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$106+ Cheap flights from Newburgh, NY 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 2/9. Fares are subject to change and may not be available on all flights or dates of travel.
JFK — MKE
Feb 20 — Feb 271
Fri 2/20
Fri 2/27
1 adult, Economy
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Cheap flight deals from Newburgh to Wisconsin

Cheapest flights from Newburgh to Wisconsin
Explore the most affordable flight options available from Newburgh to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/19. 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 3/1512:29 pm
SWF
-
ORD
1 stop23h 52m
Multiple Airlines
Wed 3/186:36 pm
ORD
-
SWF
1 stop14h 03m
Multiple Airlines
Deal found 1/19$242
This Kiwi.com deal was found by Cheapflights users on 1/21. 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 2/612:11 pm
SWF
-
ORD
2 stops29h 29m
Multiple Airlines
Sun 2/88:43 pm
ORD
-
SWF
1 stop12h 36m
Multiple Airlines
Deal found 1/21$281
This Kiwi.com deal was found by Cheapflights users on 1/20. 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 2/1912:22 pm
SWF
-
ORD
1 stop12h 02m
Multiple Airlines
Thu 2/265:15 am
ORD
-
SWF
2 stops29h 16m
Multiple Airlines
Deal found 1/20$297
This Kiwi.com deal was found by Cheapflights users on 1/18. 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 2/112:13 pm
SWF
-
ORD
1 stop30h 39m
Multiple Airlines
Thu 2/58:43 pm
ORD
-
SWF
1 stop12h 36m
Multiple Airlines
Deal found 1/18$299
This Kiwi.com deal was found by Cheapflights users on 1/20. 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 2/511:48 am
SWF
-
ORD
1 stop8h 53m
Multiple Airlines
Thu 2/125:05 am
ORD
-
SWF
2 stops28h 09m
Multiple Airlines
Deal found 1/20$360
This Kiwi.com deal was found by Cheapflights users on 1/20. 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 6/2912:15 pm
SWF
-
ORD
2 stops20h 44m
Multiple Airlines
Wed 7/155:32 pm
ORD
-
SWF
1 stop15h 06m
Multiple Airlines
Deal found 1/20$393
This Kiwi.com deal was found by Cheapflights users on 1/20. 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 2/1911:48 am
SWF
-
MKE
1 stop22h 55m
Multiple Airlines
Thu 2/267:37 pm
MKE
-
SWF
1 stop13h 36m
Multiple Airlines
Deal found 1/20$420
This Kiwi.com deal was found by Cheapflights users on 1/18. 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 6/1810:28 am
SWF
-
ORD
1 stop10h 20m
Multiple Airlines
Sat 6/204:10 pm
ORD
-
SWF
1 stop15h 48m
Multiple Airlines
Deal found 1/18$423
This Kiwi.com deal was found by Cheapflights users on 1/19. 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 6/1810:28 am
SWF
-
ORD
1 stop10h 20m
Multiple Airlines
Sun 6/2112:41 pm
ORD
-
SWF
1 stop19h 08m
Multiple Airlines
Deal found 1/19$429
This Kiwi.com deal was found by Cheapflights users on 1/21. 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 2/67:33 pm
SWF
-
MKE
1 stop15h 44m
Multiple Airlines
Sun 2/86:58 pm
MKE
-
SWF
1 stop22h 45m
Multiple Airlines
Deal found 1/21$489
This Kiwi.com deal was found by Cheapflights users on 1/20. 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 1/2312:11 pm
SWF
-
MSN
2 stops21h 57m
Breeze Airways
Sat 1/246:16 pm
MSN
-
SWF
1 stop16h 17m
Breeze Airways
Deal found 1/20$556
This Kiwi.com deal was found by Cheapflights users on 1/20. 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 2/1911:48 am
SWF
-
MSP
1 stop8h 44m
Multiple Airlines
Sun 2/228:12 pm
MSP
-
SWF
2 stops14h 19m
Multiple Airlines
Deal found 1/20$631

Find flight deals from Newburgh to Wisconsin

Keep the following information in mind while searching for Newburgh to Wisconsin flight deals. Data was last updated January 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$281
(Kiwi.com)

One-way from

$106
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$353
Provider with most accurate pricing for New York (NYC)-Milwaukee-Mitchell flight deals.
Search Deals
Provider most trusted by Cheapflights users for New York (NYC)-Milwaukee-Mitchell flights.
Search Deals
From Newburgh to Wisconsin
Search Deals
One-way flight from Newburgh to Wisconsin
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($28 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Newburgh 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 January 21, 2026.
Use the filters below to find and compare flights from Newburgh to Wisconsin that are best for you.

Fly from

Newburgh

Fly to

Wisconsin

Route

Depart

Return

Price

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Sun 3/15

12:29 pm-11:21 am

1 stop23h 52m

Chicago O'Hare Intl

Wed 3/18

6:36 pm-9:39 am

1 stop14h 03m

$242

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Fri 2/6

12:11 pm-4:40 pm

2 stops29h 29m

Chicago O'Hare Intl

Sun 2/8

8:43 pm-10:19 am

1 stop12h 36m

$281

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Thu 2/19

12:22 pm-11:24 pm

1 stop12h 02m

Chicago O'Hare Intl

Thu 2/26

5:15 am-11:31 am

2 stops29h 16m

$297

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Sun 2/1

12:13 pm-5:52 pm

1 stop30h 39m

Chicago O'Hare Intl

Thu 2/5

8:43 pm-10:19 am

1 stop12h 36m

$299

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Thu 2/5

11:48 am-7:41 pm

1 stop8h 53m

Chicago O'Hare Intl

Thu 2/12

5:05 am-10:14 am

2 stops28h 09m

$360

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Mon 6/29

12:15 pm-7:59 am

2 stops20h 44m

Chicago O'Hare Intl

Wed 7/15

5:32 pm-9:38 am

1 stop15h 06m

$393

New WindsorMilwaukee

SWF - MKE

SWFMKE

New Windsor Stewart

Thu 2/19

11:48 am-9:43 am

1 stop22h 55m

Milwaukee-Mitchell

Thu 2/26

7:37 pm-10:13 am

1 stop13h 36m

$420

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Thu 6/18

10:28 am-7:48 pm

1 stop10h 20m

Chicago O'Hare Intl

Sat 6/20

4:10 pm-8:58 am

1 stop15h 48m

$423

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Thu 6/18

10:28 am-7:48 pm

1 stop10h 20m

Chicago O'Hare Intl

Sun 6/21

12:41 pm-8:49 am

1 stop19h 08m

$429

New WindsorMilwaukee

SWF - MKE

SWFMKE

New Windsor Stewart

Fri 2/6

7:33 pm-10:17 am

1 stop15h 44m

Milwaukee-Mitchell

Sun 2/8

6:58 pm-6:43 pm

1 stop22h 45m

$489

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 46 results
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Best time to book a flight from Newburgh to Wisconsin

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

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

Currently, May is the cheapest month in which you can book a flight from Newburgh to Wisconsin (average of $55). Flying from Newburgh to Wisconsin in February is currently the most expensive (average of $236). 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 N3W to WI?

Find hourly flight availability from Newburgh to Wisconsin. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 21, 2026.

One of the essential ways to save on airfare from Newburgh to Wisconsin is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the morning could potentially save you up to 9% on airfare.

What is the cheapest day to fly from Newburgh to Wisconsin?

Use this chart to determine the cheapest time to fly round-trip from Newburgh to Wisconsin. Price data was last updated on January 17, 2026.

Travelers seeking maximum savings on their Newburgh to Wisconsin flight should consider departing on Tuesday mornings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Newburgh to Wisconsin

Explore weekly flight availability from Newburgh to Wisconsin. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated January 21, 2026.

The most flights from N3W to USWI are scheduled on a Monday (6 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (5 on average).

Related info for your journey

Find useful and relevant information for your journey from Newburgh to Wisconsin. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the most popular routes from Newburgh to Wisconsin?

    While some choose either New Windsor Stewart - Chicago O'Hare Intl or New Windsor Stewart - Wausau Central Wisconsin, New Windsor Stewart - Minneapolis St Paul is the most popular route from Newburgh to Wisconsin.

  • What are the most reliable airlines from Newburgh to Wisconsin?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Newburgh to Wisconsin on time: Air France (84%), EL AL (84%), Delta (79%).

  • What are the cheapest flights from Newburgh to Wisconsin?

    On average you can expect to pay $444 for a flight from Newburgh to Wisconsin. The cheapest flight overall is $248 while the most popular route, (New Windsor Stewart - Minneapolis St Paul) is currently priced at $498.

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

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

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

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

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

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

    Currently, May is the cheapest month in which you can book a flight from Newburgh to Wisconsin (average of $55). Flying from Newburgh to Wisconsin in February is currently the most expensive (average of $236). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Newburgh to Wisconsin

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Newburgh to Wisconsin

Discover the top 5 airlines that operate flights from Newburgh to Wisconsin. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$42Average$138FlexibilityNo cancel feeOn-time88%
United AirlinesCheapest$189Average$404FlexibilityNo cancel feeOn-time69%
DeltaCheapest$200Average$433FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$207Average$435FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$298Average$518FlexibilityNo cancel feeOn-time63%

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