Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago O'Hare Intl Airport to San José del Cabo from $97

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 2/26. 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
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

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.
Multiple Airlines Logo
12:55 am - 11:30 am
ORD
-
SJD
11h 35m
1 stop
Multiple Airlines Logo
3:20 pm - 4:36 am
SJD
-
ORD
12h 16m
1 stop
$439Multiple Airlines
Tue, Feb 17 - Sun, Feb 22
Viva Logo
1:20 am - 1:50 pm
ORD
-
SJD
13h 30m
2 stops
Viva Logo
9:00 am - 11:45 pm
SJD
-
ORD
13h 45m
2 stops
$440Viva
Mon, Feb 23 - Sun, Mar 1
Multiple Airlines Logo
12:55 am - 11:30 am
ORD
-
SJD
11h 35m
1 stop
Multiple Airlines Logo
3:20 pm - 4:36 am
SJD
-
ORD
12h 16m
1 stop
$441Multiple Airlines
Tue, Feb 17 - Sat, Feb 21
Viva Logo
5:05 pm - 4:25 pm
ORD
-
SJD
24h 20m
1 stop
Viva Logo
11:20 am - 12:25 am
SJD
-
ORD
11h 05m
1 stop
$442Viva
Sat, Mar 7 - Sat, Mar 14
Viva Logo
12:55 am - 3:55 pm
ORD
-
SJD
16h 00m
1 stop
Viva Logo
6:30 pm - 11:50 pm
SJD
-
ORD
52h 20m
2 stops
$443Viva
Thu, Jan 29 - Sat, Feb 7
Viva Logo
12:20 pm - 6:15 am
ORD
-
SJD
19h 55m
1 stop
Viva Logo
7:40 am - 12:45 am
SJD
-
ORD
15h 05m
1 stop
$444Viva
Wed, May 6 - Sun, May 10
Viva Logo
12:55 am - 4:30 pm
ORD
-
SJD
16h 35m
1 stop
Viva Logo
8:30 am - 11:50 pm
SJD
-
ORD
14h 20m
1 stop
$445Viva
Sat, Jan 24 - Wed, Jan 28
Viva Logo
12:20 pm - 12:25 pm
ORD
-
SJD
26h 05m
1 stop
Viva Logo
7:40 am - 12:45 am
SJD
-
ORD
15h 05m
1 stop
$446Viva
Thu, May 7 - Sun, May 10
Multiple Airlines Logo
12:55 am - 11:30 am
ORD
-
SJD
11h 35m
1 stop
Multiple Airlines Logo
5:10 pm - 4:36 am
SJD
-
ORD
10h 26m
2 stops
$447Multiple Airlines
Tue, Feb 17 - Tue, Feb 24
Viva Logo
1:20 am - 8:00 am
ORD
-
SJD
7h 40m
1 stop
Viva Logo
5:10 pm - 11:25 pm
SJD
-
ORD
29h 15m
1 stop
$448Viva
Fri, Feb 20 - Tue, Feb 24

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
Feb 23
ORD1:20 amChicago O'Hare Intl
13h 30m
2 stops
SJD1:50 pmSan José del Cabo Los Cabos
Mar 1
SJD9:00 amSan José del Cabo Los Cabos
13h 45m
2 stops
ORD11:45 pmChicago O'Hare Intl
$440
Viva
Mar 7
ORD5:05 pmChicago O'Hare Intl
24h 20m
1 stop
SJD4:25 pmSan José del Cabo Los Cabos
Mar 14
SJD11:20 amSan José del Cabo Los Cabos
11h 05m
1 stop
ORD12:25 amChicago O'Hare Intl
$442
Viva
Jan 29
ORD12:55 amChicago O'Hare Intl
16h 00m
1 stop
SJD3:55 pmSan José del Cabo Los Cabos
Feb 7
SJD6:30 pmSan José del Cabo Los Cabos
52h 20m
2 stops
ORD11:50 pmChicago O'Hare Intl
$443

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

Our best Alaska Airlines deals on Chicago O'Hare Intl Airport to San José del Cabo flight tickets
Alaska Airlines
Feb 8
ORD3:44 pmChicago O'Hare Intl
22h 22m
1 stop
SJD1:06 pmSan José del Cabo Los Cabos
Feb 11
SJD11:42 amSan José del Cabo Los Cabos
10h 55m
1 stop
ORD11:37 pmChicago O'Hare Intl
$450
Alaska Airlines
Feb 8
ORD3:44 pmChicago O'Hare Intl
22h 22m
1 stop
SJD1:06 pmSan José del Cabo Los Cabos
Feb 11
SJD11:42 amSan José del Cabo Los Cabos
10h 55m
1 stop
ORD11:37 pmChicago O'Hare Intl
$451
Alaska Airlines
Feb 9
ORD3:44 pmChicago O'Hare Intl
23h 57m
2 stops
SJD2:41 pmSan José del Cabo Los Cabos
Feb 13
SJD12:21 pmSan José del Cabo Los Cabos
10h 38m
1 stop
ORD11:59 pmChicago O'Hare Intl
$453

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 January 15, 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

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 2/17

12:55 am-11:30 am

1 stop11h 35m

San José del Cabo Los Cabos

Sun 2/22

3:20 pm-4:36 am

1 stop12h 16m

$439

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Mon 2/23

1:20 am-1:50 pm

2 stops13h 30m

San José del Cabo Los Cabos

Sun 3/1

9:00 am-11:45 pm

2 stops13h 45m

$440

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 2/17

12:55 am-11:30 am

1 stop11h 35m

San José del Cabo Los Cabos

Sat 2/21

3:20 pm-4:36 am

1 stop12h 16m

$441

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 3/7

5:05 pm-4:25 pm

1 stop24h 20m

San José del Cabo Los Cabos

Sat 3/14

11:20 am-12:25 am

1 stop11h 05m

$442

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Thu 1/29

12:55 am-3:55 pm

1 stop16h 00m

San José del Cabo Los Cabos

Sat 2/7

6:30 pm-11:50 pm

2 stops52h 20m

$443

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Wed 5/6

12:20 pm-6:15 am

1 stop19h 55m

San José del Cabo Los Cabos

Sun 5/10

7:40 am-12:45 am

1 stop15h 05m

$444

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 1/24

12:55 am-4:30 pm

1 stop16h 35m

San José del Cabo Los Cabos

Wed 1/28

8:30 am-11:50 pm

1 stop14h 20m

$445

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Thu 5/7

12:20 pm-12:25 pm

1 stop26h 05m

San José del Cabo Los Cabos

Sun 5/10

7:40 am-12:45 am

1 stop15h 05m

$446

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 2/17

12:55 am-11:30 am

1 stop11h 35m

San José del Cabo Los Cabos

Tue 2/24

5:10 pm-4:36 am

2 stops10h 26m

$447

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 2/20

1:20 am-8:00 am

1 stop7h 40m

San José del Cabo Los Cabos

Tue 2/24

5:10 pm-11:25 pm

1 stop29h 15m

$448

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 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 $491, 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 $526.

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 $588. 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 $686.

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 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 $599 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 $535 on momondo.

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

There are 3 cabin classes available to choose from on Chicago O'Hare Intl to San José del Cabo Los Cabos 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 13% 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 January 2026, prices for Chicago O'Hare Intl Airport to San José del Cabo flights are approximately 36% 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

$261

Fastest flight time

4h 36m

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 $261. 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 $557.
The fastest flight from Chicago O'Hare Intl Airport to San José del Cabo takes 4h 36m
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

  • 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 36m 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
VivaPriceFrom $266Free CancellationRating
7.0
815 reviews
Search Viva flights
DeltaPriceFrom $278Free CancellationRating
7.9
8,049 reviews
Search Delta flights
VolarisPriceFrom $289Free CancellationRating
6.6
1,171 reviews
Search Volaris flights
American AirlinesPriceFrom $417Free CancellationRating
7.2
11,134 reviews
Search American Airlines flights
United AirlinesPriceFrom $419Free CancellationRating
7.4
9,164 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 $419 round-trip. Over the 6 United Airlines flights for this route in a normal week, average airfare is usually $645 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 (7.2/10, 11,134 ratings). American Airlines flies from Chicago O'Hare Intl Airport to San José del Cabo around 12 times per week, with deals starting from $417 round-trip and rising to an average price of around $607.

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.

An easier way to manage your San José del Cabo trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sat 2/14
Sat 2/21
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Mexico

Airports servicing Baja California Sur

La Paz Leon Airport
Loreto Airport
Los Cabos Airport