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Stewart

$99+ 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 10/5. Fares are subject to change and may not be available on all flights or dates of travel.
DTW — SWF
Aug 4 — Aug 111
Mon 8/4
Mon 8/11
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 July 30, 2025.

Round-trip from

$212
(Mytrip)

One-way from

$110
(Mytrip)

Popular in

December

Cheapest in

February

Average price

$173
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. 13% potential increase in price ($26 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 July 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 July 30, 2025.

This Mytrip deal was found by Cheapflights users on 7/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/245:16 pmORD - SWF
1 stop15h 56mMultiple Airlines
Mon 8/255:36 pmSWF - ORD
1 stop17h 55mMultiple Airlines
Deal found 7/30$212
This Mytrip deal was found by Cheapflights users on 7/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/288:00 amGRR - SWF
1 stop10h 00mAllegiant Air
Mon 9/111:02 amSWF - GRR
1 stop6h 43mAllegiant Air
Deal found 7/30$268
This Mytrip deal was found by Cheapflights users on 7/28. 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 8/226:28 amDTW - SWF
1 stop10h 18mMultiple Airlines
Mon 8/255:36 pmSWF - DTW
2 stops24h 39mMultiple Airlines
Deal found 7/28$276
This Mytrip deal was found by Cheapflights users on 7/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/289:52 amGRR - SWF
2 stops27h 13mMultiple Airlines
Mon 9/111:02 amSWF - GRR
1 stop6h 43mMultiple Airlines
Deal found 7/30$325
This Mytrip deal was found by Cheapflights users on 7/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/147:37 pmSBN - SWF
1 stop14h 48mAllegiant Air
Sun 8/178:33 pmSWF - SBN
1 stop12h 37mAllegiant Air
Deal found 7/29$380
This Mytrip deal was found by Cheapflights users on 7/27. 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 8/152:54 pmMDW - SWF
2 stops18h 19mAllegiant Air
Sun 8/178:33 pmSWF - MDW
2 stops22h 44mAllegiant Air
Deal found 7/27$399
This Mytrip deal was found by Cheapflights users on 7/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/77:47 pmSBN - SWF
1 stop14h 42mMultiple Airlines
Sun 8/107:52 pmSWF - SBN
2 stops23h 08mMultiple Airlines
Deal found 7/29$468
This Mytrip deal was found by Cheapflights users on 7/28. 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 8/82:46 pmMDW - SWF
2 stops18h 27mMultiple Airlines
Sun 8/107:52 pmSWF - MDW
2 stops19h 04mMultiple Airlines
Deal found 7/28$538
This FlightHub deal was found by Cheapflights users on 7/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/1011:55 amSBN - SWF
1 stop7h 17mBreeze Airways
Sat 8/167:29 pmSWF - SBN
1 stop15h 46mBreeze Airways
Deal found 7/30$623
This Gotogate deal was found by Cheapflights users on 7/30. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/812:07 pmLAN - SWF
1 stop22h 46mBreeze Airways
Fri 10/1012:24 pmSWF - LAN
2 stops23h 03mBreeze Airways
Deal found 7/30$728

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 July 30, 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

Sun 8/24

5:16 pm-10:12 am

1 stop15h 56m

New Windsor Stewart

Mon 8/25

5:36 pm-10:31 am

1 stop17h 55m

$212

Grand RapidsNew Windsor

GRR - SWF

GRRSWF

Grand Rapids Gerald R. Ford Intl

Thu 8/28

8:00 am-6:00 pm

1 stop10h 00m

New Windsor Stewart

Mon 9/1

11:02 am-5:45 pm

1 stop6h 43m

$268

DetroitNew Windsor

DTW - SWF

DTWSWF

Detroit Metropolitan Wayne County

Fri 8/22

6:28 am-4:46 pm

1 stop10h 18m

New Windsor Stewart

Mon 8/25

5:36 pm-6:15 pm

2 stops24h 39m

$276

Grand RapidsNew Windsor

GRR - SWF

GRRSWF

Grand Rapids Gerald R. Ford Intl

Thu 8/28

9:52 am-1:05 pm

2 stops27h 13m

New Windsor Stewart

Mon 9/1

11:02 am-5:45 pm

1 stop6h 43m

$325

South BendNew Windsor

SBN - SWF

SBNSWF

South Bend/Michiana

Thu 8/14

7:37 pm-10:25 am

1 stop14h 48m

New Windsor Stewart

Sun 8/17

8:33 pm-9:10 am

1 stop12h 37m

$380

ChicagoNew Windsor

MDW - SWF

MDWSWF

Chicago Midway

Fri 8/15

2:54 pm-10:13 am

2 stops18h 19m

New Windsor Stewart

Sun 8/17

8:33 pm-6:17 pm

2 stops22h 44m

$399

South BendNew Windsor

SBN - SWF

SBNSWF

South Bend/Michiana

Sun 8/10

11:55 am-7:12 pm

1 stop7h 17m

New Windsor Stewart

Sat 8/16

7:29 pm-11:15 am

1 stop15h 46m

$623

LansingNew Windsor

LAN - SWF

LANSWF

Lansing Capital City

Wed 10/8

12:07 pm-10:53 am

1 stop22h 46m

New Windsor Stewart

Fri 10/10

12:24 pm-11:27 am

2 stops23h 03m

$728

DetroitNew Windsor

DTW - SWF

DTWSWF

Detroit Metropolitan Wayne County

Sun 10/5

5:54 pm-10:11 am

1 stop16h 17m

$99

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Fri 8/15

5:16 pm-10:13 am

1 stop15h 57m

$122

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/27

Showing 1-10 of 18 results
1
2

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 August is currently the most expensive (average of $206). 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 July 30, 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.

Reviews of airlines servicing Stewart

Get insights into the airlines that provide service to Stewart. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Stewart. Reviews last updated July 30, 2025.
See what other customers who have flown with Breeze Airways and Allegiant Air from Michigan to New Windsor have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.0
Very good
191 reviews

Crew

8.7

Entertainment

6.5

Food

6.7

Overall

8.0

Boarding

8.2

Comfort

8.1

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Breeze Airways
8.0
Very good
191 reviews
Breeze Airways
8.0
Very good
191 reviews

Crew

8.7

Entertainment

6.5

Food

6.7

Overall

8.0

Boarding

8.2

Comfort

8.1

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Allegiant Air
7.2
Good
703 reviews
Breeze Airways
8.0
Very good
191 reviews

Crew

8.7

Entertainment

6.5

Food

6.7

Overall

8.0

Boarding

8.2

Comfort

8.1

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!

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.

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

    While some choose either Detroit Metropolitan Wayne County - New Windsor Stewart or South Bend/Michiana - New Windsor Stewart, Chicago O'Hare Intl - 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 August is currently the most expensive (average of $206). 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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