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Cheap flights from San José del Cabo to Chicago from $188

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 10/1. 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 San José del Cabo to Chicago

Cheap round-trip flights

Logo
8:30 am - 11:50 pmSJD-ORD
13h 20m1 stop
Logo
7:25 am - 7:54 pmORD-SJD
14h 29m1 stop
$306
Find Deal
Wed, Sep 3 - Sat, Sep 20
Volaris Logo
11:07 am - 11:32 pmSJD-ORD
10h 25m1 stop
Volaris Logo
7:25 am - 7:54 pmORD-SJD
14h 29m1 stop
$316Volaris
Find Deal
Fri, Sep 19 - Tue, Sep 23
Viva Logo
8:30 am - 11:50 pmSJD-ORD
13h 20m1 stop
Viva Logo
12:25 pm - 9:05 pmORD-SJD
10h 40m1 stop
$346Viva
Find Deal
Tue, Aug 26 - Sat, Aug 30
United Airlines Logo
11:32 am - 10:41 pmSJD-ORD
9h 09m1 stop
United Airlines Logo
7:15 am - 12:10 pmORD-SJD
6h 55m1 stop
$355United Airlines
Find Deal
Tue, Aug 26 - Sun, Aug 31
Delta Logo
12:35 pm - 9:57 pmSJD-ORD
7h 22m1 stop
Delta Logo
6:15 am - 7:23 pmORD-SJD
15h 08m2 stops
$359Delta
Find Deal
Fri, Sep 19 - Tue, Sep 23
Delta Logo
6:01 am - 9:25 pmSJD-ORD
13h 24m2 stops
Delta Logo
6:15 am - 7:23 pmORD-SJD
15h 08m2 stops
$360Delta
Find Deal
Fri, Sep 19 - Tue, Sep 23
Viva Logo
9:05 pm - 11:50 pmSJD-ORD
24h 45m1 stop
Viva Logo
12:25 pm - 9:05 pmORD-SJD
10h 40m1 stop
$381Viva
Find Deal
Mon, Aug 25 - Sat, Aug 30
United Airlines Logo
11:52 am - 6:06 pmSJD-ORD
4h 14mnonstop
United Airlines Logo
5:00 am - 12:10 pmORD-SJD
9h 10m1 stop
$401United Airlines
Find Deal
Sat, Sep 20 - Wed, Sep 24
Aeromexico Logo
6:01 am - 9:25 pmSJD-ORD
13h 24m2 stops
Aeromexico Logo
6:15 am - 10:00 pmORD-SJD
17h 45m2 stops
$433Aeromexico
Find Deal
Fri, Sep 19 - Wed, Sep 24
Aeromexico Logo
6:01 am - 9:34 pmSJD-ORD
13h 33m2 stops
Aeromexico Logo
6:15 am - 10:00 pmORD-SJD
17h 45m2 stops
$480Aeromexico
Find Deal
Sat, Sep 20 - Mon, Sep 22

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
Sep 19
SJD11:07 amSan José del Cabo Los Cabos
10h 25m
1 stop
ORD11:32 pmChicago O'Hare Intl
Sep 23
ORD7:25 amChicago O'Hare Intl
14h 29m
1 stop
SJD7:54 pmSan José del Cabo Los Cabos
$316
Find similar
Volaris
Sep 19
SJD11:07 amSan José del Cabo Los Cabos
10h 25m
1 stop
ORD11:32 pmChicago O'Hare Intl
Sep 22
ORD1:40 amChicago O'Hare Intl
10h 29m
1 stop
SJD10:09 amSan José del Cabo Los Cabos
$317
Find similar
Volaris
Sep 20
SJD11:07 amSan José del Cabo Los Cabos
10h 25m
1 stop
ORD11:32 pmChicago O'Hare Intl
Sep 24
ORD7:25 amChicago O'Hare Intl
14h 29m
1 stop
SJD7:54 pmSan José del Cabo Los Cabos
$334
Find similar

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
Aug 26
SJD11:32 amSan José del Cabo Los Cabos
9h 09m
1 stop
ORD10:41 pmChicago O'Hare Intl
Aug 31
ORD7:15 amChicago O'Hare Intl
6h 55m
1 stop
SJD12:10 pmSan José del Cabo Los Cabos
$355
Find similar
United Airlines
Aug 8
SJD2:50 pmSan José del Cabo Los Cabos
16h 51m
1 stop
ORD9:41 amChicago O'Hare Intl
Aug 12
ORD10:44 amChicago O'Hare Intl
28h 59m
1 stop
SJD1:43 pmSan José del Cabo Los Cabos
$384
Find similar
United Airlines
Sep 20
SJD11:52 amSan José del Cabo Los Cabos
4h 14m
ORD6:06 pmChicago O'Hare Intl
Sep 24
ORD5:00 amChicago O'Hare Intl
9h 10m
1 stop
SJD12:10 pmSan José del Cabo Los Cabos
$401
Find similar

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 July 31, 2025.
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

Wed 9/3

8:30 am-11:50 pm

1 stop13h 20m

Chicago O'Hare Intl

Sat 9/20

7:25 am-7:54 pm

1 stop14h 29m

$306

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Fri 9/19

11:07 am-11:32 pm

1 stop10h 25m

Chicago O'Hare Intl

Tue 9/23

7:25 am-7:54 pm

1 stop14h 29m

$316

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Tue 8/26

8:30 am-11:50 pm

1 stop13h 20m

Chicago O'Hare Intl

Sat 8/30

12:25 pm-9:05 pm

1 stop10h 40m

$346

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Tue 8/26

11:32 am-10:41 pm

1 stop9h 09m

Chicago O'Hare Intl

Sun 8/31

7:15 am-12:10 pm

1 stop6h 55m

$355

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Fri 9/19

12:35 pm-9:57 pm

1 stop7h 22m

Chicago O'Hare Intl

Tue 9/23

6:15 am-7:23 pm

2 stops15h 08m

$359

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Fri 9/19

6:01 am-9:25 pm

2 stops13h 24m

Chicago O'Hare Intl

Tue 9/23

6:15 am-7:23 pm

2 stops15h 08m

$360

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Mon 8/25

9:05 pm-11:50 pm

1 stop24h 45m

Chicago O'Hare Intl

Sat 8/30

12:25 pm-9:05 pm

1 stop10h 40m

$381

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Sat 9/20

11:52 am-6:06 pm

Nonstop4h 14m

Chicago O'Hare Intl

Wed 9/24

5:00 am-12:10 pm

1 stop9h 10m

$401

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Fri 9/19

6:01 am-9:25 pm

2 stops13h 24m

Chicago O'Hare Intl

Wed 9/24

6:15 am-10:00 pm

2 stops17h 45m

$433

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Sat 9/20

6:01 am-9:34 pm

2 stops13h 33m

Chicago O'Hare Intl

Mon 9/22

6:15 am-10:00 pm

2 stops17h 45m

$480

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 Saturday when prices can be found for as low as $446. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday 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 $1,088.

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

Flying to Chicago O'Hare Intl Airport from San José del Cabo in the morning is the least expensive time of day to depart. momondo users have found prices as low as $548 when looking at flights departing in the morning. Try not to purchase tickets at noon because they tend to be around $580. Of course, these prices can vary depending on the time of year and what airport you fly to.

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 July 2025, prices for San José del Cabo to Chicago O'Hare Intl Airport flights are approximately 9% 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

$188

Fastest flight time

4h 14m

Direct flights

Mon, Tue, Wed, Fri, Sat and Sun
The best one-way flight to Chicago O'Hare Intl Airport from San José del Cabo in the past 72 hours is $188. 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 $306.
The fastest flight from San José del Cabo to Chicago O'Hare Intl Airport takes 4h 14m
Direct flights go from San José del Cabo to Chicago O'Hare Intl Airport on Monday, Tuesday, Wednesday, Friday, Saturday and Sunday. Airlines offering direct flights are: United Airlines and American Airlines.
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 14m.

  • 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 $420Free CancellationRating
7.4
8,900 reviews
Search United Airlines flights

Traveling to a place near Chicago?

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Lake Geneva
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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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