Find cheap flights from Winnipeg to San José

YWG - SJO

Find cheap flights from Winnipeg to San José

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Round-trip
Economy
Winnipeg (YWG)
San José Juan Santamaria Intl
Wed. 28/7
Wed. 4/8
Any month
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Good to know

Low season

SeptemberBest time to beat the crowds (38% less expensive on average)

High season

JuneMost popular time to fly (26% more expensive on average)

Average price round-trip

C$ 698(avg. price over the last 2 weeks)

Good deal round-trip

C$ 506or less

Good deal one-way

C$ 336or less

When to book flights from Winnipeg to San José

Estimated round-trip price
Average price per month
Flight prices as travel date approaches

Top tips for finding a cheap flight

  • Looking for a cheap flight? 25% of our users found flights on this route for C$ 336 or less one-way and C$ 506 or less round-trip.
  • The cheapest flight from Winnipeg to San José was found, on average, 13 days before departure.
  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be May, June and July. The cheapest month to fly is September.
  • Morning departure is around 5% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for booking flights from Winnipeg to San José

Can I fly to San José? Are there any travel restrictions when entering San José?

    They need check if they can enter the country with or without a visa.
    All passengers, including minors should fill out the Health Pass 72 hours prior to the scheduled departure.
    Travelers, including vaccinated individuals must carry a travel insurance that covers lodging and medical expenses in case of contracting COVID-19. The required medical insurance should have a guaranteed $50,000 for medical expenses and $2000 for lodging expenses.

Foreigners with temporary or permanent residence or with temporary status returning to Costa Rica must acquire a local insurance incase they are not up-to-date with their Social Security payment. Passengers in transit are also required to have an insurance policy with a minimum coverage of 5 days.
Find all details here.
Read more about travel restrictions for San José

Can I fly to San José without having to quarantine on arrival?

Do I need to take a coronavirus (Covid-19) test before flying to San José?

What documents do I need to fly to San José?

What other coronavirus (Covid-19) restrictions are there in San José?

How long does a flight from Winnipeg to San José take?

Which airlines provide the cheapest flights from Winnipeg to San José?

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How does KAYAK find such low prices on flights from Winnipeg to San José?

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What is the Hacker Fare option on flights from Winnipeg to San José?

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Top 3 airlines serving Winnipeg to San José Juan Santamaria Intl

Scores according to KAYAK customer reviews

7.9
Delta
Overall score based on 29,569 reviews
8.1
Boarding
7.8
Comfort
8.5
Crew
7.8
Entertainment
7.5
Food
Airline reviews

Cons: "Nothing"

Pros: "The crew was very attentive"
Cons: "The social distancing was not followed and the seats were not very big so I had a person sitting darn near on top of me. Fortunately the guy next to me asked to move but until that point the crew did not really care."

Pros: "Everything about the flight"
Cons: "Nothing"

Pros: "Crew was super amazing and friendly! Very good service also!"
Cons: "No seat back entertainment.."

Cons: "Better seats. What’s the deal with always getting the back of the plane? Seats right next to the engine. Very tired of getting the worst seats even when I check in within minutes of the the 24 hour window. Really tired of the bad seats."

Pros: "Maria in Winnipeg tried to find me decent connections. She did book me into a hotel in Boston as I missed connection 3 times!!!!"
Cons: "Flights that arrive and leave on time. How can one plan a trip if flights are continually cancelled or delayed. Very frustrating and a very unhappy customer."

Pros: "Nothing"
Cons: "Idk terrible flight experience with delta"

Pros: "Very fast and efficient boarding process. We began moving right when they closed the door. Smooth flight, friendly attendants."
Cons: "Stop charging $2 for headphones lol"

Cons: "Worst airplane i have been on since 2007"

Pros: "Delayed, packed, bought a sandwich! Good sandwiches!"
Cons: "Packed and delayed"

Pros: "There were a few hiccups with the overall flight process, but the crew was very friendly and informed everyone in a timely manner of the situation. There were also good snacks. Also, flexible baggage policy, which was great."
Cons: "The boarding situation is odd and less organized or structured than any of the other airlines I've flown with."

Pros: "Nothing to like when 1. you are arriving at your destination after 24 hours plus delays. 2. you paid Comfort+ class (not cheap) and are constantly pushed back in the Main Cabin."
Cons: "Actual flights flying on time. What a mess!"

Cons: "A Boeing 757 should not be used for a 6+ hour flight"

Pros: "The crew was awesome. The entertainment was great with a huge selection of movies. The food was really good."
Cons: "Boarding was delayed while waiting for Delta agents to come and assist people off of the plane."

Cons: "Change the movies more ofti"

Pros: "Crew was great"
Cons: "Hot in the plane and the landing was uncomfortable"

Cons: "Let was a typical flight. About all you can hope for is that it is on time. That makes it excellent."

Pros: "The crew was helpful and seemed genuinely nice. The seats felt a little narrow"

Cons: "Great flight. On time and friendly staff."

Pros: "Amazing crew, on time, decent coffee, plenty of drinks"
Cons: "The drinks cart was a little slow..."

Cons: "Was a little bit hot"

Pros: "Even though the flight was delayed by a few minutes we still arrived on time."

Pros: "Free Tillamook snacks that were filling, upgraded snacks"
Cons: "Most of the crew. They were literally no smiles except one nice lady. Just blank stares and quick handing off, not expecting a smile, but most of the crew was cold for idk what reason (except one nice lady)"

Pros: "Boarding was seanless"
Cons: "I wasn’t able to sleep much because the seat was not comfortable."

Pros: "The crew was wonderful, the flight was on time."
Cons: "But the seats are so tight that we were definitely elbow to elbow and once seated I was unable to access even the purse that was at my feet. There was no entertainment and the tray table was tiny, not even an indentation for a cup!"

Cons: "Very late .missed connection. Agents in Detroit were worthless to get us on different connection"

Pros: "The smooth flight, the informational touches the pilot and gate attendants gave to the people"
Cons: "Late flight attendants"

Cons: "N/a"

Pros: "Every Delta employee that we encountered was professional and pleasant"

Pros: "Nice plane staff"
Cons: "Very hot airport. Having to load plane outside (hotter on tarmac). Then Delta being 3.50 hours late. Sitting in a hot airport for 6 hours. Not my idea of fun"

Pros: "Everyone was very friendly, especially when checking in"

Pros: "Left on time and arrived early. Dinner quality was good Crew was very professional"
Cons: "Seats were uncomfortable."

Pros: ":("
Cons: "Bad food"

Cons: "No LCD screen for entertainment."

Pros: "Quick boarding"
Cons: "Had to sit directly next to the engine and it was very loud."

Cons: "I have traveled with my luggage plenty of times through airports and the flight from washington to jacksonville, my luggage came back to me cracked and broken. I was surprised that Delta handling was worse than any of the cheaper flights I normally take and will not be checking any baggage with Delta again."

Pros: "Crew was excellent"
Cons: "Aitplane was old and seats were very narrow"

Pros: "Fast boarding, we even left early! Very kind crew. Flight was WAY shorter than it said on our itinerary!"
Cons: "No TVs and couldn’t get wifi to work. Small plane, slightly uncomfortable."

Pros: "Staff lovely"
Cons: "Flight delayed so we got bumped to a later connecting flight An eight hour trip became a 12 hour trip"

Pros: "I loved the way that the flight attendants were able to sit my boyfriend and I together on our flights even though our seats weren't planned to be near each other. The available entertainment games, movies and tv shows were awesome to have!"
Cons: "Nothing"

Pros: "I got upgraded to a Delta Comfort+ seat. This gives me more space and more comfortable."
Cons: "Was not given a chance to select seats in advance. Also was not advised where I should go to get my boarding pass because there is no China Southern counter at Detroit airport."

Pros: "Cabin crew was very polite helpful and friendly."
Cons: "Can't change the weather. Flight was delayed a bit but they were very informative as they found out info."

Cons: "Kids yelling"

Pros: "Entertainment, newer plane, great crew. and complimentary meal? fantastic."
Cons: "I checked in 12 hours in advance for both trips and was assigned a B seat toward the back of the plane for both, with no capability to select my seats in advance."

Pros: "NothIng"
Cons: "Horrible customer service coming and going. Horrible service on the plane and mostly, some of the rudest people I have ever had to deal with. Delta should take lessons from SWA. By the way, this isn't the only bad experience I've had. Flown Delta 4 times over last six months and almost the same."

Pros: "The tv in the back of every seat makes any seat a good seat."

Pros: "We were stuck for an hour and a half on the tarmac"
Cons: "We were stuck for an hour and a half on the tarmac"

Pros: "Excellent service and on-time"
Cons: "Baggage charge"

Pros: "Same as previous flight."

Pros: "Got there"
Cons: "Way too expensive"

Pros: "Service"
Cons: "All was as good as expected"

Pros: "I like the app to tell me where is my baggage. Thanks"

Cons: "More drinks, snacks"

Pros: "On time, great cabin crew"
Cons: "Q400 is cramped, noisy and awful overhead storage"

Pros: "On time, crew was cheery!"

Pros: "It was canceled"

Pros: "Comfortable seat - great service"

Cons: "Delays"

Cons: "The flight was late arriving, so consequently we had to pay a taxi to hotel, as shuttle had finished for the night. Air Canada staff let people know 10 mins prior to boarding that we needed the app to view movies in-flight. Most people couldn't download quick enough, & airport Wifi was not optimal"

Pros: "Crew was friendly"

Pros: "Staff were pleasant"

Pros: "Thank goodness there was lots of room on this plane, makes it much nicer"
Cons: "Old plane, and business class is just ok. So sad that Air Canada is only flying this route with Rouge... they just are ok. Boarding was a gong show - they blocked off the area with little posts to keep people organized and were boarding a big flight to Tokyo right beside us. Horrible."

Cons: "They wouldn’t wait 10 minutes for us to arrive on our incoming flight."

Cons: "Again very disappointed. No food, no flight monitoring and no tv access. Felt very "cheep". Cop o see idea far far better."

Pros: "Flight was ok overall. Staff were nice."
Cons: "I don't think there was enough crew on board to serve all the passengers. Water was only offered once. I did get to watch free movies from Vancouver to Toronto. However, you had to pay for entertainment from Toronto to Costa Rica"

Pros: "Getting off"
Cons: "Sore all over and a lousy cough"

Cons: "Delay in YUL...5 mins turned into 60...almost missed travel in SJO to final destination"

Pros: "Once on plane all OK"
Cons: "Check in unhelpful to being rude by ignoring people and avoiding getting advice from higher ups. Worst service I Have experienced in 60 years of air flight three times a year ,at least"

Pros: "Everything else was great"
Cons: "No movies"

Pros: "Disable passenger here. They were very helpful and accommodating"

Pros: "We were given a $10 meal voucher in Toronto for the 2hr delay, nothing was done for us in windsor after waiting close to 5 hours."
Cons: "Flight was delayed from Windsor to Toronto for hours the. Again from Toronto to San José."

Pros: "Business class was comfortable."
Cons: "Flight was delayed 2 hours."

Pros: "Seats were fairly comfortable. Crew on flight from Toronto to San Jose were friendly. Crew on home flight very aloof."
Cons: "Did not know you should pre book food. They ran out. Very frustrating. Said they had breakfast food and snacks. All that was left by the time they got to our seats were chips and nuts. And they didn’t seem to care. Entertainment worked better on way back. Could not get it going on way there, even with crew assistance. Line ups for check in in San Jose were crazy. Over 40 minutes."

Cons: "I don’t like the head games air Canada plays when they know the flight is probably not going to leave for three hours and they purposely don’t update the flight details. Only update every 20 minutes for a three hour delay...."

Pros: "we had a very good seating distance in row 15"
Cons: "the cabin service was simply bad: very limited meal offerings, drinks were not cold, flight attendants were pretty arrogant."

Pros: "Plesant ride"
Cons: "Flight took longer to depart due to boarding and de-icing"

Pros: "Size of seats and entertainment"
Cons: "Late leaving, slow baggage claim"

Pros: "Good price, clean, free movies, descent movie selection."
Cons: "Bring your own snacks. No gluten free options unless pre-arrange. No fruit, no peanuts, no option to buy food, and the snack gallery only had pretzels. If you like bread, butter and water, should be ok. Close seats, can feel movement of people beside and behind."

Cons: "I"

Cons: "We had a 5 hour delayed flight. We received no notification that our flight would be delayed so we were stuck waiting on the airport for 5 hours, which forced us to cancel evening plans with friends that night because the flight landed in Vancouver at 3am the next morning and we didn't get to our Airbnb until around 4-5am. The crew seemed disorganized."

Pros: "The crew was professional and polite"

Pros: "That we arrived, finally, safely and our bags did too."
Cons: "The kiosk at checking was unable to process our boarding pass so we had to wait in line to see an agent to check in and take our bags. There were 3 lines, but people who arrived after us were taken care of before us. It was not organized. Our flight was delayed and the waiting area at Laguardia was so crowded. I fly Air Canada as seldom as possible because there's almost always something that complicates the trip. Our daughter booked these flights so we could visit her for Mothers Day."

Pros: "Overall it was a quick and painless flight. The crew was friendly and we had no problems!"

Pros: "Seat were comfortable (however the struggle is when you have someone with long legs behind you...)"
Cons: "Entertainment was using the app, they could have had a sign at the gate so those of us that didn't have it could have download it before boarding."

Pros: "Great movie selection"
Cons: "Late departing and on arrival the ground crew wasn't available so we were stuck on the plane awaiting their arrival. I can't understand scheduling issues that end up leaving jets stranded."

Pros: "Nothing"
Cons: "Was delayed 2 hours on the way there (MTL to NYC). On the way back my flight was cancelled and was booked on the next flight. I had my gfs bday and couldn't miss it. What a bad experience."

Cons: "This is not an Air Canada flight, is a Rouge flight, meaning there is no service, no screens, not even blankets on board. I didn't know that until after confirming my reservation, and it makes all the difference. For a low cost flight, the service is ok, but it shouldn't be advertised as Air Canada at all."

Cons: "Never made the flight and the only flight air canada is willing to put me on is 24 hours later. Very poor customer service."

Cons: "The flight left almost 1 hour late because paperwork wasn't signed off"

Cons: "2h and 4h30 h late"

Pros: "Seating was fine on their "normal" flights."
Cons: "Regarding Air Canada Rouge service: If you are over 6' in height your knees will not fit in the assigned space."

Cons: "Flight was delayed an hour with no updates. Luggage pick up was slow"

Pros: "cruising slightly high to avoid turbulence, the way from Toronto to Winnipeg we were flying on altitude 26,000 and then 30,000 feet. on west jet we were flying on altitude 39,000 feet with less turbulence. thanks"

Pros: "Leg room is comfortable"
Cons: "Flight had one and half hour delay. I did not get E-mail reminder for Check-in, for my return flight from Toronto."

Cons: "Same movies"

Pros: "The saftey"
Cons: "Food"

Pros: "Check in was excellent"
Cons: "Flight was 4 and half hours late for weather and mechanical reasons. Airline responded very well but such a long delay is annoying"

Pros: "There was more turbulence than usual for the flight but the crew still managed to keep the passengers happy with food and drinks, and the pilot handled the flight and landing exceptionally well."

Pros: "ANA crew were cute, polite and kind. They even put me on an earlier flight. I'm glad it was operated by ANA, one of the world's best airline."
Cons: "Everything went so smoothly with my ANA flights. Nothing to complain."

Pros: "Comodidad en el avión"
Cons: "Hay desorden en la coordinación de los vuelos, atrasos, yo tuve un atraso de 11 horas, otros perdieron conexión, y no es tampoco porque se paga barato, porque los pasajes están caros"

Cons: "Food"

Pros: "Inflight movies"
Cons: "None"

Pros: "The food and the crew"
Cons: "Entertainment system, it is outdated"

Cons: "Only bathroom on the plane was closed due to issues. Plane was cold and cramped."

Cons: "Flight was on an older CRJ 200, which was a little cramped and grungy-appearing."

Pros: "Amabilidad de la tripulacion"
Cons: "Podrían dar comida, el viaje no es tan corto. Aire acondicionado demasiado frío, muchos pasajeros solicitaron regular l temperatura, no habían suficientes mantas"

Cons: "The United App for entertainment would not work. It kept closing. The cabin was cold."

Cons: "Flight was canceled due to United's mismanagement of crews."

Pros: "Clean, comfortable and on time."
Cons: "Nothing"

Cons: "No screens in the seats. Food options are the usual limited fair"

Cons: "I’m 6’3, misty in my legs, so the diminishing legroom is a problem. Can’t afford business class either. You should really have entertainment for a 5 hr flight."

Pros: "Comfortable seats with screens"
Cons: "Mediocre snack"

Cons: "I didn't get to get on the flight."

Cons: "Slow boarding, no food no drinks, no tv."

Cons: "Charge for baggage. Pretzels - ugh!"

Cons: "No entertainment on this flight"

Pros: "Nothing"

Pros: "Más espacio, al menos una película que ver, y algún bocadillo por ser un vuelo de tantas horas"

Pros: "The pilot"
Cons: "Everything else"

Pros: "Entertainment worked on this flight! And once again, I had an empty seat next to me - that's always a huge plus so I can stretch a bit."

Pros: "The flight crew was very attentive and friendly. Probably one of the nicest crews I have encountered on my flights."
Cons: "Me and this other person were waiting in the back for the two bathrooms to become available. We waited over 10 minutes."

Pros: "The plane took two hours to leave the ground due to weather. This was unfortunate and made the passengers uncomfortable but it was not the fault of the airline."
Cons: "The airline gave all the passengers access to the movies and television channels."

Pros: "Quick easy trip"
Cons: "I couldn't put my Cary on luggage in cabin.."

Cons: "My luggage didn't make connnection."

Pros: "All went well on on time and service was good."

Cons: "I don't understand the purpose of basic economy. I bought my ticket months ahead of time and paid over $300 for it. Only to find out when it was time to board that I wasn't guaranteed a seat. EVEN THOUGH I BOUGHT A TICKET AND IT WASNT CHEAP. I was put on a waitlist and finally got a ticket after boarding was supposed to be over. I was appalled by the whole thing. Doing away with basic economy or just giving those who buy those tickets the basic rights that should come with an airline ticket should be considered. How can you deny someone a seat if they bought a ticket months ahead of time? What if I wasn't lucky and couldn't get a seat? Wait until the next flight hours later and get put on a waitlist there too? Something needs to change."

Pros: "So they lost my bag but where super helpful and nice!"

Pros: "First flight delayed once board to check a broken light. Then waisted 40 minutes taxiing on tarmac in Houston because they couldn't find a gate. Missed our connection. They put us up in a low end hotel overnight. Then we had our morning flight again delayed as we waited for planes to the take off, so further delays. Arrived in Costa Rica 1 hour late. Now with too many other flights so immigration packed and took another hour and twenty minutes (when we finished there was only a 5 minute wait). Thanks United"
Cons: "Coffee and cookies. Moscow mule"

Pros: "The wi-fi entertainment was good"
Cons: "Unfriendly crew. Broken seat back, would not recline. Made crew aware and was basically told to deal with it. Delayed twice on my return lay over. Not a good experience overall."

Cons: "Snack offering was caramely sugar cookie"

Cons: "Fligh delay."

Pros: "I was allowed to get off the aircraft to collect a bag I left behind"

Pros: "Attendants were amazing"
Cons: "We spent the whole delay on the plane and wasn't notified of a problem until after an hour. A lot of my time was wasted. That's not okay. Keep your customers informed."

Pros: "The boarding process is terrible, because communication breakdown is inevitable. The crew on the plane are sometimes rude, and have no patience when passing seated passengers. One air hostess constantly bumped into my arm like a bull as she passed walking down the isle. Entertainment is practically non-existent on long flights unless you pay for it. Two of my flights were cancelled last minute with little to no remorse, and I had to wait 2 days to catch the next flight. That flight was even delayed more than an hour. I was sick by time I reached my destination. Overall, United would not be my 1st choice due to bad experiences numerous times."

Pros: "Since we were the last ones to arrive at the gate because of our delayed flight they had to check our carry-on baggage with the luggage we didn't have locks and nomally what we carry in that bag are fragile or valuable things. They should at least have plastic gauzes or fragile stickers to put on the bags. I don't know the reason but the flight attendants left about the last 6 rows of passengers without pretzels or drinks. There was no device to view movies. Leg space too tight."

Pros: "Nice and comfy seats, good service on plane, fast boarding"
Cons: "No good food and the entertainment was not the beat"

Pros: "Just the crew"
Cons: "Now when I fly united i feel like flying with spirit or jet blue o any other cheap airline, they charge for everything but sodas. They don't even carry blankets. The fact that for a long (3h- 4h and 5h) flight (took 4 overall during the holidays) united didn't offered ONE movie for free at least was very disappointing. Not one of my flights were on-time!"

Cons: "Same. No ffood ..poor Service and allso charging. To much for extra weight. $200 for 3 extra pounds. Ridiculous. Also charged for one check in bag..Todo much"

Cons: "Viajar en United es desastroso. Los asientos son demasiado pequeños, yo mido1.57 metros y no me podía ni mover."

Pros: "I ended up missing my connecting flight because the flight left the airport almost an hr late....once i get to my connecting flight...ive missed it...soooo i had yo wait 4hrs for the next available flight & missed my doctors visit......im sooo pissed....."
Cons: "Missing my connecting flight"

Pros: "The crew were nice though exasperated with cramped new planes and crowded restrooms. Flight was on time"
Cons: "After three years of flying all around US, realized United is the worst of the three major legacy carriers. I'm star alliance gold and it's still a painful experience. Crew admitted in latest redesign of planes they've managed to squeeze another six seats in coach. My seat wouldn't go back but even if it did, would feel too guilty for person behind to do it - so little legroom on newer planes. They've also cut down on restrooms so for most of the flight there was a line of 5-6 people waiting in the aisle. American Airlines seems to have older planes but at least decent legroom (and I'm not tall - anybody over 5'10 would have to sit at an angle on new United planes!). Been very impressed by Delta's service lately. United feels more like Spirit"

Cons: "I got the last row, it smelled like pee from the very beginning and couldn't put back the seat because it was to close to the wall. It was a very early flight and I was super tired, the ac wasn't working correctly, it was hot."

Pros: "I enjoyed the roomier seat."
Cons: "It would be nice to have one of your complimentary snacks gluten-free."

Pros: "The staff was friendly and accommodating. The flight was smooth."
Cons: "Nothing"

Pros: "The flight crew was wonderful and was a smooth flight."
Cons: "No entertainment, shared or individual screens are necessary. Especially in over water flight without wifi."

Pros: "The staff was really polite and were willig to answer all questions with a smile."
Cons: "The seat I was on could not be reclined. This was most unpleasant because it was an overnight flight. You should earn the clients - even economy passengers - when this seat is the one being assigned to them. I would payed beforehand to get a more comfortable seat if I'd known I was to fly on a no-reclining seat on an overnight flight."

Pros: "Nothing"
Cons: "They delayed the flight due to "operational difficulties". I understand this happens, however, their communication towards customers was unacceptable. They first announced a 20 min delay, followed by another 30 min, then 30 more and then 30 more than then 30 more! They basically kept us at the gate for 2 1/2 hours until the found another plane. For a business like United, and flying out of their hub this is completely unacceptable. We ended up leaving at 11pm for a flight scheduled at 8. They didnt give anything in the plane to make up for it. No food, no free wifi, nothing."

Pros: "The seat next to me was empty"
Cons: "United put my bags on the next flight to San Jose, so I had to wait an extra 2.5 hours in the airport for the next plane to land in San Jose, Costa Rica while my ride waited for me."

Cons: "The seats were so small, with no space between rows that you couldn't even recline. The tv on the seat in front was so close you couldn't watch it. Miserable flight, and I'm only 5'5"."

Read more about Delta
COVID-19 information

Safety measures for airlines flying from Winnipeg to San José

Airlines flying from Winnipeg to San José have enacted additional safety measures and adjusted policies to better accommodate travellers. Policies vary by airline.

Heightened sanitation

Daily cleaning, installation of cabin HEPA filters on flights from Winnipeg to San José

Mandatory masks

Masks required on board, masks provided on flights from Winnipeg to San José

Social distancing seating

Middle seats unavailable to book on flights from Winnipeg to San José

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Winnipeg to San José

Book cheap flights from Winnipeg to San José

Recent round-trip flight deals

16/11
Tue.
2 stops
Delta
19h 32m
YWG - SJO
18/11
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20h 05m
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United Airlines
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30h 50m
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