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$90+ Cheap flights from New Windsor (SWF) to Wisconsin

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 10/3. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — MKE
oct. 11 — oct. 181
sáb. 10/11
sáb. 10/18
1 adult, Economy
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Cheap flight deals from Stewart to Wisconsin

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

Round-trip from

$217
(Kiwi.com)

One-way from

$90
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$319
From New Windsor Stewart to Wisconsin
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One-way flight from New Windsor Stewart to Wisconsin
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Highest demand for flights based on searches. 3% potential increase in price ($12 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($8 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 Stewart to Wisconsin

Cheapest flights from Stewart to Wisconsin
Explore the most affordable flight options available from Stewart to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on septiembre 11, 2025.

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.
lun. 10/273:01 pmSWF - ORD
1 stop11h 02mMultiple Airlines
jue. 11/610:49 amORD - SWF
1 stop22h 52mMultiple Airlines
Deal found 9/11$217
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.
vie. 10/2411:31 amSWF - ORD
2 stops13h 13mMultiple Airlines
dom. 10/262:14 pmORD - SWF
1 stop22h 57mMultiple Airlines
Deal found 9/10$245
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.
lun. 10/273:01 pmSWF - ORD
2 stops22h 52mMultiple Airlines
dom. 11/27:43 pmORD - SWF
1 stop14h 28mMultiple Airlines
Deal found 9/11$260
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.
lun. 10/273:01 pmSWF - ORD
1 stop11h 02mMultiple Airlines
mié. 11/510:18 amORD - SWF
1 stop23h 45mMultiple Airlines
Deal found 9/11$270
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.
lun. 10/273:01 pmSWF - ORD
1 stop11h 02mMultiple Airlines
sáb. 11/15:28 pmORD - SWF
1 stop17h 35mMultiple Airlines
Deal found 9/11$276
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.
jue. 10/97:11 pmSWF - ORD
1 stop15h 57mMultiple Airlines
sáb. 10/116:00 pmORD - SWF
1 stop23h 21mMultiple Airlines
Deal found 9/10$340
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.
jue. 10/306:16 pmSWF - ATW
1 stop25h 30mAllegiant Air
lun. 11/35:12 pmATW - SWF
1 stop16h 14mAllegiant Air
Deal found 9/9$342
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
lun. 11/2410:57 amSWF - ATW
1 stop22h 49mAllegiant Air
dom. 11/309:00 amATW - SWF
1 stop23h 06mAllegiant Air
Deal found 9/8$422
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.
jue. 9/117:12 pmSWF - MSN
2 stops25h 02mMultiple Airlines
sáb. 9/276:08 pmMSN - SWF
1 stop15h 55mMultiple Airlines
Deal found 9/9$501
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.
mié. 11/267:25 pmSWF - ATW
1 stop20h 49mAllegiant Air
dom. 11/309:00 amATW - SWF
1 stop23h 06mAllegiant Air
Deal found 9/9$529
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.
jue. 10/1611:43 amSWF - ORD
1 stop10h 50mMultiple Airlines
dom. 10/196:58 pmORD - SWF
2 stops15h 46mMultiple Airlines
Deal found 9/11$533
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
lun. 11/2410:57 amSWF - ATW
1 stop22h 49mAllegiant Air
sáb. 11/296:51 pmATW - SWF
1 stop13h 31mAllegiant Air
Deal found 9/8$552

Cheapflights Fare Finder

 
Customize your flight search to find flights from Stewart to Wisconsin 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 septiembre 11, 2025.
Use the filters below to find and compare flights from New Windsor to Wisconsin that are best for you.

Fly from

Stewart

Fly to

Wisconsin

Route

Depart

Return

Price

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

lun. 10/27

3:01 pm-1:03 am

1 stop11h 02m

Chicago O'Hare Intl

jue. 11/6

10:49 am-10:41 am

1 stop22h 52m

$217

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

vie. 10/24

11:31 am-10:50 am

1 stop24h 19m

Chicago O'Hare Intl

dom. 10/26

7:43 pm-2:11 pm

1 stop17h 28m

$217

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

lun. 10/27

3:01 pm-1:03 am

1 stop11h 02m

Chicago O'Hare Intl

dom. 11/2

2:14 pm-11:11 am

1 stop19h 57m

$217

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

lun. 10/27

3:01 pm-1:03 am

1 stop11h 02m

Chicago O'Hare Intl

mié. 11/5

10:18 am-11:03 am

1 stop23h 45m

$270

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

lun. 10/27

3:01 pm-1:03 am

1 stop11h 02m

Chicago O'Hare Intl

sáb. 11/1

5:28 pm-12:03 pm

1 stop17h 35m

$276

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

jue. 10/9

7:11 pm-10:08 am

1 stop15h 57m

Chicago O'Hare Intl

sáb. 10/11

6:00 pm-6:21 pm

1 stop23h 21m

$340

New WindsorAppleton

SWF - ATW

SWFATW

New Windsor Stewart

jue. 10/30

6:16 pm-6:46 pm

1 stop25h 30m

Appleton Intl

lun. 11/3

5:12 pm-10:26 am

1 stop16h 14m

$342

New WindsorAppleton

SWF - ATW

SWFATW

New Windsor Stewart

lun. 11/24

10:57 am-8:46 am

1 stop22h 49m

Appleton Intl

dom. 11/30

9:00 am-9:06 am

1 stop23h 06m

$422

New WindsorAppleton

SWF - ATW

SWFATW

New Windsor Stewart

mié. 11/26

7:25 pm-3:14 pm

1 stop20h 49m

Appleton Intl

dom. 11/30

9:00 am-9:06 am

1 stop23h 06m

$529

New WindsorAppleton

SWF - ATW

SWFATW

New Windsor Stewart

lun. 11/24

10:57 am-8:46 am

1 stop22h 49m

Appleton Intl

sáb. 11/29

6:51 pm-9:22 am

1 stop13h 31m

$552

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 52 results
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Best time to book a flight from Stewart to Wisconsin

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

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

Currently, February is the cheapest month in which you can book a flight from New Windsor to Wisconsin (average of $280). Flying from New Windsor to Wisconsin in June is currently the most expensive (average of $376). 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 Wisconsin. 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 Wisconsin?

    New Windsor Stewart (SWF) is the airport you will fly out of if you book a flight from New Windsor to Wisconsin. 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 Wisconsin?

    There are many flights that can get you from New Windsor to Wisconsin in 21h 44m. Fly via Allegiant Air or Breeze Airways to get the fastest option. Airlines will cover a distance of 785 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    While some choose either New Windsor Stewart - Appleton Intl or New Windsor Stewart - Milwaukee-Mitchell, New Windsor Stewart - Chicago O'Hare Intl is the most popular route from New Windsor to Wisconsin.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Stewart to Wisconsin 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 Wisconsin?

    Currently, February is the cheapest month in which you can book a flight from New Windsor to Wisconsin (average of $280). Flying from New Windsor to Wisconsin in June is currently the most expensive (average of $376). 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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