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$109+ Cheap flights from New Windsor (SWF) to Michigan

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 12/5. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — DTW
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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Find flight deals from Stewart to Michigan

Cheapest flights from Stewart to Michigan
Explore the most affordable flight options available from Stewart to Michigan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 29, 2025.

This Mytrip deal was found by Cheapflights users on 10/28. 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.
Fri 12/512:27 pmSWF - DTW
1 stop11h 52mMultiple Airlines
Sun 12/76:55 pmDTW - SWF
1 stop16h 42mMultiple Airlines
Deal found 10/28$227
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 11/1012:01 pmSWF - ORD
1 stop22h 46mMultiple Airlines
Thu 11/138:26 amORD - SWF
2 stops24h 45mMultiple Airlines
Deal found 10/27$234
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 11/2111:12 amSWF - ORD
1 stop23h 05mMultiple Airlines
Sun 11/2311:48 amORD - SWF
1 stop21h 19mMultiple Airlines
Deal found 10/27$245
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 11/2612:17 pmSWF - ORD
1 stop29h 08mMultiple Airlines
Wed 12/34:01 pmORD - SWF
2 stops42h 36mMultiple Airlines
Deal found 10/27$276
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 11/1411:01 amSWF - ORD
1 stop14h 26mMultiple Airlines
Sun 11/163:26 pmORD - SWF
1 stop18h 45mMultiple Airlines
Deal found 10/27$282
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 12/57:30 pmSWF - GRR
1 stop22h 15mAllegiant Air
Mon 12/89:00 amGRR - SWF
1 stop9h 40mAllegiant Air
Deal found 10/27$294
This Mytrip deal was found by Cheapflights users on 10/27. 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.
Mon 11/312:01 pmSWF - ORD
1 stop13h 26mMultiple Airlines
Thu 11/68:28 amORD - SWF
2 stops25h 13mMultiple Airlines
Deal found 10/27$295
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 11/2011:43 amSWF - ORD
1 stop20h 43mMultiple Airlines
Mon 11/246:15 pmORD - SWF
1 stop13h 38mMultiple Airlines
Deal found 10/28$303
This Mytrip deal was found by Cheapflights users on 10/26. 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.
Fri 11/1411:01 amSWF - DTW
2 stops22h 18mMultiple Airlines
Sun 11/168:05 pmDTW - SWF
1 stop15h 06mMultiple Airlines
Deal found 10/26$310
This Mytrip deal was found by Cheapflights users on 10/27. 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.
Fri 12/198:11 pmSWF - GRR
1 stop12h 37mAllegiant Air
Wed 12/246:00 amGRR - SWF
1 stop10h 44mAllegiant Air
Deal found 10/27$329
This Mytrip deal was found by Cheapflights users on 10/27. 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.
Mon 11/312:01 pmSWF - DTW
2 stops24h 02mMultiple Airlines
Sun 11/98:05 pmDTW - SWF
1 stop15h 06mMultiple Airlines
Deal found 10/27$331
This Mytrip deal was found by Cheapflights users on 10/26. 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.
Mon 11/1012:01 pmSWF - DTW
1 stop11h 53mMultiple Airlines
Sun 11/168:05 pmDTW - SWF
1 stop15h 06mMultiple Airlines
Deal found 10/26$342

Cheap flight deals from Stewart to Michigan

Keep the following information in mind while searching for Stewart to Michigan flight deals. Data was last updated October 29, 2025.

Most accurate provider

Justfly.com
3 stars

Most trusted provider

Justfly.com
3 stars

Round-trip from

$227
(Mytrip)

One-way from

$109
(Mytrip)

Popular in

December

Cheapest in

January

Average price

$225
Provider with most accurate pricing for New York (NYC)-Detroit (DTT) flight deals.
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Provider most trusted by Cheapflights users for New York (NYC)-Detroit (DTT) flights.
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From New Windsor Stewart to Michigan
Search Deals
One-way flight from New Windsor Stewart to Michigan
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($26 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Stewart to Michigan 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 October 29, 2025.
Use the filters below to find and compare flights from New Windsor to Michigan that are best for you.

Fly from

Stewart

Fly to

Michigan

Route

Depart

Return

Price

New WindsorDetroit

SWF - DTW

SWFDTW

New Windsor Stewart

Fri 12/5

12:27 pm-12:19 am

1 stop11h 52m

Detroit Metropolitan Wayne County

Sun 12/7

6:55 pm-11:37 am

1 stop16h 42m

$227

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Fri 1/9

11:09 am-11:42 pm

1 stop13h 33m

Chicago O'Hare Intl

Sun 1/11

5:59 pm-10:19 am

1 stop15h 20m

$232

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Fri 11/21

11:12 am-9:17 am

1 stop23h 05m

Chicago O'Hare Intl

Sun 11/23

12:55 pm-10:07 am

2 stops20h 12m

$273

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Wed 11/26

12:17 pm-4:25 pm

1 stop29h 08m

Chicago O'Hare Intl

Wed 12/3

4:01 pm-11:37 am

2 stops42h 36m

$276

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Fri 11/14

11:01 am-12:27 am

1 stop14h 26m

Chicago O'Hare Intl

Sun 11/16

3:26 pm-11:11 am

1 stop18h 45m

$282

New WindsorGrand Rapids

SWF - GRR

SWFGRR

New Windsor Stewart

Fri 12/5

7:30 pm-5:45 pm

1 stop22h 15m

Grand Rapids Gerald R. Ford Intl

Mon 12/8

9:00 am-6:40 pm

1 stop9h 40m

$294

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Thu 11/20

11:43 am-7:26 am

1 stop20h 43m

Chicago O'Hare Intl

Mon 11/24

6:15 pm-8:53 am

1 stop13h 38m

$303

New WindsorDetroit

SWF - DTW

SWFDTW

New Windsor Stewart

Fri 11/14

11:01 am-9:19 am

2 stops22h 18m

Detroit Metropolitan Wayne County

Sun 11/16

8:05 pm-11:11 am

1 stop15h 06m

$310

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Mon 11/10

12:01 pm-2:51 pm

3 stops27h 50m

Chicago O'Hare Intl

Thu 11/13

3:26 pm-10:11 am

1 stop17h 45m

$316

New WindsorGrand Rapids

SWF - GRR

SWFGRR

New Windsor Stewart

Fri 12/19

8:11 pm-8:48 am

1 stop12h 37m

Grand Rapids Gerald R. Ford Intl

Wed 12/24

6:00 am-4:44 pm

1 stop10h 44m

$334

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

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

Have a flexible travel schedule? Discover the best time to fly to Michigan 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 Michigan

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

Currently, March is the cheapest month in which you can book a flight from New Windsor to Michigan (average of $49). Flying from New Windsor to Michigan in January is currently the most expensive (average of $108). 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 SWF to MI?

Find hourly flight availability from Stewart to Michigan. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 29, 2025.

A simple way to save on the total cost of your ticket is to fly from New Windsor to Michigan in the afternoon. If you’re flexible enough to do this you can expect to save up to 64% on your trip compared to booking a flight at noon.

Related info for your journey

Find useful and relevant information for your journey from Stewart to Michigan. 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 from for flights from New Windsor to Michigan?

    New Windsor Stewart (SWF) is the airport you will fly out of if you book a flight from New Windsor to Michigan. It is only a 4.3 mi journey to Stewart (SWF) from New Windsor’s city center.

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

    Airlines like Allegiant Air fly from New Windsor to Michigan in about 22h 15m. The time it takes to get you to your destination can typically vary by up to . There are 592 mi between New Windsor and Michigan.

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

    When deciding which route to take from New Windsor to Michigan consider New Windsor Stewart - Detroit Metropolitan Wayne County, New Windsor Stewart - Grand Rapids Gerald R. Ford Intl or New Windsor Stewart - Chicago O'Hare Intl as they are the most popular.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Stewart to Michigan 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 New Windsor to Michigan?

    Currently, March is the cheapest month in which you can book a flight from New Windsor to Michigan (average of $49). Flying from New Windsor to Michigan in January is currently the most expensive (average of $108). 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

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