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San José del Cabo

$103+ Cheap flights from Wisconsin to San José del Cabo (SJD)

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 2/8. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJD
Jan 21 — Jan 281
Wed 1/21
Wed 1/28
1 adult, Economy
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Cheap flight deals from Wisconsin to San José del Cabo

Cheapest flights from Wisconsin to San José del Cabo
Explore the most affordable flight options available from Wisconsin to San José del Cabo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 22, 2025.

This Sun Country Air deal was found by Cheapflights users on 12/21. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:06 amMSP - SJD
Nonstop4h 32mSun Country Air
Sat 12/2710:43 amSJD - MSP
Nonstop3h 59mSun Country Air
Deal found 12/21$402
This Sun Country Air deal was found by Cheapflights users on 12/20. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:06 amMSP - SJD
Nonstop4h 32mSun Country Air
Wed 12/3110:43 amSJD - MSP
Nonstop3h 59mSun Country Air
Deal found 12/20$475
This Alaska Airlines deal was found by Cheapflights users on 12/19. 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.
Mon 12/228:58 pmORD - SJD
2 stops39h 38mAlaska Airlines
Thu 12/256:18 pmSJD - ORD
2 stops28h 41mAlaska Airlines
Deal found 12/19$516
This American Airlines deal was found by Cheapflights users on 12/19. 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.
Mon 12/297:36 amORD - SJD
1 stop9h 48mAmerican Airlines
Wed 1/141:52 pmSJD - ORD
Nonstop4h 23mAmerican Airlines
Deal found 12/19$517
This Expedia deal was found by Cheapflights users on 12/21. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:06 amMSP - SJD
Nonstop4h 32mMultiple Airlines
Sat 12/273:30 pmSJD - MSP
1 stop7h 32mMultiple Airlines
Deal found 12/21$519
This United Airlines deal was found by Cheapflights users on 12/19. 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 12/209:09 amORD - SJD
Nonstop5h 00mUnited Airlines
Fri 12/2612:10 pmSJD - ORD
Nonstop4h 09mUnited Airlines
Deal found 12/19$519
This Booking.com deal was found by Cheapflights users on 12/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/314:30 pmORD - SJD
1 stop16h 30mViva
Mon 1/510:05 pmSJD - ORD
1 stop24h 50mViva
Deal found 12/20$550
This Delta deal was found by Cheapflights users on 12/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/217:25 amORD - SJD
1 stop7h 55mDelta
Thu 12/251:52 pmSJD - ORD
1 stop9h 10mDelta
Deal found 12/19$580
This United Airlines deal was found by Cheapflights users on 12/19. 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.
Sun 12/217:15 amORD - SJD
Nonstop4h 53mUnited Airlines
Thu 12/2512:10 pmSJD - ORD
Nonstop4h 09mUnited Airlines
Deal found 12/19$584
This CheapOair deal was found by Cheapflights users on 12/20. 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.
Wed 12/246:06 amMSP - SJD
Nonstop4h 32mMultiple Airlines
Mon 12/292:10 pmSJD - MSP
1 stop30h 09mMultiple Airlines
Deal found 12/20$613
This CheapOair deal was found by Cheapflights users on 12/20. 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.
Wed 12/316:06 amMSP - SJD
Nonstop4h 32mMultiple Airlines
Wed 1/212:45 pmSJD - MSP
2 stops21h 20mMultiple Airlines
Deal found 12/20$640
This Delta deal was found by Cheapflights users on 12/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/269:00 amMSP - SJD
1 stop11h 16mDelta
Wed 12/311:39 pmSJD - MSP
Nonstop4h 21mDelta
Deal found 12/20$652

Find flight deals from Wisconsin to San José del Cabo

Keep the following information in mind while searching for Wisconsin to San José del Cabo flight deals. Data was last updated December 22, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$358
(Expedia)

One-way from

$103
(Mytrip)

Popular in

July

Cheapest in

October

Average price

$592
Provider with most accurate pricing for Milwaukee-Mitchell-San José del Cabo Los Cabos flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-San José del Cabo Los Cabos flights.
Search Deals
From Wisconsin to San José del Cabo Los Cabos
Search Deals
One-way flight from Wisconsin to San José del Cabo Los Cabos
Search Deals
Highest demand for flights based on searches. 0% potential increase in price ($4 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Wisconsin to San José del Cabo 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 December 22, 2025.
Use the filters below to find and compare flights from Wisconsin to San José del Cabo that are best for you.

Fly from

Wisconsin

Fly to

San José del Cabo

Route

Depart

Return

Price

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Mon 2/23

7:00 am-4:10 pm

1 stop10h 10m

San José del Cabo Los Cabos

Thu 2/26

4:50 pm-1:11 pm

1 stop19h 21m

$398

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sun 1/18

2:06 pm-12:15 pm

1 stop23h 09m

San José del Cabo Los Cabos

Thu 1/22

11:42 am-11:37 pm

1 stop10h 55m

$406

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Mon 1/12

3:44 pm-2:41 pm

2 stops23h 57m

San José del Cabo Los Cabos

Thu 1/15

12:42 pm-1:10 pm

1 stop23h 28m

$411

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Mon 2/9

3:44 pm-2:30 pm

2 stops23h 46m

San José del Cabo Los Cabos

Fri 2/13

5:20 pm-11:56 pm

1 stop29h 36m

$411

MinneapolisSan José del Cabo

MSP - SJD

MSPSJD

Minneapolis St Paul

Sat 1/10

6:06 am-9:43 am

Nonstop4h 37m

San José del Cabo Los Cabos

Sat 1/17

10:46 am-3:42 pm

Nonstop3h 56m

$413

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Mon 2/9

9:05 am-1:03 pm

Nonstop4h 58m

San José del Cabo Los Cabos

Fri 2/13

12:50 pm-6:01 pm

Nonstop4h 11m

$415

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sun 2/15

5:45 am-2:32 pm

1 stop9h 47m

San José del Cabo Los Cabos

Thu 2/19

12:50 pm-6:01 pm

Nonstop4h 11m

$420

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Mon 2/9

3:44 pm-2:30 pm

2 stops23h 46m

San José del Cabo Los Cabos

Wed 2/18

4:47 pm-11:59 pm

2 stops30h 12m

$424

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sun 3/1

8:20 am-12:41 pm

1 stop29h 21m

San José del Cabo Los Cabos

Fri 3/6

12:21 pm-11:59 pm

1 stop10h 38m

$424

MinneapolisSan José del Cabo

MSP - SJD

MSPSJD

Minneapolis St Paul

Sat 2/21

7:15 am-2:44 pm

1 stop8h 29m

San José del Cabo Los Cabos

Sat 2/28

3:59 pm-11:57 pm

1 stop6h 58m

$430

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/21

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

Have a flexible travel schedule? Discover the best time to fly to San José del Cabo 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 José del Cabo

What is the cheapest month to book a flight from Wisconsin to San José del Cabo?

Currently, June is the cheapest month in which you can book a flight from Wisconsin to San José del Cabo (average of $185). Flying from Wisconsin to San José del Cabo in March is currently the most expensive (average of $514). 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 SJD?

Find hourly flight availability from Wisconsin to San José del Cabo. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 22, 2025.

It’s optimal to fly from Wisconsin to San José del Cabo at noon. By choosing this option you can save up to 36% on the cost of your flight, compared to a flight in the evening.

How much does it cost to fly round-trip from Wisconsin to San José del Cabo?

Related info for your journey

Find useful and relevant information for your journey from Wisconsin to San José del Cabo. 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 José del Cabo from Wisconsin?

    San José del Cabo Los Cabos (SJD) is the airport you will fly into if you book a flight from Wisconsin to San José del Cabo. It is only a 6.6 mi journey from Los Cabos (SJD) to San José del Cabo’s city center.

  • How long is the flight from Wisconsin to San José del Cabo?

    There are many flights that can get you from Wisconsin to San José del Cabo in 4h 37m. Fly via Alaska Airlines, Sun Country Air, or Frontier to get the fastest option. The distance between Wisconsin and San José del Cabo is about 1765 mi. This flight may include one or multiple stops.

  • What are the most popular routes from Wisconsin to San José del Cabo?

    The most popular route from Wisconsin to San José del Cabo is Chicago O'Hare Intl - San José del Cabo Los Cabos. You may also consider Minneapolis St Paul - San José del Cabo Los Cabos or Madison Truax Field - San José del Cabo Los Cabos.

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

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

  • How can I find direct flights from Wisconsin to San José del Cabo?

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

  • Can I find deals for business class flights from Wisconsin to San José del Cabo?

    Yes. Cheapflights offers flight deals from Wisconsin to San José del Cabo 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 José del Cabo?

    Currently, June is the cheapest month in which you can book a flight from Wisconsin to San José del Cabo (average of $185). Flying from Wisconsin to San José del Cabo in March is currently the most expensive (average of $514). 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 Wisconsin to San José del Cabo

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Wisconsin to San José del Cabo

Discover the top 4 airlines that operate flights from Wisconsin to San José del Cabo. 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 December 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$394Average$587FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$412Average$557FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$440Average$637FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$593Average$681FlexibilityNo cancel feeOn-time63%

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