Main Cabin Extra offers early boarding and complimentary alcoholic drinks for a small fee.
American's Flagship Lounges provide upgraded seating, meals, and cocktail service.
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Low season | September |
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High season | March |
Cheapest flight | $90 |
Find which airlines fly direct from Chicago to San José del Cabo Los Cabos Airport, which days they fly and book direct flights.
Direct departures
Chicago to San José del Cabo Los Cabos
Monday
American Airlines, Emirates, Southwest, +1 more
American Airlines, Emirates, +2 more
1
Tuesday
American Airlines, Emirates, United Airlines
American Airlines, Emirates, +1 more
Wednesday
American Airlines, Emirates, Southwest, +1 more
American Airlines, Emirates, +2 more
1
Thursday
American Airlines, Emirates, United Airlines
American Airlines, Emirates, +1 more
Friday
American Airlines, Emirates, Southwest, +1 more
American Airlines, Emirates, +2 more
1
Saturday
American Airlines, Emirates, Southwest, +1 more
American Airlines, Emirates, +2 more
1
Sunday
American Airlines, Emirates, Southwest, +1 more
American Airlines, Emirates, +2 more
1
Direct returns
San José del Cabo Los Cabos to Chicago
Monday
American Airlines, Emirates, Southwest, +1 more
American Airlines, Emirates, +2 more
1
Tuesday
American Airlines, Emirates, United Airlines
American Airlines, Emirates, +1 more
Wednesday
American Airlines, Emirates, Southwest, +1 more
American Airlines, Emirates, +2 more
1
Thursday
American Airlines, Emirates, United Airlines
American Airlines, Emirates, +1 more
Friday
American Airlines, Emirates, Southwest, +1 more
American Airlines, Emirates, +2 more
1
Saturday
American Airlines, Emirates, Southwest, +1 more
American Airlines, Emirates, +2 more
1
Sunday
American Airlines, Emirates, Southwest, +1 more
American Airlines, Emirates, +2 more
1
Gate agents were informative and friendly… flight attendants were as well. Had a fun time chatting about their legacy AirTran experiences as a former fan of the airline that Southwest acquired.
Gate agents were informative and friendly… flight attendants were as well. Had a fun time chatting about their legacy AirTran experiences as a former fan of the airline that Southwest acquired.
Flight was awfully bumpy and landing was a bit jolting. I was in the restroom when snacks and drinks were served and was not asked if i wanted any. I had to ask for water finally.
Wi Fi was horrible kept cutting out the whole time and too expensive
I really like open seating. I hate that I've heard this is going away. This is one of the unique things that makes Southwest my goto choice.
Boarding was a little late, but made up for it. It was quick to taxi to the runway, since it's a smallish airport.
Excellent! Only question is how we check in at exactly 24 hours in advance and end up at the end of the B boarding group
Multiple delays and gate changes. Arrived at final destination 6 hours late. All rental cars had been taken.
Employees were kind and funny, as always! Flight was late but no announcements were made for people with tight connections to help them transition quickly. No service due to turbulence.
It was 2 hours 45 minutes late, for no apparently clear reason.
I recently flew Southwest from San Jose to Honolulu. I was very impressed with the flight crew, especially the flight attendant in charge of the front of the plane. She came through the aisle at least five times for drinks and water, and two times for snacks. I have not seen such service since I flew first class. Also, for the first time, they gave us the correct baggage claim number, and the luggage came out quickly. I can't wait for Southwest to have assigned seating! I absolutely hate the Cattle Call boarding procedure and the mad dash to get seats and overhead bins. However, the boarding was efficient.
Our seats were all the way in back of the plane,
The seats on this flight were almost roomy enough to be the basic amount needed for human existence. I think my favorite part of this flight was it landed at an A gate, which was the most palatial part of Sea-Tac I've ever seen - a massive improvement from the S gates.
The seats on this flight were almost roomy enough to be the basic amount needed for human existence.
Fight was delayed an hour due to operational issues ,then further delayed due to ground control for a total of about 1.30 hours. Salad was completely frozen and flatware was so cold you could barely handle it. Crew was friendly and professional and the flight was smooth. The aircraft was clean and well-serviced.
The flight attendants in First Class were mediocre at best. They did not take our tray away until we were about to land and only did so when I press the call button. The United person at the United Club was asked to get us our boarding pass since we missed the flight due in Chicago. She argued that we did not have seats on the flight given to us in Moline. Furthermore, she was adamant that we did not have a First Class ticket. After I spent much time with her trying to show we were correct, she reluctantly agreed. She was probably the most incompetent ticketing person I have ever met and I have traveled 3 million miles on United plus many additional miles with other carriers. United has definitely deteriorated in more than on way.
Old and out of date plane, it seem like every time I fly with united there’s and issue. We were delayed,
Short flight - no food understandable. Flight was delayed for over an hour. Overall, it was good.
We arrived early and finally made it to our gate almost an hour after.
Was a pain having to leave the plane and reboard but glad the plane was fixed
Plane was was better than th YVR to ORD flight but was a fraction of the distance. Fly your better planes on longer distance flights.
Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.
This particular flight wasn't very full at the back, so there were three seats available for spreading out and getting relatively comfortable
Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.
You were more on time than United. I'm so over united delays.
The meals were mediocre and the alcohol selection was poor. I enjoyed the selection of movies and other entertainment.
I chatted with the captain before the flight, and similarly during the welcome announcement, he warned of a turbulent flight that may impact the in-flight service. However, once at altitude, he announced that the weather changed and he immediately turned off the seatbelt sign. But it appeared the cabin crew had already decided to take off this flight. They remained seated and then just chatted in the galley. The flight was fully catered, but only first class received service.
My flight attendant was attentive! The elderly person next to me was flatulent and the flight attendant could see that I was in distress and brought me some face masks
My boarding pass wouldn't pull up in the app very easily and had to really dig through my email. That caused a delay in TSA..
I had a TERRIBLE experience with the AA crew. I believe it was disability-related. It’s unlikely I will fly AA again.
Baby cried a lot. Nothing anyone could do about it. Just part of flying.
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
My flight was changed 4 tienes , delaying my arrival lore than 5 hours
Everything was okay, but boarding begins late and when I was returning there was a gate change. The app never showed the change.
Flights were delayed both ways, with no communication provided by the boarding desk. Delay time kept changing and the boarding process is a pain, as it is so disorganized. Would not recommend.
NOTHING.. THEY CANCEL MY FLIGHT WITHOUT NOTICE AND ENDED UP BUYING A NEW ONE..
Liked on time, rear entry and exit from plane Dislike the use of duct tape to repair seat rests
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.
The worst. Kayak sent notification at 2am and 10am regarding the delay. Then sends a notification an hour before original depart time that it will depart on time. I had to wait 8 hours at the airport. My family had to pay for lodging in Guadalajara where I was landing for pick up.
The flight was delayed an hour and a half, and they would not update the board on when the flight was supposed to take off. Once the plane arrived, they started the boarding process before the plane was even ready for the passengers so we had to wait another 45 minutes on the tarmac while we waited for the plane to be ready for us. In my opinion, there is no point in starting the boarding process when you are not ready to board the plane. This just causes a crowded gate with everyone from zone one and zone two standing up going nowhere.
They were only able to give me a seat and not my travel companion, she had to fly on a different airline. unacceptable
Stood inside the plane for more than an hour before take off
I never got an email for checking in for my flight back to Los Angeles so I got to airport extra early to sort it. they changed the gate, and so I had to run to the other end of the airport. Their app is wonky. They are not on WhatsApp and I didn’t have cell service to call for help. I think they need to up their game with communicating.
The app doesn’t work. I am having a lot of trouble checking in for flight tomorrow. Very disconcerting. Then they es t to charge extra for checking in at the airport;(
When booking I was not made aware that my flight would be standby. I was told when checking my bags that I purchased standby tickets. Luckily there was enough room but an unpleasant experience to say the least.
Overall good flight. The flight attendants were annoying and unfriendly. They would ask me to grab someone else’s trash can just waiting until the person woke up or after the flight is done. It’s not my job to pick up someone else’s trash. Especially when it’s not easily reachable.
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