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Los Cabos

$117+ Cheap flights from O'Hare Intl (ORD) 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 2/6. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJD
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap flight deals from O'Hare Intl to Los Cabos

Keep the following information in mind while searching for O'Hare Intl to Los Cabos flight deals. Data was last updated September 17, 2025.

Round-trip from

$424
(Alaska Airlines)

One-way from

$117
(CheapOair)

Popular in

December

Cheapest in

September

Average price

$502
From Chicago O'Hare Intl to Los Cabos
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One-way flight from Chicago O'Hare Intl to Los Cabos
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Highest demand for flights based on searches. 6% potential increase in price ($43 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from O'Hare Intl to Los Cabos

Cheapest flights from O'Hare Intl to Los Cabos
Explore the most affordable flight options available from O'Hare Intl to Los Cabos. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This Alaska Airlines deal was found by Cheapflights users on 9/15. 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 10/143:50 pmORD - SJD
2 stops21h 02mAlaska Airlines
Wed 10/2211:45 amSJD - ORD
1 stop10h 14mAlaska Airlines
Deal found 9/15$424
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Thu 10/309:00 amORD - SJD
Nonstop4h 45mAmerican Airlines
Thu 11/61:40 pmSJD - ORD
Nonstop4h 30mAmerican Airlines
Deal found 9/15$431
This Alaska Airlines deal was found by Cheapflights users on 9/15. 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 10/217:59 pmORD - SJD
1 stop16h 36mAlaska Airlines
Tue 10/285:40 pmSJD - ORD
2 stops23h 19mAlaska Airlines
Deal found 9/15$432
This Alaska Airlines deal was found by Cheapflights users on 9/15. 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.
Mon 10/67:59 pmORD - SJD
2 stops22h 39mAlaska Airlines
Thu 10/94:02 pmSJD - ORD
1 stop29h 57mAlaska Airlines
Deal found 9/15$433
This Delta deal was found by Cheapflights users on 9/14. 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.
Fri 11/142:57 pmORD - SJD
1 stop8h 33mDelta
Fri 11/219:32 amSJD - ORD
1 stop12h 09mDelta
Deal found 9/14$436
This Alaska Airlines deal was found by Cheapflights users on 9/15. 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.
Fri 10/319:20 amORD - SJD
1 stop8h 00mAlaska Airlines
Fri 11/75:21 pmSJD - ORD
1 stop12h 01mAlaska Airlines
Deal found 9/15$437
This Mytrip deal was found by Cheapflights users on 9/14. 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.
Thu 10/27:25 amORD - SJD
1 stop14h 29mVolaris
Sun 10/52:02 pmSJD - ORD
1 stop13h 40mVolaris
Deal found 9/14$438
This CheapOair deal was found by Cheapflights users on 9/16. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/36:31 amORD - SJD
1 stop13h 29mVolaris
Tue 10/72:57 pmSJD - ORD
1 stop7h 18mVolaris
Deal found 9/16$439
This American Airlines deal was found by Cheapflights users on 9/14. 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 11/147:00 amORD - SJD
1 stop9h 23mAmerican Airlines
Fri 11/2112:34 pmSJD - ORD
Nonstop4h 21mAmerican Airlines
Deal found 9/14$440
This Gotogate deal was found by Cheapflights users on 9/14. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/228:15 pmORD - SJD
1 stop17h 55mMultiple Airlines
Thu 11/274:43 pmSJD - ORD
1 stop10h 53mMultiple Airlines
Deal found 9/14$441
This Alaska Airlines deal was found by Cheapflights users on 9/16. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/179:20 amORD - SJD
1 stop8h 00mAlaska Airlines
Sat 11/224:47 pmSJD - ORD
2 stops12h 41mAlaska Airlines
Deal found 9/16$442

Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl 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 September 17, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Los Cabos that are best for you.

Fly from

O'Hare Intl

Fly to

Los Cabos

Route

Depart

Return

Price

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 10/21

7:59 pm-10:35 am

1 stop16h 36m

San José del Cabo Los Cabos

Tue 10/28

5:40 pm-6:59 pm

2 stops23h 19m

$432

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 10/31

6:00 am-1:32 pm

1 stop9h 32m

San José del Cabo Los Cabos

Tue 11/4

12:50 pm-6:03 pm

Nonstop4h 13m

$440

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 11/15

8:59 pm-3:39 pm

2 stops19h 40m

San José del Cabo Los Cabos

Sat 11/22

4:47 pm-6:28 am

2 stops12h 41m

$445

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 11/14

2:57 pm-10:30 pm

1 stop8h 33m

San José del Cabo Los Cabos

Fri 11/21

9:32 am-12:02 am

2 stops13h 30m

$446

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Thu 11/13

8:59 pm-4:20 pm

1 stop20h 21m

San José del Cabo Los Cabos

Tue 11/18

5:21 pm-1:09 pm

1 stop18h 48m

$448

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 11/18

2:57 pm-10:30 pm

1 stop8h 33m

San José del Cabo Los Cabos

Sat 11/22

3:05 pm-8:42 am

2 stops16h 37m

$450

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 11/14

8:59 pm-5:19 pm

2 stops21h 20m

San José del Cabo Los Cabos

Mon 11/17

6:40 pm-7:55 pm

2 stops24h 15m

$455

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Thu 11/13

2:54 pm-4:20 pm

1 stop26h 26m

San José del Cabo Los Cabos

Mon 11/17

5:30 pm-1:09 pm

1 stop18h 39m

$461

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 11/11

12:33 am-8:42 am

1 stop9h 09m

San José del Cabo Los Cabos

Sun 11/16

10:17 am-10:41 pm

1 stop11h 24m

$462

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 10/31

2:54 pm-10:08 am

2 stops21h 14m

San José del Cabo Los Cabos

Tue 11/4

12:18 pm-1:54 pm

2 stops24h 36m

$465

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 20 results
1
2

Best time to book a flight from O'Hare Intl to Los Cabos

Have a flexible travel schedule? Discover the best time to fly to Los Cabos from O'Hare Intl 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 Chicago O'Hare Intl Airport to Los Cabos

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Los Cabos?

Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Los Cabos (average of $437). Flying from Chicago O'Hare Intl Airport to Los Cabos in March is currently the most expensive (average of $549). 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 ORD to KPG?

Find hourly flight availability from O'Hare Intl 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 September 17, 2025.

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

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 September 17, 2025.
Read reviews from past customers who have flown Delta, United Airlines, and American Airlines from Chicago O'Hare Intl Airport to Los Cabos. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,961 reviews

Comfort

7.9

Crew

8.5

Food

7.3

Overall

8.0

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,961 reviews
Delta
8.0
Very good
7,961 reviews

Comfort

7.9

Crew

8.5

Food

7.3

Overall

8.0

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,926 reviews
Delta
8.0
Very good
7,961 reviews

Comfort

7.9

Crew

8.5

Food

7.3

Overall

8.0

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,961 reviews

Comfort

7.9

Crew

8.5

Food

7.3

Overall

8.0

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Viva
7.0
Good
787 reviews
Delta
8.0
Very good
7,961 reviews

Comfort

7.9

Crew

8.5

Food

7.3

Overall

8.0

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Volaris
6.6
Okay
1,154 reviews
Delta
8.0
Very good
7,961 reviews

Comfort

7.9

Crew

8.5

Food

7.3

Overall

8.0

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to Los Cabos. 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 Chicago O'Hare Intl Airport to Los Cabos?

    There are many flights that can get you from Chicago O'Hare Intl Airport to Los Cabos in 8h 33m. Fly via Alaska Airlines, United Airlines, or Delta to get the fastest option. Airlines will cover a distance of 1806 mi. This flight may include one or multiple stops.

  • What are the most reliable airlines from Chicago O'Hare Intl Airport to Los Cabos?

    No one likes to see their flight delayed. When booking a flight from Chicago O'Hare Intl Airport to Los Cabos consider choosing Emirates (78%), United Airlines (78%) or American Airlines (69%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Chicago O'Hare Intl Airport to Los Cabos?

    Looking at all options, your cheapest flight can be booked for $207. While the most popular route (Chicago O'Hare Intl - San José del Cabo Los Cabos) can be booked for $319 on average, our data indicates $798 when flying from Chicago O'Hare Intl Airport to Los Cabos.

  • Can I find deals for flights from O'Hare Intl to Los Cabos that include hotel bookings?

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

  • How can I find direct flights from O'Hare Intl to Los Cabos?

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

  • Can I find deals for business class flights from O'Hare Intl to Los Cabos?

    Yes. Cheapflights offers flight deals from O'Hare Intl 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 O'Hare Intl Airport to Los Cabos?

    Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Los Cabos (average of $437). Flying from Chicago O'Hare Intl Airport to Los Cabos in March is currently the most expensive (average of $549). 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 O'Hare Intl 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
Midway to La Paz flights
O'Hare Intl to Loreto flights

Top 5 airlines flying from O'Hare Intl to Los Cabos

Discover the top 5 airlines that operate flights from O'Hare Intl 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
VivaCheapest$267Average$345FlexibilityNo cancel feeOn-timeN/A
VolarisCheapest$310Average$408FlexibilityNo cancel feeOn-time79%
DeltaCheapest$356Average$545FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$436Average$630FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$447Average$661FlexibilityNo cancel feeOn-time69%

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