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Warmest Destinations Next Weekend from Winnipeg 2026

17 warmest destinations with direct flights from Winnipeg next weekend. Cancun has the best conditions. Flights from €270 to Vancouver.

Top Picks

Palm Springs
Best Overall Palm Springs 20°C from €294
Palm Springs
Sunniest Palm Springs Clear skies from €294
Cancun
Hottest Cancun 28°C from €441
Vancouver
Cheapest Flight Vancouver €270 Partly cloudy
Search all destinations from Winnipeg →
Updated Ranked by sunshine, temperature & flight price

Warmest Destinations from Winnipeg

14-day forecast: weather for next weekend gives a good indication of conditions, but accuracy improves as the weekend gets closer. See this weekend →
Max price
Cancun, Mexico Sat 21 – Wed 25
#1

Cancun, Mexico

28°C Mostly sunny from €441

Sat 21 – Wed 25 Nov · 4 nights

Sat 26°C
Sun 26°C
Mon 28°C
Tue 30°C
Wed 28°C
Puerto Vallarta, Mexico Sat 21 – Thu 26
#2

Puerto Vallarta, Mexico

26°C Partly cloudy from €434

Sat 21 – Thu 26 Nov · 5 nights

Sat 30°C
Sun 29°C
Mon 29°C
Tue 28°C
Wed 29°C
Thu 29°C
Orlando, United States Fri 20 – Tue 24
#3

Orlando, United States

25°C Partly cloudy from €549

Fri 20 – Tue 24 Nov · 4 nights

Fri 21°C
Sat 23°C
Sun 25°C
Mon 27°C
Tue 27°C
Palm Springs, United States Fri 20 – Tue 24
#4

Palm Springs, United States

20°C Clear skies from €294

Fri 20 – Tue 24 Nov · 4 nights

Fri 18°C
Sat 17°C
Sun 16°C
Mon 18°C
Tue 18°C
Phoenix, United States Fri 20 – Wed 25
#5

Phoenix, United States

19°C Clear skies from €321

Fri 20 – Wed 25 Nov · 5 nights

Fri 21°C
Sat 19°C
Sun 18°C
Mon 17°C
Tue 17°C
Wed 18°C
Las Vegas, United States Thu 19 – Mon 23
#6

Las Vegas, United States

16°C Clear skies from €780

Thu 19 – Mon 23 Nov · 4 nights

Thu 17°C
Fri 17°C
Sat 13°C
Sun 13°C
Mon 13°C
Chicago, United States Thu 19 – Sun 22
#7

Chicago, United States

13°C Partly cloudy from €913

Thu 19 – Sun 22 Nov · 3 nights

Thu 12°C
Fri 13°C
Sat 10°C
Sun 14°C
Toronto, Canada Thu 19 – Tue 24
#8

Toronto, Canada

12°C Changeable from €273

Thu 19 – Tue 24 Nov · 5 nights

Thu 12°C
Fri 12°C
Sat 10°C
Sun 10°C
Mon 14°C
Tue 11°C
Denver, United States Fri 20 – Tue 24
#9

Denver, United States

11°C Mostly sunny from €884

Fri 20 – Tue 24 Nov · 4 nights

Fri 7°C
Sat 8°C
Sun 4°C
Mon 3°C
Tue 3°C
Vancouver, Canada Sat 21 – Tue 24
#10

Vancouver, Canada

8°C Partly cloudy from €270

Sat 21 – Tue 24 Nov · 3 nights

Sat 7°C
Sun 7°C
Mon 7°C
Tue 6°C
Minneapolis, United States Sat 21 – Tue 24
#11

Minneapolis, United States

7°C Partly cloudy from €921

Sat 21 – Tue 24 Nov · 3 nights

Sat 6°C
Sun 3°C
Mon 3°C
Tue -0°C
Montreal, Canada Fri 20 – Tue 24
#12

Montreal, Canada

7°C Changeable from €671

Fri 20 – Tue 24 Nov · 4 nights

Fri 8°C
Sat 8°C
Sun 6°C
Mon 12°C
Tue 9°C
Regina, Canada Fri 20 – Mon 23
#13

Regina, Canada

6°C Clear skies from €396

Fri 20 – Mon 23 Nov · 3 nights

Fri 2°C
Sat 1°C
Sun -3°C
Mon -5°C
Thunder Bay, Canada Sat 21 – Tue 24
#14

Thunder Bay, Canada

5°C Mostly sunny from €519

Sat 21 – Tue 24 Nov · 3 nights

Sat 3°C
Sun 3°C
Mon -0°C
Tue 2°C
Calgary, Canada Thu 19 – Sun 22
#15

Calgary, Canada

5°C Mostly sunny from €532

Thu 19 – Sun 22 Nov · 3 nights

Thu 1°C
Fri 1°C
Sat 0°C
Sun 1°C
Saskatoon, Canada Fri 20 – Mon 23
#16

Saskatoon, Canada

4°C Mostly sunny from €680

Fri 20 – Mon 23 Nov · 3 nights

Fri 2°C
Sat -2°C
Sun -2°C
Mon -4°C
Edmonton, Canada Sat 21 – Tue 24
#17

Edmonton, Canada

1°C Clear skies from €541

Sat 21 – Tue 24 Nov · 3 nights

Sat -2°C
Sun -1°C
Mon -3°C
Tue -4°C

Frequently Asked Questions

Where is warmest destinations next weekend from Winnipeg?

We found 17 warmest destinations with direct flights from Winnipeg for next weekend. Cancun has the best conditions.

What is the cheapest warmest destination from Winnipeg?

Vancouver is the cheapest option from Winnipeg, with return flights from €270.

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.