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Cheap flights from Chicago to Miami from $203

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Chicago to Miami

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:50 am - 1:34 pmORD  Chicago O'Hare Intl-APF Naples
5h 44m1 stop Charlotte Douglas
American Airlines Logo
11:49 am - 4:19 pmAPF  Naples-ORD Chicago O'Hare Intl
5h 30m1 stop Charlotte Douglas
$400American Airlines
Tue, Dec 22 - Tue, Dec 29
American Airlines Logo
6:30 am - 12:37 pmORD  Chicago O'Hare Intl-APF Naples
5h 07m1 stop Charlotte Douglas
American Airlines Logo
1:07 pm - 9:50 pmAPF  Naples-ORD Chicago O'Hare Intl
9h 43m2 stops Charlotte Douglas New York LaGuardia
$410American Airlines
Wed, Jan 6 - Mon, Jan 11
American Airlines Logo
6:50 am - 1:00 pmORD  Chicago O'Hare Intl-APF Naples
5h 10m1 stop Charlotte Douglas
American Airlines Logo
11:25 am - 5:38 pmAPF  Naples-ORD Chicago O'Hare Intl
7h 13m1 stop Charlotte Douglas
$420American Airlines
Fri, Dec 4 - Mon, Dec 7
American Airlines Logo
9:00 am - 2:49 pmORD  Chicago O'Hare Intl-APF Naples
4h 49m1 stop Charlotte Douglas
American Airlines Logo
3:29 pm - 11:30 pmAPF  Naples-ORD Chicago O'Hare Intl
9h 01m2 stops Charlotte Douglas Philadelphia
$430American Airlines
Fri, Jan 22 - Mon, Jan 25
American Airlines Logo
6:41 am - 1:00 pmORD  Chicago O'Hare Intl-APF Naples
5h 19m1 stop Charlotte Douglas
American Airlines Logo
11:25 am - 4:12 pmAPF  Naples-ORD Chicago O'Hare Intl
5h 47m1 stop Charlotte Douglas
$431American Airlines
Wed, Dec 9 - Sun, Dec 13
American Airlines Logo
5:18 am - 1:06 pmORD  Chicago O'Hare Intl-APF Naples
6h 48m1 stop Charlotte Douglas
American Airlines Logo
1:36 pm - 7:51 pmAPF  Naples-ORD Chicago O'Hare Intl
7h 15m1 stop Charlotte Douglas
$451American Airlines
Sat, Feb 20 - Sat, Feb 27
American Airlines Logo
10:30 pm - 12:37 pmORD  Chicago O'Hare Intl-APF Naples
13h 07m2 stops Cleveland Hopkins Intl Charlotte Douglas
American Airlines Logo
3:29 pm - 11:30 pmAPF  Naples-ORD Chicago O'Hare Intl
9h 01m2 stops Charlotte Douglas Philadelphia
$455American Airlines
Wed, Jan 6 - Mon, Jan 11
American Airlines Logo
6:50 am - 1:34 pmORD  Chicago O'Hare Intl-APF Naples
5h 44m1 stop Charlotte Douglas
American Airlines Logo
12:09 pm - 5:45 pmAPF  Naples-ORD Chicago O'Hare Intl
6h 36m1 stop Charlotte Douglas
$460American Airlines
Tue, Dec 22 - Wed, Dec 30
American Airlines Logo
6:45 am - 1:06 pmORD  Chicago O'Hare Intl-APF Naples
5h 21m1 stop Charlotte Douglas
American Airlines Logo
1:36 pm - 10:00 pmAPF  Naples-ORD Chicago O'Hare Intl
9h 24m2 stops Charlotte Douglas Washington, D.C. Reagan-National
$461American Airlines
Sat, Feb 20 - Sat, Feb 27
American Airlines Logo
6:50 am - 1:34 pmORD  Chicago O'Hare Intl-APF Naples
5h 44m1 stop Charlotte Douglas
American Airlines Logo
11:49 am - 4:19 pmAPF  Naples-ORD Chicago O'Hare Intl
5h 30m1 stop Charlotte Douglas
$470American Airlines
Wed, Dec 23 - Tue, Dec 29

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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 22
ORD6:50 amChicago O'Hare Intl
5h 44m
1 stop
APF1:34 pmNaples
Dec 29
APF11:49 amNaples
5h 30m
1 stop
ORD4:19 pmChicago O'Hare Intl
$400
American Airlines
Jan 6
ORD6:30 amChicago O'Hare Intl
5h 07m
1 stop
APF12:37 pmNaples
Jan 11
APF1:07 pmNaples
9h 43m
2 stops
ORD9:50 pmChicago O'Hare Intl
$410
American Airlines
Dec 4
ORD6:50 amChicago O'Hare Intl
5h 10m
1 stop
APF1:00 pmNaples
Dec 7
APF11:25 amNaples
7h 13m
1 stop
ORD5:38 pmChicago O'Hare Intl
$420

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

Return

Price

Cheapest round-trip

ChicagoNaples

ORD Chicago O'Hare Intl - APF Naples

ORDAPF

Chicago O'Hare Intl

Tue 12/22

6:50 am-1:34 pm

1 stop5h 44m

Naples

Tue 12/29

11:49 am-4:19 pm

1 stop5h 30m

$400

ChicagoNaples

ORD Chicago O'Hare Intl - APF Naples

ORDAPF

Chicago O'Hare Intl

Wed 1/6

6:30 am-12:37 pm

1 stop5h 07m

Naples

Mon 1/11

1:07 pm-9:50 pm

2 stops9h 43m

$410

ChicagoNaples

ORD Chicago O'Hare Intl - APF Naples

ORDAPF

Chicago O'Hare Intl

Fri 12/4

6:50 am-1:00 pm

1 stop5h 10m

Naples

Mon 12/7

11:25 am-5:38 pm

1 stop7h 13m

$420

ChicagoNaples

ORD Chicago O'Hare Intl - APF Naples

ORDAPF

Chicago O'Hare Intl

Fri 1/22

9:00 am-2:49 pm

1 stop4h 49m

Naples

Mon 1/25

3:29 pm-11:30 pm

2 stops9h 01m

$430
Quickest round-trip

ChicagoNaples

ORD Chicago O'Hare Intl - APF Naples

ORDAPF

Chicago O'Hare Intl

Wed 12/9

6:41 am-1:00 pm

1 stop5h 19m

Naples

Sun 12/13

11:25 am-4:12 pm

1 stop5h 47m

$431

ChicagoNaples

ORD Chicago O'Hare Intl - APF Naples

ORDAPF

Chicago O'Hare Intl

Sat 2/20

5:18 am-1:06 pm

1 stop6h 48m

Naples

Sat 2/27

1:36 pm-7:51 pm

1 stop7h 15m

$451

ChicagoNaples

ORD Chicago O'Hare Intl - APF Naples

ORDAPF

Chicago O'Hare Intl

Wed 1/6

10:30 pm-12:37 pm

2 stops13h 07m

Naples

Mon 1/11

3:29 pm-11:30 pm

2 stops9h 01m

$455

ChicagoNaples

ORD Chicago O'Hare Intl - APF Naples

ORDAPF

Chicago O'Hare Intl

Tue 12/22

6:50 am-1:34 pm

1 stop5h 44m

Naples

Wed 12/30

12:09 pm-5:45 pm

1 stop6h 36m

$460

ChicagoNaples

ORD Chicago O'Hare Intl - APF Naples

ORDAPF

Chicago O'Hare Intl

Sat 2/20

6:45 am-1:06 pm

1 stop5h 21m

Naples

Sat 2/27

1:36 pm-10:00 pm

2 stops9h 24m

$461

ChicagoNaples

ORD Chicago O'Hare Intl - APF Naples

ORDAPF

Chicago O'Hare Intl

Wed 12/23

6:50 am-1:34 pm

1 stop5h 44m

Naples

Tue 12/29

11:49 am-4:19 pm

1 stop5h 30m

$470

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Miami 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

$203

Direct flights

None
The best one-way flight to Naples, Florida from Chicago in the past 72 hours is $203. The best round-trip flight deal from Chicago to Naples, Florida found on momondo in the last 72 hours is $400.
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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