Cheap flights To Southwest Florida (FMY) from $30

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Cheap Flights to Southwest Florida from $30 One Way, $63 Round Trip

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

Sun, Jan 25 - Sun, Jan 25
ORD
O'Hare Intl.
TPA
Tampa Intl.
$63 Roundtrip, found 2 days ago
$63
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sun, Jan 25 from O'Hare Intl. to Tampa Intl., returning Sun, Jan 25, priced at $63 found 2 days ago
Thu, Nov 27 - Thu, Nov 27
ORD
O'Hare Intl.
TPA
Tampa Intl.
$64 Roundtrip, found 3 days ago
$64
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Nov 27 from O'Hare Intl. to Tampa Intl., returning Thu, Nov 27, priced at $64 found 3 days ago
Thu, Dec 4 - Wed, Dec 10
ORD
O'Hare Intl.
TPA
Tampa Intl.
$68 Roundtrip, found 3 days ago
$68
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Thu, Dec 4 from O'Hare Intl. to Tampa Intl., returning Wed, Dec 10, priced at $68 found 3 days ago
Sun, Dec 14 - Wed, Dec 17
ORD
O'Hare Intl.
TPA
Tampa Intl.
$71 Roundtrip, found 6 hours ago
$71
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Sun, Dec 14 from O'Hare Intl. to Tampa Intl., returning Wed, Dec 17, priced at $71 found 6 hours ago
Sun, Feb 8 - Thu, Feb 12
ORD
O'Hare Intl.
TPA
Tampa Intl.
$72 Roundtrip, found 12 hours ago
$72
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Sun, Feb 8 from O'Hare Intl. to Tampa Intl., returning Thu, Feb 12, priced at $72 found 12 hours ago
Sun, Jan 18 - Thu, Feb 26
ORD
O'Hare Intl.
TPA
Tampa Intl.
$74 Roundtrip, found 2 days ago
$74
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sun, Jan 18 from O'Hare Intl. to Tampa Intl., returning Thu, Feb 26, priced at $74 found 2 days ago
Sat, Jan 3 - Sat, Jan 10
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$79 Roundtrip, found 9 hours ago
$79
Roundtrip
found 9 hours ago
Select Spirit Airlines flight, departing Sat, Jan 3 from O'Hare Intl. to Southwest Florida Intl., returning Sat, Jan 10, priced at $79 found 9 hours ago
Thu, Jan 29 - Thu, Feb 5
MSP
Minneapolis - St. Paul Intl.
TPA
Tampa Intl.
$140 Roundtrip, found 8 hours ago
$140
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Thu, Jan 29 from Minneapolis - St. Paul Intl. to Tampa Intl., returning Thu, Feb 5, priced at $140 found 8 hours ago
Sun, Feb 8 - Sat, Feb 14
MSP
Minneapolis - St. Paul Intl.
RSW
Southwest Florida Intl.
$144 Roundtrip, found 13 hours ago
$144
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Sun, Feb 8 from Minneapolis - St. Paul Intl. to Southwest Florida Intl., returning Sat, Feb 14, priced at $144 found 13 hours ago
Tue, Jan 20 - Sat, Jan 31
ORD
O'Hare Intl.
TPA
Tampa Intl.
$145 Roundtrip, found 1 day ago
$145
Roundtrip
found 1 day ago
Select United flight, departing Tue, Jan 20 from O'Hare Intl. to Tampa Intl., returning Sat, Jan 31, priced at $145 found 1 day ago

Southwest Florida Flight Information

Traveling To
Southwest Florida
Destination Airport IATA Code
FMY
Number of Airlines Serving
Airlines
Spirit Airlines, Frontier Airlines, Southwest Airlines, United
Flight Price
$63
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Southwest Florida economy flight packages

Price found within the past 48 hours. Click for updated prices.
Pelican Hotel
4.0-star property

Pelican Hotel

Dec 10 - Dec 17

7 night stay

Boston (BOS) to Miami (MIA)

Delta • Roundtrip • Coach
Save 100% on your flight
Price was $1,217, price is now $608 per person
$608
per person
found 1 day ago
The Retreat Collection at 1 Hotel & Homes South Beach
5.0-star property

The Retreat Collection at 1 Hotel & Homes South Beach

Dec 27 - Jan 1

5 night stay

Boston (BOS) to Miami (MIA)

Southwest Airlines • Non-stop • Coach

Miami (MIA) to Boston (BOS)

Frontier Airlines • Non-stop • Coach
Price was $116,898, price is now $52,225 per person
$52,225
per person
found 1 day ago
voco Sarasota by IHG
3.5-star property

voco Sarasota by IHG

Dec 11 - Dec 16

5 night stay

Boston (BOS) to Tampa (TPA)

American Airlines • Non-stop • Coach

Tampa (TPA) to Boston (BOS)

Delta • Non-stop • Coach
Save 100% on your flight
Price was $1,263, price is now $636 per person
$636
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Boston to Southwest Florida
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Southwest Florida premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
EAST Miami
5.0-star property

EAST Miami

9.2/10 Wonderful! (3,480 reviews)

Dec 23 - Dec 28

5 night stay

Newark Liberty Intl. Airport (EWR) to Miami (MIA)

Spirit Airlines • PremiumEconomy

Miami (MIA) to Newark Liberty Intl. Airport (EWR)

Frontier Airlines • PremiumEconomy
Save 100% on your flight
Price was $1,993, price is now $1,113 per person
$1,113
per person
just found
Always a great stay at East Miami.

Reviewed on Sep 1, 2025

The Retreat Collection at 1 Hotel & Homes South Beach
5.0-star property

The Retreat Collection at 1 Hotel & Homes South Beach

8/10 Very Good! (1 review)

Dec 27 - Dec 30

3 night stay

Boston (BOS) to Miami (MIA)

Delta • Roundtrip • PremiumEconomy
Price was $72,839, price is now $33,995 per person
$33,995
per person
found 1 hour ago
The Shelborne By Proper, a Member of Design Hotels
4.0-star property

The Shelborne By Proper, a Member of Design Hotels

9.8/10 Exceptional! (39 reviews)

Dec 27 - Dec 30

3 night stay

Boston (BOS) to Miami (MIA)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $3,105, price is now $1,611 per person
$1,611
per person
found 1 hour ago
Don't see what you're looking for?
See all available trips from Newark Liberty Intl. Airport to Southwest Florida
View all trips

Southwest Florida first class flight packages

Price found within the past 48 hours. Click for updated prices.
1 Hotel South Beach
5.0-star property

1 Hotel South Beach

9.4/10 Exceptional! (1,333 reviews)

Dec 9 - Dec 13

4 night stay

Boston (BOS) to Miami (MIA)

Delta • Roundtrip • FirstClass
Save 100% on your flight
Price was $2,910, price is now $1,948 per person
$1,948
per person
found 1 day ago
This property is amazing. Food was great, staff was friendly and welcoming. We enjoyed our stay.

Reviewed on Jun 10, 2025

The Shelborne By Proper, a Member of Design Hotels
4.0-star property

The Shelborne By Proper, a Member of Design Hotels

9.8/10 Exceptional! (39 reviews)

Dec 29 - Jan 2

4 night stay

Newark Liberty Intl. Airport (EWR) to Miami (MIA)

United • FirstClass

Miami (MIA) to Newark Liberty Intl. Airport (EWR)

American Airlines • FirstClass
Price was $4,371, price is now $2,802 per person
$2,802
per person
found 1 day ago
Fox Private Resort-Near Downtown & Beach
3.5-star property

Fox Private Resort-Near Downtown & Beach

No reviews

Dec 27 - Dec 30

3 night stay

Boston (BOS) to Miami (MIA)

American Airlines • Non-stop • FirstClass

Miami (MIA) to Boston (BOS)

Delta • Non-stop • FirstClass
Save 100% on your flight
Price was $10,149, price is now $6,757 per person
$6,757
per person
found 1 hour ago
Don't see what you're looking for?
See all available trips from Boston to Southwest Florida
View all trips

Southwest Florida

Orbitz uses cutting edge mobile technology to help get you the best deals on Southwest Florida flights. We offer guaranteed low prices on air tickets that can be combined with hotels and car rentals to save you even more money.

Find Cheap Southwest Florida Flights And Hotel Rooms Using Our Mobile App

Orbitz not only guarantees low prices for flights to Southwest Florida, we also offer Mobile Steals on our Orbitz on the Go mobile app where you can find great mobile-only deals on hotel rooms in the area.

Use the Orbitz Flight Matrix To Save Big On Car Rental

Discount flights to Southwest Florida can be combined with car rental to get you additional savings. Just use our Flight Matrix to see how your budget air ticket can be combined with a car rental to make your trip not only inexpensive but also more convenient.

Use Multiple Airlines To Ensure You Get The Best Deal

Orbitz allows you to use multiple airlines for flights to Southwest Florida. By using a combination of airlines for discount flights you are guaranteed to get the lowest fares each way and get the schedule that is most convenient for you.

Store Your Frequent Flyer Information on Orbitz For Easy Access

Booking with Orbitz will still allow you to apply miles for flights to Southwest Florida to your frequent flyer program. Not only that, but your frequent flyer information will be safely stored on our website, so it will be easy to access the next time you book a discount air ticket with Orbitz.

Frequently asked questions

Which airlines fly to Southwest Florida?
With 20 airlines ready to whisk you away to Southwest Florida, finding a suitable flight will be a piece of cake. Lock in a ticket with one of these top international carriers that jet into Southwest Florida Intl. Airport (RSW):

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

What is the best airport to fly to in Southwest Florida?
Southwest Florida Intl. Airport (RSW) is the major entry point for this popular region. Once you've left the terminal, the possibilities are endless when it comes to discovering Southwest Florida.
How much is a flight to Southwest Florida?
Travelers from far and wide landed round-trip bargains ranging from $63 to $145 this week. Departing from Chicago (ORD)? The most affordable one-way prices started at just $30.
How to book the cheapest flight to Southwest Florida?
Using Orbitz, you'll uncover some of the most impressive flight deals around from a wide range of airlines. But if you're eager to increase your likelihood of picking up cheap flights to Southwest Florida, here are a few tips to keep in mind:

  • Depending on your departure point, select the 'Nearby airports' function (located under the departure and arrival options). Oftentimes, alternative departure points will have cheaper fares.
  • If your travel plans aren't cast in stone, click on the 'Show flexible dates' option to browse flight deals for a range of departure dates. You may find an amazing fare.
  • To fine tune your results, hit 'Show options.' You can search based on seating class, airlines, and nonstop and refundable flights. You can also select your preferred departure and arrival times under 'Sort & Filter' to the left.
  • Once you've sorted out your travel dates, don't delay booking your flight. Prices generally get more expensive as the departure date gets closer.
  • Bundle your hotels, flights and car rental into a cost-effective package deal. Save your hard-earned dollars for things that really excite you, like exploring every corner of Southwest Florida.
  • Flying during busier seasons often means higher airfares. Try to travel outside of popular dates, such as Easter, Thanksgiving and school breaks.

How long is a flight to Southwest Florida?
You could have time to read one or more chapters of your book, or you might plow through the whole thing! The length of a flight depends on where you're coming from, but these top routes to Southwest Florida will give you some insight:

  • 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 Southwest Florida?
Book your seats to Southwest Florida in January. This is a fantastic month for bargain airfares, closely followed by February and August. Pick up cheap flights and enjoy your dream vacation with Orbitz.
What day of the week is the cheapest to book a flight to Southwest Florida?
When it comes to cheap flights to Southwest Florida, the best days to make a booking are generally Tuesdays, Wednesdays and Saturdays. A rewarding flight deal is just a few clicks away with Orbitz.
What is the cheapest day of the week to fly to Southwest Florida?
Think about going early in the week for cheap flights to Southwest Florida. Orbitz data from 2020 suggests Monday is normally the most inexpensive day to hop on a plane, followed by Tuesday. Saturdays were shown to have the highest ticket fares. Presumably, this is because most travelers prefer to kick off their vacation at the end of the week.
What is the cheapest month to fly to Southwest Florida?
We won't keep you in suspense — according to Orbitz data, August is generally the cheapest month to fly. Perfect for those who crave a weekend getaway or just a break from it all before the weather turns. Be aware that the most expensive time to fly is the height of summer, with ticket prices peaking in June.
Which airlines allow free cancellation?
If you think your travel plans may change, Orbitz will help you lock in a flexible fare. All you need to do is click on "Filter by flexible change policies" when searching for your flights. We'll show you all the airlines that offer free cancellation and no change fees — in addition to irresistibly low prices.
What do I need for the flight to Southwest Florida?
There is so much to sort out for any big adventure, so it's great to get a bit of help before you set out. Here are a few pointers to ensure that you're organized for your flight:

  • Ensure that you have your travel paperwork and identification. For overseas trips, you'll need to take your passport. When you book your seats, always use the same details that are listed on your government-issued ID.
  • A well-packed carry-on bag is a must for any medium-haul journey. With at least a few hours to kill, you'll probably long for something to keep you occupied while in transit. We suggest a good book (or trashy magazine), and something to snack on.
  • Plane cabins can often get quite cool. If you decide to fly during the peak of summer, make sure you take an extra warm layer with you.

How many direct flights are there to Southwest Florida?
You can book a seat on one of 188 flights that travel directly to Southwest Florida every month. Southwest Airlines, Delta Air Lines and United Airlines are just some of the airlines that will take you there in one go. JetBlue Airways, American Airlines and Frontier Airlines also fly to Southwest Florida nonstop.
How do I get cheap first-class/business deals to Southwest Florida?
There are ways of booking first or business-class tickets to Southwest Florida that won't burn through your savings. Grab a seat at the front of the plane for less with these great tips:

  • Be flexible. By being open to various travel dates, you'll have better odds of landing a great deal on first or business-class airfares.
  • Low-cost airlines offer first or business-class seating at more affordable prices. Give the full-service carriers a miss and check out these cheaper options.
  • Make a bid for an upgrade. Some carriers hold online auctions that let you offer a price for a seat up the front. You may also be able to upgrade with points earned through a loyalty scheme.

What is the best time to go to Southwest Florida?
Southwest Florida is popular in January, February and March. If you're thinking of visiting during these months, it would be a good idea to book in advance to ensure you pick up the most rewarding deals. Wondering what the summer's like in Southwest Florida? Average daily temperatures typically float between 75 ºF and 90 ºF. Like most of the Northern Hemisphere, summer begins June 20 here.

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.