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Stewart

$89+ Cheap flights from Michigan to New Windsor (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 5/9. Fares are subject to change and may not be available on all flights or dates of travel.
DTW — SWF
Mar 10 — Mar 171
Tue 3/10
Tue 3/17
1 adult, Economy
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Cheap flight deals from Michigan to Stewart

Cheapest flights from Michigan to Stewart
Explore the most affordable flight options available from Michigan to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 8, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/6. 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.
Mon 8/1012:22 pm
DTW
-
SWF
1 stop22h 46m
Multiple Airlines
Wed 8/1912:05 pm
SWF
-
DTW
1 stop9h 44m
Multiple Airlines
Deal found 2/6$315
This Kiwi.com deal was found by Cheapflights users on 2/5. 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 3/198:51 pm
DTW
-
SWF
2 stops14h 40m
Multiple Airlines
Sun 3/2210:29 am
SWF
-
DTW
1 stop22h 54m
Multiple Airlines
Deal found 2/5$319
This Kiwi.com deal was found by Cheapflights users on 2/7. 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.
Fri 4/179:51 pm
GRR
-
SWF
2 stops37h 04m
Multiple Airlines
Thu 4/2311:45 am
SWF
-
GRR
1 stop26h 48m
Multiple Airlines
Deal found 2/7$378
This Kiwi.com deal was found by Cheapflights users on 2/6. 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.
Sun 6/143:49 pm
ORD
-
SWF
1 stop16h 00m
Multiple Airlines
Thu 6/1810:28 am
SWF
-
ORD
1 stop10h 20m
Multiple Airlines
Deal found 2/6$384
This Kiwi.com deal was found by Cheapflights users on 2/6. 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.
Mon 5/47:00 am
GRR
-
SWF
1 stop12h 08m
Allegiant Air
Thu 5/77:47 pm
SWF
-
GRR
1 stop19h 25m
Allegiant Air
Deal found 2/6$397
This Kiwi.com deal was found by Cheapflights users on 2/5. 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.
Sat 2/148:00 am
MDW
-
SWF
1 stop26h 08m
Multiple Airlines
Sun 2/2211:52 am
SWF
-
MDW
2 stops26h 16m
Multiple Airlines
Deal found 2/5$404
This Kiwi.com deal was found by Cheapflights users on 2/7. 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.
Thu 3/122:06 pm
GRR
-
SWF
1 stop18h 56m
Allegiant Air
Thu 3/1910:29 am
SWF
-
GRR
1 stop27h 51m
Allegiant Air
Deal found 2/7$418
This Kiwi.com deal was found by Cheapflights users on 2/5. 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.
Sat 2/144:42 pm
ORD
-
SWF
2 stops17h 10m
Multiple Airlines
Sun 2/2211:52 am
SWF
-
ORD
1 stop24h 30m
Multiple Airlines
Deal found 2/5$424
This Kiwi.com deal was found by Cheapflights users on 2/7. 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 6/105:32 pm
ORD
-
SWF
1 stop15h 06m
Multiple Airlines
Mon 6/1512:15 pm
SWF
-
ORD
2 stops11h 57m
Multiple Airlines
Deal found 2/7$425
This Kiwi.com deal was found by Cheapflights users on 2/7. 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.
Thu 3/122:06 pm
GRR
-
SWF
1 stop18h 56m
Multiple Airlines
Thu 3/1910:29 am
SWF
-
GRR
2 stops24h 55m
Multiple Airlines
Deal found 2/7$427
This Kiwi.com deal was found by Cheapflights users on 2/6. 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.
Thu 6/119:34 am
SBN
-
SWF
1 stop23h 15m
Multiple Airlines
Sun 6/149:38 am
SWF
-
SBN
1 stop10h 50m
Multiple Airlines
Deal found 2/6$430
This Kiwi.com deal was found by Cheapflights users on 2/7. 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.
Sun 2/2212:44 pm
ORD
-
SWF
2 stops21h 47m
Multiple Airlines
Thu 2/2611:52 am
SWF
-
ORD
1 stop12h 13m
Multiple Airlines
Deal found 2/7$464

Find flight deals from Michigan to Stewart

Keep the following information in mind while searching for Michigan to Stewart flight deals. Data was last updated February 8, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$319
(Kiwi.com)

One-way from

$89
(Kiwi.com)

Popular in

November

Cheapest in

February

Average price

$130
Provider with most accurate pricing for Detroit (DTT)-New York (NYC) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Detroit (DTT)-New York (NYC) flights.
Search Deals
From Michigan to New Windsor Stewart
Search Deals
One-way flight from Michigan to New Windsor Stewart
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($14 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 February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Michigan 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 February 8, 2026.
Use the filters below to find and compare flights from Michigan to New Windsor that are best for you.

Fly from

Michigan

Fly to

Stewart

Route

Depart

Return

Price

DetroitNew Windsor

DTW - SWF

DTWSWF

Detroit Metropolitan Wayne County

Thu 3/19

8:51 pm-11:31 am

2 stops14h 40m

New Windsor Stewart

Sun 3/22

10:29 am-9:23 am

1 stop22h 54m

$319

Grand RapidsNew Windsor

GRR - SWF

GRRSWF

Grand Rapids Gerald R. Ford Intl

Mon 5/4

7:00 am-7:08 pm

1 stop12h 08m

New Windsor Stewart

Thu 5/7

7:47 pm-3:12 pm

1 stop19h 25m

$397

ChicagoNew Windsor

MDW - SWF

MDWSWF

Chicago Midway

Sat 2/14

8:00 am-11:08 am

1 stop26h 08m

New Windsor Stewart

Sun 2/22

11:52 am-1:08 pm

2 stops26h 16m

$404

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Sat 2/14

4:42 pm-10:52 am

2 stops17h 10m

New Windsor Stewart

Sun 2/22

11:52 am-11:22 am

1 stop24h 30m

$424

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Sun 2/22

12:44 pm-11:31 am

2 stops21h 47m

New Windsor Stewart

Thu 2/26

11:52 am-11:05 pm

1 stop12h 13m

$464

South BendNew Windsor

SBN - SWF

SBNSWF

South Bend/Michiana

Thu 6/11

9:08 pm-11:35 am

2 stops14h 27m

New Windsor Stewart

Sun 6/14

9:38 am-8:28 pm

1 stop10h 50m

$468

South BendNew Windsor

SBN - SWF

SBNSWF

South Bend/Michiana

Sat 7/11

6:10 pm-8:58 am

1 stop14h 48m

New Windsor Stewart

Sat 7/18

6:44 pm-8:46 am

1 stop14h 02m

$470

DetroitNew Windsor

DTW - SWF

DTWSWF

Detroit Metropolitan Wayne County

Wed 3/4

8:48 pm-11:08 am

1 stop14h 20m

New Windsor Stewart

Thu 3/12

11:48 am-8:01 pm

1 stop8h 13m

$491

Grand RapidsNew Windsor

GRR - SWF

GRRSWF

Grand Rapids Gerald R. Ford Intl

Thu 3/19

2:11 pm-8:52 am

1 stop18h 41m

New Windsor Stewart

Thu 3/26

10:29 am-11:24 am

2 stops24h 55m

$495

Grand RapidsNew Windsor

GRR - SWF

GRRSWF

Grand Rapids Gerald R. Ford Intl

Sat 2/14

7:33 pm-11:08 am

1 stop15h 35m

New Windsor Stewart

Sun 2/15

7:28 pm-10:15 am

1 stop14h 47m

$500

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/7

Showing 1-10 of 60 results
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Best time to book a flight from Michigan to Stewart

Have a flexible travel schedule? Discover the best time to fly to Stewart from Michigan 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 Michigan to New Windsor

What is the cheapest month to book a flight from Michigan to New Windsor?

Currently, March is the cheapest month in which you can book a flight from Michigan to New Windsor (average of $48). Flying from Michigan to New Windsor in December is currently the most expensive (average of $78). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

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

  • What airport do you fly into for flights to New Windsor from Michigan?

    For a flight from Michigan to New Windsor, you will be flying into Stewart. New Windsor Stewart (SWF) is just 4.3 mi from the center of the city.

  • How long is the flight from Michigan to New Windsor?

    A quick flight from Michigan to New Windsor can take about 12h 08m. Allegiant Air provides one of the quickest options available for as low as $397. The distance from Michigan to New Windsor is about 592 mi. This flight may include one or multiple stops.

  • What are the most popular routes from Michigan to New Windsor?

    While some choose either Grand Rapids Gerald R. Ford Intl - New Windsor Stewart or Chicago O'Hare Intl - New Windsor Stewart, Detroit Metropolitan Wayne County - New Windsor Stewart is the most popular route from Michigan to New Windsor.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Michigan 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.

  • What is the cheapest month to book a flight from Michigan to New Windsor?

    Currently, March is the cheapest month in which you can book a flight from Michigan to New Windsor (average of $48). Flying from Michigan to New Windsor in December is currently the most expensive (average of $78). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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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