US$45️ Cheap Flights from Chicago to Sint Maarten (2024)

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Flights from Chicago to Sint Maarten

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Chicago to Sint Maarten - Flights Starting at US$45

Book one-way or return flights from Chicago to Sint Maarten from as little as US$45. Choose from the popular airlines below and book your flight today!

One way
Round-trip

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

We've found these cheap flights for you. You may book a one-way or round trip as per your needs.

We monitor flight fares to help you seize the best deals effortlessly

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Cheapest airlines flights from Chicago to Sint Maarten

View airlines operating flights from Chicago to Sint Maarten. Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Spirit Airlines

From US$45

Frontier Airlines

From US$122

American Airlines

From US$212

Copa Airlines

From US$213

Jetblue Airways

From US$227

United Airlines

From US$246

Porter Airlines

From US$276

Southwest Airlines

From US$280

Delta Air Lines

From US$317

WestJet

From US$326

ANA airlines

Find more flights and airlines

Alternative Routes from Chicago to Sint Maarten

Discover different routes, airlines, and transfers and find the best alternative flights for your journey from Chicago to Sint Maarten.

Cheapest
ORD
21:25
15h 19m
1 transfer
SXM
13:44
O'Hare International Airport - Princess Juliana International Airport
Tue, May 7Spirit Airlines
US$45
MDW
21:08
16h 59m
1 transfer
SXM
15:07
Midway International Airport - Princess Juliana International Airport
Sat, May 18Frontier Airlines
US$131
MDW
21:08
16h 59m
1 transfer
SXM
15:07
Midway International Airport - Princess Juliana International Airport
Sat, May 18Frontier Airlines
US$131
Find More Flights

Frequently Asked Questions

When are flight tickets from Chicago (CHI) to Sint Maarten (SXM) the cheapest?
Airlines adjust prices for flights from Chicago to Sint Maarten based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.
How much do flights from Chicago (CHI) to Sint Maarten (SXM) cost?
According to Trip.com's data, the lowest price is around $590.
How long does it take to fly from Chicago (CHI) to Sint Maarten (SXM) and what is the distance?
It takes around 5 hours 6 minutes to fly from Chicago (CHI) to Sint Maarten (SXM).
What are the most popular airlines that fly from Chicago (CHI) to Sint Maarten (SXM)?
Airlines with flights from Chicago (CHI) to Sint Maarten (SXM): United Airlines.

How to find a cheap flight from Chicago to Sint Maarten

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Chicago to Sint Maarten. Book your flights at the right time and save more.

Book Early

Once prices are gone, they're gone. Lock in deals while you can!

Compare Flight Prices

Compare prices on travel agency and airline websites.

Look Out for Deals

Check airline and travel agency websites for latest flight deals

Check One-way Fares

Buying two cheap one-way flights can sometimes be a better deal than a round-trip.

Try Different Dates

Flying during the week, early in the morning, or late at night can help save money.

Use the Trip.com App

Save up to £10 per person when booking your flights on Trip.com

Chicago to Sint Maarten Flight Information

Cheapest nonstop flight price	$45
Cheapest round-trip ticket price	$653
Off-season for travel	February
Peak season for travel	October
Flight distance	3,524.79km
Average flight time	5 hours 6 minutes
Popular airline	American Airlines