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Wisconsin

$84+ 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 2/2. Fares are subject to change and may not be available on all flights or dates of travel.
JFK — MKE
Jan 7 — Jan 141
Wed 1/7
Wed 1/14
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 December 8, 2025.

This Mytrip deal was found by Cheapflights users on 12/7. 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 12/1212:27 pmSWF - ORD
1 stop12h 42mMultiple Airlines
Sun 12/1412:09 pmORD - SWF
2 stops22h 28mMultiple Airlines
Deal found 12/7$408
This Kiwi.com deal was found by Cheapflights users on 12/7. 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 12/157:30 pmSWF - MSP
2 stops51h 44mMultiple Airlines
Sat 1/34:36 pmMSP - SWF
1 stop17h 27mMultiple Airlines
Deal found 12/7$437
This Kiwi.com deal was found by Cheapflights users on 12/5. 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 12/216:28 pmSWF - ORD
2 stops41h 46mMultiple Airlines
Thu 12/255:00 amORD - SWF
1 stop29h 07mMultiple Airlines
Deal found 12/5$439
This Kiwi.com deal was found by Cheapflights users on 12/6. 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.
Tue 12/3011:43 amSWF - MKE
1 stop8h 37mMultiple Airlines
Sun 1/48:06 pmMKE - SWF
1 stop14h 56mMultiple Airlines
Deal found 12/6$444
This Mytrip deal was found by Cheapflights users on 12/7. 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 12/1212:27 pmSWF - ORD
1 stop12h 42mMultiple Airlines
Fri 12/197:30 amORD - SWF
1 stop9h 36mMultiple Airlines
Deal found 12/7$460
This Kiwi.com deal was found by Cheapflights users on 12/6. 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.
Tue 12/3011:43 amSWF - MKE
1 stop8h 37mMultiple Airlines
Sat 1/37:58 pmMKE - SWF
1 stop14h 05mMultiple Airlines
Deal found 12/6$461
This Kiwi.com deal was found by Cheapflights users on 12/6. 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.
Tue 12/3011:43 amSWF - MKE
1 stop8h 37mMultiple Airlines
Wed 12/318:15 pmMKE - SWF
1 stop13h 48mMultiple Airlines
Deal found 12/6$468
This Kiwi.com deal was found by Cheapflights users on 12/7. 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 12/227:10 pmSWF - MKE
1 stop24h 16mMultiple Airlines
Tue 12/308:15 pmMKE - SWF
1 stop19h 29mMultiple Airlines
Deal found 12/7$476
This Kiwi.com deal was found by Cheapflights users on 12/6. 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 12/1411:43 amSWF - MKE
1 stop22h 56mMultiple Airlines
Mon 12/298:15 pmMKE - SWF
1 stop13h 48mMultiple Airlines
Deal found 12/6$479
This Kiwi.com deal was found by Cheapflights users on 12/7. 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.
Wed 12/245:34 pmSWF - ORD
1 stop17h 44mMultiple Airlines
Sun 12/284:44 pmORD - SWF
1 stop17h 03mMultiple Airlines
Deal found 12/7$506
This Kiwi.com deal was found by Cheapflights users on 12/6. 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 12/1212:27 pmSWF - ORD
1 stop23h 41mMultiple Airlines
Sun 12/217:57 pmORD - SWF
2 stops22h 38mMultiple Airlines
Deal found 12/6$513
This Kiwi.com deal was found by Cheapflights users on 12/7. 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 12/198:11 pmSWF - MSN
1 stop22h 17mMultiple Airlines
Wed 12/316:08 pmMSN - SWF
1 stop15h 55mMultiple Airlines
Deal found 12/7$514

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 December 8, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$215
(Mytrip)

One-way from

$84
(Mytrip)

Popular in

December

Cheapest in

April

Average price

$542
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. 4% potential increase in price ($22 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 December 8, 2025.
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

Fri 1/9

11:09 am-7:38 pm

1 stop9h 29m

Chicago O'Hare Intl

Sun 1/11

5:32 pm-10:19 am

1 stop15h 47m

$215

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Sun 1/18

12:13 pm-7:41 pm

1 stop8h 28m

Chicago O'Hare Intl

Sun 1/25

5:25 am-10:19 am

2 stops27h 54m

$259

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Thu 2/5

11:48 am-10:35 am

1 stop23h 47m

Chicago O'Hare Intl

Sun 2/8

3:00 pm-10:19 am

1 stop18h 19m

$279

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Thu 1/15

12:13 pm-7:41 pm

1 stop8h 28m

Chicago O'Hare Intl

Sun 1/18

8:43 pm-10:19 am

1 stop12h 36m

$337

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Mon 1/5

11:37 am-6:39 pm

1 stop8h 02m

Chicago O'Hare Intl

Thu 1/8

8:43 pm-10:19 am

1 stop12h 36m

$387

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Sun 12/21

6:28 pm-11:14 am

2 stops41h 46m

Chicago O'Hare Intl

Thu 12/25

5:00 am-11:07 am

1 stop29h 07m

$439

New WindsorMilwaukee

SWF - MKE

SWFMKE

New Windsor Stewart

Tue 12/30

11:43 am-7:20 pm

1 stop8h 37m

Milwaukee-Mitchell

Sun 1/4

8:06 pm-12:02 pm

1 stop14h 56m

$444

New WindsorMilwaukee

SWF - MKE

SWFMKE

New Windsor Stewart

Tue 12/30

11:43 am-7:20 pm

1 stop8h 37m

Milwaukee-Mitchell

Sat 1/3

7:58 pm-11:03 am

1 stop14h 05m

$461

New WindsorMilwaukee

SWF - MKE

SWFMKE

New Windsor Stewart

Tue 12/30

11:43 am-7:20 pm

1 stop8h 37m

Milwaukee-Mitchell

Wed 12/31

8:15 pm-11:03 am

1 stop13h 48m

$468

New WindsorMilwaukee

SWF - MKE

SWFMKE

New Windsor Stewart

Mon 12/22

7:10 pm-6:26 pm

1 stop24h 16m

Milwaukee-Mitchell

Tue 12/30

8:15 pm-4:44 pm

1 stop19h 29m

$476

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/5

Showing 1-10 of 60 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 $231). 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 December 8, 2025.

One of the essential ways to save on airfare from Newburgh to Wisconsin is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the evening could potentially save you up to 27% 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 December 6, 2025.

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 evenings 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 December 8, 2025.

The most flights from N3W to USWI are scheduled on a Monday (5 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (4 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.

  • How long is the flight from Newburgh to Wisconsin?

    There are many flights that can get you from Newburgh to Wisconsin in 19h 58m. Fly via Breeze Airways or Allegiant Air to get the fastest option. The distance between Newburgh and Wisconsin is about 753 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    While some choose either New Windsor Stewart - Milwaukee-Mitchell or New Windsor Stewart - Minneapolis St Paul, New Windsor Stewart - Chicago O'Hare Intl 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: EL AL (81%), Scandinavian Airlines (76%), KLM (76%).

  • What are the cheapest flights from Newburgh to Wisconsin?

    On average you can expect to pay $461 for a flight from Newburgh to Wisconsin. The cheapest flight overall is $248 while the most popular route, (New Windsor Stewart - Chicago O'Hare Intl) is currently priced at $215.

  • 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 $231). 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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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 December 8, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$70Average$146FlexibilityNo cancel feeOn-time88%
United AirlinesCheapest$168Average$398FlexibilityNo cancel feeOn-time69%
DeltaCheapest$206Average$443FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$207Average$444FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$298Average$518FlexibilityNo cancel feeOn-time63%

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