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Cheap flights from San José del Cabo to Chicago from $211

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 6/3. 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
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
12:06 pm - 12:55 am
SJD
-
ORD
10h 49m
1 stop
Volaris Logo
2:53 am - 8:16 am
ORD
-
SJD
7h 23m
1 stop
$348Volaris
Thu, Jun 18 - Sun, Jun 21
Volaris Logo
3:36 pm - 12:55 am
SJD
-
ORD
7h 19m
1 stop
Volaris Logo
2:53 am - 8:16 am
ORD
-
SJD
7h 23m
1 stop
$364Volaris
Thu, Jun 11 - Sun, Jun 14
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
$365Volaris
Mon, Jun 8 - Thu, Jun 11
Viva Logo
8:40 am - 12:45 am
SJD
-
ORD
14h 05m
1 stop
Viva Logo
8:40 pm - 12:30 pm
ORD
-
SJD
17h 50m
1 stop
$386Viva
Fri, May 22 - Sat, Jun 6
Volaris Logo
7:47 pm - 5:52 am
SJD
-
ORD
8h 05m
1 stop
Volaris Logo
2:53 am - 11:29 am
ORD
-
SJD
10h 36m
1 stop
$390Volaris
Tue, Jun 16 - Thu, Jun 18
Multiple Airlines Logo
8:40 am - 12:45 am
SJD
-
ORD
14h 05m
1 stop
Multiple Airlines Logo
2:53 am - 8:16 am
ORD
-
SJD
7h 23m
1 stop
$394Multiple Airlines
Fri, May 22 - Sat, Jun 6
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
$397Volaris
Wed, Aug 12 - Sat, Aug 15
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
$400Volaris
Fri, May 22 - Mon, May 25
Volaris Logo
7:47 pm - 5:52 am
SJD
-
ORD
8h 05m
1 stop
Volaris Logo
2:53 am - 11:29 am
ORD
-
SJD
10h 36m
1 stop
$402Volaris
Wed, Jul 1 - Fri, Jul 10
Multiple Airlines Logo
12:02 pm - 3:17 pm
SJD
-
ORD
25h 15m
2 stops
Multiple Airlines Logo
1:40 am - 10:09 am
ORD
-
SJD
10h 29m
1 stop
$403Multiple Airlines
Wed, Jul 1 - Fri, Jul 10

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

Our best Delta deals on San José del Cabo to Chicago O'Hare Intl Airport flight tickets
Delta
Aug 12
SJD1:39 pmSan José del Cabo Los Cabos
16h 55m
2 stops
ORD8:34 amChicago O'Hare Intl
Aug 16
ORD7:10 amChicago O'Hare Intl
13h 32m
2 stops
SJD6:42 pmSan José del Cabo Los Cabos
$489
Delta
May 22
SJD6:07 amSan José del Cabo Los Cabos
12h 19m
2 stops
ORD8:26 pmChicago O'Hare Intl
May 25
ORD10:15 amChicago O'Hare Intl
14h 13m
2 stops
SJD10:28 pmSan José del Cabo Los Cabos
$532
Delta
Aug 12
SJD1:39 pmSan José del Cabo Los Cabos
16h 55m
2 stops
ORD8:34 amChicago O'Hare Intl
Aug 15
ORD11:10 amChicago O'Hare Intl
13h 05m
2 stops
SJD10:15 pmSan José del Cabo Los Cabos
$544

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
Aug 12
SJD10:47 amSan José del Cabo Los Cabos
8h 15m
1 stop
ORD9:02 pmChicago O'Hare Intl
Aug 16
ORD5:00 amChicago O'Hare Intl
6h 47m
1 stop
SJD9:47 amSan José del Cabo Los Cabos
$498
American Airlines
May 22
SJD12:48 pmSan José del Cabo Los Cabos
4h 35m
ORD7:23 pmChicago O'Hare Intl
May 25
ORD5:00 amChicago O'Hare Intl
7h 40m
1 stop
SJD10:40 amSan José del Cabo Los Cabos
$526
American Airlines
May 22
SJD12:48 pmSan José del Cabo Los Cabos
4h 35m
ORD7:23 pmChicago O'Hare Intl
May 25
ORD6:00 amChicago O'Hare Intl
7h 48m
1 stop
SJD11:48 amSan José del Cabo Los Cabos
$527

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 May 3, 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

Thu 6/18

12:06 pm-12:55 am

1 stop10h 49m

Chicago O'Hare Intl

Sun 6/21

2:53 am-8:16 am

1 stop7h 23m

$348
Quickest round-trip

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Thu 6/11

3:36 pm-12:55 am

1 stop7h 19m

Chicago O'Hare Intl

Sun 6/14

2:53 am-8:16 am

1 stop7h 23m

$364

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Mon 6/8

7:47 pm-5:52 am

1 stop8h 05m

Chicago O'Hare Intl

Thu 6/11

1:40 am-10:09 am

1 stop10h 29m

$365

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Fri 5/22

8:40 am-12:45 am

1 stop14h 05m

Chicago O'Hare Intl

Sat 6/6

8:40 pm-12:30 pm

1 stop17h 50m

$386

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Tue 6/16

7:47 pm-5:52 am

1 stop8h 05m

Chicago O'Hare Intl

Thu 6/18

2:53 am-11:29 am

1 stop10h 36m

$390

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Fri 5/22

8:40 am-12:45 am

1 stop14h 05m

Chicago O'Hare Intl

Sat 6/6

2:53 am-8:16 am

1 stop7h 23m

$394

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Wed 8/12

7:47 pm-5:52 am

1 stop8h 05m

Chicago O'Hare Intl

Sat 8/15

2:53 am-8:16 am

1 stop7h 23m

$397

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Fri 5/22

12:02 pm-11:47 pm

1 stop9h 45m

Chicago O'Hare Intl

Mon 5/25

7:35 am-7:04 pm

1 stop13h 29m

$400

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Wed 7/1

7:47 pm-5:52 am

1 stop8h 05m

Chicago O'Hare Intl

Fri 7/10

2:53 am-11:29 am

1 stop10h 36m

$402

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Wed 7/1

12:02 pm-3:17 pm

2 stops25h 15m

Chicago O'Hare Intl

Fri 7/10

1:40 am-10:09 am

1 stop10h 29m

$403

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 month to fly to Chicago O'Hare Intl Airport?

The month of August is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from San José del Cabo averaging around $377.

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 $425. 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

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

As of May 2026, prices for San José del Cabo to Chicago O'Hare Intl Airport flights are approximately 8% 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

Best Price Found

$265

Fastest flight time

4h 13m

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 $265. 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 $569.
The fastest flight from San José del Cabo to Chicago O'Hare Intl Airport takes 4h 13m
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 4h 13m.

  • 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
9,681 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 1 flight 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
Schaumburg
South Haven
Rockford
Merrillville
Gurnee
Rosemont
Naperville
New Buffalo
Orland Park
Oak Brook
Kenosha
Joliet
Aurora
Janesville
Racine
Hammond
Tinley Park
Elgin
Evanston

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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