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Cheap flights from Chicago O'Hare Intl Airport to San José del Cabo from $94

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 4/26. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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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
1:40 am - 2:51 pm
ORD
-
SJD
15h 11m
2 stops
Volaris Logo
4:49 pm - 12:09 pm
SJD
-
ORD
17h 20m
2 stops
$459Volaris
Sun, Apr 12 - Sat, Apr 18
Multiple Airlines Logo
12:15 am - 10:36 am
ORD
-
SJD
11h 21m
2 stops
Multiple Airlines Logo
9:00 am - 12:45 am
SJD
-
ORD
13h 45m
2 stops
$460Multiple Airlines
Sat, Mar 7 - Mon, Mar 9
Multiple Airlines Logo
7:23 am - 3:20 pm
ORD
-
SJD
9h 57m
1 stop
Multiple Airlines Logo
5:05 pm - 5:36 am
SJD
-
ORD
10h 31m
2 stops
$461Multiple Airlines
Sun, Mar 15 - Fri, Mar 20
Alaska Airlines Logo
6:00 am - 2:37 pm
ORD
-
SJD
10h 37m
1 stop
Alaska Airlines Logo
12:54 pm - 1:13 pm
SJD
-
ORD
22h 19m
2 stops
$462Alaska Airlines
Tue, May 5 - Sun, May 10
Aeromexico Logo
2:00 am - 5:50 pm
ORD
-
SJD
17h 50m
1 stop
Aeromexico Logo
6:40 pm - 6:35 pm
SJD
-
ORD
21h 55m
2 stops
$463Aeromexico
Tue, May 5 - Sun, May 10
Aeromexico Logo
2:00 am - 1:45 pm
ORD
-
SJD
13h 45m
1 stop
Aeromexico Logo
6:00 am - 12:15 am
SJD
-
ORD
16h 15m
1 stop
$464Aeromexico
Tue, May 26 - Sun, May 31
Alaska Airlines Logo
7:59 pm - 11:44 am
ORD
-
SJD
17h 45m
1 stop
Alaska Airlines Logo
10:41 am - 11:43 pm
SJD
-
ORD
11h 02m
1 stop
$465Alaska Airlines
Fri, May 1 - Mon, May 4
Multiple Airlines Logo
5:20 am - 2:51 pm
ORD
-
SJD
35h 31m
2 stops
Multiple Airlines Logo
1:05 pm - 12:39 am
SJD
-
ORD
9h 34m
1 stop
$466Multiple Airlines
Thu, Apr 23 - Mon, Apr 27
American Airlines Logo
8:45 pm - 9:35 am
ORD
-
SJD
14h 50m
1 stop
American Airlines Logo
11:31 am - 10:20 pm
SJD
-
ORD
8h 49m
1 stop
$467American Airlines
Sat, May 2 - Sat, May 9
American Airlines Logo
10:05 am - 12:50 pm
ORD
-
SJD
4h 45mnonstop
American Airlines Logo
4:25 pm - 7:31 am
SJD
-
ORD
13h 06m
1 stop
$468American Airlines
Tue, May 5 - Sun, May 10

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
Apr 12
ORD1:40 amChicago O'Hare Intl
15h 11m
2 stops
SJD2:51 pmSan José del Cabo Los Cabos
Apr 18
SJD4:49 pmSan José del Cabo Los Cabos
17h 20m
2 stops
ORD12:09 pmChicago O'Hare Intl
$459
Volaris
Mar 1
ORD11:58 pmChicago O'Hare Intl
11h 38m
2 stops
SJD10:36 amSan José del Cabo Los Cabos
Mar 5
SJD12:59 pmSan José del Cabo Los Cabos
21h 20m
2 stops
ORD11:19 amChicago O'Hare Intl
$461
Volaris
Mar 1
ORD12:59 pmChicago O'Hare Intl
24h 15m
2 stops
SJD12:14 pmSan José del Cabo Los Cabos
Mar 7
SJD3:59 pmSan José del Cabo Los Cabos
17h 20m
2 stops
ORD10:19 amChicago O'Hare Intl
$462

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 27
ORD1:20 amChicago O'Hare Intl
7h 40m
1 stop
SJD8:00 amSan José del Cabo Los Cabos
Mar 7
SJD11:20 amSan José del Cabo Los Cabos
10h 25m
1 stop
ORD10:45 pmChicago O'Hare Intl
$463
Viva
Mar 5
ORD12:15 amChicago O'Hare Intl
7h 45m
1 stop
SJD7:00 amSan José del Cabo Los Cabos
Mar 15
SJD10:05 pmSan José del Cabo Los Cabos
24h 40m
1 stop
ORD12:45 amChicago O'Hare Intl
$470
Viva
Feb 27
ORD1:20 amChicago O'Hare Intl
7h 40m
1 stop
SJD8:00 amSan José del Cabo Los Cabos
Mar 7
SJD11:20 amSan José del Cabo Los Cabos
10h 25m
1 stop
ORD10:45 pmChicago O'Hare Intl
$473

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 February 26, 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

Sun 4/12

1:40 am-2:51 pm

2 stops15h 11m

San José del Cabo Los Cabos

Sat 4/18

4:49 pm-12:09 pm

2 stops17h 20m

$459

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 3/7

12:15 am-10:36 am

2 stops11h 21m

San José del Cabo Los Cabos

Mon 3/9

9:00 am-12:45 am

2 stops13h 45m

$460

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sun 3/15

7:23 am-3:20 pm

1 stop9h 57m

San José del Cabo Los Cabos

Fri 3/20

5:05 pm-5:36 am

2 stops10h 31m

$461

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 5/5

6:00 am-2:37 pm

1 stop10h 37m

San José del Cabo Los Cabos

Sun 5/10

12:54 pm-1:13 pm

2 stops22h 19m

$462

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 5/5

2:00 am-5:50 pm

1 stop17h 50m

San José del Cabo Los Cabos

Sun 5/10

6:40 pm-6:35 pm

2 stops21h 55m

$463

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 5/26

2:00 am-1:45 pm

1 stop13h 45m

San José del Cabo Los Cabos

Sun 5/31

6:00 am-12:15 am

1 stop16h 15m

$464

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 5/1

7:59 pm-11:44 am

1 stop17h 45m

San José del Cabo Los Cabos

Mon 5/4

10:41 am-11:43 pm

1 stop11h 02m

$465

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Thu 4/23

5:20 am-2:51 pm

2 stops35h 31m

San José del Cabo Los Cabos

Mon 4/27

1:05 pm-12:39 am

1 stop9h 34m

$466

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 5/2

8:45 pm-9:35 am

1 stop14h 50m

San José del Cabo Los Cabos

Sat 5/9

11:31 am-10:20 pm

1 stop8h 49m

$467

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 5/5

10:05 am-12:50 pm

Nonstop4h 45m

San José del Cabo Los Cabos

Sun 5/10

4:25 pm-7:31 am

1 stop13h 06m

$468

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 $494, 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 $587. 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 $690.

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 $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 $557 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 9% 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 February 2026, prices for Chicago O'Hare Intl Airport to San José del Cabo flights are approximately 11% 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

$246

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 $246. 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 $580.
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

  • 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
DeltaPriceFrom $184Free CancellationRating
7.9
8,238 reviews
Search Delta flights
VolarisPriceFrom $252Free CancellationRating
6.6
1,171 reviews
Search Volaris flights
VivaPriceFrom $266Free CancellationRating
7.0
813 reviews
Search Viva flights
United AirlinesPriceFrom $416Free CancellationRating
7.4
9,349 reviews
Search United Airlines flights
American AirlinesPriceFrom $416Free CancellationRating
7.2
11,353 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 $416 round-trip. Over the 6 United Airlines flights for this route in a normal week, average airfare is usually $623 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, 11,353 ratings). American Airlines flies from Chicago O'Hare Intl Airport to San José del Cabo around 11 times per week, with deals starting from $416 round-trip and rising to an average price of around $606.

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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