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Flights from Sint Maarten to Chicago
Cheap flight deals from Sint Maarten to Chicago Starting at AED 819
We've found these cheap flights for you. You can book one-way or round-trip flight tickets.
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Round-trip
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One way
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Cheapest nonstopSXM 13:255h 43mNonstopORD 18:08Sint Maarten - Chicago | Sat, Apr 12 | United AirlinesORD 10:375h 12mNonstopSXM 16:49Chicago - Sint Maarten | Sat, Apr 19 | United AirlinesAED 2,574 AED 3,76032% OFF32% OFFAED 3,760 AED 2,574
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SXM 13:255h 43mNonstopORD 18:08Sint Maarten - Chicago | Sat, Apr 19 | United AirlinesORD 10:375h 12mNonstopSXM 16:49Chicago - Sint Maarten | Sat, Apr 26 | United AirlinesAED 3,046 AED 3,76019% OFF19% OFFAED 3,760 AED 3,046
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SXM 16:1521h 56m1 stopsORD 13:11Sint Maarten - Chicago | Wed, Mar 26 | Air CanadaORD 13:2420h 14m1 stopsSXM 10:38Chicago - Sint Maarten | Wed, Apr 2 | Jetblue AirwaysAED 1,928 AED 3,76049% OFF49% OFFAED 3,760 AED 1,928
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SXM 13:3511h 5m1 stopsORD 23:40Sint Maarten - Chicago | Thu, Apr 10 | United AirlinesORD 12:0023h 29m1 stopsSXM 12:29Chicago - Sint Maarten | Wed, Apr 16 | United AirlinesAED 2,06745% OFFAED 3,760 AED 2,067
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SXM 16:1521h 56m1 stopsORD 13:11Sint Maarten - Chicago | Mon, Mar 24 | Air CanadaORD 20:1014h 2m1 stopsSXM 11:12Chicago - Sint Maarten | Mon, Mar 31 | Jetblue AirwaysAED 2,14043% OFFAED 3,760 AED 2,140
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SXM 14:3310h 26m1 stopsORD 23:59Sint Maarten - Chicago | Mon, Mar 24 | Spirit AirlinesORD 16:0022h 15m1 stopsSXM 15:15Chicago - Sint Maarten | Sun, Mar 30 | Air CanadaAED 2,16742% OFFAED 3,760 AED 2,167
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SXM 12:4019h 56m1 stopsORD 07:36Sint Maarten - Chicago | Thu, May 1 | Jetblue AirwaysORD 06:1728h 8m1 stopsSXM 11:25Chicago - Sint Maarten | Thu, May 8 | American AirlinesAED 2,16942% OFFAED 3,760 AED 2,169
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SXM 13:468h 4m1 stopsORD 20:50Sint Maarten - Chicago | Wed, Apr 30 | Delta Air LinesORD 06:047h 1m1 stopsSXM 14:05Chicago - Sint Maarten | Sun, May 4 | Delta Air LinesAED 2,19742% OFFAED 3,760 AED 2,197
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SXM 15:5516h 30m1 stopsORD 07:25Sint Maarten - Chicago | Thu, Mar 27 | United AirlinesORD 16:0022h 15m1 stopsSXM 15:15Chicago - Sint Maarten | Thu, Apr 3 | Air CanadaAED 2,24040% OFFAED 3,760 AED 2,240
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SXM 15:0510h 53m1 stopsORD 00:58Sint Maarten - Chicago | Sat, Apr 12 | Spirit AirlinesORD 15:3522h 15m1 stopsSXM 14:50Chicago - Sint Maarten | Sat, Apr 19 | Air CanadaAED 2,25240% OFFAED 3,760 AED 2,252
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SXM 15:5519h 59m1 stopsORD 10:54Sint Maarten - Chicago | Sun, Mar 23 | Air CanadaORD 15:3522h 15m1 stopsSXM 14:50Chicago - Sint Maarten | Sat, Mar 29 | Air CanadaAED 2,25240% OFFAED 3,760 AED 2,252
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SXM 13:3511h 5m1 stopsORD 23:40Sint Maarten - Chicago | Wed, Apr 30 | United AirlinesORD 20:1515h 14m1 stopsSXM 12:29Chicago - Sint Maarten | Sun, May 4 | United AirlinesAED 2,30739% OFFAED 3,760 AED 2,307
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SXM 13:0017h 25m1 stopsCHI Invalid DateSint Maarten - Chicago | Tue, Mar 25 | Normal AirlineCHI 15:006hNonstopSXM 16:00Chicago - Sint Maarten | Thu, Mar 27 | Normal AirlineFind More FlightsFind More Flights
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Cheapest nonstopSXM 13:255h 43mNonstopORD 18:08Sint Maarten - Chicago | Sat, Apr 19 | United AirlinesAED 1,684 AED 2,25625% OFF25% OFFAED 2,256 AED 1,684
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SXM 13:255h 43mNonstopORD 18:08Sint Maarten - Chicago | Sat, Apr 26 | United AirlinesAED 1,827 AED 2,25619% OFF19% OFFAED 2,256 AED 1,827
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SXM 13:3518h 59m1 stopsORD 07:34Sint Maarten - Chicago | Wed, Apr 2 | United AirlinesAED 819 AED 2,25664% OFF64% OFFAED 2,256 AED 819
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SXM 15:059h 54m1 stopsORD 23:59Sint Maarten - Chicago | Wed, Apr 2 | Spirit AirlinesAED 82364% OFFAED 2,256 AED 823
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SXM 17:5514h 45m1 stopsORD 07:40Sint Maarten - Chicago | Sat, Apr 5 | United AirlinesAED 91459% OFFAED 2,256 AED 914
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SXM 15:0510h 53m1 stopsORD 00:58Sint Maarten - Chicago | Fri, Apr 25 | Spirit AirlinesAED 91659% OFFAED 2,256 AED 916
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SXM 15:0510h 15m1 stopsORD 00:20Sint Maarten - Chicago | Wed, Apr 16 | Spirit AirlinesAED 92059% OFFAED 2,256 AED 920
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SXM 18:2617h 32m1 stopsORD 10:58Sint Maarten - Chicago | Fri, Apr 25 | Frontier AirlinesAED 92759% OFFAED 2,256 AED 927
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SXM 18:3515h 31m1 stopsORD 09:06Sint Maarten - Chicago | Mon, Mar 24 | Frontier AirlinesAED 99156% OFFAED 2,256 AED 991
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SXM 17:2527h 54m1 stopsORD 20:19Sint Maarten - Chicago | Sat, Apr 12 | Sun Country AirlinesAED 99556% OFFAED 2,256 AED 995
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SXM 15:0519h 19m1 stopsORD 09:24Sint Maarten - Chicago | Mon, Apr 28 | Spirit AirlinesAED 99956% OFFAED 2,256 AED 999
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SXM 15:0519h 40m1 stopsORD 09:45Sint Maarten - Chicago | Mon, Apr 7 | Spirit AirlinesAED 1,01155% OFFAED 2,256 AED 1,011
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SXM 13:0017h 25m1 stopsCHI Invalid DateSint Maarten - Chicago | Tue, Mar 25 | Normal AirlineFind More FlightsFind More Flights
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Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
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Frequently Asked Questions
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When are flight tickets from Sint Maarten (SXM) to Chicago (CHI) the cheapest?
Airlines adjust prices for flights from Sint Maarten to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays. -
How much do flights from Sint Maarten (SXM) to Chicago (CHI) cost?
According to Trip.com's data, the lowest price is around AED 2,587. -
How long does it take to fly from Sint Maarten (SXM) to Chicago (CHI)?
It takes about 5 hours 54 minutes to fly from Sint Maarten (SXM) to Chicago (CHI). -
What is the transportation method from the main airport to downtown in Chicago?
- The distance from O'Hare International Airport to downtown is about 25 km, by taxi about 40 minutes.
- The distance from Midway International Airport to downtown is about 14 km, by taxi about 30 minutes.
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What are the most popular airlines that fly from Sint Maarten (SXM) to Chicago (CHI)?
Airlines with flights from Sint Maarten (SXM) to Chicago (CHI): United Airlines. -
What's the most popular airline for non-stop flights from Sint Maarten (SXM) to Chicago (CHI)?
United Airlines operates 1 non-stop flights from Sint Maarten (SXM) to Chicago (CHI). -
How many airports are there in Chicago (CHI)?
There are 3 airport(s) near Chicago (CHI): Midway International Airport, O'Hare International Airport and Chicago Rockford International Airport.
How to find a cheap flight from Sint Maarten to Chicago
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 Sint Maarten to Chicago. Book your flights at the right time and save more.
Being flexible with your dates to get the cheapest Sint Maarten to Chicago ticket.
Tap "Date" on flight search bar to scan through the calender for Sint Maarten to Chicago airfare over next 6 months in 2025. If you would like to fly in next 3 months, it seems the cheapest date is on Sat, Apr 19 at AED 1684 for one-way flights.
Compare cheap Sint Maarten to Chicago flight deals from over hundreds of airlines.
Our extensive search allows you to compare prices from over 500 airlines to choose the cheapest flight tickets from Sint Maarten to Chicago. The cheapest airline operating is United Airlines.
Set up a Price Alert
By setting up a Price Alert for your Sint Maarten to Chicago route, you can easily track the price of your airline tickets from without manually checking every day.
Don't miss cheap Sint Maarten to Chicago flight deals and promo codes.
You can always get the latest deals through Trip.com Deals and Promo Codes for cheap flights. If registering a free membership, you can receive more deals for your flights.
Book early or wait unitl the last minute.
It's always better to book early. Flight tickets tend to be the cheapest when they are first released, normally about a year before the departure date. So, check online as soon as the flights you want become available. If you miss the cheapest time, you can still find lower-priced tickets as the flight date approaches.
Search for flights on the go.
To get the best flight booking experience on the go, download Trip.com and search for cheap flight tickets from Sint Maarten to Chicago to get exclusive deals for you.
Flight Info | Sint Maarten to Chicago
Cheapest one-way flight price | AED 799 |
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Cheapest return ticket price | AED 2,403 |
Off-season for travel | March |
Peak season for travel | December |
Flight distance | 3,524.79 km |
Average flight time | 5 hours 54 minutes |
Popular airline | Caribbean Airlines |
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