MKE - SWF

$187 Find Cheap Flights from Milwaukee to Stewart Intl. - Compare and Save

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Flight Deals

Cheap Flights from Milwaukee to New Windsor (MKE-SWF)

 
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Recent round-trip flight deals from Milwaukee to New Windsor

Sun, Dec 20 - Mon, Dec 28
Multiple Airlines Logo
1:55 pm - 8:00 pmMKE  Milwaukee-Mitchell-SWF New Windsor Stewart
29h 05m1 stop Orlando
Multiple Airlines Logo
7:01 pm - 1:25 pmSWF  New Windsor Stewart-MKE Milwaukee-Mitchell
19h 24m1 stop Orlando Sanford Intl
$638Multiple Airlines
Thu, Dec 24 - Sun, Dec 27
Multiple Airlines Logo
2:29 pm - 11:36 amMKE  Milwaukee-Mitchell-SWF New Windsor Stewart
20h 07m2 stops Orlando Charleston
Multiple Airlines Logo
11:06 am - 12:40 pmSWF  New Windsor Stewart-MKE Milwaukee-Mitchell
26h 34m1 stop Orlando
$677Multiple Airlines
Tue, Dec 22 - Mon, Dec 28
Multiple Airlines Logo
8:00 am - 7:45 pmMKE  Milwaukee-Mitchell-SWF New Windsor Stewart
10h 45m1 stop Orlando
Multiple Airlines Logo
7:01 pm - 1:25 pmSWF  New Windsor Stewart-MKE Milwaukee-Mitchell
19h 24m1 stop Orlando Sanford Intl
$717Multiple Airlines
Sat, Dec 26 - Wed, Dec 30
Multiple Airlines Logo
7:15 am - 6:56 pmMKE  Milwaukee-Mitchell-SWF New Windsor Stewart
10h 41m1 stop Orlando
Multiple Airlines Logo
7:46 pm - 11:38 pmSWF  New Windsor Stewart-MKE Milwaukee-Mitchell
28h 52m1 stop Orlando Sanford Intl
$850Multiple Airlines
Sat, Dec 26 - Wed, Dec 30
Multiple Airlines Logo
7:15 am - 6:56 pmMKE  Milwaukee-Mitchell-SWF New Windsor Stewart
10h 41m1 stop Orlando
Multiple Airlines Logo
7:46 pm - 11:38 pmSWF  New Windsor Stewart-MKE Milwaukee-Mitchell
28h 52m1 stop Orlando Sanford Intl
$858Multiple Airlines
Tue, Dec 29 - Sun, Jan 3
Multiple Airlines Logo
7:40 am - 7:45 pmMKE  Milwaukee-Mitchell-SWF New Windsor Stewart
11h 05m1 stop Orlando
Multiple Airlines Logo
11:06 am - 11:14 pmSWF  New Windsor Stewart-MKE Milwaukee-Mitchell
13h 08m1 stop Orlando
$1,119Multiple Airlines
Fri, Jan 1 - Sun, Jan 3
Multiple Airlines Logo
5:17 pm - 11:39 amMKE  Milwaukee-Mitchell-SWF New Windsor Stewart
17h 22m2 stops Orlando Raleigh-Durham
Multiple Airlines Logo
11:06 am - 11:14 pmSWF  New Windsor Stewart-MKE Milwaukee-Mitchell
13h 08m1 stop Orlando
$1,261Multiple Airlines
Sat, Mar 20 - Sat, Mar 27
Multiple Airlines Logo
4:38 pm - 10:16 amMKE  Milwaukee-Mitchell-SWF New Windsor Stewart
16h 38m1 stop Orlando
Multiple Airlines Logo
11:12 am - 7:16 amSWF  New Windsor Stewart-MKE Milwaukee-Mitchell
21h 04m1 stop Orlando Sanford Intl
$1,319Multiple Airlines
Sat, Mar 20 - Sat, Mar 27
Multiple Airlines Logo
4:38 pm - 10:16 amMKE  Milwaukee-Mitchell-SWF New Windsor Stewart
16h 38m1 stop Orlando
Multiple Airlines Logo
12:35 pm - 11:27 pmSWF  New Windsor Stewart-MKE Milwaukee-Mitchell
11h 52m2 stops Raleigh-Durham Orlando
$1,452Multiple Airlines
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Key details for Milwaukee to New Windsor flights

Cheapest flight

$187
One-way flight from Milwaukee to New Windsor

When to book flights from Milwaukee to New Windsor

Are your dates flexible? Find out the best times to travel from Milwaukee 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

Your Milwaukee to New Windsor flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • Do I need a passport to fly from Milwaukee to New Windsor?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • Have flight prices from Milwaukee to New Windsor changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $638 to $1,452. That means the highest observed fare was about 2x higher than the lowest one.

  • What car rental options are available at New Windsor Stewart Airport (SWF)?

    New Windsor Stewart Airport (SWF) hosts 5 major car rental companies, with daily rates averaging $90 for economy cars. Top options include:

    • Budget
    • Avis
    • Alamo
    • Enterprise Rent-A-Car
    • Empire Rent A Car

  • Which airports can I use when flying from Milwaukee to New Windsor?

    Flights from Milwaukee to New Windsor usually depart from Milwaukee-Mitchell (MKE) and arrive at New Windsor Stewart (SWF).

  • What is the time difference between Milwaukee and New Windsor?

    New Windsor is 1 hour ahead of Milwaukee (Eastern Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

Your guide to booking Milwaukee to New Windsor flights

Get tips on when to book, when to fly and what to know before your trip.

More options for your flight from Milwaukee to New Windsor

Complete your trip to New Windsor with a hotel stay or car rental

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