American's Main Cabin Extra offers early boarding and complimentary drinks.
American Airlines' Wi-Fi offers 20 minutes free with an ad, ideal for quick tasks.

Planning a trip from O'Hare Intl to San Diego? KAYAK’s data-powered insights will help you find cheap flights. Learn the best time to fly, how early to book your ticket, and other tips to secure great prices.
| Low season | May |
|---|---|
| High season | July |
| Cheapest flight | $81 |
Direct departures
Chicago O'Hare Intl to San Diego
Monday
Alaska Airlines, American Airlines, United Airlines
Alaska Airlines, American Airlines, +1 more
Tuesday
Alaska Airlines, American Airlines, United Airlines
Alaska Airlines, American Airlines, +1 more
Wednesday
Alaska Airlines, American Airlines, United Airlines
Alaska Airlines, American Airlines, +1 more
Thursday
Alaska Airlines, American Airlines, United Airlines
Alaska Airlines, American Airlines, +1 more
Friday
Alaska Airlines, American Airlines, United Airlines
Alaska Airlines, American Airlines, +1 more
Saturday
Alaska Airlines, American Airlines, United Airlines
Alaska Airlines, American Airlines, +1 more
Sunday
Alaska Airlines, American Airlines, United Airlines
Alaska Airlines, American Airlines, +1 more
Direct returns
San Diego to Chicago O'Hare Intl
Monday
Alaska Airlines, American Airlines, United Airlines
Alaska Airlines, American Airlines, +1 more
Tuesday
Alaska Airlines, American Airlines, United Airlines
Alaska Airlines, American Airlines, +1 more
Wednesday
Alaska Airlines, American Airlines, United Airlines
Alaska Airlines, American Airlines, +1 more
Thursday
Alaska Airlines, American Airlines, United Airlines
Alaska Airlines, American Airlines, +1 more
Friday
Alaska Airlines, American Airlines, United Airlines
Alaska Airlines, American Airlines, +1 more
Saturday
Alaska Airlines, American Airlines, United Airlines
Alaska Airlines, American Airlines, +1 more
Sunday
Alaska Airlines, American Airlines, United Airlines
Alaska Airlines, American Airlines, +1 more
One of the flight attendants treated my grandma who is 77 years old badly and would respond sarcastically. Example my grandma "do you have and honey by any chance" the flight attendant "does this look like a restaurant to you. She was also very rude to myself and my children giving us attitude and being sarcastic when answering.
One of the flight attendants treated my grandma who is 77 years old badly and would respond sarcastically. Example my grandma "do you have and honey by any chance" the flight attendant "does this look like a restaurant to you. She was also very rude to myself and my children giving us attitude and being sarcastic when answering.
we waited for 50 minutes to check a bag and missed a flight. do better.
The flight crew was very professional and pleasant. Our flight was delayed 3 hours, but Kayak informed me in advance
I really hate the seat assignment at the gate. I understand it is so families can sit together but it caused me and others a lot of unnecessary stress and confusion, enough for me to not fly Alaska again. The app is so awful that it did not even update my seat assignment on the boarding pass but sent me a notification of my seat... it showed in Apple Wallet but not in the Alaska app itself. That only made the stress worse. I think most people like myself prefer to know where they are seated at check in 24 hours before so they don't have to anxiously hang out at the gate the entire time. This is not a good use of your agents time either to be dealing with all of us asking where we are sitting. You should automatically assign the multiple seat purchases to be together before they check in and fill us solo travelers in those gaps as we check in.
Alaska Airlines have beautiful new airplanes that have comfortable seats but tight for a tall person like myself. They do provide upgrades to flyers but at a $140 cost. My flight went smooth and prompt as well as without a hitch. The flight crew were warm and friendly as well as very attentive. I'd recommend this airline over Frontier airlines any day.
Did not like that every price option offered, even the more expensive one, required I pay for my seat. My seat was changed without my consent My TSA did not show in Boarding Pass
Boarding passes could not be received online, even after online check-in. While they appeared on the Alaska.com app, they did not transfer to inbox or messages and were not available at all on the Alaska.com app following the check-in process. There was no choice other than to get boarding passes at the airport counter.
Poor, the last leg of our trip was cancelled and we didn't know about it until we arrived at the airport. Another flight on the same airline was not available until three days later which would have ruined our vacation. Luckily we were able to get re-blooked on another airline after spending hours at the airport.
The flight was fine. The connecting flight was a nightmare. Gate change without text or email notification was super frustrating and I ended up missing my connecting flight. Return flight was delayed and had I not quadruple checked flight time, gate and refreshed the Alaska Airlines app every 5 minutes, I would have taken a flight that would not arrive in time for my connecting flight. Ended up flying Delta home.
The flight was delayed so we didn’t get into San Diego until almost 1 AM. Otherwise, it was lovely.
They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!
I understand weather is an issue, but making us chase our plane down at five scheduled gates across three terminals in an airport the size of O'Hare was unfair. They'd have probably been better off to leave gates as TBD until the inbound plane is in final approach instead of running us all over the place. Also, props to the consistently-unprepared ground crew in Richmond for once again leaving my lane parked short of the gate because they couldn't have a crew in place on time with 2 hours notice...
cabin crew was OK, food was OK, the trip from the US to Munich was actually pretty bad comfort wise. Noisy aircraft, lights never dimmed even in Business class (night flight) barely sufficient amenities for the price. I have millions of miles with United but TBH American is gaining ground and Delta has always been marginally better then United although on paper United has more longes and cheaper upgrades.
Essy to get on. The hostess gave very little pop, the plane was late getting in, and we are still waiting for our bags. This sucks. :/
Great flight. On time boarding. Smooth flight and on time arrival at EWR. The flight crew was marvelous and there was a great selection of movies on the entertainment system. Our bags were at the carousel before we got there. Another excellent flight from United.
I liked the snacks and the flight attendants were friendly.
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 thoughtful flight attendant offered me water immediately since I had run to make my connection.
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.
We experienced gate changes and a long delay. My seat was dirty when I boarded and I had to use wipes to clean it myself. There was an unpleasant and overpowering cleaning product scent on the plane as well that lingered through the flight.
My carry on baggage was damaged. Entire trip, I had to carry the baggage. When complained to the boarding crew, they got mad at me and still asked me to valet check in the cabin baggage. Rude boarding crew!!!
Crew were all friendly and helpful. It was a short flight so just a beverage service with a cookie. After we were boarded the plane took about 45 minutes to leave the gate but it was New Year’s Eve so not shocking there was some delay. Overall good experience and very grateful.
The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.
The boarding by groups is pointless. The first two groups worked fine, but almost Noone boarded in goups three thru five leaving the vast majority boarding when group six was called. It defeated the purpose of spreading out the crowd.
We loved the steward on the plane. He made the night enjoyable
We are too tired and frustrated to comment politely at this point
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 flight was delayed for several hours. Sitting at gate 16 for several hours, I got a text from Kayak the gate changed to 9 before it was announced. Very bad communication at each gate from American Airlines employees. I received 10 notifications of delay from Kayak. My vacation started off horrible! I will write to American Airlines corporate office also.
3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!
Once again, the staff seem to think they are above the customers and treat everyone with disdain, belittling people.
Flight was canceled 8 hours before departure for lack of operational control and prepositioning of a plane. Then had the audacity to say it was because of weather, however there was no weather here in California or New Orleans or in between. It was the weather in Florida, Florida it had nothing to do with our flight path just the plane was supposed to fly us. 8 hours is more than enough time to move a plane anywhere in the US. That left me with a bill of 1200 dollars to re book a flight oh and kayaks insurance what a joke. Probably will never use kayak or spirit ever again terrible companies terrible customer service. I’ll also let everyone and anyone know this was an abomination and only for the customer. Also will be making a report to the DOT on bad business practices on behalf of kayak and spirit as well as the BBB. Do better, take care of your customers and don’t suck
The airplane had a strange noise that was constant throughout the flight. Thankfully I had noise-cancelling over-ear headphones that muted much of it.
it was terrible. flight was cancelled hours before the flight without a given reason and no other booking available .
Spirit Airlines has a reputation for being a terrible, cheap airline, this is why. I took a gamble on them, having never flown with them before, and the flight got cancelled. First they delayed the flight about 4 times before finally canceling it because a flight attendant didn’t show up to work that day. That’s so stupid. When I asked a ticketing agent she said that’s “company policy”. A company policy that inconveniences hundreds of passengers because a single flight attendant didn’t show is ridiculous and inefficient. I will never, ever try flying Spirit Airlines again.
Cancelled my flight and the earliest that they are willing give me for the next flight which was 3 days later on a weekday. Only accommodation they are willing to give was $30 airline credit that will expire in 1 year
Flight was canceled, huge lines to get baggage returned. Most other airlines had delays but not widespread cancellations like Spirit.
never ever fly spirit airlines you will be screwed in the end
The plane was freezing and everyone had on their winter coats. I pulled out my sweaters out of my carryon to cover myself and put on an extra pair of socks. They offered NO FREE drinks or snacks on a 6 hour flight. The seats don’t have plugs or charges or any form of entertainment- so I just played my one downloaded game on my phone because I couldn’t sleep because I was too cold. Miserable flight though we landed safely.
No Tumberlence smooth flight. Try to change the menu on Snacks.
It was costly and difficult to check in. $85 to take a small suitcase with me, carry on or checked and $75 on the return trip, Plus $25 if I didn't check my self in check in $25, because I couldn't do it on the kiosk. Small very uncomfortable seats, waited on the runway for near an hour each way. It was my worst flight to date.
It was ok. It was expensive to check 2 bags ($75.00 per bag), and then it took a long time to wait for shuttle to take us from one terminal to the terminal where the plane was taking off at LAX. And all of this for a flight where we had to pay for any food or drink that was not water.
It didn’t happen. I booked it and then was told it wasn’t available and then forced to pay far higher prices for a worse option
A 630departure flight Delayed 6hours! They changed my gate, I moved to the new gate. Had our flight on the screen for 12noon departure. I go get above to eat, check screen again and the flight was gone, no notice no announcement, nothing!! They sent my bag on the flight I wasn’t on, got it back to me 3days later. Thank goodness they did refund my money but I will NEVER fly them again.
Due to weather, my flight was delayed, further delayed, then canceled. I eventually got through to a support person who helped me find a different route out of MSP, but to get to DIA, they didn't want to, but eventually did help with the connection ticket purchase. But even this replacement flight was delayed time and time again, and I would have missed my connecting flights and I didn't want to get stuck in a layover city, so after 12 hours at the airport with two young boys who were very tired, we just cancelled our plans and spent the week at home, instead of Nana's.
Plane and crew on board were fine. Everything else was terrible.
The third party booking with cheapflightsfares was awful. Kayak should NOT partner with them. They sold me a bundle including seat selection and carry-on, but did not book the carry-ons with Frontier, so I’m out of pocket for $414 more while I await resolution.
Better than expected. Staff were friendly and nice on both flights.
Terrible. The canceled my entire flight when I requested a refund for a trip frontier canceled trip one way.
i was unable to check in the flight. refund requested