How many flights depart from Chicago to Los Cabos on average per week?

As of February 2026, there are 23 flights per week flying from Chicago to Los Cabos. The most common day of the week flights depart is Mon, with 17% of flights taking off on this day.

How many flights depart from Chicago to Los Cabos on average per day?

As of February 2026, 3 flights take off from Chicago and land in Los Cabos each day. The most common flight departure time for this route is 9:00AM, with 100% of daily flights taking off at noon.

What airlines fly to Los Cabos?

American Airlines, United Airlines and Volaris are the top three most popular airlines that fly to Los Cabos from Chicago according to our data. American Airlines is the first choice among our users, with 65% of people opting to fly with this airline when traveling to Los Cabos. Keep in mind that there are 6 different airlines that fly to Los Cabos on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Chicago to Los Cabos?

Alaska Airlines, Delta, and United Airlines are the most popular carriers operating from Chicago to Los Cabos

When did momondo last update prices for flights from Chicago to Los Cabos?

Prices for flights from Chicago to Los Cabos are updated daily.

How many operators does momondo search for flights from Chicago to Los Cabos?

The number of operators available for flights from Chicago to Los Cabos is 6 as of February 2026.

How old do you have to be to fly from Chicago to Los Cabos?

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 Chicago to Los Cabos.

What documentation or ID do you need to fly to Los Cabos?

The necessary travel and health documents for your Los Cabos 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.

$90 Cheap Flights from Chicago to Los Cabos in 2026

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Find the cheapest flights from Chicago to Los Cabos

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

1:49 pm - 11:14 am

ORD

SJD

23h 25m

2 stops

3:10 pm - 12:09 pm

SJD

ORD

18h 59m

2 stops

$460Volaris

tir., maj 5 - lør., maj 9

7:23 am - 3:20 pm

ORD

SJD

9h 57m

1 stop

5:05 pm - 5:36 am

SJD

ORD

10h 31m

2 stops

$461Multiple Airlines

søn., mar. 15 - fre., mar. 20

6:00 am - 2:37 pm

ORD

SJD

10h 37m

1 stop

12:54 pm - 1:13 pm

SJD

ORD

22h 19m

2 stops

$462Alaska Airlines

tir., maj 5 - søn., maj 10

2:00 am - 1:45 pm

ORD

SJD

13h 45m

1 stop

12:35 pm - 11:59 pm

SJD

ORD

9h 24m

1 stop

$463Delta

søn., maj 3 - lør., maj 9

8:45 pm - 9:35 am

ORD

SJD

14h 50m

1 stop

11:31 am - 10:20 pm

SJD

ORD

8h 49m

1 stop

$467American Airlines

lør., maj 2 - lør., maj 9

10:05 am - 12:50 pm

ORD

SJD

4h 45mnonstop

4:25 pm - 7:31 am

SJD

ORD

13h 06m

1 stop

$468American Airlines

tir., maj 5 - søn., maj 10

8:40 am - 11:25 am

ORD

SJD

4h 45mnonstop

1:44 pm - 11:15 pm

SJD

ORD

7h 31m

1 stop

$469United Airlines

tir., apr. 28 - ons., maj 6

5:10 am - 10:40 am

MDW

SJD

7h 30m

1 stop

1:55 pm - 4:35 am

SJD

MDW

12h 40m

1 stop

$474Southwest

søn., apr. 12 - tor., apr. 16

5:10 am - 1:00 pm

MDW

SJD

9h 50m

1 stop

2:20 pm - 11:20 pm

SJD

MDW

7h 00m

1 stop

$484Southwest

lør., apr. 11 - ons., apr. 15

12:52 pm - 10:30 pm

MDW

SJD

11h 38m

2 stops

12:36 pm - 10:28 pm

SJD

MDW

7h 52m

1 stop

$489Delta

fre., apr. 17 - tir., apr. 21

Southwest flights from Chicago to Los Cabos

Our best Southwest deals on Chicago to Los Cabos flight tickets

Southwest

Apr 12

MDW5:10 amChicago Midway

7h 30m

1 stop

SJD10:40 amSan José del Cabo Los Cabos

Apr 16

SJD1:55 pmSan José del Cabo Los Cabos

12h 40m

1 stop

MDW4:35 amChicago Midway

$474

Southwest

Apr 11

MDW5:10 amChicago Midway

9h 50m

1 stop

SJD1:00 pmSan José del Cabo Los Cabos

Apr 15

SJD2:20 pmSan José del Cabo Los Cabos

7h 00m

1 stop

MDW11:20 pmChicago Midway

$484

Southwest

Apr 13

MDW6:00 amChicago Midway

8h 30m

1 stop

SJD12:30 pmSan José del Cabo Los Cabos

Apr 20

SJD1:55 pmSan José del Cabo Los Cabos

12h 40m

1 stop

MDW4:35 amChicago Midway

$509

Alaska Airlines flights from Chicago to Los Cabos

Our best Alaska Airlines deals on Chicago to Los Cabos flight tickets

Alaska Airlines

May 5

ORD6:00 amChicago O'Hare Intl

10h 37m

1 stop

SJD2:37 pmSan José del Cabo Los Cabos

May 10

SJD12:54 pmSan José del Cabo Los Cabos

22h 19m

2 stops

ORD1:13 pmChicago O'Hare Intl

$462

Alaska Airlines

May 1

ORD7:59 pmChicago O'Hare Intl

17h 45m

1 stop

SJD11:44 amSan José del Cabo Los Cabos

May 4

SJD10:41 amSan José del Cabo Los Cabos

11h 02m

1 stop

ORD11:43 pmChicago O'Hare Intl

$465

Alaska Airlines

Apr 10

ORD7:59 pmChicago O'Hare Intl

17h 35m

1 stop

SJD11:34 amSan José del Cabo Los Cabos

Apr 14

SJD1:40 pmSan José del Cabo Los Cabos

21h 33m

2 stops

ORD1:13 pmChicago O'Hare Intl

$466

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

tir. 5/5

1:49 pm-11:14 am

2 stops23h 25m

San José del Cabo Los Cabos

lør. 5/9

3:10 pm-12:09 pm

2 stops18h 59m

$460

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

søn. 3/15

7:23 am-3:20 pm

1 stop9h 57m

San José del Cabo Los Cabos

fre. 3/20

5:05 pm-5:36 am

2 stops10h 31m

$461

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

tir. 5/5

6:00 am-2:37 pm

1 stop10h 37m

San José del Cabo Los Cabos

søn. 5/10

12:54 pm-1:13 pm

2 stops22h 19m

$462

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

søn. 5/3

2:00 am-1:45 pm

1 stop13h 45m

San José del Cabo Los Cabos

lør. 5/9

12:35 pm-11:59 pm

1 stop9h 24m

$463

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

lør. 5/2

8:45 pm-9:35 am

1 stop14h 50m

San José del Cabo Los Cabos

lør. 5/9

11:31 am-10:20 pm

1 stop8h 49m

$467

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

tir. 5/5

10:05 am-12:50 pm

Nonstop4h 45m

San José del Cabo Los Cabos

søn. 5/10

4:25 pm-7:31 am

1 stop13h 06m

$468

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

tir. 4/28

8:40 am-11:25 am

Nonstop4h 45m

San José del Cabo Los Cabos

ons. 5/6

1:44 pm-11:15 pm

1 stop7h 31m

$469

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

søn. 4/12

5:10 am-10:40 am

1 stop7h 30m

San José del Cabo Los Cabos

tor. 4/16

1:55 pm-4:35 am

1 stop12h 40m

$474

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

lør. 4/11

5:10 am-1:00 pm

1 stop9h 50m

San José del Cabo Los Cabos

ons. 4/15

2:20 pm-11:20 pm

1 stop7h 00m

$484

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

fre. 4/17

12:52 pm-10:30 pm

2 stops11h 38m

San José del Cabo Los Cabos

tir. 4/21

12:36 pm-10:28 pm

1 stop7h 52m

$489

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago to Los Cabos

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 month to fly to Los Cabos?

The month of September is, on average, the cheapest month to fly to Los Cabos from Chicago, with most prices found around $484. The month of July is another great option to travel to Los Cabos, with average flight prices from Chicago averaging around $541.

What is the cheapest day to depart on your flight to Los Cabos?

The cheapest day to depart from Chicago to Los Cabos is on a Tuesday. Travelers who choose to depart for Los Cabos on a Tuesday will often find tickets for as low as $586. On the other hand, Thursday is the most expensive day to depart from Chicago because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $690.

What is the cheapest Chicago to Los Cabos flight route?

Fly from Chicago O'Hare Intl to San José del Cabo Los Cabos for the best Chicago - Los Cabos flight prices

How far in advance should I book a flight to Los Cabos?

You are more likely to see cheaper flights to Los Cabos from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Los Cabos for around $598 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Los Cabos from Chicago for as low as $557 on momondo.

What cabin class options are available on Chicago to Los Cabos flights?

There are 3 cabin classes available to choose from on Chicago to Los Cabos 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 Chicago to Los Cabos flights?

No. A direct flight is the cheapest option for a flight between Chicago to Los Cabos.

Cheap Chicago to Los Cabos flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Los Cabos

Fastest flight time	4h 33m
Direct flights	Every day
Airports in Los Cabos	2 airports

The fastest flight from Chicago to Los Cabos takes 4h 33m

Direct flights go from Chicago to Los Cabos every day.

There are 2 airports in Los Cabos. From Chicago there are direct flights to San José del Cabo Los Cabos (SJD).

Search flight deals

When did momondo last update prices for flights from Chicago to Los Cabos?
Prices for flights from Chicago to Los Cabos are updated daily.
How many operators does momondo search for flights from Chicago to Los Cabos?
The number of operators available for flights from Chicago to Los Cabos is 6 as of February 2026.
How old do you have to be to fly from Chicago to Los Cabos?
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 Chicago to Los Cabos.
What documentation or ID do you need to fly to Los Cabos?
The necessary travel and health documents for your Los Cabos 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 Chicago to Los Cabos?
momondo data reveals that the most frequently booked plane model on the route from Chicago to Los Cabos is Airbus A321neo, representing 16.64% of all bookings. The subsequent popular models are Boeing 737-800 at 15.87%, Boeing 737-900 at 7.54%, and Boeing 737 MAX 8 at 7.49%.

Best airlines flying from Chicago to Los Cabos

Compare and see reviews for airlines that fly from Chicago to Los Cabos with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $184	Free Cancellation	Rating 7.9 8,240 reviews	Search Delta flights
Volaris	PriceFrom $252	Free Cancellation	Rating 6.6 1,172 reviews	Search Volaris flights
Viva	PriceFrom $266	Free Cancellation	Rating 7.0 813 reviews	Search Viva flights
United Airlines	PriceFrom $416	Free Cancellation	Rating 7.4 9,360 reviews	Search United Airlines flights
American Airlines	PriceFrom $416	Free Cancellation	Rating 7.1 11,368 reviews	Search American Airlines flights
Southwest	PriceFrom $485	Free Cancellation	Rating 8.0 4,301 reviews	Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Los Cabos?

Finding the right flight to Los Cabos from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Los Cabos quick and easy, saving you time and money.

Can I find flights from Chicago to Los Cabos with flexible booking policies on momondo?

Yes. All flights to Los Cabos from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Chicago to Los Cabos?

momondo provides multiple filters to help you find the best flight to Los Cabos from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Chicago to Los Cabos right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Chicago to Los Cabos 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.