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Estero Island

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Estero Island Flights as Low as $96

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

Spirit Airlines
Mon, May 5 - Mon, May 5
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$96 Roundtrip, found 3 days ago
$96
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Mon, May 5 from Logan Intl. to Southwest Florida Intl., returning Mon, May 5, priced at $96 found 3 days ago
Spirit Airlines
Tue, Apr 29 - Tue, May 6
PIT
Pittsburgh Intl.
RSW
Southwest Florida Intl.
$102 Roundtrip, found 4 hours ago
$102
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Tue, Apr 29 from Pittsburgh Intl. to Southwest Florida Intl., returning Tue, May 6, priced at $102 found 4 hours ago
Spirit Airlines
Sat, May 3 - Tue, May 6
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$102 Roundtrip, found 3 days ago
$102
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Sat, May 3 from O'Hare Intl. to Southwest Florida Intl., returning Tue, May 6, priced at $102 found 3 days ago
Frontier Airlines
Wed, May 28 - Wed, Jun 4
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$130 Roundtrip, found 6 days ago
$130
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, May 28 from Hopkins Intl. to Southwest Florida Intl., returning Wed, Jun 4, priced at $130 found 6 days ago
Sun Country Airlines
Wed, Oct 1 - Fri, Oct 10
MSP
Minneapolis - St. Paul Intl.
RSW
Southwest Florida Intl.
$177 Roundtrip, found 5 days ago
$177
Roundtrip
found 5 days ago
Select Sun Country Airlines flight, departing Wed, Oct 1 from Minneapolis - St. Paul Intl. to Southwest Florida Intl., returning Fri, Oct 10, priced at $177 found 5 days ago
Breeze Airways
Thu, Jul 24 - Mon, Jul 28
CAK
Akron-Canton
RSW
Southwest Florida Intl.
$180 Roundtrip, found 17 hours ago
$180
Roundtrip
found 17 hours ago
Select Breeze Airways flight, departing Thu, Jul 24 from Akron-Canton to Southwest Florida Intl., returning Mon, Jul 28, priced at $180 found 17 hours ago
Delta
Sat, Jul 26 - Tue, Jul 29
SYR
Hancock Intl.
RSW
Southwest Florida Intl.
$217 Roundtrip, found 17 hours ago
$217
Roundtrip
found 17 hours ago
Select Delta flight, departing Sat, Jul 26 from Hancock Intl. to Southwest Florida Intl., returning Tue, Jul 29, priced at $217 found 17 hours ago
Frontier Airlines
Thu, Apr 24 - Wed, Apr 30
DFW
Dallas-Fort Worth Intl.
RSW
Southwest Florida Intl.
$221 Roundtrip, found 7 hours ago
$221
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Thu, Apr 24 from Dallas-Fort Worth Intl. to Southwest Florida Intl., returning Wed, Apr 30, priced at $221 found 7 hours ago
American Airlines
Sat, Jun 14 - Tue, Jun 24
RIC
Richmond Intl.
RSW
Southwest Florida Intl.
$224 Roundtrip, found 6 hours ago
$224
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Sat, Jun 14 from Richmond Intl. to Southwest Florida Intl., returning Tue, Jun 24, priced at $224 found 6 hours ago
Delta
Fri, Jun 13 - Sun, Jun 22
SDF
Louisville Intl.
RSW
Southwest Florida Intl.
$233 Roundtrip, found 8 hours ago
$233
Roundtrip
found 8 hours ago
Select Delta flight, departing Fri, Jun 13 from Louisville Intl. to Southwest Florida Intl., returning Sun, Jun 22, priced at $233 found 8 hours ago
American Airlines
Wed, Aug 6 - Fri, Aug 15
PVD
T.F. Green
RSW
Southwest Florida Intl.
$234 Roundtrip, found 13 hours ago
$234
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Wed, Aug 6 from T.F. Green to Southwest Florida Intl., returning Fri, Aug 15, priced at $234 found 13 hours ago
Delta
Tue, Jun 3 - Wed, Jun 11
MSN
Dane County Regional
RSW
Southwest Florida Intl.
$255 Roundtrip, found 1 day ago
$255
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Jun 3 from Dane County Regional to Southwest Florida Intl., returning Wed, Jun 11, priced at $255 found 1 day ago
JetBlue Airways
Mon, Sep 15 - Tue, Sep 23
DEN
Denver Intl.
RSW
Southwest Florida Intl.
$257 Roundtrip, found 1 day ago
$257
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Sep 15 from Denver Intl. to Southwest Florida Intl., returning Tue, Sep 23, priced at $257 found 1 day ago
Breeze Airways
Thu, Jul 24 - Mon, Jul 28
ALB
Albany Intl.
RSW
Southwest Florida Intl.
$270 Roundtrip, found 17 hours ago
$270
Roundtrip
found 17 hours ago
Select Breeze Airways flight, departing Thu, Jul 24 from Albany Intl. to Southwest Florida Intl., returning Mon, Jul 28, priced at $270 found 17 hours ago
Spirit Airlines
Mon, Sep 29 - Thu, Oct 2
MKE
General Mitchell Intl.
RSW
Southwest Florida Intl.
$276 Roundtrip, found 8 hours ago
$276
Roundtrip
found 8 hours ago
Select Spirit Airlines flight, departing Mon, Sep 29 from General Mitchell Intl. to Southwest Florida Intl., returning Thu, Oct 2, priced at $276 found 8 hours ago
Delta
Mon, Apr 21 - Mon, Apr 28
AVL
Asheville Regional
RSW
Southwest Florida Intl.
$286 Roundtrip, found 1 day ago
$286
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Apr 21 from Asheville Regional to Southwest Florida Intl., returning Mon, Apr 28, priced at $286 found 1 day 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 16 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 $96, 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 $96 right now, why wait?

Estero Island Flight Information
Destination airport
Southwest Florida Intl.
Destination airport IATA code
RSW
Roundtrip price
$96

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 $317 per night from May 12 to May 13
$317
includes taxes & fees
May 12 - May 13
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! (1,002 reviews)
"I love my stay"

Reviewed on Apr 13, 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 $243 per night from Apr 23 to Apr 24
$243
includes taxes & fees
Apr 23 - Apr 24
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! (1,006 reviews)
"Overall enjoyed our stay. Rooms were nice, beds were terrible."

Reviewed on Apr 15, 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 $386 per night from May 11 to May 12
$386
includes taxes & fees
May 11 - May 12
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! (1,013 reviews)
"One of the best resorts that I have stayed in! Food options are great! Staff is very friendly and helpful. The trolley will take you to near by attractions and restaurants for free! The beach is fantastic with no issues getting a chair (which is no charge). Pools are just as great!"

Reviewed on Apr 14, 2025

Pink Shell Beach Resort and Marina
Edison Beach House
Edison Beach House
3.5 out of 5
830 Estero Blvd., Fort Myers Beach, FL
The price is $252 per night from May 7 to May 8
$252
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! (1,300 reviews)
"Great location. Just on the edge of tourist beach but quiet and still close to the dinner and nightlife action."

Reviewed on Apr 13, 2025

Edison Beach House
DiamondHead Beach Resort
DiamondHead Beach Resort
3.5 out of 5
2000 Estero Blvd, Fort Myers Beach, FL
The price is $306 per night from May 11 to May 12
$306
includes taxes & fees
May 11 - May 12
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! (1,010 reviews)
"Everything was great. Dining was really good and the staff were very pleasant and helpful."

Reviewed on Apr 11, 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 $206 per night from Apr 17 to Apr 18
$206
includes taxes & fees
Apr 17 - Apr 18
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! (1,379 reviews)
"Front desk lady was very unpleasant Room was clearly hit by the hurricane Floors cracked and uneven but still paid over $300 a night to rent I understand the devastation of the hurricane but it been 3 years and no discount for the room that has not been updated or repaired"

Reviewed on Apr 14, 2025

The Lighthouse Resort Inn & Suites
GullWing Beach Resort
GullWing Beach Resort
3.5 out of 5
6620 Estero Blvd, Fort Myers Beach, FL
The price is $614 per night from May 4 to May 5
$614
includes taxes & fees
May 4 - May 5
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! (914 reviews)
"The 2 bedroom was great space for our family of 5 (2 parents and 3 teenagers). 2 bathrooms was a plus! Very clean. Definitely not a hotel feel at all (no restaurants, no daily cleaning), but we were fine with it. My only complaint would be the pull out couch/bed. It was so thin, and very uncomfortable. ..."

Reviewed on Apr 5, 2025

GullWing Beach Resort
Casa Playa Beach Resort
Casa Playa Beach Resort
2 out of 5
510 Estero Blvd, Fort Myers Beach, FL
The price is $361 per night from Apr 18 to Apr 19
$361
includes taxes & fees
Apr 18 - Apr 19
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 ...
9.2/10 Wonderful! (9 reviews)
"The treatments by the staff."

Reviewed on Mar 30, 2025

Casa Playa Beach Resort
See all 2,331 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.