Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from San José del Cabo to Chicago from $167

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 11/12. 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.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from San José del Cabo to Chicago

Cheap round-trip flights

United Airlines Logo
11:52 am - 6:06 pmSJD-ORD
4h 14mnonstop
United Airlines Logo
9:44 pm - 12:10 pmORD-SJD
16h 26m1 stop
$321United Airlines
Find Deal
Thu, Oct 2 - Mon, Oct 6
Delta Logo
6:00 am - 9:25 pmSJD-ORD
13h 25m2 stops
Delta Logo
6:45 am - 11:42 amORD-SJD
6h 57m1 stop
$324Delta
Find Deal
Thu, Oct 2 - Mon, Oct 6
Viva Logo
8:20 am - 11:30 pmSJD-ORD
13h 10m1 stop
Viva Logo
4:40 pm - 7:50 amORD-SJD
16h 10m1 stop
$358Viva
Find Deal
Sat, Nov 1 - Sat, Nov 8
Volaris Logo
11:53 am - 12:15 amSJD-ORD
10h 22m1 stop
Volaris Logo
6:23 am - 3:25 pmORD-SJD
10h 02m1 stop
$362Volaris
Find Deal
Thu, Oct 30 - Thu, Nov 6
Volaris Logo
11:53 am - 12:15 amSJD-ORD
10h 22m1 stop
Volaris Logo
6:23 am - 3:25 pmORD-SJD
10h 02m1 stop
$373Volaris
Find Deal
Fri, Oct 31 - Thu, Nov 6
Aeromexico Logo
6:00 am - 9:25 pmSJD-ORD
13h 25m2 stops
Aeromexico Logo
5:51 pm - 7:28 pmORD-SJD
27h 37m2 stops
$379Aeromexico
Find Deal
Thu, Oct 2 - Mon, Oct 6
Aeromexico Logo
10:54 am - 11:18 pmSJD-ORD
11h 24m1 stop
Aeromexico Logo
1:00 am - 10:04 amORD-SJD
10h 04m1 stop
$383Aeromexico
Find Deal
Fri, Feb 13 - Mon, Feb 16
Multiple Airlines Logo
7:00 pm - 2:12 pmSJD-ORD
17h 12m1 stop
Multiple Airlines Logo
12:55 am - 4:35 pmORD-SJD
16h 40m1 stop
$395Multiple Airlines
Find Deal
Thu, Oct 30 - Wed, Nov 5
Multiple Airlines Logo
2:15 pm - 11:30 pmSJD-ORD
31h 15m2 stops
Multiple Airlines Logo
11:59 pm - 2:56 pmORD-SJD
15h 57m1 stop
$396Multiple Airlines
Find Deal
Fri, Oct 31 - Thu, Nov 6
Viva Logo
8:20 am - 11:30 pmSJD-ORD
13h 10m1 stop
Viva Logo
12:55 am - 3:25 pmORD-SJD
15h 30m1 stop
$399Viva
Find Deal
Sat, Nov 1 - Fri, Nov 7

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
Oct 2
SJD6:00 amSan José del Cabo Los Cabos
13h 25m
2 stops
ORD9:25 pmChicago O'Hare Intl
Oct 6
ORD5:51 pmChicago O'Hare Intl
27h 37m
2 stops
SJD7:28 pmSan José del Cabo Los Cabos
$379
Find similar
Aeromexico
Feb 13
SJD10:54 amSan José del Cabo Los Cabos
11h 24m
1 stop
ORD11:18 pmChicago O'Hare Intl
Feb 16
ORD1:00 amChicago O'Hare Intl
10h 04m
1 stop
SJD10:04 amSan José del Cabo Los Cabos
$383
Find similar
Aeromexico
Feb 13
SJD10:54 amSan José del Cabo Los Cabos
11h 24m
1 stop
ORD11:18 pmChicago O'Hare Intl
Feb 16
ORD1:00 amChicago O'Hare Intl
14h 40m
1 stop
SJD2:40 pmSan José del Cabo Los Cabos
$384
Find similar

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
Oct 30
SJD12:45 pmSan José del Cabo Los Cabos
4h 25m
ORD7:10 pmChicago O'Hare Intl
Nov 6
ORD8:45 pmChicago O'Hare Intl
14h 49m
1 stop
SJD10:34 amSan José del Cabo Los Cabos
$401
Find similar
American Airlines
Nov 26
SJD12:34 pmSan José del Cabo Los Cabos
4h 21m
ORD5:55 pmChicago O'Hare Intl
Nov 29
ORD10:05 pmChicago O'Hare Intl
13h 18m
1 stop
SJD10:23 amSan José del Cabo Los Cabos
$403
Find similar
American Airlines
Nov 26
SJD11:34 amSan José del Cabo Los Cabos
8h 07m
1 stop
ORD8:41 pmChicago O'Hare Intl
Nov 29
ORD10:05 pmChicago O'Hare Intl
12h 05m
1 stop
SJD9:10 amSan José del Cabo Los Cabos
$413
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 September 17, 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

Thu 10/2

11:52 am-6:06 pm

Nonstop4h 14m

Chicago O'Hare Intl

Mon 10/6

9:44 pm-12:10 pm

1 stop16h 26m

$321

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Thu 10/2

6:00 am-9:25 pm

2 stops13h 25m

Chicago O'Hare Intl

Mon 10/6

6:45 am-11:42 am

1 stop6h 57m

$324

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Sat 11/1

8:20 am-11:30 pm

1 stop13h 10m

Chicago O'Hare Intl

Sat 11/8

4:40 pm-7:50 am

1 stop16h 10m

$358

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Thu 10/30

11:53 am-12:15 am

1 stop10h 22m

Chicago O'Hare Intl

Thu 11/6

6:23 am-3:25 pm

1 stop10h 02m

$362

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Fri 10/31

11:53 am-12:15 am

1 stop10h 22m

Chicago O'Hare Intl

Thu 11/6

6:23 am-3:25 pm

1 stop10h 02m

$373

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Thu 10/2

6:00 am-9:25 pm

2 stops13h 25m

Chicago O'Hare Intl

Mon 10/6

5:51 pm-7:28 pm

2 stops27h 37m

$379

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Fri 2/13

10:54 am-11:18 pm

1 stop11h 24m

Chicago O'Hare Intl

Mon 2/16

1:00 am-10:04 am

1 stop10h 04m

$383

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Thu 10/30

7:00 pm-2:12 pm

1 stop17h 12m

Chicago O'Hare Intl

Wed 11/5

12:55 am-4:35 pm

1 stop16h 40m

$395

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Fri 10/31

2:15 pm-11:30 pm

2 stops31h 15m

Chicago O'Hare Intl

Thu 11/6

11:59 pm-2:56 pm

1 stop15h 57m

$396

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Sat 11/1

8:20 am-11:30 pm

1 stop13h 10m

Chicago O'Hare Intl

Fri 11/7

12:55 am-3:25 pm

1 stop15h 30m

$399

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 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 at noon is the least expensive time of day to depart. momondo users have found prices as low as $488 when looking at flights departing at noon. Try not to purchase tickets in the morning because they tend to be around $549. 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.

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

No. A direct flight is the cheapest option for a flight between San José del Cabo to Chicago O'Hare Intl Airport.

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

As of September 2025, prices for San José del Cabo to Chicago O'Hare Intl Airport flights are approximately 6% 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 04m

Direct flights

Every day
The fastest flight from San José del Cabo to Chicago O'Hare Intl Airport takes 4h 04m
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 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
8,926 reviews
Search United Airlines flights

Traveling to a place near Chicago?

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

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.

An easier way to manage your Chicago O'Hare Intl Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Fri 10/17
Fri 10/24
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago