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Cheap flights from Chicago O'Hare Intl Airport to San José del Cabo from $118

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 10/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

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
7:35 am - 7:04 pmORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
13h 29m1 stop Mexico City Benito Juarez
Volaris Logo
7:47 pm - 5:52 amSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
8h 05m1 stop Mexico City Benito Juarez
$348Volaris
Sun, Oct 11 - Fri, Oct 16
Volaris Logo
1:40 am - 10:09 amORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
10h 29m1 stop Mexico City Benito Juarez
Volaris Logo
7:47 pm - 5:52 amSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
8h 05m1 stop Mexico City Benito Juarez
$348Volaris
Sun, Sep 6 - Sun, Sep 13
Volaris Logo
7:35 am - 7:04 pmORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
13h 29m1 stop Mexico City Benito Juarez
Volaris Logo
7:47 pm - 5:52 amSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
8h 05m1 stop Mexico City Benito Juarez
$348Volaris
Mon, Sep 21 - Sat, Oct 3
Viva Logo
11:30 am - 12:24 pmORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
25h 54m1 stop Guadalajara Miguel Hidal
Viva Logo
8:17 am - 10:50 pmSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
13h 33m1 stop Monterrey Gen Mariano Escobedo
$351Viva
Fri, Jan 22 - Wed, Jan 27
Viva Logo
11:30 am - 12:24 pmORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
25h 54m1 stop Guadalajara Miguel Hidal
Viva Logo
8:17 am - 10:50 pmSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
13h 33m1 stop Monterrey Gen Mariano Escobedo
$351Viva
Fri, Jan 22 - Mon, Jan 25
Viva Logo
12:30 am - 7:35 amORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
8h 05m1 stop Monterrey Gen Mariano Escobedo
Viva Logo
1:10 pm - 10:57 pmSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
8h 47m1 stop Guadalajara Miguel Hidal
$353Viva
Fri, Jan 22 - Sun, Jan 31
American Airlines Logo
7:10 pm - 9:52 amORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
16h 42m1 stop Dallas/Fort Worth
American Airlines Logo
12:46 pm - 7:20 pmSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
4h 34mnonstop
$585American Airlines
Sat, Oct 17 - Sat, Oct 24
American Airlines Logo
7:10 pm - 9:52 amORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
16h 42m1 stop Dallas/Fort Worth
American Airlines Logo
12:41 pm - 7:15 pmSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
4h 34mnonstop
$585American Airlines
Sat, Oct 17 - Sat, Oct 24
United Airlines Logo
8:52 am - 11:25 amORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
4h 33mnonstop
United Airlines Logo
11:52 am - 6:07 pmSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
4h 15mnonstop
$593United Airlines
Sun, Oct 11 - Thu, Oct 15
United Airlines Logo
9:03 am - 1:03 pmORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
5h 00mnonstop
United Airlines Logo
12:55 pm - 6:11 pmSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
4h 16mnonstop
$593United Airlines
Sun, Nov 1 - Fri, Nov 6

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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
Oct 4
ORD7:35 amChicago O'Hare Intl
13h 29m
1 stop
SJD7:04 pmSan José del Cabo Los Cabos
Oct 14
SJD7:47 pmSan José del Cabo Los Cabos
8h 05m
1 stop
ORD5:52 amChicago O'Hare Intl
$347
Volaris
Sep 21
ORD7:35 amChicago O'Hare Intl
13h 29m
1 stop
SJD7:04 pmSan José del Cabo Los Cabos
Oct 3
SJD7:47 pmSan José del Cabo Los Cabos
8h 05m
1 stop
ORD5:52 amChicago O'Hare Intl
$348
Volaris
Jan 20
ORD1:24 amChicago O'Hare Intl
10h 11m
1 stop
SJD10:35 amSan José del Cabo Los Cabos
Jan 24
SJD3:30 pmSan José del Cabo Los Cabos
7h 14m
1 stop
ORD11:44 pmChicago O'Hare Intl
$349

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

Our best Viva deals on Chicago O'Hare Intl Airport to San José del Cabo flight tickets
Viva
Aug 30
ORD12:25 pmChicago O'Hare Intl
26h 00m
1 stop
SJD12:25 pmSan José del Cabo Los Cabos
Sep 2
SJD1:12 pmSan José del Cabo Los Cabos
8h 47m
1 stop
ORD11:59 pmChicago O'Hare Intl
$357
Viva
Aug 31
ORD12:25 pmChicago O'Hare Intl
26h 01m
1 stop
SJD12:26 pmSan José del Cabo Los Cabos
Sep 7
SJD8:04 pmSan José del Cabo Los Cabos
12h 56m
1 stop
ORD11:00 amChicago O'Hare Intl
$382

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 August 6, 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 Chicago O'Hare Intl - SJD San José del Cabo Los Cabos

ORDSJD

Chicago O'Hare Intl

Sun 10/11

7:35 am-7:04 pm

1 stop13h 29m

San José del Cabo Los Cabos

Fri 10/16

7:47 pm-5:52 am

1 stop8h 05m

$348

ChicagoSan José del Cabo

ORD Chicago O'Hare Intl - SJD San José del Cabo Los Cabos

ORDSJD

Chicago O'Hare Intl

Sun 9/6

1:40 am-10:09 am

1 stop10h 29m

San José del Cabo Los Cabos

Sun 9/13

7:47 pm-5:52 am

1 stop8h 05m

$348

ChicagoSan José del Cabo

ORD Chicago O'Hare Intl - SJD San José del Cabo Los Cabos

ORDSJD

Chicago O'Hare Intl

Mon 9/21

7:35 am-7:04 pm

1 stop13h 29m

San José del Cabo Los Cabos

Sat 10/3

7:47 pm-5:52 am

1 stop8h 05m

$348

ChicagoSan José del Cabo

ORD Chicago O'Hare Intl - SJD San José del Cabo Los Cabos

ORDSJD

Chicago O'Hare Intl

Fri 1/22

11:30 am-12:24 pm

1 stop25h 54m

San José del Cabo Los Cabos

Wed 1/27

8:17 am-10:50 pm

1 stop13h 33m

$351

ChicagoSan José del Cabo

ORD Chicago O'Hare Intl - SJD San José del Cabo Los Cabos

ORDSJD

Chicago O'Hare Intl

Fri 1/22

11:30 am-12:24 pm

1 stop25h 54m

San José del Cabo Los Cabos

Mon 1/25

8:17 am-10:50 pm

1 stop13h 33m

$351

ChicagoSan José del Cabo

ORD Chicago O'Hare Intl - SJD San José del Cabo Los Cabos

ORDSJD

Chicago O'Hare Intl

Fri 1/22

12:30 am-7:35 am

1 stop8h 05m

San José del Cabo Los Cabos

Sun 1/31

1:10 pm-10:57 pm

1 stop8h 47m

$353

ChicagoSan José del Cabo

ORD Chicago O'Hare Intl - SJD San José del Cabo Los Cabos

ORDSJD

Chicago O'Hare Intl

Sat 10/17

7:10 pm-9:52 am

1 stop16h 42m

San José del Cabo Los Cabos

Sat 10/24

12:46 pm-7:20 pm

Nonstop4h 34m

$585

ChicagoSan José del Cabo

ORD Chicago O'Hare Intl - SJD San José del Cabo Los Cabos

ORDSJD

Chicago O'Hare Intl

Sat 10/17

7:10 pm-9:52 am

1 stop16h 42m

San José del Cabo Los Cabos

Sat 10/24

12:41 pm-7:15 pm

Nonstop4h 34m

$585
Quickest round-trip

ChicagoSan José del Cabo

ORD Chicago O'Hare Intl - SJD San José del Cabo Los Cabos

ORDSJD

Chicago O'Hare Intl

Sun 10/11

8:52 am-11:25 am

Nonstop4h 33m

San José del Cabo Los Cabos

Thu 10/15

11:52 am-6:07 pm

Nonstop4h 15m

$593

ChicagoSan José del Cabo

ORD Chicago O'Hare Intl - SJD San José del Cabo Los Cabos

ORDSJD

Chicago O'Hare Intl

Sun 11/1

9:03 am-1:03 pm

Nonstop5h 00m

San José del Cabo Los Cabos

Fri 11/6

12:55 pm-6:11 pm

Nonstop4h 16m

$593

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?

Prices are currently low for flights on this route.

Typical prices usually range from $482 to $673.
The lowest price recently found on this route was $347.

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 $478, 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 $562.

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 $611. 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 $697.

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 $614 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 $507 on momondo.

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

There are 4 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 32% 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 August 2026, prices for Chicago O'Hare Intl Airport to San José del Cabo flights are approximately 11% more expensive 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

$295

Fastest flight time

4h 33m

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 $295. 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 $656.
The fastest flight from Chicago O'Hare Intl Airport to San José del Cabo takes 4h 33m
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 33m 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
6.6
1,146 reviews
Search Volaris flights
United AirlinesPriceFrom $417Free CancellationRating
7.4
10,072 reviews
Search United Airlines flights
American AirlinesPriceFrom $443Free CancellationRating
7.1
11,867 reviews
Search American Airlines flights

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

    American Airlines flight deals from Chicago O'Hare Intl Airport to San José del Cabo start from $443 round-trip. Over the 2 American Airlines flights for this route in a normal week, average airfare is usually $658 round-trip - but some users have found much cheaper deals with momondo.

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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