Puerto Rico — flights from Windsor Locks to Puerto Rico

Business Class Flight Deals from Windsor Locks to Puerto Rico from $517

Bundle + Save
Incredible Deals

Save up to 50% on select flights with Priceline

Bundle & Save

Save an average of $240 per person when bundling your flight and hotel together with Priceline

Best Price Guarantee

If a VIP member finds a better price elsewhere, we’ll refund up to 200% of the difference

Help 24/7

We’re always here for you — reach us 24 hours a day, 7 days a week

Good to Know

Cheapest business class fares and when to fly, by destination city — select a row for the details.

DestinationCheapest RTCheapest OWGood Deal PriceBest Time to Fly
$926$572$1,125Evening
$823$517$1,403Morning
$1,334$770$1,757Midday
$1,332$825$1,499Evening
Methodology: learn how we calculate these figures

The cheapest round-trip and one-way fares, the good-deal price and the best time of day to fly come directly from the fares found in recent searches, not from historical bookings.

United AirlinesUnited Airlinesfound Oct 5
10/26/26
6:00 am
BDLBradley International Airport
6h 15mIADWashington Dulles Airport
10/26/26
12:15 pm
SJULuis Munoz Marin International Airport
11/02/26
5:50 pm
SJULuis Munoz Marin International Airport
7h 9mIADWashington Dulles Airport
11/02/26
11:59 pm
BDLBradley International Airport
$926
United AirlinesUnited Airlinesfound Oct 12
11/10/26
9:37 am
BDLBradley International Airport
13h 20mORDChicago O Hare AirportEWRNewark Liberty Airport
11/10/26
11:57 pm
BQNRafael Hernandez Airport
11/17/26
1:09 am
BQNRafael Hernandez Airport
9h 32mEWRNewark Liberty AirportIADWashington Dulles Airport
11/17/26
9:41 am
BDLBradley International Airport
$823
American AirlinesAmerican Airlinesfound Oct 14
11/18/26
12:18 pm
BDLBradley International Airport
20h 24mDFWDallas Fort Worth International AirportSJULuis Munoz Marin International Airport
11/19/26
9:42 am
MAZEugenio Maria De Hostos Airport
11/25/26
1:19 pm
MAZEugenio Maria De Hostos Airport
11h 13mSJULuis Munoz Marin International AirportCLTCharlotte Douglas International Airport
11/25/26
11:32 pm
BDLBradley International Airport
$1,334
American AirlinesAmerican Airlinesfound Oct 2
10/16/26
7:20 pm
BDLBradley International Airport
19h 19mCLTCharlotte Douglas International AirportSJULuis Munoz Marin International Airport
10/17/26
2:39 pm
CPXBenjamin Rivera Noriega Airport
10/23/26
10:48 am
CPXBenjamin Rivera Noriega Airport
10h 47mSJULuis Munoz Marin International AirportCLTCharlotte Douglas International Airport
10/23/26
9:35 pm
BDLBradley International Airport
$1,332
Flight plus hotel
BUNDLE + SAVE

Book a flight & hotel together for extra savings.

On average save $240 per traveler

United AirlinesUnited Airlinesfound Oct 5
10/26/26
6:00 am
BDLBradley International Airport
6h 15mIADWashington Dulles Airport
10/26/26
12:15 pm
SJULuis Munoz Marin International Airport
11/02/26
2:52 pm
SJULuis Munoz Marin International Airport
10h 7mEWRNewark Liberty AirportIADWashington Dulles Airport
11/02/26
11:59 pm
BDLBradley International Airport
$926
United AirlinesUnited Airlinesfound Oct 12
11/10/26
9:37 am
BDLBradley International Airport
13h 20mORDChicago O Hare AirportEWRNewark Liberty Airport
11/10/26
11:57 pm
BQNRafael Hernandez Airport
11/17/26
1:09 am
BQNRafael Hernandez Airport
13h 55mEWRNewark Liberty AirportIADWashington Dulles Airport
11/17/26
2:04 pm
BDLBradley International Airport
$929
United AirlinesUnited Airlinesfound Oct 12
11/10/26
10:37 am
BDLBradley International Airport
12h 20mDCAReagan Washington National AirportEWRNewark Liberty Airport
11/10/26
11:57 pm
BQNRafael Hernandez Airport
11/17/26
1:09 am
BQNRafael Hernandez Airport
9h 32mEWRNewark Liberty AirportIADWashington Dulles Airport
11/17/26
9:41 am
BDLBradley International Airport
$984
United AirlinesUnited Airlinesfound Oct 12
11/10/26
9:37 am
BDLBradley International Airport
13h 20mORDChicago O Hare AirportEWRNewark Liberty Airport
11/10/26
11:57 pm
BQNRafael Hernandez Airport
11/17/26
1:09 am
BQNRafael Hernandez Airport
14h 9mEWRNewark Liberty AirportORDChicago O Hare Airport
11/17/26
2:18 pm
BDLBradley International Airport
$984
United AirlinesUnited Airlinesfound Oct 12
11/10/26
9:37 am
BDLBradley International Airport
13h 20mORDChicago O Hare AirportEWRNewark Liberty Airport
11/10/26
11:57 pm
BQNRafael Hernandez Airport
11/17/26
1:09 am
BQNRafael Hernandez Airport
14h 9mEWRNewark Liberty AirportORDChicago O Hare Airport
11/17/26
2:18 pm
BDLBradley International Airport
$984
United AirlinesUnited Airlinesfound Oct 12
11/10/26
9:37 am
BDLBradley International Airport
13h 20mORDChicago O Hare AirportEWRNewark Liberty Airport
11/10/26
11:57 pm
BQNRafael Hernandez Airport
11/17/26
1:09 am
BQNRafael Hernandez Airport
14h 9mEWRNewark Liberty AirportORDChicago O Hare Airport
11/17/26
2:18 pm
BDLBradley International Airport
$984

Best Puerto Rico Hotel + Flight Packages

Best Puerto Rico Hotel + Flight + Car Packages

When is the cheapest time to fly?

Cheapest in late August at about $1,127

Fares for business class flights are lowest in late August, around $1,127, and April is the cheapest month overall, averaging $1,130. They peak in early October at about $1,197, $70 more than the low. The yearly average is $1,153.

JanFebMarAprMayJunJulAugSepOctNovDec$0$200$400$600$800$1000$1200$1400
Show the data
When is the cheapest time to fly?
MonthAverage fareEarly monthLate month
January$1,135$1,141$1,130
February$1,140$1,147$1,132
March$1,148$1,140$1,156
April$1,130$1,133$1,128
May$1,152$1,157$1,147
June$1,155$1,154$1,157
July$1,155$1,156$1,155
August$1,134$1,141$1,127
September$1,174$1,154$1,194
October$1,180$1,197$1,164
November$1,163$1,153$1,174
December$1,173$1,161$1,185

How far in advance should I book?

Cheapest about 6 weeks out at $1,180

Book about 6 weeks before departure for the best fares for business class flights, around $1,180. Booking in the final days before the flight costs about $1,400, $220 more. Booking six months ahead runs about $1,251.

1w2w1mo2mo3mo4mo5mo$0$200$400$600$800$1000$1200$1400
Show the data
How far in advance should I book? (selected points, lowest and highest included)
Days before departureAverage fare
180 days$1,251
172 days$1,248
164 days$1,231
156 days$1,217
148 days$1,224
140 days$1,242
132 days$1,251
124 days$1,246
116 days$1,229
108 days$1,217
100 days$1,213
92 days$1,217
84 days$1,209
76 days$1,202
68 days$1,204
2mo$1,200
52 days$1,187
44 days$1,182
43 days$1,180
36 days$1,180
28 days$1,193
20 days$1,239
12 days$1,310
4 days$1,378
0 days$1,400
0 days$1,400

What's the cheapest day of the week to fly?

Saturday is the cheapest day of the week to fly business class. At $1,568 it is 5% cheaper than the average day. Sunday is the most expensive day, 6% above average.

$1,742Sun$1,726Mon$1,629Tue$1,605Wed$1,625Thu$1,635Fri$1,568Sat
Show the data
What's the cheapest day of the week to fly?
DayAverage fare
Sun$1,742
Mon$1,726
Tue$1,629
Wed$1,605
Thu$1,625
Fri$1,635
Sat$1,568

When is the best time of day to fly business class?

Evening (5pm - 9pm) is the cheapest time of day to fly from Windsor Locks to Puerto Rico. At $1,502 it is 11% cheaper than the average time. Midday (12pm - 2pm) is the most expensive time, 12% above average.

$1,586Morning$1,883Midday$1,761Afternoon$1,502Evening
Show the data
When is the best time of day to fly business class?
Time of dayAverage fare
Morning$1,586
Midday$1,883
Afternoon$1,761
Evening$1,502

What do business class round trips from Windsor Locks to Puerto Rico cost?

Share of the business class round-trip fares we found in recent searches in each price range.

28%$800to $1,20024%$1,200to $1,60030%$1,600to $2,00011%$2,000to $2,4003%$2,400to $2,8001%$2,800to $3,2002%$3,200and up
Show the data
What do business class round trips from Windsor Locks to Puerto Rico cost?
Price rangeShare of fares
$800 to $1,20028%
$1,200 to $1,60024%
$1,600 to $2,00030%
$2,000 to $2,40011%
$2,400 to $2,8003%
$2,800 to $3,2001%
$3,200 and up2%
Methodology: learn how we calculate these charts

The charts “When is the cheapest time to fly?”, “How far in advance should I book?” and “What's the cheapest day of the week to fly?” show the typical business-class pattern, not this route’s own: business-class bookings on any single route are too few to chart, so they are built from business-class fares Priceline customers paid across all routes over the past five years.

Each route’s fares are set to its own price level before they are combined, so the pattern isn’t skewed by expensive long-haul routes. We then scale it to the business-class round-trip fares found in recent searches on this route.

The charts “What do round-trip flights from Windsor Locks to Puerto Rico cost?” and “When is the best time of day to fly?” are calculated directly from the business-class fares found in recent searches on this route.