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Stewart

$104+ 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 10/26. Fares are subject to change and may not be available on all flights or dates of travel.
DTW — SWF
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Michigan to Stewart

Keep the following information in mind while searching for Michigan to Stewart flight deals. Data was last updated September 11, 2025.

Round-trip from

$212
(Mytrip)

One-way from

$104
(Kiwi.com)

Popular in

November

Cheapest in

February

Average price

$166
From Michigan to New Windsor Stewart
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One-way flight from Michigan to New Windsor Stewart
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Highest demand for flights based on searches. 11% potential increase in price ($22 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 September 11, 2025.

This Mytrip deal was found by Cheapflights users on 9/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/65:59 pmORD - SWF
1 stop15h 42mMultiple Airlines
Mon 11/1012:01 pmSWF - ORD
1 stop12h 41mMultiple Airlines
Deal found 9/11$212
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 11/610:49 amORD - SWF
1 stop22h 52mMultiple Airlines
Mon 11/1712:01 pmSWF - ORD
1 stop12h 41mMultiple Airlines
Deal found 9/10$215
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 11/610:49 amORD - SWF
1 stop22h 52mMultiple Airlines
Fri 11/1411:01 amSWF - ORD
1 stop10h 59mMultiple Airlines
Deal found 9/10$217
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 11/95:59 pmORD - SWF
1 stop16h 12mMultiple Airlines
Fri 11/1411:01 amSWF - ORD
1 stop10h 59mMultiple Airlines
Deal found 9/9$232
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 11/910:49 amORD - SWF
1 stop23h 22mMultiple Airlines
Mon 11/1712:01 pmSWF - ORD
1 stop9h 59mMultiple Airlines
Deal found 9/9$235
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 11/59:20 pmDTW - SWF
2 stops37h 21mMultiple Airlines
Fri 11/1411:01 amSWF - DTW
1 stop13h 24mMultiple Airlines
Deal found 9/9$238
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 11/59:20 pmDTW - SWF
2 stops37h 21mMultiple Airlines
Mon 11/1712:01 pmSWF - DTW
1 stop12h 24mMultiple Airlines
Deal found 9/9$241
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 11/68:00 amDTW - SWF
2 stops26h 41mMultiple Airlines
Fri 11/1411:01 amSWF - DTW
1 stop22h 59mMultiple Airlines
Deal found 9/10$244
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 9/287:15 pmSBN - SWF
1 stop15h 48mAllegiant Air
Fri 10/38:21 pmSWF - SBN
1 stop14h 29mAllegiant Air
Deal found 9/11$246
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 11/94:00 pmDTW - SWF
1 stop19h 11mMultiple Airlines
Fri 11/1411:01 amSWF - DTW
2 stops20h 59mMultiple Airlines
Deal found 9/9$252
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 11/68:00 amDTW - SWF
2 stops26h 41mMultiple Airlines
Mon 11/1712:01 pmSWF - DTW
1 stop12h 24mMultiple Airlines
Deal found 9/9$253
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 11/94:00 pmDTW - SWF
1 stop19h 11mMultiple Airlines
Mon 11/1712:01 pmSWF - DTW
2 stops19h 59mMultiple Airlines
Deal found 9/9$254

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 September 11, 2025.
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

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Thu 11/6

5:59 pm-10:41 am

1 stop15h 42m

New Windsor Stewart

Mon 11/10

12:01 pm-11:42 pm

1 stop12h 41m

$212

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Thu 11/6

10:49 am-10:41 am

1 stop22h 52m

New Windsor Stewart

Mon 11/17

12:01 pm-11:42 pm

1 stop12h 41m

$215

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Thu 11/6

10:49 am-10:41 am

1 stop22h 52m

New Windsor Stewart

Fri 11/14

11:01 am-9:00 pm

1 stop10h 59m

$219

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Sun 11/9

5:59 pm-11:11 am

1 stop16h 12m

New Windsor Stewart

Fri 11/14

11:01 am-9:00 pm

1 stop10h 59m

$232

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Sun 11/9

10:49 am-11:11 am

1 stop23h 22m

New Windsor Stewart

Mon 11/17

12:01 pm-9:00 pm

1 stop9h 59m

$235

DetroitNew Windsor

DTW - SWF

DTWSWF

Detroit Metropolitan Wayne County

Wed 11/5

9:20 pm-10:41 am

2 stops37h 21m

New Windsor Stewart

Mon 11/17

12:01 pm-12:25 am

1 stop12h 24m

$241

DetroitNew Windsor

DTW - SWF

DTWSWF

Detroit Metropolitan Wayne County

Thu 11/6

8:00 am-10:41 am

2 stops26h 41m

New Windsor Stewart

Fri 11/14

11:01 am-10:00 am

1 stop22h 59m

$244

South BendNew Windsor

SBN - SWF

SBNSWF

South Bend/Michiana

Sun 9/28

7:15 pm-11:03 am

1 stop15h 48m

New Windsor Stewart

Fri 10/3

8:21 pm-10:50 am

1 stop14h 29m

$246

DetroitNew Windsor

DTW - SWF

DTWSWF

Detroit Metropolitan Wayne County

Sun 11/9

4:00 pm-11:11 am

1 stop19h 11m

New Windsor Stewart

Fri 11/14

11:01 am-8:00 am

2 stops20h 59m

$252

DetroitNew Windsor

DTW - SWF

DTWSWF

Detroit Metropolitan Wayne County

Thu 11/6

8:00 am-10:41 am

2 stops26h 41m

New Windsor Stewart

Mon 11/17

12:01 pm-12:25 am

1 stop12h 24m

$253

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 59 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, October is the cheapest month in which you can book a flight from Michigan to New Windsor (average of $109). Flying from Michigan to New Windsor in December is currently the most expensive (average of $202). 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.

What is the cheapest time of day to fly from MI to SWF?

Find hourly flight availability from Michigan to Stewart. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 11, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Michigan to New Windsor as you normally would.

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 15h 48m. Allegiant Air provides one of the quickest options available for as low as $246. The distance from Michigan to New Windsor is about 630 mi.

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

    While some choose either Chicago O'Hare Intl - New Windsor Stewart or Grand Rapids Gerald R. Ford 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, October is the cheapest month in which you can book a flight from Michigan to New Windsor (average of $109). Flying from Michigan to New Windsor in December is currently the most expensive (average of $202). 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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