Flights to Southwest Florida

$77 Cheap flights to Southwest Florida

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight to Southwest Florida departing on 5/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Recent flights found to popular cities in Southwest Florida

Find flights to these popular cities in Southwest Florida from your nearest airport.
Multiple Airlines
Apr 19
ORD
2h 47m
RSW
Apr 23
RSW
3h 30m
ORD
$127
Frontier
Apr 30
ORD
3h 21m
RSW
May 3
RSW
3h 30m
ORD
$128
Frontier
Apr 19
ORD
3h 21m
RSW
Apr 23
RSW
3h 30m
ORD
$130
Multiple Airlines
Apr 26
ORD
2h 47m
RSW
Apr 30
RSW
3h 30m
ORD
$131
Frontier
Apr 26
ORD
3h 21m
RSW
Apr 30
RSW
3h 30m
ORD
$133
Spirit Airlines
Apr 26
ORD
2h 47m
RSW
Apr 30
RSW
3h 02m
ORD
$135
Frontier
Apr 26
ORD
3h 21m
RSW
May 2
RSW
3h 30m
ORD
$136
Frontier
Apr 19
ORD
3h 21m
RSW
Apr 23
RSW
3h 30m
ORD
$137
Multiple Airlines
Apr 26
ORD
2h 47m
RSW
May 2
RSW
3h 30m
ORD
$138
Frontier
Apr 30
ORD
3h 21m
RSW
May 3
RSW
3h 30m
ORD
$140
Frontier
May 10
PHL
2h 52m
RSW
May 15
RSW
10h 55m
1 stop
PHL
$143
Multiple Airlines
Apr 27
ORD
2h 47m
RSW
May 2
RSW
3h 30m
ORD
$145
Allegiant Air
Aug 28
BOS
3h 22m
SRQ
Aug 31
SRQ
3h 08m
BOS
$137
Allegiant Air
May 11
BOS
3h 18m
SRQ
May 18
SRQ
3h 12m
BOS
$139
Allegiant Air
May 15
BOS
3h 18m
SRQ
May 18
SRQ
3h 12m
BOS
$142
Allegiant Air
May 29
BOS
3h 20m
SRQ
Jun 1
SRQ
3h 06m
BOS
$147
Allegiant Air
May 11
BOS
3h 18m
SRQ
May 15
SRQ
3h 12m
BOS
$149
Allegiant Air
Apr 27
BOS
3h 18m
SRQ
May 11
SRQ
3h 12m
BOS
$152
Allegiant Air
Sep 4
BOS
3h 15m
SRQ
Sep 7
SRQ
3h 05m
BOS
$156
Allegiant Air
May 29
BOS
3h 20m
SRQ
Jun 1
SRQ
3h 06m
BOS
$157
Frontier
Apr 24
PHL
3h 06m
SRQ
Apr 27
SRQ
2h 47m
PHL
$160
Allegiant Air
May 8
BOS
3h 18m
SRQ
May 11
SRQ
3h 12m
BOS
$160
Allegiant Air
May 4
BOS
3h 18m
SRQ
May 11
SRQ
3h 12m
BOS
$162
Allegiant Air
May 29
BOS
3h 20m
SRQ
Jun 1
SRQ
3h 06m
BOS
$166
Allegiant Air
May 3
MDW
2h 49m
PGD
May 7
PGD
2h 56m
MDW
$77
Allegiant Air
May 3
MDW
2h 49m
PGD
May 7
PGD
2h 56m
MDW
$82
Allegiant Air
Jul 4
CID
2h 54m
PGD
Jul 6
PGD
2h 55m
CID
$91
Allegiant Air
Jul 4
CID
2h 54m
PGD
Jul 6
PGD
2h 55m
CID
$99
Allegiant Air
Apr 26
MDW
2h 49m
PGD
Apr 30
PGD
2h 56m
MDW
$100
Allegiant Air
May 7
MDW
2h 49m
PGD
May 14
PGD
2h 56m
MDW
$101
Allegiant Air
Aug 31
PIT
2h 36m
PGD
Sep 11
PGD
2h 21m
PIT
$104
Allegiant Air
May 7
MDW
2h 49m
PGD
May 14
PGD
2h 56m
MDW
$107
Allegiant Air
Jun 18
ABE
2h 42m
PGD
Jun 21
PGD
2h 40m
ABE
$109
Allegiant Air
May 24
MDW
2h 51m
PGD
Jun 7
PGD
2h 51m
MDW
$109
Allegiant Air
May 7
MDW
2h 49m
PGD
May 14
PGD
2h 56m
MDW
$111
Allegiant Air
May 11
CID
2h 54m
PGD
Jun 6
PGD
2h 58m
CID
$114

Find the cheapest flights from the United States to Southwest Florida

Recent round-trip flight deals from the United States to Southwest Florida

Enter your travel dates to find the best prices.
Multiple Airlines Logo
6:30 am - 10:17 am
ORD
-
RSW
2h 47mnonstop
Multiple Airlines Logo
12:17 pm - 2:47 pm
RSW
-
ORD
3h 30mnonstop
$127Multiple Airlines
Sun, Apr 19 - Thu, Apr 23
Frontier Logo
7:00 am - 11:21 am
ORD
-
RSW
3h 21mnonstop
Frontier Logo
10:35 am - 1:05 pm
RSW
-
ORD
3h 30mnonstop
$128Frontier
Thu, Apr 30 - Sun, May 3
Allegiant Air Logo
12:58 pm - 4:20 pm
BOS
-
SRQ
3h 22mnonstop
Allegiant Air Logo
8:31 am - 11:39 am
SRQ
-
BOS
3h 08mnonstop
$137Allegiant Air
Fri, Aug 28 - Mon, Aug 31
Allegiant Air Logo
11:33 am - 2:51 pm
BOS
-
SRQ
3h 18mnonstop
Allegiant Air Logo
7:31 am - 10:43 am
SRQ
-
BOS
3h 12mnonstop
$139Allegiant Air
Mon, May 11 - Mon, May 18
Delta Logo
2:45 pm - 6:00 pm
LGA
-
RSW
3h 15mnonstop
Delta Logo
7:55 pm - 10:56 pm
RSW
-
LGA
3h 01mnonstop
$197Delta
Sat, May 2 - Fri, May 8
Delta Logo
7:00 am - 10:18 am
JFK
-
RSW
3h 18mnonstop
Delta Logo
11:17 am - 2:14 pm
RSW
-
JFK
2h 57mnonstop
$197Delta
Sun, Apr 19 - Thu, Apr 23
United Airlines Logo
1:10 pm - 8:16 pm
LGA
-
RSW
7h 06m
1 stop
United Airlines Logo
7:01 am - 1:18 pm
RSW
-
LGA
6h 17m
1 stop
$200United Airlines
Wed, Apr 22 - Mon, Apr 27
United Airlines Logo
3:07 pm - 8:39 pm
EWR
-
RSW
5h 32m
1 stop
United Airlines Logo
7:00 am - 9:59 am
RSW
-
EWR
2h 59mnonstop
$207United Airlines
Sat, Apr 25 - Tue, Apr 28
American Airlines Logo
5:05 am - 9:36 am
EWR
-
RSW
4h 31m
1 stop
American Airlines Logo
3:57 pm - 10:08 pm
RSW
-
EWR
6h 11m
1 stop
$220American Airlines
Sat, May 2 - Wed, May 27
American Airlines Logo
7:30 am - 3:06 pm
EWR
-
RSW
7h 36m
1 stop
American Airlines Logo
3:57 pm - 10:08 pm
RSW
-
EWR
6h 11m
1 stop
$222American Airlines
Tue, May 26 - Wed, May 27

momondo Fare Finder

 
Locate flights to Southwest Florida that fit your budget, with regularly updated fares and availability. In the last 7 days, momondo users made a total of 832,500 searches and data was last updated on April 8, 2026.
Use the filters below to find and compare flights to Southwest Florida that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest round-trip

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Sun 4/19

6:30 am-10:17 am

Nonstop2h 47m

Fort Myers SW Florida Intl

Thu 4/23

12:17 pm-2:47 pm

Nonstop3h 30m

$127

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Thu 4/30

7:00 am-11:21 am

Nonstop3h 21m

Fort Myers SW Florida Intl

Sun 5/3

10:35 am-1:05 pm

Nonstop3h 30m

$128

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

Fri 8/28

12:58 pm-4:20 pm

Nonstop3h 22m

Sarasota Bradenton Intl

Mon 8/31

8:31 am-11:39 am

Nonstop3h 08m

$137

BostonSarasota

BOS - SRQ

BOSSRQ

Boston Logan Intl

Mon 5/11

11:33 am-2:51 pm

Nonstop3h 18m

Sarasota Bradenton Intl

Mon 5/18

7:31 am-10:43 am

Nonstop3h 12m

$139

New YorkFort Myers

LGA - RSW

LGARSW

New York LaGuardia

Sat 5/2

2:45 pm-6:00 pm

Nonstop3h 15m

Fort Myers SW Florida Intl

Fri 5/8

7:55 pm-10:56 pm

Nonstop3h 01m

$197
Quickest round-trip

New YorkFort Myers

JFK - RSW

JFKRSW

New York John F Kennedy Intl

Sun 4/19

7:00 am-10:18 am

Nonstop3h 18m

Fort Myers SW Florida Intl

Thu 4/23

11:17 am-2:14 pm

Nonstop2h 57m

$197

New YorkFort Myers

LGA - RSW

LGARSW

New York LaGuardia

Wed 4/22

1:10 pm-8:16 pm

1 stop7h 06m

Fort Myers SW Florida Intl

Mon 4/27

7:01 am-1:18 pm

1 stop6h 17m

$200

NewarkFort Myers

EWR - RSW

EWRRSW

Newark

Sat 4/25

3:07 pm-8:39 pm

1 stop5h 32m

Fort Myers SW Florida Intl

Tue 4/28

7:00 am-9:59 am

Nonstop2h 59m

$207

NewarkFort Myers

EWR - RSW

EWRRSW

Newark

Sat 5/2

5:05 am-9:36 am

1 stop4h 31m

Fort Myers SW Florida Intl

Wed 5/27

3:57 pm-10:08 pm

1 stop6h 11m

$220

NewarkFort Myers

EWR - RSW

EWRRSW

Newark

Tue 5/26

7:30 am-3:06 pm

1 stop7h 36m

Fort Myers SW Florida Intl

Wed 5/27

3:57 pm-10:08 pm

1 stop6h 11m

$222

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 Southwest Florida from

Southwest Florida flights insights and trends

Explore insights for your Southwest Florida flight to craft the best travel plan

See prices from:

What is the cheapest day to depart on your flight to Southwest Florida?

On average, the least expensive day to fly to Southwest Florida from United States is on a Thursday. momondo users have found tickets for Thursday departures for as low as $399. However, this price may fluctuate depending on the airline, the season, and holidays. Be sure to avoid booking your departure on a Tuesday as prices are generally higher than usual. According to our data, the average ticket price to Southwest Florida on Tuesday is $844.

Cheapest flights to cities in Southwest Florida

Click on the cities below to find out when it's cheapest to fly to Southwest Florida from United States
Fort Myers
Fort Myers

Cheap Southwest Florida flight deals and tips

Summary info about Southwest Florida flight prices, duration and airlines

Best One-Way Price

$53

Best Round-Trip Price

$127

Fastest flight time

2h 49m

Popular in

April
The best one-way flight price to Southwest Florida from United States in the last 72 hours is $53 (Chicago O'Hare Intl to Fort Myers SW Florida Intl).
The best round-trip flight price to Southwest Florida from United States in the last 72 hours is $127 (Chicago O'Hare Intl to Fort Myers SW Florida Intl).
The fastest flight to Southwest Florida from United States takes 2h 49m (Cleveland Hopkins Intl to Fort Myers SW Florida Intl).
April has the highest demand for flights to Southwest Florida, with a 32% price increase on average.

Frequently asked questions about flying to Southwest Florida

What airlines fly to Southwest Florida?

What is the best day of the week to fly to Southwest Florida?

If your travel plans are flexible and you’re looking to save money on flights to Southwest Florida, then be sure to book your departure on a Thursday. Flying out on a Thursday, as well as a Wednesday, is your best option. Departing on a Tuesday tends to be the most expensive day of the week to fly to Southwest Florida.

When did momondo last update prices for flights to Southwest Florida?

Prices for flights to Southwest Florida refresh daily.

How many operators does momondo search for flights to Southwest Florida?

How old do you have to be to fly to Southwest Florida?

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 to Southwest Florida.

What documentation or ID do you need to fly to Southwest Florida?

The travel and health documents required for your trip to Southwest Florida 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 Southwest Florida. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Why use momondo?

Why should I use momondo to find a flight deal to Southwest Florida?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight to Southwest Florida. momondo saves you time and could save you money on your trip.

Can I find flights to Southwest Florida with flexible booking policies on momondo?

Flights to Southwest Florida with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights to Southwest Florida?

Once all potential Southwest Florida 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 to Southwest Florida right now. Can momondo alert me if prices change?

If you are not ready to book a flight to Southwest Florida now, use our insights above to find helpful tips or alternatively set up a price alert; this is where momondo will track prices on flights to Southwest Florida and let you know when they change.

An easier way to manage your Southwest Florida trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

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1 adult
Fri 5/8
Fri 5/15

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