Statistics on Chicago-Sint Maarten flights: what is the right price and when to buy your plane ticket?
Best time to go: what is the RIGHT price for a round-trip flight to Sint Maarten (from: Chicago)
The average price to go to Sint Maarten from Chicago airport is $ 687 (round trip). However, there are variations depending on the departure month. Thus, it is possible to pay for your plane ticket on average between $ 517 (in september) and $ 983 (in november), which is a saving of $ 170 or a surplus of $ 296 (compared to the average price) depending on the period you leave.
The analysis of all prices reveals that the most frequent price is between $540 to $594 and it is generally more economical to leave on a tuesday and return on a wednesday on a flight with 1 or more layovers.
Be careful, the cheapest months may correspond to unfavorable weather periods . Check out our page best time to go to Sint Maarten before booking your flight.
If you want to know when to book your flight at the best price, go straight to the second part of this page: When to buy your Chicago-Sint Maarten plane ticket.
How are these data calculated?
We have studied a sample of 21060 airfare prices from previous years for flights to Sint Maarten from Chicago and can thus establish precise and credible price variation trends based on different parameters. Of course, prices can vary from year to year, but the seasonal aspect of this data (recurrence of school holidays, events... from year to year) makes these statistics quite reliable.
Average price depending on the departure month
Data analysis:
By leaving in september, the price of the plane ticket will statistically be the cheapest ($ 517, saving $ 170 compared to the average price over the year which is $ 687). Conversely, november will be the most expensive ($ 983).
Flight Chicago-Sint Maarten: when is the best time to go for the best price?
| Month | Good price* | Average price | Our opinion |
|---|---|---|---|
| January | $ 465 | $ 663 | good price |
| February | $ 451 | $ 655 | good price |
| March | $ 568 | $ 908 | high price |
| April | $ 455 | $ 616 | good price |
| May | $ 446 | $ 547 | good price |
| June | $ 562 | $ 661 | good price |
| July | $ 571 | $ 684 | fair price |
| August | $ 502 | $ 610 | good price |
| September | $ 440 | $ 517 the cheapest | very good price |
| October | $ 493 | $ 588 | good price |
| November | $ 614 | $ 983 the most expensive | very high price |
| December | $ 583 | $ 811 | fair price |
*great price to buy your plane ticket: if you see this price or cheaper during your flight search, go for it and buy it!
Price breakdown to travel from Chicago to Sint Maarten
Data analysis:
The prices for flights from Chicago to Sint Maarten range from $216 to $1188. 2% of tickets were purchased at the minimum price (from $216 to $270), 1% at the maximum price (from $1134 to $1188). The majority of plane tickets were purchased in the range of $594 to $648 (11% of tickets).
Cheapest airlines for the Chicago->Sint Maarten flight
There are 9 companies that serve Chicago from Sint Maarten airport: Spirit Airlines, United, Frontier Airlines, American Airlines, jetBlue, Copa, Delta, Iberia and Air Canada.
Data analysis:
Of the 21060 flights analyzed in previous years, Spirit Airlines was the airline that offered the best fare most often in the flight ticket search results (43% of the time) on the Chicago->Sint Maarten route.
Direct flight or flight with layover?
Data analysis:
To get the best price for the Chicago-Sint Maarten flight, you should take a flight with one or more layovers (you will save an average of $ 783 compared to a direct flight).
Which day of the week to leave?
Data analysis:
Statistically, Chicago-Sint Maarten flights departing on a tuesday are cheaper than on other days of the week. By choosing a tuesday as your departure date, you can save an average of $156. On the other hand, departing on a saturday may cost you an additional $226.
Which day of the week to come back?
Data analysis:
Statistically, return flights from Sint Maarten to Chicago departing on a wednesday are cheaper than on other days of the week. By choosing a wednesday for your return date, you will save an average of $201. Conversely, departing from Sint Maarten on a saturday may cost you an additional $221.
Top prices Chicago-Sint Maarten
| Round trip | Dates | Price | |
|---|---|---|---|
| Chicago → Sint Maarten | 07-04 to 14-04-2025 | $ 427 | layover flight with jetBlue |
| Chicago → Sint Maarten | 19-04 to 26-04-2025 | $ 381 | layover flight with Spirit Airlines |
| Chicago → Sint Maarten | 25-04 to 30-04-2025 | $ 352 | layover flight with Spirit Airlines |
| Chicago → Sint Maarten | 01-05 to 05-05-2025 | $ 370 | layover flight with Spirit Airlines |
| Chicago → Sint Maarten | 08-05 to 12-05-2025 | $ 361 | layover flight with Spirit Airlines |
| Chicago → Sint Maarten | 10-05 to 17-05-2025 | $ 383 | layover flight with Spirit Airlines |
| Chicago → Sint Maarten | 12-05 to 19-05-2025 | $ 351 | layover flight with Spirit Airlines |
| Chicago → Sint Maarten | 16-05 to 23-05-2025 | $ 392 | layover flight with Spirit Airlines |
| Chicago → Sint Maarten | 17-05 to 24-05-2025 | $ 421 | layover flight with Spirit Airlines |
| Chicago → Sint Maarten | 21-10 to 27-10-2025 | $ 427 | layover flight with Spirit Airlines |
When to book your flight Chicago - Sint Maarten to get the cheapest price?
Statistically, you will make the biggest savings by buying your plane ticket between 1 to 2 months in advance. However, you may end up paying a high price if you book between 8 to 9 months in advance.
Did you know: the price of plane tickets not only varies depending on how far in advance you book, but also on the day of the week you book! So, to maximize your chances of getting the best price for a Chicago-Sint Maarten flight, it is recommended to book your ticket on a saturday.
How far in advance should I buy my flight?
Data analysis:
To get the cheapest flight ticket from Chicago to Sint Maarten, it is recommended to buy it 1 to 2 months before departure (it is then on average 593 $, which is a saving of 94 $ compared to the overall average price). On the other hand, if you buy your ticket 8 to 9 months in advance, you will pay the full price (291 $ more than the average price).
Depending on the departure month
The best time to buy your Chicago to Sint Maarten flight ticket may vary depending on your departure month. Therefore, we offer you statistics on when to book your flight month by month.
| Departure on... | How far in advance should I book? |
|---|---|
| January | Best time: 1 to 2 months before departure (average price: 560 $) Other interesting period(s): 0 to 1 month ($ 597), 2 to 3 months ($ 652) |
| February | Best time: 1 to 2 months before departure (average price: 488 $) Other interesting period(s): 0 to 1 month ($ 620), 2 to 3 months ($ 652) |
| March | Best time: 1 to 2 months before departure (average price: 697 $) Other interesting period(s): 0 to 1 month ($ 734), 2 to 3 months ($ 890) |
| April | Best time: 1 to 2 months before departure (average price: 516 $) Other interesting period(s): 0 to 1 month ($ 583), 2 to 3 months ($ 606) |
| May | Best time: 1 to 2 months before departure (average price: 484 $) Other interesting period(s): 2 to 3 months ($ 506) |
| June | Best time: 1 to 2 months before departure (average price: 618 $) Other interesting period(s): 0 to 1 month ($ 620) |
| July | Best time: 1 to 2 months before departure (average price: 611 $) Other interesting period(s): 0 to 1 month ($ 683), 2 to 3 months ($ 678) |
| August | Best time: 1 to 2 months before departure (average price: 525 $) Other interesting period(s): 2 to 3 months ($ 558) |
| September | Best time: 2 to 3 months before departure (average price: 462 $) Other interesting period(s): 1 to 2 months ($ 474), 3 to 4 months ($ 492) |
| October | Best time: 3 to 4 months before departure (average price: 516 $) Other interesting period(s): 1 to 2 months ($ 544), 2 to 3 months ($ 575) |
| November | Best time: 1 to 2 months before departure (average price: 850 $) Other interesting period(s): 0 to 1 month ($ 889), 2 to 3 months ($ 949), 3 to 4 months ($ 903) |
| December | Best time: 1 to 2 months before departure (average price: 673 $) Other interesting period(s): 0 to 1 month ($ 727), 2 to 3 months ($ 778) |
What day of the week should I book my flight ticket?
Data analysis:
Statistically, saturday is the day when plane tickets for Chicago->Sint Maarten are the cheapest. So, by buying your plane ticket on a saturday, you will save $17. Conversely, by buying it on a monday, you may end up paying $30 more.
Chicago to Sint Maarten: flight price when booking today
Information: this data is not statistics but comes from real prices collected less than 7 days ago. Some months may not be available as we do not have enough data for them.
| Month | Current price | Our opinion | |
|---|---|---|---|
| April 2025 | $ 603 $352 to $1013 | very good price | Find a flight |
| May 2025 | $ 490 $351 to $645 | very good price | Find a flight |
| June 2025 | $ 618 $525 to $703 | very good price | Find a flight |
| July 2025 | $ 620 $500 to $696 | very good price | Find a flight |
| August 2025 | $ 624 $607 to $644 | high price | Find a flight |
| September 2025 | $ 562 $555 to $568 | high price | Find a flight |
| October 2025 | $ 555 $427 to $684 | very good price | Find a flight |
| November 2025 | $ 1184 $644 to $1945 | high price | Find a flight |
| December 2025 | $ 732 $651 to $813 | very good price | Find a flight |
Data analysis:
Compared to the average price, april, may, june, july, october and december are cheaper to travel to Sint Maarten. So it may be interesting to book now to leave during these months!