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Cheap flights from San José del Cabo to Chicago from $209

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from San José del Cabo to Chicago departing on 9/15. 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 San José del Cabo to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Volaris Logo
7:47 pm - 5:52 am
SJD
-
ORD
8h 05m
1 stop
Volaris Logo
6:21 am - 11:29 am
ORD
-
SJD
7h 08m
1 stop
$347Volaris
ma., jul. 6 - sø., jul. 19
Volaris Logo
2:02 pm - 4:41 am
SJD
-
ORD
36h 39m
2 stops
Volaris Logo
6:21 am - 11:29 am
ORD
-
SJD
7h 08m
1 stop
$355Volaris
on., jul. 8 - sø., jul. 19
Volaris Logo
3:36 pm - 12:55 am
SJD
-
ORD
7h 19m
1 stop
Volaris Logo
6:21 am - 11:29 am
ORD
-
SJD
7h 08m
1 stop
$356Volaris
lø., jul. 4 - sø., jul. 19
Volaris Logo
3:36 pm - 12:55 am
SJD
-
ORD
7h 19m
1 stop
Volaris Logo
6:21 am - 11:29 am
ORD
-
SJD
7h 08m
1 stop
$357Volaris
sø., jul. 5 - sø., jul. 19
Volaris Logo
3:36 pm - 4:41 am
SJD
-
ORD
11h 05m
1 stop
Volaris Logo
2:53 am - 11:29 am
ORD
-
SJD
10h 36m
1 stop
$359Volaris
to., jul. 2 - ma., jul. 6
Volaris Logo
7:47 pm - 5:52 am
SJD
-
ORD
8h 05m
1 stop
Volaris Logo
6:21 am - 11:29 am
ORD
-
SJD
7h 08m
1 stop
$362Volaris
ma., jul. 6 - fr., jul. 17
Volaris Logo
2:02 pm - 4:41 am
SJD
-
ORD
36h 39m
2 stops
Volaris Logo
7:35 am - 7:04 pm
ORD
-
SJD
13h 29m
1 stop
$369Volaris
on., jul. 8 - on., jul. 22
Volaris Logo
7:47 pm - 5:52 am
SJD
-
ORD
8h 05m
1 stop
Volaris Logo
2:53 am - 8:16 am
ORD
-
SJD
7h 23m
1 stop
$370Volaris
ma., jul. 6 - fr., jul. 17
Volaris Logo
3:36 pm - 4:41 am
SJD
-
ORD
11h 05m
1 stop
Volaris Logo
6:21 am - 11:29 am
ORD
-
SJD
7h 08m
1 stop
$371Volaris
to., jul. 9 - fr., jul. 17
Volaris Logo
3:36 pm - 12:55 am
SJD
-
ORD
7h 19m
1 stop
Volaris Logo
7:35 am - 7:04 pm
ORD
-
SJD
13h 29m
1 stop
$372Volaris
fr., jul. 10 - on., jul. 22

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

Our best Volaris deals on San José del Cabo to Chicago O'Hare Intl Airport flight tickets
Volaris
Jul 6
SJD7:47 pmSan José del Cabo Los Cabos
8h 05m
1 stop
ORD5:52 amChicago O'Hare Intl
Jul 19
ORD6:21 amChicago O'Hare Intl
7h 08m
1 stop
SJD11:29 amSan José del Cabo Los Cabos
$347
Volaris
Jun 25
SJD3:36 pmSan José del Cabo Los Cabos
7h 19m
1 stop
ORD12:55 amChicago O'Hare Intl
Jun 28
ORD7:35 amChicago O'Hare Intl
13h 29m
1 stop
SJD7:04 pmSan José del Cabo Los Cabos
$348
Volaris
Jul 8
SJD2:02 pmSan José del Cabo Los Cabos
36h 39m
2 stops
ORD4:41 amChicago O'Hare Intl
Jul 19
ORD6:21 amChicago O'Hare Intl
7h 08m
1 stop
SJD11:29 amSan José del Cabo Los Cabos
$355

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

Our best American Airlines deals on San José del Cabo to Chicago O'Hare Intl Airport flight tickets
American Airlines
Jul 2
SJD12:40 pmSan José del Cabo Los Cabos
4h 46m
ORD7:26 pmChicago O'Hare Intl
Jul 7
ORD8:35 amChicago O'Hare Intl
4h 29m
SJD11:04 amSan José del Cabo Los Cabos
$698
American Airlines
Jul 2
SJD12:40 pmSan José del Cabo Los Cabos
4h 46m
ORD7:26 pmChicago O'Hare Intl
Jul 7
ORD5:00 amChicago O'Hare Intl
10h 10m
1 stop
SJD1:10 pmSan José del Cabo Los Cabos
$702
American Airlines
Jul 1
SJD12:48 pmSan José del Cabo Los Cabos
4h 31m
ORD7:19 pmChicago O'Hare Intl
Jul 7
ORD8:35 amChicago O'Hare Intl
4h 29m
SJD11:04 amSan José del Cabo Los Cabos
$703

momondo Fare Finder

 
Customize your flight search to find flights from San José del Cabo to Chicago O'Hare Intl Airport 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 juni 18, 2026.
Use the filters below to find and compare flights from San José del Cabo to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

ma. 7/6

7:47 pm-5:52 am

1 stop8h 05m

Chicago O'Hare Intl

sø. 7/19

6:21 am-11:29 am

1 stop7h 08m

$347

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

on. 7/8

2:02 pm-4:41 am

2 stops36h 39m

Chicago O'Hare Intl

sø. 7/19

6:21 am-11:29 am

1 stop7h 08m

$355
Quickest round-trip

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

lø. 7/4

3:36 pm-12:55 am

1 stop7h 19m

Chicago O'Hare Intl

sø. 7/19

6:21 am-11:29 am

1 stop7h 08m

$356

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

sø. 7/5

3:36 pm-12:55 am

1 stop7h 19m

Chicago O'Hare Intl

sø. 7/19

6:21 am-11:29 am

1 stop7h 08m

$357

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

to. 7/2

3:36 pm-4:41 am

1 stop11h 05m

Chicago O'Hare Intl

ma. 7/6

2:53 am-11:29 am

1 stop10h 36m

$359

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

ma. 7/6

7:47 pm-5:52 am

1 stop8h 05m

Chicago O'Hare Intl

fr. 7/17

6:21 am-11:29 am

1 stop7h 08m

$362

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

on. 7/8

2:02 pm-4:41 am

2 stops36h 39m

Chicago O'Hare Intl

on. 7/22

7:35 am-7:04 pm

1 stop13h 29m

$369

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

ma. 7/6

7:47 pm-5:52 am

1 stop8h 05m

Chicago O'Hare Intl

fr. 7/17

2:53 am-8:16 am

1 stop7h 23m

$370

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

to. 7/9

3:36 pm-4:41 am

1 stop11h 05m

Chicago O'Hare Intl

fr. 7/17

6:21 am-11:29 am

1 stop7h 08m

$371

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

fr. 7/10

3:36 pm-12:55 am

1 stop7h 19m

Chicago O'Hare Intl

on. 7/22

7:35 am-7:04 pm

1 stop13h 29m

$372

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 Chicago from

How to get the cheapest flight ticket from San José del Cabo to Chicago O'Hare Intl Airport

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 San José del Cabo and Chicago O'Hare Intl Airport?

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of October is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from San José del Cabo averaging around $356.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Thursday when prices can be found for as low as $445. This is often the case because there is less demand to fly during this day of the week. On the other hand, Saturday is the most expensive day to depart from San José del Cabo because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $962.

What is the cheapest San José del Cabo Los Cabos to Chicago O'Hare Intl flight route?

Fly from San José del Cabo Los Cabos to Chicago O'Hare Intl for the best San José del Cabo Los Cabos - Chicago O'Hare Intl flight prices

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

There are 3 cabin classes available to choose from on San José del Cabo to Chicago O'Hare Intl Airport 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 San José del Cabo to Chicago O'Hare Intl Airport flights?

You could potentially save up to 13% on your flight if you consider stops on a San José del Cabo to Chicago O'Hare Intl Airport flight.

How have San José del Cabo to Chicago O'Hare Intl Airport flight prices changed over time?

As of June 2026, prices for San José del Cabo to Chicago O'Hare Intl Airport flights are approximately 0% cheaper when compared to flights at the same time last year.

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

Are you open to changing your travel dates? Check out the ideal times to fly from San José del Cabo to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap San José del Cabo to Chicago O'Hare Intl Airport (SJD to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from San José del Cabo to Chicago O'Hare Intl Airport

Fastest flight time

7h 19m

Direct flights

Every day
The fastest flight from San José del Cabo to Chicago O'Hare Intl Airport takes 7h 19m
Direct flights go from San José del Cabo to Chicago O'Hare Intl Airport every day.
Search flight deals

Frequently asked questions about flying from San José del Cabo to Chicago O'Hare Intl Airport

  • How far is San José del Cabo Los Cabos to Chicago O'Hare Intl by plane?

    A flight from San José del Cabo Los Cabos to Chicago O'Hare Intl will travel around 1810.6 mi. In terms of flight time, this usually takes a little over 7h 19m.

  • When did momondo last update prices for flights from San José del Cabo Los Cabos Airport to Chicago O'Hare Intl Airport?

    Prices for flights from San José del Cabo Los Cabos Airport to Chicago O'Hare Intl Airport are updated daily.

  • How many operators does momondo search for flights from San José del Cabo Los Cabos Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from San José del Cabo Los Cabos Airport to Chicago O'Hare Intl 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 San José del Cabo Los Cabos Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The necessary travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from San José del Cabo to Chicago O'Hare Intl Airport?

  • What is the most popular airline from San José del Cabo to Chicago O'Hare Intl Airport?

Best airlines flying from San José del Cabo to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from San José del Cabo to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $329Free CancellationRating
7.4
9,859 reviews
Search United Airlines flights

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Why use momondo?

Why should I use momondo to find a flight deal from San José del Cabo to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from San José del Cabo to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from San José del Cabo to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from San José del Cabo with this policy.

How can momondo help me find flights from San José del Cabo to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from San José del Cabo to Chicago.

I’m not ready to book a flight from San José del Cabo to Chicago right now. Can momondo alert me if prices change?

Yes. momondo can track prices for San José del Cabo to Chicago 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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