What is the cheapest airline that flies from Illinois to New Windsor Stewart?

Allegiant Air is the most popular carrier operating from Illinois to New Windsor Stewart

How long does it take to fly to New Windsor?

On average, it takes 3h 15m to fly from Illinois to New Windsor if you fly out of Chicago (the most popular airport in Illinois) and into New York John F Kennedy Intl Airport (the most popular airport in New Windsor). If you’re flying out of Moline and into New York John F Kennedy Intl Airport, then the flight time is around 5h 54m.

What airlines fly to New Windsor?

American Airlines, United Airlines and Spirit Airlines are the top three most popular airlines that fly to New Windsor from Illinois according to our data. American Airlines is the first choice among our users, with 36% of people opting to fly with this airline when traveling to New Windsor. Keep in mind that there are 7 different airlines that fly to New Windsor on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from Illinois to New Windsor Stewart Airport?

Prices for flights from Illinois to New Windsor Stewart Airport are updated daily.

How old do you have to be to fly from Illinois to New Windsor Stewart Airport?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Illinois to New Windsor Stewart Airport.

What documentation or ID do you need to fly to New Windsor Stewart Airport?

The required travel and health documents for your New Windsor Stewart Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at New Windsor Stewart Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$89 Cheap Flights from Illinois to New Windsor in 2025/26

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Find the cheapest flights from Illinois to New York

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Cheap round-trip flights

Enter your travel dates to find the best prices.

8:22 pm - 10:19 amORD-SWF

12h 57m1 stop

11:09 am - 8:54 pmSWF-ORD

10h 45m1 stop

$192Multiple Airlines

Find Deal

Thu, Jan 8 - Mon, Jan 12

8:22 pm - 10:19 amORD-SWF

12h 57m1 stop

11:09 am - 11:46 pmSWF-ORD

13h 37m1 stop

$203Multiple Airlines

Find Deal

Thu, Jan 8 - Mon, Jan 12

8:22 pm - 10:19 amORD-SWF

12h 57m1 stop

11:09 am - 11:46 pmSWF-ORD

13h 37m1 stop

$255Multiple Airlines

Find Deal

Thu, Jan 15 - Mon, Jan 19

7:30 am - 6:06 pmORD-SWF

9h 36m1 stop

8:25 pm - 11:14 amSWF-ORD

15h 49m1 stop

$312Multiple Airlines

Find Deal

Fri, Dec 19 - Mon, Dec 22

9:09 pm - 6:06 pmORD-SWF

19h 57m2 stops

8:25 pm - 11:14 amSWF-ORD

15h 49m1 stop

$349Multiple Airlines

Find Deal

Thu, Dec 18 - Mon, Dec 22

4:45 pm - 11:31 amSTL-SWF

17h 46m2 stops

11:48 am - 9:21 amSWF-STL

22h 33m1 stop

$363Multiple Airlines

Find Deal

Thu, Feb 5 - Sun, Feb 8

7:41 pm - 9:39 amORD-SWF

12h 58m1 stop

10:29 am - 11:41 pmSWF-ORD

14h 12m1 stop

$377Multiple Airlines

Find Deal

Wed, Mar 18 - Sun, Mar 22

10:07 am - 9:39 amORD-SWF

22h 32m2 stops

10:29 am - 11:41 pmSWF-ORD

14h 12m1 stop

$414Multiple Airlines

Find Deal

Wed, Mar 18 - Sun, Mar 22

9:42 am - 10:14 amEVV-SWF

23h 32m1 stop

7:28 pm - 7:47 amSWF-EVV

13h 19m1 stop

$515Allegiant Air

Find Deal

Thu, Feb 12 - Sun, Feb 15

8:12 pm - 8:55 amPIA-SWF

11h 43m1 stop

11:09 am - 9:11 amSWF-PIA

23h 02m1 stop

$601Allegiant Air

Find Deal

Fri, Dec 19 - Sun, Dec 21

Allegiant Air flights from Illinois to New Windsor

Our best Allegiant Air deals on Illinois to New Windsor flight tickets

Allegiant Air

Feb 12

EVV9:42 amEvansville Dress Regional

23h 32m

1 stop

SWF10:14 amNew Windsor Stewart

Feb 15

SWF7:28 pmNew Windsor Stewart

13h 19m

1 stop

EVV7:47 amEvansville Dress Regional

$515

Find similar

Allegiant Air

Dec 19

PIA8:12 pmGreater Peoria

11h 43m

1 stop

SWF8:55 amNew Windsor Stewart

Dec 21

SWF11:09 amNew Windsor Stewart

23h 02m

1 stop

PIA9:11 amGreater Peoria

$601

Find similar

Allegiant Air

Dec 21

PIA10:36 amGreater Peoria

29h 02m

1 stop

SWF4:38 pmNew Windsor Stewart

Dec 23

SWF4:50 pmNew Windsor Stewart

16h 43m

1 stop

PIA8:33 amGreater Peoria

$610

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Thu 1/8

8:22 pm-10:19 am

1 stop12h 57m

New Windsor Stewart

Mon 1/12

11:09 am-8:54 pm

1 stop10h 45m

$192

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Thu 1/8

8:22 pm-10:19 am

1 stop12h 57m

New Windsor Stewart

Mon 1/12

11:09 am-11:46 pm

1 stop13h 37m

$203

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Thu 1/15

8:22 pm-10:19 am

1 stop12h 57m

New Windsor Stewart

Mon 1/19

11:09 am-11:46 pm

1 stop13h 37m

$255

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Fri 12/19

7:30 am-6:06 pm

1 stop9h 36m

New Windsor Stewart

Mon 12/22

8:25 pm-11:14 am

1 stop15h 49m

$312

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Thu 12/18

9:09 pm-6:06 pm

2 stops19h 57m

New Windsor Stewart

Mon 12/22

8:25 pm-11:14 am

1 stop15h 49m

$349

St. LouisNew Windsor

STL - SWF

STLSWF

Lambert-St Louis

Thu 2/5

4:45 pm-11:31 am

2 stops17h 46m

New Windsor Stewart

Sun 2/8

11:48 am-9:21 am

1 stop22h 33m

$363

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Wed 3/18

7:41 pm-9:39 am

1 stop12h 58m

New Windsor Stewart

Sun 3/22

10:29 am-11:41 pm

1 stop14h 12m

$377

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Wed 3/18

10:07 am-9:39 am

2 stops22h 32m

New Windsor Stewart

Sun 3/22

10:29 am-11:41 pm

1 stop14h 12m

$414

EvansvilleNew Windsor

EVV - SWF

EVVSWF

Evansville Dress Regional

Thu 2/12

9:42 am-10:14 am

1 stop23h 32m

New Windsor Stewart

Sun 2/15

7:28 pm-7:47 am

1 stop13h 19m

$515

PeoriaNew Windsor

PIA - SWF

PIASWF

Greater Peoria

Fri 12/19

8:12 pm-8:55 am

1 stop11h 43m

New Windsor Stewart

Sun 12/21

11:09 am-9:11 am

1 stop23h 02m

$601

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Illinois to New Windsor

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest day to depart on your flight to New Windsor?

On average, the least expensive day to fly to New Windsor from Illinois is on a Thursday. momondo users have found tickets for Thursday departures for as low as $119. However, this price may fluctuate depending on the airline, the season, and holidays. Flights from Illinois to New Windsor on a Friday will generally be more expensive and average around $287. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to New Windsor?

According to our data, the cheapest time of day to fly to New Windsor is in the afternoon. momondo users have found flights departing from Illinois to New Windsor in the afternoon for as low as $170. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Flights to New Windsor are more costly in the morning, with an average ticket price of $180. Departure times in the morning fall within the peak daily travel times, which is why tickets can be more expensive.

Cheap Illinois to New Windsor flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Illinois to New Windsor

Direct flights	None

There are no direct flights from Illinois to New Windsor. There are no popular flight routes from Illinois to New Windsor.

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When did momondo last update prices for flights from Illinois to New Windsor Stewart Airport?
Prices for flights from Illinois to New Windsor Stewart Airport are updated daily.
How old do you have to be to fly from Illinois to New Windsor Stewart Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Illinois to New Windsor Stewart Airport.
What documentation or ID do you need to fly to New Windsor Stewart Airport?
The required travel and health documents for your New Windsor Stewart Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at New Windsor Stewart Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Newburgh

Kingston

Woodstock

Saugerties

Why use momondo?

Why should I use momondo to find a flight deal from Illinois to New Windsor?

It is quick and easy to find Illinois to New Windsor flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to New Windsor that suits you.

Can I find flights from Illinois to New Windsor with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Illinois to New Windsor flights to just show those with flexible booking policies.

How can momondo help me find flights from Illinois to New Windsor?

Once you have performed a search for Illinois to New Windsor flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Illinois to New Windsor right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Illinois to New Windsor flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.