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San José del Cabo

$110+ 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 1/23. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJD
Nov 26 — Dec 31
Wed 11/26
Wed 12/3
1 adult, Economy
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1. Tell us where you want to go

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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 September or August, booked 90 days in advance, depart on a Tuesday or Monday and return on a Wednesday

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 October 27, 2025.

This Booking.com deal was found by Cheapflights users on 10/25. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/64:30 pmORD - SJD
1 stop16h 20mViva
Sat 12/138:10 pmSJD - ORD
1 stop14h 10mViva
Deal found 10/25$416
This Expedia deal was found by Cheapflights users on 10/25. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/48:59 pmORD - SJD
1 stop16h 40mMultiple Airlines
Mon 12/86:00 amSJD - ORD
1 stop15h 41mMultiple Airlines
Deal found 10/25$417
This American Airlines deal was found by Cheapflights users on 10/26. 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 11/1410:10 amORD - SJD
Nonstop4h 49mAmerican Airlines
Mon 11/171:40 pmSJD - ORD
Nonstop4h 30mAmerican Airlines
Deal found 10/26$418
This Kiwi.com deal was found by Cheapflights users on 10/24. 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.
Fri 11/284:58 pmORD - SJD
1 stop19h 42mMultiple Airlines
Wed 12/33:36 pmSJD - ORD
2 stops29h 39mMultiple Airlines
Deal found 10/24$419
This American Airlines deal was found by Cheapflights users on 10/27. 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 11/1510:10 amORD - SJD
Nonstop4h 49mAmerican Airlines
Mon 11/172:37 pmSJD - ORD
1 stop17h 07mAmerican Airlines
Deal found 10/27$420
This United Airlines deal was found by Cheapflights users on 10/27. 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 11/289:05 amORD - SJD
Nonstop4h 58mUnited Airlines
Tue 12/212:50 pmSJD - ORD
Nonstop4h 11mUnited Airlines
Deal found 10/27$422
This Delta deal was found by Cheapflights users on 10/26. 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 12/18:02 pmORD - SJD
2 stops19h 08mDelta
Mon 12/86:00 amSJD - ORD
1 stop15h 41mDelta
Deal found 10/26$423
This American Airlines deal was found by Cheapflights users on 10/27. 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.
Wed 11/128:41 pmORD - SJD
1 stop15h 48mAmerican Airlines
Mon 11/172:59 pmSJD - ORD
1 stop14h 44mAmerican Airlines
Deal found 10/27$424
This United Airlines deal was found by Cheapflights users on 10/26. 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.
Sun 11/29:05 amORD - SJD
Nonstop4h 58mUnited Airlines
Thu 11/612:50 pmSJD - ORD
Nonstop4h 13mUnited Airlines
Deal found 10/26$425
This Expedia deal was found by Cheapflights users on 10/25. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/63:35 pmORD - SJD
2 stops19h 55mMultiple Airlines
Sat 12/136:00 amSJD - ORD
2 stops25h 40mMultiple Airlines
Deal found 10/25$427
This Kiwi.com deal was found by Cheapflights users on 10/25. 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 12/111:45 pmORD - SJD
2 stops12h 45mMultiple Airlines
Sat 12/68:10 pmSJD - ORD
1 stop25h 05mMultiple Airlines
Deal found 10/25$428

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 October 27, 2025.

Most accurate provider

Gotogate
3 stars

Most trusted provider

Gotogate
3 stars

Round-trip from

$416
(Delta)

One-way from

$110
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$570

Good round-trip deal

$488 or less

Good one-way deal

$255 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. 8% potential increase in price ($58 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 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

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 October 27, 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

Mon 11/3

9:05 am-1:03 pm

Nonstop4h 58m

San José del Cabo Los Cabos

Thu 11/6

12:50 pm-6:03 pm

Nonstop4h 13m

$425

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 11/15

8:59 pm-1:15 pm

1 stop17h 16m

San José del Cabo Los Cabos

Tue 11/18

1:09 pm-11:59 pm

1 stop9h 50m

$431

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 12/16

8:59 pm-12:39 pm

1 stop16h 40m

San José del Cabo Los Cabos

Tue 12/23

2:23 pm-11:59 pm

1 stop8h 36m

$439

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sun 11/2

7:10 am-2:42 pm

1 stop8h 32m

San José del Cabo Los Cabos

Thu 11/6

12:49 pm-11:10 pm

1 stop9h 21m

$440

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 1/20

3:49 pm-2:32 pm

2 stops23h 43m

San José del Cabo Los Cabos

Sun 1/25

3:42 pm-2:29 pm

2 stops21h 47m

$471

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Thu 1/22

9:00 am-11:32 am

2 stops27h 32m

San José del Cabo Los Cabos

Mon 1/26

3:42 pm-2:29 pm

2 stops21h 47m

$471

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Mon 12/15

9:03 am-1:03 pm

Nonstop5h 00m

San José del Cabo Los Cabos

Sat 12/20

12:10 pm-5:19 pm

Nonstop4h 09m

$473

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 12/16

9:03 am-1:03 pm

Nonstop5h 00m

San José del Cabo Los Cabos

Wed 12/24

12:50 pm-6:01 pm

Nonstop4h 11m

$473

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sun 1/18

9:00 am-11:32 am

2 stops27h 32m

San José del Cabo Los Cabos

Sun 1/25

3:42 pm-2:29 pm

2 stops21h 47m

$473

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sun 12/14

9:03 am-1:03 pm

Nonstop5h 00m

San José del Cabo Los Cabos

Thu 12/18

12:10 pm-5:19 pm

Nonstop4h 09m

$473

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/25

Showing 1-10 of 21 results
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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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 stars
CheapTicketsDealPrice Accuracy3 starsTrust Score*3 stars
GotogatePrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
Kiwi.comPrice Accuracy3 starsTrust Score*3 stars
Trip.comPrice Accuracy2 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 Gotogate to be most consistent on Cheapflights vs. Gotogate Users can find the same prices on Chicago O'Hare Intl Airport-San José del Cabo flight deals on Cheapflights vs. Gotogate >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 Gotogate the most. Gotogate 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 October 24, 2025.

Booking 90 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 $124). Flying from Chicago O'Hare Intl Airport to San José del Cabo in December is currently the most expensive (average of $404). 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 October 27, 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 50% on the cost of your flight, compared to a flight in the morning.

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 October 27, 2025.
Read reviews from past customers who have flown Delta, United Airlines, and American Airlines from Chicago O'Hare Intl Airport 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.
Delta
7.9
Good
7,995 reviews

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,995 reviews
Delta
7.9
Good
7,995 reviews

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
United Airlines
7.4
Good
8,997 reviews
Delta
7.9
Good
7,995 reviews

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,031 reviews
Delta
7.9
Good
7,995 reviews

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Viva
7.0
Good
790 reviews
Delta
7.9
Good
7,995 reviews

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Volaris
6.7
Okay
1,150 reviews
Delta
7.9
Good
7,995 reviews

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

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. 5 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.

  • How long is the flight from Chicago O'Hare Intl Airport to San José del Cabo?

    Airlines like United Airlines and Alaska Airlines fly from Chicago O'Hare Intl Airport to San José del Cabo in about 4h 58m. The time it takes to get you to your destination can typically vary by up to 12h 18m. The distance between Chicago O'Hare Intl Airport and San José del Cabo is about 1806 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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 Viva. Our recent data shows that you can find tickets from as low as $267 on this airline. Additional options worth looking into are Volaris and Delta, starting at $310 and $356 round-trip. These flights start at 56% lower than the current average price 3 months from now.

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

    Consider United Airlines (91%), American Airlines (90%) or Emirates (82%) 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 $781, our data indicates the cheapest price to be $210. The most popular route (Chicago O'Hare Intl - San José del Cabo Los Cabos), is priced around $326.

  • 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 $124). Flying from Chicago O'Hare Intl Airport to San José del Cabo in December is currently the most expensive (average of $404). 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
Midway to La Paz flights
O'Hare Intl to Loreto flights

Top 5 airlines flying from O'Hare Intl to San José del Cabo

Discover the top 5 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 October 27, 2025.
AirlineCheapestAverageFlexibilityOn-time
VivaCheapest$267Average$359FlexibilityNo cancel feeOn-timeN/A
VolarisCheapest$310Average$402FlexibilityNo cancel feeOn-time79%
DeltaCheapest$356Average$500FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$421Average$617FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$448Average$664FlexibilityNo cancel feeOn-time69%

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