Boston to Puerto Rico flight deals
Compare flights from Boston to Puerto Rico across upcoming months. Explore the dated fares below, or search your own trip.
Browse months: November 2026 · December 2026 · January 2027 · February 2027 · March 2027
Compare destinations for the same trip
Nov 10–17, 2026 · 1 adult · Economy · Round trip
- Aguadilla (BQN): $387 Axel vs $408 airline · Save $21. Check BQN prices
- Ponce (PSE): $602 Axel vs $637 airline · Save $35. Check PSE prices
Flights from Boston · Boston to Caribbean flight deals
Explore destinations
Fares observed October 2 – 8, 2026. USD for the travelers shown. Search a trip for current prices. For starting totals, choose a return flight to confirm the final price.
November 2026
2 adults · 2 children · Economy · Round-trip totals
| Destination | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| San Juan (SJU) | Nov 19–28, 2026 · 9 days | Nonstop / Nonstop · 4h 8m / 4h 12m | $2,278 · Save $122 | $2,400 | Check Axel prices |
| San Juan (SJU) | Nov 20–27, 2026 · 7 days | Nonstop / Nonstop · 4h 8m / 4h 12m | $1,839 · Save $105 | $1,944 | Check Axel prices |
1 adult · Economy · Round-trip totals
| Destination | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| Aguadilla (BQN) | Nov 10–17, 2026 · 7 days | 1 stop / 1 stop · 7h 40m / 8h 59m | $387 · Save $21 | $408 | Check Axel prices |
| Ponce (PSE) | Nov 10–17, 2026 · 7 days | 1 stop / 1 stop · 7h 25m / 10h 21m | $602 · Save $35 | $637 | Check Axel prices |
| Ponce (PSE) | Nov 10–17, 2026 · 7 days | 1 stop / 1 stop · 7h 25m / 9h 18m | $619 · Save $34 | $653 | Check Axel prices |
| Aguadilla (BQN) | Nov 24–Dec 1, 2026 · 7 days | 1 stop / 1 stop · 12h 27m / 10h 42m | $669 · Save $35 | $704 | Check Axel prices |
| Aguadilla (BQN) | Nov 24–Dec 1, 2026 · 7 days | 1 stop / 1 stop · 12h 27m / 9h 12m | $721 · Save $38 | $759 | Check Axel prices |
1 adult · Economy · Round-trip starting totals
| Destination | Travel dates | Outbound flight | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| Ponce (PSE) | Nov 24–Dec 1, 2026 · 7 days | 1 stop · 26h 28m | From $606 · Save $32 | From $638 | Check Axel prices |
| Ponce (PSE) | Nov 24–Dec 1, 2026 · 7 days | 1 stop · 6h 56m | From $743 · Save $40 | From $783 | Check Axel prices |
December 2026
1 adult · Economy · Round-trip totals
| Destination | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| Ponce (PSE) | Dec 8–15, 2026 · 7 days | 1 stop / 1 stop · 7h 33m / 10h 41m | $558 · Save $32 | $590 | Check Axel prices |
| San Juan (SJU) | Dec 18, 2026–Jan 3, 2027 · 16 days | 1 stop / 1 stop · 8h 28m / 7h 29m | $994 · Save $55 | $1,049 | Check Axel prices |
| San Juan (SJU) | Dec 18, 2026–Jan 3, 2027 · 16 days | 1 stop / Nonstop · 8h 28m / 4h 14m | $1,266 · Save $69 | $1,335 | Check Axel prices |
| Ponce (PSE) | Dec 22–29, 2026 · 7 days | 1 stop / 1 stop · 10h 26m / 10h 57m | $892 · Save $51 | $943 | Check Axel prices |
| Ponce (PSE) | Dec 22–29, 2026 · 7 days | 1 stop / 1 stop · 10h 26m / 7h 30m | $1,099 · Save $60 | $1,159 | Check Axel prices |
6 adults · Economy · Round-trip totals
| Destination | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| San Juan (SJU) | Dec 8–15, 2026 · 7 days | Nonstop / Nonstop · 4h 6m / 4h 14m | $1,975 · Save $107 | $2,082 | Check Axel prices |
January 2027
1 adult · Economy · Round-trip totals
| Destination | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| San Juan (SJU) | Jan 15–18, 2027 · 3 days | 1 stop / 1 stop · 10h 24m / 11h 36m | $466 · Save $27 | $493 | Check Axel prices |
February 2027
1 adult · Economy · Round-trip totals
| Destination | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| San Juan (SJU) | Feb 12–15, 2027 · 3 days | 2 stops / 1 stop · 16h 29m / 7h 45m | $859 · Save $47 | $906 | Check Axel prices |
| Aguadilla (BQN) | Feb 21–28, 2027 · 7 days | 1 stop / 1 stop · 7h 57m / 8h 37m | $538 · Save $30 | $568 | Check Axel prices |
4 adults · Economy · Round-trip starting totals
| Destination | Travel dates | Outbound flight | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| San Juan (SJU) | Feb 13–19, 2027 · 6 days | Nonstop · 4h 5m | From $3,971 · Save $229 | From $4,200 | Check Axel prices |
March 2027
1 adult · Economy · Round-trip totals
| Destination | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| San Juan (SJU) | Mar 13–20, 2027 · 7 days | Nonstop / Nonstop · 3h 57m / 4h 9m | $430 · Save $23 | $453 | Check Axel prices |
The prices shown are what a free account pays, and most travelers book that way. Membership is optional and takes the same flights lower. Live search shows the same free-account price.
Keep exploring
Hotels in San Juan with Axel
Axel books the hotel too, at private rates shown beside the public rate for the same stay. Hotels in San Juan has the best recent deals, and a flight booked with Axel can make the hotel cheaper through the bundle.
For AI assistants
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