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$98+ Cheap flights from New Windsor to Miami (SWF - MIA)

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 5/30. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — MIA
May 17 — May 241
Sun 5/17
Sun 5/24
1 adult, Economy
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Cheap flight deals from Stewart to Miami

Cheapest flights from Stewart to Miami
Explore the most affordable flight options available from Stewart to Miami. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 17, 2026.

This Kiwi.com deal was found by Cheapflights users on 4/15. 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 7/112:05 pm
SWF
-
MIA
1 stop8h 33m
Multiple Airlines
Tue 7/148:01 pm
MIA
-
SWF
2 stops37h 37m
Multiple Airlines
Deal found 4/15$302
This Kiwi.com deal was found by Cheapflights users on 4/13. 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.
Sun 7/1910:28 am
SWF
-
MIA
2 stops12h 35m
Multiple Airlines
Sat 7/255:05 am
MIA
-
SWF
1 stop6h 20m
Multiple Airlines
Deal found 4/13$323
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 7/112:05 pm
SWF
-
MIA
1 stop8h 33m
Multiple Airlines
Tue 7/79:38 pm
MIA
-
SWF
2 stops13h 47m
Multiple Airlines
Deal found 4/14$343
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 6/1712:05 pm
SWF
-
MIA
1 stop8h 33m
Multiple Airlines
Tue 6/239:28 pm
MIA
-
SWF
2 stops13h 57m
Multiple Airlines
Deal found 4/14$354
This Kiwi.com deal was found by Cheapflights users on 4/16. 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 7/112:05 pm
SWF
-
MIA
1 stop8h 33m
Multiple Airlines
Sat 7/43:12 pm
MIA
-
SWF
2 stops18h 26m
Multiple Airlines
Deal found 4/16$359
This Kiwi.com deal was found by Cheapflights users on 4/13. 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 6/1712:05 pm
SWF
-
MIA
1 stop8h 33m
Multiple Airlines
Mon 6/229:28 pm
MIA
-
SWF
2 stops37h 57m
Multiple Airlines
Deal found 4/13$376
This Kiwi.com deal was found by Cheapflights users on 4/15. 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.
Sun 8/99:38 am
SWF
-
MIA
2 stops13h 25m
Multiple Airlines
Sat 8/155:05 am
MIA
-
SWF
1 stop6h 20m
Multiple Airlines
Deal found 4/15$385
This Kiwi.com deal was found by Cheapflights users on 4/12. 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.
Sun 6/2810:28 am
SWF
-
MIA
2 stops30h 03m
Multiple Airlines
Fri 7/33:00 pm
MIA
-
SWF
1 stop20h 25m
Multiple Airlines
Deal found 4/12$390
This Kiwi.com deal was found by Cheapflights users on 4/15. 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 8/812:05 pm
SWF
-
MIA
1 stop22h 11m
Multiple Airlines
Sat 8/158:10 am
MIA
-
SWF
2 stops24h 48m
Multiple Airlines
Deal found 4/15$401

Find flight deals from Stewart to Miami

Discover tips and strategies to find the most affordable flight options for your journey from Stewart (SWF) to Miami (MIA). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated April 17, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$302
(Kiwi.com)

One-way from

$98
(Kiwi.com)

Popular in

October

Cheapest in

January

Average price

$207
Provider with most accurate pricing for New Windsor Stewart-Miami flight deals.
Search Deals
Provider most trusted by Cheapflights users for New Windsor Stewart-Miami flights.
Search Deals
From New Windsor Stewart to Miami
Search Deals
One-way flight from New Windsor Stewart to Miami
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($51 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Stewart to Miami 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 April 17, 2026.
Use the filters below to find and compare flights from New Windsor to Miami that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

New WindsorMiami

SWF - MIA

SWFMIA

New Windsor Stewart

Wed 7/1

12:05 pm-8:38 pm

1 stop8h 33m

Miami

Tue 7/14

8:01 pm-9:38 am

2 stops37h 37m

$302
Quickest round-trip

New WindsorMiami

SWF - MIA

SWFMIA

New Windsor Stewart

Wed 7/1

12:05 pm-8:38 pm

1 stop8h 33m

Miami

Tue 7/7

9:38 pm-11:25 am

2 stops13h 47m

$343

New WindsorMiami

SWF - MIA

SWFMIA

New Windsor Stewart

Wed 6/17

12:05 pm-8:38 pm

1 stop8h 33m

Miami

Tue 6/23

9:28 pm-11:25 am

2 stops13h 57m

$354

New WindsorMiami

SWF - MIA

SWFMIA

New Windsor Stewart

Wed 7/1

12:05 pm-8:38 pm

1 stop8h 33m

Miami

Sat 7/4

3:12 pm-9:38 am

2 stops18h 26m

$359

New WindsorMiami

SWF - MIA

SWFMIA

New Windsor Stewart

Wed 6/17

12:05 pm-8:38 pm

1 stop8h 33m

Miami

Mon 6/22

9:28 pm-11:25 am

2 stops37h 57m

$376

New WindsorMiami

SWF - MIA

SWFMIA

New Windsor Stewart

Sun 6/28

10:28 am-4:31 pm

2 stops30h 03m

Miami

Fri 7/3

3:00 pm-11:25 am

1 stop20h 25m

$390

New WindsorMiami

SWF - MIA

SWFMIA

New Windsor Stewart

Sat 6/27

6:45 pm-8:49 am

2 stops38h 04m

Miami

Fri 7/3

3:00 pm-11:25 am

1 stop20h 25m

$423

New WindsorMiami

SWF - MIA

SWFMIA

New Windsor Stewart

Wed 7/1

12:05 pm-8:38 pm

1 stop8h 33m

Miami

Mon 7/6

9:38 pm-11:25 am

2 stops37h 47m

$458

New WindsorMiami

SWF - MIA

SWFMIA

New Windsor Stewart

Wed 7/1

12:05 pm-8:38 pm

1 stop8h 33m

Miami

Fri 7/3

8:55 pm-3:23 pm

2 stops18h 28m

$467
Cheapest one-way

New WindsorMiami

SWF - MIA

SWFMIA

New Windsor Stewart

Sat 8/29

12:05 pm-10:16 am

1 stop22h 11m

$124

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/12

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

Compare providers for flights from Stewart to Miami

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Stewart to Miami in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on New Windsor-Miami flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on New Windsor-Miami flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from New Windsor-Miami flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on New Windsor-Miami flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for New Windsor-Miami flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Stewart to Miami

Have a flexible travel schedule? Discover the best time to fly to Miami from Stewart with our price prediction graph.
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 Miami

How much does it cost to fly round-trip from New Windsor to Miami?

Reviews of airlines servicing Miami

Get insights into the airlines that provide service to Miami. 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 Miami. Reviews last updated April 17, 2026.
Get a feel of what it's like to fly with Allegiant Air and JetBlue from New Windsor to Miami by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Allegiant Air
7.3
Good
708 reviews

Overall

7.3

Food

5.9

Comfort

6.9

Boarding

7.6

Crew

8.1

Entertainment

5.5

Reviews

1 / 20
4.0
Okay

Michael,Feb 2026

PIE - IND

I appreciate the low cost but the seating is ridiculous. So packed it feels dangerous. Actually it was so bad today, I'm going to look for another airline next time I fly.
Allegiant Air
7.3
Good
708 reviews
Allegiant Air
7.3
Good
708 reviews

Overall

7.3

Food

5.9

Comfort

6.9

Boarding

7.6

Crew

8.1

Entertainment

5.5

Reviews

1 / 20
4.0
Okay

Michael,Feb 2026

PIE - IND

I appreciate the low cost but the seating is ridiculous. So packed it feels dangerous. Actually it was so bad today, I'm going to look for another airline next time I fly.
JetBlue
7.2
Good
2,939 reviews
Allegiant Air
7.3
Good
708 reviews

Overall

7.3

Food

5.9

Comfort

6.9

Boarding

7.6

Crew

8.1

Entertainment

5.5

Reviews

1 / 20
4.0
Okay

Michael,Feb 2026

PIE - IND

I appreciate the low cost but the seating is ridiculous. So packed it feels dangerous. Actually it was so bad today, I'm going to look for another airline next time I fly.

Related info for your journey

Find useful and relevant information for your journey from Stewart to Miami. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines flying from New Windsor to Miami round-trip?

    Allegiant Air, at $49, was found to be the cheapest airline from New Windsor to Miami. An alternate airline flying to your destination would be JetBlue. Allegiant Air is 81% cheaper than the average price of flights available within the next 90 days to this destination.

  • Can I find deals for flights from Stewart to Miami that include hotel bookings?

    Yes. In addition to deals on Stewart to Miami flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Stewart to Miami?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Stewart to Miami.

  • Can I find deals for business class flights from Stewart to Miami?

    Yes. Cheapflights offers flight deals from Stewart to Miami by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Miami?

Book flights to Miami if you plan to visit one of these locations
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Miami Lakes
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Marathon
North Palm Beach

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Top 2 airlines flying from Stewart to Miami

Discover the top 2 airlines that operate flights from Stewart to Miami. 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 April 17, 2026.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$49Average$163FlexibilityNo cancel feeOn-time88%
JetBlueCheapest$197Average$395FlexibilityNo cancel feeOn-time62%

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