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 Chicago O'Hare Intl Airport to St. Maarten within the next two weeks, with the cheapest ticket starting at $464.
Due to multiple factors, expect to potentially pay more when booking in July. For low rates, September can be a great choice for travel to St. Maarten. Flights to St. Maarten from Chicago O'Hare Intl Airport in September are about $743 on average during September, but can be found for as low as $481.
When flying from Chicago O'Hare Intl Airport to St. Maarten, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Fly from
Fly to
Budget
$189 - $555
Route
Depart
Return
Price
Chicago O'Hare IntlSimpson Bay Princess Juliana
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Fri 5/17
1 stop20h 08m
Simpson Bay Princess Juliana
Sat 5/25
1 stop9h 44m
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
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
Tue 6/4
1 stop18h 08m
Simpson Bay Princess Juliana
Wed 6/12
1 stop9h 09m
Chicago O'Hare IntlSimpson Bay Princess Juliana
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Sat 5/18
2 stops27h 07m
Simpson Bay Princess Juliana
Sat 5/25
1 stop9h 44m
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
Chicago O'Hare IntlSimpson Bay Princess Juliana
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Sat 10/26
1 stop15h 40m
Simpson Bay Princess Juliana
Fri 11/8
1 stop18h 03m
Chicago O'Hare IntlSimpson Bay Princess Juliana
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Mon 6/3
1 stop7h 00m
Simpson Bay Princess Juliana
Thu 6/13
1 stop9h 36m
No data available for this route at this time. Please check back soon.
Crew
Overall
Entertainment
Food
Boarding
Comfort
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
Overall
Entertainment
Food
Boarding
Comfort
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
Overall
Entertainment
Food
Boarding
Comfort
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
Overall
Entertainment
Food
Boarding
Comfort
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
Overall
Entertainment
Food
Boarding
Comfort
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
Overall
Entertainment
Food
Boarding
Comfort
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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