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Los Cabos

$88+ Cheap flights from Chicago (CHI) 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 1/16. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SJD
Dec 23 — Dec 301
Mon 12/23
Mon 12/30
1 adult, Economy
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Cheap flight deals from Chicago to Los Cabos

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Los Cabos (zzKPG). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 18, 2024.

Round-trip from

$429
(CheapOair)

One-way from

$88
(Viva)
From Chicago (CHI) to Los Cabos
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One-way flight from Chicago (CHI) to Los Cabos
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Find flight deals from Chicago to Los Cabos

Cheapest flights from Chicago to Los Cabos
Explore the most affordable flight options available from Chicago to Los Cabos. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2024.

This Aeromexico 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/316:20 amORD - SJD
1 stop7h 45mAeromexico
Thu 1/912:10 pmSJD - ORD
1 stop8h 48mAeromexico
Deal found 12/17$547
This Viva 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/313:45 pmORD - SJD
1 stop29h 05mViva
Fri 1/38:30 pmSJD - ORD
1 stop16h 50mViva
Deal found 12/17$561
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/313:45 pmORD - SJD
1 stop18h 40mMultiple Airlines
Tue 1/74:00 pmSJD - ORD
2 stops19h 29mMultiple Airlines
Deal found 12/17$569
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.
Tue 12/3111:20 amORD - SJD
Nonstop4h 53mUnited Airlines
Thu 1/912:49 pmSJD - ORD
Nonstop4h 09mUnited Airlines
Deal found 12/17$623
This Kiwi.com deal was found by Cheapflights users on 12/18. 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 12/317:50 pmMDW - SJD
1 stop12h 41mMultiple Airlines
Thu 1/28:30 pmSJD - MDW
2 stops22h 04mMultiple Airlines
Deal found 12/18$630
This Delta deal was found by Cheapflights users on 12/18. 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.
Mon 12/305:40 amORD - SJD
1 stop7h 46mDelta
Tue 12/311:08 pmSJD - ORD
1 stop10h 06mDelta
Deal found 12/18$637
This Aeromexico deal was found by Cheapflights users on 12/18. 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.
Mon 12/306:00 amMDW - SJD
1 stop7h 26mAeromexico
Tue 12/311:31 pmSJD - MDW
1 stop7h 35mAeromexico
Deal found 12/18$692
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/278:32 pmORD - SJD
1 stop13h 43mAmerican Airlines
Tue 12/3112:55 pmSJD - ORD
Nonstop4h 20mAmerican Airlines
Deal found 12/17$697
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/175:35 amMDW - SJD
1 stop9h 10mSouthwest
Tue 12/242:05 pmSJD - MDW
1 stop8h 20mSouthwest
Deal found 12/16$711
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/206:15 amORD - SJD
2 stops10h 20mSouthwest
Wed 12/2512:35 pmSJD - ORD
2 stops9h 00mSouthwest
Deal found 12/16$764
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/277:55 pmMDW - SJD
1 stop12h 36mVolaris
Thu 1/25:08 pmSJD - MDW
1 stop14h 37mVolaris
Deal found 12/16$1,063
This Delta deal was found by Cheapflights users on 12/18. 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.
Sat 12/286:00 amMDW - SJD
2 stops14h 25mDelta
Tue 12/311:31 pmSJD - MDW
1 stop7h 35mDelta
Deal found 12/18$1,408

Find flights from Chicago to Los Cabos within your budget

Customize your flight search to find flights from Chicago 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 2,558,603 searches. Data last updated December 18, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Wed 6/11

5:05 pm-7:50 am

1 stop16h 45m

San José del Cabo Los Cabos

Sun 6/15

8:20 am-3:35 pm

1 stop29h 15m

$425

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Thu 2/13

7:55 pm-7:30 am

1 stop12h 35m

San José del Cabo Los Cabos

Sun 2/16

3:45 pm-8:45 am

1 stop16h 00m

$431

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Thu 1/9

6:10 am-3:15 pm

1 stop10h 05m

San José del Cabo Los Cabos

Tue 1/14

5:35 pm-2:20 pm

2 stops19h 45m

$432

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Sun 2/16

7:55 pm-5:49 pm

2 stops22h 54m

San José del Cabo Los Cabos

Sun 2/23

4:10 pm-8:45 am

2 stops15h 35m

$436

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Wed 1/22

6:55 pm-6:49 pm

2 stops24h 54m

San José del Cabo Los Cabos

Tue 2/4

1:14 pm-1:07 pm

2 stops22h 53m

$437

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Thu 2/20

2:42 am-4:23 pm

1 stop14h 41m

San José del Cabo Los Cabos

Mon 2/24

5:08 pm-4:37 am

2 stops10h 29m

$448

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Mon 2/10

8:20 am-12:10 pm

Nonstop4h 50m

San José del Cabo Los Cabos

Sat 2/15

4:33 pm-5:05 am

1 stop11h 32m

$455

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Thu 2/6

6:00 am-6:32 pm

2 stops13h 32m

San José del Cabo Los Cabos

Tue 2/11

6:02 am-10:20 pm

2 stops15h 18m

$459

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 1/28

1:03 am-10:04 am

1 stop10h 01m

San José del Cabo Los Cabos

Tue 2/4

6:02 am-9:15 pm

2 stops14h 13m

$460

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Sun 1/19

6:00 am-2:11 pm

1 stop9h 11m

San José del Cabo Los Cabos

Thu 1/23

1:41 pm-10:20 pm

1 stop7h 39m

$492

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 27 results
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Best time to book a flight from Chicago to Los Cabos

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

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

What is the cheapest month to book a flight from Chicago to Los Cabos?

Currently, January is the cheapest month in which you can book a flight from Chicago to Los Cabos (average of $437). Flying from Chicago to Los Cabos in June is currently the most expensive (average of $550). 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 CHI to KPG?

Find hourly flight availability from Chicago to Los Cabos. 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, 2024.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago to Los Cabos as you normally would.

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 December 18, 2024.
Get a feel of what it's like to fly with American Airlines, Volaris and Alaska Airlines from Chicago to Los Cabos by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,848 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,848 reviews
Southwest
8.1
Very good
4,848 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Alaska Airlines
8.0
Very good
9,552 reviews
Southwest
8.1
Very good
4,848 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,604 reviews
Southwest
8.1
Very good
4,848 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Aeromexico
7.5
Good
1,930 reviews
Southwest
8.1
Very good
4,848 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
9,059 reviews
Southwest
8.1
Very good
4,848 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Chicago 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 to Los Cabos one-way?

    To fly one-way, consider booking your trip with Viva, which is currently one of the cheapest options available, starting at $88. Volaris flights start at $112 while deals on Frontier start at $151 one-way.

  • What are the most reliable airlines from Chicago to Los Cabos?

    Before booking your flight to Los Cabos from Chicago, check out the most reliable airlines to get you to your destination on time: American Airlines (99%), Emirates (82%), United Airlines( 82%).

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

    Looking for the cheapest flight from Chicago to Los Cabos? While on average our users pay $905, our data indicates the cheapest price to be $229. The most popular route (Chicago O'Hare Intl - San José del Cabo Los Cabos), is priced around $257.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Chicago to Los Cabos (average of $437). Flying from Chicago to Los Cabos in June is currently the most expensive (average of $550). 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

Browse thousands of different options on Cheapflights for your next trip

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Top 7 airlines flying from Chicago to Los Cabos

Discover the top 7 airlines that operate flights from Chicago 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 2,558,603 searches. Data last updated December 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
VivaCheapest$271Average$363FlexibilityNo cancel feeOn-timeN/A
VolarisCheapest$323Average$397FlexibilityNo cancel feeOn-time79%
DeltaCheapest$400Average$678FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$405Average$656FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$405Average$590FlexibilityNo cancel feeOn-time71%
AeromexicoCheapest$426Average$570FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$527Average$850FlexibilityNo cancel feeOn-time63%
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