Find cheap flights from Sint Maarten to Chicago starting at $166.
Book one-way or return flights from Sint Maarten to Chicago from as little as $166. Choose from the popular airlines below and book your flight today!
- One way
- Round-trip
- SXM14:449h 45m1 stopORD23:29Wed, May 15|Sint Maarten - Chicago|Spirit Airlines$166$35353% OFF53% OFF$353$166
- SXM14:509h 6m1 stopORD22:56Wed, May 8|Sint Maarten - Chicago|Spirit Airlines$175$35350% OFF50% OFF$353$175
- SXM14:449h 47m1 stopORD23:31Wed, May 1|Sint Maarten - Chicago|Spirit Airlines$180$35349% OFF49% OFF$353$180
- SXM16:179h 51m1 stopORD01:08Sun, May 26|Sint Maarten - Chicago|Frontier Airlines$186$186
- SXM16:149h 44m1 stopORD00:58Sat, May 25|Sint Maarten - Chicago|Frontier Airlines$187$187
- SXM16:1726h 18m1 stopMDW17:35Sun, May 19|Sint Maarten - Chicago|Frontier Airlines$187$187
- SXM14:449h 45m1 stopORD23:29Fri, May 17|Sint Maarten - Chicago|Spirit Airlines$190$190
- SXM14:449h 9m1 stopORD22:53Wed, Jun 5|Sint Maarten - Chicago|Spirit Airlines$196$196
- SXM14:449h 45m1 stopORD23:29Fri, May 24|Sint Maarten - Chicago|Spirit Airlines$220$220
- SXM14:449h 45m1 stopORD23:29Sat, May 11|Sint Maarten - Chicago|Spirit Airlines$221$221
- SXM13:003h 5mDirectCHI14:00Sun, May 5|Sint Maarten - Chicago|Spirit AirlinesFind More FlightsFind More Flights
Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
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Discover different routes, airlines, and transfers and find the best alternative flights for your journey from Sint Maarten to Chicago.
- CheapestSXM14:449h 45m1 transferORD23:29Princess Juliana International Airport - O'Hare International AirportWed, May 15Spirit Airlines$166
- SXM16:1726h 18m1 transferMDW17:35Princess Juliana International Airport - Midway International AirportSun, May 19Frontier Airlines$187
- SXM16:1717h 4m1 transferRFD08:21Princess Juliana International Airport - Chicago Rockford International AirportSun, May 19Frontier Airlines$233
- SXM16:1717h 4m1 transferRFD08:21Princess Juliana International Airport - Chicago Rockford International AirportSun, May 19Frontier Airlines$233Find More Flights
Frequently Asked Questions
How to find a cheap flight from Sint Maarten to Chicago
Cheapest nonstop flight price | $166 |
---|---|
Cheapest round-trip ticket price | $814 |
Off-season for travel | February |
Peak season for travel | July |
Flight distance | 3,524.79km |
Popular airline | Caribbean Airlines |
Plan Your Trip Around Chicago
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