Find cheap flights from Wisconsin to San José

SJO

Find cheap flights from Wisconsin to San José

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Boston (BOS)
San José Juan Santamaria Intl
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Good to know

Low season

September Best time to beat the crowds with an average 6% drop in price.

High season

December Most popular time to fly with an average 17% increase in price.

Average price round-trip

$420 (avg. price over the last 2 weeks)

Good deal round-trip

$183 or less

Good deal one-way

$96 or less

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Top 3 airlines serving Wisconsin to San José Juan Santamaria Intl

Scores according to KAYAK customer reviews

7.9
Delta
Overall score based on 29,044 reviews
8.1
Boarding
7.8
Comfort
8.5
Crew
7.8
Entertainment
7.5
Food
Airline reviews

Cons: "This was a great short flight."

Cons: "Nothing all excellent"

Pros: "The staff was exceptional with the distance to loading the plane and with serving us food. It was flawless."

Cons: "Delta.... they’rrrrrr Grrrreaaate!"

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

Cons: "Great flight. No issues."

Pros: "Crew was great. Seats were comfortable enough. Delta inflight app worked well for entertainment. I will even brag on the fact we took Offa full hour late but somehow landed 5 minutes after scheduled."
Cons: "Departure time"

Pros: "The boarding was fast quick and the staff was very friendly."
Cons: "The bathrooms were very dirty and there was not enough food and drink supplies."

Pros: "The flights were on time. The crews on both flights were friendly."
Cons: "Figuring out how to get boarding passes after seat assignment was not easy or forthcoming because I flew basic economy, especially on my connecting flight. Having instructions on that would be helpful."

Pros: "Delta flight are always comfortable."
Cons: "Not having a 3 hour delay."

Pros: "newish aircraft, delta cabin beats other legacy carriers"
Cons: "gate announcements"

Pros: "Food was great. Movie selection was good."
Cons: "When we booked our flight, we were not informed by KAYAK that we have to pay for our luggage! I t was very unpleasant surprise both ways."

Pros: "Crew was excellent. Love the delta app so we could watch movies"
Cons: "Wish there was in flight entertainment on the seat back. Also charging capacities in the seats."

Pros: "Food selection, service, and variety of entertaining entertainment options."
Cons: "More leg room for economy."

Cons: "Everything was great"

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."

Pros: "extra legroom of comfort plus zone"
Cons: "Bordung process runs smoother now that the order is made clear ahead of time. In jfk they did not have the columns marked “comfort” “priority? “Main 3”, etc, like they had at Reagan arpoirt in DC"

Pros: "Yeah...spacious leg rooms."
Cons: "Too bumpy landing at Jackson."

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

Cons: "It was perfect."

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..."

Pros: "The crew was attentive."
Cons: "Games on the tv were okay. Tetris would be a nice addition."

Pros: "No delays..arrived early"
Cons: "Restrooms were dirty"

Pros: "I was very impressed with the flight attendants. They were very pleasant & very attentive to the guests. The premium seats were very comfortable. The only disappointment was the chicken dinner but the ice cream dessert & refreshments were wonderful."

Pros: "Great service. Smooth flight. Funny flight attendants. No issues boarding or deplaning."
Cons: "Food wasn’t great. What’s new?"

Pros: "I did not like anything all. But the to last agent to help me after I was send to different airlines"
Cons: "And when I get to US delta Airline ticketr did not even look at my ticket she just send to Virginia Australia make me walk all over. I know it supposed to be delta"

Cons: "In flight entertainment and crew friendliness"

Pros: "Pleasant crew, pilot was a little late, but was very courteous and apologetic."
Cons: "None"

Pros: "Quick, safe flight. Very good pilot."
Cons: "In flight entertainment did not work at all during the 2.5 hour flight. Was very disappointed."

Pros: "That I landed safely"
Cons: "1st class was horrible."

Cons: "the inefficiency and extra steps required to travel. Quite lacking in smooth transition between flights, significantly below expectations relative to other airlines"

Pros: "Nothing"
Cons: "I never got to Cabo. It took 2 hours for Delta to de-ice the plane in Milwaukee. Because of the long delay we missed the flight to Cabo. We asked Delta to book us on another flight to get us to Cabo today, Delta reps said nothing was available. Delta gave us a discounted coupon for a hotel in Atlanta and rebooked us on a flight to Cabo tomorrow."

Pros: "The fact that there were no snakes on this plane :-)"
Cons: "Same issue... there were no snakes on the plane :-/"

Cons: "Time to bring in dual class flights!"

Cons: "The main cable seats although newer were not very comfortable."

Cons: "Kids yelling"

Pros: "Who could ask for more?"
Cons: "N/A"

Pros: "red"
Cons: "red"

Pros: "The Economy seats with added space Plenty of space Cheerful crew"
Cons: "Nothing"

Pros: "Hard to like anything with this delay -- missed 3 appointments in Raleigh."

Pros: "The attendants were friendly and helpful. The seats were comfortable and the entertainment was good."

Pros: "GRU to ATL to LEX - all was fine. The plane from GRU to ATL was one of the nicer jets I have ridden in. The ratings above reflect my overall trip of going to Sao Paulo and returning to Lexington, even though the first part had to be re-booked on United."
Cons: "LEX to ATL to GRU did NOT happen because the LEX flights were delayed to the point of missing the ATL connection. While Delta re-booked me on United, my flight arrived 3 hours later than scheduled (so transportation plans had to change), my bag did not successfully move from the Delta flight to the United flight (and was thus delayed in getting to GRU) AND once the bag was received, 4 shirts had been stolen. While a delay/theft claim has been filed with United, this could all have been avoided if the Delta flights had been on time."

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

Pros: "Ease in finding another connecting flight get to Miami when our connection was delayed."
Cons: "Time between connection should be 2+ hours"

Cons: "Row 36 is a disaster."

Cons: "The seat was very uncomfortable in delta comfort zone."

Pros: "Same as previous flight."

Pros: "Everything went well"
Cons: "I was late from first flight"

Pros: "All 4 legs of our flight were right on time, and the planes appeared to be clean."
Cons: "Paying first class fare buys a couple of additional inches of space, but nothing more. There's nothing really first class about it."

Cons: "I’m tall. And there is no room to put my legs or my arms."

Cons: "Faster baggage pickup at DFW"

Pros: "Crew was awesome...love AA crew! Always and this time superb!"
Cons: "Leg room gets worse and worse...boarding sucked since they took our bags and we felt like it was only us that were singled out!!!"

Pros: "On time, main cabin extra was great, crew was nice, entertainment was great."
Cons: "No criticism"

Pros: "Crew was nice, entertainment was good"
Cons: "Food was mediocre"

Pros: "The crew on the plane were great but even better was the women at the counter in terminal. She was amazing at getting everyone rerouted to their destinations"
Cons: "The WiFi was broken. the plane needed to be inspected and it took 2 attempts to get paperwork right and there was no inspector on the ground. 3 hours later after sitting on the plane for an hour with no food or drinks. If people have waited that long for one of your flights, give them a little food"

Pros: "Once boarding, we didn’t wait long for take off."
Cons: "Being on time."

Pros: "Excellent crew."
Cons: "Seat 2L rocks back and forth every time person in seat 1L moves. This was a day flight ORD-LHR so I wasn’t sleeping but I could see how that would be annoying if I were."

Pros: "The flight attendant gave me a whole can of Diet Coke (I didn’t ask for it)"
Cons: "Seat number is crazy. ACDF. How about ABCD..."

Cons: "My luggage was delayed. I received it the day after"

Pros: "The agent at checkin was so kind, nice, professional and superb...I will always fly American Airlines....you have the best checkin agents, best gate agents (super funny yet professional) and also the flight crew was absolutely amazing!"
Cons: "baggage claim in Costa Rica is terrible service...but that is the airports fault since this happens with other airlines.....something has to0 change!!!!"

Cons: "Seats are small but I understand why just dont like it."

Pros: "4 flights and all of them in middle uncomfortable seats. I requested aisle seats many times and counter agents were unhelpful and rude."
Cons: "Better seat options and more comfortable seats"

Cons: "I was annoyed when I was told I would have to check my carry on because there was no more room in the overhead compartments. Then as I was walking down the aisle to get to my seat I saw a lot of room in the overheads."

Pros: "Nothing"
Cons: "My flight from Madison to Chicago got cancelled and I had to drive for three hors to get to o’ Hare."

Cons: "The flight attendants were the best"

Pros: "The crew was very nice and friendly"
Cons: "There was a technical difficulty with the plane, which made a short delay in our flight."

Pros: "Entertainment, crew, and service were great. Captain announced kept us updated and the flight was smoothe sailing."
Cons: "No room to move at all. I had an aisle seat and almost everyone bumped into me when walking by. The guy In Front of me reclined his seat and banged into my knees for 4 hours. If the inside person wanted out, we had to grab our belongings, unbuckle, and move completely into the aisle to let him out. Then do it all over again when he returned. Rediculously tight on space."

Pros: "0ntime quick boarding"
Cons: "cost to check baggage"

Cons: "waiting on runwat for 30 minutes"

Pros: "On time departure, this flight tends to get delayed, not this time. Good service and pleasant flight."
Cons: "I prefer personal entertainment systems."

Pros: "everything but the cabin temperature. it was very hot and uncomfortable."
Cons: "Too warm in the cabin."

Pros: "Can’t say anything good"
Cons: "When boarding crew was rude because carry on did not fit the overhead compartment. No options to choose from for entertainment. Flight was delayed almost an hour while sitting in plane. Food options almost nonexistent"

Pros: "Crew and food were great."
Cons: "Delay of the flight for over 3 hours."

Pros: "The crew was very friendly and accommodating. The food as usual just snack type food for purchase as expected. The entertainment system malfunctioned and we could not watch the movie they offered. However one flight attendant was very nice and gave my kids special cookies. Nice touch!"

Pros: "staff fine On time"
Cons: "Review misleading - I didn’t use entertainment and this flight does not have food"

Pros: "Mostly everyrhing"
Cons: "Food was so so"

Cons: "No food for sale"

Cons: "Very inefficient that all bags had to be checked on the jet way and then picked up on the jet way. The picking up on the jet way turned into a cluster F."

Cons: "Check in staff was unprepared for volume of people. When asking an American Airlines agent if I could use the priority check in because I had priority seating I was told no. I was informed by a customer going that way that I indeed could. When I got in line for the priority check in, the agent looked over and very loudly said that I was in the wrong check in area. Given the volume at which it was said to me I felt embarrassed, and was upset at the fact that I then had to respond that I indeed was in the correct location."

Cons: "The fact that your company doesn't want to give me some sort of compensation for being delayed and missing my connecting flight and having to get a hotel."

Pros: "Friendly Crew, short and easy trip."
Cons: "I wish that there were tv's built in, entertainment."

Cons: "Seating. Plus our previous flights on American were horrible. Too many delays to note. (Late plane, mechanical issues, boarded anyway, sat on plane 2 hours, sent to a new gate, delayed, boarded, sat on new plane 2hrs waiting for food truck (chips), etc. Trip from hell"

Pros: "the clerk at the boarding desk was kind"
Cons: "delayed"

Cons: "The plane never cooled off for the entire flight"

Pros: "everything was on tyime"

Pros: "just Ok for everything."

Pros: "Service and smooth flight."
Cons: "I bought two exit seats and they were not given to me."

Pros: "The crew was awesome. It was a very nice flight."

Pros: "Everything was great to me"
Cons: "The flight was packed"

Cons: "The check in process took to long. In line more than an hour."

Pros: "The entertainment and food was great, boarding was easy."
Cons: "A crew member was a little rude to me the entire duration of the flight."

Pros: "The crew, the fabulous plane with USB ports and free movies"
Cons: "It would have been nice to have ear phones for the movies."

Cons: "Didn't have food or entertainment so I was neither pleased or displeased."

Cons: "The previous crew did not do some kind of check so leaving Reno was delayed which left almost no time to get to my connecting flight. No one seemed very happy at all."

Pros: "It was a short flight to begin with but due to winds it was delayed."
Cons: "Due to bumpy air nothing but water was handed out to cabin passengers. 1st class managed tho. We were asked to stay seated almost the entire flight, although people still went to restroom as needed. After a late night it would have been nice for a little bite to eat. But apparently mother nature thought otherwise."

Pros: "All hostes are nice"
Cons: "İt was Delay almost 90 mins and the plane was so cold:)"

Pros: "average service"
Cons: "they overbook the flight Santiago/Lima and we lost one day of our vacations."

Pros: "Seats were okay. Only one hour flight comfortable. Good for the money."
Cons: "Walking up and down to get on/off the plane (small plane)"

Pros: "Layover was short"
Cons: "I was charged for my carry on that they then forced me to check. Then one of the stewards on the second leg was an outright nasty woman regarding masks. I had my mask over nose and mouth. But apparently not enough and then she was loudly talking to the other flight attendants about it. One told me “I was perfectly fine.”"

Cons: "Food"

Pros: "The crew was helpful accommodating, the flight was smooth and it was just a very pleasant experience overall"

Cons: "Seats are REALLY small"

Pros: "Inflight movies"
Cons: "None"

Pros: "Boarded on time in challenging weather in Chicago. Got to Orlando on a day we could well have had problems getting a plane with the weather."
Cons: "The seat was the usual uncomfortable coach seat."

Pros: "fast flight"
Cons: "no crew to unload plane, ended up sitting on runway for 1 hour + at RDU, at 1:00 AM"

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: "Just a couple passengers slow to get suitcases in overhead slowed people down. Nothing United needed to fix. You all were great. Loved the flight attendants’s humor too."

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: "Not on time, flight got cancelled and they just rebooked to the next day with no support for overnight stay, rental, etc."

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

Pros: "Nothing"

Cons: "Delayed 2 hours."

Pros: "Flight attendants were very nice."
Cons: "Every time I paused my movie, it was difficult to resume it. I couldn't watch the last half at all."

Pros: "The actual crew on the flight was lovely and apologetic, did everything they could to help us despite the delays. At least that's something."
Cons: "Delayed for over an hour but not notified of the length of the delay in a fashion which would allow me to drive the 2 hours to Chicago in order to make my connection. Repeatedly told the connecting flight was the last one out of the entire airport to my final destination. Heard other travelers discussing that they had been rebooked onto an alternate airline and then found a later flight on Kayak, walked up to podium and asked to be rebooked on that specific flight, which they grudgingly did. Of note, I was repeatedly reassured that they were "sure" I would make my connection without a problem and to stop worrying so much. My flight left out of Madison 2 minutes after my connection departed Chicago. I usually fly a different airline, whose flights out of Madison were all on time that day, and will do so in the future despite more expensive ticket. The actual crew on the flight was lovely and apologetic, did everything they could to help us despite the delays. At least that's something."

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 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: "Cheap tix"

Pros: "There is nothing positive to say."
Cons: "Plane was delayed by 8 hours. We boarded and unboarded the plane 3 times. Why didn't they just cancel the flight? I missed my connecting flight. No food or beverage service. Didn't even let us use the airplane bathroom after a long delay. I paid to check my luggage and they LOST it and sent it to the wrong airport."

Pros: "Half-hour flight, early to destination, which gave us plenty of time for our connecting flight."
Cons: "Why pay extra for baggage? This should be included in the ticket price -- which incidentally was not cheap!"

Pros: "Short flight"

Cons: "I haven't made it there yet. Flight leaves 4PM Friday. Mechanical problems in Chicago so was put up in Hyatt and I am at the airport now waiting to fly out at 4PM today."

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: "Gate agent handled impossible situation well"
Cons: "flight was canceled due to mechanical problems on two of the airplanes"

Cons: "Snack offering was caramely sugar cookie"

Pros: "Boarding was uneventful, but I wish I could have gotten a gate check....I;m 76 and getting my bag above the seat is difficult. But the gate attendant said there was no gate check on that flight."
Cons: "I had a center seat and that is very uncomfortable for me."

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: "I took 4 different flights and all the crews seemed to all be moody."

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

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: "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"

Pros: "On time..nice staff"

Cons: "The baggage claim at San Luis obispo was not acceptable"

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: "Convinunce"
Cons: "United airlines crew said that the plane had on board computer problems and then the crew said they couldn't fly because they were timed out on hours and we sat for 3 hrs in the plane only to here that they cancelled the flight and I had to scramble to find another flight to get to my destination"

Pros: "I liked the crew members"
Cons: "Weeichair service was late"

Cons: "The fact that the tv is on constantly without the option to turn it off is annoying. The viewing length to passenger is too short to really enjoy (Probably not your fault). PLEASE permit us to turn it off."

Pros: "Terrible"
Cons: "Everything"

Cons: "I felt like tuna in a can."

Cons: "Unable to depart due to pilot wanting windows washed. Created significant delay. Had to rebook flight for next day. Additional cost as a result. I will seek a refund which was due to the delay."

Read more about Delta
COVID-19 information

Safety measures for airlines flying from Wisconsin to San José

Airlines flying from Wisconsin to San José 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 Wisconsin to San José

Mandatory masks

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

Social distancing seating

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

Pre-flight testing

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

Book cheap flights from Wisconsin to San José

Recent round-trip flight deals

3/22
Mon
2 stops
Delta
18h 47m
CWA - SJO
3/31
Wed
2 stops
Delta
32h 08m
SJO - CWA
4/17
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1 stop
United Airlines
7h 20m
MSN - SJO
4/24
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1 stop
United Airlines
8h 53m
SJO - MSN
4/17
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1 stop
United Airlines
9h 45m
MSN - SJO
4/24
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United Airlines
8h 53m
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5/4
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1 stop
American Airlines
7h 31m
MSN - SJO
5/11
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1 stop
American Airlines
11h 35m
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4/17
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American Airlines
8h 28m
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4/24
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American Airlines
26h 35m
SJO - MSN
4/17
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United Airlines
11h 26m
MSN - SJO
4/24
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1 stop
United Airlines
8h 53m
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4/17
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American Airlines
21h 11m
MSN - SJO
4/24
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American Airlines
21h 25m
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United Airlines
17h 01m
MKE - SJO
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United Airlines
12h 24m
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American Airlines
7h 49m
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American Airlines
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Delta
16h 05m
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18h 00m
GRB - SJO
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Delta
24h 11m
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United Airlines
10h 05m
MKE - SJO
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United Airlines
11h 21m
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Delta
13h 00m
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Delta
25h 52m
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Multiple Airlines
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Delta
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18h 15m
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Multiple Airlines
25h 43m
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Mon
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Multiple Airlines
18h 47m
MKE - SJO
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Multiple Airlines
25h 43m
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Multiple Airlines
18h 47m
MKE - SJO
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Multiple Airlines
25h 22m
SJO - MKE
3/21
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1 stop
Major Airline
7h 31m
ATW - SJO
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30h 38m
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