$54+ Cheap flights from New Windsor (SWF) to Clearwater, FL
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/26. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — MCO
Aug 6 — Aug 131
Round-trip
1 adult, Economy
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Find cheap flights from Stewart to Clearwater with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Stewart to Clearwater
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Cheapest flights from Stewart to ClearwaterExplore the most affordable flight options available from Stewart to Clearwater. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 7, 2026.
Explore the most affordable flight options available from Stewart to Clearwater. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 7, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2612:05 pm
SWF
- TPA
1 stop4h 21m
Breeze Airways
Wed 9/27:00 am
TPA
- SWF
1 stop4h 25m
Breeze Airways
Deal found 7/6![Breeze Airways logo]()
$116
This CheapOair deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1212:39 pm
SWF
- TPA
1 stop4h 38m
Breeze Airways
Wed 9/167:00 am
TPA
- SWF
1 stop4h 39m
Breeze Airways
Deal found 7/6![Breeze Airways logo]()
$130
This CheapOair deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/512:05 pm
SWF
- TPA
1 stop4h 21m
Breeze Airways
Sat 9/127:00 am
TPA
- SWF
1 stop4h 39m
Breeze Airways
Deal found 7/6![Breeze Airways logo]()
$141
This CheapOair deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2912:05 pm
SWF
- TPA
1 stop4h 21m
Breeze Airways
Sat 9/57:00 am
TPA
- SWF
1 stop4h 25m
Breeze Airways
Deal found 7/3![Breeze Airways logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/512:05 pm
SWF
- TPA
1 stop4h 21m
Breeze Airways
Wed 9/97:00 am
TPA
- SWF
1 stop4h 39m
Breeze Airways
Deal found 7/3![Breeze Airways logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2612:05 pm
SWF
- TPA
1 stop4h 21m
Multiple Airlines
Sat 8/298:57 pm
TPA
- SWF
1 stop21h 44m
Multiple Airlines
Deal found 7/5![Multiple Airlines logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1912:05 pm
SWF
- TPA
1 stop4h 21m
Breeze Airways
Wed 8/267:00 am
TPA
- SWF
1 stop4h 25m
Breeze Airways
Deal found 7/4![Breeze Airways logo]()
$161
Best flights from Stewart to ClearwaterDiscover carefully curated flight deals from Stewart to Clearwater that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 7, 2026.
Discover carefully curated flight deals from Stewart to Clearwater that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 7, 2026.
This CheapOair deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2912:05 pm
SWF
- TPA
1 stop4h 21m
Breeze Airways
Sat 9/57:00 am
TPA
- SWF
1 stop4h 25m
Breeze Airways
Deal found 7/2![Breeze Airways logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2612:05 pm
SWF
- TPA
2 stops12h 30m
Multiple Airlines
Wed 9/27:00 am
TPA
- SWF
1 stop4h 25m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$195
This Kiwi.com deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2212:05 pm
SWF
- TPA
1 stop4h 21m
Breeze Airways
Wed 8/267:00 am
TPA
- SWF
1 stop4h 25m
Breeze Airways
Deal found 7/4![Breeze Airways logo]()
$194
This Kiwi.com deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/2310:28 am
SWF
- TPA
1 stop20h 55m
Multiple Airlines
Sat 7/258:57 pm
TPA
- SWF
1 stop12h 41m
Multiple Airlines
Deal found 7/3![Multiple Airlines logo]()
$272
This Kiwi.com deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2712:17 pm
SWF
- TPA
1 stop10h 54m
Multiple Airlines
Mon 8/34:46 pm
TPA
- SWF
2 stops18h 22m
Multiple Airlines
Deal found 7/7![Multiple Airlines logo]()
$354
This Kiwi.com deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/810:18 am
SWF
- TPA
1 stop20h 47m
Multiple Airlines
Sun 10/1110:36 am
TPA
- SWF
1 stop6h 22m
Multiple Airlines
Deal found 7/5![Multiple Airlines logo]()
$360
This Kiwi.com deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1812:05 pm
SWF
- TPA
1 stop4h 21m
Multiple Airlines
Tue 7/217:49 pm
TPA
- SWF
1 stop15h 36m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$391
This Kiwi.com deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/212:16 pm
SWF
- TPA
1 stop10h 07m
Multiple Airlines
Sun 10/410:36 am
TPA
- SWF
1 stop6h 20m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$391
This KAYAK deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1112:16 pm
SWF
- TPA
1 stop10h 07m
Breeze Airways
Wed 9/237:00 am
TPA
- SWF
1 stop4h 39m
Breeze Airways
Deal found 7/4![Breeze Airways logo]()
$580
This Booking.com deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2212:05 pm
SWF
- TPA
1 stop4h 21m
Breeze Airways
Sun 7/2612:26 pm
TPA
- SWF
1 stop23h 11m
Breeze Airways
Deal found 7/6![Breeze Airways logo]()
$640
This KAYAK deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1111:48 am
SWF
- TPA
2 stops35h 56m
Breeze Airways
Sat 8/157:00 am
TPA
- SWF
1 stop4h 25m
Breeze Airways
Deal found 7/6![Breeze Airways logo]()
$654
This Kiwi.com deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2312:39 pm
SWF
- TPA
1 stop11h 05m
Multiple Airlines
Thu 12/3110:36 am
TPA
- SWF
1 stop7h 29m
Multiple Airlines
Deal found 7/7![Multiple Airlines logo]()
$543
Last-minute flights from Stewart to ClearwaterDiscover last-minute flight deals from Stewart to Clearwater. Data last updated July 7, 2026 and is based on user searches.
Discover last-minute flight deals from Stewart to Clearwater. Data last updated July 7, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1912:05 pm
SWF
- TPA
1 stop4h 21m
Breeze Airways
Wed 8/267:00 am
TPA
- SWF
1 stop4h 25m
Breeze Airways
Deal found 7/4![Breeze Airways logo]()
$161
This Kiwi.com deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2612:05 pm
SWF
- TPA
1 stop4h 21m
Breeze Airways
Wed 9/27:00 am
TPA
- SWF
1 stop4h 25m
Breeze Airways
Deal found 7/6![Breeze Airways logo]()
$116
This Kiwi.com deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2612:05 pm
SWF
- TPA
1 stop4h 21m
Multiple Airlines
Sat 8/298:57 pm
TPA
- SWF
1 stop21h 44m
Multiple Airlines
Deal found 7/5![Multiple Airlines logo]()
$152
This CheapOair deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2912:05 pm
SWF
- TPA
1 stop4h 21m
Breeze Airways
Sat 9/57:00 am
TPA
- SWF
1 stop4h 25m
Breeze Airways
Deal found 7/3![Breeze Airways logo]()
$142
One-way flights from Stewart to ClearwaterSearch for one-way flight options from Stewart to Clearwater. Find affordable one-way fares based on user searches. Data last updated July 7, 2026.
Search for one-way flight options from Stewart to Clearwater. Find affordable one-way fares based on user searches. Data last updated July 7, 2026.
This CheapOair deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2612:05 pm
SWF
- TPA
1 stop4h 21m
Breeze Airways
Deal found 7/3![Breeze Airways logo]()
$54
This Kiwi.com deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1212:39 pm
SWF
- TPA
1 stop4h 38m
Breeze Airways
Deal found 7/7![Breeze Airways logo]()
$62
This CheapOair deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2912:05 pm
SWF
- TPA
1 stop4h 21m
Breeze Airways
Deal found 7/3![Breeze Airways logo]()
$64
This CheapOair deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1612:39 pm
SWF
- TPA
1 stop4h 38m
Breeze Airways
Deal found 7/4![Breeze Airways logo]()
$70
This CheapOair deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1912:05 pm
SWF
- TPA
1 stop4h 21m
Breeze Airways
Deal found 7/7![Breeze Airways logo]()
$79
Find flight deals from Stewart to Clearwater
Keep the following information in mind while searching for Stewart to Clearwater flight deals. Data was last updated July 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $116 (Kiwi.com) |
One-way from | $54 (CheapOair) |
Popular in | March |
Cheapest in | January |
Average price | $284 |
Cheapflights Fare Finder
Customize your flight search to find flights from Stewart to Clearwater that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 7, 2026.
Use the filters below to find and compare flights from New Windsor to Clearwater that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
New WindsorTampa
SWF - TPA
SWFTPA
New Windsor Stewart
Sat 8/29
12:05 pm-4:26 pm
1 stop4h 21m
Tampa
Sat 9/5
7:00 am-11:25 am
1 stop4h 25m
$143
New WindsorTampa
SWF - TPA
SWFTPA
New Windsor Stewart
Sat 8/22
12:05 pm-4:26 pm
1 stop4h 21m
Tampa
Wed 8/26
7:00 am-11:25 am
1 stop4h 25m
$194
New WindsorTampa
SWF - TPA
SWFTPA
New Windsor Stewart
Wed 8/26
12:05 pm-12:35 am
2 stops12h 30m
Tampa
Wed 9/2
7:00 am-11:25 am
1 stop4h 25m
$195
New WindsorTampa
SWF - TPA
SWFTPA
New Windsor Stewart
Thu 7/23
10:28 am-7:23 am
1 stop20h 55m
Tampa
Sat 7/25
8:57 pm-9:38 am
1 stop12h 41m
$272
New WindsorTampa
SWF - TPA
SWFTPA
New Windsor Stewart
Mon 7/27
12:17 pm-11:11 pm
1 stop10h 54m
Tampa
Mon 8/3
4:46 pm-11:08 am
2 stops18h 22m
$354
New WindsorTampa
SWF - TPA
SWFTPA
New Windsor Stewart
Thu 10/8
10:18 am-7:05 am
1 stop20h 47m
Tampa
Sun 10/11
10:36 am-4:58 pm
1 stop6h 22m
$360
New WindsorTampa
SWF - TPA
SWFTPA
New Windsor Stewart
Sat 7/18
12:05 pm-4:26 pm
1 stop4h 21m
Tampa
Tue 7/21
7:49 pm-11:25 am
1 stop15h 36m
$391
New WindsorTampa
SWF - TPA
SWFTPA
New Windsor Stewart
Fri 10/2
12:16 pm-10:23 pm
1 stop10h 07m
Tampa
Sun 10/4
10:36 am-4:56 pm
1 stop6h 20m
$391
New WindsorTampa
SWF - TPA
SWFTPA
New Windsor Stewart
Wed 12/23
12:39 pm-11:44 pm
1 stop11h 05m
Tampa
Thu 12/31
10:36 am-6:05 pm
1 stop7h 29m
$543
New WindsorTampa
SWF - TPA
SWFTPA
New Windsor Stewart
Fri 9/11
12:16 pm-10:23 pm
1 stop10h 07m
Tampa
Wed 9/23
7:00 am-11:39 am
1 stop4h 39m
$580
Showing 1-10 of 23 resultsSorted by cheapest first
Best time to book a flight from Stewart to Clearwater
Have a flexible travel schedule? Discover the best time to fly to Clearwater from Stewart with our price prediction graph.
SWF-TPA
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from New Windsor to Clearwater
SWF-CL9
SWF-TPA
What is the cheapest time of day to fly from SWF to CL9?
Find hourly flight availability from Stewart to Clearwater. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 7, 2026.
It’s optimal to fly from New Windsor to Clearwater in the afternoon. By choosing this option you can save up to 58% on the cost of your flight, compared to a flight at noon.
Reviews of airlines servicing Clearwater
Get insights into the airlines that provide service to Clearwater. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Clearwater. Reviews last updated July 7, 2026.
Get a feel of what it's like to fly with Breeze Airways,Allegiant Air, andJetBlue from New Windsor to Clearwater by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
8.2
Comfort
8.2
Food
6.7
Crew
8.8
Entertainment
6.7
Boarding
8.4
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Overall
8.2
Comfort
8.2
Food
6.7
Crew
8.8
Entertainment
6.7
Boarding
8.4
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Overall
8.2
Comfort
8.2
Food
6.7
Crew
8.8
Entertainment
6.7
Boarding
8.4
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Overall
8.2
Comfort
8.2
Food
6.7
Crew
8.8
Entertainment
6.7
Boarding
8.4
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Related info for your journey
Find useful and relevant information for your journey from Stewart to Clearwater. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Complete your trip
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Stewart and Clearwater flights
Browse other Stewart and Clearwater flight options. Last updated on July 7, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Stewart to Clearwater flights
Consider these flights traveling from Stewart to Clearwater.
Top 4 airlines flying from Stewart to Clearwater
Discover the top 4 airlines that operate flights from Stewart to Clearwater. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$43 | Average$148 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$93 | Average$199 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$127 | Average$230 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$128 | Average$192 | FlexibilityNo cancel fee | On-timeN/A |