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Cheap flights from Winnipeg to San Diego from C$ 295

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Winnipeg to San Diego departing on 8/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Winnipeg to San Diego

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
4:55 p.m. - 5:53 p.m.YWG-SAN
26h 58m1 stop
Multiple Airlines Logo
3:05 p.m. - 12:43 a.m.SAN-YWG
7h 38m1 stop
C$ 295Multiple Airlines
Find Deal
Mon, 8 Dec - Mon, 15 Dec
Multiple Airlines Logo
4:55 p.m. - 10:02 a.m.YWG-SAN
19h 07m1 stop
Multiple Airlines Logo
2:02 p.m. - 1:28 a.m.SAN-YWG
9h 26m1 stop
C$ 299Multiple Airlines
Find Deal
Wed, 3 Dec - Sun, 7 Dec
Multiple Airlines Logo
4:55 p.m. - 10:02 a.m.YWG-SAN
19h 07m1 stop
Multiple Airlines Logo
6:25 a.m. - 12:43 a.m.SAN-YWG
16h 18m1 stop
C$ 305Multiple Airlines
Find Deal
Wed, 3 Dec - Wed, 17 Dec
WestJet Logo
4:10 p.m. - 11:47 a.m.YWG-SAN
21h 37m1 stop
WestJet Logo
12:35 p.m. - 11:47 p.m.SAN-YWG
9h 12m2 stops
C$ 377WestJet
Find Deal
Thu, 5 Feb - Wed, 11 Feb
WestJet Logo
12:40 p.m. - 11:47 a.m.YWG-SAN
25h 07m1 stop
WestJet Logo
12:35 p.m. - 10:40 p.m.SAN-YWG
8h 05m1 stop
C$ 381WestJet
Find Deal
Thu, 5 Feb - Wed, 11 Feb
WestJet Logo
6:15 a.m. - 11:47 a.m.YWG-SAN
7h 32m1 stop
WestJet Logo
12:35 p.m. - 11:47 p.m.SAN-YWG
9h 12m2 stops
C$ 394WestJet
Find Deal
Fri, 6 Feb - Wed, 11 Feb
WestJet Logo
6:15 a.m. - 11:47 a.m.YWG-SAN
7h 32m1 stop
WestJet Logo
12:35 p.m. - 11:47 p.m.SAN-YWG
9h 12m2 stops
C$ 403WestJet
Find Deal
Fri, 6 Feb - Fri, 13 Feb
United Airlines Logo
2:20 p.m. - 10:33 p.m.YWG-SAN
10h 13m1 stop
United Airlines Logo
4:00 p.m. - 11:57 a.m.SAN-YWG
17h 57m2 stops
C$ 411United Airlines
Find Deal
Thu, 5 Feb - Tue, 10 Feb
United Airlines Logo
2:20 p.m. - 11:40 p.m.YWG-SAN
11h 20m2 stops
United Airlines Logo
8:50 p.m. - 11:39 a.m.SAN-YWG
12h 49m2 stops
C$ 412United Airlines
Find Deal
Wed, 25 Feb - Wed, 11 Mar
United Airlines Logo
2:20 p.m. - 10:27 a.m.YWG-SAN
22h 07m2 stops
United Airlines Logo
11:08 a.m. - 11:57 a.m.SAN-YWG
22h 49m2 stops
C$ 413United Airlines
Find Deal
Thu, 5 Feb - Tue, 10 Feb

United Airlines flights from Winnipeg to San Diego

Our best United Airlines deals on Winnipeg to San Diego flight tickets
United Airlines
5 Feb
YWG2:20 p.m.Winnipeg
10h 13m
1 stop
SAN10:33 p.m.San Diego
10 Feb
SAN4:00 p.m.San Diego
17h 57m
2 stops
YWG11:57 a.m.Winnipeg
C$ 411
Find similar
United Airlines
25 Feb
YWG2:20 p.m.Winnipeg
11h 20m
2 stops
SAN11:40 p.m.San Diego
11 Mar
SAN8:50 p.m.San Diego
12h 49m
2 stops
YWG11:39 a.m.Winnipeg
C$ 412
Find similar
United Airlines
5 Feb
YWG2:20 p.m.Winnipeg
22h 07m
2 stops
SAN10:27 a.m.San Diego
10 Feb
SAN11:08 a.m.San Diego
22h 49m
2 stops
YWG11:57 a.m.Winnipeg
C$ 413
Find similar

American Airlines flights from Winnipeg to San Diego

Our best American Airlines deals on Winnipeg to San Diego flight tickets
American Airlines
19 Nov
YWG12:10 p.m.Winnipeg
25h 33m
2 stops
SAN11:43 a.m.San Diego
27 Nov
SAN12:50 p.m.San Diego
32h 45m
3 stops
YWG11:35 p.m.Winnipeg
C$ 1,122
Find similar
American Airlines
19 Nov
YWG12:10 p.m.Winnipeg
25h 50m
3 stops
SAN12:00 p.m.San Diego
27 Nov
SAN12:50 p.m.San Diego
32h 45m
3 stops
YWG11:35 p.m.Winnipeg
C$ 1,181
Find similar
American Airlines
12 Nov
YWG12:10 p.m.Winnipeg
29h 09m
3 stops
SAN3:19 p.m.San Diego
16 Dec
SAN10:23 p.m.San Diego
23h 12m
2 stops
YWG11:35 p.m.Winnipeg
C$ 1,856
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Winnipeg to San Diego 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, momondo users made 96,600 searches. Data last updated 6 November 2025.
Use the filters below to find and compare flights from Winnipeg to San Diego that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Mon 8/12

4:55 p.m.-5:53 p.m.

1 stop26h 58m

San Diego

Mon 15/12

3:05 p.m.-12:43 a.m.

1 stop7h 38m

C$ 295

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Wed 3/12

4:55 p.m.-10:02 a.m.

1 stop19h 07m

San Diego

Sun 7/12

2:02 p.m.-1:28 a.m.

1 stop9h 26m

C$ 299

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Wed 3/12

4:55 p.m.-10:02 a.m.

1 stop19h 07m

San Diego

Wed 17/12

6:25 a.m.-12:43 a.m.

1 stop16h 18m

C$ 305

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Thu 5/2

4:10 p.m.-11:47 a.m.

1 stop21h 37m

San Diego

Wed 11/2

12:35 p.m.-11:47 p.m.

2 stops9h 12m

C$ 377

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Thu 5/2

12:40 p.m.-11:47 a.m.

1 stop25h 07m

San Diego

Wed 11/2

12:35 p.m.-10:40 p.m.

1 stop8h 05m

C$ 381

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Fri 6/2

6:15 a.m.-11:47 a.m.

1 stop7h 32m

San Diego

Wed 11/2

12:35 p.m.-11:47 p.m.

2 stops9h 12m

C$ 394

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Fri 6/2

6:15 a.m.-11:47 a.m.

1 stop7h 32m

San Diego

Fri 13/2

12:35 p.m.-11:47 p.m.

2 stops9h 12m

C$ 403

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Thu 5/2

2:20 p.m.-10:33 p.m.

1 stop10h 13m

San Diego

Tue 10/2

4:00 p.m.-11:57 a.m.

2 stops17h 57m

C$ 411

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Wed 25/2

2:20 p.m.-11:40 p.m.

2 stops11h 20m

San Diego

Wed 11/3

8:50 p.m.-11:39 a.m.

2 stops12h 49m

C$ 412

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Thu 5/2

2:20 p.m.-10:27 a.m.

2 stops22h 07m

San Diego

Tue 10/2

11:08 a.m.-11:57 a.m.

2 stops22h 49m

C$ 413

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 resultsSorted by cheapest first
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See travel insights to San Diego from

How to get the cheapest flight ticket from Winnipeg to San Diego

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to San Diego?

In general, January is the cheapest month to fly from Winnipeg to San Diego. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 351. If you are unable to visit San Diego during the month of January, then departing from Winnipeg during the month August is also very affordable. Most momondo users find prices during this month for around C$ 360.

What is the cheapest day to depart on your flight to San Diego?

The cheapest day to depart on your flight to San Diego is on a Wednesday when prices can be found for as low as C$ 539. This is often the case because there is less demand to fly during this day of the week. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to San Diego on Sunday is C$ 676.

What is the cheapest time of day to depart on your flight to San Diego?

Flying to San Diego from Winnipeg at noon is the least expensive time of day to depart. momondo users have found prices as low as C$ 212 when looking at flights departing at noon. Flights to San Diego are more costly in the afternoon, with an average ticket price of C$ 671. Departure times in the afternoon fall within the peak daily travel times, which is why tickets can be more expensive.

How far in advance should I book a flight to San Diego?

You are more likely to see cheaper flights to San Diego from Winnipeg when booking weeks ahead of your departure date. In general, you can expect to find flights to San Diego for around C$ 476 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to San Diego from Winnipeg for as low as C$ 358 on momondo.

How have Winnipeg to San Diego flight prices changed over time?

As of November 2025, prices for Winnipeg to San Diego flights are approximately 2% cheaper when compared to flights at the same time last year.

When to book flights from Winnipeg to San Diego

Are you open to changing your travel dates? Check out the ideal times to fly from Winnipeg to San Diego according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Winnipeg to San Diego (YWG to SAN) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Winnipeg to San Diego

Direct flights

None
There are no direct flights from Winnipeg to San Diego. There are no popular flight routes from Winnipeg to San Diego.
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  • How far is Winnipeg to San Diego by plane?

    The distance between Winnipeg and San Diego is about 2520.6 km. Typically, this will take 7h 32m by plane in normal conditions.

  • When did momondo last update prices for flights from Winnipeg Airport to San Diego Airport?

    Prices for flights from Winnipeg Airport to San Diego Airport were last updated today.

  • How many operators does momondo search for flights from Winnipeg Airport to San Diego Airport?

  • How old do you have to be to fly from Winnipeg Airport to San Diego Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Winnipeg Airport to San Diego Airport.

  • What documentation or ID do you need to fly to San Diego Airport?

    The necessary travel and health documents for your San Diego Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Winnipeg to San Diego?

Best airlines flying from Winnipeg to San Diego

Compare and see reviews for airlines that fly from Winnipeg to San Diego with momondo
Airline
Rating
Free Cancellation
Price
WestJetPriceFrom C$ 296Free CancellationRating
7.2
3,155 reviews
Search WestJet flights
Air CanadaPriceFrom C$ 306Free CancellationRating
7.1
10,416 reviews
Search Air Canada flights
United AirlinesPriceFrom C$ 334Free CancellationRating
7.4
9,007 reviews
Search United Airlines flights
DeltaPriceFrom C$ 345Free CancellationRating
7.9
8,001 reviews
Search Delta flights

Travelling to a place near San Diego?

Book flights to San Diego if you plan to visit one of these locations
El Cajon
Coronado
Borrego Springs
Chula Vista

Why use momondo?

Why should I use momondo to find a flight deal from Winnipeg to San Diego?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Winnipeg to San Diego. momondo saves you time and could save you money on your trip.

Can I find flights from Winnipeg to San Diego with flexible booking policies on momondo?

All flight searches from Winnipeg to San Diego on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Winnipeg to San Diego?

momondo helps you find the best flight between Winnipeg and San Diego by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Winnipeg to San Diego right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to San Diego from Winnipeg. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your San Diego trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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