To save on the cost of your flight from Illinois to Simpson Bay, book at least 55 days before your planned departure. Booking around this time can save you about 550% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $625 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $841.
September is one of the best times of the year to fly to Simpson Bay from Illinois. Prices for September average $742 per person but you can even find prices for as low as $481. The most expensive prices can be found in the month of July. Opting for a September flight can save you 26% on your journey compared to booking in July
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois to Simpson Bay as you normally would.
Fly from
Fly to
Budget
$240 - $685
Route
Depart
Return
Price
Chicago O'Hare IntlSimpson Bay Princess Juliana
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Fri 9/6
1 stop20h 22m
Simpson Bay Princess Juliana
Sat 9/14
2 stops18h 04m
Chicago O'Hare IntlSimpson Bay Princess Juliana
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Fri 9/6
2 stops19h 35m
Simpson Bay Princess Juliana
Sat 9/14
2 stops18h 04m
Chicago O'Hare IntlSimpson Bay Princess Juliana
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Fri 9/6
1 stop20h 22m
Simpson Bay Princess Juliana
Fri 9/13
1 stop19h 48m
Chicago O'Hare IntlSimpson Bay Princess Juliana
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Wed 7/10
1 stop8h 05m
Simpson Bay Princess Juliana
Wed 7/17
1 stop27h 41m
Chicago O'Hare IntlSimpson Bay Princess Juliana
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Fri 9/6
1 stop20h 22m
Simpson Bay Princess Juliana
Fri 9/13
2 stops17h 18m
Lambert-St LouisSimpson Bay Princess Juliana
STL - SXM
STLSXM
Lambert-St Louis
Fri 9/6
2 stops19h 02m
Simpson Bay Princess Juliana
Sun 9/15
2 stops21h 09m
Chicago O'Hare IntlSimpson Bay Princess Juliana
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Sat 12/7
1 stop17h 55m
Simpson Bay Princess Juliana
Sat 12/14
2 stops18h 42m
Chicago MidwaySimpson Bay Princess Juliana
MDW - SXM
MDWSXM
Chicago Midway
Sat 12/7
1 stop18h 34m
Simpson Bay Princess Juliana
Thu 12/12
2 stops18h 31m
Chicago O'Hare IntlSimpson Bay Princess Juliana
ORD - SXM
ORDSXM
Chicago O'Hare Intl
Sat 7/27
1 stop14h 07m
Simpson Bay Princess Juliana
Sat 8/3
Nonstop5h 44m
No data available for this route at this time. Please check back soon.
Boarding
Crew
Food
Overall
Comfort
Entertainment
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.
Boarding
Crew
Food
Overall
Comfort
Entertainment
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.
Boarding
Crew
Food
Overall
Comfort
Entertainment
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.
Boarding
Crew
Food
Overall
Comfort
Entertainment
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.
Boarding
Crew
Food
Overall
Comfort
Entertainment
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.
Boarding
Crew
Food
Overall
Comfort
Entertainment
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.
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Spirit Airlines | Cheapest$261 | Average$550 | FlexibilityNo cancel fee | On-time65% |
United Airlines | Cheapest$462 | Average$875 | FlexibilityNo cancel fee | On-time69% |
Delta | Cheapest$473 | Average$936 | FlexibilityNo cancel fee | On-timeN/A |
American Airlines | Cheapest$551 | Average$741 | FlexibilityNo cancel fee | On-time71% |