What is the cheapest airline that flies from San José del Cabo Los Cabos to Chicago?

Volaris, Viva, and United Airlines are the most popular carriers operating from San José del Cabo Los Cabos to Chicago

When did momondo last update prices for flights from San José del Cabo Los Cabos Airport to Chicago?

Prices for flights from San José del Cabo Los Cabos Airport to Chicago refresh daily.

How many operators does momondo search for flights from San José del Cabo Los Cabos Airport to Chicago?

There is 1 operator available for flights from San José del Cabo Los Cabos Airport to Chicago as of August 2025.

How old do you have to be to fly from San José del Cabo Los Cabos Airport to Chicago?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, 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.

What documentation or ID do you need to fly to Chicago?

The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$153 Cheap Flights from San José del Cabo to Chicago (SJD-CHI) in 2025

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Find the cheapest flights from San José del Cabo to Chicago (SJD-CHI)

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

11:53 am - 12:15 amSJD-ORD

10h 22m1 stop

11:59 pm - 11:34 amORD-SJD

12h 35m1 stop

$293Volaris

Find Deal

Sat, Nov 1 - Sat, Nov 15

2:57 pm - 12:15 amSJD-ORD

7h 18m1 stop

7:25 am - 7:54 pmORD-SJD

14h 29m1 stop

$323Volaris

Find Deal

Fri, Sep 19 - Sun, Sep 28

6:41 pm - 11:50 pmSJD-ORD

27h 09m2 stops

1:40 am - 10:09 amORD-SJD

10h 29m1 stop

$325

Find Deal

Mon, Sep 22 - Mon, Sep 29

7:50 am - 11:35 pmSJD-ORD

13h 45m2 stops

1:55 am - 2:55 pmORD-SJD

15h 00m1 stop

$326

Find Deal

Wed, Oct 1 - Fri, Oct 3

5:14 pm - 11:50 pmSJD-ORD

28h 36m2 stops

1:55 am - 2:55 pmORD-SJD

15h 00m1 stop

$329

Find Deal

Fri, Sep 26 - Fri, Oct 3

12:45 pm - 11:55 pmSJD-ORD

9h 10m1 stop

7:59 pm - 11:42 amORD-SJD

17h 43m1 stop

$355Delta

Find Deal

Thu, Sep 25 - Mon, Oct 6

12:30 pm - 12:35 pmSJD-ORD

22h 05m2 stops

7:59 pm - 1:13 pmORD-SJD

19h 14m2 stops

$360Delta

Find Deal

Tue, Sep 16 - Sun, Sep 28

2:11 pm - 11:10 pmSJD-ORD

7h 59m1 stop

9:05 am - 1:03 pmORD-SJD

4h 58mnonstop

$361United Airlines

Find Deal

Thu, Nov 13 - Sun, Nov 16

12:25 pm - 7:24 amSJD-ORD

16h 59m1 stop

7:34 am - 12:13 pmORD-SJD

6h 39m1 stop

$369American Airlines

Find Deal

Wed, Sep 17 - Wed, Sep 24

12:50 pm - 6:03 pmSJD-ORD

4h 13mnonstop

7:10 am - 1:10 pmORD-SJD

7h 00m1 stop

$392United Airlines

Find Deal

Thu, Nov 13 - Mon, Nov 17

Volaris flights from San José del Cabo to Chicago

Our best Volaris deals on San José del Cabo to Chicago flight tickets

Volaris

Nov 1

SJD11:53 amSan José del Cabo Los Cabos

10h 22m

1 stop

ORD12:15 amChicago O'Hare Intl

Nov 15

ORD11:59 pmChicago O'Hare Intl

12h 35m

1 stop

SJD11:34 amSan José del Cabo Los Cabos

$293

Find similar

Volaris

Sep 19

SJD2:57 pmSan José del Cabo Los Cabos

7h 18m

1 stop

ORD12:15 amChicago O'Hare Intl

Sep 28

ORD7:25 amChicago O'Hare Intl

14h 29m

1 stop

SJD7:54 pmSan José del Cabo Los Cabos

$323

Find similar

Volaris

Sep 18

SJD11:53 amSan José del Cabo Los Cabos

10h 22m

1 stop

ORD12:15 amChicago O'Hare Intl

Sep 23

ORD7:25 amChicago O'Hare Intl

14h 29m

1 stop

SJD7:54 pmSan José del Cabo Los Cabos

$336

Find similar

Delta flights from San José del Cabo to Chicago

Our best Delta deals on San José del Cabo to Chicago flight tickets

Delta

Sep 25

SJD12:45 pmSan José del Cabo Los Cabos

9h 10m

1 stop

ORD11:55 pmChicago O'Hare Intl

Oct 6

ORD7:59 pmChicago O'Hare Intl

17h 43m

1 stop

SJD11:42 amSan José del Cabo Los Cabos

$355

Find similar

Delta

Sep 16

SJD12:30 pmSan José del Cabo Los Cabos

22h 05m

2 stops

ORD12:35 pmChicago O'Hare Intl

Sep 28

ORD7:59 pmChicago O'Hare Intl

19h 14m

2 stops

SJD1:13 pmSan José del Cabo Los Cabos

$360

Find similar

Delta

Nov 21

SJD6:00 amSan José del Cabo Los Cabos

14h 44m

2 stops

MDW9:44 pmChicago Midway

Nov 24

MDW6:00 amChicago Midway

10h 29m

2 stops

SJD3:29 pmSan José del Cabo Los Cabos

$489

Find similar

momondo Fare Finder

Use the filters below to find and compare flights from San José del Cabo to Chicago 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

Sat 11/1

11:53 am-12:15 am

1 stop10h 22m

Chicago O'Hare Intl

Sat 11/15

11:59 pm-11:34 am

1 stop12h 35m

$293

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Fri 9/19

2:57 pm-12:15 am

1 stop7h 18m

Chicago O'Hare Intl

Sun 9/28

7:25 am-7:54 pm

1 stop14h 29m

$323

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Mon 9/22

6:41 pm-11:50 pm

2 stops27h 09m

Chicago O'Hare Intl

Mon 9/29

1:40 am-10:09 am

1 stop10h 29m

$325

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Wed 10/1

7:50 am-11:35 pm

2 stops13h 45m

Chicago O'Hare Intl

Fri 10/3

1:55 am-2:55 pm

1 stop15h 00m

$326

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Fri 9/26

5:14 pm-11:50 pm

2 stops28h 36m

Chicago O'Hare Intl

Fri 10/3

1:55 am-2:55 pm

1 stop15h 00m

$329

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Thu 9/25

12:45 pm-11:55 pm

1 stop9h 10m

Chicago O'Hare Intl

Mon 10/6

7:59 pm-11:42 am

1 stop17h 43m

$355

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Tue 9/16

12:30 pm-12:35 pm

2 stops22h 05m

Chicago O'Hare Intl

Sun 9/28

7:59 pm-1:13 pm

2 stops19h 14m

$360

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Thu 11/13

2:11 pm-11:10 pm

1 stop7h 59m

Chicago O'Hare Intl

Sun 11/16

9:05 am-1:03 pm

Nonstop4h 58m

$361

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Wed 9/17

12:25 pm-7:24 am

1 stop16h 59m

Chicago O'Hare Intl

Wed 9/24

7:34 am-12:13 pm

1 stop6h 39m

$369

San José del CaboChicago

SJD - ORD

SJDORD

San José del Cabo Los Cabos

Thu 11/13

12:50 pm-6:03 pm

Nonstop4h 13m

Chicago O'Hare Intl

Mon 11/17

7:10 am-1:10 pm

1 stop7h 00m

$392

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How to get the cheapest flight ticket from San José del Cabo to Chicago

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

Prices

Airlines

Other information

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago 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. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from San José del Cabo to Chicago for around $1,088.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from San José del Cabo to Chicago during this time can be as low as $548. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $580.

What is the cheapest San José del Cabo Los Cabos to Chicago 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 flight prices

What cabin class options are available on San José del Cabo Los Cabos to Chicago flights?

There are 3 cabin classes available to choose from on San José del Cabo Los Cabos to Chicago 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 flights?

You could potentially save up to 7% on your flight if you consider stops on a San José del Cabo to Chicago flight.

How have San José del Cabo to Chicago flight prices changed over time?

As of August 2025, prices for San José del Cabo to Chicago flights are approximately 9% more expensive when compared to flights at the same time last year.

When to book flights from San José del Cabo to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from San José del Cabo to Chicago 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 (SJD to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from San José del Cabo to Chicago

Fastest flight time	4h 05m
Direct flights	Every day
Airports in Chicago	2 airports

The fastest flight from San José del Cabo to Chicago takes 4h 05m

Direct flights go from San José del Cabo to Chicago every day.

There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

Search flight deals

How far is San José del Cabo Los Cabos to Chicago by plane?
A flight from San José del Cabo Los Cabos to Chicago will travel around 1817.1 mi. 4h 13m is a normal flight duration for this route.
When did momondo last update prices for flights from San José del Cabo Los Cabos Airport to Chicago?
Prices for flights from San José del Cabo Los Cabos Airport to Chicago refresh daily.
How many operators does momondo search for flights from San José del Cabo Los Cabos Airport to Chicago?
There is 1 operator available for flights from San José del Cabo Los Cabos Airport to Chicago as of August 2025.
How old do you have to be to fly from San José del Cabo Los Cabos Airport to Chicago?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, 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.
What documentation or ID do you need to fly to Chicago?
The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from San José del Cabo to Chicago?
momondo data reveals that the most frequently booked plane model on the route from San José del Cabo to Chicago is Boeing 737-800, representing 30.00% of all bookings. The subsequent popular models are Boeing 737 MAX 8 at 15.71%, Boeing 737-900 at 12.86%, and Boeing 737 MAX 9 at 8.57%.
What is the most popular airline from San José del Cabo to Chicago?
Based on momondo bookings for flights between San José del Cabo and Chicago, the leading airline is United Airlines, making up 100% of the total bookings.

Best airlines flying from San José del Cabo to Chicago

Compare and see reviews for airlines that fly from San José del Cabo to Chicago with momondo

Airline	Rating	Free Cancellation	Price
United Airlines	PriceFrom $361	Free Cancellation	Rating 7.4 8,928 reviews		Search United Airlines flights

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Lansing

Portage

Schererville

Valparaiso

Crown Point

Munster

Chesterton

Monticello

Porter

Griffith

Saint John

Why use momondo?

Why should I use momondo to find a flight deal from San José del Cabo to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from San José del Cabo to Chicago. momondo saves you time and could save you money on your trip.

Can I find flights from San José del Cabo to Chicago with flexible booking policies on momondo?

Yes. All flights to Chicago from San José del Cabo on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from San José del Cabo to Chicago?

Once you have performed a search for San José del Cabo to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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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Cheap flights from San José del Cabo to Chicago from $179

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 11/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from San José del Cabo to Chicago (SJD-CHI)

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

Volaris flights from San José del Cabo to Chicago

Our best Volaris deals on San José del Cabo to Chicago flight tickets

Delta flights from San José del Cabo to Chicago

Our best Delta deals on San José del Cabo to Chicago flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from San José del Cabo to Chicago that are best for you.

See travel insights to Chicago from

How to get the cheapest flight ticket from San José del Cabo to Chicago

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?

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from San José del Cabo to Chicago during this time can be as low as $548. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $580.

What is the cheapest San José del Cabo Los Cabos to Chicago 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 flight prices

What cabin class options are available on San José del Cabo Los Cabos to Chicago flights?

There are 3 cabin classes available to choose from on San José del Cabo Los Cabos to Chicago 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 flights?

You could potentially save up to 7% on your flight if you consider stops on a San José del Cabo to Chicago flight.

How have San José del Cabo to Chicago flight prices changed over time?

As of August 2025, prices for San José del Cabo to Chicago flights are approximately 9% more expensive when compared to flights at the same time last year.

What is the cheapest airline that flies from San José del Cabo Los Cabos to Chicago?

Volaris, Viva, and United Airlines are the most popular carriers operating from San José del Cabo Los Cabos to Chicago

When to book flights from San José del Cabo to Chicago

Cheap San José del Cabo to Chicago (SJD to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from San José del Cabo to Chicago

Fastest flight time

Direct flights

Airports in Chicago

How far is San José del Cabo Los Cabos to Chicago by plane?

When did momondo last update prices for flights from San José del Cabo Los Cabos Airport to Chicago?

How many operators does momondo search for flights from San José del Cabo Los Cabos Airport to Chicago?

How old do you have to be to fly from San José del Cabo Los Cabos Airport to Chicago?

What documentation or ID do you need to fly to Chicago?

What is the most popular plane model from San José del Cabo to Chicago?

What is the most popular airline from San José del Cabo to Chicago?

Best airlines flying from San José del Cabo to Chicago

Compare and see reviews for airlines that fly from San José del Cabo to Chicago with momondo

Traveling to a place near Chicago?

Why use momondo?

Why should I use momondo to find a flight deal from San José del Cabo to Chicago?

Can I find flights from San José del Cabo to Chicago with flexible booking policies on momondo?

How can momondo help me find flights 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?

An easier way to manage your Chicago 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.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago