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Southwest Florida

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Southwest Florida Flights as Low as $58

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

Frontier Airlines
Sat, Feb 21 - Thu, Feb 26
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$58 Roundtrip, found 22 hours ago
$58
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Sat, Feb 21 from O'Hare Intl. to Southwest Florida Intl., returning Thu, Feb 26, priced at $58 found 22 hours ago
Frontier Airlines
Sun, Mar 8 - Wed, Mar 11
ORD
O'Hare Intl.
TPA
Tampa Intl.
$58 Roundtrip, found 1 day ago
$58
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Mar 8 from O'Hare Intl. to Tampa Intl., returning Wed, Mar 11, priced at $58 found 1 day ago
Spirit Airlines
Tue, Feb 24 - Wed, Mar 4
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$61 Roundtrip, found 22 hours ago
$61
Roundtrip
found 22 hours ago
Select Spirit Airlines flight, departing Tue, Feb 24 from O'Hare Intl. to Southwest Florida Intl., returning Wed, Mar 4, priced at $61 found 22 hours ago
Frontier Airlines
Sun, Feb 15 - Thu, Feb 26
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$65 Roundtrip, found 22 hours ago
$65
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Sun, Feb 15 from O'Hare Intl. to Southwest Florida Intl., returning Thu, Feb 26, priced at $65 found 22 hours ago
Frontier Airlines
Sat, Feb 21 - Thu, Feb 26
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$68 Roundtrip, found 22 hours ago
$68
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Sat, Feb 21 from O'Hare Intl. to Southwest Florida Intl., returning Thu, Feb 26, priced at $68 found 22 hours ago
Spirit Airlines
Tue, Feb 24 - Sat, Feb 28
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$69 Roundtrip, found 16 hours ago
$69
Roundtrip
found 16 hours ago
Select Spirit Airlines flight, departing Tue, Feb 24 from O'Hare Intl. to Southwest Florida Intl., returning Sat, Feb 28, priced at $69 found 16 hours ago
Spirit Airlines
Wed, Feb 25 - Wed, Mar 4
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$98 Roundtrip, found 6 hours ago
$98
Roundtrip
found 6 hours ago
Select Spirit Airlines flight, departing Wed, Feb 25 from Logan Intl. to Southwest Florida Intl., returning Wed, Mar 4, priced at $98 found 6 hours ago
Delta
Mon, Mar 9 - Wed, Mar 18
BOS
Logan Intl.
TPA
Tampa Intl.
$127 Roundtrip, found 2 days ago
$127
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Mar 9 from Logan Intl. to Tampa Intl., returning Wed, Mar 18, priced at $127 found 2 days ago
JetBlue Airways
Mon, Mar 9 - Wed, Mar 18
BOS
Logan Intl.
TPA
Tampa Intl.
$127 Roundtrip, found 2 days ago
$127
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Mon, Mar 9 from Logan Intl. to Tampa Intl., returning Wed, Mar 18, priced at $127 found 2 days ago
American Airlines
Mon, Mar 9 - Wed, Mar 18
BOS
Logan Intl.
TPA
Tampa Intl.
$159 Roundtrip, found 2 days ago
$159
Roundtrip
found 2 days ago
Select American Airlines flight, departing Mon, Mar 9 from Logan Intl. to Tampa Intl., returning Wed, Mar 18, priced at $159 found 2 days ago
United
Tue, Feb 24 - Tue, Mar 3
ORD
O'Hare Intl.
TPA
Tampa Intl.
$173 Roundtrip, found 3 days ago
$173
Roundtrip
found 3 days ago
Select United flight, departing Tue, Feb 24 from O'Hare Intl. to Tampa Intl., returning Tue, Mar 3, priced at $173 found 3 days ago
Breeze Airways
Sat, Feb 7 - Wed, Feb 11
PSM
Portsmouth Intl.
RSW
Southwest Florida Intl.
$175 Roundtrip, found 5 days ago
$175
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sat, Feb 7 from Portsmouth Intl. to Southwest Florida Intl., returning Wed, Feb 11, priced at $175 found 5 days ago
Frontier Airlines
Mon, Feb 23 - Sun, Mar 1
ORD
O'Hare Intl.
SRQ
Sarasota-Bradenton Intl.
$212 Roundtrip, found 1 day ago
$212
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Feb 23 from O'Hare Intl. to Sarasota-Bradenton Intl., returning Sun, Mar 1, priced at $212 found 1 day ago
Bargain Flight
Tue, Feb 3 - Wed, Feb 11
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$254 Roundtrip, found 3 hours ago
$254
Roundtrip
found 3 hours ago
Select Bargain Flight flight, departing Tue, Feb 3 from Logan Intl. to Sarasota-Bradenton Intl., returning Wed, Feb 11, priced at $254 found 3 hours ago
Sun Country Airlines
Thu, Aug 6 - Thu, Aug 13
ORD
O'Hare Intl.
TPA
Tampa Intl.
$333 Roundtrip, found 6 days ago
$333
Roundtrip
found 6 days ago
Select Sun Country Airlines flight, departing Thu, Aug 6 from O'Hare Intl. to Tampa Intl., returning Thu, Aug 13, priced at $333 found 6 days ago
Alaska Airlines
Tue, Feb 24 - Tue, Mar 3
ORD
O'Hare Intl.
TPA
Tampa Intl.
$416 Roundtrip, found 3 days ago
$416
Roundtrip
found 3 days ago
Select Alaska Airlines flight, departing Tue, Feb 24 from O'Hare Intl. to Tampa Intl., returning Tue, Mar 3, priced at $416 found 3 days ago

Cheap Flights to Southwest Florida

Fall in love at first flight with your vacation to Southwest Florida 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 Southwest Florida on Hotwire, and you’ll be up, up, and on a getaway in no time.

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

Frequently Asked Questions About flights to Southwest Florida

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Southwest Florida 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 Southwest Florida?

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 Southwest Florida are in February, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Southwest Florida?

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 Southwest Florida.

What airport is best to fly into Southwest Florida?

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

How much are flights to Southwest Florida?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Southwest Florida on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $58, 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 Southwest Florida?

The trick to saving a stack of cash on your flight to Southwest Florida? 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 $58 right now, why wait?

Southwest Florida Flight Information
Destination airport
Southwest Florida Intl.
Destination airport IATA code
RSW
Roundtrip price
$58

Last Minute Hotel Deals in Southwest Florida

Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

3 out of 5
4675 N Tamiami Trl Sarasota FL
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the helpful ...
8.4/10 Very Good! (2,217 reviews)
The pool area was clean and poo was warm it was pretty cold during our visit so we may have just dipped some toes in. But it was great

Reviewed on Jan 19, 2026

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Golden Host Resort - Sarasota
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy Sarasota FL
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast ...
9/10 Wonderful! (4,956 reviews)
Clean, friendly staff, convenient location, comfortable bed, good multi-sized and multi-density pillows. Note: Need grab bar in shower for safety. Be aware —very boutique less traditional decor and setup: concrete walls with shelves for storage, desk and table, bathroom sink in your room across from ...

Reviewed on Jan 26, 2026

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Kompose Boutique Hotel
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4 out of 5
5500 Sunseeker Way Punta Gorda FL
Book a stay at this spa resort in Punta Gorda. Enjoy 2 outdoor pools, a full-service spa, and 7 restaurants. Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (1,775 reviews)
Nice clean . When our flight was canceled, they offered us extended stay at a discount. Everybody was nice. My only complaint is they closed the pool too soon!

Reviewed on Jan 25, 2026

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Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Sanibel Island Beach Resort

Sanibel Island Beach Resort

3 out of 5
1231 Middle Gulf Dr Sanibel FL
Book a stay at this beach hotel in Sanibel. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the restaurant in our reviews. ...
9/10 Wonderful! (1,548 reviews)
Good clean room. Friendly helpful staff

Reviewed on Jan 20, 2026

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Sanibel Island Beach Resort
Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
1400 Estero Blvd Fort Myers Beach FL
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free WiFi, an outdoor pool, and a beach locale. Popular attractions Key West Express and Crescent ...
8.8/10 Excellent! (1,137 reviews)
Didn't eat breakfast room was clean

Reviewed on Jan 20, 2026

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Lani Kai Beachfront Resort
Marco Beach Ocean Suites

Marco Beach Ocean Suites

2 out of 5
480 S Collier Blvd Marco Island FL
Book a stay at this beach resort in Marco Island. Enjoy free WiFi, a beach locale, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (1,165 reviews)
Great place to stay!

Reviewed on Jan 23, 2026

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Marco Beach Ocean Suites
Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
251 Crescent Street Fort Myers Beach FL
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff ...
8.8/10 Excellent! (1,815 reviews)
I do not know why they don’t have a basic microwave in every room! Also the water pressure in our room was horrible i froze in the shower! No chairs on Wednesday for the pool but i guess they have senior citizen day! I won’t stay here again! Also you must pay for the 35 valet parking! I hate places ...

Reviewed on Jan 22, 2026

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Margaritaville Beach Resort Fort Myers
Lido Beach Resort

Lido Beach Resort

4 out of 5
700 Benjamin Franklin Dr Sarasota FL
Book a stay at this beach resort in Sarasota. Enjoy free WiFi, 2 outdoor pools, and a private beach. Our guests praise the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (1,003 reviews)
Beautiful resort. Staff were very friendly. Would definitely stay there again.

Reviewed on Jan 24, 2026

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Lido Beach Resort
See all 46,723 properties in Southwest Florida
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.

Top Hotels With Free Airport Shuttle

Hilton Garden Inn Fort Myers Airport/FGCU

Hilton Garden Inn Fort Myers Airport/FGCU

3 out of 5
16410 Corporate Commerce Way Fort Myers FL
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free parking, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.8/10 Excellent! (1,004 reviews)
Room was very clean, staff attentive. Ive stayed here several times. First time I have experienced so much noise. I was on the 1st floor this time.The room next to me was crazy loud.I woke up thinking someone was in my room and I could hear the ladies full blown conversation, Tv..and whomever else ...

Reviewed on Jan 6, 2026

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Hilton Garden Inn Fort Myers Airport/FGCU
Comfort Inn & Suites Fort Myers Airport

Comfort Inn & Suites Fort Myers Airport

2.5 out of 5
Fort Myers FL
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,121 reviews)
I watched Karissa at the front desk handle a very difficult guest very well, she didn’t get rattled at all! Please recognize her!

Reviewed on Jan 25, 2026

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Comfort Inn & Suites Fort Myers Airport
Red Roof PLUS+ Fort Myers

Red Roof PLUS+ Fort Myers

2.5 out of 5
8955 Daniels Pkwy Fort Myers FL
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the clean rooms in ...
7/10 Good! (299 reviews)
The staff was helpful. I was traveling with a pet, there is only a pet deposit that is refundable.

Reviewed on Jan 2, 2026

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Red Roof PLUS+ Fort Myers
Hampton Inn Fort Myers-Airport & I-75

Hampton Inn Fort Myers-Airport & I-75

3.5 out of 5
9241 Marketplace Rd Fort Myers FL
Stay at this hotel in Fort Myers. Enjoy free breakfast, a free airport shuttle, and a fitness center. Our guests praise the helpful staff in our reviews. Popular ...
9/10 Wonderful! (998 reviews)
Close to airport- no frills but clean room- shuttle wasn't running when we landed but they reimbursed us for taking an uber !

Reviewed on Jan 21, 2026

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Hampton Inn Fort Myers-Airport & I-75
Baymont by Wyndham Fort Myers Airport

Baymont by Wyndham Fort Myers Airport

2.5 out of 5
9401 Marketplace Road Fort Myers FL
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
6/10 (1,005 reviews)
Staff and hotel were very clean

Reviewed on Jan 17, 2026

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Baymont by Wyndham Fort Myers Airport
Embassy Suites by Hilton Fort Myers Estero

Embassy Suites by Hilton Fort Myers Estero

3.5 out of 5
10450 Corkscrew Commons Dr Estero FL
Book a stay at this business-friendly hotel in Estero. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the pool in our ...
9.2/10 Wonderful! (1,090 reviews)
The room was spotless and the bed was very comfortable. Breakfast was excellent and the staff was very friendly

Reviewed on Jan 22, 2026

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Embassy Suites by Hilton Fort Myers Estero
See all 46,723 properties in Southwest Florida
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.