What are the cheapest airlines flying from Chicago to San José del Cabo round-trip?

Our cheapest airline available from Chicago to San José del Cabo is Volaris. Our recent data shows that you can find tickets from as low as $279 on this airline. An additional option worth looking into is VivaAerobus, starting at $331. Volaris is 50% cheaper than the average price of flights available within the next 90 days to this destination.

What are the cheapest airlines to fly from Chicago to San José del Cabo one-way?

$143 is the cheapest one-way deal found within the past few days, from VivaAerobus. You may also be able to find cheap deals on Volaris and Spirit Airlines, with prices starting from $173 and $178, respectively.

What are the most popular airlines that fly from Chicago to San José del Cabo?

American Airlines, Aeromexico and Delta are the most popular airlines when flying from Chicago to San José del Cabo.

What are the cheapest flights from Chicago to San José del Cabo?

While on average a flight from Chicago to San José del Cabo is generally $795, our data shows the cheapest flight currently is $224. When looking at the most popular route, (Chicago O'Hare Intl - San José del Cabo Los Cabos), you can expect to pay $339 for that flight.

Can I find flights from Chicago to San José del Cabo for under $300 on Cheapflights?

Yes, there are multiple flights from Chicago to San José del Cabo for under $300. The cheapest flight booked recently is on Volaris for just $279, but on average you can expect to pay $306.

Are there nonstop flights from Chicago to San José del Cabo for under $600 on Cheapflights?

Cheapflights has at least 20 direct flights from Chicago to San José del Cabo under $600. A good price for a nonstop flight from Chicago to San José del Cabo is less than $586.

Are there last-minute flights available from Chicago to San José del Cabo for under $400?

There are currently 20+ open flights from Chicago to San José del Cabo within the next 7 days for less than $400.

Which airlines flying from Chicago to San José del Cabo Los Cabos have flexible cancellations due to COVID-19?

American Airlines, United Airlines, and Volaris are some of the carriers that may have flexible cancellation policies. You can use our site to filter for other airlines that may also have this kind of flexibility.

What is the cheapest day to fly round-trip from Chicago to San José del Cabo?

Leaving on a Monday is a viable option for saving on travel. Heavily demanded days of the week can typically drive up the prices you see. Booking your travel for a less competitive day can save up to 21% on the overall cost on flights from Chicago to San José del Cabo.

How far in advance should I book a flight from Chicago to San José del Cabo?

Find a great deal and save up to 6% by booking at least 61 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Chicago to San José del Cabo within the next two weeks, with the cheapest ticket starting at $609.

What is the cheapest month to fly from Chicago to San José del Cabo?

May can be a great time to fly to San José del Cabo from Chicago with a flight ticket averaging about $561. Cheapflights users have found deals in the month of May for as cheap as $355. The most expensive prices can be found in the month of December.

When is the cheapest time to fly from Chicago to San José del Cabo (CHI - SJD)?

It’s optimal to fly from Chicago to San José del Cabo in the evening. By choosing this option you can save up to 28% on the cost of your flight, compared to a flight at noon.

What airport do you fly into for flights to San José del Cabo from Chicago?

If you book a flight to San José del Cabo from Chicago, you will be flying to Los Cabos, which is the city’s only airport. San José del Cabo Los Cabos (SJD) is located 6.6 mi from the center of San José del Cabo. There are 3 flights from Chicago to Los Cabos per day from 7 different airlines.

What does ORD to SJD mean?

Great question - ORD to SJD just means Chicago O'Hare Intl Airport to San José del Cabo Los Cabos Airport. Now you’ll know what these unique codes when you look for flights! Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are other airports near this flight route and their unique identifiers/IATA codes.

Flights from Chicago, IL to San José del Cabo, Mexico from $143

How to find the cheapest flight from Chicago (CHI) to San José del Cabo (SJD)

Popular in	December
Cheapest in	May
Round-trip from	$498
One-way from	$143

High demand for flights, 16% potential price rise

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Best time to find cheap flights, 11% potential price drop

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From Chicago (CHI) to San José del Cabo Los Cabos

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One-way flight from Chicago (CHI) to San José del Cabo Los Cabos

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CHI - SJD Price	$498 - $668
SJD Temperature	66.2 - 84.2 °F
SJD Rainfall	0 - 4.5 inches

CHI - SJD

Price

$498 - $668

SJD

Temperature

66.2 - 84.2 °F

SJD

Rainfall

0 - 4.5 inches

Cheap flights from Chicago to San José del Cabo in May, June 2023

Scroll through some of the best deals on flights from Chicago to San José del Cabo in 2023. Check back regularly for other flight deals.

Jun 17 - Jun 21

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

12h 40m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

2 stops

25h 54m

$352

Multiple Airlines

Deal found 5/30

Jun 10 - Jun 13

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

12h 40m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

1 stop

26h 16m

$354

Multiple Airlines

Deal found 5/29

Jun 27 - Jul 11

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

12h 40m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

1 stop

10h 21m

$360

Spirit Airlines

Deal found 5/29

Jun 17 - Jun 24

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

12h 40m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

1 stop

10h 29m

$364

Spirit Airlines

Deal found 5/30

Jun 9 - Jun 12

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

12h 40m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

1 stop

25h 26m

$365

Multiple Airlines

Deal found 5/29

Jun 24 - Jun 26

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

2 stops

9h 49m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

1 stop

10h 29m

$366

Spirit Airlines

Deal found 5/30

Jun 25 - Jul 12

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

8h 30m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

1 stop

10h 21m

$371

Spirit Airlines

Deal found 5/29

Jun 9 - Jun 12

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

12h 40m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

2 stops

25h 54m

$373

Multiple Airlines

Deal found 5/29

Jun 24 - Jun 26

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

11h 09m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

1 stop

10h 29m

$375

Spirit Airlines

Deal found 5/30

Chicago to San José del Cabo 2023 flight deals

Scroll through some of the best deals on flights from Chicago to San José del Cabo in 2023. Check back regularly for other flight deals.

Sep 4 - Sep 12

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

12h 43m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

1 stop

9h 00m

$278

Volaris

Deal found 5/30

Sep 21 - Sep 25

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

9h 14m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

1 stop

7h 48m

$279

Volaris

Deal found 5/29

Aug 24 - Aug 29

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

13h 58m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

1 stop

7h 48m

$280

Volaris

Deal found 5/29

Sep 27 - Oct 2

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

12h 43m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

1 stop

7h 56m

$282

Volaris

Deal found 5/29

Sep 7 - Sep 11

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

12h 43m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

1 stop

7h 56m

$284

Volaris

Deal found 5/30

Nov 25 - Dec 3

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

8h 45m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

1 stop

13h 10m

$285

Volaris

Deal found 5/29

Sep 5 - Sep 12

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

9h 48m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

1 stop

7h 48m

$286

Volaris

Deal found 5/30

Nov 11 - Nov 19

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

11h 22m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

1 stop

13h 10m

$289

Volaris

Deal found 5/29

Nov 11 - Nov 19

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

8h 45m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

1 stop

13h 10m

$293

Volaris

Deal found 5/30

Cheap Volaris flights from Chicago to San José del Cabo

Take a look at some of the lowest-priced Volaris flights heading from Chicago to San José del Cabo. Make sure to check back often as deals are often changing.

Sep 21 - Sep 25

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

9h 14m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

1 stop

7h 48m

$279

Volaris

Deal found 5/29

Aug 24 - Aug 29

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

13h 58m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

1 stop

7h 48m

$280

Volaris

Deal found 5/29

Sep 27 - Oct 2

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

12h 43m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

1 stop

7h 56m

$282

Volaris

Deal found 5/29

Nov 25 - Dec 3

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

8h 45m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

1 stop

13h 10m

$285

Volaris

Deal found 5/29

Sep 19 - Sep 24

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

12h 43m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

1 stop

7h 50m

$286

Volaris

Deal found 5/29

Nov 11 - Nov 19

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

11h 22m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

1 stop

13h 10m

$289

Volaris

Deal found 5/29

Sep 5 - Sep 10

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

12h 43m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

1 stop

9h 00m

$299

Volaris

Deal found 5/29

Nov 7 - Nov 12

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

12h 51m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

1 stop

9h 43m

$302

Volaris

Deal found 5/29

Oct 21 - Oct 29

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

12h 43m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

1 stop

7h 50m

$304

Volaris

Deal found 5/29

If you’re traveling from Chicago to San José del Cabo, one of the more common airlines traveling that route is Volaris. Flights from Volaris traveling this route typically cost $639.55 RT. This price is typically 44% more expensive than other airlines that offer Chicago to San José del Cabo flights. When booking this route, the cheapest RT price found was $349. When traveling from Chicago to San José del Cabo on Volaris, the most popular airport to depart from is Chicago O'Hare Intl Airport and the most popular airport to arrive at is San José del Cabo Los Cabos Airport. When flying from Chicago to San José del Cabo, Volaris flights are 7% more popular than any other airline flying that same route.

Cheap VivaAerobus flights from Chicago to San José del Cabo

Some of the best deals we've found on VivaAerobus flights traveling from Chicago to San José del Cabo. Make sure to examine the flight information before completing your reservation.

Aug 25 - Aug 29

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

20h 45m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

1 stop

14h 35m

$331

VivaAerobus

Deal found 5/29

Nov 7 - Nov 12

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

16h 10m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

1 stop

8h 40m

$342

VivaAerobus

Deal found 5/29

Aug 23 - Aug 29

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

16h 15m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

1 stop

14h 35m

$347

VivaAerobus

Deal found 5/29

Aug 20 - Aug 29

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

7h 25m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

1 stop

14h 35m

$349

VivaAerobus

Deal found 5/29

Aug 31 - Sep 5

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

7h 20m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

2 stops

22h 30m

$353

VivaAerobus

Deal found 5/29

Aug 20 - Aug 27

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

7h 25m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

1 stop

8h 55m

$355

VivaAerobus

Deal found 5/29

Jun 5 - Jun 13

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

7h 25m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

1 stop

14h 35m

$510

VivaAerobus

Deal found 5/29

Jun 5 - Jun 13

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

7h 25m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

2 stops

21h 55m

$528

VivaAerobus

Deal found 5/29

Jun 4 - Jun 10

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

7h 25m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

1 stop

14h 35m

$573

VivaAerobus

Deal found 5/29

If you’re traveling from Chicago to San José del Cabo, one of the more common airlines traveling that route is VivaAerobus. Chicago to San José del Cabo flights are typically 55% cheaper than other airlines traveling the same route. Flights from VivaAerobus typically cost $603.27 RT. The cheapest VivaAerobus flight found for this route was $336. The most popular departure airport in Chicago when flying to San José del Cabo is Chicago O'Hare Intl Airport. The most popular airport to fly into when visiting San José del Cabo is San José del Cabo Los Cabos Airport. When flying from Chicago to San José del Cabo, VivaAerobus flights are 3% more popular than any other airline flying that same route.

Non-stop flights to San José del Cabo from Chicago

To help reduce your travel time, choose from one of these non-stop flights from Chicago to San José del Cabo. Users can also choose from other Chicago to San José del Cabo flights by using the search form above.

Aug 16 - Aug 23

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

Nonstop

4h 20m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

Nonstop

4h 26m

$505

American Airlines

Deal found 5/29

Jul 4 - Jul 14

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

Nonstop

4h 18m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

Nonstop

4h 25m

$527

American Airlines

Deal found 5/29

Jul 2 - Jul 6

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

Nonstop

4h 18m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

Nonstop

4h 25m

$535

American Airlines

Deal found 5/29

Aug 16 - Aug 20

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

Nonstop

4h 20m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

Nonstop

4h 26m

$536

American Airlines

Deal found 5/29

Jun 19 - Jun 23

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

Nonstop

4h 18m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

Nonstop

4h 22m

$547

American Airlines

Deal found 5/30

Jun 25 - Jul 2

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

Nonstop

4h 42m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

Nonstop

4h 13m

$557

United Airlines

Deal found 5/30

Aug 25 - Aug 28

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

Nonstop

4h 20m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

Nonstop

4h 26m

$567

American Airlines

Deal found 5/28

Jun 23 - Jun 28

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

Nonstop

4h 18m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

Nonstop

4h 22m

$577

American Airlines

Deal found 5/30

Oct 27 - Nov 4

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

Nonstop

4h 40m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

Nonstop

4h 12m

$583

United Airlines

Deal found 5/30

Last minute flights from Chicago to San José del Cabo

Users seeking a last-minute flight from Chicago to San José del Cabo should consider booking one of these fares. Users should double check the flight they book to ensure it matches the day, time, and destination they're looking for.

Jun 9 - Jun 12

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

12h 40m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

1 stop

25h 26m

$365

Multiple Airlines

Deal found 5/29

Jun 9 - Jun 12

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

12h 40m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

2 stops

25h 54m

$373

Multiple Airlines

Deal found 5/29

Jun 9 - Jun 11

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

12h 40m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

2 stops

18h 45m

$376

Multiple Airlines

Deal found 5/29

Jun 9 - Jun 11

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

12h 40m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

1 stop

26h 00m

$380

Multiple Airlines

Deal found 5/29

Jun 6 - Jun 13

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

2 stops

16h 09m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

1 stop

12h 06m

$393

Multiple Airlines

Deal found 5/29

Jun 5 - Jun 10

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

2 stops

36h 37m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

1 stop

7h 11m

$410

Multiple Airlines

Deal found 5/29

Jun 6 - Jun 13

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

2 stops

33h 10m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

2 stops

42h 40m

$426

Multiple Airlines

Deal found 5/29

Jun 6 - Jun 13

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

13h 05m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

1 stop

12h 06m

$430

Multiple Airlines

Deal found 5/29

Jun 6 - Jun 13

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

3 stops

46h 51m

SJD

San José del Cabo Los Cabos

ORD

Chicago O'Hare Intl

2 stops

42h 40m

$437

Multiple Airlines

Deal found 5/29

One-way flights to San José del Cabo from Chicago

Take a look at some of the best available options we've come across on one-way flights from Chicago to San José del Cabo. Users in need of a round-trip flight from Chicago to San José del Cabo instead should update the search form at the top of page.

Nov 4

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

16h 10m

$143

VivaAerobus

Deal found 5/29

Oct 9

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

9h 14m

$173

Volaris

Deal found 5/29

Jul 13

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

21h 47m

$178

Spirit Airlines

Deal found 5/29

Oct 9

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

12h 43m

$179

Volaris

Deal found 5/30

Nov 5

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

9h 47m

$183

Volaris

Deal found 5/29

Jul 29

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

9h 14m

$186

Volaris

Deal found 5/30

Jun 22

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

12h 40m

$187

Spirit Airlines

Deal found 5/29

Jun 9

MDW

Chicago Midway

SJD

San José del Cabo Los Cabos

1 stop

17h 22m

$190

Frontier

Deal found 5/29

Aug 2

ORD

Chicago O'Hare Intl

SJD

San José del Cabo Los Cabos

1 stop

8h 37m

$198

Volaris

Deal found 5/30

Find flights from Chicago to San José del Cabo within your budget

Fly from

Fly to

Budget

$279 - $360

Route

Depart

Return

Price

Chicago O'Hare IntlSan José del Cabo Los Cabos

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Thu 9/21

1 stop9h 14m

San José del Cabo Los Cabos

Mon 9/25

1 stop7h 48m

$279

Pick Dates

Chicago O'Hare IntlSan José del Cabo Los Cabos

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Thu 8/24

1 stop13h 58m

San José del Cabo Los Cabos

Tue 8/29

1 stop7h 48m

$280

Pick Dates

Chicago O'Hare IntlSan José del Cabo Los Cabos

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Wed 9/27

1 stop12h 43m

San José del Cabo Los Cabos

Mon 10/2

1 stop7h 56m

$282

Pick Dates

Chicago O'Hare IntlSan José del Cabo Los Cabos

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 11/25

1 stop8h 45m

San José del Cabo Los Cabos

Sun 12/3

1 stop13h 10m

$285

Pick Dates

Chicago O'Hare IntlSan José del Cabo Los Cabos

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 8/22

1 stop12h 43m

San José del Cabo Los Cabos

Sun 8/27

1 stop25h 55m

$330

Pick Dates

Chicago O'Hare IntlSan José del Cabo Los Cabos

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 8/25

1 stop20h 45m

San José del Cabo Los Cabos

Tue 8/29

1 stop14h 35m

$331

Pick Dates

Chicago O'Hare IntlSan José del Cabo Los Cabos

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 8/19

1 stop7h 58m

San José del Cabo Los Cabos

Tue 8/22

1 stop7h 48m

$337

Pick Dates

Chicago O'Hare IntlSan José del Cabo Los Cabos

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 11/7

1 stop16h 10m

San José del Cabo Los Cabos

Sun 11/12

1 stop8h 40m

$342

Pick Dates

Chicago O'Hare IntlSan José del Cabo Los Cabos

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 6/27

1 stop12h 40m

San José del Cabo Los Cabos

Tue 7/11

1 stop10h 21m

$360

Pick Dates

Flights are sorted by cheapest first

Deals found on 5/29

Reviews of Airlines Servicing San José del Cabo

Read reviews from past customers who have flown Volaris, VivaAerobus and Spirit Airlines from Chicago to San José del Cabo. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Alaska Airlines

8.0

Very good

1,375 reviews

Check prices

Reviews

1 / 10

We were rebooked from our original 7 am flight to a 9:25 am flight. We tried but could not get seat assignments upon online check-in. At the airport, the security officer almost did not let us through to the gate, since our boarding pass had no QR code and said "seat assignment at the gate." When we made it to the gate and asked for seat assignments, the gate agents kept telling us that they were not authorized to assign us seats and that we would be assigned seats 30 mins prior to departure. They referred us to the service center that would not help either. Since they also said that the flight was full, we were left in doubt if we were going to make it onto this flight. Finally, after everybody else's seats had been assigned, about 15 mins to departure they assigned us two separate seats. We could not sit together. Whoever designed seat assignment and boarding procedures at Alaska Airlines must have zero understanding of how to make such a process work smoothly and efficiently. We'll think twice before booking another flight with Alaska!

Alaska Airlines

8.0

Very good

1,375 reviews

Alaska Airlines

8.0

Very good

1,375 reviews

Check prices

Reviews

1 / 10

We were rebooked from our original 7 am flight to a 9:25 am flight. We tried but could not get seat assignments upon online check-in. At the airport, the security officer almost did not let us through to the gate, since our boarding pass had no QR code and said "seat assignment at the gate." When we made it to the gate and asked for seat assignments, the gate agents kept telling us that they were not authorized to assign us seats and that we would be assigned seats 30 mins prior to departure. They referred us to the service center that would not help either. Since they also said that the flight was full, we were left in doubt if we were going to make it onto this flight. Finally, after everybody else's seats had been assigned, about 15 mins to departure they assigned us two separate seats. We could not sit together. Whoever designed seat assignment and boarding procedures at Alaska Airlines must have zero understanding of how to make such a process work smoothly and efficiently. We'll think twice before booking another flight with Alaska!

Delta

8.0

Very good

2,359 reviews

Alaska Airlines

8.0

Very good

1,375 reviews

Check prices

Reviews

1 / 10

We were rebooked from our original 7 am flight to a 9:25 am flight. We tried but could not get seat assignments upon online check-in. At the airport, the security officer almost did not let us through to the gate, since our boarding pass had no QR code and said "seat assignment at the gate." When we made it to the gate and asked for seat assignments, the gate agents kept telling us that they were not authorized to assign us seats and that we would be assigned seats 30 mins prior to departure. They referred us to the service center that would not help either. Since they also said that the flight was full, we were left in doubt if we were going to make it onto this flight. Finally, after everybody else's seats had been assigned, about 15 mins to departure they assigned us two separate seats. We could not sit together. Whoever designed seat assignment and boarding procedures at Alaska Airlines must have zero understanding of how to make such a process work smoothly and efficiently. We'll think twice before booking another flight with Alaska!

United Airlines

7.6

Good

1,525 reviews

Alaska Airlines

8.0

Very good

1,375 reviews

Check prices

Reviews

1 / 10

We were rebooked from our original 7 am flight to a 9:25 am flight. We tried but could not get seat assignments upon online check-in. At the airport, the security officer almost did not let us through to the gate, since our boarding pass had no QR code and said "seat assignment at the gate." When we made it to the gate and asked for seat assignments, the gate agents kept telling us that they were not authorized to assign us seats and that we would be assigned seats 30 mins prior to departure. They referred us to the service center that would not help either. Since they also said that the flight was full, we were left in doubt if we were going to make it onto this flight. Finally, after everybody else's seats had been assigned, about 15 mins to departure they assigned us two separate seats. We could not sit together. Whoever designed seat assignment and boarding procedures at Alaska Airlines must have zero understanding of how to make such a process work smoothly and efficiently. We'll think twice before booking another flight with Alaska!

American Airlines

7.4

Good

2,147 reviews

Alaska Airlines

8.0

Very good

1,375 reviews

Check prices

Reviews

1 / 10

We were rebooked from our original 7 am flight to a 9:25 am flight. We tried but could not get seat assignments upon online check-in. At the airport, the security officer almost did not let us through to the gate, since our boarding pass had no QR code and said "seat assignment at the gate." When we made it to the gate and asked for seat assignments, the gate agents kept telling us that they were not authorized to assign us seats and that we would be assigned seats 30 mins prior to departure. They referred us to the service center that would not help either. Since they also said that the flight was full, we were left in doubt if we were going to make it onto this flight. Finally, after everybody else's seats had been assigned, about 15 mins to departure they assigned us two separate seats. We could not sit together. Whoever designed seat assignment and boarding procedures at Alaska Airlines must have zero understanding of how to make such a process work smoothly and efficiently. We'll think twice before booking another flight with Alaska!

VivaAerobus

7.2

Good

239 reviews

Alaska Airlines

8.0

Very good

1,375 reviews

Check prices

Reviews

1 / 10

We were rebooked from our original 7 am flight to a 9:25 am flight. We tried but could not get seat assignments upon online check-in. At the airport, the security officer almost did not let us through to the gate, since our boarding pass had no QR code and said "seat assignment at the gate." When we made it to the gate and asked for seat assignments, the gate agents kept telling us that they were not authorized to assign us seats and that we would be assigned seats 30 mins prior to departure. They referred us to the service center that would not help either. Since they also said that the flight was full, we were left in doubt if we were going to make it onto this flight. Finally, after everybody else's seats had been assigned, about 15 mins to departure they assigned us two separate seats. We could not sit together. Whoever designed seat assignment and boarding procedures at Alaska Airlines must have zero understanding of how to make such a process work smoothly and efficiently. We'll think twice before booking another flight with Alaska!

Related info for your journey

Top 7 airlines flying from Chicago to San José del Cabo

Airline	Cheapest	Average	Flexibility	On-time	COVID-19 safety
Volaris	Cheapest$276	Average$383	FlexibilityNo cancel fee	On-time79%	COVID-19 safety	Search Volaris flights
VivaAerobus	Cheapest$290	Average$407	FlexibilityNo cancel fee	On-timeN/A	COVID-19 safety	Search VivaAerobus flights
Spirit Airlines	Cheapest$320	Average$575	FlexibilityNo cancel fee	On-time65%	COVID-19 safety	Search Spirit Airlines flights
American Airlines	Cheapest$336	Average$603	FlexibilityNo cancel fee	On-time71%	COVID-19 safety	Search American Airlines flights
United Airlines	Cheapest$349	Average$640	FlexibilityNo cancel fee	On-time69%	COVID-19 safety	Search United Airlines flights
Aeromexico	Cheapest$467	Average$758	FlexibilityNo cancel fee	On-timeN/A	COVID-19 safety	Search Aeromexico flights
Delta	Cheapest$591	Average$1,177	FlexibilityNo cancel fee	On-timeN/A	COVID-19 safety	Search Delta flights

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Hourly flight availability from Chicago to San José del Cabo

0%of flight departures	Early morningMidnight to 6 am
100%of flight departures	Morning6 am to noon
0%of flight departures	AfternoonNoon to 6 pm
0%of flight departures	Evening6 pm to midnight

Midnight

6 AM

Noon

6 PM

Weekly flight availability from Chicago to San José del Cabo

Sunday	3daily flights
Monday	3daily flights
Tuesday	3daily flights
Wednesday	3daily flights
Thursday	3daily flights
Friday	3daily flights
Saturday	5daily flights

Cheap flights from Chicago (CHI) to San José del Cabo (SJD) from $143

This is the cheapest one-way flight price, found on 5/29. Prices may vary by date and flight preferences.

The best prices from Chicago to San José del Cabo Los Cabos are usually found in May or April, booked 60 days in advance, depart on a Tuesday or Sunday and return on a Thursday

How to find the cheapest flight from Chicago (CHI) to San José del Cabo (SJD)

All the information you need to plan the best CHI to SJD flight in 2023: compare Chicago to San José del Cabo flight prices with the expected peak season, weather and rainfall in San José del Cabo.

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Cheap flights from Chicago to San José del Cabo in May, June 2023

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Chicago to San José del Cabo 2023 flight deals

Cheap flights to San José del Cabo from Chicago found for this year

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Cheap Volaris flights from Chicago to San José del Cabo

Take a look at some of the lowest-priced Volaris flights heading from Chicago to San José del Cabo. Make sure to check back often as deals are often changing.

Cheap VivaAerobus flights from Chicago to San José del Cabo

Some of the best deals we've found on VivaAerobus flights traveling from Chicago to San José del Cabo. Make sure to examine the flight information before completing your reservation.

Non-stop flights to San José del Cabo from Chicago

Save time with Chicago to San José del Cabo direct flight deals

To help reduce your travel time, choose from one of these non-stop flights from Chicago to San José del Cabo. Users can also choose from other Chicago to San José del Cabo flights by using the search form above.

Last minute flights from Chicago to San José del Cabo

Late deals on return flights to San José del Cabo from Chicago, departing today and this week

Users seeking a last-minute flight from Chicago to San José del Cabo should consider booking one of these fares. Users should double check the flight they book to ensure it matches the day, time, and destination they're looking for.

One-way flights to San José del Cabo from Chicago

The cheapest one-way flights from Chicago to San José del Cabo

Take a look at some of the best available options we've come across on one-way flights from Chicago to San José del Cabo. Users in need of a round-trip flight from Chicago to San José del Cabo instead should update the search form at the top of page.

Find flights from Chicago to San José del Cabo within your budget

Use the slider to find flights from Chicago to San José del Cabo that fit your budget.

Reviews of Airlines Servicing San José del Cabo

Read reviews from past customers who have flown Volaris, VivaAerobus and Spirit Airlines from Chicago to San José del Cabo. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Useful info, stats and facts about Chicago to San José del Cabo flights.

What airport do you fly into for flights to San José del Cabo from Chicago?

Which airlines flying from Chicago to San José del Cabo Los Cabos have flexible cancellations due to COVID-19?

Can I find flights from Chicago to San José del Cabo for under $300 on Cheapflights?

Are there nonstop flights from Chicago to San José del Cabo for under $600 on Cheapflights?

Are there last-minute flights available from Chicago to San José del Cabo for under $400?

What are the cheapest airlines flying from Chicago to San José del Cabo round-trip?

What are the cheapest airlines to fly from Chicago to San José del Cabo one-way?

What are the most popular airlines that fly from Chicago to San José del Cabo?

What are the cheapest flights from Chicago to San José del Cabo?

What does ORD to SJD mean?

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Top 7 airlines flying from Chicago to San José del Cabo

The chart below displays the airlines Cheapflights users traveling from Chicago to San José del Cabo choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.

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Hourly flight availability from Chicago to San José del Cabo

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