Cheap flights from Sint Maarten to Chicago
Flights overview
Prices shown are for one adult in Economy class flights from Zürich to New York. This includes the cheapest Business class options where available.
Prices reflect the lowest available in the next three months, though they are subject to change and availability.
Last-minute deals apply to the cheapest weekend trips available in the next seven days, with weekend trips being flights departing between Thursday and Saturday and returning on Sunday or Monday.
Flight duration shown is based on nonstop flights or those with the fewest stops available.
Prices reflect the lowest available in the next three months, though they are subject to change and availability.
Last-minute deals apply to the cheapest weekend trips available in the next seven days, with weekend trips being flights departing between Thursday and Saturday and returning on Sunday or Monday.
Flight duration shown is based on nonstop flights or those with the fewest stops available.
Useful information for finding cheap flights from Sint Maarten to Chicago and booking your next trip
| Cheapest round-trip flights | $438 | JetBlue1 stop12 hrFri, Jul 17 — Fri, Jul 24 | The cheapest round-trip flight from Sint Maarten to Chicago is currently $438 | |
|---|---|---|---|---|
| Cheapest one-way flight | $240 | JetBlue1 stop12 hrWed, Aug 26 | The cheapest one-way flight from Sint Maarten to Chicago is currently $240 | |
| Last-minute weekend getaway | $561 | Southwest1 stop12 hrThu, Jun 25 — Mon, Jun 29 | The cheapest last-minute weekend getaway from Sint Maarten to Chicago is currently $561 | |
| Cheapest business class flights | $797 | Frontier1 stop12 hrSat, Jul 25 — Fri, Jul 31 | The cheapest business class round-trip flight from Sint Maarten to Chicago is currently $797 |
| Fastest flight | 7 hr 30 min | The fastest flight with stops from Sint Maarten to Chicago takes 7 hr 30 min |
|---|---|---|
| Nonstop flights | None | There are no direct flights on this route. |
When is the cheapest time to fly?
Typical prices for the least expensive flights for 1-week trips from Sint Maarten to Chicago per month. Insights are based on fares observed in the last 12 months. Current prices may differ.
The cheapest month to fly from Sint Maarten to Chicago is typically January. The most expensive month to fly is typically June.
| January Cheapest | Typical prices: $260–750 |
|---|---|
| June Most expensive | Typical prices: $560–880 |
Popular airlines from Sint Maarten to Chicago
Popularity is based on the number of weekly nonstop and connecting flights the airline operates. Connecting flights do not include interline routes.
Flight suggestions are based on an airline's cheapest round-trip fares from Sint Maarten to Chicago in the next 3 months. Prices include required taxes + fees for one adult. Optional charges and bag fees may apply.
Typical prices are based on fares observed in the past year for one-week round trips with the same origin, destination, and airline.
- Southwestfrom $478Typical price: $640–1,050900 weekly connecting flightsSXM - MDWEvery day
- Americanfrom $656Typical price: $570–930405 weekly connecting flightsSXM - ORDEvery day
- Unitedfrom $654Typical price: $600–1,250198 weekly connecting flightsSXM - ORDEvery day
- Deltafrom $656Typical price: $610–1,250186 weekly connecting flightsSXM - MDW, ORDEvery day
- JetBluefrom $534Typical price: $630–1,45024 weekly connecting flightsSXM - ORDEvery day
- COPAfrom $693Typical price: $600–1,7509 weekly connecting flightsSXM - ORDEvery Mon, Wed, Fri, Sun
Popular airports near Sint Maarten
Distance and driving time are relative to the city center. Airports are listed based on distance from Sint Maarten center and popularity with travelers.
- Princess Juliana International Airport (SXM)Sint MaartenSint Maarten20 min3 mi
- Grand Case-Espérance Airport (SFG)Saint MartinSt. Martin19 min4 mi
Popular airports near Chicago
Distance and driving time are relative to the city center. Airports are listed based on distance from Chicago center and popularity with travelers.
- Chicago O'Hare International Airport (ORD)ChicagoUnited States27 min16 mi
- Chicago Midway International Airport (MDW)ChicagoUnited States25 min9 mi
- Milwaukee Mitchell International Airport (MKE)MilwaukeeUnited States1 hr 25 min75 mi
- Indianapolis International Airport (IND)IndianapolisUnited States2 hr 58 min165 mi
Frequently asked questions about flying from Sint Maarten to Chicago
The cheapest flights from Sint Maarten to Chicago are usually in January. Typical ticket prices in January range from $260 to $750.
The cheapest round-trip flight from Sint Maarten to Chicago recently found on Google Flights was with JetBlue from $438. The cheapest one-way flight was with JetBlue from $240.
Some of the cheapest round-trip deals we found with different airlines:
Some of the cheapest round-trip deals we found with different airlines:
- The cheapest Southwest flight from Sint Maarten to Chicago is $478, flying from Aug 13 to Aug 20.
- The cheapest American flight from Sint Maarten to Chicago is $656, flying from Jul 30 to Aug 6.
- The cheapest United flight from Sint Maarten to Chicago is $654, flying from Jul 30 to Aug 5.
- The cheapest Delta flight from Sint Maarten to Chicago is $656, flying from Aug 13 to Aug 19.
- The cheapest JetBlue flight from Sint Maarten to Chicago is $534, flying from Jul 17 to Jul 24.
- The cheapest COPA flight from Sint Maarten to Chicago is $693, flying from Aug 10 to Aug 16.
The cheapest round-trip flight from Sint Maarten to Chicago starts at $438 from Fri, Jul 17 to Fri, Jul 24. The cheapest one-way flight starts at $240 and departs on Wed, Aug 26.
7 hr 30 min is the shortest flight time from Sint Maarten to Chicago.
Chicago's peak season is Jun–Aug. Popular events throughout year include St. Patrick's Day, when the river is tinted green (Mar 17); the Pride Parade (Jun); the Taste of Chicago culinary festival (Jul) and the Jazz Festival (Sep). During the holiday season (Nov–Dec), the Magnificent Mile Lights Festival and Christkindlmarket, a German Christmas market in Daley Plaza, draw crowds to the city.
It's easy to use Google Flights to find the cheapest days to fly from Sint Maarten to Chicago.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.
You can also turn on price tracking to get alerts if the price changes for a route or flight.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.
You can also turn on price tracking to get alerts if the price changes for a route or flight.
What counts as the best airline for your flights from Sint Maarten to Chicago really depends on your individual needs. You may have a favorite carrier or a loyalty program you like, but price, convenience, and airports served also come into play. Flexibility and booking terms – Can you change flights if you want to stay longer or get a refund if you have to postpone your trip? – are also factors that help determine which airline is best to fly from Sint Maarten to Chicago.
In terms of flights, Southwest is the most popular. Southwest offers 900 connecting flights per week. Southwest flies from Princess Juliana International Airport (SXM) to Chicago Midway International Airport (MDW).
Other popular airlines flying from Sint Maarten to Chicago are:
In terms of flights, Southwest is the most popular. Southwest offers 900 connecting flights per week. Southwest flies from Princess Juliana International Airport (SXM) to Chicago Midway International Airport (MDW).
Other popular airlines flying from Sint Maarten to Chicago are:
- American offers 405 connecting flights per week. American flies from Princess Juliana International Airport (SXM) to Chicago O'Hare International Airport (ORD).
- United offers 198 connecting flights per week. United flies from Princess Juliana International Airport (SXM) to Chicago O'Hare International Airport (ORD).
- Delta offers 186 connecting flights per week. Delta flies from Princess Juliana International Airport (SXM) to Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD).
- JetBlue offers 24 connecting flights per week. JetBlue flies from Princess Juliana International Airport (SXM) to Chicago O'Hare International Airport (ORD).
- COPA offers 9 connecting flights per week. COPA flies from Princess Juliana International Airport (SXM) to Chicago O'Hare International Airport (ORD).
The cheapest round-trip flight from Sint Maarten to Chicago recently found on Google Flights was with JetBlue from $438. The cheapest one-way flight was with JetBlue from $240.
Some of the cheapest round-trip deals we found with different airlines:
Some of the cheapest round-trip deals we found with different airlines:
- The cheapest Southwest flight from Sint Maarten to Chicago is $478, flying from Aug 13 to Aug 20.
- The cheapest American flight from Sint Maarten to Chicago is $656, flying from Jul 30 to Aug 6.
- The cheapest United flight from Sint Maarten to Chicago is $654, flying from Jul 30 to Aug 5.
- The cheapest Delta flight from Sint Maarten to Chicago is $656, flying from Aug 13 to Aug 19.
- The cheapest JetBlue flight from Sint Maarten to Chicago is $534, flying from Jul 17 to Jul 24.
- The cheapest COPA flight from Sint Maarten to Chicago is $693, flying from Aug 10 to Aug 16.
No airline flies direct from Sint Maarten to Chicago.
- There are 900 Southwest connecting flights from Sint Maarten to Chicago per week. Flights are available every day.
- There are 405 American connecting flights from Sint Maarten to Chicago per week. Flights are available every day.
- There are 198 United connecting flights from Sint Maarten to Chicago per week. Flights are available every day.
- There are 186 Delta connecting flights from Sint Maarten to Chicago per week. Flights are available every day.
- There are 24 JetBlue connecting flights from Sint Maarten to Chicago per week. Flights are available every day.
- There are 9 COPA connecting flights from Sint Maarten to Chicago per week. Flights are available on Monday, Wednesday, Friday and Sunday.
The cheapest last-minute deal between Sint Maarten and Chicago at price $561 is offered by Southwest from Thu, Jun 25 to Mon, Jun 29.
No airline flies direct from Sint Maarten to Chicago.
- There are 900 Southwest connecting flights from Sint Maarten to Chicago per week. Flights are available every day.
- There are 405 American connecting flights from Sint Maarten to Chicago per week. Flights are available every day.
- There are 198 United connecting flights from Sint Maarten to Chicago per week. Flights are available every day.
- There are 186 Delta connecting flights from Sint Maarten to Chicago per week. Flights are available every day.
- There are 24 JetBlue connecting flights from Sint Maarten to Chicago per week. Flights are available every day.
- There are 9 COPA connecting flights from Sint Maarten to Chicago per week. Flights are available on Monday, Wednesday, Friday and Sunday.
There are no direct flights from Sint Maarten to Chicago.
It's easy to find nonstop flights with Google Flights! Once you've searched for flights from Sint Maarten to Chicago, just select the nonstop flights only option in the 'Stops’ filter in the search form and view all available direct flights and their prices.
The cheapest business class round-trip flights between Sint Maarten and Chicago start at $797 from Sat, Jul 25 to Fri, Jul 31 with Frontier.
The cheapest economy class round-trip flights between Sint Maarten and Chicago start at $438 from Fri, Jul 17 to Fri, Jul 24.
To book business class trips from Sint Maarten to Chicago, look for the default Economy selection at the top, and change it to your desired cabin class such as Premium Economy, Business Class, or First Class. You can then select your departure and arrival dates, consider available options, and book your business travel.
You can also adjust the trip type to view one-way fares.
You can also adjust the trip type to view one-way fares.
The best last-minute getaway deal for the next weekend between Sint Maarten and Chicago starts at $561 from Thu, Jun 25 to Mon, Jun 29 with Southwest.
The cheapest last-minute deal between Sint Maarten and Chicago at price $561 is offered by Southwest from Thu, Jun 25 to Mon, Jun 29.
To find last-minute flight deals from Sint Maarten to Chicago, start by entering the city names, select the desired departure and return dates, and hit the Search button to view flight options.
You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.
You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.
Search more flights
Popular trips from Sint Maarten
These suggestions are based on the cheapest fares to popular destinations in the next six months.
Prices include required taxes + fees for 1 adult. Optional charges and bag fees may apply.
- Paris$1,004Oct 19 — Oct 26Nonstop8 hrAir Caraibes
- London$1,398Jun 26 — Jul 22 stops22 hr 30 minAir France, KLM
- New York$362Sep 5 — Sep 12Nonstop4 hr 25 minUnited
- SingaporeJun 22 — Jun 28
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