St. Maarten (SXM) → Chicago (ORD)
About St. Maarten to Chicago Flights
Discover the best flights from St. Maarten to Chicago, covering 3,549 km in approximately 4h 56m. St. Maarten (SXM) to Chicago (ORD) is one of the popular medium-haul routes connecting Sint Maarten and United States. With 7 major airlines operating this route including direct flights, travelers have plenty of options to choose from. Whether you're traveling for business or leisure, our comprehensive guide helps you find the best deals, understand seasonal price variations, and choose the right airline for your journey from St. Maarten to Chicago.
12-Month Price History
Flight prices from St. Maarten to Chicago vary significantly throughout the year. February typically offers the best deals with average prices around $707, while July sees the highest prices, averaging $1197. Savvy travelers can save up to 41% by choosing their travel dates wisely.
Best Time to Fly
Cheapest Month
February
Save up to 40% on average
Most Expensive
July
Peak season pricing
Book in Advance
106 days
For best prices
Booking Tips
For the best prices on St. Maarten to Chicago flights, we recommend booking 174 days in advance. International flights typically see price increases as the departure date approaches, so early booking is advisable. Tuesday and Wednesday departures often offer the lowest fares, while Friday and Sunday flights tend to be more expensive due to business and leisure travel demand. Consider flying early morning or late evening for additional savings, as these off-peak times usually have lower demand.
Airlines Serving This Route
| Airline | Economy | Business | First |
|---|---|---|---|
Kalitta Air K4 | $1150 | $4940 | $6360 |
Delta Air Lines DL | $1230 | $4180 | $6630 |
American Airlines AA | $1340 | $4670 | $7880 |
Windward Islands Airways WM | $1470 | $5000 | $8030 |
SkyWest Airlines OO | $1480 | $4400 | $7950 |
United Airlines UA | $1490 | $4050 | $6710 |
British Airways BA | $1640 | $5410 | $7540 |
Kalitta Air
K4
Economy
$1150
Business
$4940
First
$6360
Delta Air Lines
DL
Economy
$1230
Business
$4180
First
$6630
American Airlines
AA
Economy
$1340
Business
$4670
First
$7880
Windward Islands Airways
WM
Economy
$1470
Business
$5000
First
$8030
SkyWest Airlines
OO
Economy
$1480
Business
$4400
First
$7950
United Airlines
UA
Economy
$1490
Business
$4050
First
$6710
British Airways
BA
Economy
$1640
Business
$5410
First
$7540
Prices shown are estimates based on historical data. Actual prices may vary based on dates, availability, and current promotions.
Alternative Flight Options
St. Maarten → Milwaukee
Princess Juliana International (SXM) to Milwaukee Mitchell International (MKE)
Distance: 3,620 km
Average price: $836
St. Maarten → Chicago
Princess Juliana International (SXM) to Chicago Midway International (MDW)
Distance: 3,525 km
Average price: $817
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Frequently Asked Questions
How long is the flight from St. Maarten to Chicago?
The flight time from St. Maarten (SXM) to Chicago (ORD) is approximately 4 hours and 56 minutes. This duration is for direct flights and may vary depending on aircraft type, weather conditions, and air traffic.
What is the distance between St. Maarten and Chicago?
The aerial distance between St. Maarten and Chicago is 3,549 kilometers (2,205 miles). This is the straight-line distance, which is used to calculate flight times.
Which airlines fly from St. Maarten to Chicago?
Several airlines operate flights between St. Maarten and Chicago, including American Airlines, United Airlines, Windward Islands Airways and 4 more airlines. Direct flights are available on this route.
What is the cheapest month to fly from St. Maarten to Chicago?
Based on historical data, February typically offers the lowest airfares for flights from St. Maarten to Chicago. However, prices can vary based on holidays, events, and airline promotions. We recommend checking our price calendar for the most up-to-date information.
How far in advance should I book my flight to Chicago?
For the best prices on St. Maarten to Chicago flights, we recommend booking 158 days in advance. International flights generally require earlier booking than domestic routes.
Do I need a visa to travel from St. Maarten to Chicago?
Visa requirements depend on your nationality and the purpose of your visit. Citizens of Sint Maarten traveling to United States should check the latest visa requirements. Visit our partner site visarequirements.io for detailed visa information.
What is the time difference between St. Maarten and Chicago?
St. Maarten operates on America/Lower_Princes time zone, while Chicago is in the America/Chicago time zone. For current time differences and to plan your schedule, visit our partner site timezig.com for accurate timezone conversions.