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Cheap flights from San José del Cabo to Chicago from $194

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 4/15. 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.
Multiple Airlines Logo
11:11 am - 11:50 pm
SJD
-
ORD
35h 39m
2 stops
Multiple Airlines Logo
12:59 pm - 7:15 am
ORD
-
SJD
19h 16m
1 stop
$361Multiple Airlines
Thu, Feb 12 - Sat, Feb 21
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
$364Volaris
Fri, Apr 10 - Mon, Apr 13
Volaris Logo
12:02 pm - 11:47 pm
SJD
-
ORD
9h 45m
1 stop
Volaris Logo
1:40 am - 10:09 am
ORD
-
SJD
10h 29m
1 stop
$374Volaris
Thu, Jun 11 - Sun, Jun 14
United Airlines Logo
12:50 pm - 6:01 pm
SJD
-
ORD
4h 11mnonstop
United Airlines Logo
9:03 am - 1:03 pm
ORD
-
SJD
5h 00mnonstop
$378United Airlines
Fri, Feb 13 - Mon, Feb 16
United Airlines Logo
12:50 pm - 6:01 pm
SJD
-
ORD
4h 11mnonstop
United Airlines Logo
9:03 am - 1:03 pm
ORD
-
SJD
5h 00mnonstop
$379United Airlines
Fri, Feb 13 - Mon, Feb 16
Volaris Logo
12:11 pm - 10:29 pm
SJD
-
ORD
8h 18m
1 stop
Volaris Logo
7:23 am - 3:20 pm
ORD
-
SJD
9h 57m
1 stop
$382Volaris
Fri, Mar 13 - Mon, Mar 16
Volaris Logo
12:11 pm - 10:29 pm
SJD
-
ORD
9h 18m
1 stop
Volaris Logo
11:59 pm - 11:30 am
ORD
-
SJD
12h 31m
1 stop
$383Volaris
Thu, Feb 12 - Sat, Feb 21
Aeromexico Logo
6:05 am - 11:56 pm
SJD
-
ORD
16h 51m
2 stops
Aeromexico Logo
6:45 am - 2:09 pm
ORD
-
SJD
8h 24m
1 stop
$384Aeromexico
Fri, Feb 13 - Mon, Feb 16
Aeromexico Logo
6:05 am - 11:56 pm
SJD
-
ORD
16h 51m
2 stops
Aeromexico Logo
5:25 am - 2:09 pm
ORD
-
SJD
9h 44m
1 stop
$385Aeromexico
Fri, Feb 13 - Mon, Feb 16
Volaris Logo
4:08 pm - 5:36 am
SJD
-
ORD
11h 28m
1 stop
Volaris Logo
11:59 pm - 11:30 am
ORD
-
SJD
13h 31m
1 stop
$390Volaris
Fri, Mar 13 - Fri, Mar 20

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
Feb 13
SJD12:50 pmSan José del Cabo Los Cabos
4h 11m
ORD6:01 pmChicago O'Hare Intl
Feb 16
ORD9:03 amChicago O'Hare Intl
5h 00m
SJD1:03 pmSan José del Cabo Los Cabos
$378
United Airlines
Feb 13
SJD12:50 pmSan José del Cabo Los Cabos
4h 11m
ORD6:01 pmChicago O'Hare Intl
Feb 16
ORD9:03 amChicago O'Hare Intl
5h 00m
SJD1:03 pmSan José del Cabo Los Cabos
$379
United Airlines
Apr 10
SJD1:44 pmSan José del Cabo Los Cabos
16h 00m
1 stop
ORD7:44 amChicago O'Hare Intl
Apr 12
ORD8:40 amChicago O'Hare Intl
4h 45m
SJD11:25 amSan José del Cabo Los Cabos
$408

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

Our best Aeromexico deals on San José del Cabo to Chicago O'Hare Intl Airport flight tickets
Aeromexico
Feb 13
SJD6:05 amSan José del Cabo Los Cabos
16h 51m
2 stops
ORD11:56 pmChicago O'Hare Intl
Feb 16
ORD6:45 amChicago O'Hare Intl
8h 24m
1 stop
SJD2:09 pmSan José del Cabo Los Cabos
$384
Aeromexico
Feb 13
SJD6:05 amSan José del Cabo Los Cabos
16h 51m
2 stops
ORD11:56 pmChicago O'Hare Intl
Feb 16
ORD5:25 amChicago O'Hare Intl
9h 44m
1 stop
SJD2:09 pmSan José del Cabo Los Cabos
$385
Aeromexico
Feb 12
SJD10:27 amSan José del Cabo Los Cabos
24h 09m
2 stops
ORD11:36 amChicago O'Hare Intl
Feb 22
ORD6:15 amChicago O'Hare Intl
17h 07m
2 stops
SJD10:22 pmSan José del Cabo Los Cabos
$431

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 January 28, 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

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Thu 2/12

11:11 am-11:50 pm

2 stops35h 39m

Chicago O'Hare Intl

Sat 2/21

12:59 pm-7:15 am

1 stop19h 16m

$361

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Fri 4/10

7:47 pm-5:52 am

1 stop8h 05m

Chicago O'Hare Intl

Mon 4/13

7:35 am-7:04 pm

1 stop13h 29m

$364

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Thu 6/11

12:02 pm-11:47 pm

1 stop9h 45m

Chicago O'Hare Intl

Sun 6/14

1:40 am-10:09 am

1 stop10h 29m

$374

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Fri 2/13

12:50 pm-6:01 pm

Nonstop4h 11m

Chicago O'Hare Intl

Mon 2/16

9:03 am-1:03 pm

Nonstop5h 00m

$378

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Fri 2/13

12:50 pm-6:01 pm

Nonstop4h 11m

Chicago O'Hare Intl

Mon 2/16

9:03 am-1:03 pm

Nonstop5h 00m

$379

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Fri 3/13

12:11 pm-10:29 pm

1 stop8h 18m

Chicago O'Hare Intl

Mon 3/16

7:23 am-3:20 pm

1 stop9h 57m

$382

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Thu 2/12

12:11 pm-10:29 pm

1 stop9h 18m

Chicago O'Hare Intl

Sat 2/21

11:59 pm-11:30 am

1 stop12h 31m

$383

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Fri 2/13

6:05 am-11:56 pm

2 stops16h 51m

Chicago O'Hare Intl

Mon 2/16

6:45 am-2:09 pm

1 stop8h 24m

$384

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Fri 2/13

6:05 am-11:56 pm

2 stops16h 51m

Chicago O'Hare Intl

Mon 2/16

5:25 am-2:09 pm

1 stop9h 44m

$385

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Fri 3/13

4:08 pm-5:36 am

1 stop11h 28m

Chicago O'Hare Intl

Fri 3/20

11:59 pm-11:30 am

1 stop13h 31m

$390

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 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, Friday 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 $781.

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.

Can stopping save me money on San José del Cabo to Chicago O'Hare Intl Airport flights?

You could potentially save up to 24% 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 January 2026, prices for San José del Cabo to Chicago O'Hare Intl Airport flights are approximately 14% 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

Best Price Found

$389

Fastest flight time

4h 09m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from San José del Cabo in the past 72 hours is $389. The best round-trip flight deal from San José del Cabo to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $612.
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
9,209 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 6 flights on this route every week with an average price of $447. 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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South Haven
Rockford
Merrillville
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Naperville
Rosemont
New Buffalo
Kenosha
Joliet
Oak Brook
Orland Park
Racine
Hammond
Janesville
Tinley Park
Elgin
Aurora
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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