Find cheap airlines flights from Naples to Chicago

You can choose from 2 airlines that fly from Naples to Chicago, including American Airlines, Aer Lingus, Iberia has lowest fares on this route.
American Airlines logo American Airlines
Aer Lingus logo Aer Lingus
Airlines are determined based on actual purchased flight tickets from Naples to Chicago according to previous 12 months data from Trip.com.

Book direct flights from Naples to Chicago: One way flights from $633, round trip flights from $1,754. Find flight deals for the next 3 months below.

Displayed flight fares from Naples to Chicago are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

Flight Info | Naples to Chicago

The distance between Naples and Chicago is approximately 7,928.35 km. It takes around 10 hours 55 minutes on average to fly from Naples to Chicago. Based on Trip.com's data travel demand peaks in July. The off-season for travel is November.

Cheapest one-way flight price$603
Cheapest round-trip ticket price$732
Off-season for travelNovember
Peak season for travelJuly
Flight distance7,928.35 km
Average flight time10 hours 55 minutes
Popular airlineAmerican Airlines
Flight statistics for the Naples–Chicago route are based on aggregated booking data from Trip.com over the past 12 months.

Frequently Asked Questions

  • What are the cheapest flights from Naples to Chicago (NAP-CHI)?

    Based on Trip.com data, Turkish Airlines offers one-way fares as low as $603 on Cheapest nonstop routes (e.g. NAP to ORD on Thu, Jul 2), while KLM offers Cheapest nonstop round-trips from $732 departing on Sat, Jun 20 and returning on Sat, Jun 27.
  • At the moment, you can catch a nonstop flight from Naples to Chicago with the following airlines, including: American Airlines Selected airlines are based on historical data collected from flight bookings users made on Trip.com within the last 90 days.
  • It takes around 10 hours 55 minutes to fly from Naples (NAP) to Chicago (CHI).
  • By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Naples to Chicago is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.
  • Based on Trip.com data in the past 4 weeks, there is 7 flight per week flying from Naples to Chicago. You can check the weekly schedule for popular airlines on this route below: American Airlines: S/M/T/W/T/F/S -- AA181 (15:16)
  • To find best deals on flights from Naples to Chicago, you can use various tools on Trip.com:
    · Be flexible with your travel dates to get the cheapest flight deal. Now the cheapest flight deal is on Thu, Jul 2, with one-way flights priced at just $603.
    · Compare airlines strategically. Budget carriers often provide the lowest base fares, while we found the most affordable airline currently operating on this route is Iberia.
    · Set up price alerts to easily monitor ticket prices without having to check every day.
    · Check Trip.com flight deals and promo codes frequently.
    · Avoid peak season unless you book very early. It seems the peak season for Chicago travel is around July.
    · Get exclusive promo codes for Trip.com app users.
  • The cheapest months to fly from Naples to Chicago is November, when demand for travel is lower.
  • After crunching the numbers on our June flight calendar, it's currently cheapest to fly from Naples to Chicago on June 27, 2026 with Wizz Air Malta, with prices starting at $549.
  • You can land at any one of the following hubs in Chicago, with Naples International Airport to Chicago O'Hare International Airport (NAP-ORD) is by far the most common option on this route: Chicago O'Hare International Airport (ORD) Chicago Midway International Airport (MDW) Chicago Rockford International Airport (RFD).
  • The time difference between Chicago and Naples is 7h.
  • Tickets can only be changed or canceled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.

Note: Prices shown on this page are estimated lowest price and include all taxes and fees found in the last 24 hours.

Book with no extra fees

Prices displayed in this page are all-inclusive prices (incl. taxes, fuel surcharge, civil aviation development fund, etc) with all fees confirmed before payment. Fees for luggage, meals, WLAN, or other additional services are also included as shown in the flight cards.

Real-time pricing updates

Prices, availability, and travel information on this page were updated within last 24 hours—even in real-time. The more popular the route, the more precise the data.

Change & Cancellation Policy

Trip.com displays flight cancellation and change policies for each flight ticket during the booking process, including fees and applicable conditions. Please check the following scenarios:
Voluntary cancellation/change:
To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy.
Cancellation/change due to a flight schedule change:
If the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.