$100 Find Cheap Flights from Islip to Wisconsin

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Islip to Wisconsin departing on 6/27. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Wisconsin

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Islip to Wisconsin, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Islip to Wisconsin, as well as popular online travel agencies
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Flights Deals

Best Wisconsin Flight Deals from Islip

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Milwaukee
Milwaukee1 stop$288
Madison
Madison2 stops$705
Minneapolis
Minneapolis1 stop$352
Milwaukee
Milwaukee1 stop$288
Madison
Madison2 stops$705
Minneapolis
Minneapolis1 stop$352

Cheap Flights from Islip to Wisconsin

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Islip to Wisconsin that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Islip to Wisconsin

Sat, Sep 6 - Sat, Sep 13
Southwest Logo
5:40 am - 11:50 amISP-ORD
7h 10m1 stop
Southwest Logo
1:30 pm - 9:40 pmORD-ISP
7h 10m1 stop
$251Southwest
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Fri, Jul 11 - Sun, Aug 24
Frontier Logo
8:37 pm - 8:07 amISP-ORD
12h 30m1 stop
Frontier Logo
7:46 pm - 8:08 amORD-ISP
11h 22m1 stop
$256Frontier
Find Deal
Mon, Jul 14 - Mon, Jul 21
Southwest Logo
5:45 pm - 11:25 pmISP-MKE
6h 40m1 stop
Southwest Logo
6:35 pm - 12:05 amMKE-ISP
4h 30m1 stop
$288Southwest
Find Deal
Fri, Jul 11 - Mon, Jul 14
Southwest Logo
5:45 pm - 11:25 pmISP-MKE
6h 40m1 stop
Southwest Logo
6:35 pm - 12:05 amMKE-ISP
4h 30m1 stop
$303Southwest
Find Deal
Thu, Aug 28 - Sun, Aug 31
Frontier Logo
9:01 pm - 8:37 amISP-ORD
12h 36m1 stop
Frontier Logo
6:10 am - 8:06 pmORD-ISP
12h 56m1 stop
$308Frontier
Find Deal
Sat, Sep 6 - Sat, Sep 13
Southwest Logo
12:15 pm - 10:00 pmISP-ORD
10h 45m2 stops
Southwest Logo
6:00 am - 3:05 pmORD-ISP
8h 05m2 stops
$319Southwest
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Sun, Jul 13 - Sun, Jul 20
Southwest Logo
1:20 pm - 7:30 pmISP-MKE
7h 10m1 stop
Southwest Logo
7:05 am - 5:20 pmMKE-ISP
9h 15m1 stop
$320Southwest
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Fri, Aug 22 - Fri, Sep 12
Frontier Logo
7:33 pm - 6:41 pmISP-ORD
24h 08m1 stop
Frontier Logo
6:10 am - 10:37 amORD-ISP
27h 27m1 stop
$322Frontier
Find Deal
Thu, Oct 2 - Wed, Oct 8
Breeze Airways Logo
2:19 pm - 9:08 amISP-MSN
43h 49m2 stops
Breeze Airways Logo
9:48 am - 11:00 amMSN-ISP
24h 12m2 stops
$705Breeze Airways
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Mon, Sep 29 - Wed, Oct 8
Breeze Airways Logo
8:47 pm - 5:28 pmISP-MSN
45h 41m2 stops
Breeze Airways Logo
9:48 am - 11:00 amMSN-ISP
24h 12m2 stops
$710Breeze Airways
Find Deal
Useful Info

KAYAK's insights & trends for Islip to Wisconsin flights

Get data-powered insights and trends into flights from Islip to Wisconsin to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Islip to Wisconsin?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Islip to Wisconsin were found on Southwest ($251) and Frontier ($256).


Good to know

Low seasonApril
High seasonJuly
Cheapest flight$100
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly and prices are also 39% lower on average.
Flight from Islip to Chicago

FAQs - booking Wisconsin flights

  • How does KAYAK find such low prices on flights from Islip to Wisconsin?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Islip to Wisconsin.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Islip to Wisconsin?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Islip to Wisconsin is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Islip to Wisconsin?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Islip to Wisconsin with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Islip to Wisconsin?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Islip to Wisconsin up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Wisconsin?

    The cheapest time of day to fly to Wisconsin is generally in the morning, when round-trip flights cost $396 on average. The most expensive time of day to fly to Wisconsin is generally in the morning, which is peak travel time and where the average cost of a ticket is $396.

Reviews of the top airline flying from Islip to Wisconsin

 
See real verified KAYAK customer reviews for airlines flying from Islip to Wisconsin. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Islip to Wisconsin? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4278 reviews
7.1Food
8.2Boarding
8.0Comfort
8.6Crew
7.6Entertainment
Airline reviews

Southwest is Southwest. No frills. If you're luck enough to get a happy crew (we did), then it makes for a nicer flight.

10.0 ExcellentMichael, Jun 2025SMF - SEA
Read more Southwest reviews

Southwest is Southwest. No frills. If you're luck enough to get a happy crew (we did), then it makes for a nicer flight.

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

We sat on the plane on the tarmac for 4 hours.

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

Flight crew and cabin crew were great. I had to rearrange flights because my original flight was 3hrs delayed for weather, the rub is the flight I moved to boarded on time then we sat at the gate for 2 hours because scheduling stole our first officer for another flight, TWICE. Then our actual FO was an hour delayed. To make it worse my original flight went from a 3 hour delay to departing 15min EARLY. Just poor scheduling operations all around.

Bring back peanuts Take our drink orders when were all seated, especially after you switch to assigned seating.

Staff was far less than helpful at all times. Departure and arrival times mean nothing to Southwest. Extremely disappointed, will never fly with them again, and I’ll be sure to share my experience with all.

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Everything you need to know for your flight from Islip to Wisconsin

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