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Cheap flights from Chicago Midway Airport to Rome from $227

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 Rome departing on 10/21. 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 Rome (MDW-ROM)

Cheap round-trip flights

Logo
5:56 pm - 2:30 pmMDW-FCO
13h 34m1 stop
Logo
7:10 pm - 12:41 pmFCO-MDW
24h 31m2 stops
$489
Find Deal
Thu, Nov 13 - Tue, Nov 18
Delta Logo
1:00 pm - 7:55 amMDW-FCO
11h 55m1 stop
Delta Logo
10:05 am - 9:44 pmFCO-MDW
18h 39m1 stop
$490Delta
Find Deal
Tue, Nov 18 - Wed, Dec 17
Delta Logo
1:00 pm - 9:45 amMDW-FCO
13h 45m2 stops
Delta Logo
12:40 pm - 9:44 pmFCO-MDW
16h 04m1 stop
$494Delta
Find Deal
Tue, Nov 18 - Tue, Dec 16
Delta Logo
10:35 am - 9:30 amMDW-FCO
16h 55m1 stop
Delta Logo
6:00 am - 6:25 pmFCO-MDW
19h 25m2 stops
$511Delta
Find Deal
Mon, Oct 27 - Fri, Nov 7
Delta Logo
10:35 am - 7:35 amMDW-FCO
14h 00m1 stop
Delta Logo
6:10 am - 5:43 pmFCO-MDW
18h 33m2 stops
$513Delta
Find Deal
Tue, Oct 21 - Tue, Nov 4
Delta Logo
9:35 am - 8:45 amMDW-FCO
17h 10m2 stops
Delta Logo
6:00 am - 5:43 pmFCO-MDW
18h 43m2 stops
$516Delta
Find Deal
Mon, Oct 27 - Wed, Nov 5
Delta Logo
1:08 pm - 11:55 amMDW-FCO
15h 47m2 stops
Delta Logo
12:40 pm - 9:44 pmFCO-MDW
16h 04m1 stop
$522Delta
Find Deal
Tue, Nov 4 - Tue, Nov 11
Logo
5:56 pm - 2:30 pmMDW-FCO
13h 34m1 stop
Logo
7:10 pm - 11:38 amFCO-MDW
23h 28m2 stops
$538
Find Deal
Thu, Oct 23 - Mon, Nov 3
KLM Logo
1:08 pm - 7:55 amMDW-FCO
11h 47m1 stop
KLM Logo
12:40 pm - 9:44 pmFCO-MDW
16h 04m1 stop
$622KLM
Find Deal
Tue, Nov 4 - Tue, Nov 11
KLM Logo
11:10 am - 7:55 amMDW-FCO
13h 45m1 stop
KLM Logo
10:05 am - 6:36 pmFCO-MDW
15h 31m1 stop
$625KLM
Find Deal
Sat, Nov 8 - Sat, Nov 22

Delta flights from Chicago Midway Airport to Rome

Our best Delta deals on Chicago Midway Airport to Rome flight tickets
Delta
Nov 18
MDW1:00 pmChicago Midway
11h 55m
1 stop
FCO7:55 amRome Fiumicino
Dec 17
FCO10:05 amRome Fiumicino
18h 39m
1 stop
MDW9:44 pmChicago Midway
$490
Find similar
Delta
Nov 18
MDW1:00 pmChicago Midway
13h 45m
2 stops
FCO9:45 amRome Fiumicino
Dec 16
FCO12:40 pmRome Fiumicino
16h 04m
1 stop
MDW9:44 pmChicago Midway
$494
Find similar
Delta
Oct 27
MDW10:35 amChicago Midway
16h 55m
1 stop
FCO9:30 amRome Fiumicino
Nov 7
FCO6:00 amRome Fiumicino
19h 25m
2 stops
MDW6:25 pmChicago Midway
$511
Find similar

KLM flights from Chicago Midway Airport to Rome

Our best KLM deals on Chicago Midway Airport to Rome flight tickets
KLM
Nov 4
MDW1:08 pmChicago Midway
11h 47m
1 stop
FCO7:55 amRome Fiumicino
Nov 11
FCO12:40 pmRome Fiumicino
16h 04m
1 stop
MDW9:44 pmChicago Midway
$622
Find similar
KLM
Nov 8
MDW11:10 amChicago Midway
13h 45m
1 stop
FCO7:55 amRome Fiumicino
Nov 22
FCO10:05 amRome Fiumicino
15h 31m
1 stop
MDW6:36 pmChicago Midway
$625
Find similar
KLM
Aug 25
MDW6:00 amChicago Midway
18h 35m
1 stop
FCO7:35 amRome Fiumicino
Sep 23
FCO10:10 amRome Fiumicino
18h 26m
2 stops
MDW9:36 pmChicago Midway
$1,020
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Rome that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated August 21, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Rome that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

Thu 11/13

5:56 pm-2:30 pm

1 stop13h 34m

Rome Fiumicino

Tue 11/18

7:10 pm-12:41 pm

2 stops24h 31m

$489

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

Tue 11/18

1:00 pm-7:55 am

1 stop11h 55m

Rome Fiumicino

Wed 12/17

10:05 am-9:44 pm

1 stop18h 39m

$490

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

Tue 11/18

1:00 pm-9:45 am

2 stops13h 45m

Rome Fiumicino

Tue 12/16

12:40 pm-9:44 pm

1 stop16h 04m

$494

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

Mon 10/27

10:35 am-9:30 am

1 stop16h 55m

Rome Fiumicino

Fri 11/7

6:00 am-6:25 pm

2 stops19h 25m

$511

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

Tue 10/21

10:35 am-7:35 am

1 stop14h 00m

Rome Fiumicino

Tue 11/4

6:10 am-5:43 pm

2 stops18h 33m

$513

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

Mon 10/27

9:35 am-8:45 am

2 stops17h 10m

Rome Fiumicino

Wed 11/5

6:00 am-5:43 pm

2 stops18h 43m

$516

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

Tue 11/4

1:08 pm-11:55 am

2 stops15h 47m

Rome Fiumicino

Tue 11/11

12:40 pm-9:44 pm

1 stop16h 04m

$522

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

Thu 10/23

5:56 pm-2:30 pm

1 stop13h 34m

Rome Fiumicino

Mon 11/3

7:10 pm-11:38 am

2 stops23h 28m

$538

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

Tue 11/4

1:08 pm-7:55 am

1 stop11h 47m

Rome Fiumicino

Tue 11/11

12:40 pm-9:44 pm

1 stop16h 04m

$622

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

Sat 11/8

11:10 am-7:55 am

1 stop13h 45m

Rome Fiumicino

Sat 11/22

10:05 am-6:36 pm

1 stop15h 31m

$625

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Rome from

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

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 Rome?

The cheapest day to depart on your flight to Rome is on a Tuesday when prices can be found for as low as $885. This is often the case because there is less demand to fly during this day of the week. Be sure to avoid booking your departure on a Saturday as prices are generally higher than usual. According to our data, the average ticket price to Rome on Saturday is $1,001.

What is the cheapest time of day to depart on your flight to Rome?

In the evening is the cheapest time of day to fly from Chicago Midway Airport to Rome when you can find flight prices for as low as $697. Flying to Rome in the evening is an ideal time because this is during off-peak travel hours. Flights to Rome are more costly in the afternoon, with an average ticket price of $943. Departure times in the afternoon fall within the peak daily travel times, which is why tickets can be more expensive.

When to book flights from Chicago Midway Airport to Rome

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Rome according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Rome (MDW to ROM) flight deals and tips

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

Direct flights

None
There are no direct flights from Chicago Midway Airport to Rome. There are no popular flight routes from Chicago Midway Airport to Rome.
Search flight deals

  • How far is Chicago Midway to Rome by plane?

    A flight from Chicago Midway to Rome will travel around 4814.5 mi. Flights usually cover this in 11h 47m, depending on flying conditions and air traffic around both airports.

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

    Prices for flights from Chicago Midway Airport to Rome refresh daily.

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Rome.

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

    The travel and health documents you'll need for your trip to Rome may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Rome. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Chicago Midway Airport to Rome?

Traveling to a place near Rome?

Book flights to Rome if you plan to visit one of these locations
Fiumicino
Civitavecchia
Cassino
Ponza
Pienza
Tivoli
Sperlonga
Ciampino
Gaeta
Santa Marinella
Cortona
Orvieto
Montepulciano
Saturnia
Grosseto
Anzio
Sabaudia
Terracina
Ascoli Piceno
Foligno

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Rome. momondo saves you time and could save you money on your trip.

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

momondo does allow users to show only those flights to Rome from Chicago which offer a flexible booking policy as well as other useful filters and features.

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

Once all potential Chicago to Rome flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

If you are simply researching potential flights to Rome, momondo offers a useful price alert feature which will track prices for flights to Rome from Chicago and alert you when they change.

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Find better results for your trip to Italy

Fly into one of these airports located in Rome

Airports listed have a maximum distance of 14.7 mi from Rome
Rome Ciampino Airport
Rome Fiumicino Airport