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Stewart

$98+ Cheap flights from Wisconsin 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 1/25. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SWF
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
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Cheap flight deals from Wisconsin to Stewart

Discover tips and strategies to find the most affordable flight options for your journey from Wisconsin (USWI) to Stewart (SWF). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.

Round-trip from

$261
(Mytrip)

One-way from

$106
(Mytrip)
From Wisconsin to New Windsor Stewart
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One-way flight from Wisconsin to New Windsor Stewart
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Find flight deals from Wisconsin to Stewart

Cheapest flights from Wisconsin to Stewart
Explore the most affordable flight options available from Wisconsin to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.

This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/255:35 amORD - SWF
1 stop10h 44mMultiple Airlines
Sat 2/15:59 pmSWF - ORD
1 stop16h 40mMultiple Airlines
Deal found 1/20$232
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/159:57 pmMKE - SWF
2 stops12h 08mMultiple Airlines
Sun 5/1811:36 amSWF - MKE
2 stops22h 54mMultiple Airlines
Deal found 1/21$321
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/66:00 amMSP - SWF
3 stops28h 25mMultiple Airlines
Mon 2/102:10 pmSWF - MSP
3 stops31h 08mMultiple Airlines
Deal found 1/21$347

Find flights from Wisconsin to Stewart within your budget

Customize your flight search to find flights from Wisconsin 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 January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Sat 1/25

5:35 am-5:19 pm

1 stop10h 44m

New Windsor Stewart

Sat 2/1

5:59 pm-9:39 am

1 stop16h 40m

$232

MinneapolisNew Windsor

MSP - SWF

MSPSWF

Minneapolis St Paul

Thu 2/6

6:00 am-11:25 am

3 stops28h 25m

New Windsor Stewart

Mon 2/10

2:10 pm-8:18 pm

3 stops31h 08m

$347

MilwaukeeNew Windsor

MKE - SWF

MKESWF

Milwaukee-Mitchell

Wed 3/12

5:40 pm-7:14 pm

2 stops24h 34m

New Windsor Stewart

Sun 3/16

7:54 pm-4:45 pm

2 stops21h 51m

$387

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Sat 1/25

5:35 am-5:19 pm

1 stop10h 44m

$98

MilwaukeeNew Windsor

MKE - SWF

MKESWF

Milwaukee-Mitchell

Wed 3/12

5:40 pm-7:14 pm

2 stops24h 34m

$143

MinneapolisNew Windsor

MSP - SWF

MSPSWF

Minneapolis St Paul

Mon 2/17

6:14 pm-11:49 am

1 stop16h 35m

$161

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Best time to book a flight from Wisconsin to Stewart

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

Travel insights for flights from Wisconsin to Stewart

Get recent, data-driven insights about flights from Wisconsin to Stewart including ideal travel times, pricing trends, and more.

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

Currently, October is the cheapest month in which you can book a flight from Wisconsin to New Windsor (average of $109). Flying from Wisconsin to New Windsor in August is currently the most expensive (average of $225). 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.

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 January 21, 2025.
Allegiant Air
7.4
Good
801 reviews

Comfort

6.9

Food

6.0

Crew

8.2

Entertainment

5.6

Overall

7.4

Boarding

7.7

Reviews

1 / 10

Boarding was a hassle. I’ve had the same guy before. Never enjoy seeing him.

Allegiant Air
7.4
Good
801 reviews
Allegiant Air
7.4
Good
801 reviews

Comfort

6.9

Food

6.0

Crew

8.2

Entertainment

5.6

Overall

7.4

Boarding

7.7

Reviews

1 / 10

Boarding was a hassle. I’ve had the same guy before. Never enjoy seeing him.

Related info for your journey

Find useful and relevant information for your journey from Wisconsin 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 Wisconsin?

    Most people fly into New Windsor Stewart (SWF) if they book a flight to New Windsor from Wisconsin. Stewart is conveniently located just 4.3 mi from New Windsor’s city center.

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

    The most popular route from Wisconsin to New Windsor is Chicago O'Hare Intl - New Windsor Stewart. You may also consider Minneapolis St Paul - New Windsor Stewart or Milwaukee-Mitchell - New Windsor Stewart.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Wisconsin 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 Wisconsin to New Windsor?

    Currently, October is the cheapest month in which you can book a flight from Wisconsin to New Windsor (average of $109). Flying from Wisconsin to New Windsor in August is currently the most expensive (average of $225). 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 Wisconsin?

Book flights to Wisconsin if you plan to visit one of these locations
Kingston

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