Sunniest Places This Weekend from Winnipeg 2026

11 sunniest places with direct flights from Winnipeg this weekend. Orlando has the best conditions. Flights from €178 to Calgary.

Top Picks

Best Overall Orlando 18°C from €1061

Sunniest Orlando Clear skies from €1061

Hottest Puerto Vallarta 30°C from €927

Cheapest Flight Calgary €178 Mostly sunny

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Updated 12 Nov 2026 Ranked by sunshine, temperature & flight price

Sunniest Places from Winnipeg

Last-minute pricing: flight prices this weekend can be higher and change quickly. For more stable fares, see next weekend →

Fri 13 – Tue 17

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

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Thu 12 – Tue 17

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

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Thu 12 – Mon 16

Puerto Vallarta, Mexico

30°C Mostly sunny from €927

Thu 12 – Mon 16 Nov · 4 nights

Thu 31°C

Fri 30°C

Sat 29°C

Sun 29°C

Mon 28°C

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Thu 12 – Sun 15

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

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Thu 12 – Sun 15

Minneapolis, United States

6°C Mostly sunny from €1238

Thu 12 – Sun 15 Nov · 3 nights

Thu 5°C

Fri 2°C

Sat 3°C

Sun 5°C

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Sat 14 – Fri 20

Calgary, Canada

6°C Mostly sunny from €178

Sat 14 – Fri 20 Nov · 6 nights

Sat 6°C

Sun 5°C

Mon 3°C

Tue 3°C

Wed 3°C

Thu 1°C

Fri 1°C

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Sat 14 – Tue 17

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

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Sat 14 – Thu 19

Edmonton, Canada

4°C Mostly sunny from €1168

Sat 14 – Thu 19 Nov · 5 nights

Sat 1°C

Sun 4°C

Mon 3°C

Tue 2°C

Wed 2°C

Thu 1°C

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Thu 12 – Sun 15

Regina, Canada

8°C Mostly sunny from €760

Thu 12 – Sun 15 Nov · 3 nights

Thu 3°C

Fri 3°C

Sat 3°C

Sun 6°C

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Thu 12 – Mon 16

#10

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

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Thu 12 – Mon 16

#11

Thunder Bay, Canada

3°C Mostly sunny from €808

Thu 12 – Mon 16 Nov · 4 nights

Thu 1°C

Fri 0°C

Sat 1°C

Sun 4°C

Mon 7°C

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Frequently Asked Questions

Where is sunniest places this weekend from Winnipeg?

We found 11 sunniest places with direct flights from Winnipeg for this weekend. Orlando has the best conditions.

What is the cheapest sunniest place from Winnipeg?

Calgary is the cheapest option from Winnipeg, with return flights from €178.

How does HotWeekends pick Sunniest Places?

We combine live 14-day weather forecasts with real-time direct return flight prices for Saturday–Monday departures. A destination needs a Sky Condition Index of at least 6.0 out of 10 — roughly 'mostly sunny' — 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.