To save up to 64% on this flight, we recommend booking at least 60 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Milwaukee to New Windsor from $202 1-2 weeks out and tickets from $353 for flights departing within the next 72 hours.
Due to multiple factors, expect to potentially pay more when booking in November. For low rates, January can be a great choice for travel to New Windsor. Flights to New Windsor from Milwaukee in January are about $211 on average during January, but can be found for as low as $77.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Milwaukee to New Windsor as you normally would.
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