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Find cheap flights from Chicago O'Hare Airport to St. Maarten from $61

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from O'Hare Intl to St. Maarten departing on 5/17. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Sun 5/19
Sun 5/26

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Best St. Maarten Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Simpson Bay
Simpson Bay1 stop$246

Good to know

Low season

July

High season

February

Cheapest flight

$61
Best time to beat the crowds but there is an average 22% increase in price.
Most popular time to fly and prices are also 9% lower on average.
Flight from Chicago O'Hare Airport to Simpson Bay

FAQs - booking St. Maarten flights

  • How does KAYAK find such low prices on flights from Chicago O'Hare Airport to St. Maarten?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago O'Hare Airport to St. Maarten.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago O'Hare Airport to St. Maarten?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to St. Maarten from Chicago O'Hare Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago O'Hare Airport to St. Maarten?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to St. Maarten with an airline and back to Chicago O'Hare Airport with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago O'Hare Airport to St. Maarten?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to St. Maarten from Chicago O'Hare Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to St. Maarten

  • Morning departure is around 3% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 4 airlines serving from O'Hare Intl to St. Maarten

 
Need help choosing which airline to fly with from O'Hare Intl to St. Maarten? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 11094 reviews
8.2boarding
7.5food
8.0entertainment
7.9comfort
8.6crew
Airline reviews

Seat back monitors and outlets were dead and not working.

8.0 ExcellentCarl, Apr 2024JFK - FLL
Read more about Delta reviews

Seat back monitors and outlets were dead and not working.

Everything was great except for the seat. The backrest would not stay in the upright position.

I usually have a positive experience with Delta. Complimentary upgrades are always nice!

Flight delayed about 2 hrs so it made it a VERY late night

The crew, food, and entertainment were all good. But my screen had some sort of bug where if I turned it off, it would turn back on after 2-5 minutes. At full brightness. It made it very hard to get any shut-eye on the overnight flight. Also, the older Boeing plane, while nicely cared for (and no doors fell off 😅👏) doesn't have the nice air quality of newer planes. So I felt a bit greasy by the time we landed in Sweden.

It was a crowded flight. They did the best they could.

Service was good for such a short flight. Small plane but smooth flight.

Worst flight in my life. Only was scheduled for a 45 min flight to get our connection flight. It was late by 40 minutes and we missed our connection. Delta was totally useless trying to help and unable to get my family on the next flight because they overbooked it Thus had to get a hotel at my expense and lost a day at Disney as a result. Cost me about a $1000 if you add 2 hotels meals shuttles etc to get thru the day Awful customer service by Delta in Detroit totally useless people

The experience was good and the flight departed on time and landed early

The flight was delayed but we got to our final destination.

Flight delayed for 2 hours due to a part. The plane sat waiting for boarding for a long time and during final preflight inspection the issue was found. Why not do the preflight inspection sooner if you know the plane is being used?

The flight experience was very good! Especially the United Club!

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

Aircraft has better leg room than any of United's larger planes. We had requested mobility assistance for this and related flights. United's response to all was superb.

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

my seat got changed twice after checking on then boarding it had been given to a family so by the time they found a seat for me no overhead storage left. i ended up losing my Sony Headphones case because i could even access underthe seat in front of my when deplaning.

All good, useful to have the united app from check in to boarding

All planes flying to Mexico City are very old. Seats don’t even have power outlets.

The control panel for the seat back screen did not work at all after takeoff.

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

We were delayed bc ground crew gave the flight crew the wrong paperwork. We taxiied to the runway then back to the gate to get the correct paperwork that no one bothered reviewing the first time we pushed back. Boarding was rude and stressful like it always is. Gate agents and flight attendants are all over 55 years of age, embittered by years of underpayment From AA leading to their passive agressive bitchiness for no reason.

Boarding time was easy & quick. Crew was excellent. In-flight entertainment was great/easy. Seats are too small and not enough room between rows: felt like a sardine/very cramped.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

It was good, the staff was friendly and it was a typical flight to Europe.

On time and fast. Overall it was a pleasant experience.

The weight limit per bag was really low - 40 lbs - so we had to pay extra. Then, they said their carry on size was 14x18x8, and we measured our bag very carefully. It was within the limit, yet they said it was too big, so we ended up paying an extra $100 for that too!! So it wasn’t the cheap flight we thought it would be. Then, they moved up our initial flight to depart 3 hours earlier which meant we had to be out on the road by 7 am and then have a 6 hour layover and we got home at 2am. It was a grueling day. I won’t be flying with them again.

Overall it was a good experience. Stewards were very kind and professional. The departure and arrival times were as promised. Plane was clean.

The seat are terrible. Don’t even think of sleeping on a Spirit flight. The kids that run the plane aka flight attendants are pretty rude and straight forward. They get the job done but without class.

No frills, limited comfort, no food, no entertainment, but fine

I had a death in my family and booked my flight on Spirit. My flight was cancelled the morning of my flight, no explanation, no help to rebook, nobody to talk to. The next available flight was 2days later !!!! Terrible airline, will NEVER fly with them again!

Flight was canceled. Knew there was weather, and were notified of 20 min delayed, and then suddenly canceled. Next reschedule was for 2 days. No help other than to refund. Thankfully full refund and appreciate that. I appreciate discounted airline but felt they could've done more for customer inconvenience.

The seat was very uncomfortable from Boston to Nashville. Otherwise the flight was excellent.

Terrible as usual!!!! Very unprofessional and rude flight attendants! You get what you pay for! HORRIBLE

There was a .79 discrepancy between the cost of the flight and what was paid. Spirit didn't let me obtain my boarding pass until the .79 (seventy nine cents) was paid. Contacting their customer service to resolve the issue was a nightmare that involved many wait minutes and two different departments. The price Kayak gave to Affirm, whom I used to pay for the tickets, and the price Spirit charged for the flight were off by the .79. I almost lost the ticket because of the hassle.

Book cheap flights from Chicago to St. Maarten

Recent round-trip flight deals

5/17Fri
1 stop
20h 08mORD-SXM
5/25Sat
1 stop
9h 45mSXM-ORD
$246
5/18Sat
1 stop
20h 11mORD-SXM
5/25Sat
1 stop
9h 45mSXM-ORD
$253
5/15Wed
1 stopSpirit Airlines
7h 44mORD-SXM
5/20Mon
1 stopSpirit Airlines
27h 56mSXM-ORD
$302
5/8Wed
1 stopSpirit Airlines
7h 44mORD-SXM
5/15Wed
1 stopSpirit Airlines
9h 45mSXM-ORD
$319
7/20Sat
1 stopAmerican Airlines
15h 48mORD-SXM
7/26Fri
1 stopAmerican Airlines
10h 45mSXM-ORD
$552
8/3Sat
1 stopAmerican Airlines
17h 24mORD-SXM
8/9Fri
1 stopAmerican Airlines
9h 51mSXM-ORD
$553
8/20Tue
1 stopDelta
16h 54mORD-SXM
8/28Wed
1 stopDelta
9h 40mSXM-ORD
$555
7/23Tue
2 stopsDelta
23h 24mORD-SXM
8/1Thu
2 stopsDelta
28h 15mSXM-ORD
$559
6/1Sat
nonstopUnited Airlines
5h 06mORD-SXM
6/8Sat
nonstopUnited Airlines
5h 44mSXM-ORD
$590
6/1Sat
1 stopUnited Airlines
7h 43mORD-SXM
6/8Sat
nonstopUnited Airlines
5h 44mSXM-ORD
$595

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Recent one-way flight deals

5/17Fri
1 stopFrontier
20h 08mORD-SXM
$61
5/17Fri
2 stopsSpirit Airlines
19h 21mORD-SXM
$166
5/2Thu
1 stopSpirit Airlines
15h 22mORD-SXM
$175
5/3Fri
1 stopSpirit Airlines
18h 02mORD-SXM
$199
5/2Thu
2 stopsSpirit Airlines
19h 11mORD-SXM
$202
5/17Fri
3 stopsSpirit Airlines
30h 34mORD-SXM
$217
5/2Thu
3 stops
30h 47mORD-SXM
$235
5/3Fri
2 stopsSpirit Airlines
14h 47mORD-SXM
$236
4/24Wed
1 stopSpirit Airlines
7h 47mORD-SXM
$256
4/24Wed
2 stopsSpirit Airlines
38h 47mORD-SXM
$308

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Last minute flights from O'Hare Intl to St. Maarten

Last minute flight, train and bus deals

4/22Mon
multi-stopSpirit Airlines
7h 47mORD-SXM
4/24Wed
multi-stopSpirit Airlines
9h 47mSXM-ORD
$548
4/22Mon
multi-stopSpirit Airlines
7h 47mORD-SXM
4/24Wed
multi-stopSpirit Airlines
9h 47mSXM-ORD
$624
4/22Mon
multi-stop
7h 47mORD-SXM
4/25Thu
multi-stop
26h 40mSXM-ORD
$795
4/22Mon
multi-stop
38h 47mORD-SXM
4/25Thu
multi-stop
26h 40mSXM-ORD
$831
4/22Mon
multi-stop
18h 40mORD-SXM
4/25Thu
multi-stop
26h 40mSXM-ORD
$917
4/22Mon
multi-stopAmerican Airlines
17h 46mORD-SXM
4/25Thu
multi-stopAmerican Airlines
10h 36mSXM-ORD
$997
4/22Mon
multi-stopAmerican Airlines
16h 15mORD-SXM
4/24Wed
multi-stopAmerican Airlines
8h 37mSXM-ORD
$1,001
4/22Mon
multi-stopAmerican Airlines
8h 30mORD-SXM
4/24Wed
multi-stopAmerican Airlines
10h 36mSXM-ORD
$1,006

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Chicago O'Hare Airport - St. Maarten Flights

Departure:

Chicago O'Hare Airport (ORD)United States

Return flight deals:

St. Maarten - Chicago O'Hare Airport

Cabin classes:

$1,812
$2,013
$590