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Cheap flights from Chicago to Naples from $208

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Chicago to Naples

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
5:00 am - 10:59 amORD  Chicago O'Hare Intl-APF Naples
4h 59m1 stop Charlotte Douglas
American Airlines Logo
1:48 pm - 7:30 pmAPF  Naples-ORD Chicago O'Hare Intl
6h 42m1 stop Charlotte Douglas
$346American Airlines
Sat, Dec 12 - Wed, Dec 16
American Airlines Logo
6:30 am - 12:42 pmORD  Chicago O'Hare Intl-APF Naples
5h 12m1 stop Charlotte Douglas
American Airlines Logo
1:12 pm - 7:24 pmAPF  Naples-ORD Chicago O'Hare Intl
7h 12m1 stop Charlotte Douglas
$356American Airlines
Sat, Jan 9 - Sat, Jan 16
American Airlines Logo
8:10 am - 2:49 pmORD  Chicago O'Hare Intl-APF Naples
5h 39m1 stop Charlotte Douglas
American Airlines Logo
1:07 pm - 7:24 pmAPF  Naples-ORD Chicago O'Hare Intl
7h 17m1 stop Charlotte Douglas
$356American Airlines
Sat, Jan 9 - Wed, Jan 13
American Airlines Logo
5:00 am - 10:59 amORD  Chicago O'Hare Intl-APF Naples
4h 59m1 stop Charlotte Douglas
American Airlines Logo
1:48 pm - 7:30 pmAPF  Naples-ORD Chicago O'Hare Intl
6h 42m1 stop Charlotte Douglas
$356American Airlines
Sat, Dec 12 - Wed, Dec 16
American Airlines Logo
6:43 am - 1:12 pmORD  Chicago O'Hare Intl-APF Naples
5h 29m1 stop Charlotte Douglas
American Airlines Logo
11:29 am - 6:30 pmAPF  Naples-ORD Chicago O'Hare Intl
8h 01m2 stops Charlotte Douglas Washington, D.C. Reagan-National
$356American Airlines
Sat, Dec 12 - Wed, Dec 16
American Airlines Logo
6:43 am - 1:12 pmORD  Chicago O'Hare Intl-APF Naples
5h 29m1 stop Charlotte Douglas
American Airlines Logo
11:29 am - 6:30 pmAPF  Naples-ORD Chicago O'Hare Intl
8h 01m2 stops Charlotte Douglas Washington, D.C. Reagan-National
$366American Airlines
Sat, Dec 12 - Wed, Dec 16
American Airlines Logo
6:30 am - 12:42 pmORD  Chicago O'Hare Intl-APF Naples
5h 12m1 stop Charlotte Douglas
American Airlines Logo
1:07 pm - 10:27 pmAPF  Naples-ORD Chicago O'Hare Intl
10h 20m2 stops Charlotte Douglas New York John F Kennedy Intl
$366American Airlines
Sat, Jan 9 - Wed, Jan 13
American Airlines Logo
8:10 am - 2:49 pmORD  Chicago O'Hare Intl-APF Naples
5h 39m1 stop Charlotte Douglas
American Airlines Logo
3:29 pm - 11:30 pmAPF  Naples-ORD Chicago O'Hare Intl
9h 01m2 stops Charlotte Douglas Washington, D.C. Reagan-National
$366American Airlines
Sat, Jan 9 - Sat, Jan 16

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American Airlines flights from Chicago to Naples, Florida

Our best American Airlines deals on Chicago to Naples, Florida flight tickets
American Airlines
Dec 12
ORD5:00 amChicago O'Hare Intl
4h 59m
1 stop
APF10:59 amNaples
Dec 16
APF1:48 pmNaples
6h 42m
1 stop
ORD7:30 pmChicago O'Hare Intl
$346
American Airlines
Dec 12
ORD6:43 amChicago O'Hare Intl
5h 29m
1 stop
APF1:12 pmNaples
Dec 16
APF11:29 amNaples
8h 01m
2 stops
ORD6:30 pmChicago O'Hare Intl
$356
American Airlines
Dec 12
ORD6:43 amChicago O'Hare Intl
5h 29m
1 stop
APF1:12 pmNaples
Dec 16
APF11:29 amNaples
8h 01m
2 stops
ORD6:30 pmChicago O'Hare Intl
$366

momondo Fare Finder

 
Use the filters below to find and compare flights from Chicago to Naples, Florida that are best for you.

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Route

Depart

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Price

Cheapest round-trip
Quickest round-trip

ChicagoNaples

ORD Chicago O'Hare Intl - APF Naples

ORDAPF

Chicago O'Hare Intl

Sat 12/12

5:00 am-10:59 am

1 stop4h 59m

Naples

Wed 12/16

1:48 pm-7:30 pm

1 stop6h 42m

$346

ChicagoNaples

ORD Chicago O'Hare Intl - APF Naples

ORDAPF

Chicago O'Hare Intl

Sat 1/9

6:30 am-12:42 pm

1 stop5h 12m

Naples

Sat 1/16

1:12 pm-7:24 pm

1 stop7h 12m

$356

ChicagoNaples

ORD Chicago O'Hare Intl - APF Naples

ORDAPF

Chicago O'Hare Intl

Sat 1/9

8:10 am-2:49 pm

1 stop5h 39m

Naples

Wed 1/13

1:07 pm-7:24 pm

1 stop7h 17m

$356

ChicagoNaples

ORD Chicago O'Hare Intl - APF Naples

ORDAPF

Chicago O'Hare Intl

Sat 12/12

5:00 am-10:59 am

1 stop4h 59m

Naples

Wed 12/16

1:48 pm-7:30 pm

1 stop6h 42m

$356

ChicagoNaples

ORD Chicago O'Hare Intl - APF Naples

ORDAPF

Chicago O'Hare Intl

Sat 12/12

6:43 am-1:12 pm

1 stop5h 29m

Naples

Wed 12/16

11:29 am-6:30 pm

2 stops8h 01m

$356

ChicagoNaples

ORD Chicago O'Hare Intl - APF Naples

ORDAPF

Chicago O'Hare Intl

Sat 12/12

6:43 am-1:12 pm

1 stop5h 29m

Naples

Wed 12/16

11:29 am-6:30 pm

2 stops8h 01m

$366

ChicagoNaples

ORD Chicago O'Hare Intl - APF Naples

ORDAPF

Chicago O'Hare Intl

Sat 1/9

6:30 am-12:42 pm

1 stop5h 12m

Naples

Wed 1/13

1:07 pm-10:27 pm

2 stops10h 20m

$366

ChicagoNaples

ORD Chicago O'Hare Intl - APF Naples

ORDAPF

Chicago O'Hare Intl

Sat 1/9

8:10 am-2:49 pm

1 stop5h 39m

Naples

Sat 1/16

3:29 pm-11:30 pm

2 stops9h 01m

$366
Cheapest one-way

ChicagoNaples

ORD Chicago O'Hare Intl - APF Naples

ORDAPF

Chicago O'Hare Intl

Sat 1/9

8:10 am-2:49 pm

1 stop5h 39m

$208

ChicagoNaples

ORD Chicago O'Hare Intl - APF Naples

ORDAPF

Chicago O'Hare Intl

Thu 12/17

5:21 am-1:39 pm

1 stop7h 18m

$208

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 resultsSorted by cheapest first
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See travel insights to Naples from

How to get the cheapest flight ticket from Chicago to Naples, Florida

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 airline that flies from Chicago to Naples?

American Airlines is the most popular carrier operating from Chicago to Naples

What airlines fly to Naples, Florida?

American Airlines, United Airlines and Allegiant Air are the top three most popular airlines that fly to Naples, Florida from Chicago according to our data. American Airlines is the first choice among our users, with 37% of people opting to fly with this airline when traveling to Naples, Florida. Keep in mind that there are 7 different airlines that fly to Naples, Florida on a routine basis, so you have a few additional options to choose from.

When to book flights from Chicago to Naples, Florida

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

Cheap Chicago to Naples, Florida (CHI to APF) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Naples, Florida

Best Price Found

$208

Direct flights

None
The best one-way flight to Naples, Florida from Chicago in the past 72 hours is $208. The best round-trip flight deal from Chicago to Naples, Florida found on momondo in the last 72 hours is $346.
There are no direct flights from Chicago to Naples, Florida. There are no popular flight routes from Chicago to Naples, Florida.
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Frequently asked questions about flying from Chicago to Naples, Florida

  • How far is Chicago to Naples by plane?

    Chicago and Naples are 1135.8 mi apart from one another.

  • When did momondo last update prices for flights from Chicago to Naples Airport?

    Prices for flights from Chicago to Naples Airport were last updated today.

  • How old do you have to be to fly from Chicago to Naples Airport?

    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 to Naples Airport.

  • What documentation or ID do you need to fly to Naples Airport?

    The necessary travel and health documents for your Naples Airport 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.

  • What is the most popular airline from Chicago to Naples, Florida?

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Naples?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Naples for you.

Can I find flights from Chicago to Naples with flexible booking policies on momondo?

All flight searches from Chicago to Naples on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Chicago to Naples?

Once all potential Chicago to Naples flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Chicago to Naples right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Chicago to Naples flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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