Cheap flights from Chicago Midway Airport to Italy from $243
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 1/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
Deals available from 900+ travel sites.
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.Price Alerts
Price Alerts
Not ready to book? to track prices.Find the cheapest flights from Chicago Midway Airport to Italy
Cheap round-trip flights
Cheap one-way flights
Cheap last minute flights
Cheap direct flights
Cheap bus & train deals from Chicago Midway Airport to Italy
All round-trip flight deals to Italy
KLM flights from Chicago Midway Airport to Italy
Our best KLM deals on Chicago Midway Airport to Italy flight tickets
Air France flights from Chicago Midway Airport to Italy
Our best Air France deals on Chicago Midway Airport to Italy flight tickets
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 month to fly to Italy?
The cheapest month to fly to Italy from Chicago Midway Airport is in November. Flight prices, which tend to average around $546, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of November, then book flights to Italy from Chicago Midway Airport during February instead. Flights to Italy in February, while not as cheap as those in November, still average around $586.
What is the cheapest day to depart on your flight to Italy?
According to our data, Sunday is the cheapest day to fly to Italy from Chicago Midway Airport. The lowest ticket price found for a Sunday departure recently was $946. 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 Thursday, the most expensive travel day of the week, you can expect to see flight prices from Chicago Midway Airport to Italy for around $1,227.
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
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?
As of January 2025, there is 1 operator available to choose from 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 | ||
|---|---|---|---|---|---|
| PriceFrom $578 | Free Cancellation | Rating 8.0 8,501 reviews |
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.