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Cheap flights from Chicago O'Hare Intl Airport to San José del Cabo from $123

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
2:41 am - 2:30 pmORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
13h 49m1 stop Puebla City Huejotzingo
Volaris Logo
7:47 pm - 5:43 amSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
7h 56m1 stop Mexico City Benito Juarez
$371Volaris
Fri, Oct 9 - Sat, Oct 24
Volaris Logo
6:29 am - 3:00 pmORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
9h 31m1 stop Mexico City Benito Juarez
Volaris Logo
3:38 pm - 4:43 amSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
12h 05m1 stop Mexico City Benito Juarez
$371Volaris
Thu, Feb 4 - Sun, Feb 7
Volaris Logo
6:29 am - 3:00 pmORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
9h 31m1 stop Mexico City Benito Juarez
Volaris Logo
3:38 pm - 4:43 amSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
12h 05m1 stop Mexico City Benito Juarez
$371Volaris
Sun, Jan 24 - Wed, Feb 3
Multiple Airlines Logo
2:41 am - 2:30 pmORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
13h 49m1 stop Puebla City Huejotzingo
Multiple Airlines Logo
1:20 pm - 11:59 pmSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
8h 39m1 stop Guadalajara Miguel Hidal
$372Multiple Airlines
Fri, Oct 9 - Tue, Oct 27
Multiple Airlines Logo
2:41 am - 2:42 pmORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
13h 01m1 stop Puebla City Huejotzingo
Multiple Airlines Logo
8:49 am - 12:41 amSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
38h 52m3 stops Culiacán Fedl De Bachigualato Monterrey Gen Mariano Escobedo Puebla City Huejotzingo
$374Multiple Airlines
Fri, Nov 6 - Tue, Nov 10
Multiple Airlines Logo
6:29 am - 3:00 pmORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
9h 31m1 stop Mexico City Benito Juarez
Multiple Airlines Logo
8:51 pm - 10:50 pmSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
24h 59m1 stop Guadalajara Miguel Hidal
$377Multiple Airlines
Sat, Nov 7 - Sat, Nov 14
American Airlines Logo
8:55 am - 12:44 pmORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
4h 49mnonstop
American Airlines Logo
1:44 pm - 7:15 pmSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
4h 31mnonstop
$452American Airlines
Sun, Dec 6 - Fri, Dec 11
American Airlines Logo
8:54 am - 12:54 pmORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
5h 00mnonstop
American Airlines Logo
12:30 pm - 5:45 pmSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
4h 15mnonstop
$452American Airlines
Mon, Feb 8 - Fri, Feb 12
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
$452United Airlines
Mon, Jan 25 - Fri, Jan 29
United Airlines Logo
9:03 am - 12:03 pmORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
5h 00mnonstop
United Airlines Logo
11:55 am - 6:08 pmSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
4h 13mnonstop
$452United Airlines
Mon, Oct 26 - Fri, Oct 30

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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 9
ORD2:41 amChicago O'Hare Intl
13h 49m
1 stop
SJD2:30 pmSan José del Cabo Los Cabos
Oct 24
SJD7:47 pmSan José del Cabo Los Cabos
7h 56m
1 stop
ORD5:43 amChicago O'Hare Intl
$371
Volaris
Mar 9
ORD1:24 amChicago O'Hare Intl
10h 11m
1 stop
SJD10:35 amSan José del Cabo Los Cabos
Mar 12
SJD3:21 pmSan José del Cabo Los Cabos
7h 23m
1 stop
ORD11:44 pmChicago O'Hare Intl
$372
Volaris
Feb 1
ORD1:24 amChicago O'Hare Intl
10h 11m
1 stop
SJD10:35 amSan José del Cabo Los Cabos
Feb 9
SJD3:38 pmSan José del Cabo Los Cabos
12h 05m
1 stop
ORD4:43 amChicago O'Hare Intl
$373

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
Nov 4
ORD12:35 amChicago O'Hare Intl
21h 15m
1 stop
SJD8:50 pmSan José del Cabo Los Cabos
Nov 25
SJD8:49 amSan José del Cabo Los Cabos
13h 06m
2 stops
ORD10:55 pmChicago O'Hare Intl
$394
Viva
Nov 3
ORD12:25 amChicago O'Hare Intl
16h 45m
1 stop
SJD4:10 pmSan José del Cabo Los Cabos
Nov 11
SJD8:49 amSan José del Cabo Los Cabos
13h 06m
2 stops
ORD10:55 pmChicago O'Hare Intl
$404
Viva
Nov 26
ORD12:35 amChicago O'Hare Intl
7h 56m
1 stop
SJD7:31 amSan José del Cabo Los Cabos
Dec 1
SJD9:31 pmSan José del Cabo Los Cabos
24h 19m
1 stop
ORD10:50 pmChicago O'Hare Intl
$411

momondo Fare Finder

 
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

Fri 10/9

2:41 am-2:30 pm

1 stop13h 49m

San José del Cabo Los Cabos

Sat 10/24

7:47 pm-5:43 am

1 stop7h 56m

$371

ChicagoSan José del Cabo

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

ORDSJD

Chicago O'Hare Intl

Thu 2/4

6:29 am-3:00 pm

1 stop9h 31m

San José del Cabo Los Cabos

Sun 2/7

3:38 pm-4:43 am

1 stop12h 05m

$371

ChicagoSan José del Cabo

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

ORDSJD

Chicago O'Hare Intl

Sun 1/24

6:29 am-3:00 pm

1 stop9h 31m

San José del Cabo Los Cabos

Wed 2/3

3:38 pm-4:43 am

1 stop12h 05m

$371

ChicagoSan José del Cabo

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

ORDSJD

Chicago O'Hare Intl

Fri 10/9

2:41 am-2:30 pm

1 stop13h 49m

San José del Cabo Los Cabos

Tue 10/27

1:20 pm-11:59 pm

1 stop8h 39m

$372

ChicagoSan José del Cabo

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

ORDSJD

Chicago O'Hare Intl

Fri 11/6

2:41 am-2:42 pm

1 stop13h 01m

San José del Cabo Los Cabos

Tue 11/10

8:49 am-12:41 am

3 stops38h 52m

$374

ChicagoSan José del Cabo

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

ORDSJD

Chicago O'Hare Intl

Sat 11/7

6:29 am-3:00 pm

1 stop9h 31m

San José del Cabo Los Cabos

Sat 11/14

8:51 pm-10:50 pm

1 stop24h 59m

$377

ChicagoSan José del Cabo

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

ORDSJD

Chicago O'Hare Intl

Sun 12/6

8:55 am-12:44 pm

Nonstop4h 49m

San José del Cabo Los Cabos

Fri 12/11

1:44 pm-7:15 pm

Nonstop4h 31m

$452

ChicagoSan José del Cabo

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

ORDSJD

Chicago O'Hare Intl

Mon 2/8

8:54 am-12:54 pm

Nonstop5h 00m

San José del Cabo Los Cabos

Fri 2/12

12:30 pm-5:45 pm

Nonstop4h 15m

$452

ChicagoSan José del Cabo

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

ORDSJD

Chicago O'Hare Intl

Mon 1/25

9:03 am-1:03 pm

Nonstop5h 00m

San José del Cabo Los Cabos

Fri 1/29

12:55 pm-6:11 pm

Nonstop4h 16m

$452
Quickest round-trip

ChicagoSan José del Cabo

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

ORDSJD

Chicago O'Hare Intl

Mon 10/26

9:03 am-12:03 pm

Nonstop5h 00m

San José del Cabo Los Cabos

Fri 10/30

11:55 am-6:08 pm

Nonstop4h 13m

$452

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 $426 to $646.
The lowest price recently found on this route was $371.

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 February is your next best option. Flight prices from Chicago O'Hare Intl Airport to San José del Cabo during February average around $589.

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 $628. 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 $731.

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 $634 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 $582 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 22% 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 September 2026, prices for Chicago O'Hare Intl Airport to San José del Cabo flights are approximately 14% 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

$123

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 $123. 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 $371.
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 $207Free CancellationRating
6.6
1,137 reviews
Search Volaris flights
United AirlinesPriceFrom $427Free CancellationRating
7.4
10,226 reviews
Search United Airlines flights
American AirlinesPriceFrom $450Free CancellationRating
7.0
12,074 reviews
Search American 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 $427 round-trip. Over the 1 United Airlines flight for this route in a normal week, average airfare is usually $670 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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