Find a great deal and save up to 550% by booking at least 55 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Illinois to St. Maarten within the next two weeks, with the cheapest ticket starting at $464.
Flights from Illinois to St. Maarten lean towards being more expensive in July. Prices are generally better when you fly from Illinois to St. Maarten in September, with the cheapest ticket starting at $481.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois to St. Maarten as you normally would.
Fly from
Fly to
Budget
$183 - $498
Route
Depart
Return
Price
Chicago MidwaySimpson Bay Princess Juliana
MDW - SXM
MDWSXM
Chicago Midway
Sat 5/18
1 stop16h 59m
Simpson Bay Princess Juliana
Sat 6/1
1 stop15h 27m
Chicago O'Hare IntlSimpson Bay Princess Juliana
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Sat 5/18
1 stop20h 11m
Simpson Bay Princess Juliana
Sat 6/1
1 stop9h 31m
Chicago O'Hare IntlSimpson Bay Princess Juliana
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Sat 5/18
1 stop20h 11m
Simpson Bay Princess Juliana
Sat 5/25
1 stop9h 44m
Chicago O'Hare IntlSimpson Bay Princess Juliana
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Wed 6/5
1 stop7h 43m
Simpson Bay Princess Juliana
Wed 6/12
1 stop9h 09m
Chicago O'Hare IntlSimpson Bay Princess Juliana
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Thu 5/30
1 stop18h 04m
Simpson Bay Princess Juliana
Mon 6/3
1 stop9h 45m
Chicago O'Hare IntlSimpson Bay Princess Juliana
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Sat 5/18
1 stop20h 11m
Simpson Bay Princess Juliana
Wed 5/22
1 stop27h 56m
Chicago O'Hare IntlSimpson Bay Princess Juliana
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Sat 6/1
1 stop7h 44m
Simpson Bay Princess Juliana
Sat 6/8
1 stop27h 45m
Lambert-St LouisSimpson Bay Princess Juliana
STL - SXM
STLSXM
Lambert-St Louis
Sat 9/21
1 stop19h 44m
Simpson Bay Princess Juliana
Wed 9/25
1 stop9h 16m
Lambert-St LouisSimpson Bay Princess Juliana
STL - SXM
STLSXM
Lambert-St Louis
Fri 7/5
2 stops20h 05m
Simpson Bay Princess Juliana
Sat 7/13
2 stops18h 28m
No data available for this route at this time. Please check back soon.
Crew
Comfort
Entertainment
Food
Overall
Boarding
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Crew
Comfort
Entertainment
Food
Overall
Boarding
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Crew
Comfort
Entertainment
Food
Overall
Boarding
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Crew
Comfort
Entertainment
Food
Overall
Boarding
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Crew
Comfort
Entertainment
Food
Overall
Boarding
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Crew
Comfort
Entertainment
Food
Overall
Boarding
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
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