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Wisconsin

$80+ Cheap flights from Islip, NY (ISP) 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 4/13. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — MKE
Mar 6 — Mar 131
Fri 3/6
Fri 3/13
1 adult, Economy
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Cheap flight deals from Islip to Wisconsin

Cheapest flights from Islip to Wisconsin
Explore the most affordable flight options available from Islip to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 4, 2026.

This Frontier deal was found by Cheapflights users on 2/1. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/228:21 pm
ISP
-
MSP
1 stop14h 40m
Frontier
Sat 2/287:40 pm
MSP
-
ISP
1 stop11h 08m
Frontier
Deal found 2/1$254
This Expedia deal was found by Cheapflights users on 2/3. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/57:43 pm
ISP
-
MKE
1 stop23h 50m
Frontier
Sat 2/77:48 pm
MKE
-
ISP
1 stop11h 52m
Frontier
Deal found 2/3$311
This Southwest deal was found by Cheapflights users on 2/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/44:30 pm
ISP
-
MKE
1 stop7h 40m
Southwest
Fri 5/83:30 pm
MKE
-
ISP
1 stop7h 00m
Southwest
Deal found 2/2$323
This Southwest deal was found by Cheapflights users on 2/3. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/44:30 pm
ISP
-
MKE
1 stop7h 40m
Southwest
Thu 5/73:30 pm
MKE
-
ISP
1 stop7h 00m
Southwest
Deal found 2/3$330
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 2/182:03 pm
ISP
-
ORD
2 stops21h 48m
Multiple Airlines
Sun 2/2210:44 am
ORD
-
ISP
1 stop19h 54m
Multiple Airlines
Deal found 2/2$363
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 2/193:34 pm
ISP
-
MSP
1 stop18h 56m
Multiple Airlines
Mon 2/238:09 pm
MSP
-
ISP
2 stops35h 31m
Multiple Airlines
Deal found 2/3$371
This CheapOair deal was found by Cheapflights users on 2/3. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/208:33 am
ISP
-
ORD
1 stop12h 39m
Frontier
Sun 2/221:17 pm
ORD
-
ISP
1 stop17h 21m
Frontier
Deal found 2/3$385
This Southwest deal was found by Cheapflights users on 2/3. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/218:35 am
ISP
-
MKE
1 stop4h 35m
Southwest
Tue 5/262:45 pm
MKE
-
ISP
1 stop6h 25m
Southwest
Deal found 2/3$387
This Southwest deal was found by Cheapflights users on 2/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/286:50 am
ISP
-
ORD
1 stop8h 30m
Southwest
Sun 5/311:35 pm
ORD
-
ISP
1 stop9h 10m
Southwest
Deal found 2/2$397
This Kiwi.com deal was found by Cheapflights users on 2/2. 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
ISP
-
ORD
1 stop22h 02m
Multiple Airlines
Sun 2/88:43 pm
ORD
-
ISP
2 stops21h 05m
Multiple Airlines
Deal found 2/2$401
This Southwest deal was found by Cheapflights users on 2/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/156:05 am
ISP
-
ORD
2 stops10h 30m
Southwest
Fri 9/1812:10 pm
ORD
-
ISP
1 stop8h 20m
Southwest
Deal found 2/2$402
This Southwest deal was found by Cheapflights users on 2/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/156:05 am
ISP
-
ORD
2 stops7h 55m
Southwest
Sun 9/205:55 am
ORD
-
ISP
2 stops11h 50m
Southwest
Deal found 2/2$407

Find flight deals from Islip to Wisconsin

Keep the following information in mind while searching for Islip to Wisconsin flight deals. Data was last updated February 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$323
(Southwest)

One-way from

$80
(Frontier)

Popular in

December

Cheapest in

April

Average price

$399
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 Islip Long Island to Wisconsin
Search Deals
One-way flight from Islip Long Island to Wisconsin
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($42 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Islip 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 February 4, 2026.
Use the filters below to find and compare flights from Islip to Wisconsin that are best for you.

Fly from

Islip

Fly to

Wisconsin

Route

Depart

Return

Price

IslipMinneapolis

ISP - MSP

ISPMSP

Islip Long Island

Sun 2/22

8:21 pm-10:01 am

1 stop14h 40m

Minneapolis St Paul

Sat 2/28

7:40 pm-7:48 am

1 stop11h 08m

$254

IslipMilwaukee

ISP - MKE

ISPMKE

Islip Long Island

Mon 5/4

4:30 pm-11:10 pm

1 stop7h 40m

Milwaukee-Mitchell

Fri 5/8

3:30 pm-11:30 pm

1 stop7h 00m

$323

IslipMilwaukee

ISP - MKE

ISPMKE

Islip Long Island

Mon 5/4

4:30 pm-11:10 pm

1 stop7h 40m

Milwaukee-Mitchell

Thu 5/7

3:30 pm-11:30 pm

1 stop7h 00m

$330

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Wed 2/18

2:03 pm-10:51 am

2 stops21h 48m

Chicago O'Hare Intl

Sun 2/22

10:44 am-7:38 am

1 stop19h 54m

$363

IslipMinneapolis

ISP - MSP

ISPMSP

Islip Long Island

Thu 2/19

3:34 pm-9:30 am

1 stop18h 56m

Minneapolis St Paul

Mon 2/23

8:09 pm-8:40 am

2 stops35h 31m

$371

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Fri 2/20

8:33 am-8:12 pm

1 stop12h 39m

Chicago O'Hare Intl

Sun 2/22

1:17 pm-7:38 am

1 stop17h 21m

$385

IslipMilwaukee

ISP - MKE

ISPMKE

Islip Long Island

Thu 5/21

8:35 am-12:10 pm

1 stop4h 35m

Milwaukee-Mitchell

Tue 5/26

2:45 pm-10:10 pm

1 stop6h 25m

$387

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Thu 5/28

6:50 am-2:20 pm

1 stop8h 30m

Chicago O'Hare Intl

Sun 5/31

1:35 pm-11:45 pm

1 stop9h 10m

$397

IslipChicago

ISP - ORD

ISPORD

Islip Long Island

Thu 3/12

5:08 pm-4:56 pm

1 stop24h 48m

Chicago O'Hare Intl

Sun 3/15

7:36 pm-6:40 pm

1 stop22h 04m

$425

IslipMilwaukee

ISP - MKE

ISPMKE

Islip Long Island

Mon 2/16

5:35 pm-11:00 pm

1 stop6h 25m

Milwaukee-Mitchell

Fri 2/20

6:50 am-12:15 pm

1 stop4h 25m

$440

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/4

Showing 1-10 of 38 results
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Best time to book a flight from Islip to Wisconsin

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

What is the cheapest month to book a flight from Islip, New York to Wisconsin?

Currently, May is the cheapest month in which you can book a flight from Islip, New York to Wisconsin (average of $55). Flying from Islip, New York 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.

Related info for your journey

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

    For a flight from Islip to Wisconsin, you will be flying from Long Island. Islip Long Island (ISP) is just 7.2 mi from the center of the city.

  • How long is the flight from Islip, New York to Wisconsin?

    Departing from Islip, New York to Wisconsin will take you 7h 40m. Airlines will cover a distance of 774 mi. This flight may include one or multiple stops.

  • What are the most popular routes from Islip, New York to Wisconsin?

    Most travelers choose Islip Long Island - Chicago O'Hare Intl, Islip Long Island - Milwaukee-Mitchell or Islip Long Island - Minneapolis St Paul when deciding on the best route from Islip, New York to Wisconsin.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Islip 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 Islip, New York to Wisconsin?

    Currently, May is the cheapest month in which you can book a flight from Islip, New York to Wisconsin (average of $55). Flying from Islip, New York 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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