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Cheap flights from Winnipeg to San Diego

Compare Winnipeg to San Diego flight deals

Find the cheapest month or even day of the year to fly to San Diego

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Flight deals from Winnipeg to San Diego

Looking for a cheap last-minute deal or the best return flight from Winnipeg to San Diego? Find the lowest prices on one-way and return tickets right here.
San Diego.P16,103 per passenger.Departing Wed, 21 Jan, returning Sun, 25 Jan.Return flight with WestJet.Outbound indirect flight with WestJet, departs from Winnipeg on Wed, 21 Jan, arriving in San Diego International.Inbound indirect flight with WestJet, departs from San Diego International on Sun, 25 Jan, arriving in Winnipeg.Price includes taxes and charges.From P16,103, select.
San Diego.P17,095 per passenger.Departing Thu, 5 Feb, returning Tue, 10 Feb.Return flight with United.Outbound indirect flight with United, departs from Winnipeg on Thu, 5 Feb, arriving in San Diego International.Inbound indirect flight with United, departs from San Diego International on Tue, 10 Feb, arriving in Winnipeg.Price includes taxes and charges.From P17,095, select.
San Diego.P17,498 per passenger.Departing Fri, 6 Mar, returning Sat, 14 Mar.Return flight with United.Outbound indirect flight with United, departs from Winnipeg on Fri, 6 Mar, arriving in San Diego International.Inbound indirect flight with United, departs from San Diego International on Sat, 14 Mar, arriving in Winnipeg.Price includes taxes and charges.From P17,498, select.
San Diego.P20,664 per passenger.Departing Sun, 7 Dec, returning Sun, 14 Dec.Return flight with Delta.Outbound indirect flight with Delta, departs from Winnipeg on Sun, 7 Dec, arriving in San Diego International.Inbound indirect flight with Delta, departs from San Diego International on Sun, 14 Dec, arriving in Winnipeg.Price includes taxes and charges.From P20,664, select.
San Diego.P21,122 per passenger.Departing Mon, 13 Apr, returning Fri, 24 Apr.Return flight with Delta.Outbound indirect flight with Delta, departs from Winnipeg on Mon, 13 Apr, arriving in San Diego International.Inbound indirect flight with Delta, departs from San Diego International on Fri, 24 Apr, arriving in Winnipeg.Price includes taxes and charges.From P21,122, select.
San Diego.P22,528 per passenger.Departing Tue, 25 Nov, returning Mon, 15 Dec.Return flight with Delta.Outbound indirect flight with Delta, departs from Winnipeg on Tue, 25 Nov, arriving in San Diego International.Inbound indirect flight with Delta, departs from San Diego International on Mon, 15 Dec, arriving in Winnipeg.Price includes taxes and charges.From P22,528, select.
San Diego.P23,273 per passenger.Departing Tue, 16 Jun, returning Wed, 24 Jun.Return flight with WestJet.Outbound indirect flight with WestJet, departs from Winnipeg on Tue, 16 Jun, arriving in San Diego International.Inbound indirect flight with WestJet, departs from San Diego International on Wed, 24 Jun, arriving in Winnipeg.Price includes taxes and charges.From P23,273, select.
San Diego.P27,864 per passenger.Departing Fri, 21 Nov, returning Mon, 24 Nov.Return flight with United.Outbound indirect flight with United, departs from Winnipeg on Fri, 21 Nov, arriving in San Diego International.Inbound indirect flight with United, departs from San Diego International on Mon, 24 Nov, arriving in Winnipeg.Price includes taxes and charges.From P27,864, select.

Find the cheapest month to fly from Winnipeg to San Diego

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Winnipeg to San Diego flights are currently cheapest in January.
Nov
from P27,864
Dec
from P20,664
Jan
from P16,103
Feb
from P17,095
Mar
from P17,498
Apr
from P21,122
May
Find prices
Jun
from P23,273
Jul
Find prices
Aug
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Sep
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Oct
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Alternative Winnipeg to San Diego routes

Looking for the cheapest, fastest or easiest route from Winnipeg to San Diego? You could fly into the following airports instead.

Winnipeg to San Diego: Flight information

The things to know before you go.
Cheapest flight foundP16,103
Cheapest month to flyJanuary

Finding cheap flights from Winnipeg to San Diego: Frequently asked questions

There are 2 airports in San Diego: San Diego International and McClellan-Palomar.
The best price we found for a return flight from Winnipeg to San Diego is P16,103. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Winnipeg to San Diego. But we found flights with one or more stops from P16,103.
As of November 2025, there are no flights flying from Winnipeg to San Diego.
The cheapest month to fly from Winnipeg to San Diego is usually January.
If you're flying from Winnipeg Airport, the cheapest airport near San Diego is San Diego International – which is 4.1 km away from the centre of San Diego. We've found flights into this airport from P16,103.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Winnipeg Airport to San Diego on Wednesday, 21 January 2026.
No airlines currently offer direct flights between Winnipeg Airport and San Diego. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to San Diego but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to San Diego is around 40 days in advance, so don’t leave your flight to the last minute.
In November, the average temperature is usually around 16°C. August is typically the warmest month in San Diego, when it usually averages around 28°C. You can expect the least rain in June. The coldest month is December, with temperatures averaging 10°C. The rainiest month is February.
Currently, WestJet offers the cheapest flight tickets to San Diego.

Travelling from Winnipeg James Armstrong Richardson International Airport (YWG) to San Diego: what you need to know

  • The timezone in San Diego is UTC-7. The city is two hours behind Winnipeg, where Winnipeg James Armstrong Richardson International Airport is located.

  • For stress-free travel, turn up at the airport two hours ahead of international flights and an hour before domestic departures. This ensures you have enough time to board your YWG to San Diego flight.

  • Longer lines at check-in and security are likely if you're flying during high season, so allow a little extra breathing room. A good general rule for peak periods? Get there up to four hours ahead for international flights and two hours for domestic departures.

  • YWG is around 6 kilometres from central Winnipeg. If you're catching a cab, ride-sharing or driving from the centre, it'll take you 15 minutes or so to get there, depending on the traffic. If you're using public transport, expect the trip time to be around 55 minutes.

  • Have an early flight from Winnipeg James Armstrong Richardson International Airport to San Diego? Avoid rushing to the terminal (and sneak in some extra snooze time) by choosing one of these hotels near YWG:

  • Of the flights that depart from Winnipeg James Armstrong Richardson International Airport, 61.28% land on schedule at their destination.

  • YWG's address is 2000 Wellington Avenue.

How to find the cheapest flights from Winnipeg James Armstrong Richardson International Airport (YWG) to San Diego

  • The lowest price we've seen for a one-way Winnipeg James Armstrong Richardson International Airport to San Diego flight is P15,370. The cheapest price for a return flight is P16,103. Keep in mind fares may change due to demand at the time of booking.

  • Booking ahead of time is often the key to locking in a cheap flight from YWG to San Diego. Prices tend to rise as demand increases, so the closer your departure date, the more it could cost you.

  • Scoring cheap tickets from Winnipeg James Armstrong Richardson International Airport to San Diego is more likely if you're flexible with your dates. Use the 'Whole month' search function to access the lowest prices across the month and score an epic deal.

  • There's no need to check back in every day to see if fares have dropped when you create a Price Alert. We'll let you know when there's an even better deal on cheap flights from YWG to San Diego.

  • Choose your preferred departure and arrival times, number of stops and airlines with our filters. Then, sort the results for your flight from Winnipeg James Armstrong Richardson International Airport to San Diego by 'Cheapest,' 'Best' or 'Fastest.'

Airports in San Diego

San Diego International Airport (SAN)

  • San Diego International Airport (SAN) to central San Diego takes about 10 minutes by car. The centre is roughly 5 kilometres away.

  • It'll take around 20 minutes if you're travelling by public transport.

  • Consider staying in a hotel near SAN if you have a late flight from Winnipeg James Armstrong Richardson International Airport to San Diego. Check in to one of these options and avoid the hassle of a long transfer:

  • Go wherever you want, whenever you want with a San Diego International Airport rental car. Pick up your wheels from Thrifty, Dollar or Budget and experience more of San Diego and beyond.

  • For the lowest price, reserve your ride from San Diego International Airport about two weeks ahead of your flight from YWG to San Diego.

  • The street address for SAN is N Harbour Dr.

McClellan-Palomar Airport (CLD)

  • McClellan-Palomar Airport (CLD) is about 56 kilometres from the centre of San Diego. Once you've disembarked your flight from Winnipeg James Armstrong Richardson International Airport to San Diego, it'll take you around 40 minutes to reach the heart of the city in a cab or ride-share.

  • If you're catching public transport, it'll take about 2 hours 15 minutes.

  • There are some comfortable places to drop your things at near CLD. Kick back and get cosy after your YWG to San Diego flight at any of these perfectly located options:

  • Forget about inconvenient public transport timetables or cab lines. Grab a McClellan-Palomar Airport rental car and blaze your own trail. Check out the rates and availability from Budget, Hertz and Avis.

  • Get your preferred vehicle, not just what's left over, by securing your ride from CLD before your arrival. You'll also avoid paying more than you need to, especially during busy airport times.

Best time to go to San Diego

  • Carefully consider your trip dates before securing your flight from Winnipeg James Armstrong Richardson International Airport to San Diego. The city buzzes in high season, but hotel prices are typically higher and attractions can be busy. Plan your trip to San Diego in the low season if you like a more relaxed vibe.

  • Book a Winnipeg James Armstrong Richardson International Airport to San Diego plane ticket with a departure in August if you want to visit the city during its warmest month. You can expect temperatures to range from 17ºC (63ºF) to 28ºC (82ºF).

  • If you want cooler conditions, search for a cheap ticket from YWG to San Diego in February when temperatures average between 7ºC (45ºF) and 23ºC (73ºF).

More about San Diego

  • Start your San Diego trip off on the right foot by choosing the ideal place to stay. Once you've booked your flight from Winnipeg James Armstrong Richardson International Airport to San Diego, browse our selection of accommodation options including:

  • All great adventures should include a little sightseeing. USS Midway Museum, San Diego Zoo and SeaWorld San Diego are attractions you won't want to skip in San Diego.

Explore more of United States

  • San Diego will leave a lasting impression, but there are so many other parts of United States just waiting to be discovered. About 177 kilometres north-west of San Diego, a visit to Los Angeles will keep you on the go. Start with popular sights like Griffith Observatory, The Broad and La Brea Tar Pits & Museum.

  • If you're eager to discover another major stop in United States, head for Phoenix, about 483 kilometres east of San Diego. Desert Botanical Garden, Heard Museum and Papago Park are key highlights.

Plan the rest of your trip from Winnipeg to San Diego

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.