15 amRome Fiumicino

Dec 9

FCO6:10 amRome Fiumicino

18h 51m

2 stops

MDW6:01 pmChicago Midway

$729

Delta

Dec 29

MDW9:58 amChicago Midway

16h 22m

2 stops

FCO9:20 amRome Fiumicino

Jan 15

FCO6:10 amRome Fiumicino

23h 00m

2 stops

MDW10:10 pmChicago Midway

$733

Delta

Jan 10

MDW5:59 pmChicago Midway

14h 01m

2 stops

FCO3:00 pmRome Fiumicino

Feb 17

FCO6:10 amRome Fiumicino

17h 40m

2 stops

MDW4:50 pmChicago Midway

$738

KLM flights from Chicago Midway Airport to Italy

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

KLM

Jan 19

MDW10:35 amChicago Midway

14h 40m

1 stop

FCO8:15 amRome Fiumicino

Jan 26

FCO10:25 amRome Fiumicino

18h 45m

1 stop

MDW10:10 pmChicago Midway

$734

KLM

Dec 2

MDW5:14 pmChicago Midway

16h 11m

2 stops

BLQ4:25 pmBologna Guglielmo Marconi

Dec 9

BLQ6:35 amBologna Guglielmo Marconi

18h 26m

2 stops

MDW6:01 pmChicago Midway

$783

KLM

Oct 18

MDW10:59 amChicago Midway

15h 26m

1 stop

MXP9:25 amMilan Malpensa

Nov 3

MXP12:55 pmMilan Malpensa

16h 38m

1 stop

MDW10:33 pmChicago Midway

$803

momondo Fare Finder

Use the filters below to find and compare flights from Chicago Midway Airport to Italy that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoRome

MDW Chicago Midway - FCO Rome Fiumicino

MDWFCO

Chicago Midway

Tue 12/1

1:02 pm-11:20 am

1 stop15h 18m

Rome Fiumicino

Tue 12/8

6:10 am-6:01 pm

2 stops18h 51m

$729

ChicagoRome

MDW Chicago Midway - FCO Rome Fiumicino

MDWFCO

Chicago Midway

Mon 11/23

1:05 pm-8:15 am

1 stop12h 10m

Rome Fiumicino

Thu 11/26

6:10 am-10:54 pm

2 stops23h 44m

$729

ChicagoRome

MDW Chicago Midway - FCO Rome Fiumicino

MDWFCO

Chicago Midway

Wed 12/2

1:41 pm-9:35 am

1 stop12h 54m

Rome Fiumicino

Wed 12/9

1:30 pm-10:56 pm

1 stop16h 26m

$729

ChicagoRome

MDW Chicago Midway - FCO Rome Fiumicino

MDWFCO

Chicago Midway

Wed 12/2

11:28 am-8:15 am

1 stop13h 47m

Rome Fiumicino

Wed 12/9

1:30 pm-10:56 pm

1 stop16h 26m

$729

ChicagoRome

MDW Chicago Midway - FCO Rome Fiumicino

MDWFCO

Chicago Midway

Tue 11/24

11:28 am-8:15 am

1 stop13h 47m

Rome Fiumicino

Fri 12/4

1:30 pm-10:56 pm

1 stop16h 26m

$729

ChicagoRome

MDW Chicago Midway - FCO Rome Fiumicino

MDWFCO

Chicago Midway

Wed 12/30

1:05 pm-11:20 am

1 stop15h 15m

Rome Fiumicino

Fri 1/15

6:10 am-4:25 pm

2 stops17h 15m

$729

Quickest round-trip

ChicagoRome

MDW Chicago Midway - FCO Rome Fiumicino

MDWFCO

Chicago Midway

Wed 12/2

1:02 pm-8:15 am

1 stop12h 13m

Rome Fiumicino

Wed 12/9

1:30 pm-10:56 pm

1 stop16h 26m

$729

ChicagoRome

MDW Chicago Midway - FCO Rome Fiumicino

MDWFCO

Chicago Midway

Mon 12/28

9:30 am-9:35 am

1 stop17h 05m

Rome Fiumicino

Fri 1/15

6:10 am-6:37 pm

2 stops19h 27m

$729

ChicagoRome

MDW Chicago Midway - FCO Rome Fiumicino

MDWFCO

Chicago Midway

Mon 11/23

11:27 am-11:20 am

1 stop16h 53m

Rome Fiumicino

Thu 11/26

1:30 pm-10:54 pm

1 stop16h 24m

$729

ChicagoRome

MDW Chicago Midway - FCO Rome Fiumicino

MDWFCO

Chicago Midway

Tue 11/24

12:30 pm-10:15 am

1 stop14h 45m

Rome Fiumicino

Fri 12/4

6:10 am-4:50 pm

2 stops17h 40m

$729

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 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

Prices

Airlines

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

You could potentially save up to 47% 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	$316
Fastest flight time	12h 50m
Direct flights	None

The best one-way flight to Italy from Chicago Midway Airport in the past 72 hours is $316. The best round-trip flight deal from Chicago Midway Airport to Italy found on momondo in the last 72 hours is $729.

The fastest flight from Chicago Midway Airport to Italy takes 12h 50m

There are no direct flights from Chicago Midway Airport to Italy. There are no popular flight routes from Chicago Midway Airport to Italy.

Search flight deals

Frequently asked questions about flying from Chicago Midway Airport to Italy

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 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.

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.