HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
San José del Cabo

$109+ Cheap flights from O'Hare Intl (ORD) to San José del Cabo (SJD)

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 5/30. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJD
Apr 20 — Apr 271
Sun 4/20
Sun 4/27
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from O'Hare Intl to San José del Cabo with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from Chicago O'Hare Intl to San José del Cabo Los Cabos are usually found in November or September, booked 74 days in advance, depart on a Tuesday or Monday and return on a Saturday

Cheap flight deals from O'Hare Intl to San José del Cabo

Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to San José del Cabo (SJD). 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 April 15, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$378
(Kiwi.com)

One-way from

$109
(Kiwi.com)

Popular in

December

Cheapest in

November

Average price

$618

Good round-trip deal

$555 or less

Good one-way deal

$288 or less
Provider with most accurate pricing for Chicago O'Hare Intl-San José del Cabo Los Cabos flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago O'Hare Intl-San José del Cabo Los Cabos flights.
Search Deals
From Chicago O'Hare Intl to San José del Cabo Los Cabos
Search Deals
One-way flight from Chicago O'Hare Intl to San José del Cabo Los Cabos
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($27 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
Search Deals
Price to beat on a round-trip flight from Chicago O'Hare Intl to San José del Cabo Los Cabos.
Search Deals
Price to beat on a one-way flight from Chicago O'Hare Intl to San José del Cabo Los Cabos.
Search Deals

Find flight deals from O'Hare Intl to San José del Cabo

Cheapest flights from O'Hare Intl to San José del Cabo
Explore the most affordable flight options available from O'Hare Intl to San José del Cabo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 15, 2025.

This CheapOair deal was found by Cheapflights users on 4/14. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/131:40 amORD - SJD
1 stop10h 29mVolaris
Mon 8/186:41 pmSJD - ORD
1 stop8h 10mVolaris
Deal found 4/14$378
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/2411:47 amORD - SJD
2 stops22h 13mMultiple Airlines
Wed 5/288:30 amSJD - ORD
1 stop6h 30mMultiple Airlines
Deal found 4/14$379
This Kiwi.com deal was found by Cheapflights users on 4/13. 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 5/46:35 amORD - SJD
1 stop10h 15mViva
Sat 5/108:30 amSJD - ORD
1 stop13h 05mViva
Deal found 4/13$390
This Delta deal was found by Cheapflights users on 4/14. 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.
Mon 9/81:55 amORD - SJD
1 stop10h 08mDelta
Tue 9/1612:35 pmSJD - ORD
1 stop9h 18mDelta
Deal found 4/14$402
This SmartFares deal was found by Cheapflights users on 4/14. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/1611:19 amORD - SJD
2 stops12h 41mAeromexico
Wed 8/2010:54 amSJD - ORD
1 stop11h 35mAeromexico
Deal found 4/14$419
This American Airlines deal was found by Cheapflights users on 4/14. 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.
Sat 9/1310:11 pmORD - SJD
1 stop14h 31mAmerican Airlines
Sat 9/2012:25 pmSJD - ORD
Nonstop4h 25mAmerican Airlines
Deal found 4/14$437
This United Airlines deal was found by Cheapflights users on 4/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/288:45 amORD - SJD
Nonstop4h 43mUnited Airlines
Fri 9/121:46 pmSJD - ORD
1 stop6h 55mUnited Airlines
Deal found 4/14$444
This Alaska Airlines deal was found by Cheapflights users on 4/14. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/297:59 pmORD - SJD
1 stop16h 07mAlaska Airlines
Wed 6/43:30 pmSJD - ORD
1 stop12h 10mAlaska Airlines
Deal found 4/14$456
This Hawaiian Airlines deal was found by Cheapflights users on 4/14. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/225:10 pmORD - SJD
1 stop21h 10mHawaiian Airlines
Mon 10/274:15 pmSJD - ORD
1 stop18h 49mHawaiian Airlines
Deal found 4/14$527

Cheapflights Fare Finder

Customize your flight search to find flights from O'Hare Intl to San José del Cabo 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 April 15, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to San José del Cabo that are best for you.

Fly from

O'Hare Intl

Fly to

San José del Cabo

Route

Depart

Return

Price

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Wed 8/13

1:40 am-10:09 am

1 stop10h 29m

San José del Cabo Los Cabos

Mon 8/18

6:41 pm-4:51 am

1 stop8h 10m

$378

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 5/24

11:47 am-8:40 am

3 stops22h 53m

San José del Cabo Los Cabos

Tue 5/27

12:01 pm-12:15 am

1 stop10h 14m

$379

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 5/17

12:35 pm-8:40 am

2 stops22h 05m

San José del Cabo Los Cabos

Wed 5/21

10:45 am-11:35 pm

2 stops10h 50m

$385

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Mon 9/8

1:55 am-10:03 am

1 stop10h 08m

San José del Cabo Los Cabos

Tue 9/16

6:01 am-9:12 pm

2 stops13h 11m

$402

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 9/9

6:00 am-6:01 pm

2 stops14h 01m

San José del Cabo Los Cabos

Tue 9/16

12:35 pm-11:53 pm

1 stop9h 18m

$407

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 9/13

10:11 pm-10:42 am

1 stop14h 31m

San José del Cabo Los Cabos

Sat 9/20

12:25 pm-6:50 pm

Nonstop4h 25m

$437

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Mon 4/28

8:45 am-11:28 am

Nonstop4h 43m

San José del Cabo Los Cabos

Fri 9/12

1:46 pm-10:41 pm

1 stop6h 55m

$444

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Thu 5/29

7:59 pm-10:06 am

1 stop16h 07m

San José del Cabo Los Cabos

Wed 6/4

3:30 pm-5:40 am

1 stop12h 10m

$456

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 5/30

6:34 pm-8:40 am

2 stops16h 06m

$109

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 5/13

12:35 pm-8:40 am

2 stops22h 05m

$139

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/14

Showing 1-10 of 17 results
1
2

Compare providers for flights from O'Hare Intl to San José del Cabo

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from O'Hare Intl to San José del Cabo in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*1 star
CheapTicketsDealPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
Trip.comPrice Accuracy1 starTrust Score*3 stars
MytripPrice Accuracy3 starsTrust Score*3 stars
GotogatePrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago O'Hare Intl Airport-San José del Cabo flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago O'Hare Intl Airport-San José del Cabo flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago O'Hare Intl Airport-San José del Cabo flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago O'Hare Intl Airport-San José del Cabo flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago O'Hare Intl Airport-San José del Cabo flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from O'Hare Intl to San José del Cabo

Have a flexible travel schedule? Discover the best time to fly to San José del Cabo 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 San José del Cabo

How far ahead should I book a flight from Chicago O'Hare Intl Airport to San José del Cabo?

Use this chart to determine the optimal time to book a round-trip flight from O'Hare Intl to San José del Cabo. Price data was last updated on April 11, 2025.

Booking 74 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago O'Hare Intl Airport to San José del Cabo. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to San José del Cabo?

Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to San José del Cabo (average of $437). Flying from Chicago O'Hare Intl Airport to San José del Cabo in June is currently the most expensive (average of $560). 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 SJD?

Find hourly flight availability from O'Hare Intl to San José del Cabo. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 15, 2025.

It’s optimal to fly from Chicago O'Hare Intl Airport to San José del Cabo at noon. By choosing this option you can save up to 51% on the cost of your flight, compared to a flight in the morning.

Weekly flight availability from Chicago O'Hare Intl Airport to San José del Cabo

Explore weekly flight availability from O'Hare Intl to San José del Cabo. 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 April 15, 2025.

The most flights from ORD to SJD are scheduled on a Monday (3 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (2 on average).

Rainfall in San José del Cabo by month

Plan your trip to San José del Cabo by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in San José del Cabo 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 San José del Cabo when rainfall is around 0.0 in.

Temperature in San José del Cabo by month

Plan your trip to San José del Cabo by taking into account the average temperature totals by month.

If weather is an important factor for your trip to San José del Cabo, 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 San José del Cabo

Get insights into the airlines that provide service to San José del Cabo. 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 San José del Cabo. Reviews last updated April 15, 2025.
Read reviews from past customers who have flown Alaska Airlines, Delta and Hawaiian Airlines from Chicago to San José del Cabo. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,871 reviews

Food

7.1

Comfort

7.9

Overall

8.0

Boarding

8.2

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,871 reviews
Alaska Airlines
8.0
Very good
9,871 reviews

Food

7.1

Comfort

7.9

Overall

8.0

Boarding

8.2

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,917 reviews
Alaska Airlines
8.0
Very good
9,871 reviews

Food

7.1

Comfort

7.9

Overall

8.0

Boarding

8.2

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Hawaiian Airlines
7.9
Good
2,374 reviews
Alaska Airlines
8.0
Very good
9,871 reviews

Food

7.1

Comfort

7.9

Overall

8.0

Boarding

8.2

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Aeromexico
7.5
Good
1,698 reviews
Alaska Airlines
8.0
Very good
9,871 reviews

Food

7.1

Comfort

7.9

Overall

8.0

Boarding

8.2

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
United Airlines
7.4
Good
8,656 reviews
Alaska Airlines
8.0
Very good
9,871 reviews

Food

7.1

Comfort

7.9

Overall

8.0

Boarding

8.2

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to San José del Cabo. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to San José del Cabo from Chicago O'Hare Intl?

    San José del Cabo Los Cabos (SJD), located 6.6 mi from the city center, is the airport you fly into when you book flights from Chicago O'Hare Intl to San José del Cabo. 6 airlines have flights to Los Cabos from Chicago O'Hare Intl on a regular basis. Booking flights from Chicago O'Hare Intl to San José del Cabo Los Cabos should not be difficult; the airport handles an average of 2 inbound flights from Chicago O'Hare Intl per day.

  • What are the cheapest airlines flying from Chicago O'Hare Intl Airport to San José del Cabo round-trip?

    Our cheapest airline available from Chicago O'Hare Intl Airport to San José del Cabo is Volaris. Our recent data shows that you can find tickets from as low as $381 on this airline. Additional options worth looking into are Viva and United Airlines, starting at $387 and $444 round-trip. These flights start at 37% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Chicago O'Hare Intl Airport to San José del Cabo one-way?

    The cheapest airline one-way is Volaris, with whom users have recently found tickets for as low as $144. However, be on the lookout for offers from Viva and Hawaiian Airlines, as they are both options that can get you from Chicago O'Hare Intl Airport to San José del Cabo for a low price.

  • What are the most reliable airlines from Chicago O'Hare Intl Airport to San José del Cabo?

    Consider Emirates (89%), American Airlines (87%) or United Airlines (69%) when booking your flight. These represent the most reliable airlines when flying from Chicago O'Hare Intl Airport to San José del Cabo.

  • What are the cheapest flights from Chicago O'Hare Intl Airport to San José del Cabo?

    Looking for the cheapest flight from Chicago O'Hare Intl Airport to San José del Cabo? While on average our users pay $839, our data indicates the cheapest price to be $251. The most popular route (Chicago O'Hare Intl - San José del Cabo Los Cabos), is priced around $293.

  • Can I find deals for flights from O'Hare Intl to San José del Cabo that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to San José del Cabo flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to San José del Cabo?

    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 San José del Cabo.

  • Can I find deals for business class flights from O'Hare Intl to San José del Cabo?

    Yes. Cheapflights offers flight deals from O'Hare Intl to San José del Cabo 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 San José del Cabo?

    Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to San José del Cabo (average of $437). Flying from Chicago O'Hare Intl Airport to San José del Cabo in June is currently the most expensive (average of $560). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for O'Hare Intl to San José del Cabo

See prices for flight routes from nearby airports that may be better suited for you.
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 6 airlines flying from O'Hare Intl to San José del Cabo

Discover the top 6 airlines that operate flights from O'Hare Intl to San José del Cabo. 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 April 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
VivaCheapest$269Average$354FlexibilityNo cancel feeOn-timeN/A
VolarisCheapest$311Average$400FlexibilityNo cancel feeOn-time79%
AeromexicoCheapest$426Average$552FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$438Average$637FlexibilityNo cancel feeOn-time71%
DeltaCheapest$455Average$608FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$460Average$688FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.