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Cheap flights from Chicago O'Hare Intl Airport to San José del Cabo from $62

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago O'Hare Intl Airport to San José del Cabo departing on 8/7. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago O'Hare Intl Airport to San José del Cabo

Cheap round-trip flights

Enter your travel dates to find the best prices.
Volaris Logo
2:53 am - 11:29 am
ORD
-
SJD
10h 36m
1 stop
Volaris Logo
3:36 pm - 12:55 am
SJD
-
ORD
7h 19m
1 stop
$382Volaris
Fri, Jun 19 - Thu, Jun 25
Volaris Logo
1:40 am - 10:09 am
ORD
-
SJD
10h 29m
1 stop
Volaris Logo
7:47 pm - 5:52 am
SJD
-
ORD
8h 05m
1 stop
$383Volaris
Tue, Jun 16 - Sun, Jun 21
Volaris Logo
1:40 am - 10:09 am
ORD
-
SJD
10h 29m
1 stop
Volaris Logo
7:47 pm - 5:52 am
SJD
-
ORD
8h 05m
1 stop
$384Volaris
Sun, Jun 14 - Sun, Jun 21
Multiple Airlines Logo
1:40 am - 10:09 am
ORD
-
SJD
10h 29m
1 stop
Multiple Airlines Logo
8:00 am - 2:21 am
SJD
-
ORD
16h 21m
2 stops
$385Multiple Airlines
Tue, Jun 16 - Wed, Jun 24
Multiple Airlines Logo
1:59 am - 12:20 pm
ORD
-
SJD
12h 21m
2 stops
Multiple Airlines Logo
8:20 am - 11:55 pm
SJD
-
ORD
13h 35m
1 stop
$386Multiple Airlines
Mon, Jun 22 - Sun, Jun 28
Volaris Logo
7:35 am - 7:04 pm
ORD
-
SJD
13h 29m
1 stop
Volaris Logo
7:47 pm - 5:52 am
SJD
-
ORD
8h 05m
1 stop
$387Volaris
Fri, Jul 17 - Mon, Jul 20
Volaris Logo
1:40 am - 10:09 am
ORD
-
SJD
10h 29m
1 stop
Volaris Logo
12:02 pm - 11:47 pm
SJD
-
ORD
9h 45m
1 stop
$388Volaris
Thu, Jun 25 - Tue, Jun 30
Volaris Logo
1:40 am - 10:09 am
ORD
-
SJD
10h 29m
1 stop
Volaris Logo
7:47 pm - 5:52 am
SJD
-
ORD
8h 05m
1 stop
$389Volaris
Fri, Jun 26 - Sat, Jul 4
Volaris Logo
2:53 am - 8:16 am
ORD
-
SJD
7h 23m
1 stop
Volaris Logo
7:47 pm - 5:52 am
SJD
-
ORD
8h 05m
1 stop
$390Volaris
Fri, Jul 17 - Mon, Jul 20
Volaris Logo
2:53 am - 11:29 am
ORD
-
SJD
10h 36m
1 stop
Volaris Logo
7:47 pm - 5:52 am
SJD
-
ORD
8h 05m
1 stop
$391Volaris
Sat, Jun 27 - Tue, Jun 30

Volaris flights from Chicago O'Hare Intl Airport to San José del Cabo

Our best Volaris deals on Chicago O'Hare Intl Airport to San José del Cabo flight tickets
Volaris
Jun 19
ORD2:53 amChicago O'Hare Intl
10h 36m
1 stop
SJD11:29 amSan José del Cabo Los Cabos
Jun 25
SJD3:36 pmSan José del Cabo Los Cabos
7h 19m
1 stop
ORD12:55 amChicago O'Hare Intl
$382
Volaris
Jun 16
ORD1:40 amChicago O'Hare Intl
10h 29m
1 stop
SJD10:09 amSan José del Cabo Los Cabos
Jun 21
SJD7:47 pmSan José del Cabo Los Cabos
8h 05m
1 stop
ORD5:52 amChicago O'Hare Intl
$383
Volaris
Jun 14
ORD1:40 amChicago O'Hare Intl
10h 29m
1 stop
SJD10:09 amSan José del Cabo Los Cabos
Jun 21
SJD7:47 pmSan José del Cabo Los Cabos
8h 05m
1 stop
ORD5:52 amChicago O'Hare Intl
$384

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport 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, momondo users made 832,500 searches. Data last updated May 30, 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

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 6/19

2:53 am-11:29 am

1 stop10h 36m

San José del Cabo Los Cabos

Thu 6/25

3:36 pm-12:55 am

1 stop7h 19m

$382

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 6/16

1:40 am-10:09 am

1 stop10h 29m

San José del Cabo Los Cabos

Sun 6/21

7:47 pm-5:52 am

1 stop8h 05m

$383

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sun 6/14

1:40 am-10:09 am

1 stop10h 29m

San José del Cabo Los Cabos

Sun 6/21

7:47 pm-5:52 am

1 stop8h 05m

$384

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 6/16

1:40 am-10:09 am

1 stop10h 29m

San José del Cabo Los Cabos

Wed 6/24

8:00 am-2:21 am

2 stops16h 21m

$385

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Mon 6/22

1:59 am-12:20 pm

2 stops12h 21m

San José del Cabo Los Cabos

Sun 6/28

8:20 am-11:55 pm

1 stop13h 35m

$386

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 7/17

7:35 am-7:04 pm

1 stop13h 29m

San José del Cabo Los Cabos

Mon 7/20

7:47 pm-5:52 am

1 stop8h 05m

$387

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Thu 6/25

1:40 am-10:09 am

1 stop10h 29m

San José del Cabo Los Cabos

Tue 6/30

12:02 pm-11:47 pm

1 stop9h 45m

$388

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 6/26

1:40 am-10:09 am

1 stop10h 29m

San José del Cabo Los Cabos

Sat 7/4

7:47 pm-5:52 am

1 stop8h 05m

$389
Quickest round-trip

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 7/17

2:53 am-8:16 am

1 stop7h 23m

San José del Cabo Los Cabos

Mon 7/20

7:47 pm-5:52 am

1 stop8h 05m

$390

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 6/27

2:53 am-11:29 am

1 stop10h 36m

San José del Cabo Los Cabos

Tue 6/30

7:47 pm-5:52 am

1 stop8h 05m

$391

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to San José del Cabo from

How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to San José del Cabo

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Chicago O'Hare Intl Airport and San José del Cabo?

What is the cheapest month to fly to San José del Cabo?

The cheapest month to fly to San José del Cabo from Chicago O'Hare Intl Airport is in September. Flight prices, which tend to average around $475, are often lower during this time because this is during the off-season. If you’re not able to fly to San José del Cabo in September, then August is your next best option. Flight prices from Chicago O'Hare Intl Airport to San José del Cabo during August average around $485.

What is the cheapest day to depart on your flight to San José del Cabo?

According to our data, Tuesday is the cheapest day to fly to San José del Cabo from Chicago O'Hare Intl Airport. The lowest ticket price found for a Tuesday departure recently was $601. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Thursday is the most expensive day to depart from Chicago O'Hare Intl Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $685.

What is the cheapest Chicago O'Hare Intl to San José del Cabo Los Cabos flight route?

Fly from Chicago O'Hare Intl to San José del Cabo Los Cabos for the best Chicago O'Hare Intl - San José del Cabo Los Cabos flight prices

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

You are more likely to see cheaper flights to San José del Cabo from Chicago O'Hare Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to San José del Cabo for around $598 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to San José del Cabo from Chicago O'Hare Intl Airport for as low as $551 on momondo.

What cabin class options are available on Chicago O'Hare Intl Airport to San José del Cabo flights?

There are 3 cabin classes available to choose from on Chicago O'Hare Intl Airport to San José del Cabo flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago O'Hare Intl Airport to San José del Cabo flights?

You could potentially save up to 27% on your flight if you consider stops on a Chicago O'Hare Intl Airport to San José del Cabo flight.

How have Chicago O'Hare Intl Airport to San José del Cabo flight prices changed over time?

As of May 2026, prices for Chicago O'Hare Intl Airport to San José del Cabo flights are approximately 7% cheaper when compared to flights at the same time last year.

When to book flights from Chicago O'Hare Intl Airport to San José del Cabo

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago O'Hare Intl Airport to San José del Cabo according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago O'Hare Intl Airport to San José del Cabo (ORD to SJD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to San José del Cabo

Best Price Found

$335

Fastest flight time

4h 29m

Direct flights

Every day

Airports in San José del Cabo

1 airport
The best one-way flight to San José del Cabo from Chicago O'Hare Intl Airport in the past 72 hours is $335. The best round-trip flight deal from Chicago O'Hare Intl Airport to San José del Cabo found on momondo in the last 72 hours is $632.
The fastest flight from Chicago O'Hare Intl Airport to San José del Cabo takes 4h 29m
Direct flights go from Chicago O'Hare Intl Airport to San José del Cabo every day.
There is 1 airport in San José del Cabo. From Chicago O'Hare Intl Airport there are direct flights to San José del Cabo Los Cabos (SJD).
Search flight deals

Frequently asked questions about flying from Chicago O'Hare Intl Airport to San José del Cabo

  • How far is Chicago O'Hare Intl to San José del Cabo Los Cabos by plane?

    The distance between Chicago O'Hare Intl and San José del Cabo Los Cabos is about 1810.6 mi. 4h 29m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Chicago O'Hare Intl Airport to San José del Cabo Los Cabos Airport?

    Prices for flights from Chicago O'Hare Intl Airport to San José del Cabo Los Cabos Airport refresh daily.

  • How many operators does momondo search for flights from Chicago O'Hare Intl Airport to San José del Cabo Los Cabos Airport?

  • How old do you have to be to fly from Chicago O'Hare Intl Airport to San José del Cabo Los Cabos Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago O'Hare Intl Airport to San José del Cabo Los Cabos Airport.

  • What documentation or ID do you need to fly to San José del Cabo Los Cabos Airport?

    The travel and health documents required for your trip to San José del Cabo Los Cabos Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at San José del Cabo Los Cabos Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Chicago O'Hare Intl Airport to San José del Cabo?

  • What is the most popular airline from Chicago O'Hare Intl Airport to San José del Cabo?

Best airlines flying from Chicago O'Hare Intl Airport to San José del Cabo

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to San José del Cabo with momondo
Airline
Rating
Free Cancellation
Price
VolarisPriceFrom $185Free CancellationRating
6.5
1,159 reviews
Search Volaris flights
American AirlinesPriceFrom $416Free CancellationRating
7.1
11,640 reviews
Search American Airlines flights
United AirlinesPriceFrom $416Free CancellationRating
7.4
9,766 reviews
Search United Airlines flights

  • United Airlines Flights From Chicago O'Hare Intl Airport to San José del Cabo

    United Airlines flight deals from Chicago O'Hare Intl Airport to San José del Cabo start from $416 round-trip. Over the 1 United Airlines flight for this route in a normal week, average airfare is usually $637 round-trip - but some users have found much cheaper deals with momondo.

  • American Airlines Flights From Chicago O'Hare Intl Airport to San José del Cabo

    Another popular option for Chicago O'Hare Intl Airport to San José del Cabo flights is American Airlines (7.1/10, 11,645 ratings). American Airlines flies from Chicago O'Hare Intl Airport to San José del Cabo around 5 times per week, with deals starting from $416 round-trip and rising to an average price of around $632.

Traveling to a place near San José del Cabo?

Book flights to San José del Cabo if you plan to visit one of these locations
Todos Santos
Los Barriles

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to San José del Cabo?

It is quick and easy to find Chicago to San José del Cabo flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to San José del Cabo that suits you.

Can I find flights from Chicago to San José del Cabo with flexible booking policies on momondo?

Yes. All flights to San José del Cabo from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Chicago to San José del Cabo?

Once all potential Chicago to San José del Cabo flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Chicago to San José del Cabo right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Chicago to San José del Cabo flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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