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Find cheap flights from Wisconsin to Stewart Intl. from $120

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 6/2. 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
Tue 6/11
Tue 6/18

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In the last 7 days travelers have searched 42,369,914 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

July

Cheapest flight

$120
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 Wisconsin to Stewart Intl.

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Stewart Intl. from Wisconsin 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 Wisconsin 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 Wisconsin with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Wisconsin 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 Wisconsin 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 Wisconsin to New Windsor?

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

Nonstop departures

Wisconsin 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 Wisconsin

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 Wisconsin to Stewart Intl.

Recent round-trip flight deals

5/18Sat
2 stops
13h 32mORD-SWF
5/20Mon
2 stops
20h 56mSWF-ORD
$281
6/5Wed
1 stop
9h 49mMSP-SWF
6/21Fri
2 stops
19h 20mSWF-MSP
$282
6/5Wed
1 stop
9h 49mMSP-SWF
6/22Sat
1 stop
12h 16mSWF-MSP
$284
6/29Sat
1 stop
13h 39mORD-SWF
7/6Sat
1 stop
10h 08mSWF-ORD
$308
6/5Wed
1 stop
9h 49mMSP-SWF
6/20Thu
2 stops
13h 59mSWF-MSP
$328
6/5Wed
2 stops
9h 36mMSP-SWF
6/21Fri
2 stops
19h 20mSWF-MSP
$337
6/5Wed
2 stops
9h 36mMSP-SWF
6/22Sat
1 stop
12h 16mSWF-MSP
$340
6/6Thu
3 stops
29h 46mORD-SWF
6/9Sun
2 stops
24h 36mSWF-ORD
$341
6/6Thu
3 stops
29h 46mORD-SWF
6/9Sun
3 stops
32h 47mSWF-ORD
$355
6/6Thu
2 stops
15h 02mORD-SWF
6/9Sun
2 stops
24h 36mSWF-ORD
$362

Search by stops

Search by price

Recent one-way flight deals

6/2Sun
1 stop
15h 15mORD-SWF
$120
6/2Sun
2 stops
14h 08mORD-SWF
$125
6/14Fri
2 stops
17h 26mMSP-SWF
$127
5/18Sat
2 stops
13h 32mORD-SWF
$129
5/18Sat
1 stop
13h 38mORD-SWF
$133
7/4Thu
1 stop
6h 50mORD-SWF
$138
6/2Sun
1 stop
16h 18mMSP-SWF
$138
5/18Sat
2 stops
13h 32mORD-SWF
$139
6/3Mon
1 stop
9h 23mORD-SWF
$140
6/1Sat
1 stopBreeze Airways
13h 55mMSN-SWF
$144

Search by stops

Search by airline

Search by price

Last minute flights from Wisconsin to New Windsor

Last minute flight, train and bus deals

5/15Wed
multi-stop
25h 37mORD-SWF
5/17Fri
multi-stop
31h 14mSWF-ORD
$416

Search by stops

Search by price

Flights to Stewart Intl.