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Cheap flights from Chicago (CHI) to Princess Juliana (SXM)

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The best prices from Chicago to Princess Juliana are usually found in September or May, booked 37 days in advance, depart on a Tuesday or Monday and return on a Thursday

Home Caribbean Princess Juliana Cheap flights from Chicago to Princess Juliana
$720
$630
$540
$448
Price
$448 - $689
Temperature
84 - 90 °F
Rainfall
2 - 6 inches
Most popular in December High demand for flights, 10% potential price rise
Cheapest in September Best time to find cheap flights, 3% potential price drop
Average price $563 Price for this month
Cheapest price $448 From Chicago to Princess Juliana

Cheap flights from Chicago to Princess Juliana in March 2020

The best prices found for ORD to SXM flights for March
7 Mar - 14 Mar
$376pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
SXM
Simpson Bay Princess Juliana
SXM
Simpson Bay Princess Juliana
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
6 Mar - 14 Mar
$454pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
SXM
Simpson Bay Princess Juliana
SXM
Simpson Bay Princess Juliana
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
5 Mar - 14 Mar
$481pp
ORD
Chicago O'Hare Intl
Spirit Airlines
   
2 STOPS
SXM
Simpson Bay Princess Juliana
SXM
Simpson Bay Princess Juliana
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Chicago to Princess Juliana 2020 flight deals

Cheap flights to Princess Juliana from Chicago found for this year
25 Apr - 30 Apr
$383pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
SXM
Simpson Bay Princess Juliana
SXM
Simpson Bay Princess Juliana
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
12 May - 16 May
$392pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
SXM
Simpson Bay Princess Juliana
SXM
Simpson Bay Princess Juliana
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
18 Apr - 25 Apr
$402pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
SXM
Simpson Bay Princess Juliana
SXM
Simpson Bay Princess Juliana
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Last minute flights from Chicago to Princess Juliana

Late deals on round-trip flights to Princess Juliana from Chicago, departing today and this week
28 Feb - 7 Mar
$479pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
SXM
Simpson Bay Princess Juliana
SXM
Simpson Bay Princess Juliana
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
27 Feb - 29 Feb
$706pp
ORD
Chicago O'Hare Intl
Delta
 
1 STOP
SXM
Simpson Bay Princess Juliana
SXM
Simpson Bay Princess Juliana
Delta
 
1 STOP
ORD
Chicago O'Hare Intl
23 Feb - 1 Mar
$809pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
SXM
Simpson Bay Princess Juliana
SXM
Simpson Bay Princess Juliana
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl

One-way flights to Princess Juliana from Chicago

The cheapest one-way flights from Chicago to Princess Juliana
2:55 am - 9:54 am
United Airlines
Nonstop
4h 59m
ORD - SXM
United Airlines
$311
United
4:00 am - 11:00 am
United Airlines
Nonstop
5h 00m
ORD - SXM
United Airlines
$371
United
2:55 am - 9:54 am
United Airlines
Nonstop
4h 59m
ORD - SXM
United Airlines
$426
United

Destination information for Princess Juliana

Things to know before you go. Useful info for your trip from Chicago to Princess Juliana
Today's exchange rate
$1.00 = ƒ1.79
Average temperature for February in Princess Juliana
84.2 °F
Avg rainfall for February in Princess Juliana
2.4 ″

Airports servicing Chicago

Chicago Midway (MDW)
Chicago-O'Hare Intl (ORD)
Rockford (RFD)

Airports servicing Simpson Bay

Princess Juliana (SXM)

Popular flight searches

Check out other popular destinations found by fellow travelers
Weekly flight availability
from Chicago to Princess Juliana
Sunday
0 flights
Monday
0 flights
Tuesday
0 flights
Wednesday
0 flights
Thursday
0 flights
Friday
0 flights
Saturday
1 daily flight

Related info for your journey

Useful info, stats and facts about Chicago to Princess Juliana flights.

Flight FAQs

From Chicago to Princess Juliana

What days are nonstop flights available from Chicago to Princess Juliana?

Nonstop flights are available for this route on the following days: Tuesday, Friday, Saturday.

How popular is this flight route?

This flight path from Chicago to Simpson Bay Princess Juliana was viewed by 14 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

What percent of flights are delayed?

Airlines departing from Chicago to Princess Juliana can be delayed by up to 20min. or more hours.

How many passenger seats are available on a flight on this route?

Expect 26 seats to be available on average per day for flights from Chicago to Simpson Bay Princess Juliana.

What is the cheapest airline for this route?

Currently, United Air Lines Inc. offers the cheapest flights from Chicago to Princess Juliana. On average 5 flights can be found for this airline route daily.

How long does the flight from Chicago to Princess Juliana take?

A typical nonstop flight can take about 5 hours, covering about 1,378 miles.

How many flights depart from Chicago to Princess Juliana on average per day?

2 flight departures from Chicago to Simpson Bay Princess Juliana per day on average.
Morning (6am - Noon) - 100% of flight departures

Is Chicago weather warmer or cooler than Princess Juliana?

You can imagine temperatures to be in the 90 °F range in June. The weather in Princess Juliana is generally hotter than Chicago's. As flight availability is subject to become more limited as peak season approaches it is ideal to book in a timely manner.

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Rent a Car

Car Rentals at Princess Juliana