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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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0 bags

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Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from Naples to Chicago.
American Airlines Logo
3:00 pm - 6:45 pmNAP-ORD
10h 45mnonstop
American Airlines Logo
10:25 pm - 10:00 pmORD-NAP
16h 35m1 stop
$538American Airlines
Find Deal
Thu, May 8 - Thu, May 15
American Airlines Logo
3:00 pm - 6:40 pmNAP-ORD
10h 40mnonstop
American Airlines Logo
9:15 pm - 7:25 pmORD-NAP
15h 10m1 stop
$539American Airlines
Find Deal
Mon, Aug 25 - Sun, Aug 31
British Airways Logo
7:50 am - 1:55 pmNAP-ORD
13h 05m1 stop
British Airways Logo
7:15 pm - 10:00 pmORD-NAP
19h 45m1 stop
$548British Airways
Find Deal
Thu, May 8 - Mon, May 12
 Logo
6:50 am - 2:15 pmNAP-ORD
14h 25m1 stop
 Logo
7:15 pm - 10:00 pmORD-NAP
19h 45m1 stop
Thu, May 8 - Mon, May 12
British Airways Logo
11:10 am - 6:15 pmNAP-ORD
14h 05m1 stop
British Airways Logo
7:15 pm - 2:25 pmORD-NAP
12h 10m1 stop
$551British Airways
Find Deal
Thu, May 8 - Mon, May 12
Air Canada Logo
6:40 am - 3:05 pmNAP-ORD
15h 25m2 stops
Air Canada Logo
10:40 am - 9:40 amORD-NAP
16h 00m1 stop
$613Air Canada
Find Deal
Sat, May 17 - Sat, May 24
Air Canada Logo
11:35 am - 11:32 amNAP-ORD
30h 57m1 stop
Air Canada Logo
10:40 am - 9:40 amORD-NAP
16h 00m1 stop
$617Air Canada
Find Deal
Sat, May 17 - Sat, May 24
 Logo
6:40 am - 8:12 pmNAP-ORD
20h 32m2 stops
 Logo
7:05 pm - 6:50 pmORD-NAP
16h 45m1 stop
Sat, May 17 - Sat, May 31
SWISS Logo
8:00 pm - 3:55 pmNAP-ORD
26h 55m1 stop
SWISS Logo
7:05 pm - 6:50 pmORD-NAP
16h 45m1 stop
$638SWISS
Find Deal
Sat, May 17 - Sat, May 31
SWISS Logo
9:35 am - 3:55 pmNAP-ORD
13h 20m1 stop
SWISS Logo
7:05 pm - 6:30 pmORD-NAP
16h 25m1 stop
$651SWISS
Find Deal
Fri, May 16 - Sun, Jun 1

Air Canada flights from Naples to Chicago

Our best Air Canada deals on Naples to Chicago flight tickets
Air Canada
May 17
NAP6:40 amNaples
15h 25m
2 stops
ORD3:05 pmChicago O'Hare Intl
May 24
ORD10:40 amChicago O'Hare Intl
16h 00m
1 stop
NAP9:40 amNaples
Air Canada
May 17
NAP11:35 amNaples
30h 57m
1 stop
ORD11:32 amChicago O'Hare Intl
May 24
ORD10:40 amChicago O'Hare Intl
16h 00m
1 stop
NAP9:40 amNaples
Air Canada
May 17
NAP6:40 amNaples
15h 25m
2 stops
ORD3:05 pmChicago O'Hare Intl
May 23
ORD12:00 pmChicago O'Hare Intl
14h 40m
2 stops
NAP9:40 amNaples

SWISS flights from Naples to Chicago

Our best SWISS deals on Naples to Chicago flight tickets
SWISS
May 17
NAP8:00 pmNaples
26h 55m
1 stop
ORD3:55 pmChicago O'Hare Intl
May 31
ORD7:05 pmChicago O'Hare Intl
16h 45m
1 stop
NAP6:50 pmNaples
SWISS
May 16
NAP9:35 amNaples
13h 20m
1 stop
ORD3:55 pmChicago O'Hare Intl
Jun 1
ORD7:05 pmChicago O'Hare Intl
16h 25m
1 stop
NAP6:30 pmNaples
SWISS
Jun 6
NAP9:35 amNaples
13h 20m
1 stop
ORD3:55 pmChicago O'Hare Intl
Jun 13
ORD7:05 pmChicago O'Hare Intl
30h 40m
1 stop
NAP8:45 amNaples

See travel insights to Chicago from

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

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

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

Best Price Found

$306

Fastest flight time

10h 40m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Naples in the past 72 hours is $306. The best round-trip flight deal from Naples to Chicago found on momondo in the last 72 hours is $538.
The fastest flight from Naples to Chicago takes 10h 40m
Direct flights go from Naples to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • 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?

  • 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?


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
American AirlinesPriceFrom $673Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Portage
Lansing
Saint Joseph
Schererville
Valparaiso
Munster
Crown Point
Monticello
Chesterton
Griffith
Porter
Saint John

Why 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.


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Mon 4/28
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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago