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Cabo San Lucas

$100+ Cheap flights from Wisconsin to Cabo San Lucas, Mexico

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 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Wisconsin to Cabo San Lucas

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

This Sun Country Air deal was found by Cheapflights users on 12/16. 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 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 12/16$402
This United Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 12/179:03 amORD - SJD
Nonstop5h 00mUnited Airlines
Tue 12/2312:10 pmSJD - ORD
Nonstop4h 09mUnited Airlines
Deal found 12/16$474
This Delta deal was found by Cheapflights users on 12/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/175:30 amORD - SJD
1 stop7h 40mDelta
Wed 12/2411:25 amSJD - ORD
1 stop11h 30mDelta
Deal found 12/17$478
This Expedia deal was found by Cheapflights users on 12/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/178:59 pmORD - SJD
1 stop16h 36mMultiple Airlines
Mon 12/222:10 pmSJD - ORD
1 stop28h 35mMultiple Airlines
Deal found 12/16$484
This Delta deal was found by Cheapflights users on 12/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/175:30 amORD - SJD
1 stop7h 40mDelta
Tue 12/239:40 amSJD - ORD
2 stops13h 22mDelta
Deal found 12/16$493
This United Airlines deal was found by Cheapflights users on 12/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/225:49 amORD - SJD
1 stop6h 54mUnited Airlines
Thu 12/252:22 pmSJD - ORD
1 stop7h 50mUnited Airlines
Deal found 12/15$504
This Alaska Airlines deal was found by Cheapflights users on 12/15. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/168:59 pmORD - SJD
1 stop16h 40mAlaska Airlines
Sun 12/2111:44 amSJD - ORD
1 stop11h 15mAlaska Airlines
Deal found 12/15$513
This United Airlines deal was found by Cheapflights users on 12/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/249:09 amORD - SJD
Nonstop5h 00mUnited Airlines
Sat 12/2712:50 pmSJD - ORD
Nonstop4h 11mUnited Airlines
Deal found 12/17$519
This Delta deal was found by Cheapflights users on 12/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/245:30 amORD - SJD
1 stop8h 17mDelta
Wed 12/311:52 pmSJD - ORD
1 stop9h 10mDelta
Deal found 12/17$522
This United Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 12/247:10 amORD - SJD
1 stop7h 00mUnited Airlines
Mon 12/2912:50 pmSJD - ORD
Nonstop4h 11mUnited Airlines
Deal found 12/16$523
This American Airlines deal was found by Cheapflights users on 12/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/1610:04 amORD - SJD
Nonstop4h 56mAmerican Airlines
Sun 12/2112:30 pmSJD - ORD
Nonstop4h 27mAmerican Airlines
Deal found 12/15$524
This American Airlines deal was found by Cheapflights users on 12/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/295:21 amORD - SJD
1 stop12h 03mAmerican Airlines
Wed 1/72:21 pmSJD - ORD
1 stop9h 02mAmerican Airlines
Deal found 12/16$527

Find flight deals from Wisconsin to Cabo San Lucas

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

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$377
(CheapOair)

One-way from

$100
(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 Cabo San Lucas
Search Deals
One-way flight from Wisconsin to Cabo San Lucas
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 Cabo San Lucas 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 18, 2025.
Use the filters below to find and compare flights from Wisconsin to Cabo San Lucas that are best for you.

Fly from

Wisconsin

Fly to

Cabo San Lucas

Route

Depart

Return

Price

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Mon 1/26

9:00 am-2:41 pm

2 stops30h 41m

San José del Cabo Los Cabos

Thu 1/29

11:42 am-11:37 pm

1 stop10h 55m

$429

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Thu 2/26

5:29 pm-1:25 pm

1 stop20h 56m

San José del Cabo Los Cabos

Sat 2/28

1:51 pm-11:59 pm

1 stop9h 08m

$434

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 2/27

7:00 am-4:10 pm

1 stop10h 10m

San José del Cabo Los Cabos

Sat 3/7

1:51 pm-11:59 pm

1 stop9h 08m

$434

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 1/9

3:44 pm-2:30 pm

2 stops23h 46m

San José del Cabo Los Cabos

Fri 1/16

11:42 am-11:37 pm

1 stop10h 55m

$434

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 2/20

7:00 am-4:10 pm

1 stop10h 10m

San José del Cabo Los Cabos

Wed 2/25

1:24 pm-1:11 pm

1 stop22h 47m

$438

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 2/28

3:07 pm-11:11 am

2 stops21h 04m

San José del Cabo Los Cabos

Sat 3/7

1:51 pm-11:59 pm

1 stop9h 08m

$439

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 1/23

3:44 pm-2:30 pm

2 stops23h 46m

San José del Cabo Los Cabos

Mon 2/2

11:42 am-11:37 pm

1 stop10h 55m

$439

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Thu 1/29

9:00 am-2:41 pm

2 stops30h 41m

San José del Cabo Los Cabos

Sun 2/1

11:42 am-11:37 pm

1 stop10h 55m

$439

MilwaukeeSan José del Cabo

MKE - SJD

MKESJD

Milwaukee-Mitchell

Sun 2/8

5:30 am-2:09 pm

1 stop9h 39m

San José del Cabo Los Cabos

Thu 2/12

6:05 am-8:13 pm

2 stops13h 08m

$440

MilwaukeeSan José del Cabo

MKE - SJD

MKESJD

Milwaukee-Mitchell

Wed 2/18

7:20 am-2:37 pm

1 stop8h 17m

San José del Cabo Los Cabos

Tue 2/24

3:14 pm-11:48 pm

1 stop7h 34m

$440

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

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

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

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

Currently, June is the cheapest month in which you can book a flight from Wisconsin to Cabo San Lucas (average of $185). Flying from Wisconsin to Cabo San Lucas 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 C4B?

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

When flying from Wisconsin to Cabo San Lucas, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 45% versus a flight in the morning.

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

Related info for your journey

Find useful and relevant information for your journey from Wisconsin to Cabo San Lucas. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    Airlines like Alaska Airlines, Aeromexico, and Delta fly from Wisconsin to Cabo San Lucas in about 8h 17m. The time it takes to get you to your destination can typically vary by up to 22h 24m. The distance between Wisconsin and Cabo San Lucas is about 1850 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    The most popular flight routes from Wisconsin to Cabo San Lucas are Chicago O'Hare Intl - San José del Cabo Los Cabos, Minneapolis St Paul - San José del Cabo Los Cabos and Madison Truax Field - San José del Cabo Los Cabos.

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

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

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

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

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

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

    Currently, June is the cheapest month in which you can book a flight from Wisconsin to Cabo San Lucas (average of $185). Flying from Wisconsin to Cabo San Lucas 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.

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Alternative routes for Wisconsin to Cabo San Lucas

See prices for flight routes from nearby airports that may be better suited for you.
Los Angeles to San José del Cabo flights
San Francisco to San José del Cabo flights
Seattle to San José del Cabo flights
O'Hare Intl to San José del Cabo flights
Dallas/Fort Worth to San José del Cabo flights
Denver to San José del Cabo flights
John F Kennedy Intl to San José del Cabo flights
Newark to San José del Cabo flights
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Los Angeles to Loreto flights
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St. Louis to San José del Cabo flights

Top 4 airlines flying from Wisconsin to Cabo San Lucas

Discover the top 4 airlines that operate flights from Wisconsin to Cabo San Lucas. 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 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$394Average$554FlexibilityNo cancel feeOn-time69%
DeltaCheapest$394Average$587FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$425Average$637FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$621Average$697FlexibilityNo cancel feeOn-time63%

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