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San José del Cabo

$123+ 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 9/1. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJD
jun. 17 — jun. 241
mar. 6/17
mar. 6/24
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago O'Hare Intl to San José del Cabo Los Cabos are usually found in July or August, booked 86 days in advance, depart on a Monday or Tuesday and return on a Tuesday

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 junio 12, 2025.

Round-trip from

$396
(American Airlines)

One-way from

$123
(Mytrip)

Popular in

December

Cheapest in

July

Average price

$596

Good round-trip deal

$532 or less

Good one-way deal

$261 or less
From Chicago O'Hare Intl to San José del Cabo Los Cabos
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One-way flight from Chicago O'Hare Intl to San José del Cabo Los Cabos
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Highest demand for flights based on searches. 6% potential increase in price ($40 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Price to beat on a round-trip flight from Chicago O'Hare Intl to San José del Cabo Los Cabos.
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Price to beat on a one-way flight from Chicago O'Hare Intl to San José del Cabo Los Cabos.
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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 junio 12, 2025.

This American Airlines deal was found by Cheapflights users on 6/11. 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.
lun. 10/610:37 amORD - SJD
1 stop6h 58mAmerican Airlines
vie. 10/1012:25 pmSJD - ORD
Nonstop4h 25mAmerican Airlines
Deal found 6/11$395
This Cheapflightsfares deal was found by Cheapflights users on 6/11. 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.
lun. 10/67:25 amORD - SJD
1 stop14h 39mVolaris
lun. 10/136:41 pmSJD - ORD
1 stop7h 19mVolaris
Deal found 6/11$397
This Kiwi.com deal was found by Cheapflights users on 6/12. 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.
mar. 9/21:55 amORD - SJD
1 stop15h 00mMultiple Airlines
dom. 9/79:00 amSJD - ORD
2 stops12h 50mMultiple Airlines
Deal found 6/12$399
This Delta deal was found by Cheapflights users on 6/10. 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.
mar. 7/156:00 amORD - SJD
2 stops14h 15mDelta
mar. 7/2212:42 pmSJD - ORD
1 stop7h 26mDelta
Deal found 6/10$400
This Alaska Airlines deal was found by Cheapflights users on 6/9. 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.
sáb. 9/132:07 pmORD - SJD
2 stops22h 29mAlaska Airlines
vie. 9/194:20 pmSJD - ORD
1 stop12h 43mAlaska Airlines
Deal found 6/9$431
This Hawaiian Airlines deal was found by Cheapflights users on 6/10. 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.
jue. 10/97:59 pmORD - SJD
1 stop16h 36mHawaiian Airlines
vie. 10/174:02 pmSJD - ORD
1 stop29h 57mHawaiian Airlines
Deal found 6/10$449
This Mytrip deal was found by Cheapflights users on 6/11. 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.
mié. 6/1812:35 pmORD - SJD
1 stop10h 00mViva
mié. 6/259:15 pmSJD - ORD
1 stop24h 30mViva
Deal found 6/11$462
This United Airlines deal was found by Cheapflights users on 6/12. 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.
dom. 8/39:50 pmORD - SJD
1 stop14h 40mUnited Airlines
vie. 8/82:50 pmSJD - ORD
1 stop16h 51mUnited Airlines
Deal found 6/12$490
This Southwest deal was found by Cheapflights users on 6/11. 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.
lun. 6/307:30 amORD - SJD
2 stops8h 55mSouthwest
mié. 7/91:15 pmSJD - ORD
1 stop7h 50mSouthwest
Deal found 6/11$514

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 junio 12, 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

lun. 10/6

10:37 am-3:35 pm

1 stop6h 58m

San José del Cabo Los Cabos

vie. 10/10

12:25 pm-6:50 pm

Nonstop4h 25m

$395

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

lun. 10/6

7:25 am-8:04 pm

1 stop14h 39m

San José del Cabo Los Cabos

lun. 10/13

6:41 pm-4:00 am

1 stop7h 19m

$397

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

mar. 9/2

1:55 am-2:55 pm

1 stop15h 00m

San José del Cabo Los Cabos

dom. 9/7

9:00 am-11:50 pm

2 stops12h 50m

$399

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

mar. 7/15

6:00 am-6:15 pm

2 stops14h 15m

San José del Cabo Los Cabos

mar. 7/22

12:42 pm-10:08 pm

1 stop7h 26m

$400

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

sáb. 9/13

2:07 pm-10:36 am

2 stops22h 29m

San José del Cabo Los Cabos

vie. 9/19

4:20 pm-7:03 am

1 stop12h 43m

$431

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

jue. 10/9

7:59 pm-10:35 am

1 stop16h 36m

San José del Cabo Los Cabos

vie. 10/17

4:02 pm-11:59 pm

1 stop29h 57m

$449

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

dom. 8/3

9:50 pm-10:30 am

1 stop14h 40m

San José del Cabo Los Cabos

vie. 8/8

2:50 pm-9:41 am

1 stop16h 51m

$490

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

mié. 10/8

1:45 am-2:55 pm

1 stop15h 10m

San José del Cabo Los Cabos

dom. 10/12

3:25 pm-12:15 am

1 stop6h 50m

$513

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

lun. 6/30

7:30 am-2:25 pm

2 stops8h 55m

San José del Cabo Los Cabos

mié. 7/9

1:15 pm-11:05 pm

1 stop7h 50m

$514

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

lun. 9/1

2:00 am-2:00 pm

1 stop14h 00m

$123

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 18 results
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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 June 9, 2025.

Booking 86 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 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 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 junio 12, 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 52% 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 junio 12, 2025.

The most flights from ORD to SJD are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 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 junio 12, 2025.
Read reviews from past customers who have flown Alaska Airlines, Southwest and Delta 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
10,000 reviews

Overall

8.0

Entertainment

7.1

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.1

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
Southwest
8.0
Very good
4,287 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.1

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
Delta
8.0
Very good
7,950 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.1

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
Hawaiian Airlines
7.9
Good
2,494 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.1

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
United Airlines
7.4
Good
8,790 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.1

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.

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 1 inbound flight 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 American Airlines. Our recent data shows that you can find tickets from as low as $396 on this airline. Additional options worth looking into are Volaris and Delta, starting at $397 and $400 round-trip. These flights start at 35% 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 Viva, with whom users have recently found tickets for as low as $123. However, be on the lookout for offers from Volaris and Delta, 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 American Airlines (90%), Emirates (79%) or United Airlines (79%) 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 $1,231, our data indicates the cheapest price to be $148. The most popular route (Chicago O'Hare Intl - San José del Cabo Los Cabos), is priced around $317.

  • 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 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 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 junio 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
VivaCheapest$268Average$351FlexibilityNo cancel feeOn-timeN/A
VolarisCheapest$311Average$398FlexibilityNo cancel feeOn-time79%
DeltaCheapest$356Average$597FlexibilityNo cancel feeOn-timeN/A
AeromexicoCheapest$426Average$498FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$454Average$642FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$460Average$683FlexibilityNo cancel feeOn-time69%

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