Find cheap flights from Costa Rica to New Windsor

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Boston (BOS)
New Windsor Stewart
Thu 4/15
Thu 4/22
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Top tips for finding cheap flights to New Windsor

  • Looking for cheap airfare to New Windsor? 25% of our users found tickets to New Windsor for the following prices or less: From San José $354 round-trip
  • High season is considered to be January, February and December. The cheapest month to fly to New Windsor is January.
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest New Windsor flight deals.

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Top airline flying Costa Rica 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: "uhhh social distancing!!!! We were packed in that plane...."

Pros: "Crew was very nice and helpful"
Cons: "It would be really nice and good for the environment to utilize less plastic bags and find ways to recycle more. When I think of the amount of plastic used in every flight I cringe knowing where all that plastic would end up."

Cons: "IFE was not streaming movies, WiFi on but not loading"

Pros: "Yes everything was great"
Cons: "Nothing everything was great"

Pros: "Good crew."
Cons: "Plane was too warm. Once again I was next to a larger person in a middle seat. This is as much airlines fault as it is the person. As Americans get bigger seats keep getting smaller. Internet stopped working on the flight."

Pros: "Nothing."
Cons: "First flight delayed for mechanical. Put on another flight. About to take off and ground for two hrs on the tarmac. No refreshments offered on either. The only thing they did was tell us we had the right to de board after sitting in silence for 1.5 hrs. I wish I could say this is not the norm for American Airlines but they are 5/6 in the past two months for being late and having mechanical issues"

Pros: "So ridiculous airline didn’t though in costumer at all"
Cons: "Nathing"

Pros: "Ease of boarding."
Cons: "Flight got in late and I was unable to make my connecting flight."

Cons: "Debbie in Business Class made the trip even more special than ever! 1. Congratulated everyone on board for thanksgiving for those who follow that tradition 2. Spoke so kindly on the PA system in both English and fluent in Spanish 3. Kept my coffee hot fresh and always was smiling even those had to work on a holiday We will always fly AmericAn because of flight crew like Debbie..... 1000% super star for AA!!!"

Pros: "cabin attendant was excellent"
Cons: "terrible plane because overhead space is extremely limited and the curvature of the plane limits legroom for window seats."

Pros: "The boarding was fast."

Cons: "Snack selection"

Pros: "Used system wide upgrade to first class. Seat is spacious and comfortable. Mattress pad is a good addition."
Cons: "Crew member serving 1st class was bad, average business was class crew is much nicer and more helpful"

Cons: "Flight attendants gruff, coffees small, TV screens glitchy/ poor quality. Everything seemed just a bit old and worn"

Cons: "The online information was inaccurate on where the pet relief areas were located and I nearly missed my flight as a result. Need to install more ESA /Supprt animal relief areas to make It more friendly to travelers. Very stressful experience overall"

Cons: "I could not get the Wi-Fi to work even though I paid for 24 hours of it there was a different Wi-Fi Carrier on this flight than the flight from Munich to Philadelphia, he did not recognize me and even the free shows I could not get to work it had 3 different site said it told me the log in to in none of them work on my cell."

Pros: "We left a few minutes early"

Pros: "Love flying with AMERICAN AIRLINES."

Pros: "Nothing exceptional"

Pros: "They boarded quickly, left early, arrived 40 minutes ahead of schedule. The staff were very friendly and efficient."

Pros: "The trip was easy and the time very good set!"

Pros: "That our pilot was giving us updates as to why we were slightly delayed."
Cons: "Our flight attendant didn’t know what food we were getting. When someone asked in front of me, she said “I’m not sure it could be either turkey or ham”. If you serve customers from all walks of life including Hindus, vegetarians, Islam, Judaism, it should be expected that the flight attendant know if that is turkey or ham. Another thing is that there was no final check by the flight attendant. We landed with tray tables down, seats recline, and people were still on their laptops."

Pros: "The entertainment"

Pros: "At least they should give a can of the soda"
Cons: "The cookie"

Pros: "Roomy seats"
Cons: "Long wait for clearance"

Pros: "Flight was on time, crew was friendly."

Cons: "Food in general"

Pros: "Friendliness of gate staff"
Cons: "Nothing"

Pros: "The flight left on time. Pleasant crew."
Cons: "As usual, the seats for a 6'4" guy are not good."

Pros: "Lots of food and drinks, nice crew and pretty good experience"
Cons: "Tv screen too slow..... doesn't work that good,the plane was a little noisier at take off than usually, nothing mayor...."

Pros: "Can't really say much as I slept most of the flight."

Cons: "Delayed!!"

Pros: "Everyone was quick"
Cons: "Small seats"

Pros: "the crew and the people at the desk for boarding were great. the app helped me keep up with the changes"
Cons: "delays and changing gates"

Pros: "Boarding was very quick, they called the groups quickly with no lag time in between."
Cons: "I think this was the most cramped airplane I have been on. It was so uncomfortable and I would think that they would take this into consideration since it was a red eye flight."

Pros: "nothing since I didnt fly finnair"
Cons: "I did not like anything since both flight to and from was with airlines I actively decided i didnt want to fly with"

Cons: "The flight company's got changed to AA from Iberia but didn't get any email from Kayak. Send an email next time please."

Pros: "Great crew, happy hour was wonderful."

Pros: "New plane!"
Cons: "Only offered pretzels even though there were cookies. I ha to breakfast them."

Pros: "Free alcohol and good passenger friends and friendly service."
Cons: "No outlets for phones"

Pros: "Overall it was very comfortable and smooth flight."
Cons: "The airplane was looked new, clean and the seats were very comfortable."

Pros: "CR is awesome"
Cons: "AA is screwing up with the flight times, bring them back"

Pros: "Flight was good overall , free pretzels were tasty. Drink service on point."
Cons: "Crew came off as annoyed the whole time. Glad I didn't pay the $$ to upgrade my seat."

Pros: "We were on time and even early. The boarding was smooth, the crew was nice, the food was good and satisfying. We were comfortable. And plenty of movies to choose from."
Cons: "I didn't like that the luggage took so long to come out that we almost lose the connection. We had to run. Too tight maybe."

Cons: "On my flight from San Jose to Arizona there were no t.v , so it made for a painful five hour flight."

Pros: "On time"
Cons: "Lot of movement"

Pros: "Movies, wine"
Cons: "When checking in the staff was so incredibly rude, nonexistent during the whole check in process that it led to several people missing their flights or almost missing it. I had to run around asking for someone to help the long line of people including me who were all in danger of missing their flight because no one was around to help. And then when I finally do get checked in using the now kiosk only option for the plebeian class while anyone above economy gets to talk to real people (way to highlight the class divide guys) I missed my check in time by 5 minutes and was told by the kiosk to find an agent. Then I go running around looking for an agent. I find one and she says you missed your flight. I told her I still have 45 minutes to make it, and she rudely just tells me to get in another line to pay for a new ticket. LUCKILY someone in the priority line saw I was having a problem, a customer not an agent, and she told me to try to talk to someone on her side. After 3 agents told me no one finally told me yes. I made my flight but just by a hair. If the agents would have been around to help or been willing to help me from the moment I spoke to them this would not have been a problem. Thanks for almost ruining Christmas for me. When I spoke to others everyone told me they always have issues with AA. Will never fly AA again."

Pros: "Priority boarding provided by my credit card"

Pros: "Same"
Cons: "Same"

Read more about American Airlines
COVID-19 information

Safety measures for airlines flying from Costa Rica to New Windsor

Airlines flying from Costa Rica 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 Costa Rica to New Windsor

Mandatory masks

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

Social distancing seating

Middle seats unavailable to book on flights from Costa Rica to New Windsor

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Costa Rica to New Windsor

Book cheap flights from Costa Rica to New Windsor

Recent round-trip flight deals

4/22
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American Airlines
17h 40m
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4/29
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13h 25m
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Recent one-way flight deals

6/11
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19h 00m
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13h 12m
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25h 56m
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27h 28m
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5/15
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43h 57m
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