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Cheap flights from Winnipeg to São Miguel from C$ 994

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/11. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — PDL
22 Nov — 29 Nov1
1 adult
1 adult, Economy, 0 bags

Find flight deals from Winnipeg to São Miguel

Enter your travel dates to find the best prices.

Cheapest flights from Winnipeg to São Miguel
Explore the most affordable flight options available from Winnipeg to São Miguel. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 23 October 2025.

Mon 10/118:05 p.m.YWG - PDL
1 stop29h 45mMultiple Airlines
Tue 25/114:50 p.m.PDL - YWG
1 stop12h 45mMultiple Airlines
Deal found 22/10C$ 994
Tue 23/1212:10 p.m.YWG - PDL
1 stop13h 40mMultiple Airlines
Tue 13/14:50 p.m.PDL - YWG
1 stop12h 52mMultiple Airlines
Deal found 23/10C$ 1,544
Tue 23/121:30 p.m.YWG - PDL
3 stops24h 05mAir Canada
Tue 13/16:30 a.m.PDL - YWG
3 stops20h 14mAir Canada
Deal found 23/10C$ 2,090

Cheap flight deals from Winnipeg to São Miguel

Keep the following information in mind while searching for Winnipeg to São Miguel flight deals. Data was last updated 23 October 2025.

Round-trip from

C$ 994

Popular in

December

Cheapest in

March

Average price

C$ 1,114
10/11-25/11
  • 10/11-25/11
  • 2 total stops
  • 42h 30m total
  • Winnipeg to São Miguel
Search Deals
Highest demand for flights based on searches. 11% potential increase in price (C$ 244 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease (C$ 122 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Winnipeg to São Miguel that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 23 October 2025.
Use the filters below to find and compare flights from Winnipeg to São Miguel that are best for you.

Fly from

Winnipeg

Fly to

São Miguel

Route

Depart

Return

Price

WinnipegPonta Delgada

YWG - PDL

YWGPDL

Winnipeg

Mon 10/11

8:05 p.m.-6:50 a.m.

1 stop29h 45m

Ponta Delgada Nordela

Tue 25/11

4:50 p.m.-12:35 a.m.

1 stop12h 45m

C$ 994

WinnipegPonta Delgada

YWG - PDL

YWGPDL

Winnipeg

Tue 10/3

8:15 a.m.-6:35 p.m.

2 stops30h 20m

Ponta Delgada Nordela

Wed 18/3

7:25 p.m.-4:35 p.m.

2 stops49h 10m

C$ 1,095

WinnipegPonta Delgada

YWG - PDL

YWGPDL

Winnipeg

Tue 23/12

12:10 p.m.-6:50 a.m.

1 stop13h 40m

Ponta Delgada Nordela

Tue 13/1

4:50 p.m.-12:42 a.m.

1 stop12h 52m

C$ 1,544

Flights are sorted by cheapest round-trip flights first.

Deals found on 22/10

Best time to book a flight from Winnipeg to São Miguel

Have a flexible travel schedule? Discover the best time to fly to São Miguel from Winnipeg with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Winnipeg to São Miguel

What is the cheapest month to book a flight from Winnipeg to São Miguel?

Currently, September is the cheapest month in which you can book a flight from Winnipeg to São Miguel (average of C$ 818). Flying from Winnipeg to São Miguel in December is currently the most expensive (average of C$ 1,708). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing São Miguel

Get insights into the airlines that provide service to São Miguel. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to São Miguel. Reviews last updated 23 October 2025.
Read through reviews of airlines operating flights from Winnipeg to São Miguel, such as Azores Airlines and United Airlines. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Azores Airlines
7.4
Good
82 reviews
Check prices

Overall

7.4

Crew

8.1

Comfort

7.2

Boarding

7.2

Food

6.5

Entertainment

5.5

Reviews

1 / 1
8.0
Excellent

Anonymous,Feb 2025

YYZ - PDL

Hour and a half late because of weather and deicing. Assume this if you plan connections.
Azores Airlines
7.4
Good
82 reviews
Azores Airlines
7.4
Good
82 reviews
Check prices

Overall

7.4

Crew

8.1

Comfort

7.2

Boarding

7.2

Food

6.5

Entertainment

5.5

Reviews

1 / 1
8.0
Excellent

Anonymous,Feb 2025

YYZ - PDL

Hour and a half late because of weather and deicing. Assume this if you plan connections.
United Airlines
7.4
Good
8,991 reviews
Azores Airlines
7.4
Good
82 reviews
Check prices

Overall

7.4

Crew

8.1

Comfort

7.2

Boarding

7.2

Food

6.5

Entertainment

5.5

Reviews

1 / 1
8.0
Excellent

Anonymous,Feb 2025

YYZ - PDL

Hour and a half late because of weather and deicing. Assume this if you plan connections.

Related info for your journey

Find useful and relevant information for your journey from Winnipeg to São Miguel. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Winnipeg to São Miguel?

    Most people fly from Winnipeg (YWG) if they book a flight from Winnipeg to São Miguel. Winnipeg is conveniently located just 7.3 km from Winnipeg’s city centre.

  • How long is the flight from Winnipeg to São Miguel?

    A quick flight from Winnipeg to São Miguel can take about 30h 20m. Air Canada provides one of the quickest options available for as low as C$ 1,095. There are 5665 km between Winnipeg and São Miguel.

  • Can I find deals for flights from Winnipeg to São Miguel that include hotel bookings?

    Yes. In addition to deals on Winnipeg to São Miguel flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Winnipeg to São Miguel?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Winnipeg to São Miguel.

  • Can I find deals for business class flights from Winnipeg to São Miguel?

    Yes. Cheapflights offers flight deals from Winnipeg to São Miguel by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Winnipeg to São Miguel?

    Currently, September is the cheapest month in which you can book a flight from Winnipeg to São Miguel (average of C$ 818). Flying from Winnipeg to São Miguel in December is currently the most expensive (average of C$ 1,708). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Winnipeg to São Miguel

See prices for flight routes from nearby airports that may be better suited for you.
Winnipeg to Ponta Delgada flights

Top 2 airlines flying from Winnipeg to São Miguel

Discover the top 2 airlines that operate flights from Winnipeg to São Miguel. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 23 October 2025.
AirlineCheapestAverageFlexibilityOn-time
Azores AirlinesCheapestC$ 1,004AverageC$ 1,343FlexibilityNo cancel feeOn-time74%
Search Azores Airlines flights
United AirlinesCheapestC$ 1,125AverageC$ 1,342FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

Fly with Cheapflights

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How does Cheapflights help users find flights from Winnipeg to São Miguel?

Cheapflights helps you search for flights from Winnipeg to São Miguel via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Winnipeg to São Miguel?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Winnipeg to São Miguel for you. Better yet — we are completely free to use.

Can Cheapflights find flights from Winnipeg to São Miguel with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Winnipeg to São Miguel, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Winnipeg to São Miguel become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to São Miguel from Winnipeg today and book when prices fit your budget.

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