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Cheap flights from Chicago O'Hare Intl Airport to San José del Cabo from $87

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 9/27. 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 (ORD-SJD)

Cheap round-trip flights

Volaris Logo
1:40 am - 10:09 amORD-SJD
10h 29m1 stop
Volaris Logo
2:02 pm - 5:42 amSJD-ORD
13h 40m1 stop
$265Volaris
Find Deal
Sat, Sep 20 - Sun, Sep 28
Volaris Logo
1:55 am - 11:11 amORD-SJD
11h 16m1 stop
Volaris Logo
11:53 am - 12:15 amSJD-ORD
10h 22m1 stop
$275Volaris
Find Deal
Fri, Oct 10 - Tue, Oct 14
Volaris Logo
1:40 am - 10:09 amORD-SJD
10h 29m1 stop
Volaris Logo
11:53 am - 12:15 amSJD-ORD
10h 22m1 stop
$306Volaris
Find Deal
Fri, Sep 5 - Sat, Sep 13
Volaris Logo
1:40 am - 10:09 amORD-SJD
10h 29m1 stop
Volaris Logo
11:07 am - 11:32 pmSJD-ORD
10h 25m1 stop
$308Volaris
Find Deal
Fri, Sep 19 - Fri, Sep 26
Volaris Logo
1:55 am - 1:11 pmORD-SJD
13h 16m2 stops
Volaris Logo
2:57 pm - 12:15 amSJD-ORD
7h 18m1 stop
$313Volaris
Find Deal
Sat, Sep 6 - Sat, Sep 13
Volaris Logo
6:23 am - 3:25 pmORD-SJD
10h 02m1 stop
Volaris Logo
4:43 pm - 4:36 amSJD-ORD
10h 53m1 stop
$314Volaris
Find Deal
Fri, Feb 6 - Fri, Feb 13
Volaris Logo
1:55 am - 11:11 amORD-SJD
11h 16m1 stop
Volaris Logo
11:07 am - 11:32 pmSJD-ORD
10h 25m1 stop
$315Volaris
Find Deal
Mon, Sep 15 - Fri, Sep 26
Volaris Logo
1:55 am - 11:11 amORD-SJD
11h 16m1 stop
Volaris Logo
2:57 pm - 12:15 amSJD-ORD
7h 18m1 stop
$317Volaris
Find Deal
Fri, Sep 26 - Thu, Oct 2
Logo
1:55 am - 2:55 pmORD-SJD
15h 00m1 stop
Logo
7:50 am - 12:15 amSJD-ORD
14h 25m2 stops
$326
Find Deal
Fri, Sep 19 - Fri, Sep 26
American Airlines Logo
8:25 am - 12:29 pmORD-SJD
6h 04m1 stop
American Airlines Logo
11:40 am - 9:05 pmSJD-ORD
7h 25m1 stop
$360American Airlines
Find Deal
Wed, Sep 3 - Wed, Sep 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
Sep 20
ORD1:40 amChicago O'Hare Intl
10h 29m
1 stop
SJD10:09 amSan José del Cabo Los Cabos
Sep 28
SJD2:02 pmSan José del Cabo Los Cabos
13h 40m
1 stop
ORD5:42 amChicago O'Hare Intl
$265
Find similar
Volaris
Oct 10
ORD1:55 amChicago O'Hare Intl
11h 16m
1 stop
SJD11:11 amSan José del Cabo Los Cabos
Oct 14
SJD11:53 amSan José del Cabo Los Cabos
10h 22m
1 stop
ORD12:15 amChicago O'Hare Intl
$275
Find similar
Volaris
Sep 5
ORD1:40 amChicago O'Hare Intl
10h 29m
1 stop
SJD10:09 amSan José del Cabo Los Cabos
Sep 13
SJD11:53 amSan José del Cabo Los Cabos
10h 22m
1 stop
ORD12:15 amChicago O'Hare Intl
$306
Find similar

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
ORD8:15 pmChicago O'Hare Intl
12h 40m
1 stop
SJD6:55 amSan José del Cabo Los Cabos
Sep 6
SJD3:35 pmSan José del Cabo Los Cabos
6h 40m
1 stop
ORD12:15 amChicago O'Hare Intl
$444
Find similar
Viva
Aug 30
ORD8:15 pmChicago O'Hare Intl
12h 40m
1 stop
SJD6:55 amSan José del Cabo Los Cabos
Sep 6
SJD8:30 amSan José del Cabo Los Cabos
13h 20m
1 stop
ORD11:50 pmChicago O'Hare Intl
$449
Find similar
Viva
Aug 21
ORD12:25 pmChicago O'Hare Intl
10h 10m
1 stop
SJD8:35 pmSan José del Cabo Los Cabos
Aug 28
SJD9:05 pmSan José del Cabo Los Cabos
24h 45m
1 stop
ORD11:50 pmChicago O'Hare Intl
$459
Find similar

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 16, 2025.
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

Sat 9/20

1:40 am-10:09 am

1 stop10h 29m

San José del Cabo Los Cabos

Sun 9/28

2:02 pm-5:42 am

1 stop13h 40m

$265

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 10/10

1:55 am-11:11 am

1 stop11h 16m

San José del Cabo Los Cabos

Tue 10/14

11:53 am-12:15 am

1 stop10h 22m

$275

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 9/5

1:40 am-10:09 am

1 stop10h 29m

San José del Cabo Los Cabos

Sat 9/13

11:53 am-12:15 am

1 stop10h 22m

$306

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 9/19

1:40 am-10:09 am

1 stop10h 29m

San José del Cabo Los Cabos

Fri 9/26

11:07 am-11:32 pm

1 stop10h 25m

$308

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 9/6

1:55 am-1:11 pm

2 stops13h 16m

San José del Cabo Los Cabos

Sat 9/13

2:57 pm-12:15 am

1 stop7h 18m

$313

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 2/6

6:23 am-3:25 pm

1 stop10h 02m

San José del Cabo Los Cabos

Fri 2/13

4:43 pm-4:36 am

1 stop10h 53m

$314

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Mon 9/15

1:55 am-11:11 am

1 stop11h 16m

San José del Cabo Los Cabos

Fri 9/26

11:07 am-11:32 pm

1 stop10h 25m

$315

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 9/26

1:55 am-11:11 am

1 stop11h 16m

San José del Cabo Los Cabos

Thu 10/2

2:57 pm-12:15 am

1 stop7h 18m

$317

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 9/19

1:55 am-2:55 pm

1 stop15h 00m

San José del Cabo Los Cabos

Fri 9/26

7:50 am-12:15 am

2 stops14h 25m

$326

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Wed 9/3

8:25 am-12:29 pm

1 stop6h 04m

San José del Cabo Los Cabos

Wed 9/10

11:40 am-9:05 pm

1 stop7h 25m

$360

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 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 August. Flight prices, which tend to average around $525, 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 August, then July is your next best option. Flight prices from Chicago O'Hare Intl Airport to San José del Cabo during July average around $531.

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

According to our data, Monday is the cheapest day to fly to San José del Cabo from Chicago O'Hare Intl Airport. The lowest ticket price found for a Monday departure recently was $592. 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 $706.

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

Flying to San José del Cabo from Chicago O'Hare Intl Airport in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $313 when looking at flights departing in the afternoon. Flights to San José del Cabo are more costly in the morning, with an average ticket price of $651. Departure times in the morning fall within the peak daily travel times, which is why tickets can be more expensive.

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 $610 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 $544 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 24% 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 2025, prices for Chicago O'Hare Intl Airport to San José del Cabo flights are approximately 19% 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

$87

Fastest flight time

6h 04m

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 $87. 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 $265.
The fastest flight from Chicago O'Hare Intl Airport to San José del Cabo takes 6h 04m
Direct flights go from Chicago O'Hare Intl Airport to San José del Cabo every day.
There is 1 airport near San José del Cabo: 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. 6h 04m 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 $268Free CancellationRating
7.0
790 reviews
Search Viva flights
VolarisPriceFrom $310Free CancellationRating
6.6
1,162 reviews
Search Volaris flights
DeltaPriceFrom $356Free CancellationRating
8.0
7,985 reviews
Search Delta flights
American AirlinesPriceFrom $438Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $455Free CancellationRating
7.4
8,916 reviews
Search United Airlines flights

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
Cabo San Lucas
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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