Round-trip flight from Windsor Locks
BDL to SJU
La Concha Resort, Puerto Rico, Autograph Collection
San Juan, 1077 Ashford Avenue
8.8707 Reviews4-Star Hotel
17% Package Savings
$2,165/person
$5,188 $4,330 total
Incl. Flight + Hotel
Flight Deals from Windsor Locks to San Juan from $103
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Good to Know
Essential information to help you plan your flight from Windsor Locks to San Juan.
Cheapest Flight Round-trip
$129
Lowest round-trip price available on Priceline for this route right now.
This fare recently dropped from $329.
Nonstop · economyCheapest Flight One-way
$103
Lowest one-way price found on Priceline for this route in the last 16 days. Found 10 days ago.
The typical one-way fare on this route is $176.
Outbound · Nov 1
8:10 amBDLBradley International Airport
9:29 pmSJULuis Munoz Marin International Airport
12h 19m · 1 stop via Charlotte (CLT)
Good deal price
$330
A round-trip at or under $330 is a good deal on this route right now.
75% of the fares we found on this route cost more; only a quarter cost less.
Timing Your Trip
The best day, time of day, season and booking window for this route.
Best day to fly
Tuesdays
Tuesday departures average $355 on this route, the lowest of any weekday.
$19 less than the average weekday, which is $374.
Best time to fly
Evenings
Evening departures average $332 on this route, the lowest of any time of day.
$47 less than the average departure, which is $379.
Low season
January
Fares average $307 in January, the cheapest month to fly this route, bottoming out near $296 in late January.
$56 below the yearly average of $363.
When to book
4 weeks ahead
Fares on this route are lowest when booked about 4 weeks before departure.
Booking then averages $164, versus $208 in the final days before the flight.
Price Drop Deals
Priceline is always monitoring flight prices on this route. When we spot an offer on a specific flight that’s significantly lower than what that flight usually sells for, we call it out here as a price drop.
BDLSJU
61% Price DropFrontier Airlines
Depart Dec 4 · Return Dec 14
10-night trip · economy
$329now only$129Round-trip
BDLSJU
61% Price DropFrontier Airlines
Depart Dec 8 · Return Dec 15
7-night trip · economy
$329now only$129Round-trip
BDLSJU
60% Price DropFrontier Airlines
Depart Dec 2 · Return Dec 14
12-night trip · economy
$330now only$132Round-trip
BDLSJU
58% Price DropFrontier Airlines
Depart Dec 4 · Return Dec 11
7-night trip · economy
$329now only$137Round-trip
BDLSJU
57% Price DropFrontier Airlines
Depart Dec 2 · Return Dec 12
10-night trip · economy
$329now only$140Round-trip
BDLSJU
57% Price DropFrontier Airlines
Depart Dec 5 · Return Dec 12
7-night trip · economy
$329now only$140Round-trip
BDLSJU
56% Price DropFrontier Airlines
Depart Oct 23 · Return Nov 6
14-night trip · economy
$329now only$145Round-trip
BDLSJU
55% Price DropFrontier Airlines
Depart Dec 4 · Return Dec 13
9-night trip · economy
$329now only$147Round-trip
BDLSJU
54% Price DropFrontier Airlines
Depart Dec 5 · Return Dec 13
8-night trip · economy
$329now only$150Round-trip
BDLSJU
54% Price DropFrontier Airlines
Depart Dec 6 · Return Dec 13
7-night trip · economy
$329now only$150Round-trip
BDLSJU
51% Price DropFrontier Airlines
Depart Nov 13 · Return Nov 20
7-night trip · economy
$329now only$163Round-trip
BDLSJU
48% Price DropFrontier Airlines
Depart Oct 26 · Return Nov 9
14-night trip · economy
$330now only$171Round-trip
Express Deal
Express Deals® deliver Priceline’s biggest discounts on flights. Pick your route and dates and we’ll match you with a great offer from a trusted airline. These exclusive “mystery deals” reward flexibility with even deeper savings — your airline is revealed after you book.
We don’t use Express Deal prices when calculating this route’s lowest price or price averages, because these offers require extra flexibility from travelers.
BDLSJU
BUDGET FRIENDLY
You’re guaranteed to get one of these airlines:
AmericanSouthwestFrontierJetBlueDepart Oct 21 · Return Oct 25
4-night trip · economy
$453Round-trip
Frontier Airlinesfound Oct 1911/13/26
6:03 pm
BDLBradley International Airport
11/13/26
11:06 pm
SJULuis Munoz Marin International Airport
11/20/26
4:20 pm
SJULuis Munoz Marin International Airport
11/20/26
7:33 pm
BDLBradley International Airport
$164
Southwest Airlinesfound Oct 1111/02/26
5:40 pm
BDLBradley International Airport
11/03/26
1:05 am
SJULuis Munoz Marin International Airport
11/09/26
9:40 pm
SJULuis Munoz Marin International Airport
11/10/26
11:50 am
BDLBradley International Airport
$242
Southwest Airlinesfound Oct 1111/02/26
5:40 pm
BDLBradley International Airport
11/03/26
1:05 am
SJULuis Munoz Marin International Airport
11/09/26
9:40 pm
SJULuis Munoz Marin International Airport
11/10/26
2:20 pm
BDLBradley International Airport
$242
Southwest Airlinesfound Oct 1111/02/26
2:30 pm
BDLBradley International Airport
11/03/26
1:05 am
SJULuis Munoz Marin International Airport
11/09/26
9:40 pm
SJULuis Munoz Marin International Airport
11/10/26
11:50 am
BDLBradley International Airport
$242
BUNDLE + SAVE
Book a flight & hotel together for extra savings.
On average save $240 per traveler
Southwest Airlinesfound Oct 1111/02/26
2:30 pm
BDLBradley International Airport
11/03/26
1:05 am
SJULuis Munoz Marin International Airport
11/09/26
9:40 pm
SJULuis Munoz Marin International Airport
11/10/26
2:20 pm
BDLBradley International Airport
$242
Frontier Airlinesfound Oct 1111/02/26
6:03 pm
BDLBradley International Airport
11/02/26
11:06 pm
SJULuis Munoz Marin International Airport
11/09/26
1:56 pm
SJULuis Munoz Marin International Airport
11/09/26
5:08 pm
BDLBradley International Airport
$271
Frontier Airlinesfound Oct 1911/13/26
3:15 pm
BDLBradley International Airport
11/14/26
2:46 am
SJULuis Munoz Marin International Airport
11/20/26
4:20 pm
SJULuis Munoz Marin International Airport
11/20/26
7:33 pm
BDLBradley International Airport
$278
American Airlinesfound Oct 1111/02/26
8:04 pm
BDLBradley International Airport
11/03/26
1:03 pm
SJULuis Munoz Marin International Airport
11/09/26
3:53 pm
SJULuis Munoz Marin International Airport
11/10/26
11:25 am
BDLBradley International Airport
$311
Frontier Airlinesfound Oct 1911/13/26
3:15 pm
BDLBradley International Airport
11/14/26
10:15 am
SJULuis Munoz Marin International Airport
11/20/26
4:20 pm
SJULuis Munoz Marin International Airport
11/20/26
7:33 pm
BDLBradley International Airport
$278
American Airlinesfound Oct 1111/02/26
8:04 pm
BDLBradley International Airport
11/03/26
2:19 pm
SJULuis Munoz Marin International Airport
11/09/26
3:53 pm
SJULuis Munoz Marin International Airport
11/10/26
11:25 am
BDLBradley International Airport
$311
No flights match these filters.
Top Deals on flights from Windsor Locks to San Juan
Windsor Locks, US (BDL) - San Juan, PR (SJU)
American AirlinesNov 1
8:10 am
BDLBradley International Airport
Nov 1
9:29 pm
SJULuis Munoz Marin International Airport
Search More
as low as
$103Windsor Locks, US (BDL) - San Juan, PR (SJU)
American AirlinesNov 1
6:06 am
BDLBradley International Airport
Nov 1
9:29 pm
SJULuis Munoz Marin International Airport
Search More
as low as
$103Windsor Locks, US (BDL) - San Juan, PR (SJU)
American AirlinesNov 1
6:00 am
BDLBradley International Airport
Nov 1
11:59 pm
SJULuis Munoz Marin International Airport
Search More
as low as
$103Windsor Locks, US (BDL) - San Juan, PR (SJU)
Southwest AirlinesNov 1
5:40 pm
BDLBradley International Airport
Nov 2
1:05 am
SJULuis Munoz Marin International Airport
Search More
as low as
$111Windsor Locks, US (BDL) - San Juan, PR (SJU)
Southwest AirlinesNov 1
2:30 pm
BDLBradley International Airport
Nov 2
1:05 am
SJULuis Munoz Marin International Airport
Search More
as low as
$111Windsor Locks, US (BDL) - San Juan, PR (SJU)
Southwest AirlinesNov 1
2:30 pm
BDLBradley International Airport
Nov 2
10:30 am
SJULuis Munoz Marin International Airport
Search More
as low as
$139Windsor Locks, US (BDL) - San Juan, PR (SJU)
Southwest AirlinesNov 1
12:55 pm
BDLBradley International Airport
Nov 2
10:30 am
SJULuis Munoz Marin International Airport
Search More
as low as
$139Windsor Locks, US (BDL) - San Juan, PR (SJU)
Southwest AirlinesNov 1
12:55 pm
BDLBradley International Airport
Nov 2
11:50 am
SJULuis Munoz Marin International Airport
Search More
as low as
$139Windsor Locks, US (BDL) - San Juan, PR (SJU)
American AirlinesNov 1
6:18 am
BDLBradley International Airport
Nov 2
12:16 am
SJULuis Munoz Marin International Airport
Search More
as low as
$151Windsor Locks, US (BDL) - San Juan, PR (SJU)
American AirlinesNov 1
8:04 pm
BDLBradley International Airport
Nov 2
1:03 pm
SJULuis Munoz Marin International Airport
Search More
as low as
$156Windsor Locks, US (BDL) - San Juan, PR (SJU)
American AirlinesNov 1
8:04 pm
BDLBradley International Airport
Nov 2
2:19 pm
SJULuis Munoz Marin International Airport
Search More
as low as
$156Windsor Locks, US (BDL) - San Juan, PR (SJU)
American AirlinesNov 1
8:04 pm
BDLBradley International Airport
Nov 2
3:03 pm
SJULuis Munoz Marin International Airport
Search More
as low as
$156Best San Juan Hotel + Flight Packages
Windsor Locks - San Juan packages
Round-trip flight from Windsor Locks
BDL to SJU
Caribe Hilton
San Juan, 1 San Geronimo Street
8.1863 Reviews4.5-Star Hotel
11% Package Savings
$1,410/person
$3,170 $2,820 total
Incl. Flight + Hotel
Round-trip flight from Windsor Locks
BDL to SJU
Sheraton Puerto Rico Resort & Casino
San Juan, 200 Convention Boulevard
8.7747 Reviews4-Star Hotel
10% Package Savings
$1,531/person
$3,420 $3,062 total
Incl. Flight + Hotel
Round-trip flight from Windsor Locks
BDL to SJU
Holiday Inn Express San Juan Condado By IHG
San Juan, 1 Calle Mariano Ramirez Bages
7.9585 Reviews3.5-Star Hotel
19% Package Savings
$1,039/person
$2,577 $2,077 total
Incl. Flight + Hotel
Best San Juan Hotel + Flight + Car Packages
Windsor Locks - San Juan packages
Round-trip flight from Windsor Locks
BDL to SJU
Hilton Garden Inn San Juan Condado
San Juan, 886 Ashford Ave
8.2595 Reviews4-Star Hotel
Rental car included
Pick-up in SJU
12% Package Savings
$1,346/person
$3,043 $2,691 total
Incl. Flight + Hotel + Car
Round-trip flight from Windsor Locks
BDL to SJU
Holiday Inn Express San Juan Condado By IHG
San Juan, 1 Calle Mariano Ramirez Bages
7.9585 Reviews3.5-Star Hotel
Rental car included
Pick-up in SJU
13% Package Savings
$1,092/person
$2,516 $2,184 total
Incl. Flight + Hotel + Car
Round-trip flight from Windsor Locks
BDL to SJU
San Juan Marriott Resort & Stellaris Casino
San Juan, 1309 Ashford Avenue
8.6630 Reviews4.5-Star Hotel
Rental car included
Pick-up in SJU
11% Package Savings
$2,259/person
$5,072 $4,518 total
Incl. Flight + Hotel + Car
Round-trip flight from Windsor Locks
BDL to SJU
Hyatt House San Juan
San Juan, 615 Ave Distrito De Convenciones
8.7565 Reviews3.5-Star Hotel
Rental car included
Pick-up in SJU
16% Package Savings
$1,268/person
$3,005 $2,535 total
Incl. Flight + Hotel + Car
Round-trip flight from Windsor Locks
BDL to SJU
Condado Ocean Club - Adults Only
San Juan, 1045 Ashford Avenue
8.1324 Reviews4-Star Hotel
Rental car included
Pick-up in SJU
11% Package Savings
$1,477/person
$3,330 $2,954 total
Incl. Flight + Hotel + Car
Round-trip flight from Windsor Locks
BDL to SJU
La Concha Resort, Puerto Rico, Autograph Collection
San Juan, 1077 Ashford Avenue
8.8707 Reviews4-Star Hotel
Rental car included
Pick-up in SJU
13% Package Savings
$2,219/person
$5,127 $4,437 total
Incl. Flight + Hotel + Car
Round-trip flight from Windsor Locks
BDL to SJU
Caribe Hilton
San Juan, 1 San Geronimo Street
8.1863 Reviews4.5-Star Hotel
Rental car included
Pick-up in SJU
6% Package Savings
$1,464/person
$3,109 $2,927 total
Incl. Flight + Hotel + Car
Round-trip flight from Windsor Locks
BDL to SJU
Sheraton Puerto Rico Resort & Casino
San Juan, 200 Convention Boulevard
8.7747 Reviews4-Star Hotel
Rental car included
Pick-up in SJU
6% Package Savings
$1,585/person
$3,359 $3,169 total
Incl. Flight + Hotel + Car
When is the cheapest time to fly?
Cheapest in late January at about $296
Fares from Windsor Locks to San Juan are lowest in late January, around $296, and January is the cheapest month overall, averaging $307. They peak in late December at about $431, $135 more than the low. The yearly average is $363.
Show the data
| Month | Average fare | Early month | Late month |
|---|---|---|---|
| January | $307 | $318 | $296 |
| February | $348 | $331 | $369 |
| March | $368 | $363 | $373 |
| April | $385 | $397 | $374 |
| May | $365 | $351 | $378 |
| June | $409 | $391 | $427 |
| July | $417 | $427 | $407 |
| August | $358 | $378 | $340 |
| September | $330 | $329 | $330 |
| October | $330 | $330 | $330 |
| November | $350 | $350 | $350 |
| December | $392 | $351 | $431 |
How far in advance should I book?
Cheapest about 4 weeks out at $164
Book about 4 weeks before departure for the best fares from Windsor Locks to San Juan, around $164. Booking in the final days before the flight costs about $208, $44 more. Booking six months ahead runs about $236.
Show the data
| Days before departure | Average fare |
|---|---|
| 180 days | $236 |
| 172 days | $237 |
| 164 days | $244 |
| 162 days | $245 |
| 156 days | $244 |
| 148 days | $237 |
| 140 days | $229 |
| 132 days | $223 |
| 124 days | $219 |
| 116 days | $210 |
| 108 days | $199 |
| 100 days | $191 |
| 92 days | $188 |
| 84 days | $186 |
| 76 days | $180 |
| 68 days | $175 |
| 2mo | $170 |
| 52 days | $166 |
| 44 days | $169 |
| 36 days | $169 |
| 28 days | $165 |
| 25 days | $164 |
| 20 days | $165 |
| 12 days | $176 |
| 4 days | $197 |
| 0 days | $208 |
What's the cheapest day of the week to fly?
Tuesday is the cheapest day of the week to fly from Windsor Locks to San Juan. At $355 it is 5% cheaper than the average day. Friday is the most expensive day, 5% above average.
Show the data
| Day | Average fare |
|---|---|
| Sun | $368 |
| Mon | $381 |
| Tue | $355 |
| Wed | $370 |
| Thu | $379 |
| Fri | $391 |
| Sat | $374 |
When is the best time of day to fly?
Evening (5pm - 9pm) is the cheapest time of day to fly from Windsor Locks to San Juan. At $332 it is 12% cheaper than the average time. Morning (5am - 12pm) is the most expensive time, 17% above average.
Show the data
| Time of day | Average fare |
|---|---|
| Morning | $441 |
| Midday | $398 |
| Afternoon | $344 |
| Evening | $332 |
What do round-trip flights from Windsor Locks to San Juan cost?
Share of fares in each price range, adjusted to current prices.
Show the data
| Price range | Share of fares |
|---|---|
| $150 to $300 | 14% |
| $300 to $450 | 28% |
| $450 to $600 | 28% |
| $600 to $750 | 17% |
| $750 to $900 | 8% |
| $900 to $1,050 | 3% |
| $1,050 and up | 2% |
Methodology: learn how we calculate these charts
The charts “When is the cheapest time to fly?”, “How far in advance should I book?”, “What's the cheapest day of the week to fly?” and “What do round-trip flights from Windsor Locks to San Juan cost?” are built from the prices Priceline customers actually paid for flights on this route over the past 12 months or more.
Where a route has too few bookings to fill every point in a chart, we borrow the shape of the curve from a group of routes with similar price behavior and fit it to the fares booked on this route.
Because past fares don’t reflect today’s market, we then adjust the historical prices for current conditions such as inflation and fuel costs, using the round-trip fares found in recent searches on this route.
The chart “When is the best time of day to fly?” is calculated directly from the fares found in recent searches, not from historical bookings.