Find cheap flights from Caribbean to Milwaukee

Find cheap flights from Caribbean to Milwaukee

Round-trip
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Boston (BOS)
Milwaukee Milwaukee-Mitchell
Fri 2/26
Fri 3/5
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Good to know

Low season

February Best time to beat the crowds with an average 4% drop in price.

High season

May Most popular time to fly with an average 11% increase in price.

Average price round-trip

$547 (avg. price over the last 2 weeks)

Good deal round-trip

$183 or less

Good deal one-way

$181 or less

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Top 4 airlines serving Caribbean to Milwaukee Milwaukee-Mitchell

Scores according to KAYAK customer reviews

7.9
Delta
Overall score based on 29,018 reviews
8.1
Boarding
7.8
Comfort
8.5
Crew
7.8
Entertainment
7.5
Food
Airline reviews

Cons: "Broken tray table literally off its hinges and unusable."

Pros: "Good Flight"

Pros: "Good crew, on time flight and departure."

Cons: "sat on the tarmac for 3 hours because the pilot was late."

Cons: "They were great"

Cons: "The check process was ridiculous. There not enough room in the box for me to explain my experience but the ticket agent lied to me, said he couldn't take my bag until I got a paper receipt and boarding pass from a kiosk despite having had pre-paid for my bag and digital boarding pass. 25 mins wasted"

Cons: "The flight scheduled was 1 hour 30 minutes late"

Pros: "Crew was great"

Pros: "Reliable - on time - good service - made up time for a late departure"
Cons: "All Good stuff"

Pros: "The crew was great. Honestly, they remembered my face and greeted me when I saw them that night in the hotel."
Cons: "I can't think of anything. I had great service on the ground and in the air. All the personnel were kind and helpful."

Pros: "Crew was good. It was great to be able to watch a movie, TV, or play a game to pass the time."
Cons: "More let room when someone puts back their seat."

Cons: "Baggage"

Pros: "The A/C worked, that's about all"
Cons: "Old plane, no entertainment in head rests, had to use iPad not the same movies to choose from. Seats were so uncomfortable."

Pros: "Everything except lack of internet connection AFTER paying $19.95"
Cons: "Not getting internet after paying $19.95"

Cons: "Seating poor — crowded and little leg room"

Pros: "Great employees, genuine, quick drink service, early arrival, available entertainment"
Cons: "Boarding process was slow and backed up due to extra baggage needing to be checked involuntarily"

Pros: "Snacks, drink, and spacious leg room in emergency exit row. Friendly and helpful crew."
Cons: "No entertainment"

Pros: "Cornell and Dorothy and the other flight attendants were the BEST! Cornell actually welcomed each passenger as they came onboard. Dorothy modeled the emergency info in such a graceful way... that you chose to pay attention because she made you feel secure. My colleagues and I have all agreed to fly Delta again ( specifically the Atlanta/ Milwaukee flight) Because of these courteous, caring, and professional people!"

Pros: "Snacks"

Cons: "2 1.5 hour delays for things that Delta messed up"

Pros: "Nice crew, no delays"

Cons: "Stood by as people blocked aisle during boarding, making snide comments. Instead, the two should have assisted & encouraged the passengers to step out of the aisle & move along. Was very cold hit call light fir blanket. No response for 10 min so went to the bs k of plane where the crew was chatting & eating. When I asked about blanket, they didn’t look fir any & said they didn’t have any unopened. Upon leaving big plane, I saw a stack of about 5 packaged blankets in the front. Just rude & lazy older crew. Time for a different job fir them"

Pros: "I usually have had great experiences with Delta. The meal selection was limited. By the time they made it up to my seat they had run out of what we wanted. Also, the entertainment system at my seat and my husbands wasn’t working well. One of the bathrooms had a cabinets Tvst oliiiooooiiooooioiooiiiooiio"

Pros: "Jamaica security and boarding, despite a crowded airport and gate, was very quick. Appeared chaotic but was friendly and efficient. Boarding was orderly and efficient. Flight was smooth, seats luxurious (comfort+ aisle and window seats with an empty center!). Arrival into ATL half an hour early."
Cons: "Only one offer of beverage on 3 hr. flight. "Food" at dinner time was chips or crackers. Arriving 1/2 hour early we sat on tarmac for 50 minutes before reaching gate. 20+ minute walk to customs, 30 minute line."

Pros: "A screen with free movies is nice."
Cons: "Nothing."

Pros: "Direct flight, on time, friendly crew, smooth flight"

Pros: "Once we boarded the plane, we still had to wait for the pilots to arrive and then for them to run through their pre-flight checking before we could get underway."
Cons: "The flight was delayed and the departure gate moved at the Atlanta airport 3 times to 3 different concourses before we were finally able to depart around 1 hour later than scheduled."

Pros: "Staff. Beautiful excellent"
Cons: "Need more food"

Pros: "The boarding was ok due my on pert on being able to board early. The stewards were nice, friendly and helpful"
Cons: "The seats were the same size as economy. I was disappointed due to fact I traveling with a larger friend and hoped to be comfortable. So much for that idea. The snacks and monitors were limited on each flight. I felt my prices should have as well. I guess this was a learning experience for me. Now I know there is only 1st class and economy."

Pros: "2 Delta employers went out of their way to address our messed up situation and make sure we got home without robbing us blind."

Pros: "Food available was good."
Cons: "Very tight space- could not reach floor when person in front of me moved seat into recline position. Could not get out of seat to go to bathroom when my seat mates were sleeping. Tough to load- tight spaces."

Pros: "Staff was awesome."
Cons: "The plane was an older plane and just not as comfortable."

Pros: "Someone was sitting in our sit. But put us in three sit so happy . She was so nice lady"
Cons: "Food"

Pros: "Very comfortable plane, 4 snack choices, friendly crew."
Cons: "It was all good, except that the charging stations were difficult to figure out since they were out of sight under the seats. I had to have the flight attendant plug in my charger."

Pros: "On Time"

Pros: "On time"

Pros: "Very nice entertainment and staff"

Pros: "On time"
Cons: "Very cold on plane and when I asked for a blanket was told when she had time I then saw her give people blanket s all around me she was very unfriendly"

Pros: "I had my own entertainment...none on the plane. No food...just pretzels."

Cons: "Flight was completely full and I was seated next to someone who required TWO seat belt extenders! I was so uncomfortable, they were sitting on top of me, couldn't even put down the arm rest. The flight attendant said there was nothing they could do."

Cons: "Hello allow upgrades to first class if they're available even when the flight takes off -on my flight in to Atlanta the pump three people up to first class and love them to sit in on my flight home to sit still empty what's up with that ?"

Cons: "Not having a seat assignment until arriving at the gate."

Pros: "Friendly crew, on time"

Pros: "First time I've seen Delta have zone boarding areas near the gate, kinda like what Southwest does with their boarding numbers. Kinda worked, kinda still a mess. One crewmember was nice to my son at the end of the flight, offered to get him into the cockpit for a photo op."
Cons: "Very little legroom. My knees just barely fit in the aisle."

Pros: "Don't know yet. We're still waiting to leave."
Cons: "That you're asking how it was before I left."

Pros: "Tv s food drink seat size"
Cons: "Nothing"

Pros: "Upgrades, staff on and off the plane"
Cons: "The reservation system crash, it happened less than 24 hrs before our return flight to come home, fortunately it was resolved but it was a bit stressful"

Pros: "Good movies"
Cons: "Unsmiling, miserable staff. Seats like concrete. Cheap and nasty snacks"

Pros: "That we got home. Delta was apologetic but it would be nice if you didn't get stuck for hours touching and looking at the grime left by others."
Cons: "Too bad the attitude of one crew member wrecked it for her coworkers but this can happen. Sorry for Delta and pasengers. The plane was disgusting, filthy, miserable. Dirty trays for more than one in our party. The lavatory on starboard side was a wreaking urine splattered mess before the plane took off. Come on airlines. Take your profits and at least clean your crappy old planes if not replace them."

Pros: "Flight 1751 Miami to Cleveland 1/11/21. Flight attendants did not enforce mask policy! Family of four sick sneezing, coughing, short of breath. The fathers mask was down the entire flight. Even when the flight attendants picked up the trash. They were informed after the flight they did not comply with CDC, Department of health, and state policies. Their response was “ I made announcements overhead. Didn’t you hear?”. Appalling endangering customers and disregarding Federal, State, and local policies."
Cons: "People promoting safety and doing their job."

Pros: "movies"
Cons: "snacks provided"

Pros: "Knowing that the pilot takes out safety seriously is to be commended. Thank you"
Cons: "Not have a breakdown would be nice but I know that breakdowns are unexpected and it’s better to be safe than sorry with our safety. So thank you"

Pros: "Flight attendant very good at updating the passenger"

Pros: "Great crew"

Cons: "We were delayed because we were waiting on a crew member. It was kind of ridiculous"

Pros: "I suppose we’re grateful for “free entertainment on your own device”."
Cons: "Robust entertainment on a seat-back screen."

Cons: "No delays."

Cons: "Entertainment screen and WiFi both not working for entire flight"

Pros: "I will NEVER fly UNAmerican Airlines again."
Cons: "Everything. Overbooked flight, no room, no comfort, no entertainment. Not even a usb port to charge anything. I paid for a carry on bag and was approached repeatedly to have my bag checked in due to overcrowding and no room for carry on bags."

Pros: "Kind crew"
Cons: "The plane felt like it was going to fall apart."

Cons: "Baggage claim was terribly slow in Philly (again)"

Pros: "Nothing. It was a miserable 2+ hrs."
Cons: "Work harder at making flying more comfortable for travelers without breaking the bank."

Cons: "Flight was cancelled. Zero accommodations"

Pros: "We did get home. 24 hours late."
Cons: "We got home 24 hours late after sleeping in chairs in Dallas airport."

Pros: "They were gracious and courteous, the flight attendants. Very nice people."
Cons: "The last seat empty thing was weird but im sure that has to do with some new regulations or something and not the airline itself."

Pros: "Entertainment options"
Cons: "Subpar , cramped flight the entertainment was the highlight"

Pros: "I made it home..."
Cons: "Plane was grounded due to mechanical issues, another plane was found and we were able to get home, but 1+ hours after the scheduled arrival."

Pros: "Nothing"
Cons: "Flight was canceled after being delayed 3 times"

Cons: "There planes are just to tight and the seats are incredibly uncomfortable."

Pros: "Thankful for the pilot..."
Cons: "I'm not a fan of being bribed into credit cards, and the whole class system... Everyone is a human passenger"

Pros: "On time, non stop"
Cons: "New higher prices for less service."

Cons: "N/A"

Pros: "Upgraded to business class"
Cons: "I've never been so cold on a flight in my life. Had two blankets on me and still shivered the whole flight. Others in the cabin were wearing coats and sweaters - in July. Crazy cold."

Pros: "Nice flight attendant A full can of soda"
Cons: "Board on the tarmac Tiny plane Hardly any overhead storage Had to sit on the taxiway for another 30 min once we landed"

Pros: "Boarding was smooth, staff was responsive and we arrived early. Basic flight - not bad and nothing wow."

Pros: "Crew was good"
Cons: "Always seems to have a delay connecting through DFW, caused me an extra day of parking fee for coming back late."

Pros: "Flight was on time, crew were friendly."
Cons: "Even though paying an extra 82 dollars per seat for emergency exit as i am tall and need the leg room, the seats did not recline. Extra cost, less functionality."

Cons: "I took the bus from Ohare to Gen Mitchell airport because of delay at Ohare. No crew, again."

Pros: "I sat next to a friend I haven't seen in almost a year"

Pros: "The crew did the best they could after 3 delays and having to then get off the plane for another hour while a tire was changed."
Cons: "This entire flight was pretty god awful. The plane itself was the old MD-80 which looks and feels like a museum reject."

Pros: "On time"
Cons: "Seating"

Cons: "I never experienced the flight because I wasn't given a seat. The airline oversold the flight and I never got to go. I missed my once in a lifetime experience because the airline is greedy at my (and other people's) expense. I missed out on a priceless experience. Not only that, the bag that I checked did not make it off the flight so I remained in DC while my bag went to Medellin. I had to purchase new toiletries and had to make arrangements to get back to the airport. As of now, I do not plan on choosing American Airline nor LATAM for my future flights."

Pros: "How amazing is it in any service oriented business that the professionals around you provide service with a smile and are attentive to your needs!"

Cons: "Flights were continually delayed along with gate changes that had virtually nothing to do with weather. They lost our checked bag. And on the way back made me check my carry on and lost that too. Will never fly on American again!"

Cons: "Person on my seat on previous flight puked and it had not been cleaned up. Puke in the seat tray and on the floor. My personal bag had pile all over it. Yuck."

Pros: "I loved how there were screens to pass the time with. I watched a movie the whole way back home and it really made the ride smooth and enjoyable. There were some great movie selections."
Cons: "I had trouble choosing one movie. Too many good movies."

Pros: "Landing at Logan and getting off American airlines"
Cons: "We arrived at St Stomas airport 85 minutes profile to our flights departure. The female manager, Latoya, at the desk was overly rude and completely out of line the way she was speaking to guests. Apparently American Airlines requests 90 minutes before departure to check you in, however their website does say they will try to accomadate customers that have arrived late. This employee refused 24 people access to the flight that we had booked and paid for. She related that she could put everyone on standby for the next and final flight out of Saint Thomas and standby for multiple connecting flights from Miami to many different parts of the country. This is because American Airlines over books their flights on purpose and has no problem leaving people stranded at an airport. Another employee related that it was easily accomplished to confirm is for the flight as we would have plenty of time prior to boarding since the aircraft had yet to arrive from its original location. American Airlines would not speak to any of the paid customers and would not look into other flights to see if there were other options to get customers home. When we boarded the plane there were still 4 customers that American Airlines stranded at the airport with no more flights out of the airport that day. This was an absolute disgrace and it was disgusting to see how the American Airlines staff were treating people. Their companies customer service has nothing to say other then sorry. I will never fly American Airlines again and now know why so many other people also feel this way."

Pros: "The crew was kind and courteous. Highly professional and helpful."
Cons: "Aside from flying through a huge storm which is out of anyone's control and arriving 20 minutes early only to have to sit on the plan as the terminal was occupied, my trip was great."

Pros: "We landed 30 minutes early."

Pros: "The flights were on time. The crew friendly and seats comfortable."
Cons: "Not a better selection of food items."

Pros: "Loved the idea of a screen in front of me, but mine didn't work"

Cons: "the flight did not have charging areas on the plane for phones for the regular seating. also, the seating was much tighter and our arm rest was not functioning. On all the planes going to our destination the accommodations were much different."

Cons: "The seats are TOO DAMN SMALL!!!!"

Cons: "Flight was late arriving to Atl flight was late arriving to Chicago made me miss my connection to FNT American rebooked (after they told me they hold plane I ran through 5 concourses to get there n American still left me and several other passengers) through United late flight to FNT a 4 hr lay-over turned into 6hrs 2 plane changes cause of mechanical issues n had to run 2 concourses over still was late leaving and arriving to FNT...."

Pros: "Friendly crew. Comfortable flight."
Cons: "No seat TV."

Pros: "The crew moved quickly to get us in the air once we had a plane to get on."
Cons: "I waited in an airport for 10 hours because there wasn't a place to get on. They messed up the schedule then two different planes had problems that made them unsafe. This made me feel uneasy about flying with them at all. Overall not a good experience."

Pros: "COMFORTABLE SEATS EVEN FIR A BIG GUY LIKE ME, FRIENDLY STAFF."
Cons: "LAST RED EYE FLIGHT WAS CANCELLED"

Pros: "Standard boarding"
Cons: "Once again more delays. Parked on the Tarmac for over half hour until takeoff. Don't know why but thankfully the pilot didn't lie like the previous flight."

Cons: "Lack of bendable head rests Snack options"

Pros: "Flight was quick and easy"
Cons: "Seats are small. Luckily the flight is short bit for anything longer than one hour I do not recommend this aircraft"

Cons: "Airplane temperature was freezing"

Pros: "The flight was smooth"
Cons: "Flight was delayed. Not much you can do about that."

Cons: "The departure gate was changed four or five times, including after we had traipsed from one end of the concourse to the other, only to have the gate changed BACK to the one from which we came. This was at supper time; we wanted to eat in the terminal but were rousted from two different lines to change gates. We couldn't stop running back and forth long enough to eat! I got updated info more quickly from Kayak than from United, despite having signed up for email and text notifications and having the United app. Come on!! Eventually we were marched down to a narrow hallway, crowded with passengers from two other departing flights, held in formation by obviously harried gate agents and finally led outside to the ramp to board the plane. The worst boarding experience. Ever. Give me Southwest anytime."

Cons: "Make sure all passengers can watch movies"

Pros: "On time departure."
Cons: "It was a CRJ-700, but I was cramped..."

Pros: "Love the movies available on the United app"
Cons: "The A/C was blowing ice cubes at me, which wasn't the worst because it was pretty warm yesterday, but still it was less than ideal."

Pros: "The crew made the best out of it and thankfully it’s an extremely short flight."
Cons: "A 20 minute flight was delayed for 2.5 hrs. United did a terrible job with notifying passengers, just simply bumped out departure in 15 min increments. Original excuse was inbound delay, although plane was there for 6 hrs already. Passenger soiled himself in cabin and there was no ventilation."

Pros: "Flight was extremely late!"

Pros: "Free snacks they gave us for the 6 hours delays."
Cons: "Everything, the delayed no one knew what was going on. It was also expensive and not as comfortable as other plans"

Cons: "Late again"

Cons: "Tuna and crackers as a first class snack option? And yes, pay for WiFi again."

Pros: "Mediocre. The attendant was lovely."
Cons: "I hate being charged for one bag. It should be included. I'm glad I wasn't bumped off and dragged off the plane bloodied, it was a concern. Especially because I'm an Asian person."

Pros: "Flight and crew great"
Cons: "I had one small bag and just did the economy and was going to put it under the seat. The guy at the checkin did not allow my bag and made me check it EVEN THOUGH it fit in their mock tray. He said I squeezed the sides 1 inch and that it just need to go in the tray by gravity. That is complete BS. As long as it fits under the seat and I am not putting my feet in others space thats is all that matters. Check in people at least one guy in Denver needs to be retrained."

Cons: "Flight delayed 45 min to change a tire. Takes too long to get paperwork for mechanical issues completed. Delayed 10 min on arrival while gate was readied. They had 2 hrs to get ready!!"

Pros: "N/a"
Cons: "I didn't like that I had to tell someone to meet me so I could hopefully be on time at work. I was not on time .! I'm unhappy !"

Pros: "Nothing"
Cons: "Gate attendant did not help people asking questions and snickered as an elderly couple walked away confused."

Pros: "It is hard to do poorly on such a short flight"

Pros: "Everything!"
Cons: "Nothing"

Pros: "I made it home"
Cons: "No plugs for electrical, no entertainment and no internet. The seats were very tight. Especially the man next to me was 300+ lbs. Also I had to pay for baggage even though I have united cc. American has all these things and doesn't charge me for baggage."

Pros: "It was a quick flight that was really nice"
Cons: "People got on at the last moment"

Cons: "Firat flight wver. Age 28. Lots of turbulence. 4 hour delay with no explanation"

Pros: "We were on the beach and could have hung out a full hour more if given ample notice... Not too happy about that..."

Pros: "The flight was short and left on time."
Cons: "The same problem as with the other flight: no headrest tabs and not much leg room."

Pros: "Flight was delayed almost missed connection."

Cons: "Wouldn't let us off the plane for over an hour. 100 yds from the gate. Got home after midnight."

Pros: "Never been treated so disrespectful and like I was insignificant in allyour life!"

Cons: "My flight was delayed by an hour and a half. That's the amount of time I could have spent to drive home to Milwaukee. I stuck around because there was no indication of a flight cancellation. I would rather hop on a 15-30min flight than go through the hassle of renting a car. BUT the flight did get canceled, the next flight was completely booked and the next flight out after that was at NIGHT. I arrived in Chicago in the morning. The gate agent told us all to head to United customer service. There I received RUDE, poor excuse of a "service" only to be told they don't give refunds at the counter as we were told by the gate agent. So do that on your own time. THEN I had to buy my bus ticket and spend 1.5-2hrs on top of already waiting 1.5hrs for the flight that got canceled. HORRIBLE. Will never fly United again. Did i mention upon my arrival home I found out American was WIDE open seat wise to chicago?? And no one checked for me!"

Pros: "Efficient and arrived early."

Pros: "It never took off. I should have just drove from NYC to Milwaukee. It would have been faster! Now, I have to deal with baggage issues because they made me unnecessarily check my carry on."
Cons: "All of it"

Pros: "Smaller crowd"
Cons: "Had to rush from one terminal to another to just barely make boarding, there was a bad smell on the plane, and the staff was not friendly."

Cons: "There were no snacks on the second leg of the flight. I guess the flight was too short."

Pros: "Friendly crew. Very short flight so rating entertainment & food is not really relevant. 15 minutes in the air."

Pros: "What can you say ?? It's a 20 minute flight on a tiny cramped plane but it got us from A to B on time. Crew was as friendly as they needed to be. Landing was very hard."

Pros: "How helpful the flight attendants were. And how they didn't disturb me while I slept."
Cons: "How there wasn't much elbow room for the person sitting in the middle seat."

Pros: "It was on time and we got to Dulles early."
Cons: "The lack of snack options for a 4 hour flight."

Cons: "No free tv to watch during the flight"

Cons: "The flight was canceled with no explanation or an offer to reschedule. The next flight available was tomorrow afternoon which was not acceptable. When I asked customer service about a refund I was told to go to the website, but it was not guaranteed. Highly disappointed."

Pros: "Crew was efficient, professional and pleasant."
Cons: "No food; only a drink. Tight seating. No entertainment. The sun kept bouncing off the magazine and iPhone of the lady kitty-corner across the aisle into my eyes-- very uncomfortable!!"

Cons: "I missed my connection due to long lines in customs and security. United was unable to get me another flight out that day and I ended up taking a bus back to Milwaukee instead."

Pros: "United's flight crew was very courteous and accomodating. At a time where customer service overall has taken a noticeable step back in most industries, it was nice to receive good service. Especially considering I was traveliing with my family of five (3 kids under 11)."
Cons: "While I understand this is not specific to United Airlines, I've flown now for about 40 years and this incessant need to monetize EVERYTHING on a flight is just frustrating. I am a 6'2", fit man and I'm not able to get a coach seat with leg room without paying an additional premium...in BOTH directions of my flight. This is after paying to check my FIRST bag...but before paying for any food or entertaiment i want to consume during the 3:45+ flight. Yes, charge for WI-FI; charge for alcoholic beverages, charge for OVERWEIGHT baggage. Charging for food and other items which were complementary 10 to 15 years ago is insulting."

Pros: "The smooth take off & landing. The flight attendants were very helpful."
Cons: "Nothing"

Cons: "In Houston, At the gate with my ticket in hand, I was told I was not on the flight and would have to be scheduled on the next flight. The boarding pass in my hand matched the flight and time with the seat I picked out online when I purchased the ticket. Then a bad storm went through and many flights were cancelled. (Not the fault of United of course). About 9 hours later with a new boarding pass, I went to the gate to board and was told once again that I was not on that flight even though I was holding a new boarding pass!! What is going on here!? How can this happen twice to the same person, let alone happen at all??!"

Pros: "We were on time and that was great!"

Pros: "The flight attendant tried to work with the overpacked plane."
Cons: "Overcrowded, items stolen from luggage, my bag was open when I was trying to get it off baggage claim, I only had half a seat, the flight smelled horrible."

Pros: "Had crosswinds and thermals but pilot and crew handled it well. On time arriving,"

Pros: "I was able to book at the last minute and received a decent price for a flight to st Thomas after I was not notified I didn't have a real ticket with american airlines."

Cons: "Terrible gate issues, confusing layout, flight attendant was a bit harsh, very uncomfortable !"

Pros: "Being able to watch movies and shows was really nice and it made the flight go by a lot faster. I was also able to avoid motion sickness from watching it!"
Cons: "The plug on my seat for the headphones didn't work unless you held it in, so I think that was broken."

Pros: "The crew was nice and the flight overall was pleaseant"
Cons: "Flight was delayed by more than an hour due to the first officer not showing up. In addition to that, the gate was changed several times, forcing everyone to move. Baggage took way too long to unload"

Cons: "Pricing of carry ons a rip off."

Pros: "Good"

Pros: "2 hours waiting in the airport inside the plane"
Cons: "Notify what happen..."

Cons: "Some free snack and soda or water"

Pros: "Yea"

Cons: "Seat comfort and space could be improved."

Cons: "No dieron gratis nada de café ni agua .y las azafatas estaban burlándose de los pasajeros es una falta de respeto"

Cons: "Tickets were purchased together but yet one ticket was zone 1 and the other two were zone 3"

Pros: "I live in Orlando. I made a mistake. The travel was supoused to be from Orlando to San Juan ."

Cons: "I believe the pilot flew to high. Me and my friends ears popped severely and caused pain."

Pros: "Handicapped so very uncomfortable seating the rows are to close together if you can't bend legs well"
Cons: "Not handicapped friendly but staff was top notch and drinks food was ridiculesly high"

Cons: "Uncomfortable and unprofessional staff"

Pros: "Quick and easy"
Cons: "I’m a small person.... and i barely had room sitting inside the aircraft"

Cons: "The was excellent!!!"

Pros: "Efficient boarding."
Cons: "Add-on fees. I'd appreciate higher pricing up front rather than nickel-and-dime for every add-on. Seating is extremely cramped, especially since I'm 6'4"."

Pros: "The price is good"
Cons: "I don’t like the chairs"

Pros: "Nothing"
Cons: "Everything"

Cons: "Took way to long to departure after we boarded"

Pros: "The other people joking how bad it was"
Cons: "Everything, 8th graders could run an airline better"

Pros: "Thanks!"

Pros: "Check in online was easy and gate boarding a breeze, and even got a seat upgrade... THANK YOU!!!"
Cons: "Having to wait to drop off bags in terminal counter rather than curb drop off for those that have the online check in"

Pros: "Best treatment of military personal."
Cons: "Boarding was a bit chaotic."

Cons: "Good"

Pros: "Price"
Cons: "Uncomfortable"

Pros: "Nothing positive"
Cons: "See previous post."

Cons: "Baggage claim took in excess of an hour"

Cons: "Que cobren por equipaje de mano y por el asiento. Engañan con que es barato pero no dice que es sin el equipaje y asiento"

Cons: "It just wasn't comfortable"

Pros: "Nothing"
Cons: "Everything"

Cons: "Hidden backage fare for carry-ons. Delayed fight of 1 hour on the way out and 2.5 hours on the way back. Extremely uncomfortable seating."

Pros: "seating"
Cons: "baggage fee"

Pros: "They made me feel like it was safe to fall asleep"

Pros: "Good boarding"
Cons: "No entretaiment no coffee no water"

Pros: "Another set of employees rebooked us to a near city right away at no charge."
Cons: "How they closed the door to the Jet way when I was 5-8 steps away and would not open it when I knocked. To be clear, I'm not speaking of the door to the plane, just the jetway. We were kindly and quickly rerouted from Milwaukee to Chicago and told to go to Milwaukee to pick up your luggage as soon as we arrive in Chicago. When we attempted to pick up our luggage there was no one from Frontier at the airport, no one. When I called Frontier they told me toy return the next day. We returned the next morning and again no one was there. After two hours of waiting airport operations had to open the door for me to get my luggage. At the very least, they could ask a neighboring airline permission to access Frontier's baggage storage."

Cons: "Good"

Pros: "Prompt departure. Arrived 15 minutes early."

Pros: "Over all a great value.Even with the cost of luggage."

Pros: "Quick & cheap"
Cons: "No Wi-Fi c'mon guys"

Pros: "Great price, round trip for under $100"
Cons: "The modern air travel experience. Through air travel the world gets smaller, starting with your room on the plane!"

Pros: "Still waiting in the Denver airport. Haven't boarded yet"

Pros: "Great Value...never mind a complimentary beverage, this was good value."

Pros: "Packed in like sardines and I am a small person"

Pros: "Nothing yet..."
Cons: "I got this survey meanwhile I'm still stuck at the airport and haven't departed... delays arriving to DEN and departing. Some weather related, some mismanagement from an operation standpoint."

Pros: "Price"

Cons: "never notified of delay in departure"

Pros: "Price was affordable but could be better with poor comfort conditions"
Cons: "Uncomfortable seating for someone who is 6'5". Very poor considering how comfortable midwest express used to be!"

Cons: "No food or entertainment used Carry on rate a bit high"

Pros: "A health concern with the passenger was dealt with professionally and quickly"

Pros: "el viaje fue muy bien gracias"

Cons: "Delayed two hours"

Read more about Delta
COVID-19 information

Safety measures for airlines flying from Caribbean to Milwaukee

Airlines flying from Caribbean to Milwaukee 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 Caribbean to Milwaukee

Mandatory masks

Masks required on board, masks provided on flights from Caribbean to Milwaukee

Social distancing seating

Middle seats unavailable to book on flights from Caribbean to Milwaukee

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Caribbean to Milwaukee

Book cheap flights from Caribbean to Milwaukee

Recent round-trip flight deals

4/26
Mon
2 stops
Multiple Airlines
22h 10m
SJU - MKE
4/30
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2 stops
Multiple Airlines
16h 41m
MKE - SJU
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Multiple Airlines
16h 25m
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Multiple Airlines
25h 05m
MKE - SJU
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Frontier
7h 39m
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Frontier
9h 01m
MKE - SJU
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Frontier
8h 59m
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3/23
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Frontier
32h 36m
MKE - SJU
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1 stop
Frontier
23h 55m
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Frontier
14h 15m
MKE - SJU
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Multiple Airlines
26h 03m
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4/18
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Multiple Airlines
14h 56m
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Multiple Airlines
7h 39m
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Multiple Airlines
32h 23m
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Frontier
13h 12m
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9h 01m
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16h 21m
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8h 56m
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13h 12m
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Frontier
10h 28m
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22h 10m
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Frontier
14h 15m
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American Airlines
15h 14m
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United Airlines
18h 43m
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United Airlines
15h 53m
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United Airlines
20h 39m
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18h 44m
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United Airlines
21h 51m
PUJ - MKE
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18h 30m
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American Airlines
18h 33m
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21h 35m
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3/25
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2 stops
Delta
18h 45m
MBJ - MKE
4/1
Thu
1 stop
Delta
7h 20m
MKE - MBJ
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Recent one-way flight deals

3/11
Thu
2 stops
Frontier
13h 15m
SJU - MKE
3/11
Thu
2 stops
Frontier
13h 15m
SJU - MKE
3/10
Wed
2 stops
Frontier
13h 34m
SJU - MKE
4/22
Thu
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Multiple Airlines
14h 40m
SJU - MKE
3/13
Sat
2 stops
Frontier
41h 06m
SJU - MKE
3/10
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2 stops
Frontier
37h 15m
SJU - MKE
3/11
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1 stop
Frontier
8h 01m
SJU - MKE
4/22
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3 stops
Multiple Airlines
21h 01m
SJU - MKE
3/5
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1 stop
Frontier
12h 35m
SJU - MKE
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Multiple Airlines
16h 21m
SJU - MKE
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Frontier
9h 04m
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3/28
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Frontier
13h 50m
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Multiple Airlines
33h 31m
SJU - MKE
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Multiple Airlines
39h 13m
SJU - MKE
3/11
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33h 20m
SJU - MKE
3/27
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3 stops
Multiple Airlines
35h 21m
SJU - MKE
3/19
Fri
2 stops
American Airlines
17h 07m
SJU - MKE
6/15
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1 stop
American Airlines
9h 00m
PUJ - MKE
6/15
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United Airlines
22h 54m
PUJ - MKE
3/3
Wed
2 stops
Delta
18h 57m
PUJ - MKE
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