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San José del Cabo

$111+ 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 2/8. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJD
Feb 23 — Mar 21
Mon 2/23
Mon 3/2
1 adult, Economy
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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

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3. Compare prices and book

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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 50 days in advance, depart on a Tuesday or Monday and return on a Thursday

Cheap 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 January 24, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/22. 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 2/221:20 am
ORD
-
SJD
1 stop7h 40m
Multiple Airlines
Fri 3/612:11 pm
SJD
-
ORD
2 stops10h 34m
Multiple Airlines
Deal found 1/22$472
This Delta deal was found by Cheapflights users on 1/23. 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 2/35:30 am
ORD
-
SJD
2 stops13h 11m
Delta
Tue 2/106:05 am
SJD
-
ORD
2 stops14h 00m
Delta
Deal found 1/23$473
This Alaska Airlines deal was found by Cheapflights users on 1/23. 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 5/13:52 pm
ORD
-
SJD
2 stops22h 05m
Alaska Airlines
Wed 5/63:47 pm
SJD
-
ORD
1 stop25h 16m
Alaska Airlines
Deal found 1/23$474
This United Airlines deal was found by Cheapflights users on 1/23. 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.
Thu 2/269:03 am
ORD
-
SJD
Nonstop5h 00m
United Airlines
Fri 3/612:50 pm
SJD
-
ORD
Nonstop4h 11m
United Airlines
Deal found 1/23$475
This Mytrip deal was found by Cheapflights users on 1/22. 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.
Tue 1/2711:59 pm
ORD
-
SJD
1 stop12h 31m
Volaris
Sun 2/14:34 pm
SJD
-
ORD
2 stops11h 02m
Volaris
Deal found 1/22$476
This Alaska Airlines deal was found by Cheapflights users on 1/24. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/275:29 pm
ORD
-
SJD
1 stop23h 41m
Alaska Airlines
Tue 3/34:47 pm
SJD
-
ORD
2 stops21h 11m
Alaska Airlines
Deal found 1/24$477
This Delta deal was found by Cheapflights users on 1/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/216:15 am
ORD
-
SJD
2 stops16h 00m
Delta
Tue 2/243:14 pm
SJD
-
ORD
1 stop7h 42m
Delta
Deal found 1/24$478
This Kiwi.com deal was found by Cheapflights users on 1/22. 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 1/251:20 am
ORD
-
SJD
1 stop7h 40m
Multiple Airlines
Mon 2/24:34 pm
SJD
-
ORD
3 stops45h 15m
Multiple Airlines
Deal found 1/22$479
This Expedia deal was found by Cheapflights users on 1/21. 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 7/182:19 am
ORD
-
SJD
1 stop11h 10m
Volaris
Fri 7/247:47 pm
SJD
-
ORD
1 stop8h 10m
Volaris
Deal found 1/21$481
This Delta deal was found by Cheapflights users on 1/23. 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 2/135:59 pm
ORD
-
SJD
2 stops15h 41m
Delta
Wed 2/184:56 pm
SJD
-
ORD
2 stops14h 42m
Delta
Deal found 1/23$482
This American Airlines deal was found by Cheapflights users on 1/22. 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 2/105:00 am
ORD
-
SJD
1 stop9h 21m
American Airlines
Sun 2/155:34 pm
SJD
-
ORD
1 stop12h 50m
American Airlines
Deal found 1/22$483

Find 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 January 24, 2026.

Most accurate provider

Gotogate
3 stars

Most trusted provider

Gotogate
3 stars

Round-trip from

$472
(Kiwi.com)

One-way from

$111
(Mytrip)

Popular in

March

Cheapest in

September

Average price

$603

Good round-trip deal

$583 or less

Good one-way deal

$300 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. 7% potential increase in price ($46 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 24, 2026.
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

Fri 2/27

3:07 pm-11:07 am

2 stops21h 00m

San José del Cabo Los Cabos

Tue 3/3

4:47 pm-11:59 pm

2 stops30h 12m

$473

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 2/27

3:07 pm-2:35 pm

2 stops24h 28m

San José del Cabo Los Cabos

Sat 3/7

1:51 pm-11:59 pm

1 stop9h 08m

$473

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 5/1

3:52 pm-11:57 am

2 stops22h 05m

San José del Cabo Los Cabos

Wed 5/6

3:47 pm-7:03 pm

1 stop25h 16m

$474

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 2/13

7:59 pm-11:00 am

1 stop16h 01m

San José del Cabo Los Cabos

Wed 2/18

1:45 pm-11:56 pm

1 stop9h 11m

$478

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Thu 2/19

2:54 pm-10:27 pm

1 stop8h 33m

San José del Cabo Los Cabos

Tue 2/24

9:35 am-11:56 pm

2 stops13h 21m

$478

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Thu 2/26

5:45 am-2:32 pm

1 stop9h 47m

San José del Cabo Los Cabos

Fri 3/6

12:10 pm-5:19 pm

Nonstop4h 09m

$480

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 4/10

5:30 am-5:50 pm

2 stops14h 20m

San José del Cabo Los Cabos

Wed 4/15

10:25 am-11:57 pm

2 stops11h 32m

$490

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 4/10

7:00 am-1:43 pm

1 stop8h 43m

San José del Cabo Los Cabos

Wed 4/15

11:52 am-6:09 pm

Nonstop4h 17m

$492

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Wed 3/4

9:03 am-1:03 pm

Nonstop5h 00m

San José del Cabo Los Cabos

Tue 3/10

11:50 am-5:59 pm

Nonstop4h 09m

$499

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Mon 3/23

6:15 am-5:43 pm

2 stops13h 28m

San José del Cabo Los Cabos

Mon 3/30

10:49 am-9:26 pm

1 stop8h 37m

$502

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/24

Showing 1-10 of 23 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 January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
AranGrantPrice Accuracy2 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapTicketsDealPrice Accuracy3 starsTrust Score*3 stars
GotogatePrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
Trip.comPrice Accuracy2 starsTrust Score*3 stars
SmartFaresPrice Accuracy1 starTrust Score*1 star

*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 January 16, 2026.

Booking 50 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, March is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to San José del Cabo (average of $268). Flying from Chicago O'Hare Intl Airport to San José del Cabo in October is currently the most expensive (average of $389). 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 January 24, 2026.

When flying from Chicago O'Hare Intl Airport to San José del Cabo, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 January 24, 2026.
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
8,110 reviews

Overall

7.9

Food

7.2

Comfort

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,110 reviews
Delta
7.9
Good
8,110 reviews

Overall

7.9

Food

7.2

Comfort

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,194 reviews
Delta
7.9
Good
8,110 reviews

Overall

7.9

Food

7.2

Comfort

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,192 reviews
Delta
7.9
Good
8,110 reviews

Overall

7.9

Food

7.2

Comfort

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Viva
7.0
Good
818 reviews
Delta
7.9
Good
8,110 reviews

Overall

7.9

Food

7.2

Comfort

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Volaris
6.6
Okay
1,173 reviews
Delta
7.9
Good
8,110 reviews

Overall

7.9

Food

7.2

Comfort

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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 3 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 Alaska Airlines and Delta fly from Chicago O'Hare Intl Airport to San José del Cabo in about 16h 01m. The time it takes to get you to your destination can typically vary by up to 4h 59m. 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 Volaris. Our recent data shows that you can find tickets from as low as $253 on this airline. Additional options worth looking into are Viva and Delta, starting at $266 and $278 round-trip. These flights start at 57% 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 $126. However, be on the lookout for offers from Viva and American 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 United Airlines (81%), Emirates (79%) or American Airlines (58%) 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 $837, our data indicates the cheapest price to be $222. The most popular route (Chicago O'Hare Intl - San José del Cabo Los Cabos), is priced around $298.

  • 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, March is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to San José del Cabo (average of $268). Flying from Chicago O'Hare Intl Airport to San José del Cabo in October is currently the most expensive (average of $389). 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 January 24, 2026.
AirlineCheapestAverageFlexibilityOn-time
VolarisCheapest$252Average$387FlexibilityNo cancel feeOn-time79%
VivaCheapest$266Average$355FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$278Average$543FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$417Average$606FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$420Average$646FlexibilityNo cancel feeOn-time69%

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