$97 Find Cheap Flights from New Windsor to Illinois

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from New Windsor to Illinois departing on 5/30. 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

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

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

Best Illinois Flight Deals from New Windsor

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Chicago
Chicago1 stop$253
St. Louis
St. Louis1 stop$297
Chicago
Chicago1 stop$253
St. Louis
St. Louis1 stop$297

Cheap Flight Deals from New Windsor to Illinois (SWF-USIL)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from New Windsor to Illinois 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.

Recent round-trip flight deals from New Windsor to Illinois

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from New Windsor to Illinois.
Discover the best prices for you by selecting your travel dates on KAYAK.
Allegiant Air Logo
11:13 am - 7:42 amSWF-RFD
21h 29m1 stop
Allegiant Air Logo
10:41 am - 10:29 amRFD-SWF
22h 48m1 stop
$253Allegiant Air
Find Deal
Thu, Jul 31 - Sun, Aug 3
 Logo
7:18 pm - 8:50 amSWF-ORD
14h 32m1 stop
 Logo
7:35 pm - 6:28 pmORD-SWF
21h 53m1 stop
Fri, Jun 6 - Sun, Jun 8
 Logo
7:18 pm - 8:50 amSWF-ORD
14h 32m1 stop
 Logo
7:35 pm - 6:28 pmORD-SWF
21h 53m1 stop
Fri, Jun 6 - Sun, Jun 8
 Logo
7:18 pm - 8:50 amSWF-ORD
14h 32m1 stop
 Logo
7:35 pm - 6:28 pmORD-SWF
21h 53m1 stop
Fri, Jun 6 - Sun, Jun 8
 Logo
11:50 am - 8:50 amSWF-ORD
22h 00m1 stop
 Logo
9:55 am - 11:05 amORD-SWF
24h 10m1 stop
Mon, May 12 - Thu, May 15
 Logo
11:55 am - 8:50 amSWF-ORD
21h 55m1 stop
 Logo
7:35 pm - 6:28 pmORD-SWF
21h 53m1 stop
Mon, Jun 2 - Sun, Jun 8
 Logo
11:55 am - 8:50 amSWF-ORD
21h 55m1 stop
 Logo
9:55 am - 11:05 amORD-SWF
24h 10m1 stop
Mon, May 19 - Thu, May 22
 Logo
11:55 am - 8:50 amSWF-ORD
21h 55m1 stop
 Logo
5:05 am - 11:05 amORD-SWF
29h 00m1 stop
Fri, May 16 - Sun, May 18
 Logo
11:55 am - 8:50 amSWF-ORD
21h 55m1 stop
 Logo
9:55 am - 11:05 amORD-SWF
24h 10m1 stop
Fri, May 16 - Sun, May 18
 Logo
7:56 pm - 10:28 pmSWF-ORD
27h 32m2 stops
 Logo
5:05 am - 7:06 pmORD-SWF
13h 01m1 stop
Mon, Aug 4 - Mon, Aug 11
Useful Info

KAYAK's insights & trends for New Windsor to Illinois flights

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

How long does a flight from New Windsor to Illinois take?

The duration of a flight to Illinois depends on your arrival airport. The shortest routes to Illinois from New Windsor are to Peoria, which takes 9h 08m, Moline, which takes 12h 04m, and Chicago, which takes 14h 10m.


Good to know

Cheapest flight$97
Flight from Stewart Intl. to Chicago O'Hare Airport

FAQs - booking Illinois flights

  • How does KAYAK find such low prices on flights from Stewart Intl. to Illinois?

    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 Stewart Intl. to Illinois.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Stewart Intl. to Illinois?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Stewart Intl. to Illinois 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 Stewart Intl. to Illinois?

    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 Stewart Intl. to Illinois 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 Stewart Intl. to Illinois?

    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 Stewart Intl. to Illinois 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 Illinois?

    The cheapest time of day to fly to Illinois is generally in the morning, when round-trip flights cost $144 on average. The most expensive time of day to fly to Illinois is generally at night, which is peak travel time and where the average cost of a ticket is $231.

Top airline flying from New Windsor to Illinois

 
See real verified KAYAK customer reviews for airlines flying from New Windsor to Illinois. 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 New Windsor to Illinois? 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.
6.3
Spirit AirlinesOverall score based on 7962 reviews
5.0Entertainment
7.1Crew
6.6Boarding
5.9Comfort
5.1Food
Airline reviews

I mean, it’s Spirit. But it was frustrating to have our flight canceled, get bumped to a later flight, and then Spirit was unwilling to check our bag until 4 hours before our flight… tell us we could not sit in the waiting area’s chairs… and really negative experience getting checked in and dropping the bag.

4.0 OkayLauren, Apr 2025LAX - ORD
Read more Spirit Airlines reviews

I mean, it’s Spirit. But it was frustrating to have our flight canceled, get bumped to a later flight, and then Spirit was unwilling to check our bag until 4 hours before our flight… tell us we could not sit in the waiting area’s chairs… and really negative experience getting checked in and dropping the bag.

Not having it be changed after we bought the flight tickets from a direct flight getting in at a reasonable time to a connecting flight red eye of 9 hours, so that we would lose our 35 dollars in nonrefundable insurance would've been great! Our country really does need low-cost carrier options, but this type of "service" ain't it. Fortunately, had a little better success with them flying to and from San Juan PR last month at least.

Flight was delayed a bit, but that was expected (and updated), so really not bad at all for the price. Could’ve used one less email asking me to upgrade my seat; otherwise no significant complaints

terrible service, no room for a dog underfoot, a broken chair that is impossible to sit on and all this costs a lot of money

Seats were comfortable but dont recline at all. Checkin online was easy but didnt provide a gate until last minute. Flight attendants were very unkind, not friendly and didnt go over safety procedures in case of a crash. No free snacks or beverages, not even water.

Spirit airlines was extremely uncomfortable. The seats were hard.. the constant up selling (from lack of food or even water to $15 for wi fi ) was annoying. Not a recommended airlines

Our experience was not a good one. Our flight got cancelled and was not given any accommodations due to the inconvenience. We lost time on our vacation due to this inconvenience

Terrible-extreme delay with very little communication, plane was overfull, luggage was returned on baggage claim in filthy condition.

I was traveling with my son and it was our first time with spirit so I didn’t realize our seats weren’t assigned. They scrambled and gave us seats next to each other. Also My son got sick on the plane and they really took care of him. Super family friendly crew and experience!

Great. I didn't eat or drink anything, nor did I have an option to be entertained, so i answered "okay"... but those categoriesreally don't apply. Everything else was great.

Everything you need to know for your flight from New Windsor to Illinois

Information on your arrival and departure airports

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