Search Cheap Flights to
Estero Island

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Estero Island Flights as Low as $111

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Sun, May 25 - Thu, May 29
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$111 Roundtrip, found 1 day ago
$111
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, May 25 from Hopkins Intl. to Southwest Florida Intl., returning Thu, May 29, priced at $111 found 1 day ago
Frontier Airlines
Tue, May 13 - Thu, May 29
CVG
Cincinnati - Northern Kentucky Intl.
RSW
Southwest Florida Intl.
$114 Roundtrip, found 5 days ago
$114
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, May 13 from Cincinnati - Northern Kentucky Intl. to Southwest Florida Intl., returning Thu, May 29, priced at $114 found 5 days ago
Spirit Airlines
Tue, Sep 9 - Sat, Sep 13
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$114 Roundtrip, found 4 days ago
$114
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Tue, Sep 9 from O'Hare Intl. to Southwest Florida Intl., returning Sat, Sep 13, priced at $114 found 4 days ago
Spirit Airlines
Sun, Jun 15 - Sat, Jun 21
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$132 Roundtrip, found 15 hours ago
$132
Roundtrip
found 15 hours ago
Select Spirit Airlines flight, departing Sun, Jun 15 from Detroit Metropolitan Wayne County to Southwest Florida Intl., returning Sat, Jun 21, priced at $132 found 15 hours ago
Delta
Wed, Jun 18 - Sat, Jun 21
LGA
LaGuardia
RSW
Southwest Florida Intl.
$167 Roundtrip, found 7 hours ago
$167
Roundtrip
found 7 hours ago
Select Delta flight, departing Wed, Jun 18 from LaGuardia to Southwest Florida Intl., returning Sat, Jun 21, priced at $167 found 7 hours ago
Delta
Wed, Aug 13 - Wed, Aug 20
JFK
John F. Kennedy Intl.
RSW
Southwest Florida Intl.
$167 Roundtrip, found 7 hours ago
$167
Roundtrip
found 7 hours ago
Select Delta flight, departing Wed, Aug 13 from John F. Kennedy Intl. to Southwest Florida Intl., returning Wed, Aug 20, priced at $167 found 7 hours ago
Spirit Airlines
Wed, Jun 18 - Thu, Jun 26
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$177 Roundtrip, found 4 days ago
$177
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Wed, Jun 18 from Newark Liberty Intl. Airport to Southwest Florida Intl., returning Thu, Jun 26, priced at $177 found 4 days ago
Delta
Tue, Jun 10 - Tue, Jun 17
IAH
George Bush Intercontinental
RSW
Southwest Florida Intl.
$197 Roundtrip, found 4 days ago
$197
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Jun 10 from George Bush Intercontinental to Southwest Florida Intl., returning Tue, Jun 17, priced at $197 found 4 days ago
Delta
Tue, Jul 29 - Fri, Aug 1
IND
Indianapolis Intl.
RSW
Southwest Florida Intl.
$197 Roundtrip, found 2 days ago
$197
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Jul 29 from Indianapolis Intl. to Southwest Florida Intl., returning Fri, Aug 1, priced at $197 found 2 days ago
Spirit Airlines
Sun, Jun 15 - Thu, Jun 19
BWI
Baltimore Washington Intl. Thurgood Marshall
RSW
Southwest Florida Intl.
$205 Roundtrip, found 1 day ago
$205
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sun, Jun 15 from Baltimore Washington Intl. Thurgood Marshall to Southwest Florida Intl., returning Thu, Jun 19, priced at $205 found 1 day ago
Frontier Airlines
Sun, May 11 - Mon, May 19
DFW
Dallas-Fort Worth Intl.
RSW
Southwest Florida Intl.
$211 Roundtrip, found 5 days ago
$211
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sun, May 11 from Dallas-Fort Worth Intl. to Southwest Florida Intl., returning Mon, May 19, priced at $211 found 5 days ago
United
Tue, Jun 17 - Tue, Jun 24
SYR
Hancock Intl.
RSW
Southwest Florida Intl.
$220 Roundtrip, found 1 day ago
$220
Roundtrip
found 1 day ago
Select United flight, departing Tue, Jun 17 from Hancock Intl. to Southwest Florida Intl., returning Tue, Jun 24, priced at $220 found 1 day ago
JetBlue Airways
Wed, Jun 25 - Mon, Jul 7
MKE
General Mitchell Intl.
RSW
Southwest Florida Intl.
$228 Roundtrip, found 5 days ago
$228
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Wed, Jun 25 from General Mitchell Intl. to Southwest Florida Intl., returning Mon, Jul 7, priced at $228 found 5 days ago
Frontier Airlines
Wed, May 21 - Thu, May 29
CLT
Charlotte-Douglas Intl.
RSW
Southwest Florida Intl.
$244 Roundtrip, found 16 hours ago
$244
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Wed, May 21 from Charlotte-Douglas Intl. to Southwest Florida Intl., returning Thu, May 29, priced at $244 found 16 hours ago
Bargain Flight
Thu, Jul 17 - Wed, Jul 23
MSN
Dane County Regional
RSW
Southwest Florida Intl.
$245 Roundtrip, found 10 hours ago
$245
Roundtrip
found 10 hours ago
Select Bargain Flight flight, departing Thu, Jul 17 from Dane County Regional to Southwest Florida Intl., returning Wed, Jul 23, priced at $245 found 10 hours ago
American Airlines
Tue, Jul 22 - Tue, Aug 5
BGR
Bangor Intl.
RSW
Southwest Florida Intl.
$269 Roundtrip, found 17 hours ago
$269
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Tue, Jul 22 from Bangor Intl. to Southwest Florida Intl., returning Tue, Aug 5, priced at $269 found 17 hours ago

Cheap Flights to Estero Island

Fall in love at first flight with your vacation to Estero Island by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Estero Island on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Estero Island, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Estero Island

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Estero Island with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the FMY airport.

What is the cheapest month to fly to Estero Island?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Estero Island are in May, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Estero Island?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 15 to choose from for your flight to Estero Island.

What airport is best to fly into Estero Island?

When you’re planning your trip to Estero Island, convenience is the name of the game. Luckily, Estero Island Southwest Florida Intl. Airport is nearby so you can deplane and get going on checking off everything on your Estero Island must-do list.

How much are flights to Estero Island?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Estero Island on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $111, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Estero Island?

The trick to saving a stack of cash on your flight to Estero Island? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $111 right now, why wait?

Estero Island Flight Information
Destination airport
Southwest Florida Intl.
Destination airport IATA code
RSW
Roundtrip price
$111

Last Minute Hotel Deals in Estero Island

Margaritaville Beach Resort Fort Myers
Margaritaville Beach Resort Fort Myers
4 out of 5
251 Crescent Street, Fort Myers Beach, FL
The price is $294 per night from May 28 to May 29
$294
includes taxes & fees
May 28 - May 29
Stay at this 4-star beach hotel in Fort Myers Beach. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the pool and the helpful staff ...
8.8/10 Excellent! (1,040 reviews)
"Easy to please the whole family (including teenager) without leaving the resort. Beach, pool, entertainment and activities as well as spa specials. We enjoyed three nights and found it to be the perfect amount of time."

Reviewed on May 3, 2025

Margaritaville Beach Resort Fort Myers
Lani Kai Beachfront Resort
Lani Kai Beachfront Resort
3.5 out of 5
1400 Estero Blvd, Fort Myers Beach, FL
The price is $210 per night from May 22 to May 23
$210
includes taxes & fees
May 22 - May 23
Stay at this 3.5-star beach hotel in Fort Myers Beach. Enjoy free WiFi, an outdoor pool, and a beach locale. Popular attractions Key West Express and Times Square ...
8.4/10 Very Good! (1,023 reviews)
"Staff was extremely helpful and friendly. The property is currently renovating."

Reviewed on May 4, 2025

Lani Kai Beachfront Resort
Pink Shell Beach Resort and Marina
Pink Shell Beach Resort and Marina
4 out of 5
275 Estero Blvd, Fort Myers Beach, FL
The price is $326 per night from May 26 to May 27
$326
includes taxes & fees
May 26 - May 27
Stay at this 4-star beach resort in Fort Myers Beach. Enjoy free breakfast, 3 outdoor pools, and 3 restaurants. Our guests praise the breakfast and the pool ...
9.2/10 Wonderful! (1,007 reviews)
Absolutely one of the best hotels
"Absolutely one of the best hotels we have ever stayed in. The two amenities we liked best was the breakfast and the adult pool area. You will not find a better breakfast included in the price anywhere."

Reviewed on May 5, 2025

Pink Shell Beach Resort and Marina
DiamondHead Beach Resort
DiamondHead Beach Resort
3.5 out of 5
2000 Estero Blvd, Fort Myers Beach, FL
The price is $283 per night from May 18 to May 19
$283
includes taxes & fees
May 18 - May 19
Stay at this 3.5-star beach resort in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in ...
9/10 Wonderful! (1,009 reviews)
"Quieter area of the beach but still close to the party. Beach view pool, pooside bar and grill,game area with outdoor games like volleyball and cornhole, lots of tables with umbrellas right on the beach. Easy to rent beach chairs and umbrellas closer to the water. Rooms are well appointed with coffee ..."

Reviewed on May 4, 2025

DiamondHead Beach Resort
The Lighthouse Resort Inn & Suites
The Lighthouse Resort Inn & Suites
3 out of 5
1051 5th St, Fort Myers Beach, FL
The price is $103 per night from May 20 to May 21
$103
includes taxes & fees
May 20 - May 21
Stay at this 3-star hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the bar in our reviews. Popular ...
8.4/10 Very Good! (1,407 reviews)
"Great place to stay.. close to beach very walkable"

Reviewed on May 5, 2025

The Lighthouse Resort Inn & Suites
Edison Beach House
Edison Beach House
3.5 out of 5
830 Estero Blvd., Fort Myers Beach, FL
The price is $214 per night from May 7 to May 8
$214
includes taxes & fees
May 7 - May 8
Stay at this 3.5-star beach aparthotel in Fort Myers Beach. Enjoy free parking, a beach locale, and daily housekeeping. Our guests praise the helpful staff and ...
9.2/10 Wonderful! (1,324 reviews)
"Loved it"

Reviewed on May 3, 2025

Edison Beach House
Casa Playa Beach Resort
Casa Playa Beach Resort
2 out of 5
510 Estero Blvd, Fort Myers Beach, FL
The price is $328 per night from May 7 to May 8
$328
includes taxes & fees
May 7 - May 8
Book a stay at this beach resort in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Lynn Hall Memorial ...
9.6/10 Exceptional! (19 reviews)
Room 705, facing the street
"A very quiet and clean mini-condo. The property website warned of possible disturbance thanks to reno's happening to the buildings on either side and beach restoration. Couldn't hear a thing. And the beach restoration is almost complete. At least 50+ yards of beach from the building to the shore. ..."

Reviewed on May 4, 2025

Casa Playa Beach Resort
GullWing Beach Resort
GullWing Beach Resort
3.5 out of 5
6620 Estero Blvd, Fort Myers Beach, FL
The price is $588 per night from May 7 to May 8
$588
includes taxes & fees
May 7 - May 8
Stay at this 3.5-star beach aparthotel in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Bonita ...
9.4/10 Exceptional! (917 reviews)
"Lo recomiendo muy limpio el personal amable"

Reviewed on Apr 28, 2025

GullWing Beach Resort
See all 2,391 properties in Estero Island
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.