Find cheap flights from Chicago Midway Airport to Saint Martin Island

Find cheap flights from Chicago Midway Airport to Saint Martin Island

Round-trip
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Chicago (MDW)
Saint Martin Island
Fri 10/23
Fri 10/30
Any month
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Top tips for finding cheap flights to Saint Martin Island

  • Book at least 4 weeks before departure in order to get a below-average price.
  • High season is considered to be January, November and December. The cheapest month to fly to Saint Martin Island is September.

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Top airlines flying Chicago Midway to Saint Martin Island

Scores according to KAYAK customer reviews

7.9
Delta
Overall score based on 28,707 reviews
8.1
Boarding
7.8
Comfort
8.5
Crew
7.8
Entertainment
7.5
Food
Airline reviews

Pros: "Smooth, efficient and timely."
Cons: "Seats weren’t assigned until at the gate even though checked in 18 hours before. Bag drop was horrible. No self service. Was inline for about 45 minutes."

Pros: "Great crew serving God beverages and meals. The was a variety of Entertainment from which to choose."

Cons: "More leg room and seat width. I don’t like having other passengers pressed against me."

Pros: "The flight was average, but the quality of travel on Delta this year has been the worst I’ve ever seen. It’s average at best and I’m considering going back to American because I have yet to have a true Delta flight consistent with previous years, the whole reason I switched to Delta."
Cons: "Everything"

Pros: "Delta planes are spacious and great!"
Cons: "No complaints"

Pros: "Everything was as expected. Few delays but weather related and was only about 90 minutes"
Cons: "Reclining seats"

Pros: "Hands down one of the best flights ever. Great seats, great leg room, amazing crew; I even met some good people on the flight. All around pleasing experience."
Cons: "My only complaint is the food. Some of the other airlines feed us real food, I want to pay for something a bit better. Still a great airline!"

Cons: "WiFi didn't work"

Cons: "Crazy rough, fast landing but not boring!!!"

Cons: "At least one hour late"

Pros: "On time"
Cons: "Cramped not much leg room"

Pros: "Plenty of room and friendly service was refreshing for such a long flight"

Pros: "Not much, hardly anything"
Cons: "The service in First Class, absolutely terrible"

Pros: "I liked the cookies and juice. The interactive screen to watch something. The cleanliness. The price. On time. The service. Thank you. The excitement of flying."

Pros: "Everything"
Cons: "No chicken sandwich."

Pros: "Nice crew, clean plane"
Cons: "Stuck in hot plane for an hour because of plane traffic. Not really deltas fault but c’mon"

Pros: "Staff tried to be helpful"
Cons: "Silly series of events. Maintenance problem before flight left previous city, got to us and we boarded only to deplane for more repairs. Ended up with another plane, five hours later. For a 44 min flight. Would’ve been easier to drive!"

Cons: "Last seat by bathroom smelled of urine"

Pros: "The crew at the airport was very courteous and helpful."
Cons: "No food; not even offered water; I asked a Delta employee about our seats and she was very unprofessional (mind you I'm traveling with kids and my boarding pass said that seats were to be assigned at the gate)."

Pros: "Crew were very friendly specially with my 6yrs old daughter"

Pros: "I can’t make it in mexico city on tuesday, wednesday’s performance had to be cancelled and we need to pay the cancellation fee 11500 mexican pesos, please reimburse on the credit card"
Cons: "I can’t make it in mexico city on tuesday, wednesday’s performance had to be cancelled and we need to pay the cancellation fee 11500 mexican pesos of the studio and musicians"

Pros: "On time take off."
Cons: "No comments"

Pros: "Air crew was excellent"

Pros: "We got before time scheduled"
Cons: "We paid full price and we got a service like Low cost flight.they ask us to pay for first luggage When we paid more then 800 Dolar to flight from México to New York"

Pros: "We took off, flew and landed without incident. Crew was polite."
Cons: "Even though we booked months ahead, we weren’t provided seat assignments until we got to the gate. We were put in the very last row with less room than normal and no window."

Pros: "i liked very much the cheese and the coffee was also good."

Pros: "All wonderful."

Pros: "Delta and Westjet staff are of great help to me."
Cons: "Not applicable"

Pros: "Above feedback is for the MSP to GEG flight"

Cons: "New policy regarding lack of beverage service, particularly since I was in Delta Comfort. No drinks available."

Pros: "Landed from Sydney at 8am. Flew to San Francisco at 4pm. Long wait. Not good."
Cons: "Landed in Los Angeles at 8am. Left for San Francisco at 4pm. Aweful."

Pros: "Pillow, comforter, amenity kit were all good."
Cons: "Food was acceptable, but nothing exciting or above average. Seat had some trouble reclining, but eventually worked. Entertainment unit screen had issues with acting like I was touching it when I wasn't throughout trip. Made for major annoyance watching. Delta flight 410 on Oct 1, 2017 seat 3A."

Pros: "The crew were professional and courteous"
Cons: "The fight was delayed multiple times, starting at a 5:44 takeoff and finally taking off around 9:15. It was delayed in 30 min increments, which made it hard to do anything else around the airport since I was constantly in a state of "about to board." A frustrating experience. No posts of extra snacks while waiting, or compensation or explanation of what caused the delay."

Cons: "Small plane"

Cons: "The flight got delayed by 3 hours or more. I missed my flight from LA to FL"

Pros: "Getting to China, albeit two days late."
Cons: "The fact that the lack of knowledge regarding international travel visas by the counter staff and supervisor meant that two days of the vacation were lost. Upon arrival in China the 144 hour travel visa was granted with no problem within minutes, but the U.S. staff was completely befuddled by the possibility. The interrogation was completely stressful and resulted in a reschedule of the original flight and during the second attempt at flying even an email from the U.S. consulate with a link to the Shanghai/Chinese government immigration site was deemed "not official enough". i will be expecting proper compensation. I was once given an $850 travel voucher for voluntarily giving up my seat, and was flown first class to Hawaii, given 4 star accomodation and then flown first class on to China within 48 hours. This was an involuntary bump from our chosen flight time, all because of a lack of knowledge about current visa regulations and international law on the part of the check in staff. We have been loyal Delta users for over 15 years, and this was the biggest blunder ever. Also humiliating and extremely frustrating, stressful and a big problem with fulfilling our travel plans between son and father."

Cons: "When I was transferred to Delta's website to book, the date was reset to 6 months in the future. It happened to be the same Monday the 26th so that's why I didn't notice. Delta refused to refund my money. This was a terrible experience and I plan not to use Kayak or Delta again!"

Pros: "Kindness and politeness, on time lots of explaining"
Cons: "Beyond seat space all was perfect"

Pros: "Left reasonably on time, arrived a bit early, able to find overhead storage for my roll-on, even boarding in Zone 3"
Cons: "Very tightly packed; minimal comfort for the flight."

Pros: "The pilot was funny and flight crew was friendly."
Cons: "What I didn't like was out of their control!"

Cons: "The redesign of seats means that very few of Delta's planes can actually accommodate a sherpa-style pet carrier, even though they are an industry standard for in-cabin travel. Further complicating the problem is that the clearance under the seat varies depending where in the cabin you're seated. It's become an extremely stressful proposition for which I have the privilege of paying an extra +$100 each way whilst having to give up one of my carry ons. As far as I can see, the charge is just straight up greed, since no one would be able to use the space beneath the seat in front of me, anyway, and carrying on my cat cause zero extra work for the crew. I'm going to have rethink my loyalty to Delta. At least with Southwest, they'll let me check two bags for no additional cost."

Pros: "The plane was modern with good entertainment options. Overhead storage was ample."

Pros: "Plane was on time, flight attendants were very pleasant. The plane was very nice and clean. Kudos to Delta"
Cons: "Everything was great."

Pros: "Love the sofa and cookies."
Cons: "The leg room was reduced to the least I've ever seen on this flight. My knees hit and I'm 5'9'."

Pros: "The crew was nice"
Cons: "I didn't like the fact that I didn't get my luggage with me when I arrived to casablanca as I lived 4 hours away from the casablanca. I have to come back the next day to get my luggage. I was very mad about it.plus I noticed one of my luggage has been damaged so now I have to buy another one because I can t use it. It was disgusting."

Pros: "The flight crew was nice and polite. They served drinks and snacks in a timely manner while on the flight."
Cons: "Flight was scheduled to leave early, the plane arrived, but they couldn't turn the plane around fast enough. We left the gat late, then pilot said we would still be arriving half an hour early. We arrived about 45 minutes late, and that was a problem because our connecting flight was due to depart now in 15 minutes. Lightning forced the airport to shutdown, which was great, we had a chance to catch our flight, but we were stuck in the airplane, and we couldn't get to our gate until the all-clear. I know this is not Delta's fault, but they did arrive quite late on a flight that, according to them, would be early. They also never communicated to the other flight that there were several passengers catching that connection. So by the time we had ran to catch our connection they had closed the ramp. Lightning hit again, and they shutdown the airport once again, so the airplane was still at the gate for about an hour, and they did not allow the 20+ passengers to board that plane, which was right there. So frustrating. The only thing that saved it was that our new flight was the new airbus, and although it left an hour and a half later, the comfort level was phenomenal."

Pros: "Both the crew in the plane and the groundcrew were helpful. Particularly the people in Key West, in terms of finding our luggage and helping us get a taxi."
Cons: "Offer offer healthier food choices, and larger amounts for beverages, particularly water."

Pros: "Price"
Cons: "Had to cancel. Delta will not refund and makes it near impossible to book another flight!"

Pros: "Excellent, as expected from Delta"

Pros: "The head stewardess could not do enough."

Pros: "Crew was friendly and professional."

Cons: "Provide entertainment. Seats and legroom seem to get smaller every year"

Pros: "Normal flight. WestJet is a great airline to travel on."

Pros: "The stewardess accidentally spilled a little water on me but she was so nice about it and apologetic that she paid for my drink. Good people skills in bad situations make a huge difference."

Pros: "N/A"
Cons: "Didn't end up on this flight!!!! :("

Pros: "Fast efficient process through security. Well labeled and helpful airport staff. Plane wasn’t very full. Had a row to myself which was great. Entertainment available on smartphone, iPad or lap top."
Cons: "Really fast connection. 20 minutes from landing from LAX to clear customs and find connection before boarding call. Not much menu options for purchase and too quick a connection to buy anything. Luckily I travel with snacks."

Pros: "Good food choices well prepared(even roll& breakfast croissant were excellent) An outstanding premium economy experience n stark contrast to Air France and other NA Carriers. Good wine list great service. Nice service touches like linen for table tops"
Cons: "Amenities on Asian carriers are more"

Pros: "seat was comfortable"
Cons: "be in time guys. Please."

Pros: "Didn’t make my flight"
Cons: "If the app didn’t send me a message saying my flight had been delayed when it was in fact on time."

Pros: "The flight crew were nice and efficient and the aircraft was clean. The food selection was not bad: more vegetarian options would be nice. The flight itself was smooth and I felt safe."
Cons: "Our flight from New York to Toronto was 45 minutes late. It was due in part to unbelievably poor organization: we couldn’t hear the person telling us which section was boarding, there was no clear line up and only one person slowly checking our boarding passes. Almost late for connecting flight."

Cons: "Don't like having to download app for entertainment....some devices not current enough to download.. Not everyone has devices Kids disappointed..prefer Alaska monitors"

Pros: "Crew."
Cons: "Timing. The flight was delayed by an hour."

Cons: "I asked to pay for a better seat prior to my flight from Kelowna to Edmonton and was told there wasn’t any. When we boarded the flight attendant moved a couple 10+ rows up for no charge."

Cons: "1.5 hour late boarding"

Pros: "West Jet was well organized and very professional in helping travellers on a full aircraft reach Hobolulu. I was particularly impressed by the polite calm and efficient cabin staff. Will use this airline again."

Pros: "Getting home"
Cons: "Leaving Montreal"

Cons: "The flight was delayed"

Pros: "Staff are cute"
Cons: "Nothing"

Cons: "did not like having to go further west before heading back east wasted a lot of time. and no entertainment unless you pay for it, seriously?"

Pros: "We we’re late getting in from Halifax because of head winds. Walked from one plane to another and luggage arrived with us."
Cons: "Nothing"

Cons: "I had safety concerns on the flight from YVR to Toronto because seated in the exit row were two individuals who were brought to the gate assisted on a cart and had to wait for assistance to get on and off the flight. They had very poor ambulation which made me nervous as these people have agreed, by sitting in the exit row, that they are able and willing to help in the case of an emergency evacuation. This was not a safe situation and was noted by several passengers."

Pros: "We upgraded to Plus when we checked in and it was totally worth it. Extra space, food, drink. It was great!"

Pros: "The over all star rating should have five stars. I mistakenly pressed something and it went to one And I could not figure out how to get it back to five. Everything was on time which I so appreciated."

Pros: "Staff was friendly and very helpful. Made sure you were well looked after. The entertainment was top notch as well, but would have preferred a tablet or seat screen for international flights."
Cons: "I upgraded to Plus for my flight and I expected more leg room, because I am 6'5. I felt cramped and couldn't sleep. Emergency exit would have been better. My neck hurt after the flight because you have to look down at your phone the whole time while watching movies. Food was mediocre, it wasn't top of the line. Wont fly westjet again."

Pros: "great on board crew, very friendly and getting the impression the company execs under value them. PAY YOUR STAFF BETTER WESTJET."
Cons: "older equipment often means what you’re accustomed to is missing. specifically, not being able to plug in and charge proved problematic on this flight. in-flight entertainment was the old back-of-seat and did not work until the final minutes of the flight."

Pros: "On time both sides"

Cons: "Announcement from the flight crew inaudible. Much too fast and with lack of ununciation"

Pros: "On time Flight. Nice and friendly staff. Assistant at the check in Kiosk."
Cons: "Inattentive baggage security and check personnel."

Pros: "Staff was extremely friendly, super helpful. Wasn't as jam packed as most flights so it was nice to have some extra leg room."
Cons: "No in flight movie or distraction of some sort but was still a very calm quiet flight which is just as good."

Cons: "No movies available"

Pros: "Quick and direct. Great staff"
Cons: "Food."

Pros: "Great service"

Pros: "Everything went according to plan - left on time, arrived early, luggage arrived. What more can you ask? :)"

Pros: "Got away a little late (full flight and de-icing) but still managed to get in to Phoenix well ahead of the scheduled arrival time."

Pros: "We got there"
Cons: "I just cannot understand why WestJet cannot seat six people travelling together together. I mean really folks, it can’t be that hard... especially since five of those passengers have the same surname! Finally, is a cup of coffee and cookie and a glass of water really sufficient for a 5hr 9min flight, which adds to well over six hours with boarding and alighting time included."

Cons: "West Jet connectivity would not work for my phone or ipad. There weren't able to fix the service."

Pros: "After long security line ups . It is so refreshing to board on time with no fuss or delay .staff efficient , up beat and on task ."
Cons: "No comments necessary at this time"

Pros: "Staff, professionalism, variety of movies"
Cons: "Small seats, little recline. No blankets or pillows available except for purchase. Must have a phone or tablet to watch movies unless you pay to rent one - smaller screens and more awkward to watch comfortably. Only snacks provided but no actual meal as part of your ticket. Seems alot of amenities cut back to save money"

Pros: "I checked-in at home and went to the gate directly. It saved me time. Boarding was not closed until the last passenger was on board. They were picking out passengers close to boarding time from the security line to get them to the expedited line. The flight was ahead of arrival time."
Cons: "They checked-in my carry-on luggage They were out of some sandwiches very early."

Pros: "Crew"
Cons: "Delay"

Cons: "We were delayed by two hours and didn’t take off until 10 m which was a huge inconvenience"

Cons: "Late boarding and then late departure After landing, baggage delayed as well"

Cons: "To be honest, our stuartess was very abrasive. To everyone."

Pros: "I always feel welcome when traveling with WestJet. Their cheerful, knowledgeable staff are committed to their passengers wellbeing. They create an atmosphere of comfort, and the seats with enough reclining and leg room add to that. Wherever possible I will always fly with WestJet!"
Cons: "All good"

Cons: "Hard seats no padding extrely uncomfortable"

Pros: "Always on time and arrived early"
Cons: "Better snacks like porter"

Pros: "We got some extra help in the airport :). Thanx"

Cons: "Not enough leg room , felt very cramped."

Pros: "In-flight service. Complimentary wine & beer. Flight attendants very friendly."

Read more about Delta

Book cheap flights from Chicago Midway Airport to Saint Martin Island

Recent round-trip flight deals

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6h 53m
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