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Cheap flights from San José del Cabo to Chicago from $148

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 6/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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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
7:35 am - 7:04 pm
ORD
-
SJD
13h 29m
1 stop
$248Volaris
Wed, Apr 15 - Sun, Apr 19
Volaris Logo
7:47 pm - 5:52 am
SJD
-
ORD
8h 05m
1 stop
Volaris Logo
7:35 am - 7:04 pm
ORD
-
SJD
13h 29m
1 stop
$273Volaris
Sun, Apr 26 - Sun, May 3
Volaris Logo
7:47 pm - 5:52 am
SJD
-
ORD
8h 05m
1 stop
Volaris Logo
7:35 am - 7:04 pm
ORD
-
SJD
13h 29m
1 stop
$289Volaris
Fri, May 1 - Tue, May 5
Multiple Airlines Logo
12:02 pm - 12:45 am
SJD
-
ORD
10h 43m
2 stops
Multiple Airlines Logo
7:35 am - 7:25 am
ORD
-
SJD
25h 50m
1 stop
$319Multiple Airlines
Fri, May 1 - Tue, May 5
Volaris Logo
12:02 pm - 11:47 pm
SJD
-
ORD
9h 45m
1 stop
Volaris Logo
7:35 am - 7:04 pm
ORD
-
SJD
13h 29m
1 stop
$326Volaris
Wed, Apr 29 - Wed, May 6
Volaris Logo
7:47 pm - 5:52 am
SJD
-
ORD
8h 05m
1 stop
Volaris Logo
1:40 am - 10:09 am
ORD
-
SJD
10h 29m
1 stop
$329Volaris
Tue, Jun 23 - Mon, Jun 29
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
$330Volaris
Mon, Apr 27 - Mon, May 4
Volaris Logo
7:47 pm - 5:52 am
SJD
-
ORD
8h 05m
1 stop
Volaris Logo
7:35 am - 7:04 pm
ORD
-
SJD
13h 29m
1 stop
$332Volaris
Wed, Apr 15 - Sun, Apr 19
Multiple Airlines Logo
7:47 pm - 5:52 am
SJD
-
ORD
8h 05m
1 stop
Multiple Airlines Logo
2:35 am - 7:35 pm
ORD
-
SJD
19h 00m
2 stops
$333Multiple Airlines
Wed, Apr 15 - Sat, Apr 18
Multiple Airlines Logo
10:05 am - 12:45 am
SJD
-
ORD
36h 40m
3 stops
Multiple Airlines Logo
7:35 am - 7:04 pm
ORD
-
SJD
13h 29m
1 stop
$339Multiple Airlines
Sun, Apr 26 - Sun, May 3

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

Our best Viva deals on San José del Cabo to Chicago O'Hare Intl Airport flight tickets
Viva
Apr 29
SJD5:30 pmSan José del Cabo Los Cabos
29h 15m
2 stops
ORD12:45 amChicago O'Hare Intl
May 6
ORD12:20 pmChicago O'Hare Intl
19h 55m
1 stop
SJD6:15 amSan José del Cabo Los Cabos
$392
Viva
Jun 12
SJD8:35 amSan José del Cabo Los Cabos
13h 10m
1 stop
ORD11:45 pmChicago O'Hare Intl
Jun 19
ORD12:30 pmChicago O'Hare Intl
25h 55m
1 stop
SJD12:25 pmSan José del Cabo Los Cabos
$429
Viva
Mar 27
SJD1:05 pmSan José del Cabo Los Cabos
8h 40m
1 stop
ORD11:45 pmChicago O'Hare Intl
Mar 30
ORD1:05 pmChicago O'Hare Intl
25h 20m
1 stop
SJD12:25 pmSan José del Cabo Los Cabos
$556

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

Our best United Airlines deals on San José del Cabo to Chicago O'Hare Intl Airport flight tickets
United Airlines
Apr 23
SJD11:52 amSan José del Cabo Los Cabos
4h 17m
ORD6:09 pmChicago O'Hare Intl
Apr 27
ORD8:15 pmChicago O'Hare Intl
16h 15m
1 stop
SJD10:30 amSan José del Cabo Los Cabos
$407
United Airlines
Apr 23
SJD11:52 amSan José del Cabo Los Cabos
4h 17m
ORD6:09 pmChicago O'Hare Intl
Apr 27
ORD8:40 amChicago O'Hare Intl
4h 45m
SJD11:25 amSan José del Cabo Los Cabos
$409
United Airlines
Apr 15
SJD11:52 amSan José del Cabo Los Cabos
4h 17m
ORD6:09 pmChicago O'Hare Intl
Apr 19
ORD11:03 pmChicago O'Hare Intl
15h 02m
1 stop
SJD12:05 pmSan José del Cabo Los Cabos
$411

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 March 17, 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

Wed 4/15

7:47 pm-5:52 am

1 stop8h 05m

Chicago O'Hare Intl

Sun 4/19

7:35 am-7:04 pm

1 stop13h 29m

$248

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Sun 4/26

7:47 pm-5:52 am

1 stop8h 05m

Chicago O'Hare Intl

Sun 5/3

7:35 am-7:04 pm

1 stop13h 29m

$273

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Fri 5/1

7:47 pm-5:52 am

1 stop8h 05m

Chicago O'Hare Intl

Tue 5/5

7:35 am-7:04 pm

1 stop13h 29m

$289

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Fri 5/1

12:02 pm-12:45 am

2 stops10h 43m

Chicago O'Hare Intl

Tue 5/5

7:35 am-7:25 am

1 stop25h 50m

$319

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Wed 4/29

12:02 pm-11:47 pm

1 stop9h 45m

Chicago O'Hare Intl

Wed 5/6

7:35 am-7:04 pm

1 stop13h 29m

$326
Quickest round-trip

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Tue 6/23

7:47 pm-5:52 am

1 stop8h 05m

Chicago O'Hare Intl

Mon 6/29

1:40 am-10:09 am

1 stop10h 29m

$329

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Mon 4/27

3:36 pm-12:55 am

1 stop7h 19m

Chicago O'Hare Intl

Mon 5/4

7:35 am-7:04 pm

1 stop13h 29m

$330

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Wed 4/15

7:47 pm-5:52 am

1 stop8h 05m

Chicago O'Hare Intl

Sun 4/19

7:35 am-7:04 pm

1 stop13h 29m

$332

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Wed 4/15

7:47 pm-5:52 am

1 stop8h 05m

Chicago O'Hare Intl

Sat 4/18

2:35 am-7:35 pm

2 stops19h 00m

$333

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Sun 4/26

10:05 am-12:45 am

3 stops36h 40m

Chicago O'Hare Intl

Sun 5/3

7:35 am-7:04 pm

1 stop13h 29m

$339

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 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 $379. This is often the case because there is less demand to fly during this day of the week. On the other hand, Tuesday 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 $679.

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 Los Cabos to Chicago O'Hare Intl flights?

There are 3 cabin classes available to choose from on San José del Cabo Los Cabos to Chicago O'Hare Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

As of March 2026, prices for San José del Cabo to Chicago O'Hare Intl Airport flights are approximately 27% more expensive 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

4h 09m

Direct flights

Every day
The fastest flight from San José del Cabo to Chicago O'Hare Intl Airport takes 4h 09m
Direct flights go from San José del Cabo to Chicago O'Hare Intl Airport every day.
Search flight deals

  • 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 4h 09m.

  • 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 $361Free CancellationRating
7.4
9,431 reviews
Search United Airlines flights

  • United Airlines Flights From San José del Cabo to Chicago O'Hare Intl Airport

    The lowest priced United Airlines flight from San José del Cabo to Chicago O'Hare Intl Airport from the last 72 hours was $361. Generally, United Airlines has 12 flights on this route every week with an average price of $420. United Airlines is rated 7.4/10 by our users.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
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Rockford
Merrillville
Gurnee
Rosemont
Naperville
New Buffalo
Orland Park
Kenosha
Oak Brook
Joliet
Racine
Janesville
Hammond
Aurora
Tinley Park
Elgin
South Holland

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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