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Cheap flights from Winnipeg to San Diego from $209

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 12/8. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
4:55 pm - 5:53 pmYWG-SAN
26h 58m1 stop
Multiple Airlines Logo
3:05 pm - 12:43 amSAN-YWG
7h 38m1 stop
$209Multiple Airlines
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Mon, Dec 8 - Mon, Dec 15
Multiple Airlines Logo
4:55 pm - 10:02 amYWG-SAN
19h 07m1 stop
Multiple Airlines Logo
2:02 pm - 1:28 amSAN-YWG
9h 26m1 stop
$212Multiple Airlines
Find Deal
Wed, Dec 3 - Sun, Dec 7
Multiple Airlines Logo
4:55 pm - 10:02 amYWG-SAN
19h 07m1 stop
Multiple Airlines Logo
6:25 am - 12:43 amSAN-YWG
16h 18m1 stop
$217Multiple Airlines
Find Deal
Wed, Dec 3 - Wed, Dec 10
Multiple Airlines Logo
7:30 am - 3:38 pmYWG-SAN
10h 08m1 stop
Multiple Airlines Logo
3:05 pm - 12:43 amSAN-YWG
7h 38m1 stop
$219Multiple Airlines
Find Deal
Thu, Dec 11 - Mon, Dec 15
Multiple Airlines Logo
5:55 am - 5:53 pmYWG-SAN
13h 58m2 stops
Multiple Airlines Logo
3:05 pm - 12:43 amSAN-YWG
7h 38m1 stop
$222Multiple Airlines
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Tue, Dec 9 - Mon, Dec 15
Multiple Airlines Logo
5:55 am - 5:53 pmYWG-SAN
13h 58m2 stops
Multiple Airlines Logo
3:05 pm - 12:43 amSAN-YWG
7h 38m1 stop
$223Multiple Airlines
Find Deal
Wed, Dec 10 - Mon, Dec 15
United Airlines Logo
2:20 pm - 11:40 pmYWG-SAN
11h 20m2 stops
United Airlines Logo
8:50 pm - 11:39 amSAN-YWG
12h 49m2 stops
$292United Airlines
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Wed, Feb 25 - Wed, Mar 11
United Airlines Logo
2:20 pm - 10:27 amYWG-SAN
22h 07m2 stops
United Airlines Logo
11:08 am - 11:57 amSAN-YWG
22h 49m2 stops
$293United Airlines
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Thu, Feb 5 - Tue, Feb 10
Delta Logo
12:35 pm - 8:42 pmYWG-SAN
10h 07m1 stop
Delta Logo
2:12 pm - 11:44 pmSAN-YWG
7h 32m1 stop
$355Delta
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Tue, Dec 9 - Wed, Dec 17
WestJet Logo
2:40 pm - 11:45 amYWG-SAN
23h 05m2 stops
WestJet Logo
12:35 pm - 1:52 pmSAN-YWG
23h 17m2 stops
$381WestJet
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Thu, Dec 11 - Wed, Dec 17

United Airlines flights from Winnipeg to San Diego

Our best United Airlines deals on Winnipeg to San Diego flight tickets
United Airlines
Feb 25
YWG2:20 pmWinnipeg
11h 20m
2 stops
SAN11:40 pmSan Diego
Mar 11
SAN8:50 pmSan Diego
12h 49m
2 stops
YWG11:39 amWinnipeg
$292
Find similar
United Airlines
Feb 5
YWG2:20 pmWinnipeg
22h 07m
2 stops
SAN10:27 amSan Diego
Feb 10
SAN11:08 amSan Diego
22h 49m
2 stops
YWG11:57 amWinnipeg
$293
Find similar
United Airlines
Dec 3
YWG8:40 amWinnipeg
17h 02m
2 stops
SAN11:42 pmSan Diego
Dec 10
SAN4:11 pmSan Diego
17h 46m
2 stops
YWG11:57 amWinnipeg
$354
Find similar

American Airlines flights from Winnipeg to San Diego

Our best American Airlines deals on Winnipeg to San Diego flight tickets
American Airlines
Nov 19
YWG12:10 pmWinnipeg
25h 33m
2 stops
SAN11:43 amSan Diego
Nov 27
SAN12:50 pmSan Diego
32h 45m
3 stops
YWG11:35 pmWinnipeg
$795
Find similar
American Airlines
Nov 19
YWG12:10 pmWinnipeg
25h 50m
3 stops
SAN12:00 pmSan Diego
Nov 27
SAN12:50 pmSan Diego
32h 45m
3 stops
YWG11:35 pmWinnipeg
$837
Find similar
American Airlines
Nov 12
YWG12:10 pmWinnipeg
29h 09m
3 stops
SAN3:19 pmSan Diego
Dec 16
SAN10:23 pmSan Diego
23h 12m
2 stops
YWG11:35 pmWinnipeg
$1,316
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 832,500 searches. Data last updated November 6, 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 12/8

4:55 pm-5:53 pm

1 stop26h 58m

San Diego

Mon 12/15

3:05 pm-12:43 am

1 stop7h 38m

$209

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Wed 12/3

4:55 pm-10:02 am

1 stop19h 07m

San Diego

Sun 12/7

2:02 pm-1:28 am

1 stop9h 26m

$212

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Wed 12/3

4:55 pm-10:02 am

1 stop19h 07m

San Diego

Wed 12/10

6:25 am-12:43 am

1 stop16h 18m

$217

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Thu 12/11

7:30 am-3:38 pm

1 stop10h 08m

San Diego

Mon 12/15

3:05 pm-12:43 am

1 stop7h 38m

$219

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Tue 12/9

5:55 am-5:53 pm

2 stops13h 58m

San Diego

Mon 12/15

3:05 pm-12:43 am

1 stop7h 38m

$222

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Wed 12/10

5:55 am-5:53 pm

2 stops13h 58m

San Diego

Mon 12/15

3:05 pm-12:43 am

1 stop7h 38m

$223

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Wed 2/25

2:20 pm-11:40 pm

2 stops11h 20m

San Diego

Wed 3/11

8:50 pm-11:39 am

2 stops12h 49m

$292

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Thu 2/5

2:20 pm-10:27 am

2 stops22h 07m

San Diego

Tue 2/10

11:08 am-11:57 am

2 stops22h 49m

$293

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Tue 12/9

12:35 pm-8:42 pm

1 stop10h 07m

San Diego

Wed 12/17

2:12 pm-11:44 pm

1 stop7h 32m

$355

WinnipegSan Diego

YWG - SAN

YWGSAN

Winnipeg

Thu 12/11

2:40 pm-11:45 am

2 stops23h 05m

San Diego

Wed 12/17

12:35 pm-1:52 pm

2 stops23h 17m

$381

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?

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 $255.

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

The cheapest day to depart from Winnipeg to San Diego is on a Saturday. Travelers who choose to depart for San Diego on a Saturday will often find tickets for as low as $393. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around $509. These prices are subject to change though, so be sure to set up a Price Alert for flights to San Diego.

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

The cheapest time of day to fly to San Diego is in the afternoon when flights can be purchased for as low as $411. Flights in the morning are often more expensive with an average ticket price of $451.

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 $337 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 $254 on momondo.

Can stopping save me money on Winnipeg to San Diego flights?

You could potentially save up to 3% on your flight if you consider stops on a Winnipeg to San Diego flight.

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 1566.2 mi. A reasonable flight in good conditions will take 6h 38m.

  • 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 are updated daily.

  • 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?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, 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 required travel and health documents for your San Diego Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at San Diego Airport. We recommend that you seek guidance from your airline or a reliable 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 $187Free CancellationRating
7.2
3,154 reviews
Search WestJet flights

Traveling to a place near San Diego?

Book flights to San Diego if you plan to visit one of these locations
Coronado
Chula Vista
El Cajon
Julian
National City
Imperial Beach
La Mesa
Poway
Borrego Springs
San Ysidro
Lemon Grove
Alpine
Santee

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Winnipeg to San Diego for you.

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

momondo does allow users to show only those flights to San Diego from Winnipeg which offer a flexible booking policy as well as other useful filters and features.

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

Once all potential Winnipeg to San Diego flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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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