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Find cheap flights from Illinois to St. Maarten from $166

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Illinois to St. Maarten departing on 5/16. 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
Fri 6/7
Fri 6/14

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Good to know

Low season

September

High season

February

Cheapest flight

$166
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from Chicago O'Hare Airport to Simpson Bay

FAQs for booking flights from Illinois to St. Maarten

  • How does KAYAK find such low prices on flights from Illinois 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 Illinois to St. Maarten.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to St. Maarten from Illinois 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 Illinois 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 Illinois with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Illinois 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 Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top 3 airlines serving from Illinois to St. Maarten

 
Need help choosing which airline to fly with from Illinois 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.
6.2
FlexFlightOverall score based on 4 reviews
6.5Boarding
6.5Crew
5.3Food
5.3Entertainment
6.5Comfort
Airline reviews
Pros: "Ok crew and good enough planes. I was on a short flight, so I didn’t mind. Just know what you are getting, budget airlines with little or no service."
Cons: "too many to list"
7.0 GoodTigran, Jun 2020TBS - IEV
Read more about FlexFlight reviews
Pros: "Ok crew and good enough planes. I was on a short flight, so I didn’t mind. Just know what you are getting, budget airlines with little or no service."
Cons: "too many to list"

If you take this airline, they WILL change the flight time, and make you miss your connection. It has happened every time I used it. It's so unreliable that I think it shouldn't be offered on Kayak. You will regret it!

In addition to the fact that Silver changed the flight time several days before the trip without offering any choices , I was sick with Covid and unable to go on the trip. I tried to ask Silver for a credit for a flight when I’d recooperated but they don’t do credits, even for illness. I will Never fly on Silver again

I canceled due to a 7 hour delay. Was forced to book another airline last minute , very expensive. Silver Aorways sucks

I spent hours with orbitz to get my tsa # on my ticket. They didn’t have a place to enter. I will never use orbitz again. No customer service. A number in which u press offered options and the message replays instead of getting customer to that area. Silver did not make the promised call back. Finally someone responded to my email and took care of it after I lost hours of my vacation arranging this. Staff on flight barked orders.

Our pilot and flight attendant, Desiree, were great. I always fly this route and this crew was better than most.

The worst flight ever; 1st and last flying to this airlines

Easy boarding and deplaning. Short flight. Water was given but that was it.

Flight was delayed a bit since booking but otherwise everything was very good.

While this is a VERY SMALL plane; take-off to landing was fine. It's the constant departure time changes that wore me out and I'll try to never use this inconsistent airway again. Four delays in one day. Done!!!!!!

This has been, by far, my worst experience with an airline company. I had a reservation for a Tuesday at 8:30 pm departure from Gainesville, FL (1.5 hours - direct flight) I received an email on Monday that my flight had been changed to Monday at night to depart from Jacksonville, FL (and it was an 11 .5 hours flight ). There was no way I would have had the time to gather my things, drive 1.5 hours to the Jacksonville airport, and make it on time to board the plane. Besides, I had a full day of work on Tuesday. The only good thing I xan say about Silver airlines is that they did give me a refund, but I had to wait about 4 hours for a call back

It was cancelled. And Kayak/Kiwi pocketed the money. Competence, ethics and customer service would be an idea.

There was nothing to like about this airline and everything needs improvement

Pros: "Nothing the flight was super late and there was no communication as to why or even and announcement to say it was late. I missed my flight to France lost a night in a hotel and missed an important event on my itinerary."
Cons: "My flight"
Cons: "it was too hot at the waiting gate in San Juan and the flight was delayed for about one hour and fifteen minutes. the terminal building smelled of mold."
Cons: "the arrival process in San Juan was horrible. passengers walk in the sun towards immigration and customs is way too long. Standing and waiting in line at immigration without any immigration officer took almost 25 minutes. that was horrible."

Book cheap flights from Illinois to St. Maarten

Recent round-trip flight deals

5/18Sat
1 stopFrontier
20h 11mORD-SXM
5/25Sat
1 stopFrontier
9h 44mSXM-ORD
$244
6/5Wed
1 stopSpirit Airlines
7h 43mORD-SXM
6/12Wed
1 stopSpirit Airlines
9h 09mSXM-ORD
$260
5/18Sat
1 stop
20h 11mORD-SXM
5/22Wed
1 stop
27h 56mSXM-ORD
$291
6/1Sat
1 stop
7h 44mORD-SXM
6/8Sat
1 stop
27h 45mSXM-ORD
$300
8/17Sat
2 stopsAmerican Airlines
18h 09mSTL-SXM
8/24Sat
2 stopsAmerican Airlines
18h 33mSXM-STL
$473
9/21Sat
1 stopDelta
19h 44mSTL-SXM
9/25Wed
1 stopDelta
9h 16mSXM-STL
$477
8/17Sat
1 stopAmerican Airlines
27h 16mSTL-SXM
8/24Sat
2 stopsAmerican Airlines
18h 33mSXM-STL
$479
7/5Fri
1 stopDelta
6h 55mSTL-SXM
7/12Fri
1 stopDelta
18h 47mSXM-STL
$503
8/17Sat
nonstopUnited Airlines
5h 06mORD-SXM
8/24Sat
1 stopUnited Airlines
16h 41mSXM-ORD
$600
7/6Sat
nonstopUnited Airlines
5h 06mORD-SXM
7/13Sat
nonstopUnited Airlines
5h 44mSXM-ORD
$690

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Recent one-way flight deals

5/16Thu
1 stopSpirit Airlines
18h 04mORD-SXM
$166
5/16Thu
2 stopsSpirit Airlines
19h 08mORD-SXM
$223
5/16Thu
3 stopsSpirit Airlines
30h 32mORD-SXM
$279

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Last minute flights from Illinois to St. Maarten

Last minute flight, train and bus deals

5/12Sun
multi-stopSpirit Airlines
17h 14mSTL-SXM
5/17Fri
multi-stopSpirit Airlines
26h 41mSXM-STL
$471
5/12Sun
multi-stopSpirit Airlines
17h 14mSTL-SXM
5/17Fri
multi-stopSpirit Airlines
20h 44mSXM-STL
$500
5/12Sun
multi-stopSpirit Airlines
18h 25mSTL-SXM
5/17Fri
multi-stopSpirit Airlines
26h 41mSXM-STL
$501
5/12Sun
multi-stopSpirit Airlines
18h 04mORD-SXM
5/17Fri
multi-stopSpirit Airlines
9h 45mSXM-ORD
$541
5/13Mon
multi-stop
24h 12mORD-SXM
5/17Fri
multi-stop
27h 56mSXM-ORD
$551
5/12Sun
multi-stop
40h 30mORD-SXM
5/17Fri
multi-stop
9h 45mSXM-ORD
$612
5/11Sat
multi-stopAmerican Airlines
14h 15mORD-SXM
5/15Wed
multi-stopAmerican Airlines
12h 24mSXM-ORD
$918
5/11Sat
multi-stopDelta
6h 40mMDW-SXM
5/15Wed
multi-stopDelta
7h 51mSXM-MDW
$985
5/9Thu
multi-stopDelta
6h 40mMDW-SXM
5/14Tue
multi-stopDelta
17h 45mSXM-MDW
$1,040
5/9Thu
multi-stopAmerican Airlines
8h 50mORD-SXM
5/14Tue
multi-stopAmerican Airlines
12h 24mSXM-ORD
$1,086

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Flights to St. Maarten

Return flight deals:

St. Maarten - Illinois

Cabin classes:

$1,444
$2,013
$583