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Find cheap flights from Maui to New Windsor

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Round-trip
Economy
Boston (BOS)
New Windsor Stewart
Fri 4/16
Fri 4/23
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Good to know

Low season

JuneBest time to beat the crowds with an average 9% drop in price.

High season

JulyMost popular time to fly with an average 30% increase in price.

Average price round-trip

$362(avg. price over the last 2 weeks)

Good deal round-trip

$164or less

Good deal one-way

$115or less

FAQs for booking flights from Maui to New Windsor

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Top airline flying Maui to New Windsor Stewart

Scores according to KAYAK customer reviews

7.2
American Airlines
Overall score based on 45,377 reviews
7.5
Boarding
7.1
Comfort
7.8
Crew
6.9
Entertainment
6.7
Food
Airline reviews

Cons: "Maui to LAX GOOD. LAX to Phx crowded for Covid19 situation. Sat in middle seat between two other passengers. PHX to Santa Ana no one sat in the middle seat. It concerns me that such cheek to jowels seating could backfire"

Cons: "For the longer leg of my trip, there was no entertainment. No screens at all! No food besides some dry pretzels on a 5 hour flight and the crew was borderline surly. They were running into people with the drink cart, bumping any edge of arm or leg that was in the aisle, not smiling, not pleasant at all."

Cons: "Flight was delayed for over 3 hours and I still don’t know why."

Cons: "Having to go to a different line to pay for a heavy bag"

Pros: "Seats were roomy and comfortable."

Cons: "Avoid a 3 hour delay."

Pros: "19 minute flight wheels up to wheels down!"

Cons: "The entertainment / announcement system has issues. The safety video was interrupted and segments repeated randomly."

Pros: "Even though we left late, we made up time in the air."
Cons: "My aisle seat didn’t recline."

Pros: "Crew was good."
Cons: "The seat was tiny. It took forever. I hate you people."

Cons: "Not get delayed. Don’t make me check a bag that clearly isn’t oversized"

Pros: "Variety of snacks and friendly service. Good entertainment selection."
Cons: "Signs for Finnair and AA were hard to find on departure."

Pros: "On time"
Cons: "Nothing"

Pros: "Easy check in, helpful staff. Great seats and lovely in-flight amenities. Most of the food was really good and quite a bit was offered during the flight. Arrived early and staff was really helpful in getting through customs."
Cons: "Weight limit on baggage was very strict. Boarding took a long time and seemed disorganized."

Pros: "Great plane"
Cons: "ATC delayed us 2 hours IN THE PLANE. Luggage was delivered to the wrong baggage terminal. LAX is the worst."

Pros: "Didn't have any entertainment so I was able to sleep."
Cons: "Equipment not functioning so couldn't watch movies or listen to music."

Cons: "Flight was delayed twice, plane was old and dirty in need of maintenance. We had Hard landing and had to unboard onto a people mover. Thankful it was a short flight."

Pros: "Crew were ok Captain was informant"
Cons: "Delay Heat on plane at 98 degrees upon boarding"

Pros: "We missed out connecting flight. We landed at 730am our connecting flight was supposed to leave at 750 it actually left at 744am"
Cons: "Our connecting flight left early"

Pros: "Flight was on time, crew were great."

Cons: "Boarded the flight before the pilot had been brought over to JFK from LGA, we sat on the jetway waiting for him to arrive for 45 minutes without the air on."

Pros: "Good is that they sent you to Finnair to correct AA created break in service...why would they pay for it? AA is just an operator per itinerary! Why would you care if ppl get help with connections!"
Cons: "Checked in online on Finnair and automatically for the second connecting flight...and not the first -AA. So, had to check-in again for the first flight at the terminal. Board passes were printed 2 out of 3 by AA and both had errors - wrong gate for the first flight and no boarding info for the second connecting flight - just blank! AA did not provide connecting info until I found an unoccupied employee at the terminal and customer service lines were about 20 people in 2 locations I went to. The connecting info should be in the itinerary they said at customer service...nope, it was not there either!"

Pros: "The seats were comfy and spacious."

Pros: "Relatively quick embarkation process despite having to walk outside. Got us safely to destination."
Cons: "Those old turbo props suck big time. Not only everything looks dated but the engine drone and especially the vibration are unbearable. I have flown turbo-prop in Europe and they didn’t seem so noisy and transmitting so much vibration."

Cons: "Flight was delayed by 90 minutes because the incflight mint flight was late"

Pros: "Tom threatened to have me ARRESTED after inquiring as to why he was unusually and much more than personally and intentionally. I hope he’s enjoye his Career w AA. My Mom has worked there 30 yrs & he finished after messin w the WRONG SPICY Cajun Woman Who’s been oppressed and abused ENOUGH!!!!!"
Cons: "See above. I like Kayak"

Cons: "Requested a cup of hot tea during beverage service. Received a cup with the tea bag, sugar and creamer, and was told that they would return with the hot water. They completed service and I had yet to get the water. Reminded the flight attendant twice more that I was still waiting for the water before they finally brought it."

Cons: "Cabin temperature was cold and food could have been better."

Cons: "Delays. Crew were rude. Down graded seats separated from spouse"

Pros: "I slept the entire duration."

Cons: "I hated the waiting area at Pearson. I hated the temperature and how tiny the seats are. Was so hot and absolutely miserable."

Cons: "I could not check in and pay for my second bag at the kiosk. I had to wait in the very long ticketing line to get help. Also, it was not clear that the international flight flew from the AA terminal and not from the International terminal where Iberia flies from...I had to walk to the AA terminal with all my bags which was stressful since I was dropped off at the international terminal which made sense as it was an international flight and the ticket did not say it was flying from the AA terminal only that it was operated by AA.."

Pros: "crew was nice"
Cons: "old planes, no entertainment on transcontinental flight. Terrible food, and options"

Pros: "Snacks"

Pros: "Great crew and plane"

Pros: "New plane, no delays"
Cons: "On way there wasted too much time.with delays"

Pros: "The food, entertainment and crew were satisfactory."
Cons: "I did not like that my original flight was flat out cancelled. It made for a stressful trip."

Pros: "That I arrived to my destination alive."
Cons: "It was my first time taking Virgin America and I didn't know movies weren't free. I used to travel a lot and I've never had to pay for movies. I ended up watching 12 episodes of Big Bang Theory because it was the only free thing to watch that wasn't LinkedIn videos or Disney, which really sucked. Comfort level wasn't any better than any of the other airlines and service was the same as well. I've heard good things about Virgin but my experience was just mediocre."

Pros: "We didn't crash."
Cons: "No safety briefing for infants, rude gate staff, primitive fleet, terrible customer service at all levels."

Pros: "Timely and prepared flight."

Pros: "Friendly crew (not specting it from AA, confortable seat and excelent entertaiment."
Cons: "Ticket was sold like BA and nwver told is operated by AA and vueling, not friendly staff at check in, They didnt wabt to check my luggage all the way to AMS because of the short conection (why you sell a ticket like ke this if is bot possible) didnt get the second boarding pass."

Pros: "Probably just about the only domestic flight where you still get food in steerage."

Cons: "Only a few options as far as tv and movies"

Cons: "Poor customer service"

Cons: "The in-flight entertainment was out, and the a/c was barely working-not good for a four hour flight. Instead of addressing the issues the flight crew was more interested in chatting with each other. No pre-flight drink service in first class, they rarely even passed through the canin."

Pros: "Nothing"
Cons: "Ride flight attendants"

Cons: "Served drink as they prepped for landing"

Pros: "The boarded quickly and had our flight arrive back to Toronto a little earlier than expected"
Cons: "There wasn't any in flight entertainment systems and the app they said you need to watch movies wouldn't download. Pretty boring over all"

Pros: "Same"
Cons: "Same"

Read more about American Airlines
COVID-19 information

Safety measures for airlines flying from Maui to New Windsor

Airlines flying from Maui to New Windsor have enacted additional safety measures and adjusted policies to better accommodate travelers. Policies vary by airline.

Heightened sanitation

Daily cleaning, installation of cabin HEPA filters on flights from Maui to New Windsor

Mandatory masks

Masks required on board, masks provided on flights from Maui to New Windsor

Social distancing seating

Middle seats unavailable to book on flights from Maui to New Windsor

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Maui to New Windsor

Book cheap flights from Maui to New Windsor

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