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$97+ 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 5/30. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — MKE
May 5 — May 121
Mon 5/5
Mon 5/12
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 April 30, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$203
(Mytrip)

One-way from

$97
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$314
Provider with most accurate pricing for New York (NYC)-Milwaukee-Mitchell flight deals.
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Provider most trusted by Cheapflights users for New York (NYC)-Milwaukee-Mitchell flights.
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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. 16% potential increase in price ($66 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 30, 2025.

This Mytrip deal was found by Cheapflights users on 4/28. 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 5/3011:55 amSWF - ORD
1 stop21h 55mMultiple Airlines
Sun 6/19:55 amORD - SWF
1 stop24h 10mMultiple Airlines
Deal found 4/28$203
This Mytrip deal was found by Cheapflights users on 4/28. 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 7/187:56 pmSWF - MKE
2 stops34h 33mMultiple Airlines
Sun 7/208:51 pmMKE - SWF
2 stops21h 15mMultiple Airlines
Deal found 4/28$356
This Mytrip deal was found by Cheapflights users on 4/29. 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.
Sun 7/277:52 pmSWF - ATW
1 stop28h 14mMultiple Airlines
Wed 7/307:30 amATW - SWF
1 stop9h 40mMultiple Airlines
Deal found 4/29$364
This Mytrip deal was found by Cheapflights users on 4/28. 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 5/211:50 amSWF - MSP
2 stops12h 59mMultiple Airlines
Sun 5/46:00 amMSP - SWF
2 stops28h 00mMultiple Airlines
Deal found 4/28$480
This KAYAK deal was found by Cheapflights users on 4/29. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/161:28 pmSWF - MSN
2 stops21h 33mBreeze Airways
Sat 5/175:05 pmMSN - SWF
1 stop17h 21mBreeze Airways
Deal found 4/29$803

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 April 30, 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

Fri 5/30

11:55 am-8:50 am

1 stop21h 55m

Chicago O'Hare Intl

Sun 6/1

9:55 am-11:05 am

1 stop24h 10m

$203

New WindsorMilwaukee

SWF - MKE

SWFMKE

New Windsor Stewart

Fri 7/18

7:56 pm-5:29 am

2 stops34h 33m

Milwaukee-Mitchell

Sun 7/20

8:51 pm-7:06 pm

2 stops21h 15m

$356

New WindsorAppleton

SWF - ATW

SWFATW

New Windsor Stewart

Sun 7/27

7:52 pm-11:06 pm

1 stop28h 14m

Appleton Intl

Wed 7/30

7:30 am-6:10 pm

1 stop9h 40m

$364

New WindsorMadison

SWF - MSN

SWFMSN

New Windsor Stewart

Fri 5/16

1:28 pm-10:01 am

2 stops21h 33m

Madison Truax Field

Sat 5/17

5:05 pm-11:26 am

1 stop17h 21m

$803

New WindsorMinneapolis

SWF - MSP

SWFMSP

New Windsor Stewart

Thu 6/26

7:52 pm-2:24 pm

1 stop19h 32m

Minneapolis St Paul

Sun 7/6

7:18 am-7:12 pm

1 stop10h 54m

$824

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Fri 5/30

11:55 am-12:05 am

1 stop13h 10m

$97

New WindsorMinneapolis

SWF - MSP

SWFMSP

New Windsor Stewart

Mon 7/14

7:56 pm-1:17 pm

2 stops18h 21m

$136

New WindsorMilwaukee

SWF - MKE

SWFMKE

New Windsor Stewart

Mon 5/26

11:55 am-11:27 am

2 stops24h 32m

$153

New WindsorMadison

SWF - MSN

SWFMSN

New Windsor Stewart

Fri 5/30

1:28 pm-4:19 pm

2 stops27h 51m

$350

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

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.

Rainfall in Wisconsin by month

Plan your trip to Wisconsin by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Wisconsin ranges from 1.4 - 4.0 inches per month. June is typically the wettest month, when rainfall can reach 4.0 in. January is typically the driest time to visit Wisconsin when rainfall is around 1.4 in.

Temperature in Wisconsin by month

Plan your trip to Wisconsin by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Wisconsin, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 21.2 F).

Reviews of airlines servicing Wisconsin

Get insights into the airlines that provide service to Wisconsin. 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 Wisconsin. Reviews last updated April 30, 2025.
Breeze Airways
8.1
Very good
160 reviews

Entertainment

6.6

Comfort

8.2

Crew

8.8

Overall

8.1

Boarding

8.3

Food

6.7

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.1
Very good
160 reviews
Breeze Airways
8.1
Very good
160 reviews

Entertainment

6.6

Comfort

8.2

Crew

8.8

Overall

8.1

Boarding

8.3

Food

6.7

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

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.

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

    While some choose either New Windsor Stewart - Minneapolis St Paul 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.

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