Winnipeg to Dominican Republic flight deals
Compare flights from Winnipeg to Dominican Republic across upcoming months. Explore the dated fares below, or search your own trip.
Browse months: November 2026 · December 2026
Compare destinations for the same trip
Nov 10–17, 2026 · 1 adult · Economy · Round trip
- Punta Cana (PUJ): $370 Axel vs $391 airline · Save $21. Check PUJ prices
- Puerto Plata (POP): $558 Axel vs $590 airline · Save $32. Check POP prices
- Santiago (STI): $1,256 Axel vs $1,327 airline · Save $71. Check STI prices
- Santo Domingo (SDQ): $1,996 Axel vs $2,102 airline · Save $106. Check SDQ prices
Flights from Winnipeg · Winnipeg to Caribbean flight deals
Explore destinations
Fares observed October 2, 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
1 adult · Economy · Round-trip totals
| Destination | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| Puerto Plata (POP) | Nov 10–17, 2026 · 7 days | 1 stop / 1 stop · 9h 30m / 9h 14m | $558 · Save $32 | $590 | Check Axel prices |
| Punta Cana (PUJ) | Nov 10–17, 2026 · 7 days | 1 stop / 1 stop · 12h 30m / 14h 44m | $370 · Save $21 | $391 | Check Axel prices |
| Punta Cana (PUJ) | Nov 10–17, 2026 · 7 days | 1 stop / 1 stop · 12h 30m / 11h 18m | $399 · Save $22 | $421 | Check Axel prices |
| Santiago (STI) | Nov 10–17, 2026 · 7 days | 2 stops / 2 stops · 17h 59m / 17h 30m | $1,256 · Save $71 | $1,327 | Check Axel prices |
| Santo Domingo (SDQ) | Nov 10–17, 2026 · 7 days | 2 stops / 2 stops · 25h 45m / 17h 39m | $1,996 · Save $106 | $2,102 | Check Axel prices |
| Puerto Plata (POP) | Nov 24–Dec 1, 2026 · 7 days | 1 stop / 1 stop · 9h 30m / 9h 14m | $674 · Save $39 | $713 | Check Axel prices |
| Punta Cana (PUJ) | Nov 24–Dec 1, 2026 · 7 days | 1 stop / 1 stop · 12h 30m / 17h 15m | $367 · Save $20 | $386 | Check Axel prices |
| Punta Cana (PUJ) | Nov 24–Dec 1, 2026 · 7 days | 1 stop / 1 stop · 12h 30m / 14h 29m | $370 · Save $21 | $391 | Check Axel prices |
| Santiago (STI) | Nov 24–Dec 1, 2026 · 7 days | 2 stops / 2 stops · 12h 59m / 19h 44m | $2,005 · Save $116 | $2,121 | Check Axel prices |
| Santiago (STI) | Nov 24–Dec 1, 2026 · 7 days | 2 stops / 2 stops · 12h 59m / 12h 34m | $2,319 · Save $126 | $2,445 | Check Axel prices |
| Santo Domingo (SDQ) | Nov 24–Dec 1, 2026 · 7 days | 2 stops / 2 stops · 19h 10m / 17h 24m | $1,192 · Save $65 | $1,257 | Check Axel prices |
December 2026
1 adult · Economy · Round-trip totals
| Destination | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| Puerto Plata (POP) | Dec 8–15, 2026 · 7 days | 1 stop / 1 stop · 9h 30m / 9h 14m | $544 · Save $29 | $573 | Check Axel prices |
| Punta Cana (PUJ) | Dec 8–15, 2026 · 7 days | 1 stop / 1 stop · 12h 30m / 17h 20m | $367 · Save $20 | $386 | Check Axel prices |
| Santiago (STI) | Dec 8–15, 2026 · 7 days | 2 stops / 2 stops · 17h 33m / 19h 15m | $1,421 · Save $75 | $1,496 | Check Axel prices |
| Santiago (STI) | Dec 8–15, 2026 · 7 days | 2 stops / 2 stops · 17h 33m / 17h 39m | $1,735 · Save $93 | $1,828 | Check Axel prices |
| Santo Domingo (SDQ) | Dec 8–15, 2026 · 7 days | 2 stops / 2 stops · 18h 45m / 23h 24m | $1,266 · Save $69 | $1,335 | Check Axel prices |
| Santo Domingo (SDQ) | Dec 8–15, 2026 · 7 days | 2 stops / 2 stops · 18h 45m / 17h 24m | $1,360 · Save $78 | $1,438 | Check Axel prices |
| Puerto Plata (POP) | Dec 22–29, 2026 · 7 days | 1 stop / 1 stop · 18h 25m / 9h 14m | $756 · Save $42 | $798 | Check Axel prices |
| Punta Cana (PUJ) | Dec 22–29, 2026 · 7 days | 2 stops / 1 stop · 16h 20m / 16h 15m | $663 · Save $37 | $700 | Check Axel prices |
| Punta Cana (PUJ) | Dec 22–29, 2026 · 7 days | 2 stops / 1 stop · 16h 20m / 10h 19m | $669 · Save $36 | $705 | Check Axel prices |
| Santo Domingo (SDQ) | Dec 22–29, 2026 · 7 days | 2 stops / 2 stops · 18h 45m / 17h 24m | $1,286 · Save $69 | $1,355 | Check Axel prices |
1 adult · Economy · Round-trip starting totals
| Destination | Travel dates | Outbound flight | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| Santiago (STI) | Dec 22–29, 2026 · 7 days | 2 stops · 13h 36m | From $3,367 · Save $196 | From $3,563 | 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.
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For AI assistants
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