San Diego

$71+ Cheap flights from Wisconsin to San Diego (SAN)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/20. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SAN
Aug 23 — Aug 301
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Cheap flight deals from Wisconsin to San Diego

Keep the following information in mind while searching for Wisconsin to San Diego flight deals. Data was last updated August 18, 2025.

Round-trip from

$144
(Priceline)

One-way from

$71
(Cheapflightsfares)

Popular in

June

Cheapest in

November

Average price

$402
From Wisconsin to San Diego
One-way flight from Wisconsin to San Diego
Highest demand for flights based on searches. 3% potential increase in price ($14 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Average for round-trip flights in August 2025

Find flight deals from Wisconsin to San Diego

Cheapest flights from Wisconsin to San Diego
Explore the most affordable flight options available from Wisconsin to San Diego. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 18, 2025.

This Priceline deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/78:00 pmMSN - SAN
1 stop5h 50mFrontier
Mon 11/106:41 amSAN - MSN
1 stop10h 34mFrontier
Deal found 8/16$145
This Mytrip deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/47:55 amORD - SAN
Nonstop4h 35mFrontier
Wed 9/178:00 amSAN - ORD
1 stop25h 48mFrontier
Deal found 8/16$147
This Priceline deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1010:51 amORD - SAN
1 stop11h 17mFrontier
Mon 10/134:06 pmSAN - ORD
Nonstop4h 18mFrontier
Deal found 8/16$148
This CheapOair deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/236:50 amORD - SAN
1 stop19h 00mFrontier
Sun 10/266:41 amSAN - ORD
1 stop24h 55mFrontier
Deal found 8/17$150
This Priceline deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/318:04 pmMKE - SAN
1 stop5h 46mFrontier
Mon 11/36:41 amSAN - MKE
1 stop10h 38mFrontier
Deal found 8/17$150
This Priceline deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/187:05 amORD - SAN
1 stop8h 23mFrontier
Fri 10/241:06 pmSAN - ORD
1 stop9h 53mFrontier
Deal found 8/17$151
This Kiwi.com deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/277:15 amORD - SAN
Nonstop4h 22mMultiple Airlines
Wed 11/512:45 pmSAN - ORD
Nonstop4h 14mMultiple Airlines
Deal found 8/16$152
This Kiwi.com deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/156:00 amORD - SAN
1 stop7h 09mFrontier
Mon 9/222:31 pmSAN - ORD
1 stop6h 09mFrontier
Deal found 8/16$153
This United Airlines deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/139:13 amORD - SAN
Nonstop4h 27mUnited Airlines
Sat 9/2010:30 pmSAN - ORD
Nonstop4h 07mUnited Airlines
Deal found 8/16$154
This Kiwi.com deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/97:09 pmORD - SAN
2 stops25h 33mMultiple Airlines
Mon 9/152:31 pmSAN - ORD
1 stop6h 09mMultiple Airlines
Deal found 8/15$155
This Kiwi.com deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/66:00 amORD - SAN
1 stop19h 50mMultiple Airlines
Tue 11/118:00 amSAN - ORD
Nonstop3h 54mMultiple Airlines
Deal found 8/16$156
This CheapOair deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/267:30 amORD - SAN
1 stop8h 06mFrontier
Mon 9/296:35 amSAN - ORD
1 stop15h 24mFrontier
Deal found 8/17$157

Cheapflights Fare Finder

 
Customize your flight search to find flights from Wisconsin 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, Cheapflights users made 2,558,603 searches. Data last updated August 18, 2025.
Use the filters below to find and compare flights from Wisconsin to San Diego that are best for you.

Fly from

Wisconsin

Fly to

San Diego

Route

Depart

Return

Price

MadisonSan Diego

MSN - SAN

MSNSAN

Madison Truax Field

Fri 11/7

8:00 pm-11:50 pm

1 stop5h 50m

San Diego

Mon 11/10

6:41 am-7:15 pm

1 stop10h 34m

$145

ChicagoSan Diego

ORD - SAN

ORDSAN

Chicago O'Hare Intl

Mon 9/29

7:55 am-10:30 am

Nonstop4h 35m

San Diego

Sat 10/4

5:19 pm-11:59 pm

Nonstop4h 40m

$147

ChicagoSan Diego

ORD - SAN

ORDSAN

Chicago O'Hare Intl

Sun 12/7

8:00 am-10:31 am

Nonstop4h 31m

San Diego

Sun 12/14

5:07 pm-11:24 pm

Nonstop4h 17m

$148

ChicagoSan Diego

ORD - SAN

ORDSAN

Chicago O'Hare Intl

Fri 9/12

6:00 am-11:09 am

1 stop7h 09m

San Diego

Sun 9/14

2:31 pm-10:40 pm

1 stop6h 09m

$148

ChicagoSan Diego

ORD - SAN

ORDSAN

Chicago O'Hare Intl

Mon 9/15

6:00 am-11:09 am

1 stop7h 09m

San Diego

Thu 9/18

6:35 am-11:59 pm

1 stop15h 24m

$150

ChicagoSan Diego

ORD - SAN

ORDSAN

Chicago O'Hare Intl

Thu 10/30

6:00 am-11:50 pm

1 stop19h 50m

San Diego

Sun 11/2

5:47 pm-12:15 am

1 stop28h 28m

$150

ChicagoSan Diego

ORD - SAN

ORDSAN

Chicago O'Hare Intl

Thu 10/2

5:35 am-8:07 pm

1 stop16h 32m

San Diego

Sun 10/5

9:03 pm-11:59 pm

1 stop24h 56m

$150

ChicagoSan Diego

ORD - SAN

ORDSAN

Chicago O'Hare Intl

Thu 10/16

6:50 am-11:50 pm

1 stop19h 00m

San Diego

Tue 10/21

6:41 am-11:53 pm

1 stop15h 12m

$150

ChicagoSan Diego

ORD - SAN

ORDSAN

Chicago O'Hare Intl

Fri 10/3

6:00 am-11:53 pm

1 stop19h 53m

San Diego

Sun 10/5

6:35 am-9:37 am

1 stop25h 02m

$150

ChicagoSan Diego

ORD - SAN

ORDSAN

Chicago O'Hare Intl

Fri 10/3

6:00 am-11:53 pm

1 stop19h 53m

San Diego

Mon 10/6

10:20 am-11:59 pm

1 stop11h 39m

$150

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/16

Showing 1-10 of 60 results
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Best time to book a flight from Wisconsin to San Diego

Have a flexible travel schedule? Discover the best time to fly to San Diego from Wisconsin 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 Wisconsin to San Diego

What is the cheapest month to book a flight from Wisconsin to San Diego?

Currently, August is the cheapest month in which you can book a flight from Wisconsin to San Diego (average of $286). Flying from Wisconsin to San Diego in March is currently the most expensive (average of $366). 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.

What is the cheapest time of day to fly from WI to SAN?

Find hourly flight availability from Wisconsin to San Diego. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 18, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Wisconsin to San Diego as you normally would.

Related info for your journey

Find useful and relevant information for your journey from Wisconsin to San Diego. 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 into for flights to San Diego from Wisconsin?

    San Diego (SAN), located 2.6 mi from the city center, is the airport you fly into when you book flights from Wisconsin to San Diego.

  • How long is the flight from Wisconsin to San Diego?

    For as low as $145, Frontier can have you in San Diego from Wisconsin in 5h 50m. The distance between Wisconsin and San Diego is about 1668 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Wisconsin to San Diego one-way?

    To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $71. Frontier flights start at $75 while deals on Sun Country Air start at $99 one-way.

  • What are the most popular routes from Wisconsin to San Diego?

  • Can I find deals for flights from Wisconsin to San Diego that include hotel bookings?

    Yes. In addition to deals on Wisconsin to San Diego flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Wisconsin to San Diego?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Wisconsin to San Diego.

  • Can I find deals for business class flights from Wisconsin to San Diego?

    Yes. Cheapflights offers flight deals from Wisconsin to San Diego 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 Wisconsin to San Diego?

    Currently, August is the cheapest month in which you can book a flight from Wisconsin to San Diego (average of $286). Flying from Wisconsin to San Diego in March is currently the most expensive (average of $366). 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

Traveling to a place near San Diego?

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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Wisconsin to San Diego

See prices for flight routes from nearby airports that may be better suited for you.

Top 6 airlines flying from Wisconsin to San Diego

Discover the top 6 airlines that operate flights from Wisconsin to San Diego. 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 2,558,603 searches. Data last updated August 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$112Average$258FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$162Average$262FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$219Average$460FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$253Average$491FlexibilityNo cancel feeOn-time69%
DeltaCheapest$269Average$456FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$313Average$441FlexibilityNo cancel feeOn-time63%

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