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Cheap flights from Winnipeg to San Diego from C$ 186

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Winnipeg to San Diego departing on 9/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult

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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
12:55 p.m. - 10:25 a.m.
YWG
-
SAN
23h 30m2 stops
Multiple Airlines Logo
5:00 p.m. - 12:36 a.m.
SAN
-
YWG
29h 36m1 stop
C$ 369Multiple Airlines
Sat, 24 Jan - Sat, 31 Jan
Multiple Airlines Logo
5:55 a.m. - 11:47 a.m.
YWG
-
SAN
31h 52m2 stops
Multiple Airlines Logo
6:36 p.m. - 12:46 a.m.
SAN
-
YWG
28h 10m1 stop
C$ 373Multiple Airlines
Thu, 5 Feb - Thu, 12 Feb
United Airlines Logo
2:20 p.m. - 10:33 p.m.
YWG
-
SAN
10h 13m1 stop
United Airlines Logo
5:00 p.m. - 11:57 a.m.
SAN
-
YWG
16h 57m1 stop
C$ 403United Airlines
Thu, 5 Feb - Thu, 12 Feb
United Airlines Logo
2:20 p.m. - 10:27 a.m.
YWG
-
SAN
22h 07m2 stops
United Airlines Logo
6:10 p.m. - 11:57 a.m.
SAN
-
YWG
15h 47m2 stops
C$ 408United Airlines
Thu, 5 Feb - Thu, 12 Feb
Multiple Airlines Logo
4:55 p.m. - 12:08 p.m.
YWG
-
SAN
21h 13m1 stop
Multiple Airlines Logo
9:19 p.m. - 11:35 p.m.
SAN
-
YWG
24h 16m2 stops
C$ 482Multiple Airlines
Mon, 5 Jan - Thu, 8 Jan
Multiple Airlines Logo
4:55 p.m. - 12:08 p.m.
YWG
-
SAN
21h 13m1 stop
Multiple Airlines Logo
9:19 p.m. - 12:53 a.m.
SAN
-
YWG
25h 34m1 stop
C$ 503Multiple Airlines
Mon, 5 Jan - Thu, 8 Jan
United Airlines Logo
2:20 p.m. - 12:15 a.m.
YWG
-
SAN
11h 55m2 stops
United Airlines Logo
5:00 p.m. - 11:57 a.m.
SAN
-
YWG
16h 57m1 stop
C$ 549United Airlines
Sat, 7 Feb - Thu, 12 Feb
Air Canada Logo
6:00 a.m. - 3:04 p.m.
YWG
-
SAN
11h 04m2 stops
Air Canada Logo
4:47 p.m. - 11:57 a.m.
SAN
-
YWG
17h 10m1 stop
C$ 555Air Canada
Sun, 1 Feb - Thu, 5 Feb
Air Canada Logo
6:00 a.m. - 10:37 p.m.
YWG
-
SAN
18h 37m2 stops
Air Canada Logo
4:47 p.m. - 11:57 a.m.
SAN
-
YWG
17h 10m1 stop
C$ 566Air Canada
Sun, 1 Feb - Thu, 5 Feb
Multiple Airlines Logo
9:00 p.m. - 11:45 a.m.
YWG
-
SAN
16h 45m1 stop
Multiple Airlines Logo
5:00 p.m. - 12:36 a.m.
SAN
-
YWG
29h 36m1 stop
C$ 574Multiple Airlines
Sat, 24 Jan - Sat, 31 Jan

American Airlines flights from Winnipeg to San Diego

Our best American Airlines deals on Winnipeg to San Diego flight tickets
American Airlines
7 Feb
YWG6:00 a.m.Winnipeg
18h 26m
2 stops
SAN10:26 p.m.San Diego
12 Feb
SAN7:50 p.m.San Diego
25h 45m
3 stops
YWG11:35 p.m.Winnipeg
C$ 793
Find similar
American Airlines
24 Jan
YWG6:00 a.m.Winnipeg
18h 26m
2 stops
SAN10:26 p.m.San Diego
31 Jan
SAN10:45 p.m.San Diego
22h 50m
3 stops
YWG11:35 p.m.Winnipeg
C$ 838
Find similar
American Airlines
5 Feb
YWG12:10 p.m.Winnipeg
25h 23m
2 stops
SAN11:33 a.m.San Diego
12 Feb
SAN7:50 p.m.San Diego
25h 45m
3 stops
YWG11:35 p.m.Winnipeg
C$ 874
Find similar

Air Canada flights from Winnipeg to San Diego

Our best Air Canada deals on Winnipeg to San Diego flight tickets
Air Canada
1 Feb
YWG6:00 a.m.Winnipeg
11h 04m
2 stops
SAN3:04 p.m.San Diego
5 Feb
SAN4:47 p.m.San Diego
17h 10m
1 stop
YWG11:57 a.m.Winnipeg
C$ 555
Find similar
Air Canada
1 Feb
YWG6:00 a.m.Winnipeg
18h 37m
2 stops
SAN10:37 p.m.San Diego
5 Feb
SAN6:15 a.m.San Diego
12h 49m
2 stops
YWG9:04 p.m.Winnipeg
C$ 566
Find similar
Air Canada
7 Feb
YWG6:00 a.m.Winnipeg
8h 03m
1 stop
SAN12:03 p.m.San Diego
12 Feb
SAN5:00 p.m.San Diego
16h 57m
1 stop
YWG11:57 a.m.Winnipeg
C$ 657
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 23 December 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

Sat 24/1

12:55 p.m.-10:25 a.m.

2 stops23h 30m

San Diego

Sat 31/1

5:00 p.m.-12:36 a.m.

1 stop29h 36m

C$ 369

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Thu 5/2

5:55 a.m.-11:47 a.m.

2 stops31h 52m

San Diego

Thu 12/2

6:36 p.m.-12:46 a.m.

1 stop28h 10m

C$ 373

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Thu 5/2

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

1 stop10h 13m

San Diego

Thu 12/2

5:00 p.m.-11:57 a.m.

1 stop16h 57m

C$ 403

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Thu 5/2

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

2 stops22h 07m

San Diego

Thu 12/2

6:10 p.m.-11:57 a.m.

2 stops15h 47m

C$ 408

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Mon 5/1

4:55 p.m.-12:08 p.m.

1 stop21h 13m

San Diego

Thu 8/1

9:19 p.m.-11:35 p.m.

2 stops24h 16m

C$ 482

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Mon 5/1

4:55 p.m.-12:08 p.m.

1 stop21h 13m

San Diego

Thu 8/1

9:19 p.m.-12:53 a.m.

1 stop25h 34m

C$ 503

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Sat 7/2

2:20 p.m.-12:15 a.m.

2 stops11h 55m

San Diego

Thu 12/2

5:00 p.m.-11:57 a.m.

1 stop16h 57m

C$ 549

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Sun 1/2

6:00 a.m.-3:04 p.m.

2 stops11h 04m

San Diego

Thu 5/2

4:47 p.m.-11:57 a.m.

1 stop17h 10m

C$ 555

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Sun 1/2

6:00 a.m.-10:37 p.m.

2 stops18h 37m

San Diego

Thu 5/2

4:47 p.m.-11:57 a.m.

1 stop17h 10m

C$ 566

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Sat 24/1

9:00 p.m.-11:45 a.m.

1 stop16h 45m

San Diego

Sat 31/1

5:00 p.m.-12:36 a.m.

1 stop29h 36m

C$ 574

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 19 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, August 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$ 346. If you are unable to visit San Diego during the month of August, then departing from Winnipeg during the month February is also very affordable. Most momondo users find prices during this month for around C$ 351.

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$ 526. 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$ 660.

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$ 207 when looking at flights departing at noon. Flights to San Diego are more costly in the afternoon, with an average ticket price of C$ 655. 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$ 438 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$ 266 on momondo.

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

As of December 2025, prices for Winnipeg to San Diego flights are approximately 86% more expensive 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

Fastest flight time

7h 56m

Direct flights

None
The fastest flight from Winnipeg to San Diego takes 7h 56m
There are no direct flights from Winnipeg to San Diego. There are no popular flight routes from Winnipeg to San Diego.
Search flight deals

  • 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 56m 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$ 255Free CancellationRating
7.2
3,214 reviews
Search WestJet flights
Air CanadaPriceFrom C$ 298Free CancellationRating
7.1
10,551 reviews
Search Air Canada flights
DeltaPriceFrom C$ 343Free CancellationRating
7.9
8,014 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
Borrego Springs
Coronado
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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