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Stewart

$118+ Cheap flights from Detroit to New Windsor (DTT - SWF)

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 6/17. Fares are subject to change and may not be available on all flights or dates of travel.
DTT — SWF
Jun 2 — Jun 91
Tue 6/2
Tue 6/9
1 adult, Economy
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Cheap flight deals from Detroit to Stewart

Cheapest flights from Detroit to Stewart
Explore the most affordable flight options available from Detroit to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 3, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/2. 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 5/302:40 pm
DTW
-
SWF
2 stops18h 18m
Multiple Airlines
Mon 6/19:41 am
SWF
-
DTW
1 stop26h 19m
Multiple Airlines
Deal found 5/2$301
This Kiwi.com deal was found by Cheapflights users on 5/2. 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.
Thu 5/286:57 pm
DTW
-
SWF
2 stops22h 06m
Multiple Airlines
Mon 6/19:41 am
SWF
-
DTW
1 stop26h 19m
Multiple Airlines
Deal found 5/2$358
This Kiwi.com deal was found by Cheapflights users on 5/2. 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 10/247:25 pm
DTW
-
SWF
1 stop13h 31m
Multiple Airlines
Wed 10/2812:39 pm
SWF
-
DTW
1 stop7h 25m
Multiple Airlines
Deal found 5/2$402
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 8/276:00 am
DTW
-
SWF
1 stop12h 41m
Multiple Airlines
Sat 8/2912:05 pm
SWF
-
DTW
2 stops10h 00m
Multiple Airlines
Deal found 4/29$423
This Kiwi.com deal was found by Cheapflights users on 5/2. 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.
Tue 8/256:44 pm
DTW
-
SWF
2 stops16h 41m
Multiple Airlines
Sun 8/309:38 am
SWF
-
DTW
1 stop26h 09m
Multiple Airlines
Deal found 5/2$434
This Kiwi.com deal was found by Cheapflights users on 5/2. 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.
Mon 7/207:58 pm
DTW
-
SWF
2 stops21h 31m
Multiple Airlines
Sat 7/256:44 pm
SWF
-
DTW
1 stop17h 11m
Multiple Airlines
Deal found 5/2$439
This Kiwi.com deal was found by Cheapflights users on 5/2. 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 6/2412:30 pm
DTW
-
SWF
1 stop20h 28m
Multiple Airlines
Sun 6/2810:28 am
SWF
-
DTW
2 stops30h 25m
Multiple Airlines
Deal found 5/2$456
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 5/165:30 pm
DTW
-
SWF
1 stop15h 28m
Multiple Airlines
Wed 5/2012:05 pm
SWF
-
DTW
2 stops36h 51m
Multiple Airlines
Deal found 4/30$467
This Kiwi.com deal was found by Cheapflights users on 5/2. 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.
Thu 5/141:59 pm
DTW
-
SWF
2 stops20h 56m
Multiple Airlines
Mon 5/1811:45 am
SWF
-
DTW
1 stop24h 14m
Multiple Airlines
Deal found 5/2$502
This Kiwi.com deal was found by Cheapflights users on 5/2. 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 5/156:05 pm
DTW
-
SWF
2 stops17h 20m
Multiple Airlines
Mon 5/1811:45 am
SWF
-
DTW
1 stop24h 14m
Multiple Airlines
Deal found 5/2$539
This Kiwi.com deal was found by Cheapflights users on 5/2. 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 7/227:25 pm
DTW
-
SWF
1 stop13h 33m
Multiple Airlines
Sun 7/2610:28 am
SWF
-
DTW
2 stops14h 12m
Multiple Airlines
Deal found 5/2$583

Find flight deals from Detroit to Stewart

Discover tips and strategies to find the most affordable flight options for your journey from Detroit (DTT) to Stewart (SWF). 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 May 3, 2026.

Most accurate provider

Expedia
1 star

Most trusted provider

Expedia
3 stars

Round-trip from

$301
(Kiwi.com)

One-way from

$118
(Kiwi.com)

Popular in

November

Cheapest in

February

Average price

$160
Provider with most accurate pricing for Detroit (DTT)-New Windsor Stewart flight deals.
Search Deals
Provider most trusted by Cheapflights users for Detroit (DTT)-New Windsor Stewart flights.
Search Deals
From Detroit (DTT) to New Windsor Stewart
Search Deals
One-way flight from Detroit (DTT) to New Windsor Stewart
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($15 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Detroit to Stewart 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 May 3, 2026.
Use the filters below to find and compare flights from Detroit to New Windsor that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

DetroitNew Windsor

DTW - SWF

DTWSWF

Detroit Metropolitan Wayne County

Sat 5/30

2:40 pm-8:58 am

2 stops18h 18m

New Windsor Stewart

Mon 6/1

9:41 am-12:00 pm

1 stop26h 19m

$301

DetroitNew Windsor

DTW - SWF

DTWSWF

Detroit Metropolitan Wayne County

Wed 6/24

12:30 pm-8:58 am

1 stop20h 28m

New Windsor Stewart

Sun 6/28

10:28 am-4:53 pm

2 stops30h 25m

$456

DetroitNew Windsor

DTW - SWF

DTWSWF

Detroit Metropolitan Wayne County

Thu 5/7

6:57 pm-11:25 am

2 stops40h 28m

New Windsor Stewart

Thu 5/14

9:38 am-12:00 pm

1 stop26h 22m

$641

DetroitNew Windsor

DTW - SWF

DTWSWF

Detroit Metropolitan Wayne County

Fri 7/10

12:37 pm-11:25 am

2 stops22h 48m

New Windsor Stewart

Sun 7/12

9:38 am-6:20 pm

1 stop8h 42m

$678

DetroitNew Windsor

DTW - SWF

DTWSWF

Detroit Metropolitan Wayne County

Fri 6/5

8:23 pm-11:25 am

2 stops15h 02m

New Windsor Stewart

Sun 6/7

9:38 am-9:03 pm

1 stop11h 25m

$705
Quickest round-trip

DetroitNew Windsor

DTW - SWF

DTWSWF

Detroit Metropolitan Wayne County

Fri 6/12

8:23 pm-11:25 am

2 stops15h 02m

New Windsor Stewart

Sun 6/14

9:38 am-8:55 pm

1 stop11h 17m

$771

DetroitNew Windsor

DTW - SWF

DTWSWF

Detroit Metropolitan Wayne County

Thu 5/21

8:12 pm-11:37 am

2 stops15h 25m

New Windsor Stewart

Sun 5/24

9:38 am-8:55 pm

1 stop11h 17m

$797

DetroitNew Windsor

DTW - SWF

DTWSWF

Detroit Metropolitan Wayne County

Thu 5/28

8:12 pm-11:37 am

2 stops15h 25m

New Windsor Stewart

Sun 5/31

9:38 am-8:55 pm

1 stop11h 17m

$806
Cheapest one-way
Quickest one-way

DetroitNew Windsor

DTW - SWF

DTWSWF

Detroit Metropolitan Wayne County

Sat 6/20

8:29 pm-9:38 am

1 stop13h 09m

$132

DetroitNew Windsor

DTW - SWF

DTWSWF

Detroit Metropolitan Wayne County

Tue 6/2

1:59 pm-11:25 am

2 stops21h 26m

$137

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 20 resultsSorted by cheapest first
1
2
  • Most accurate provider: When it comes to deals on Detroit-New Windsor flights, users find the pricing of Expedia to be most consistent on Cheapflights vs. Expedia Users can find the same prices on Detroit-New Windsor flight deals on Cheapflights vs. Expedia <90% of the time. Price accuracy is based on data collected from Detroit-New Windsor flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Detroit-New Windsor flights, Cheapflights users trust Expedia the most. Expedia 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 Detroit-New Windsor 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 Detroit to Stewart

Have a flexible travel schedule? Discover the best time to fly to Stewart from Detroit 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 Detroit to New Windsor
No data available for this route at this time. Please check back soon.

Related info for your journey

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

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

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

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

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

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

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

Traveling to a place near New Windsor?

Book flights to New Windsor if you plan to visit one of these locations
Kingston

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