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$94+ 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 4/9. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — DTW
Apr 25 — May 21
Sat 4/25
Sat 5/2
1 adult, Economy
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Cheap 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 March 26, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/25. 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 4/3011:45 am
SWF
-
ORD
1 stop10h 32m
Multiple Airlines
Sat 5/27:15 pm
ORD
-
SWF
1 stop14h 40m
Multiple Airlines
Deal found 3/25$220
This Kiwi.com deal was found by Cheapflights users on 3/24. 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 4/2611:45 am
SWF
-
ORD
2 stops23h 38m
Multiple Airlines
Wed 4/297:15 pm
ORD
-
SWF
1 stop14h 40m
Multiple Airlines
Deal found 3/24$244
This Kiwi.com deal was found by Cheapflights users on 3/25. 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 4/1611:45 am
SWF
-
ORD
1 stop10h 32m
Multiple Airlines
Wed 4/227:15 pm
ORD
-
SWF
1 stop14h 40m
Multiple Airlines
Deal found 3/25$245
This Kiwi.com deal was found by Cheapflights users on 3/22. 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 4/1611:45 am
SWF
-
SBN
1 stop22h 14m
Allegiant Air
Sun 4/199:16 pm
SBN
-
SWF
1 stop13h 39m
Allegiant Air
Deal found 3/22$261
This Kiwi.com deal was found by Cheapflights users on 3/22. 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 5/711:45 am
SWF
-
ORD
1 stop12h 14m
Multiple Airlines
Wed 5/133:55 pm
ORD
-
SWF
1 stop16h 03m
Multiple Airlines
Deal found 3/22$261
This Kiwi.com deal was found by Cheapflights users on 3/23. 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 5/1711:45 am
SWF
-
ORD
1 stop12h 14m
Multiple Airlines
Wed 5/203:55 pm
ORD
-
SWF
1 stop16h 03m
Multiple Airlines
Deal found 3/23$262
This Kiwi.com deal was found by Cheapflights users on 3/23. 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 5/1411:45 am
SWF
-
ORD
1 stop12h 14m
Multiple Airlines
Wed 5/203:55 pm
ORD
-
SWF
1 stop16h 03m
Multiple Airlines
Deal found 3/23$271
This Kiwi.com deal was found by Cheapflights users on 3/25. 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 4/3011:45 am
SWF
-
SBN
1 stop22h 14m
Allegiant Air
Sun 5/37:35 pm
SBN
-
SWF
1 stop15h 15m
Allegiant Air
Deal found 3/25$273
This Kiwi.com deal was found by Cheapflights users on 3/23. 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 5/1411:45 am
SWF
-
SBN
1 stop22h 14m
Allegiant Air
Sun 5/178:13 pm
SBN
-
SWF
1 stop14h 42m
Allegiant Air
Deal found 3/23$287
This Kiwi.com deal was found by Cheapflights users on 3/22. 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 5/311:45 am
SWF
-
ORD
1 stop13h 10m
Multiple Airlines
Wed 5/63:55 pm
ORD
-
SWF
1 stop16h 03m
Multiple Airlines
Deal found 3/22$292
This Kiwi.com deal was found by Cheapflights users on 3/22. 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 4/1611:45 am
SWF
-
ORD
1 stop10h 32m
Multiple Airlines
Sat 4/181:27 pm
ORD
-
SWF
1 stop20h 28m
Multiple Airlines
Deal found 3/22$302
This Kiwi.com deal was found by Cheapflights users on 3/23. 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 5/1511:45 am
SWF
-
SBN
1 stop8h 32m
Allegiant Air
Sun 5/178:13 pm
SBN
-
SWF
1 stop14h 42m
Allegiant Air
Deal found 3/23$305

Find flight deals from Stewart to Michigan

Keep the following information in mind while searching for Stewart to Michigan flight deals. Data was last updated March 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$220
(Kiwi.com)

One-way from

$94
(Kiwi.com)

Popular in

April

Cheapest in

February

Average price

$210
Provider with most accurate pricing for New York (NYC)-Detroit (DTT) flight deals.
Search Deals
Provider most trusted by Cheapflights users for New York (NYC)-Detroit (DTT) flights.
Search Deals
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. 5% potential increase in price ($12 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 March 2026
Search Deals

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 March 26, 2026.
Use the filters below to find and compare flights from New Windsor to Michigan that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Thu 4/30

11:45 am-9:17 pm

1 stop10h 32m

Chicago O'Hare Intl

Sat 5/2

7:15 pm-10:55 am

1 stop14h 40m

$220

New WindsorSouth Bend

SWF - SBN

SWFSBN

New Windsor Stewart

Thu 4/16

11:45 am-9:59 am

1 stop22h 14m

South Bend/Michiana

Sun 4/19

9:16 pm-10:55 am

1 stop13h 39m

$261

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Sun 5/17

11:45 am-10:59 pm

1 stop12h 14m

Chicago O'Hare Intl

Wed 5/20

3:55 pm-8:58 am

1 stop16h 03m

$262

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Thu 5/14

11:45 am-10:59 pm

1 stop12h 14m

Chicago O'Hare Intl

Wed 5/20

3:55 pm-8:58 am

1 stop16h 03m

$271

New WindsorSouth Bend

SWF - SBN

SWFSBN

New Windsor Stewart

Thu 4/30

11:45 am-9:59 am

1 stop22h 14m

South Bend/Michiana

Sun 5/3

7:35 pm-10:50 am

1 stop15h 15m

$273

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Sun 5/3

11:45 am-11:55 pm

1 stop13h 10m

Chicago O'Hare Intl

Wed 5/6

3:55 pm-8:58 am

1 stop16h 03m

$292

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Thu 4/16

11:45 am-9:17 pm

1 stop10h 32m

Chicago O'Hare Intl

Sat 4/18

1:27 pm-10:55 am

1 stop20h 28m

$302

New WindsorSouth Bend

SWF - SBN

SWFSBN

New Windsor Stewart

Fri 5/15

11:45 am-8:17 pm

1 stop8h 32m

South Bend/Michiana

Sun 5/17

8:13 pm-10:55 am

1 stop14h 42m

$305

New WindsorSouth Bend

SWF - SBN

SWFSBN

New Windsor Stewart

Fri 5/1

11:40 am-8:17 pm

1 stop8h 37m

South Bend/Michiana

Sun 5/3

7:35 pm-10:50 am

1 stop15h 15m

$321

New WindsorChicago

SWF - MDW

SWFMDW

New Windsor Stewart

Fri 5/1

11:40 am-4:13 pm

1 stop29h 33m

Chicago Midway

Wed 5/6

3:07 pm-8:58 am

2 stops16h 51m

$323

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/25

Showing 1-10 of 60 resultsSorted by cheapest first
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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, November is the cheapest month in which you can book a flight from New Windsor to Michigan (average of $54). Flying from New Windsor to Michigan in June is currently the most expensive (average of $74). 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 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 14m. The time it takes to get you to your destination can typically vary by up to . There are 630 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 - Chicago O'Hare Intl, New Windsor Stewart - Detroit Metropolitan Wayne County or New Windsor Stewart - Grand Rapids Gerald R. Ford 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, November is the cheapest month in which you can book a flight from New Windsor to Michigan (average of $54). Flying from New Windsor to Michigan in June is currently the most expensive (average of $74). 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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