Illinois

$101+ Cheap flights from New Windsor (SWF) to Illinois

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 3/7. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — ORD
feb 27 — mar 61
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Cheap flight deals from Stewart to Illinois

Keep the following information in mind while searching for Stewart to Illinois flight deals. Data was last updated febbraio 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$231
(Mytrip)

One-way from

$101
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$207
Provider with most accurate pricing for New York (NYC)-Chicago (CHI) flight deals.
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From New Windsor Stewart to Illinois
One-way flight from New Windsor Stewart to Illinois
Highest demand for flights based on searches. 3% potential increase in price ($8 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
Average for round-trip flights in February 2025

Find flight deals from Stewart to Illinois

Cheapest flights from Stewart to Illinois
Explore the most affordable flight options available from Stewart to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on febbraio 22, 2025.

This Mytrip deal was found by Cheapflights users on 2/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven 4/2511:50 amSWF - ORD
1 stop22h 34mMultiple Airlines
dom 4/275:10 amORD - SWF
1 stop28h 50mMultiple Airlines
Deal found 2/21$231
This Mytrip deal was found by Cheapflights users on 2/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven 3/78:26 pmSWF - PIA
1 stop21h 07mAllegiant Air
mar 3/119:17 amPIA - SWF
1 stop23h 34mAllegiant Air
Deal found 2/20$275
This Mytrip deal was found by Cheapflights users on 2/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer 3/54:24 pmSWF - MDW
1 stop26h 12mAllegiant Air
dom 3/96:26 pmMDW - SWF
1 stop21h 05mAllegiant Air
Deal found 2/21$317
This Mytrip deal was found by Cheapflights users on 2/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom 3/237:54 pmSWF - PIA
2 stops19h 28mMultiple Airlines
dom 3/306:25 pmPIA - SWF
1 stop13h 55mMultiple Airlines
Deal found 2/20$342
This Mytrip deal was found by Cheapflights users on 2/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
gio 4/38:14 pmSWF - RFD
1 stop12h 54mAllegiant Air
dom 4/611:26 amRFD - SWF
1 stop28h 15mAllegiant Air
Deal found 2/21$382
This Mytrip deal was found by Cheapflights users on 2/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom 2/237:56 pmSWF - EVV
1 stop13h 03mMultiple Airlines
lun 2/247:27 pmEVV - SWF
1 stop15h 22mMultiple Airlines
Deal found 2/21$541
This Booking.com deal was found by Cheapflights users on 2/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
gio 3/137:54 pmSWF - EVV
1 stop23h 48mBreeze Airways
lun 3/246:42 pmEVV - SWF
1 stop16h 07mBreeze Airways
Deal found 2/20$875

Find flights from Stewart to Illinois within your budget

Customize your flight search to find flights from Stewart 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, Cheapflights users made 2,558,603 searches. Data last updated febbraio 22, 2025.

Fly from

Stewart

Fly to

Illinois

Route

Depart

Return

Price

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

ven 4/25

11:50 am-9:24 am

1 stop22h 34m

Chicago O'Hare Intl

dom 4/27

5:10 am-11:00 am

1 stop28h 50m

$231

New WindsorPeoria

SWF - PIA

SWFPIA

New Windsor Stewart

ven 3/7

8:26 pm-4:33 pm

1 stop21h 07m

Greater Peoria

mar 3/11

9:17 am-9:51 am

1 stop23h 34m

$275

New WindsorChicago

SWF - MDW

SWFMDW

New Windsor Stewart

mer 3/5

4:24 pm-5:36 pm

1 stop26h 12m

Chicago Midway

dom 3/9

6:26 pm-4:31 pm

1 stop21h 05m

$317

New WindsorPeoria

SWF - PIA

SWFPIA

New Windsor Stewart

dom 3/23

7:54 pm-2:22 pm

2 stops19h 28m

Greater Peoria

dom 3/30

6:25 pm-9:20 am

1 stop13h 55m

$342

New WindsorChicago

SWF - RFD

SWFRFD

New Windsor Stewart

gio 4/3

8:14 pm-8:08 am

1 stop12h 54m

Chicago Greater Rockford

dom 4/6

11:26 am-4:41 pm

1 stop28h 15m

$382

New WindsorEvansville

SWF - EVV

SWFEVV

New Windsor Stewart

gio 3/13

7:54 pm-6:42 pm

1 stop23h 48m

Evansville Dress Regional

lun 3/24

6:42 pm-11:49 am

1 stop16h 07m

$875

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

lun 3/24

10:10 am-7:38 pm

1 stop10h 28m

$117

New WindsorChicago

SWF - RFD

SWFRFD

New Windsor Stewart

gio 5/8

8:04 pm-8:08 am

1 stop13h 04m

$130

New WindsorChicago

SWF - MDW

SWFMDW

New Windsor Stewart

dom 6/15

11:11 am-7:46 pm

2 stops33h 35m

$194

New WindsorSt. Louis

SWF - STL

SWFSTL

New Windsor Stewart

dom 3/2

7:54 pm-6:41 pm

3 stops23h 47m

$316

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/21

Best time to book a flight from Stewart to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Stewart 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.

Travel insights for flights from Stewart to Illinois

Get recent, data-driven insights about flights from Stewart to Illinois including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from New Windsor to Illinois?

Currently, August is the cheapest month in which you can book a flight from New Windsor to Illinois (average of $245). Flying from New Windsor to Illinois in March is currently the most expensive (average of $321). 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.

Rainfall in Illinois by month

Plan your trip to Illinois by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Illinois ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Illinois when rainfall is around 1.7 in.

Temperature in Illinois by month

Plan your trip to Illinois by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Illinois, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Illinois. Reviews last updated febbraio 22, 2025.

Comfort

6.8

Overall

7.3

Entertainment

5.5

Crew

8.1

Boarding

7.6

Food

5.9

Reviews

1 / 20

10.0
Excellent

Joellen,Aug 2024

LAS - GEG

Boarding was a hassle. I’ve had the same guy before. Never enjoy seeing him.

Comfort

6.8

Overall

7.3

Entertainment

5.5

Crew

8.1

Boarding

7.6

Food

5.9

Reviews

1 / 20

10.0
Excellent

Joellen,Aug 2024

LAS - GEG

Boarding was a hassle. I’ve had the same guy before. Never enjoy seeing him.

Related info for your journey

Find useful and relevant information for your journey from Stewart to Illinois. 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 New Windsor to Illinois?

    Most people fly from New Windsor Stewart (SWF) if they book a flight from New Windsor to Illinois. New Windsor Stewart is conveniently located just 4.3 mi from New Windsor’s city center.

  • What are the most popular routes from New Windsor to Illinois?

  • Can I find deals for flights from Stewart to Illinois that include hotel bookings?

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

  • How can I find direct flights from Stewart to Illinois?

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

  • Can I find deals for business class flights from Stewart to Illinois?

    Yes. Cheapflights offers flight deals from Stewart to Illinois 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 New Windsor to Illinois?

    Currently, August is the cheapest month in which you can book a flight from New Windsor to Illinois (average of $245). Flying from New Windsor to Illinois in March is currently the most expensive (average of $321). 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.

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