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Find cheap flights from Illinois to Stewart Intl. from $109

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to New Windsor departing on 7/23. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Wed 6/5
Wed 6/12

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In the last 7 days travelers have searched 42,573,820 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

July

Cheapest flight

$109
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly and prices are also 8% lower on average.
Flight from Chicago O'Hare Airport to New Windsor

FAQs for booking flights from Illinois to Stewart Intl.

  • How does KAYAK find such low prices on flights from Illinois to Stewart Intl.?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Illinois to Stewart Intl..

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Illinois to Stewart Intl.?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Stewart Intl. from Illinois is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Illinois to Stewart Intl.?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Stewart Intl. with an airline and back to Illinois with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Illinois to Stewart Intl.?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Stewart Intl. from Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Prefer to fly non-stop from Illinois to New Windsor?

Find which airlines fly direct from Illinois to Stewart, which days they fly and book direct flights.

Nonstop departures

Illinois to New Windsor Stewart

Monday

Allegiant Air, Breeze Airways, PLAY

Allegiant Air, Breeze Airways, +1 more

Tuesday

PLAY, Allegiant Air

PLAY, Allegiant Air

Wednesday

Allegiant Air, PLAY

Allegiant Air, PLAY

Thursday

Allegiant Air, Breeze Airways, PLAY

Allegiant Air, Breeze Airways, +1 more

Friday

Allegiant Air, Breeze Airways, PLAY

Allegiant Air, Breeze Airways, +1 more

Saturday

Allegiant Air, PLAY

Allegiant Air, PLAY

Sunday

Allegiant Air, Breeze Airways, PLAY

Allegiant Air, Breeze Airways, +1 more

See more direct flights

Nonstop returns

New Windsor Stewart to Illinois

Monday

Allegiant Air, Breeze Airways, PLAY

Allegiant Air, Breeze Airways, +1 more

Tuesday

PLAY, Allegiant Air

PLAY, Allegiant Air

Wednesday

Allegiant Air, PLAY

Allegiant Air, PLAY

Thursday

Allegiant Air, Breeze Airways, PLAY

Allegiant Air, Breeze Airways, +1 more

Friday

Allegiant Air, Breeze Airways, PLAY

Allegiant Air, Breeze Airways, +1 more

Saturday

Allegiant Air, PLAY

Allegiant Air, PLAY

Sunday

Allegiant Air, Breeze Airways, PLAY

Allegiant Air, Breeze Airways, +1 more

See more direct flights
See more direct flights

Book cheap flights from Illinois to Stewart Intl.

Recent round-trip flight deals

5/18Sat
2 stops
14h 05mORD-SWF
5/20Mon
3 stops
28h 49mSWF-ORD
$292
5/18Sat
1 stop
13h 38mORD-SWF
5/20Mon
3 stops
28h 49mSWF-ORD
$296
5/12Sun
1 stop
12h 48mSTL-SWF
5/17Fri
1 stop
23h 25mSWF-STL
$304
5/18Sat
1 stop
13h 38mORD-SWF
5/20Mon
2 stops
20h 56mSWF-ORD
$328
6/1Sat
1 stop
21h 06mSTL-SWF
6/20Thu
1 stop
9h 57mSWF-STL
$332
6/3Mon
1 stop
9h 23mORD-SWF
6/10Mon
2 stops
20h 48mSWF-ORD
$340
5/16Thu
1 stop
14h 43mSTL-SWF
5/19Sun
1 stop
9h 15mSWF-STL
$352
5/16Thu
1 stop
14h 43mSTL-SWF
5/23Thu
1 stop
9h 15mSWF-STL
$357
6/3Mon
1 stop
9h 23mORD-SWF
6/10Mon
3 stops
28h 42mSWF-ORD
$361
5/12Sun
1 stop
12h 48mSTL-SWF
5/19Sun
1 stop
9h 15mSWF-STL
$363

Search by stops

Search by price

Recent one-way flight deals

7/23Tue
1 stop
14h 02mORD-SWF
$109
6/2Sun
1 stop
13h 18mSTL-SWF
$112
5/19Sun
1 stop
14h 43mSTL-SWF
$132
6/1Sat
1 stop
21h 06mSTL-SWF
$133
5/18Sat
2 stops
13h 32mORD-SWF
$139
5/18Sat
1 stop
13h 38mORD-SWF
$143
6/3Mon
1 stop
9h 23mORD-SWF
$151
6/1Sat
2 stops
15h 30mSTL-SWF
$159
7/14Sun
1 stopAllegiant Air
22h 50mMDW-SWF
$173
6/30Sun
1 stopAllegiant Air
15h 47mMDW-SWF
$189

Search by stops

Search by airline

Search by price

Last minute flights from Illinois to New Windsor

Last minute flight, train and bus deals

5/9Thu
multi-stop
24h 08mORD-SWF
5/13Mon
multi-stop
14h 02mSWF-ORD
$622
5/9Thu
multi-stop
29h 06mORD-SWF
5/13Mon
multi-stop
14h 02mSWF-ORD
$657
5/9Thu
multi-stop
29h 06mORD-SWF
5/13Mon
multi-stop
11h 27mSWF-ORD
$813
5/7Tue
multi-stop
31h 33mORD-SWF
5/11Sat
multi-stop
39h 40mSWF-ORD
$1,660

Search by stops

Search by price

Flights to Stewart Intl.

Destination:

Stewart Intl. (SWF)United States

Return flight deals:

Stewart Intl. - Illinois

Cabin classes: