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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 1/13. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SJD
Nov 26 — Dec 31
Tue 11/26
Tue 12/3
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 November 21, 2024.

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 November 21, 2024.

This Viva deal was found by Cheapflights users on 11/19. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/251:15 amORD - SJD
1 stop15h 00mViva
Tue 12/33:55 pmSJD - ORD
1 stop21h 35mViva
Deal found 11/19$385
This Kiwi.com deal was found by Cheapflights users on 11/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/36:30 amORD - SJD
2 stops14h 57mMultiple Airlines
Sun 12/88:00 amSJD - ORD
1 stop14h 52mMultiple Airlines
Deal found 11/20$388
This CheapOair deal was found by Cheapflights users on 11/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/292:42 amORD - SJD
1 stop9h 00mVolaris
Thu 12/58:19 pmSJD - ORD
1 stop7h 18mVolaris
Deal found 11/21$391
This American Airlines deal was found by Cheapflights users on 11/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/148:30 pmORD - SJD
1 stop16h 24mAmerican Airlines
Tue 12/172:29 pmSJD - ORD
1 stop9h 11mAmerican Airlines
Deal found 11/20$443
This Kiwi.com deal was found by Cheapflights users on 11/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2110:41 pmMDW - SJD
2 stops22h 29mMultiple Airlines
Mon 11/255:08 pmSJD - MDW
1 stop14h 37mMultiple Airlines
Deal found 11/20$489
This Mytrip deal was found by Cheapflights users on 11/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/67:55 pmMDW - SJD
1 stop12h 36mVolaris
Thu 12/124:10 pmSJD - MDW
2 stops15h 35mVolaris
Deal found 11/21$495
This Alaska Airlines deal was found by Cheapflights users on 11/20. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/75:59 pmORD - SJD
2 stops25h 50mAlaska Airlines
Sat 12/147:59 pmSJD - ORD
2 stops20h 00mAlaska Airlines
Deal found 11/20$520
This United Airlines deal was found by Cheapflights users on 11/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/69:04 amORD - SJD
Nonstop4h 53mUnited Airlines
Thu 12/1212:49 pmSJD - ORD
Nonstop4h 09mUnited Airlines
Deal found 11/21$536
This Delta deal was found by Cheapflights users on 11/20. 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.
Thu 12/197:05 amORD - SJD
1 stop7h 57mDelta
Tue 12/246:01 amSJD - ORD
2 stops14h 38mDelta
Deal found 11/20$540
This Aeromexico deal was found by Cheapflights users on 11/21. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/195:40 amORD - SJD
1 stop9h 22mAeromexico
Fri 12/272:10 pmSJD - ORD
1 stop7h 42mAeromexico
Deal found 11/21$554
This Southwest deal was found by Cheapflights users on 11/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/1510:30 pmMDW - SJD
2 stops16h 15mSouthwest
Wed 12/181:05 pmSJD - MDW
1 stop7h 45mSouthwest
Deal found 11/21$588
This Delta deal was found by Cheapflights users on 11/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/316:00 amMDW - SJD
1 stop7h 26mDelta
Tue 1/712:10 pmSJD - MDW
1 stop20h 29mDelta
Deal found 11/21$700

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 2,612,795 searches. Data last updated November 21, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 1/11

6:10 am-4:23 pm

1 stop11h 13m

San José del Cabo Los Cabos

Fri 1/17

3:45 pm-1:02 am

1 stop8h 17m

$384

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 5/10

7:25 am-7:28 pm

1 stop14h 03m

San José del Cabo Los Cabos

Sat 5/17

8:21 pm-5:44 am

1 stop7h 23m

$385

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Sat 1/18

7:55 pm-6:20 pm

2 stops23h 25m

San José del Cabo Los Cabos

Thu 1/23

10:53 am-8:45 am

2 stops20h 52m

$388

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 1/11

6:10 am-7:30 am

1 stop26h 20m

San José del Cabo Los Cabos

Sat 1/18

3:20 pm-5:45 pm

1 stop25h 25m

$407

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Wed 3/5

7:55 pm-7:31 am

1 stop12h 36m

San José del Cabo Los Cabos

Tue 3/11

7:42 am-7:14 pm

1 stop9h 32m

$408

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Wed 1/29

6:55 pm-6:49 pm

2 stops24h 54m

San José del Cabo Los Cabos

Sat 2/1

7:59 pm-4:27 pm

2 stops19h 28m

$428

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 12/14

8:30 pm-11:54 am

1 stop16h 24m

San José del Cabo Los Cabos

Tue 12/17

2:29 pm-12:40 am

1 stop9h 11m

$443

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Mon 3/3

1:00 am-10:04 am

1 stop10h 04m

San José del Cabo Los Cabos

Fri 3/7

10:54 am-11:18 pm

1 stop11h 24m

$476

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Tue 2/18

6:00 am-6:25 pm

2 stops13h 25m

San José del Cabo Los Cabos

Wed 2/26

6:02 am-10:20 pm

2 stops15h 18m

$481

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Mon 1/13

8:35 pm-11:40 am

2 stops16h 05m

San José del Cabo Los Cabos

Thu 1/16

12:15 pm-11:20 pm

2 stops10h 05m

$504

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

Showing 1-10 of 25 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 $438). Flying from Chicago 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.

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 November 21, 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.

Weekly flight availability from Chicago to Los Cabos

Explore weekly flight availability from Chicago to Los Cabos. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated November 21, 2024.

The most flights from CHI to zzKPG are scheduled on a Monday (3 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (3 on average).

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 21, 2024.
Get a feel of what it's like to fly with Volaris, Viva and American 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
5,005 reviews

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.2

Entertainment

7.7

Reviews

1 / 10

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

Southwest
8.1
Very good
5,005 reviews
Southwest
8.1
Very good
5,005 reviews

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.2

Entertainment

7.7

Reviews

1 / 10

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

Alaska Airlines
8.0
Very good
9,464 reviews
Southwest
8.1
Very good
5,005 reviews

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.2

Entertainment

7.7

Reviews

1 / 10

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

Delta
8.0
Very good
8,755 reviews
Southwest
8.1
Very good
5,005 reviews

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.2

Entertainment

7.7

Reviews

1 / 10

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

Aeromexico
7.5
Good
2,004 reviews
Southwest
8.1
Very good
5,005 reviews

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.2

Entertainment

7.7

Reviews

1 / 10

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

United Airlines
7.4
Good
9,172 reviews
Southwest
8.1
Very good
5,005 reviews

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.2

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 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 $119 while deals on Frontier start at $157 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 (97%), Emirates (87%), United Airlines( 87%).

  • 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 $901, our data indicates the cheapest price to be $205. The most popular route (Chicago O'Hare Intl - San José del Cabo Los Cabos), is priced around $256.

  • 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 $438). Flying from Chicago 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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Top 6 airlines flying from Chicago to Los Cabos

Discover the top 6 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 2,612,795 searches. Data last updated November 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
VivaCheapest$272Average$353FlexibilityNo cancel feeOn-timeN/A
VolarisCheapest$324Average$397FlexibilityNo cancel feeOn-time79%
DeltaCheapest$367Average$664FlexibilityNo cancel feeOn-timeN/A
AeromexicoCheapest$392Average$568FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$402Average$657FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$403Average$574FlexibilityNo cancel feeOn-time71%
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