MDW - SWF

$120 Find Cheap Flights from Chicago Midway Airport to Stewart Intl.

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to New Windsor departing on 4/22. 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
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to New Windsor

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to New Windsor, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to New Windsor, as well as popular online travel agencies
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41 299 237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$368
Multiple Airlines
Thu 4/16Sun 4/19
MDW - SWF • 1 stop
Cheapest one-way
$120
Multiple Airlines
Wed 4/22
MDW - SWF • 2 stops
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to New Windsor!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Midway to New Windsor (MDW-SWF)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to New Windsor that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to New Windsor

Thu, Apr 16 - Sun, Apr 19
Multiple Airlines Logo
9:14 am - 10:55 am
MDW
-
SWF
24h 41m
1 stop
Multiple Airlines Logo
7:47 pm - 7:31 pm
SWF
-
MDW
24h 44m
2 stops
$368Multiple Airlines
Thu, Apr 23 - Sun, Apr 26
Multiple Airlines Logo
2:15 pm - 10:50 am
MDW
-
SWF
19h 35m
2 stops
Multiple Airlines Logo
11:48 am - 8:52 pm
SWF
-
MDW
10h 04m
1 stop
$393Multiple Airlines
Sun, Apr 12 - Thu, Apr 16
Multiple Airlines Logo
5:05 am - 11:31 am
MDW
-
SWF
29h 26m
2 stops
Multiple Airlines Logo
11:48 am - 7:59 am
SWF
-
MDW
21h 11m
1 stop
$457Multiple Airlines
Thu, Apr 16 - Sun, Apr 19
Multiple Airlines Logo
9:14 am - 10:55 am
MDW
-
SWF
24h 41m
1 stop
Multiple Airlines Logo
11:48 am - 8:04 am
SWF
-
MDW
21h 16m
1 stop
$474Multiple Airlines
Booking Insights

Good to know

Cheapest flight$120
Flight from Chicago Midway Airport to Stewart Intl.

When to book flights from Midway to New Windsor

Are your dates flexible? Find out the best times to travel from Midway to New Windsor based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to Stewart Intl. flights

  • What is the cheapest flight from Chicago Midway Airport to New Windsor?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to New Windsor was $120 for a one-way ticket and $368 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and Stewart Intl.?

    No

  • Which aircraft models fly most regularly from Chicago Midway Airport to Stewart Intl.?

    We unfortunately don’t have that data for this specific route.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport 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 Chicago Midway Airport to Stewart Intl..

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Stewart Intl. from Chicago Midway Airport 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 Chicago Midway Airport 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 Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and SWF can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport 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 Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight from Midway to New Windsor

Information on your arrival and departure airports

Chicago Midway Airport (MDW)
New Windsor (SWF)