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Warmest Destinations This Weekend from Winnipeg 2026

17 warmest destinations with direct flights from Winnipeg this weekend. Puerto Vallarta has the best conditions. Flights from €102 to Toronto.

Top Picks

Orlando
Best Overall Orlando 18°C from €1061
Orlando
Sunniest Orlando Clear skies from €1061
Puerto Vallarta
Hottest Puerto Vallarta 30°C from €478
Toronto
Cheapest Flight Toronto €102 Partly cloudy
Search all destinations from Winnipeg →
Updated Ranked by sunshine, temperature & flight price

Warmest Destinations from Winnipeg

Last-minute pricing: flight prices this weekend can be higher and change quickly. For more stable fares, see next weekend →
Max price
Puerto Vallarta, Mexico Sat 14 – Thu 19
#1

Puerto Vallarta, Mexico

30°C Mostly sunny from €478

Sat 14 – Thu 19 Nov · 5 nights

Sat 29°C
Sun 29°C
Mon 28°C
Tue 30°C
Wed 28°C
Thu 31°C
Cancun, Mexico Sat 14 – Tue 17
#2

Cancun, Mexico

24°C Changeable from €448

Sat 14 – Tue 17 Nov · 3 nights

Sat 25°C
Sun 24°C
Mon 26°C
Tue 26°C
Phoenix, United States Fri 13 – Wed 18
#3

Phoenix, United States

22°C Changeable from €600

Fri 13 – Wed 18 Nov · 5 nights

Fri 24°C
Sat 19°C
Sun 22°C
Mon 23°C
Tue 18°C
Wed 18°C
Palm Springs, United States Thu 12 – Tue 17
#4

Palm Springs, United States

21°C Partly cloudy from €652

Thu 12 – Tue 17 Nov · 5 nights

Thu 25°C
Fri 20°C
Sat 17°C
Sun 18°C
Mon 16°C
Tue 14°C
Las Vegas, United States Thu 12 – Mon 16
#5

Las Vegas, United States

19°C Mostly sunny from €1619

Thu 12 – Mon 16 Nov · 4 nights

Thu 22°C
Fri 21°C
Sat 19°C
Sun 18°C
Mon 15°C
Orlando, United States Fri 13 – Tue 17
#6

Orlando, United States

18°C Clear skies from €1061

Fri 13 – Tue 17 Nov · 4 nights

Fri 21°C
Sat 15°C
Sun 20°C
Mon 20°C
Tue 22°C
Denver, United States Thu 12 – Tue 17
#7

Denver, United States

15°C Mostly sunny from €1120

Thu 12 – Tue 17 Nov · 5 nights

Thu 17°C
Fri 16°C
Sat 9°C
Sun 14°C
Mon 13°C
Tue 13°C
Regina, Canada Fri 13 – Mon 16
#8

Regina, Canada

10°C Mostly sunny from €455

Fri 13 – Mon 16 Nov · 3 nights

Fri 3°C
Sat 3°C
Sun 6°C
Mon 6°C
Chicago, United States Sat 14 – Tue 17
#9

Chicago, United States

9°C Mostly sunny from €970

Sat 14 – Tue 17 Nov · 3 nights

Sat 5°C
Sun 6°C
Mon 7°C
Tue 10°C
Saskatoon, Canada Thu 12 – Sun 15
#10

Saskatoon, Canada

8°C Mostly sunny from €782

Thu 12 – Sun 15 Nov · 3 nights

Thu 3°C
Fri 4°C
Sat 4°C
Sun 6°C
Toronto, Canada Sat 14 – Fri 20
#11

Toronto, Canada

8°C Partly cloudy from €102

Sat 14 – Fri 20 Nov · 6 nights

Sat 5°C
Sun 6°C
Mon 8°C
Tue 10°C
Wed 11°C
Thu 12°C
Fri 12°C
Calgary, Canada Sat 14 – Tue 17
#12

Calgary, Canada

8°C Mostly sunny from €664

Sat 14 – Tue 17 Nov · 3 nights

Sat 6°C
Sun 5°C
Mon 3°C
Tue 3°C
Minneapolis, United States Fri 13 – Mon 16
#13

Minneapolis, United States

7°C Mostly sunny from €1238

Fri 13 – Mon 16 Nov · 3 nights

Fri 2°C
Sat 3°C
Sun 5°C
Mon 9°C
Edmonton, Canada Fri 13 – Thu 19
#14

Edmonton, Canada

5°C Mostly sunny from €304

Fri 13 – Thu 19 Nov · 6 nights

Fri 4°C
Sat 1°C
Sun 4°C
Mon 3°C
Tue 2°C
Wed 2°C
Thu 1°C
Thunder Bay, Canada Fri 13 – Mon 16
#15

Thunder Bay, Canada

4°C Mostly sunny from €813

Fri 13 – Mon 16 Nov · 3 nights

Fri 0°C
Sat 1°C
Sun 4°C
Mon 7°C
Ottawa, Canada Sat 14 – Fri 20
#16

Ottawa, Canada

4°C Changeable from €263

Sat 14 – Fri 20 Nov · 6 nights

Sat 5°C
Sun 6°C
Mon 6°C
Tue 6°C
Wed 7°C
Thu 7°C
Fri 10°C
Montreal, Canada Sat 14 – Fri 20
#17

Montreal, Canada

3°C Partly cloudy from €316

Sat 14 – Fri 20 Nov · 6 nights

Sat 4°C
Sun 6°C
Mon 5°C
Tue 6°C
Wed 7°C
Thu 8°C
Fri 8°C

Frequently Asked Questions

Where is warmest destinations this weekend from Winnipeg?

We found 17 warmest destinations with direct flights from Winnipeg for this weekend. Puerto Vallarta has the best conditions.

What is the cheapest warmest destination from Winnipeg?

Toronto is the cheapest option from Winnipeg, with return flights from €102.

How does HotWeekends pick Warmest Destinations?

We combine live 14-day weather forecasts with real-time direct return flight prices for Saturday–Monday departures. A destination needs an average daytime temperature of at least 18°C to appear on this page.

Can I filter by budget or number of nights?

Yes. Use the full search from Winnipeg to filter by max flight price, hotel budget, number of nights, and more.