HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Stewart

$115+ Cheap flights from Illinois to New Windsor (SWF)

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 12/11. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SWF
Nov 25 — Dec 21
Mon 11/25
Mon 12/2
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Illinois to Stewart with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Illinois to Stewart

Discover tips and strategies to find the most affordable flight options for your journey from Illinois (USIL) to Stewart (SWF). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 20, 2024.

Find flight deals from Illinois to Stewart

Cheapest flights from Illinois to Stewart
Explore the most affordable flight options available from Illinois to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 20, 2024.

This Mytrip deal was found by Cheapflights users on 11/19. 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.
Sun 12/89:58 amORD - SWF
2 stops23h 09mMultiple Airlines
Mon 12/912:55 pmSWF - ORD
1 stop9h 12mMultiple Airlines
Deal found 11/19$290
This Mytrip deal was found by Cheapflights users on 11/19. 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.
Thu 12/54:26 pmSTL - SWF
3 stops17h 40mMultiple Airlines
Mon 12/912:55 pmSWF - STL
3 stops24h 15mMultiple Airlines
Deal found 11/19$393

Find flights from Illinois to Stewart within your budget

Customize your flight search to find flights from Illinois to Stewart 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 2,629,791 searches. Data last updated November 20, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Mon 1/6

5:00 am-5:37 pm

1 stop11h 37m

New Windsor Stewart

Fri 1/10

2:10 pm-11:02 pm

1 stop9h 52m

$253

St. LouisNew Windsor

STL - SWF

STLSWF

Lambert-St Louis

Thu 2/20

7:57 am-7:14 pm

1 stop10h 17m

New Windsor Stewart

Sun 2/23

7:54 pm-7:07 am

1 stop12h 13m

$267

St. LouisNew Windsor

STL - SWF

STLSWF

Lambert-St Louis

Wed 12/11

5:02 pm-5:50 pm

1 stop23h 48m

$115

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Sun 12/15

5:11 pm-12:05 pm

1 stop17h 54m

$122

ChicagoNew Windsor

MDW - SWF

MDWSWF

Chicago Midway

Sun 1/5

5:38 pm-10:21 am

1 stop15h 43m

$151

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

Best time to book a flight from Illinois to Stewart

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

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

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

Currently, October is the cheapest month in which you can book a flight from Illinois to New Windsor (average of $109). Flying from Illinois to New Windsor in December is currently the most expensive (average of $197). 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.

What is the cheapest time of day to fly from IL to SWF?

Find hourly flight availability from Illinois to Stewart. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 20, 2024.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois to New Windsor as you normally would.

Reviews of airlines servicing Stewart

Get insights into the airlines that provide service to Stewart. 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 Stewart. Reviews last updated November 20, 2024.
Allegiant Air
7.4
Good
850 reviews

Comfort

6.9

Crew

8.2

Boarding

7.7

Overall

7.4

Food

6.0

Entertainment

5.6

Reviews

1 / 10

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

Allegiant Air
7.4
Good
850 reviews
Allegiant Air
7.4
Good
850 reviews

Comfort

6.9

Crew

8.2

Boarding

7.7

Overall

7.4

Food

6.0

Entertainment

5.6

Reviews

1 / 10

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 Illinois to Stewart. 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 into for flights to New Windsor from Illinois?

    For a flight from Illinois to New Windsor, you will be flying into Stewart. New Windsor Stewart (SWF) is just 4.3 mi from the center of the city.

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

    When deciding which route to take from Illinois to New Windsor consider Chicago O'Hare Intl - New Windsor Stewart, Lambert-St Louis - New Windsor Stewart or Evansville Dress Regional - New Windsor Stewart as they are the most popular.

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

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

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

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

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

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

    Currently, October is the cheapest month in which you can book a flight from Illinois to New Windsor (average of $109). Flying from Illinois to New Windsor in December is currently the most expensive (average of $197). 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Illinois to Stewart

See prices for flight routes from nearby airports that may be better suited for you.
Dallas/Fort Worth to LaGuardia flights
Los Angeles to John F Kennedy Intl flights
Los Angeles to Newark flights
Dallas/Fort Worth to John F Kennedy Intl flights
Dallas/Fort Worth to Newark flights
San Francisco to John F Kennedy Intl flights
Fort Lauderdale to LaGuardia flights
Fort Lauderdale to Newark flights
Atlanta to John F Kennedy Intl flights
Miami to LaGuardia flights
Miami to John F Kennedy Intl flights
Miami to Newark flights
O'Hare Intl to John F Kennedy Intl flights
Hobby to LaGuardia flights
Los Angeles to LaGuardia flights
Orlando to John F Kennedy Intl flights
O'Hare Intl to LaGuardia flights
Fort Lauderdale to John F Kennedy Intl flights
Hobby to Newark flights
Seattle to Newark flights
Seattle to John F Kennedy Intl flights
San Francisco to Newark flights
O'Hare Intl to Newark flights
Atlanta to LaGuardia flights
Atlanta to Newark flights
Orlando to LaGuardia flights
Hobby to John F Kennedy Intl flights
George Bush Intcntl to LaGuardia flights
Denver to LaGuardia flights
Orlando to Newark flights
San Francisco to LaGuardia flights
Santa Ana to Newark flights
Denver to John F Kennedy Intl flights
George Bush Intcntl to John F Kennedy Intl flights
George Bush Intcntl to Newark flights
Tampa to LaGuardia flights
Tampa to Newark flights
Raleigh to Newark flights
Charlotte to John F Kennedy Intl flights
Detroit to Newark flights
Minneapolis to Newark flights
Raleigh to John F Kennedy Intl flights
Detroit to John F Kennedy Intl flights
Tampa to John F Kennedy Intl flights
Charlotte to Newark flights
Minneapolis to LaGuardia flights
San Diego to John F Kennedy Intl flights
Raleigh to LaGuardia flights
Midway to Newark flights
Seattle to LaGuardia flights
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
View all available airlines