HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Stewart

$93+ 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 5/18. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SWF
abr. 27 — may. 41
dom. 4/27
dom. 5/4
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

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

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$242
(Mytrip)

One-way from

$93
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$206
Provider with most accurate pricing for Chicago (CHI)-New York (NYC) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-New York (NYC) flights.
Search Deals
From Illinois to New Windsor Stewart
Search Deals
One-way flight from Illinois to New Windsor Stewart
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($16 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
Search Deals

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 abril 22, 2025.

This Mytrip deal was found by Cheapflights users on 4/22. 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.
jue. 5/85:05 amORD - SWF
1 stop28h 55mMultiple Airlines
lun. 5/1211:50 amSWF - ORD
1 stop22h 00mMultiple Airlines
Deal found 4/22$242
This Mytrip deal was found by Cheapflights users on 4/22. 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.
jue. 5/112:42 pmMLI - SWF
2 stops21h 18mMultiple Airlines
lun. 5/510:01 amSWF - MLI
1 stop8h 24mMultiple Airlines
Deal found 4/22$523

Cheapflights Fare Finder

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 2,558,603 searches. Data last updated abril 22, 2025.
Use the filters below to find and compare flights from Illinois to New Windsor that are best for you.

Fly from

Illinois

Fly to

Stewart

Route

Depart

Return

Price

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

jue. 5/8

5:05 am-11:00 am

1 stop28h 55m

New Windsor Stewart

lun. 5/12

11:50 am-8:50 am

1 stop22h 00m

$242

St. LouisNew Windsor

STL - SWF

STLSWF

Lambert-St Louis

dom. 5/18

10:10 am-11:05 am

1 stop23h 55m

$93

ChicagoNew Windsor

MDW - SWF

MDWSWF

Chicago Midway

dom. 5/11

10:48 am-9:11 am

1 stop21h 23m

$112

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

jue. 5/8

5:05 am-11:00 am

1 stop28h 55m

$134

MolineNew Windsor

MLI - SWF

MLISWF

Moline Quad-City

dom. 5/11

12:42 pm-11:00 am

2 stops21h 18m

$286

MolineNew Windsor

MLI - SWF

MLISWF

Moline Quad-City

sáb. 6/14

1:40 pm-10:21 am

1 stop19h 41m

$316

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/20

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.

Cheapflights Insights

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

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 August is currently the most expensive (average of $224). 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 abril 22, 2025.

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 abril 22, 2025.
Allegiant Air
7.3
Good
734 reviews

Crew

8.1

Boarding

7.6

Entertainment

5.5

Comfort

6.8

Food

5.9

Overall

7.3

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.
Allegiant Air
7.3
Good
734 reviews
Allegiant Air
7.3
Good
734 reviews

Crew

8.1

Boarding

7.6

Entertainment

5.5

Comfort

6.8

Food

5.9

Overall

7.3

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 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, Greater Peoria - New Windsor Stewart or Chicago Midway - 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 August is currently the most expensive (average of $224). 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

Traveling to a place near Illinois?

Book flights to Illinois if you plan to visit one of these locations
Kingston

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.
Los Angeles to John F Kennedy Intl flights
Dallas/Fort Worth to John F Kennedy Intl flights
San Francisco to John F Kennedy Intl flights
Los Angeles to Newark flights
San Francisco to Newark flights
Dallas/Fort Worth to LaGuardia flights
Dallas/Fort Worth to Newark flights
O'Hare Intl to LaGuardia flights
Los Angeles to LaGuardia flights
O'Hare Intl to John F Kennedy Intl flights
Seattle to John F Kennedy Intl flights
Atlanta to LaGuardia flights
Seattle to Newark flights
Fort Lauderdale to Newark flights
Atlanta to Newark flights
Atlanta to John F Kennedy Intl flights
Fort Lauderdale to LaGuardia flights
Miami to Newark flights
Orlando to Newark flights
Hobby to John F Kennedy Intl flights
Hobby to Newark flights
O'Hare Intl to Newark flights
Miami to John F Kennedy Intl flights
San Francisco to LaGuardia flights
Miami to LaGuardia flights
Hobby to LaGuardia flights
Fort Lauderdale to John F Kennedy Intl flights
Orlando to John F Kennedy Intl flights
Orlando to LaGuardia flights
Ontario to John F Kennedy Intl flights
Burbank to Newark flights
Midway to John F Kennedy Intl flights
Charlotte to John F Kennedy Intl flights
Midway to Newark flights
Denver to Newark flights
Tampa to Newark flights
George Bush Intcntl to John F Kennedy Intl flights
San Diego to John F Kennedy Intl flights
George Bush Intcntl to Newark flights
Seattle to LaGuardia flights
George Bush Intcntl to LaGuardia flights
Denver to John F Kennedy Intl flights
Ontario to Newark flights
Tampa to John F Kennedy Intl flights
Sky Harbor Intl to John F Kennedy Intl flights
Minneapolis to LaGuardia flights
Austin to Newark flights
Raleigh to John F Kennedy Intl flights
San Diego to Newark flights
Denver 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.