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Los Cabos

$146+ Cheap flights from Midway (MDW) to Los Cabos

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 12/6. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SJD
Nov 12 — Nov 191
Tue 11/12
Tue 11/19
1 adult, Economy
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Find flight deals from Midway to Los Cabos

Cheapest flights from Midway to Los Cabos
Explore the most affordable flight options available from Midway to Los Cabos. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 7, 2024.

This Kiwi.com deal was found by Cheapflights users on 11/6. 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 11/287:55 pmMDW - SJD
1 stop12h 35mMultiple Airlines
Tue 12/34:10 pmSJD - MDW
2 stops15h 35mMultiple Airlines
Deal found 11/6$406
This Kiwi.com deal was found by Cheapflights users on 11/7. 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 11/257:20 pmMDW - SJD
1 stop16h 22mVolaris
Sun 12/18:39 pmSJD - MDW
1 stop11h 49mVolaris
Deal found 11/7$451
This Delta deal was found by Cheapflights users on 11/6. 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.
Tue 12/106:00 amMDW - SJD
1 stop7h 26mDelta
Thu 12/121:35 pmSJD - MDW
1 stop7h 31mDelta
Deal found 11/6$491
This Southwest deal was found by Cheapflights users on 11/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/68:35 pmMDW - SJD
2 stops19h 40mSouthwest
Tue 12/101:25 pmSJD - MDW
2 stops8h 10mSouthwest
Deal found 11/7$563
This Aeromexico deal was found by Cheapflights users on 11/7. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/612:44 pmMDW - SJD
1 stop25h 57mAeromexico
Mon 12/96:04 amSJD - MDW
2 stops15h 02mAeromexico
Deal found 11/7$946

Find flights from Midway to Los Cabos within your budget

Customize your flight search to find flights from Midway to Los Cabos 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 2,537,365 searches. Data last updated November 7, 2024.

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Route

Depart

Return

Price

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Fri 12/6

7:15 am-10:27 am

1 stop28h 12m

$146

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Wed 2/26

7:55 pm-3:15 pm

1 stop20h 20m

$159

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Tue 1/28

7:50 pm-7:31 am

1 stop12h 41m

$165

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Mon 1/6

6:00 am-6:25 pm

2 stops13h 25m

$234

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Tue 12/10

8:35 pm-1:45 pm

2 stops18h 10m

$254

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Wed 1/22

7:55 pm-7:31 am

1 stop12h 36m

San José del Cabo Los Cabos

Mon 1/27

5:08 pm-8:45 am

1 stop14h 37m

$388

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Thu 11/28

7:55 pm-7:30 am

1 stop12h 35m

San José del Cabo Los Cabos

Tue 12/3

4:10 pm-8:45 am

2 stops15h 35m

$406

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Tue 12/10

6:00 am-12:26 pm

1 stop7h 26m

San José del Cabo Los Cabos

Thu 12/12

1:35 pm-10:06 pm

1 stop7h 31m

$491

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Sun 3/2

10:35 pm-11:40 am

1 stop14h 05m

San José del Cabo Los Cabos

Fri 3/7

1:35 pm-1:50 am

1 stop11h 15m

$524

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Sat 2/1

10:57 am-2:11 pm

1 stop28h 14m

San José del Cabo Los Cabos

Tue 2/4

6:00 am-10:20 pm

2 stops15h 20m

$721

Flights are sorted by cheapest first

Deals found on 11/5

Best time to book a flight from Midway to Los Cabos

Have a flexible travel schedule? Discover the best time to fly to Los Cabos from Midway 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.

Travel insights for flights from Midway to Los Cabos

Get recent, data-driven insights about flights from Midway to Los Cabos including ideal travel times, pricing trends, and more.

Rainfall in Los Cabos by month

Plan your trip to Los Cabos by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Los Cabos ranges from 0.0 - 4.5 inches per month. September is typically the wettest month, when rainfall can reach 4.5 in. March is typically the driest time to visit Los Cabos when rainfall is around 0.0 in.

Temperature in Los Cabos by month

Plan your trip to Los Cabos by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Los Cabos, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 66.2 F).

Reviews of airlines servicing Los Cabos

Get insights into the airlines that provide service to Los Cabos. 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 Los Cabos. Reviews last updated November 7, 2024.
To help decide which airline to fly from Chicago to Los Cabos, see what other customers have to say about Volaris, Delta and Aeromexico. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,083 reviews

Overall

8.1

Food

7.2

Boarding

8.3

Crew

8.7

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,083 reviews
Southwest
8.1
Very good
5,083 reviews

Overall

8.1

Food

7.2

Boarding

8.3

Crew

8.7

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,828 reviews
Southwest
8.1
Very good
5,083 reviews

Overall

8.1

Food

7.2

Boarding

8.3

Crew

8.7

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Aeromexico
7.5
Good
2,022 reviews
Southwest
8.1
Very good
5,083 reviews

Overall

8.1

Food

7.2

Boarding

8.3

Crew

8.7

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Volaris
6.7
Okay
1,308 reviews
Southwest
8.1
Very good
5,083 reviews

Overall

8.1

Food

7.2

Boarding

8.3

Crew

8.7

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Frontier
6.1
Okay
3,567 reviews
Southwest
8.1
Very good
5,083 reviews

Overall

8.1

Food

7.2

Boarding

8.3

Crew

8.7

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Related info for your journey

Find useful and relevant information for your journey from Midway to Los Cabos. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Chicago Midway Airport to Los Cabos one-way?

    One-way options have recently been found by users for as low as $146 on Frontier. Other airlines that offer cheap prices include Volaris from $165 and Delta from $234 one-way.

  • What are the cheapest flights from Chicago Midway Airport to Los Cabos?

    On average you can expect to pay $1,295 for a flight from Chicago Midway Airport to Los Cabos. The cheapest flight overall is $650 while the most popular route, (Chicago Midway - San José del Cabo Los Cabos) is currently priced at $410.

  • Can I find deals for flights from Midway to Los Cabos that include hotel bookings?

    Yes. In addition to deals on Midway to Los Cabos flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Los Cabos?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Los Cabos.

  • Can I find deals for business class flights from Midway to Los Cabos?

    Yes. Cheapflights offers flight deals from Midway to Los Cabos 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 Chicago Midway Airport to Los Cabos?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Los Cabos (average of $438). Flying from Chicago Midway Airport to Los Cabos in June is currently the most expensive (average of $548). 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 Midway to Los Cabos

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to San José del Cabo flights
Midway to San José del Cabo flights
O'Hare Intl to La Paz flights
O'Hare Intl to Loreto flights
Midway to La Paz flights

Top airline flying from Midway to Los Cabos

Discover the top airline that operate flights from Midway to Los Cabos. 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 2,537,365 searches. Data last updated November 7, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$515Average$712FlexibilityNo cancel feeOn-timeN/A
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