ORD - SJD

$80 Find Cheap Flights from Chicago O'Hare Airport to San José del Cabo

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from O'Hare Intl to San José del Cabo departing on 3/3. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to San José del Cabo

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to San José del Cabo, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to San José del Cabo, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$376
Overall average: $651
Viva
Sat 2/14Thu 2/19
ORD - SJD • 1 stop
Cheapest non-stop
$474
Typical prices: $564-$963
United Airlines
Sun 12/21Wed 12/24
ORD - SJD • Non-stop
Our travelers' advice
AI-powered summary based on content written by travel experts. AI can make mistakes.
American's Basic Economy is carry-on only with late boarding.
United's Economy Plus offers extra legroom for comfort.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Viva
Cheapest • from $447 (round-trip)
Delta
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to book
4 weeks
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 27% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
September
Cheapest • 20% price drop
March
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to San José del Cabo!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from O'Hare Intl to San José del Cabo (ORD-SJD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from O'Hare Intl to San José del Cabo that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from O'Hare Intl to San José del Cabo

Sat, Feb 14 - Thu, Feb 19
Viva Logo
12:55 am - 4:30 pm
ORD
-
SJD
16h 35m1 stop
Viva Logo
5:05 pm - 11:25 pm
SJD
-
ORD
29h 20m1 stop
$376Viva
Sun, Feb 8 - Fri, Feb 13
Viva Logo
1:20 am - 8:00 am
ORD
-
SJD
7h 40m1 stop
Viva Logo
8:30 am - 11:50 pm
SJD
-
ORD
14h 20m1 stop
$377Viva
Thu, Feb 5 - Mon, Feb 9
Multiple Airlines Logo
11:59 pm - 7:15 am
ORD
-
SJD
8h 16m1 stop
Multiple Airlines Logo
5:05 pm - 2:53 pm
SJD
-
ORD
20h 48m2 stops
$378Multiple Airlines
Wed, Jan 21 - Mon, Jan 26
Volaris Logo
6:23 am - 3:20 pm
ORD
-
SJD
9h 57m1 stop
Volaris Logo
4:08 pm - 4:36 am
SJD
-
ORD
11h 28m1 stop
$379Volaris
Sat, Jan 3 - Sat, Jan 10
Frontier Logo
7:00 am - 2:25 pm
ORD
-
SJD
8h 25m1 stop
Frontier Logo
12:20 pm - 10:36 pm
SJD
-
ORD
9h 16m1 stop
$380Frontier
Sat, Jan 17 - Tue, Jan 20
Volaris Logo
11:59 pm - 11:30 am
ORD
-
SJD
12h 31m1 stop
Volaris Logo
4:08 pm - 4:36 am
SJD
-
ORD
11h 28m1 stop
$382Volaris
Sat, Jan 24 - Fri, Jan 30
Multiple Airlines Logo
11:59 pm - 7:15 am
ORD
-
SJD
8h 16m1 stop
Multiple Airlines Logo
7:30 am - 2:53 pm
SJD
-
ORD
30h 23m2 stops
$383Multiple Airlines
Tue, Jan 13 - Tue, Jan 20
Volaris Logo
11:59 pm - 11:30 am
ORD
-
SJD
12h 31m1 stop
Volaris Logo
4:08 pm - 4:36 am
SJD
-
ORD
11h 28m1 stop
$384Volaris
Fri, Feb 13 - Fri, Feb 20
Volaris Logo
6:23 am - 3:20 pm
ORD
-
SJD
9h 57m1 stop
Volaris Logo
4:08 pm - 4:36 am
SJD
-
ORD
11h 28m1 stop
$385Volaris
Sat, Jan 24 - Wed, Jan 28
Multiple Airlines Logo
11:59 pm - 11:30 am
ORD
-
SJD
12h 31m1 stop
Multiple Airlines Logo
4:08 pm - 7:38 pm
SJD
-
ORD
26h 30m3 stops
$386Multiple Airlines
Booking Insights

KAYAK's insights & trends for O'Hare Intl to San José del Cabo flights

Get data-powered insights and trends into flights from O'Hare Intl to San José del Cabo to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago O'Hare Airport to San José del Cabo?

The average price of all round-trip flights from Chicago O'Hare Intl Airport to San José del Cabo clicked on KAYAK for each day over the last 12 months.

For Chicago O'Hare Airport to San José del Cabo, Monday is the cheapest day to fly on average and Thursday is the most expensive. Flying from San José del Cabo back to Chicago O'Hare Airport, the best deals are generally found on Thursday, with Tuesday being the most expensive.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to San José del Cabo?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago O'Hare Intl Airport to San José del Cabo, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago O'Hare Intl Airport to San José del Cabo is September, where tickets cost $484 (return) on average. On the other hand, the most expensive months are December and March, where the average cost of round-trip tickets is $717 and $663 respectively.

How far in advance should I book a flight from Chicago O'Hare Intl Airport to San José del Cabo?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago O'Hare Intl Airport to San José del Cabo, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago O'Hare Intl Airport to San José del Cabo, you should book around 4 weeks before departure, which saves you about 27% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 24 weeks before departure.

Expert advice

Expert advice for your flight from O'Hare Intl to San José del Cabo

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
American Airlines

Basic Economy offers carry-on only travel with late boarding; compare costs with Main Cabin fares.


Main Cabin Extra provides early boarding and complimentary drinks, ideal for longer flights.

United Airlines

United First offers ample legroom with recliners, perfect for comfort on medium-haul flights.


Economy Plus provides extra legroom, ideal for added comfort without premium cabin costs.

Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more

Good to know

Low seasonSeptember
Cheapest flight$80
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly with an average 10% increase in price.
Flight from Chicago O'Hare Airport to San José del Cabo

When to book flights from O'Hare Intl to San José del Cabo

Are your dates flexible? Find out the best times to travel from O'Hare Intl to San José del Cabo based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago O'Hare Airport to San José del Cabo flights

  • How can I catch the earliest flight from Chicago O'Hare Airport to San José del Cabo?

    If you want to conveniently catch up with the earliest flight from ORD to San José del Cabo, which departs at around 7 am, spend the night at the Holiday Inn Express Hotel & Suites. Apart from being near the airport, the hotel provides free airport shuttle services making transportation there simpler and more affordable.

  • Which airline can I use when flying from Chicago O'Hare Airport to San José del Cabo with my kids?

    Give the little ones a great flight experience by booking either American or United Airlines. They will certainly enjoy complimentary snacks offered on board. The carriers’ seats are comfy and spacious, allowing you to sit comfortably with your kids throughout the voyage.

  • How can I connect to San José del Cabo city center from SJD?

    When connecting to San José del Cabo's downtown, the majority of passengers arriving at SJD choose to take taxis. Taxis provide a quick means of transportation and are easily accessible right after the SJD baggage claim area.

  • Is it safe to arrive in San José del Cabo late at night?

    Yes. You can connect to one of the nearby hotels safely using the free airport shuttles provided by the respective hotels. Hyatt Place Los Cabos, and Hotel Aeropuerto Los Cabos, whose airport shuttles operate on a 24-hour basis, are good options in that case.

  • What is the cheapest flight from Chicago O'Hare Intl Airport to San José del Cabo?

    In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to San José del Cabo was $80 for a one-way ticket and $376 for a round-trip.

  • Do I need a passport to fly between Chicago O'Hare Airport and San José del Cabo?

    Yes, you’ll need a passport to travel to San José del Cabo from Chicago O'Hare Airport.

  • Which airlines offer Wi-Fi service onboard planes from Chicago O'Hare Airport to San José del Cabo?

    American Airlines, Iberia, Delta, and Aeromexico offer inflight Wi-Fi service on the Chicago O'Hare Airport to San José del Cabo flight route.

  • Which aircraft models fly most regularly from Chicago O'Hare Airport to San José del Cabo?

    The Boeing 737-800 is the aircraft model that flies most regularly on the Chicago O'Hare Airport to San José del Cabo flight route.

  • Which airline alliances offer flights from Chicago O'Hare Airport to San José del Cabo?

    SkyTeam, Star Alliance, and oneworld are the airline alliances operating flights between Chicago O'Hare Airport and San José del Cabo, with SkyTeam being the most commonly used for this route.

  • On which days can I fly direct from Chicago O'Hare Airport to San José del Cabo?

    There are nonstop flights from Chicago O'Hare Airport to San José del Cabo on a daily basis.

  • Which is the best airline for flights from Chicago to San José del Cabo, Delta or United Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to San José del Cabo are Delta and United Airlines. With an average price for the route of $543 and an overall rating of 7.9, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $660 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Chicago O'Hare Airport to San José del Cabo?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago O'Hare Airport to San José del Cabo.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago O'Hare Airport to San José del Cabo?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to San José del Cabo from Chicago O'Hare Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago O'Hare Airport to San José del Cabo?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to San José del Cabo with an airline and back to Chicago O'Hare Airport with another airline. Booking your flights between Chicago O'Hare Airport and SJD can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago O'Hare Airport to San José del Cabo?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to San José del Cabo from Chicago O'Hare Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago O'Hare Intl Airport to San José del Cabo

  • Looking for a cheap flight? 25% of our users found flights on this route for $201 or less one-way and $508 or less round-trip.
  • There are various ways to get to Chicago O'Hare Airport (ORD) from downtown Chicago. The least expensive choice is the Blue Line "L" train, which takes about 45 minutes to reach the airport. The coach stops at all three terminals at ORD. The other quick and reliable mode of transportation is a taxi if you want to get there in under 30 minutes, however, it is one of the most expensive.
  • All flights departing from Chicago O'Hare Airport and arriving in San José del Cabo are friendly to people with reduced mobility. If you let the airport officials know in advance, you can request wheelchair transportation from a taxi to an aircraft when you arrive at Chicago O'Hare Airport.
  • The majority of passengers arriving from ORD choose to arrive through San Jose del Cabo Los Cabos International Airport (SJD). Arriving travelers can take pleasure in watching airplanes land and take off. On the third level, just beyond the terminal's eastern end, is the observation deck where you can snap those spectacular views to offer lasting memories.
  • For business travelers seeking to take the shortest time possible to arrive in San José del Cabo from Chicago O'Hare Airport, they should consider using American Airlines or United Airlines. These two are the only airlines that offer nonstop flights from Chicago O'Hare to San José del Cabo.
  • SJD serves a number of other cities, including Mexico City and Guadalajara. Car rentals offer the most convenient and flexible transport option for those who want to visit these nearby cities. Remember to book your car in advance to enjoy special rates.

Prefer to fly direct from Chicago O'Hare Airport to San José del Cabo?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago O'Hare Intl to San José del Cabo Los Cabos.
Find which airlines fly direct from Chicago O'Hare Intl Airport to San José del Cabo Los Cabos Airport, which days they fly and book direct flights.

Direct departures

Chicago O'Hare Intl to San José del Cabo Los Cabos

Monday

American Airlines, United Airlines

American Airlines, United Airlines

Tuesday

American Airlines, United Airlines

American Airlines, United Airlines

Wednesday

American Airlines, United Airlines

American Airlines, United Airlines

Thursday

American Airlines, United Airlines

American Airlines, United Airlines

Friday

American Airlines, United Airlines

American Airlines, United Airlines

Saturday

American Airlines, United Airlines

American Airlines, United Airlines

Sunday

American Airlines, United Airlines

American Airlines, United Airlines

See more direct flights

Direct returns

San José del Cabo Los Cabos to Chicago O'Hare Intl

Monday

American Airlines, United Airlines

American Airlines, United Airlines

Tuesday

American Airlines, United Airlines

American Airlines, United Airlines

Wednesday

American Airlines, United Airlines

American Airlines, United Airlines

Thursday

American Airlines, United Airlines

American Airlines, United Airlines

Friday

American Airlines, United Airlines

American Airlines, United Airlines

Saturday

American Airlines, United Airlines

American Airlines, United Airlines

Sunday

American Airlines, United Airlines

American Airlines, United Airlines

See more direct flights

Reviews of the top 5 airlines serving from O'Hare Intl to San José del Cabo

 
See real verified KAYAK customer reviews for airlines flying from Chicago to San José del Cabo. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from O'Hare Intl to San José del Cabo? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8010 reviews
8.1Boarding
7.9Comfort
7.3Food
8.5Crew
7.9Entertainment
Airline reviews

None of the airplane features were available during the flight.

4.0 OkayAnonymous, Dec 2025
JFK - SDQ
Read more Delta reviews

None of the airplane features were available during the flight.

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

Lady Pilot was perfect in every way wheels up to wheels down communication, professionalism, excellent on time departure and on time arrival, excellent communication! Fantastic job with Superb attitude!!

The food is terrible. The staff is wonderful. Comfort is good.

Left on time, a bit delayed due to headwinds most of the trip.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

Getting to the flight was arduous and lengthy. The flight itself was good but the food option wasn’t a good selection. I need to do a Kosher option on my return. Flight crew were nice

Good seats in Main cabin, excellent service and excellent landing

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

Very smooth, on-time, and pleasantly uneventful flight. The team at the gate and on board were professional and genuinely courteous. The pilot kept us well updated throughout, and both takeoff and landing were steady and enjoyable without any drama. Just a good, solid flight. Thank you! 💗

The movies offered were great. Staff were very pleasant and very efficient.

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

Very nice flight love the small aircraft. We had a wonderful flight attendant. Nice to see someone that really enjoys her job. Don't have her name but had a southern accent.

Very thoughtful flight attendant offered me water immediately since I had run to make my connection.

Seats in waiting area and on plane hard as rock. Fast internet on the flight was great! Crew was kind.

Always wish for more healthy, gluten free options. We have to bring our own.

Having a long layover, I was very appreciative of the ability to stand by for an earlier flight. Other airlines like Delta have refused this to me in the past, just to be mean (because my ticket class wasn't high enough). United went out of their way to help me get to my destination early, which I really appreciated given that it was the third leg of a 24+ hour journey for me.

Other than a way way too cold cabinets for the entire flight, all was great

One bag is incorrect and not acceptable for an international flight. The food was not just good. I won't fly with them again.

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

We loved the steward on the plane. He made the night enjoyable

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

My wife and I love to travel, so we fly a lot. We've already logged 381,075 miles and with practically every major airline. But this flight was very disappointing. It started off well, with no delays and a new plane. But when lunchtime approached, all that good impression was ruined. Instead of white tablecloths, we were offered small, dark placemats, which, as it turned out, were perfectly adequate for the food. All the food offered—and my wife and I only took fish, and the meat—was not just bad, it was downright disgusting and not heated enough. The same applies to the appetizers. This was the first time in many years of traveling that we've been offered such disgusting food.

Lost luggage stuck no clothes and no word after 2 days leaving on cruise no stuff or clothes

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Painless trip. Only downside: No entertainment system (which we know with Viva & Volaris) and very small seat space. I'm petite and felt squizzed. I'm not sure how most overweight passengers do.

I was charge $90 for my bag more then the fight crazy!! And the plain hit a couple of birds on the take off bird strikes we returned back and had to change planes bad customer service everyone has an attitude problem!!! Bad experience!!!

The bad thing is they didnt send me the deatils about how much alowed bagage ehight 1 carryon or cheacking bag Also they just send in spanishlanfuage i couldnt understand emails

The boarding process was ridiculous. The boarded groups into a walkway just before the aerobridge (about 20 mins late), whilst we watch the crew stroll casually onto the plane, running late. And then they made us line up on then aerobridge with no aircon for 10 minutes before we boarded. Staff are just as ghetto as the customers. Wouldn’t fly again

They closed the gate over 25 minutes before departure and I didn’t get to board.

No empathy for my situation, arriving at the check-in counter 5 minutes after the deadline to deposit baggage due to a very delayed incoming intercontinental flight. The attendant simply stared past my shoulder and picked up the microphone to announce a "reminder that all passengers must arrive at least one hour before the flight" before speaking to the passenger behind me. I understand that there are rules above deadlines but at least show some damn empathy. It was Christmas morning and I'd been travelling for 20 hours for goodness sake!

They no longer offer anything free to eat or drink, everything is sold, not even a bottle of water is offered for free.

I paid for Viva play and most of the time didn’t work and also I order some drinks and the price was to expensive.

The terminal and gate was never the right one announced in the Viva App, neither in screens, moved from one terminal to another

The smart/express line to check in was a mess, employees not doing the process smooth and quick, using their mobile phones, talking to their coworkers

The fly was 2 hours delayed and the plane was old and dirty. A very umcorfotable flight, which I won't recomend to anyone

The flight was delayed by two hours. I had paid for extended leg room. Due to the delay, the plane was different and I didn't end up having extended leg room. I finally was able to reach Volaris on Whats App and they gave me an airline credit. I wanted a refund to the credit card since I hardly ever fly Volaris. Other than that, it was a very comfortable flight.

In Mexico charges too much for my luggage and I ask for help and nothing one lady she just disappeared 😡😡😡😡😡never going to fly there

Confusion over extra fees. Held up on ramp during boarding. Thin seat cushion. Minimal leg room.

The check-in is either at a kiosk that didn’t allow me to check-in because my middle name was not on the reservation or at an agent that cost $15.

Better communication about delayed flight. I am thankful for a small credit for late flight.

Liked on time, rear entry and exit from plane Dislike the use of duct tape to repair seat rests

Terrible. And they charged over $400 just for luggage. And threatened that I would loose my flight if I didn’t pay. So I didn’t have another choice but to pay.

They don’t give anything for free you have to pay for everything which it’s expected but at least give out water and a snack as a courtesy for flying with them.

I got to where I needed to go quickly. There were no amenities. And the seats were painful.

Everything you need to know for your flight from O'Hare Intl to San José del Cabo

Information on your arrival and departure airports