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Los Cabos

$87+ 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 12 — Nov 191
Tue 11/12
Tue 11/19
1 adult, Economy
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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 November 7, 2024.

This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/95:40 pmORD - SJD
3 stops27h 47mMultiple Airlines
Fri 12/134:10 pmSJD - ORD
2 stops17h 56mMultiple Airlines
Deal found 11/6$384
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.
Sun 11/241:15 amORD - SJD
1 stop9h 05mVivaAerobus
Thu 11/288:25 pmSJD - ORD
1 stop16h 50mVivaAerobus
Deal found 11/7$390
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/136:23 amORD - SJD
1 stop13h 59mVolaris
Sat 11/165:08 pmSJD - ORD
1 stop6h 54mVolaris
Deal found 11/6$400
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 United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/99:04 amORD - SJD
Nonstop4h 53mUnited Airlines
Fri 12/1312:49 pmSJD - ORD
Nonstop4h 09mUnited Airlines
Deal found 11/6$418
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/105:00 amORD - SJD
1 stop8h 20mAmerican Airlines
Fri 12/131:12 pmSJD - ORD
Nonstop4h 20mAmerican Airlines
Deal found 11/7$423
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 Alaska Airlines 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/111:07 pmORD - SJD
2 stops24h 08mAlaska Airlines
Sat 12/1412:07 pmSJD - ORD
2 stops23h 55mAlaska Airlines
Deal found 11/7$452
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/105:40 amORD - SJD
1 stop7h 46mDelta
Wed 12/1112:48 pmSJD - ORD
1 stop9h 26mDelta
Deal found 11/7$461
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 Aeromexico deal was found by Cheapflights users on 11/5. 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 12/315:40 amORD - SJD
1 stop7h 46mAeromexico
Thu 1/91:38 pmSJD - ORD
1 stop9h 21mAeromexico
Deal found 11/5$509
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

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 2,537,365 searches. Data last updated November 7, 2024.

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Fly to

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Route

Depart

Return

Price

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Mon 1/13

3:50 pm-9:25 am

1 stop18h 35m

$87

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Mon 2/10

5:40 pm-10:42 am

2 stops18h 02m

$111

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 1/24

5:40 pm-4:50 pm

2 stops24h 10m

$122

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

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 3/1

7:00 pm-4:29 pm

2 stops22h 29m

$186

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sun 12/8

8:27 am-12:12 pm

Nonstop4h 45m

$191

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sun 12/15

9:04 am-12:57 pm

Nonstop4h 53m

$200

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 2/26

7:55 pm-3:15 pm

1 stop20h 20m

$159

Flights are sorted by cheapest first

Deals found on 11/6

Showing 1-10 of 24 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 7, 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 7, 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 7, 2024.
Get a feel of what it's like to fly with Volaris, VivaAerobus 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
5,083 reviews

Crew

8.7

Comfort

8.1

Overall

8.1

Boarding

8.3

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

Crew

8.7

Comfort

8.1

Overall

8.1

Boarding

8.3

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
9,428 reviews
Southwest
8.1
Very good
5,083 reviews

Crew

8.7

Comfort

8.1

Overall

8.1

Boarding

8.3

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

Crew

8.7

Comfort

8.1

Overall

8.1

Boarding

8.3

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
2,022 reviews
Southwest
8.1
Very good
5,083 reviews

Crew

8.7

Comfort

8.1

Overall

8.1

Boarding

8.3

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
9,206 reviews
Southwest
8.1
Very good
5,083 reviews

Crew

8.7

Comfort

8.1

Overall

8.1

Boarding

8.3

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 VivaAerobus, which is currently one of the cheapest options available, starting at $87. Volaris flights start at $111 while deals on Frontier start at $146 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 (100%), Emirates (93%), United Airlines( 93%).

  • 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 $199. The most popular route (Chicago O'Hare Intl - San José del Cabo Los Cabos), is priced around $267.

  • 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.

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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 2,537,365 searches. Data last updated November 7, 2024.
AirlineCheapestAverageFlexibilityOn-time
VivaAerobusCheapest$273Average$356FlexibilityNo cancel feeOn-timeN/A
VolarisCheapest$324Average$398FlexibilityNo cancel feeOn-time79%
DeltaCheapest$367Average$660FlexibilityNo cancel feeOn-timeN/A
AeromexicoCheapest$392Average$568FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$401Average$650FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$404Average$571FlexibilityNo cancel feeOn-time71%
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