How Do I Find Cheap Flights to Italy From the US in 2026?

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How do I find cheap flights to Italy from the US?

Cheap flights to Italy from the US usually come from the same five moves: searching more than one Italian airport, staying flexible by a few days, flying in the cheaper months, comparing the same itinerary across booking sites, and booking through ShopBack. Do them in this order.

1. Search two or three airports. Rome Fiumicino (FCO) and Milan Malpensa (MXP) are Italy's main long-haul gateways, and Venice (VCE) and Naples (NAP) are worth checking for where you want to end up. An open-jaw ticket, into Rome and out of Milan or Venice, can save a train trip back.
2. Flex your dates. Use the calendar or flexible-date view on the booking site and compare a few days either side.
3. Pick a cheaper month. According to Priceline, February and March usually offer the lowest international fares, while December is the priciest.
4. Pick a cheaper day. Priceline says Thursday is usually the cheapest day to depart on an international flight and Sunday the most expensive, and a Monday return can trim up to 12% off a fare.
5. Compare, then book through ShopBack. Compare the same flights on Expedia, Priceline and Trip.com by the final total, then save on your trip by booking flights, hotels and activities through ShopBack.

Flights to Italy: which airports and routes to search

Flights to Italy from the US mostly land in Rome or Milan, so those two are the place to start, with nonstop flights from major US hubs and connecting flights through European and Middle Eastern hubs.

Airport	Code	Good for
Rome Fiumicino	FCO	Rome, central and southern Italy, the Amalfi Coast by train
Milan Malpensa	MXP	Milan, the lakes, northern Italy
Venice Marco Polo	VCE	Venice, the Dolomites, northeast Italy
Naples	NAP	Naples, Pompeii, the Amalfi Coast

Nonstop flights save time; connecting flights can cost less. Connecting itineraries, such as Turkish Airlines via its Istanbul hub, are worth including in a search if you do not mind a longer journey. Compare the total trip time alongside the fare.

Flights to Italy 2026: cheapest months and price data

The cheapest months for flights to Italy from the US in 2026 are likely to follow the usual international pattern: February and March are typically the cheapest and December the most expensive, according to Priceline's flight guidance at the time of writing. Priceline adds that returning in January can be costly because of post-holiday demand.

Priceline's guidance	International flights	Domestic US flights
Cheapest months	February and March	September, then February
Most expensive months	December (January returns can be costly)	December, March and June
Cheapest day to depart	Thursday	Thursday, Friday or Saturday (up to 12% less than peak days)
Priciest day to depart	Sunday	Peak days vary
Cheapest day to return	Monday (up to 12% less)	Monday (up to 12% less)
When fares start rising	About 2 weeks out (Europe)	3 to 4 weeks before departure

These are general patterns, not price promises. Italy's summer is its busiest travel season, so a shoulder month can be a good middle ground between low fares and good weather. Our guide on when to book flights covers booking windows in more detail.

Flights to Italy: deals from the US in 2026

Good deals on flights to Italy in 2026 come from combining a cheap month and day with a few booking habits that the booking sites themselves recommend.

• Try a Saturday to Tuesday trip. Priceline says departing on a Saturday and returning on a Tuesday often gives the cheapest round-trip price, saving up to 30% when your dates are flexible.
• Mix one-way tickets. Priceline says booking two one-way flights on different airlines can produce a cheaper round trip, and its search suggests these combinations automatically.
• Look at mystery deals if you are flexible. Priceline's Express Deals show the general flight time and the number of stops, and reveal the exact airline and times only after booking, in exchange for discounts of up to 50% off retail fares, according to Priceline.
• Use the 24-hour window. US rules require covered airlines to hold a reservation at the quoted fare without payment, or let you cancel without penalty, for at least 24 hours after booking when you book a week or more before departure. Booking sites set their own cancellation terms, so check them.
• Count the bags. Compare fares with the bags you will actually take, since basic fares often leave out a checked bag.

Expedia vs Priceline: flights to Italy price comparison for 2026

Neither Expedia nor Priceline is cheaper on every flight to Italy, so compare the identical itinerary, meaning the same flights, times, cabin and fare type, by the final total including bags. Each site has its own strengths.

What to compare	Expedia	Priceline
Ways to book	Flights, hotels and flight + hotel packages	Flights, hotels, rental cars, packages and Express Deals
Round-trip pricing	Search round trip and one-way options	Builds round trips from two one-way tickets on different airlines
Flexible deals	Package pricing when you add a hotel	Express Deals with details revealed after booking
Last step	Book through ShopBack	Book through ShopBack

Trip.com is a third site worth checking, especially for itineraries that connect through Asia or the Middle East. Once you know which site has the lowest total, open ShopBack and book from there.

Expedia, Priceline, Trip.com and Turkish Airlines for flights to Italy

Expedia, Priceline, Trip.com and Turkish Airlines are all on ShopBack US, and each fits a different kind of Italy trip.

• Trip.com: a wide range of international flights and hotels. Start from the ShopBack Trip.com page before you book.
• Expedia: flights, hotels and flight + hotel packages in one cart. Start from the ShopBack Expedia page.
• Priceline: flights, Express Deals and round trips built from one-way tickets. Start from the ShopBack Priceline page.
• Turkish Airlines: connecting flights to Italy through Istanbul. Start from the ShopBack Turkish Airlines page.

Other travel sites US travelers often compare on ShopBack US include CheapOair, Booking.com and Hotels.com.

How do I find cheap flights to Mexico City?

To find cheap flights to Mexico City, compare both of the city's airports, keep your dates flexible, avoid the December holiday peak, depart on a cheaper day, and compare the same itinerary on Expedia, Priceline, Trip.com and CheapOair. Then book through ShopBack so the effective price drops after you pay.

• Two airports: Mexico City International (MEX) is the main airport, and Felipe Angeles International (NLU) north of the city is a second option. Search both, then factor in the time and cost of getting into the city.
• Cheaper days: Priceline says Thursday is usually the cheapest day to depart internationally and Sunday the priciest, with Monday the cheapest day to return.
• Nonstop vs connecting: many large US hubs have nonstop flights to Mexico City, while connecting through another US hub can sometimes cost less. Compare total trip time as well as price.
• Bundle if you need a hotel: if you are booking a hotel anyway, a flight + hotel package on Expedia or Priceline can be worth pricing against separate bookings.

Flights to Mexico City 2026: cheapest month and deals

For flights to Mexico City in 2026, Priceline's general guidance for international flights points to February and March as typically the cheapest and December as the most expensive. Priceline does not publish a separate Mexico City figure on its flights page, so compare live fares for your own dates and treat the months as a starting point.

Deal habits for Mexico City are the same as for Italy: compare the identical flights on Expedia vs Priceline by the final total with bags, use the 24-hour window that US rules require of covered airlines, and book through ShopBack before you pay. CheapOair is also on ShopBack US; check the live rate on the ShopBack CheapOair page before you book.

Cheap flights to Florida: Orlando or Miami?

Cheap flights to Florida depend more on your dates than on Orlando vs Miami, so search both on the same days, add Fort Lauderdale and Tampa, and fly in a cheaper month. For domestic US travel, Priceline says September is typically the cheapest month and February is close behind.

Airport	Code	Good for
Orlando International	MCO	Theme parks, central Florida
Miami International	MIA	Miami, South Beach, the Keys
Fort Lauderdale-Hollywood	FLL	An alternative to Miami for South Florida
Tampa International	TPA	The Gulf Coast, Clearwater, St. Petersburg

• Orlando: suited to theme park trips. If you need a hotel and car too, Priceline and Expedia packages can be worth pricing against separate bookings.
• Miami: suited to beach and city trips; compare Fort Lauderdale on the same dates.
• Days to fly: Priceline says departing on a Thursday, Friday or Saturday can save up to 12% on domestic fares compared with peak days, and a Monday return can trim up to 12%.
• When to book: Priceline says domestic fares typically start rising 3 to 4 weeks before departure.

Cheap flights to Florida 2026: cheapest month and price data

The cheapest months for cheap flights to Florida in 2026 are likely to be September and February, based on Priceline's guidance for domestic US travel, while December, March and June are usually the most expensive. For Florida, March overlaps with spring break and December with the winter holidays, which is why those months usually cost more.

When comparing Expedia vs Priceline vs CheapOair for Florida, compare the same flights by final total, count bag fees, and check whether a flight + hotel or flight + car package beats booking separately. Then book through ShopBack before you pay. For holiday trips, our guide to booking Christmas flights at the lowest fares covers the December peak.

Book your flight through ShopBack

Save on your trip by booking flights, hotels and activities through ShopBack. It is the last step in finding a cheap flight, because it changes what the trip costs you after you pay: ShopBack lowers the effective price of flights, hotels and online orders after you pay.

Cashback lowers what you actually pay for an order. It comes back as cash, so it works like a discount on the price, not like points or miles you have to save up and redeem.

On many booking sites the amount is calculated on the eligible fare, which can leave out taxes and fees, and rates change by site and campaign. Check the live rate and terms on the booking site's ShopBack page before you book.

How to do it:

1. Find your preferred itinerary and compare it on two or three sites.
2. Open the ShopBack US app, website or browser extension and go to the booking site's page, such as Trip.com, Expedia or Priceline.
3. Tap through and book in the same session.
4. The booking shows as pending, then confirms after your trip. Our guide to earning on travel bookings explains each stage.

Trip.com note: No code needed: go through ShopBack before you pay and part of what you spend comes back as Cashback.

Using a travel credit card and ShopBack on the same flight

You may be able to earn your card's travel points and still book through ShopBack on the same flight, because the card's rewards come from the card issuer and follow the issuer's rules. Check your card's terms for what earns points, and the booking site's ShopBack page for the current rate and terms. Our guide to ShopBack and credit cards in the US has the details.

Mistakes that make a cheap flight expensive

• Searching one airport only. Rome and Milan, MEX and NLU, or Miami and Fort Lauderdale can price differently on the same day.
• Comparing fares without bags. The cheapest fare can cost more once a checked bag is added.
• Booking the last two weeks before a Europe trip. Priceline says fares to Europe start rising about 2 weeks out.
• Paying first and remembering ShopBack later. A booking usually cannot be added afterwards, so start from ShopBack before you book.

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Frequently asked questions

How do I find cheap flights to Italy from the US?

Search Rome (FCO) and Milan (MXP) together, be flexible by a few days, and aim for February or March, which Priceline names as the cheapest months for international flights. Leave on a Thursday if you can, compare the same itinerary on two or three booking sites by total price with bags, and book through ShopBack so the trip costs less after you pay.

What is the cheapest month to fly to Italy from the US?

According to Priceline's flight guidance at the time of writing, February and March usually offer the lowest international fares, while December is the priciest, and returning in January can also be costly because of post-holiday demand. Exact fares vary by route and year, so compare live prices for your dates.

How do I find cheap flights to Mexico City?

Compare both Mexico City airports, Mexico City International (MEX) and Felipe Angeles International (NLU), stay flexible on dates, depart on a Thursday if you can, avoid December if you can, and compare the same itinerary on Expedia, Priceline and Trip.com. Then book through ShopBack so the effective price of the flight drops after you pay.

Is it cheaper to fly to Orlando or Miami?

It depends on your departure city and dates, so search both, plus Fort Lauderdale (FLL) and Tampa (TPA), on the same days. Orlando (MCO) suits theme park trips and Miami (MIA) suits beach and city trips, and nearby airports sometimes price lower. For domestic US flights, Priceline names September and February as typically the cheapest months.

What is the cheapest month to fly to Florida?

For domestic US travel, Priceline says September is typically the cheapest month to fly, followed closely by February, and December, March and June are usually the most expensive. Florida is busy around winter holidays and spring break, so those windows usually cost more.

What day of the week is cheapest to fly?

According to Priceline, departing on a Thursday, Friday or Saturday can save up to 12% on domestic fares compared with peak days, Thursday is usually the cheapest day for international departures, and a Monday return can trim up to 12%. A Saturday departure with a Tuesday return can save up to 30% when your dates are flexible.

How far ahead should I book flights to Europe or within the US?

Priceline says domestic US fares typically start rising 3 to 4 weeks before departure, and fares to Europe start rising about 2 weeks out. Booking earlier than that gives you more choice of flights and times.

Is Expedia or Priceline cheaper for flights?

Neither is cheaper on every route. Expedia is strong for flight and hotel packages, and Priceline offers Express Deals and builds round trips from two one-way tickets. Compare the identical flights, times and fare type on both, check bag fees and change rules, then book through ShopBack on whichever site wins.

Can I cancel a flight within 24 hours in the US?

Usually, for airline bookings made a week or more before departure. US rules require covered airlines to either hold a reservation at the quoted fare without payment or let you cancel without penalty for at least 24 hours after booking, and to disclose which option they use. Booking sites set their own terms, so read them before you pay.

Can I use a promo code on Trip.com and still get money back through ShopBack?

On Trip.com there is no code to find: go through ShopBack before you book, and part of what you pay comes back as Cashback.

How does ShopBack lower the price of a flight?

ShopBack lowers the effective price of flights, hotels and online orders after you pay. You start the booking from the booking site's page on ShopBack, book as usual, and part of what you paid comes back as cash once the trip confirms, so it works like a discount on the price, not like points or miles.

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Key takeaways

• For Italy, search Rome (FCO) and Milan (MXP) together and consider an open-jaw ticket.
• Priceline names February and March as the cheapest months for international flights and December as the priciest; for domestic flights, September then February.
• Priceline says Thursday is usually the cheapest international departure day, Monday the cheapest return, and fares to Europe start rising about 2 weeks out.
• For Mexico City, compare MEX and NLU; for Florida, compare Orlando, Miami, Fort Lauderdale and Tampa on the same dates.
• Book through ShopBack US on Trip.com, Expedia or Priceline so the trip costs what you paid minus the cash that comes back.

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Related reads

Book through ShopBack US: Trip.com · Expedia · Priceline · Turkish Airlines · CheapOair

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Disclaimer

The views and recommendations in this article are those of the author. Fares, routes, cheapest-day and cheapest-month patterns, cancellation terms and promo codes are set by airlines and booking sites and can change. Rates on ShopBack vary by site and campaign; check the current rate and terms on each booking site's ShopBack page before you book.

This article is for general information only and is not professional or financial advice.