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$60+ Cheap flights from San Diego (SAN) to Wisconsin

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 2/24. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — MKE
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap flight deals from San Diego to Wisconsin

Cheapest flights from San Diego to Wisconsin
Explore the most affordable flight options available from San Diego to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

This United Airlines deal was found by Cheapflights users on 1/28. 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.
Wed 2/185:00 pm
SAN
-
ORD
Nonstop4h 00m
United Airlines
Sat 2/217:05 am
ORD
-
SAN
Nonstop4h 42m
United Airlines
Deal found 1/28$157
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Wed 2/259:45 am
SAN
-
ORD
1 stop22h 41m
Frontier
Sat 2/287:55 am
ORD
-
SAN
1 stop13h 58m
Frontier
Deal found 1/27$158
This American Airlines deal was found by Cheapflights users on 1/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/36:20 am
SAN
-
ORD
Nonstop4h 19m
American Airlines
Tue 3/105:49 pm
ORD
-
SAN
Nonstop4h 31m
American Airlines
Deal found 1/27$159
This Trip.com deal was found by Cheapflights users on 1/27. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/288:00 am
SAN
-
ORD
1 stop6h 53m
Multiple Airlines
Sat 3/73:07 pm
ORD
-
SAN
Nonstop4h 45m
Multiple Airlines
Deal found 1/27$162
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 2/247:11 am
SAN
-
ORD
2 stops24h 28m
Multiple Airlines
Tue 3/39:15 am
ORD
-
SAN
1 stop13h 09m
Multiple Airlines
Deal found 1/27$163
This WAYA deal was found by Cheapflights users on 1/27. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/1911:59 am
SAN
-
ORD
1 stop9h 15m
Multiple Airlines
Sat 2/213:07 pm
ORD
-
SAN
Nonstop4h 45m
Multiple Airlines
Deal found 1/27$164
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Wed 4/2210:00 am
SAN
-
ORD
1 stop21h 50m
Frontier
Mon 4/277:43 am
ORD
-
SAN
1 stop8h 42m
Frontier
Deal found 1/27$165
This Kiwi.com deal was found by Cheapflights users on 1/26. 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.
Wed 3/48:45 am
SAN
-
ORD
2 stops27h 20m
Frontier
Tue 3/107:00 am
ORD
-
SAN
1 stop9h 31m
Frontier
Deal found 1/26$166
This Alaska Airlines deal was found by Cheapflights users on 1/27. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/185:42 pm
SAN
-
ORD
Nonstop4h 17m
Alaska Airlines
Thu 2/193:07 pm
ORD
-
SAN
Nonstop4h 45m
Alaska Airlines
Deal found 1/27$167
This WAYA deal was found by Cheapflights users on 1/27. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/99:58 pm
SAN
-
ORD
1 stop6h 10m
Multiple Airlines
Thu 3/123:07 pm
ORD
-
SAN
Nonstop4h 45m
Multiple Airlines
Deal found 1/27$168
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 2/266:36 pm
SAN
-
ORD
2 stops16h 49m
Frontier
Mon 3/26:00 am
ORD
-
SAN
1 stop15h 35m
Frontier
Deal found 1/27$169
This Frontier deal was found by Cheapflights users on 1/27. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2210:00 am
SAN
-
MSP
1 stop11h 58m
Frontier
Fri 4/241:50 pm
MSP
-
SAN
1 stop12h 11m
Frontier
Deal found 1/27$215

Find flight deals from San Diego to Wisconsin

Keep the following information in mind while searching for San Diego to Wisconsin flight deals. Data was last updated January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$157
(United Airlines)

One-way from

$63
(Trip.com)

Popular in

June

Cheapest in

September

Average price

$452

Good round-trip deal

$376 or less
Provider with most accurate pricing for San Diego-Milwaukee-Mitchell flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Diego-Milwaukee-Mitchell flights.
Search Deals
From San Diego to Wisconsin
Search Deals
One-way flight from San Diego to Wisconsin
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($46 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals
Price to beat on a round-trip flight from San Diego to Wisconsin.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Diego to Wisconsin 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 January 29, 2026.
Use the filters below to find and compare flights from San Diego to Wisconsin that are best for you.

Fly from

San Diego

Fly to

Wisconsin

Route

Depart

Return

Price

San DiegoChicago

SAN - ORD

SANORD

San Diego

Thu 2/26

11:59 am-1:25 pm

1 stop23h 26m

Chicago O'Hare Intl

Thu 3/5

4:16 pm-8:05 am

1 stop17h 49m

$160

San DiegoChicago

SAN - ORD

SANORD

San Diego

Wed 2/18

5:42 pm-11:59 pm

Nonstop4h 17m

Chicago O'Hare Intl

Thu 2/19

3:07 pm-5:52 pm

Nonstop4h 45m

$167

San DiegoChicago

SAN - ORD

SANORD

San Diego

Mon 3/9

5:42 pm-11:59 pm

Nonstop4h 17m

Chicago O'Hare Intl

Tue 3/17

3:07 pm-5:52 pm

Nonstop4h 45m

$167

San DiegoChicago

SAN - ORD

SANORD

San Diego

Thu 2/19

5:42 pm-11:59 pm

Nonstop4h 17m

Chicago O'Hare Intl

Sat 2/21

8:20 am-11:09 am

Nonstop4h 49m

$167

San DiegoChicago

SAN - ORD

SANORD

San Diego

Fri 4/17

2:05 pm-8:17 pm

Nonstop4h 12m

Chicago O'Hare Intl

Sun 4/19

7:00 am-9:40 am

Nonstop4h 40m

$177

San DiegoChicago

SAN - ORD

SANORD

San Diego

Thu 4/23

10:30 pm-4:35 am

Nonstop4h 05m

Chicago O'Hare Intl

Sun 4/26

7:00 am-9:40 am

Nonstop4h 40m

$177

San DiegoChicago

SAN - ORD

SANORD

San Diego

Thu 2/26

5:00 pm-10:59 pm

Nonstop3h 59m

Chicago O'Hare Intl

Mon 3/2

7:59 pm-10:44 pm

Nonstop4h 45m

$177

San DiegoChicago

SAN - ORD

SANORD

San Diego

Thu 4/16

10:30 pm-4:35 am

Nonstop4h 05m

Chicago O'Hare Intl

Fri 4/17

8:20 pm-10:59 pm

Nonstop4h 39m

$177

San DiegoChicago

SAN - ORD

SANORD

San Diego

Sun 4/26

10:30 pm-4:35 am

Nonstop4h 05m

Chicago O'Hare Intl

Wed 4/29

8:46 am-11:25 am

Nonstop4h 39m

$187

San DiegoChicago

SAN - ORD

SANORD

San Diego

Sat 2/14

8:35 am-2:58 pm

Nonstop4h 23m

Chicago O'Hare Intl

Tue 2/17

3:07 pm-5:52 pm

Nonstop4h 45m

$194

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Showing 1-10 of 60 results
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6

Best time to book a flight from San Diego to Wisconsin

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

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

Currently, July is the cheapest month in which you can book a flight from San Diego to Wisconsin (average of $122). Flying from San Diego to Wisconsin in October is currently the most expensive (average of $256). 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 SAN to WI?

Find hourly flight availability from San Diego to Wisconsin. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 29, 2026.

When flying from San Diego to Wisconsin, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Wisconsin

Get insights into the airlines that provide service to Wisconsin. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Wisconsin. Reviews last updated January 29, 2026.
See what other customers who have flown with Southwest, Delta, and United Airlines from San Diego to Wisconsin have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,267 reviews

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Southwest
8.0
Very good
4,267 reviews
Southwest
8.0
Very good
4,267 reviews

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Delta
7.9
Good
8,128 reviews
Southwest
8.0
Very good
4,267 reviews

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
United Airlines
7.4
Good
9,215 reviews
Southwest
8.0
Very good
4,267 reviews

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
American Airlines
7.2
Good
11,205 reviews
Southwest
8.0
Very good
4,267 reviews

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Frontier
5.7
Fair
3,056 reviews
Southwest
8.0
Very good
4,267 reviews

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.

Related info for your journey

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

    Most people fly from San Diego (SAN) if they book a flight from San Diego to Wisconsin. San Diego is conveniently located just 2.6 mi from San Diego’s city center.

  • How popular is this San Diego to Wisconsin flight route?

    Flights from San Diego to Wisconsin have been viewed 1 times in the past calendar month.

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

    Frontier, Alaska Airlines, and United Airlines can get you from San Diego to Wisconsin in just under 4h 12m. Your travel time can differ by up to 19h 14m. San Diego and Wisconsin are separated by a distance of 1719 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $85. However, be on the lookout for offers from Spirit Airlines and Alaska Airlines, as they are both options that can get you from San Diego to Wisconsin for a low price.

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

    Most travelers choose San Diego - Chicago O'Hare Intl, San Diego - Minneapolis St Paul or San Diego - Milwaukee-Mitchell when deciding on the best route from San Diego to Wisconsin.

  • What are the cheapest flights from San Diego to Wisconsin?

    The cheapest flight price from San Diego to Wisconsin is $222. On average you can expect to pay $387. The most popular route, (San Diego - Chicago O'Hare Intl), can usually be booked for $138.

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

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

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

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

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

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

    Currently, July is the cheapest month in which you can book a flight from San Diego to Wisconsin (average of $122). Flying from San Diego to Wisconsin in October is currently the most expensive (average of $256). 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

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Alternative routes for San Diego to Wisconsin

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from San Diego to Wisconsin

Discover the top 6 airlines that operate flights from San Diego to Wisconsin. 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$107Average$292FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$168Average$254FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$247Average$443FlexibilityNo cancel feeOn-time63%
DeltaCheapest$249Average$413FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$256Average$474FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$257Average$453FlexibilityNo cancel feeOn-time71%

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