Cheap flights from New Windsor to Illinois from $84

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from New Windsor to Illinois departing on 2/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
10:29 am - 6:33 pm
SWF
-
ORD
9h 04m1 stop
Multiple Airlines Logo
7:41 pm - 9:39 am
ORD
-
SWF
12h 58m1 stop
$431Multiple Airlines
Thu, Mar 19 - Sat, Mar 21
Multiple Airlines Logo
11:43 am - 10:33 pm
SWF
-
STL
11h 50m1 stop
Multiple Airlines Logo
7:43 pm - 11:33 am
STL
-
SWF
14h 50m2 stops
$522Multiple Airlines
Tue, Dec 30 - Sat, Jan 10
Multiple Airlines Logo
9:45 am - 10:56 am
SWF
-
STL
26h 11m2 stops
Multiple Airlines Logo
4:27 pm - 12:02 pm
STL
-
SWF
18h 35m1 stop
$555Multiple Airlines
Sat, Dec 20 - Sun, Jan 4
Multiple Airlines Logo
7:50 pm - 9:23 am
SWF
-
MDW
14h 33m1 stop
Multiple Airlines Logo
10:50 pm - 11:03 am
MDW
-
SWF
35h 13m2 stops
$618Multiple Airlines
Sat, Dec 20 - Sun, Dec 21
Multiple Airlines Logo
12:52 pm - 10:33 pm
SWF
-
STL
10h 41m1 stop
Multiple Airlines Logo
4:27 pm - 4:44 pm
STL
-
SWF
23h 17m1 stop
$632Multiple Airlines
Mon, Dec 29 - Tue, Dec 30
Multiple Airlines Logo
12:24 pm - 10:33 pm
SWF
-
STL
11h 09m2 stops
Multiple Airlines Logo
4:27 pm - 11:03 am
STL
-
SWF
17h 36m1 stop
$636Multiple Airlines
Mon, Dec 22 - Mon, Dec 29
Allegiant Air Logo
7:50 pm - 9:23 am
SWF
-
MDW
14h 33m1 stop
Allegiant Air Logo
9:43 am - 9:50 am
MDW
-
SWF
23h 07m1 stop
$643Allegiant Air
Sat, Dec 20 - Tue, Dec 23
Multiple Airlines Logo
9:45 am - 10:56 am
SWF
-
STL
26h 11m2 stops
Multiple Airlines Logo
4:27 pm - 12:02 pm
STL
-
SWF
18h 35m1 stop
$665Multiple Airlines
Sat, Dec 20 - Sun, Jan 4
Multiple Airlines Logo
11:48 am - 7:45 pm
SWF
-
ORD
8h 57m1 stop
Multiple Airlines Logo
9:07 pm - 12:39 pm
ORD
-
SWF
14h 32m1 stop
$680Multiple Airlines
Sun, Feb 15 - Fri, Feb 20
Allegiant Air Logo
8:45 pm - 9:24 am
SWF
-
MLI
13h 39m1 stop
Allegiant Air Logo
6:29 pm - 9:30 am
MLI
-
SWF
14h 01m1 stop
$734Allegiant Air
Sat, Dec 27 - Sun, Dec 28

Allegiant Air flights from New Windsor to Illinois

Our best Allegiant Air deals on New Windsor to Illinois flight tickets
Allegiant Air
Dec 27
SWF8:45 pmNew Windsor Stewart
12h 06m
1 stop
RFD7:51 amChicago Greater Rockford
Dec 30
RFD7:54 pmChicago Greater Rockford
19h 50m
1 stop
SWF4:44 pmNew Windsor Stewart
Allegiant Air
Dec 20
SWF7:50 pmNew Windsor Stewart
14h 33m
1 stop
MDW9:23 amChicago Midway
Dec 23
MDW9:43 amChicago Midway
23h 07m
1 stop
SWF9:50 amNew Windsor Stewart
Allegiant Air
Dec 20
SWF7:50 pmNew Windsor Stewart
14h 56m
1 stop
PIA9:46 amGreater Peoria
Dec 22
PIA10:01 amGreater Peoria
28h 59m
1 stop
SWF4:00 pmNew Windsor Stewart

momondo Fare Finder

 
Customize your flight search to find flights from New Windsor to Illinois 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, momondo users made 832,500 searches. Data last updated December 16, 2025.
Use the filters below to find and compare flights from New Windsor to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Thu 3/19

10:29 am-6:33 pm

1 stop9h 04m

Chicago O'Hare Intl

Sat 3/21

7:41 pm-9:39 am

1 stop12h 58m

$431

New WindsorSt. Louis

SWF - STL

SWFSTL

New Windsor Stewart

Tue 12/30

11:43 am-10:33 pm

1 stop11h 50m

Lambert-St Louis

Sat 1/10

7:43 pm-11:33 am

2 stops14h 50m

$522

New WindsorSt. Louis

SWF - STL

SWFSTL

New Windsor Stewart

Sat 12/20

9:45 am-10:56 am

2 stops26h 11m

Lambert-St Louis

Sun 1/4

4:27 pm-12:02 pm

1 stop18h 35m

$555

New WindsorChicago

SWF - MDW

SWFMDW

New Windsor Stewart

Sat 12/20

7:50 pm-9:23 am

1 stop14h 33m

Chicago Midway

Sun 12/21

10:50 pm-11:03 am

2 stops35h 13m

$618

New WindsorSt. Louis

SWF - STL

SWFSTL

New Windsor Stewart

Mon 12/29

12:52 pm-10:33 pm

1 stop10h 41m

Lambert-St Louis

Tue 12/30

4:27 pm-4:44 pm

1 stop23h 17m

$632

New WindsorSt. Louis

SWF - STL

SWFSTL

New Windsor Stewart

Mon 12/22

12:24 pm-10:33 pm

2 stops11h 09m

Lambert-St Louis

Mon 12/29

4:27 pm-11:03 am

1 stop17h 36m

$636

New WindsorChicago

SWF - MDW

SWFMDW

New Windsor Stewart

Sat 12/20

7:50 pm-9:23 am

1 stop14h 33m

Chicago Midway

Tue 12/23

9:43 am-9:50 am

1 stop23h 07m

$643

New WindsorSt. Louis

SWF - STL

SWFSTL

New Windsor Stewart

Sat 12/20

9:45 am-10:56 am

2 stops26h 11m

Lambert-St Louis

Sun 1/4

4:27 pm-12:02 pm

1 stop18h 35m

$665

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Sun 2/15

11:48 am-7:45 pm

1 stop8h 57m

Chicago O'Hare Intl

Fri 2/20

9:07 pm-12:39 pm

1 stop14h 32m

$680

New WindsorMoline

SWF - MLI

SWFMLI

New Windsor Stewart

Sat 12/27

8:45 pm-9:24 am

1 stop13h 39m

Moline Quad-City

Sun 12/28

6:29 pm-9:30 am

1 stop14h 01m

$734

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Illinois from

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

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

What is the cheapest day to depart on your flight to Illinois?

The cheapest day to depart from New Windsor to Illinois is on a Tuesday when prices can be found for as low as $116. Flights from New Windsor to Illinois on a Saturday will generally be more expensive and average around $286. 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 Illinois?

Our most recent data shows that the best time of day to fly to Illinois is in the morning. Flights from New Windsor to Illinois during this time can be as low as $144. Flights in the evening are often more expensive with an average ticket price of $231.

Cheap New Windsor to Illinois flight deals and tips

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

Fastest flight time

7h 35m

Direct flights

None
The fastest flight from New Windsor to Illinois takes 7h 35m
There are no direct flights from New Windsor to Illinois. There are no popular flight routes from New Windsor to Illinois.
  • When did momondo last update prices for flights from New Windsor Stewart Airport to Illinois?

    Prices for flights from New Windsor Stewart Airport to Illinois were last updated today.

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from New Windsor Stewart Airport to Illinois.

  • What documentation or ID do you need to fly to Illinois?

    The required travel and health documents for your Illinois 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 Illinois. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Why use momondo?

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

Finding the right flight to Illinois from New Windsor is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Illinois quick and easy, saving you time and money.

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

momondo does allow users to show only those flights to Illinois from New Windsor which offer a flexible booking policy as well as other useful filters and features.

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

Once all potential New Windsor to Illinois flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Price alerts on flights to Illinois from New Windsor are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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1 adult
Thu 1/15
Thu 1/22

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