Cheap flights from Naples to Chicago from $306
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Naples to Chicago departing on 5/7. 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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How to get the cheapest flight ticket from Naples to Chicago
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 typical price of a round-trip flight between Naples and Chicago?
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Tuesday when prices can be found for as low as $632. This is often the case because there is less demand to fly during this day of the week. When flying out on a Saturday, the most expensive travel day of the week, you can expect to see flight prices from Naples to Chicago for around $1,126.
What is the cheapest time of day to depart on your flight to Chicago?
Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Naples to Chicago during this time can be as low as $709. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $889.
What is the cheapest Naples to Chicago flight route?
Fly from Naples to Chicago O'Hare Intl for the best Naples - Chicago flight prices
What cabin class options are available on Naples to Chicago flights?
There are 2 cabin classes available to choose from on Naples to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
When to book flights from Naples to Chicago
Cheap Naples to Chicago (NAP to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Naples to Chicago
How far is Naples to Chicago by plane?
The straight-line distance from Naples to Chicago is 4923.3 mi. Typically, this will take 10h 40m by plane in normal conditions.
When did momondo last update prices for flights from Naples Airport to Chicago?
Prices for flights from Naples Airport to Chicago were last updated today.
How many operators does momondo search for flights from Naples Airport to Chicago?
As of April 2025, there is 1 operator available to choose from for flights from Naples Airport to Chicago.
How old do you have to be to fly from Naples Airport to Chicago?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Naples Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Naples to Chicago?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Naples to Chicago is Boeing 787-8 Dreamliner (27.54% of total bookings). The next most popular plane models are Boeing 787-9 Dreamliner (26.09%), Airbus A330-300 (13.77%), and Boeing 787 Dreamliner (5.80%).
Best airlines flying from Naples to Chicago
Compare and see reviews for airlines that fly from Naples to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $673 | Free Cancellation | Rating 7.2 10,000 reviews |
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Naples to Chicago?
It is quick and easy to find Naples to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.
Can I find flights from Naples to Chicago with flexible booking policies on momondo?
Yes. momondo allows you to filter the results for Naples to Chicago flights to just show those with flexible booking policies.
How can momondo help me find flights from Naples to Chicago?
momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Naples to Chicago.
I’m not ready to book a flight from Naples to Chicago right now. Can momondo alert me if prices change?
Yes momondo offers price alerts on flights to Chicago from Naples. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.