Cheap flights To Estero (FMY) from $35

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Cheap Flights to Estero from $35 One Way, $76 Round Trip

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

Tue, Dec 23 - Fri, Dec 26
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$76 Roundtrip, found 5 days ago
$76
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, Dec 23 from Detroit Metropolitan Wayne County to Southwest Florida Intl., returning Fri, Dec 26, priced at $76 found 5 days ago
Sat, Feb 28 - Sat, Feb 28
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$89 Roundtrip, found 5 days ago
$89
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, Feb 28 from O'Hare Intl. to Southwest Florida Intl., returning Sat, Feb 28, priced at $89 found 5 days ago
Tue, Feb 10 - Sat, Feb 14
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$98 Roundtrip, found 5 days ago
$98
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, Feb 10 from Hopkins Intl. to Southwest Florida Intl., returning Sat, Feb 14, priced at $98 found 5 days ago
Fri, Dec 5 - Sun, Dec 7
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$98 Roundtrip, found 8 hours ago
$98
Roundtrip
found 8 hours ago
Select Spirit Airlines flight, departing Fri, Dec 5 from Detroit Metropolitan Wayne County to Southwest Florida Intl., returning Sun, Dec 7, priced at $98 found 8 hours ago
Fri, Dec 19 - Thu, Dec 25
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$108 Roundtrip, found 4 hours ago
$108
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Fri, Dec 19 from Philadelphia Intl. to Southwest Florida Intl., returning Thu, Dec 25, priced at $108 found 4 hours ago
Sat, Dec 6 - Wed, Dec 10
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$109 Roundtrip, found 9 hours ago
$109
Roundtrip
found 9 hours ago
Select JetBlue Airways flight, departing Sat, Dec 6 from Logan Intl. to Southwest Florida Intl., returning Wed, Dec 10, priced at $109 found 9 hours ago
Sat, Dec 6 - Wed, Dec 10
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$119 Roundtrip, found 9 hours ago
$119
Roundtrip
found 9 hours ago
Select Delta flight, departing Sat, Dec 6 from Logan Intl. to Southwest Florida Intl., returning Wed, Dec 10, priced at $119 found 9 hours ago
Tue, Feb 10 - Tue, Feb 24
LGA
LaGuardia
RSW
Southwest Florida Intl.
$120 Roundtrip, found 17 hours ago
$120
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Tue, Feb 10 from LaGuardia to Southwest Florida Intl., returning Tue, Feb 24, priced at $120 found 17 hours ago
Tue, Feb 10 - Tue, Feb 24
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$120 Roundtrip, found 16 hours ago
$120
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Tue, Feb 10 from Newark Liberty Intl. Airport to Southwest Florida Intl., returning Tue, Feb 24, priced at $120 found 16 hours ago
Thu, Nov 13 - Thu, Nov 13
JFK
John F. Kennedy Intl.
RSW
Southwest Florida Intl.
$121 Roundtrip, found 4 days ago
$121
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Nov 13 from John F. Kennedy Intl. to Southwest Florida Intl., returning Thu, Nov 13, priced at $121 found 4 days ago

Estero Flight Information

Traveling To
Estero
Destination Airport IATA Code
FMY
Number of Airlines Serving
Airlines
Frontier Airlines, Spirit Airlines, JetBlue Airways, Delta
Flight Price
$76
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Estero economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Perry Hotel Naples
4.5-star property

The Perry Hotel Naples

Dec 8 - Dec 12

4 night stay

Boston (BOS) to Fort Myers (RSW)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $690, price is now $387 per person
$387
per person
found 1 day ago
LaPlaya Beach & Golf Resort - A Noble House Resort
4.5-star property

LaPlaya Beach & Golf Resort - A Noble House Resort

Dec 8 - Dec 12

4 night stay

Boston (BOS) to Fort Myers (RSW)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $1,238, price is now $650 per person
$650
per person
found 1 day ago
Naples Grande Beach Resort
4.5-star property

Naples Grande Beach Resort

Dec 8 - Dec 12

4 night stay

Boston (BOS) to Fort Myers (RSW)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $946, price is now $613 per person
$613
per person
found 1 day ago
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See all available trips from Boston to Estero
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Estero premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Edison Beach House
3.5-star property

Edison Beach House

9.4/10 Exceptional! (1,527 reviews)

Dec 25 - Dec 29

4 night stay

Boston (BOS) to Fort Myers (RSW)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $1,815, price is now $1,409 per person
$1,409
per person
found 20 hours ago
Very clean with washer/dryer in room with soap provided! Loved the beach closet that had chairs/umbrellas/floats to use daily. Front desk was very friendly! Beach and ocean front! Wish is was better lit up outside at night! Overall great place to stay with everything walkable if you wanted!

Reviewed on Oct 13, 2025

Resort Harbour Properties
3.5-star property

Resort Harbour Properties

9.6/10 Exceptional! (361 reviews)

Dec 25 - Dec 29

4 night stay

Boston (BOS) to Fort Myers (RSW)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $2,344, price is now $1,878 per person
$1,878
per person
found 20 hours ago
Very nice quiet place to relax. Lots to do close by.

Reviewed on Jul 18, 2025

LaPlaya Beach & Golf Resort - A Noble House Resort
4.5-star property

LaPlaya Beach & Golf Resort - A Noble House Resort

8.8/10 Excellent! (1,003 reviews)

Dec 25 - Dec 29

4 night stay

Boston (BOS) to Fort Myers (RSW)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $2,698, price is now $2,164 per person
$2,164
per person
found 20 hours ago
Great customer service and guest services. Nice resort and good food.....we will definitely be back again.....

Reviewed on Jul 1, 2025

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See all available trips from Boston to Estero
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Estero

Get the absolute lowest prices on flights to Estero by shopping with Orbitz. Orbitz is the most efficient travel planner around, allowing you to search, compare and book discount domestic and international flights fast. With cutting-edge mobile tools and access to frequent flier rewards programs, we have everything you need for both your routine and holiday excursions.

Book Your Flight To Estero Using Your Mobile Device

New mobile app tools enable those with hand-held devices to scout out the best bargains and to secure tickets from any location. If you have an iPhone, iPad or Android device, you may take advantage of special discounts, only available to mobile device customers, when you book hotel rooms or car rentals on the same day as booking Estero flights.

Avoid Check-In Hassles When Traveling On Flights to Estero

Orbitz also provides an array of resources that can help you eliminate most check-in hassles. Detailed baggage information is continually available for Estero flights. Mobile apps can also be used to share travel itineraries with family members or business associates.

Keeping Everyone Up To Date

When you download the free Orbitz mobile phone app, you can get regular and free flight updates. These will keep you informed of important scheduling changes. Updates can even be sent to several contacts, helping to keep everyone current on anticipated arrival times and all other relevant flight details.

Orbitz makes traveling on a budget very easy to do. We provide everything you need to plan your ideal trip from start to finish. Getting there and back again is a snap when you book your Estero flight using Orbitz.

Frequently asked questions

Which airlines fly to Estero?
You can select from 20 airlines that fly into Southwest Florida Intl. Airport (RSW), the main airport in the city. With a good range of choice, you're certain to walk away with an awesome deal. Here are some of the best international carriers that'll get you to Estero — and then exploring every nook and cranny of this city:

  • Air Canada - 12 flights to Estero per month
  • EW Discover - 3 flights to Estero per month
  • WestJet - 3 flights to Estero per month

What is the best airport to fly to in Estero?
You'll want to search for an amazing flight deal to Southwest Florida Intl. Airport (RSW). It's the main airport servicing this city and is located roughly 7 miles northeast of the center. Once you've touched down, it won't be long before you're enjoying the best sights in Estero.
How much is a flight to Estero?
This past week, prices hovered between $76 and $121 for a return flight to Estero. One-way fares originating from Chicago (ORD) dropped as low as just $35 over the same period.
How to book the cheapest flight to Estero?
With some of the most competitive flight deals around, you'll always jet for less with Orbitz. The following hints and tips will help you find cheap flights to Estero — and leave you with cash to spare:

  • Depending on your departure city, select the 'Nearby airports' function (located under the departure and arrival form fields). In some cases, other departure points offer better value for money.
  • If you're flexible with when you fly out, click on the 'Show flexible dates' option. It'll show the flight deals for the days around your chosen departure. Ticket prices often vary depending on what day it is.
  • Hit 'Show options' to narrow down your search results. You can pick your preferred airline and seating class here. Under 'Sort & Filter' to the left, you can even select whether you want to fly in the morning, afternoon or evening.
  • If you've worked out your travel dates, get booking. Prices usually get more expensive as the departure date gets closer.
  • Make greater savings on your adventure by bundling your hotel, flights and car rental into one handy package. Your wallet will thank you.
  • Flying during busier seasons can mean pricey airfares. Try to plan your trip outside of popular periods, such as school breaks, Thanksgiving and Easter.

How long is a flight to Estero?
Flight times differ depending on the destination and airport you're departing from. But to give you an understanding of the average duration, take a peek at these leading routes to Estero:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Southwest Florida Intl. Airport (RSW) - 1 hour and 46 minutes
  • Newark, NJ (EWR-Liberty Intl.) to Southwest Florida Intl. Airport (RSW) - 2 hours and 51 minutes
  • Chicago, IL (ORD-O'Hare Intl.) to Southwest Florida Intl. Airport (RSW) - 2 hours and 53 minutes

What is the best time to book a flight to Estero?
Generally speaking, the cheapest time to book a seat is in January. This is closely followed by February and August. When seeking a cheap flight to Estero, it's always good to be ready to book. Cheap deals pop up in an instant and don't wait around!
What day of the week is the cheapest to book a flight to Estero?
If you're after cheap airfares to Estero, the best days to make a booking are Tuesdays, Wednesdays and Saturdays. With Orbitz (and a bit of good timing!), a fabulous flight deal will be all yours.
What is the cheapest day of the week to fly to Estero?
You can score cheap flights to Estero by taking off on a Monday, according to Orbitz data from 2020. Tuesday is the next cheapest day, while Saturday has the most costly ticket prices. Whether you prefer to stretch your travel budget or fly out whenever is convenient, you'll always get a great deal with Orbitz.
What is the cheapest month to fly to Estero?
Consider traveling sometime in August if you don't want to put a dent in your budget. Orbitz data has found that it's generally the best month for cheap flights to Estero. June is when ticket prices really go up.
Which airlines allow free cancellation?
We understand that plans change and flexibility matters. That's why you can search for flights that have free cancellation and no change fees on Orbitz. Just click on "Filter by flexible change policies" and we'll show you fares with more flexibility than candy in a hot car!
What do I need for the flight to Estero?
Flying doesn't have to be a drag. In fact it can be fun with a little pre-planning! Make your journey a comfortable one with the following practical tips:

  • Before you board the plane, you'll need to present some sort of government-issued ID, such as a passport. You'll also need your boarding pass. If you're traveling with kids, check with your airline about which documents they may need.
  • To keep you busy on your short trip to Estero, download some new music or stock up the podcast library on your tablet. Food can also be a welcome distraction while in the air, so maybe even bring some snacks.
  • Whatever the weather's doing outside, plane cabins can get chilly. Bring a hoodie on board to stop the goose bumps.

How many direct flights are there to Estero?
There are 188 flights that travel direct to Estero each month, which means you won't have to deal with boring stopovers. Reserve a seat with Southwest Airlines or Delta Air Lines and then settle back and enjoy the trip. United Airlines, JetBlue Airways, American Airlines and Frontier Airlines also operate nonstop services to Estero.
How do I get cheap first-class/business deals to Estero?
There are ways of booking business or first-class tickets to Estero that won't burn a hole through your savings. Grab a seat at the front of the plane for less with these handy tips:

  • Be flexible. By being open to a few travel dates, you'll have better odds of picking up a great deal on business or first-class airfares.
  • Low-cost airlines offer business-class seats at affordable prices. Skip the full-service carriers and fly with one these cheaper options.
  • Make the most of your airline's loyalty program and use points to upgrade your seat. You can also bid for an upgrade in an online auction.

How to get into Estero from the airport?
Make the most of Dollar's on-site outlet at Southwest Florida Intl. Airport (RSW) and snap up a rewarding deal on a Southwest Florida Intl. Airport (RSW) car rental. With your own vehicle, you can head out of the terminal and straight into the downtown area of Estero not long after you hop off the plane. The city center is around 7 miles southwest of RSW. If you're planning on some time in town, consider taking public transportation or a taxi and experience Estero on foot instead (think of the parking you'll save!). You can still rent a car from the center at one of our Estero car rentals if you want to see more of the region afterward.
What is the best time to go to Estero?
Estero is an awesome year-round vacation destination, but the most popular months to visit are August, September and November. If you love warmer weather, consider heading there in the summer months. Like most places in the Northern Hemisphere, the summer season begins June 20. Temperatures generally hover between 80 ºF and 90 ºF during the daytime.

More to Explore

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.