Southwest offers free carry-on and personal item, but checked bags now incur fees.
Southwest's cancellation policy allows changes up to 10 minutes before departure for travel credit or refund.

| Low season | January |
|---|---|
| High season | June |
| Cheapest flight | $91 |
Direct departures
San Jose to Chicago
Monday
Southwest, United Airlines, American Airlines
Southwest, United Airlines, +1 more
Tuesday
Southwest, United Airlines, American Airlines
Southwest, United Airlines, +1 more
Thursday
Southwest, American Airlines, United Airlines
Southwest, American Airlines, +1 more
Friday
Southwest, United Airlines, American Airlines
Southwest, United Airlines, +1 more
Saturday
Southwest, United Airlines
Southwest, United Airlines
Sunday
Southwest, United Airlines
Southwest, United Airlines
Direct returns
Chicago to San Jose
Monday
Southwest, United Airlines, American Airlines
Southwest, United Airlines, +1 more
Tuesday
Southwest, United Airlines
Southwest, United Airlines
Thursday
Southwest, American Airlines, United Airlines
Southwest, American Airlines, +1 more
Friday
Southwest, United Airlines, American Airlines
Southwest, United Airlines, +1 more
Saturday
Southwest, United Airlines
Southwest, United Airlines
Sunday
Southwest, United Airlines, American Airlines
Southwest, United Airlines, +1 more
Larger seats and more room would elevate the experience. Otherwise, it was good!
Larger seats and more room would elevate the experience. Otherwise, it was good!
Check in went pretty well and you didn't lose my bag. After I got a drink from the drink cart they charged me for it, and at the crazy overpriced airport rates. Never had that happen before, is that an american thing? what madness.
Check in online didn't accept my confirmation number so i could only check in with assistance at the airport and ended up with s creepy middle seat.
I was delayed several times. Missed a very important event. The airline only provided a $12 voucher after being delayed 3 times.
It was the most expensive Alaska Airlines ticket I’ve ever purchased. I had a middle seat with no legroom or space compared to any other middle seat I’ve hadThere was a silver box under the seat that took up 70% of my legroom on the most narrow 737 max the crew flat out would not help they would not help with bags they would not help with garbage there was no coffee,It was definitely not one of my better experiences on Alaska.
One the nicest and great air crews I’ve experienced and I’ve flown a lot
Why was I charged for a glass of wine on one flight and not on another? Why no movie or TVs? It was a long flight.
5 1/2 hour trip. Nice plane. easy boarding. Could have used a bit more beverage service but it was a red eye flight and they didn't want to wake everyone.
Staff at Gate desk were helpful. My connecting flight from the first part of my trip Kona to Seattle was late. I had to run through SeaTac Seattle to catch my flight to San Jose. They made an exception to let me board. On my return trip San Jose to San Diego and San Diego to Honolulu the same thing happened. One flight arrived late and I had to run through the terminal to catch my connection. There are no Gluten-free & Vegan options meals and snacks to purchase.
Short flight was fine, but no entertainment and bathrooms broken.
The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.
The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.
San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.
It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.
Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight
Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.
Sacrament staff are always polite and helpful. Airport is easy to maneuver and boarding is straightforward.
Excellent. Would encourage Southwest to keep current boarding procedures with free style seating. Makes for a fantastic experience
As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.
The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.
The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect
It was nice to have gotten up upgraded to first class with a meal on a three hour flight
Very bad! They kept delaying my flight and wouldn’t do anything about it
Door to door, the crew and staff were amazing. It was a stressful travel day with delays, but they were focused on customers and doing what they could to get us to our destinations.
Flight was delayed only slightly before takeoff due to traffic control. However, the flight arrived early to ORD. Good flight. United has been very reliable for me.
Another delayed flight. When the delays exceed the duration of the flight, it’s a problem.
After boarding the plane in Chicago, the passengers were told that there was a technical problem with the plane. Passengers remained on the plane as they tried to fix the problem. After what was probably an hour passengers were told that there was a need to change planes as the problem was not solved. Passengers disembarked and boarded another plane. After taxing to the runway and waiting for takeoff, passengers were told that owing to the thunderstorm the flight was unable to take off but would try and reroute. After some time passengers were told there wasn't enough fuel for the new route and the plane had to return to the gate for additional fuel. after another log delay the flight got underway. On the plane there was food, drinks, ice or entertainment. We were a glass of water, which appeared rationed. Flight arrived about 5 hours late. The pilot was fantastic and communicated with the passengers throughout the ordeal.
Better WiFi. I cannot understand that in 2025, United is so behind on a technology that is now a necessity and still painfully unreliable, slow and keeps disconnecting.
Trip was great. A wild landing in Ottawa with the wind and rain, but the pilot did a great job. Always love flying United.👍
Excellent experience. Starting with the agent at the Premier bag drop who noticed I was very early for my scheduled flight and offered to rebook me on an earlier flight with my seat preference. She would not let me leave the counter until she knew that all of the changes and new boarding pass showed up on my United app. At the gate, the flight boarded quickly such that we departed early and the flight was smooth. We arrived 20 minutes early at ORD and I was able to be home in time for dinner. One of the best flights I've had.
Flight was on time. Friendly crew. Gate agents in the other hand were very unfriendly.
Bought round trip tickets. Ended up upgrading to first class. Both flights were new planes but hadn’t been equipped with WiFi and there were no charging ports at my seat despite it being new and first class accommodations.
Like: seats that don't move; fast boarding; engaging crew; low-prices; individual gate at LGA; access to restrooms at the gate Dislike: no water on the flight
To be Honest they canceled my flight and didn't have other options. Until 4 says later and I have a 2yr old very disappointed.
The whole thing everything was poorly managed poorly handled spirit doent deserve to be in business period.
Nothing. It was delayed three times and then canceled and we had to drive 15 hours to get home and rent a car.
Excellent experience when I am looking for a budget airline where the main expectation is getting me from point A to point B with no frills.
Had to deplane for undisclosed mechanical issue. Landed in Chicago 3 hours late. Food voucher at FLL came just as we were recording. Crew and agents were troopers--better than Spirit last night.
We spent 5 1/2 hours at Ohare cause our flight was diverted cause of rain in the area. We missed appts that we had set on Tuesday and cause we were flying back the next day on the 7am flight we had no time to reschedule anything. Other airlines were landing and taking off fine having no issues. It was only Spirit. Very frustrating flight and I understand why the flights are only around 25-30% full.
Just total easy flight experience!! What could you do better..? Hmmm..? There was nothing I can remember. Spirit was a far more comfortable and easy process than American, United & Delta. I'll always look for Spirit and I've told a few people about, since flying this past trip!! I'm a SPIRIT FAN!! Thank You, SPIRIT AIRLINES!! Very, VERY well done, 100%!! See you...SOON!! -Best, Linda R.
When I wanted to check in 3 hours prior to boarding time, the employees mentioned “a little over an hour delay” so I waited for an hour then I went to go look for food in the terminal and most people from that flight were in the same area looking for food. Finally I decided after food to check to see if it’s anytime closer and now it’s 2 mins until boarding closes?! What are you kidding me? I didn’t receive anything via sms about boarding now nor via email or on the intercom. I luckily made it through, barely, and then there’s no room for my carry on mind you I’m in the very first row so I had to place my purse in one further row back and my carry on sections down. Not sure who pays for better seats to get your stuff placed all over the plane but that was the worst experience I’ve ever had flying with anyone.
The single worst check in experience I could imagine. I’ll never do any business with Frontier or any affiliated company
Too many extra fees, uncomfortable, little leg room. Will not recommend this airline.
This airline sucks. They offer low rates then charge you for everything, the app does not work well, the seats are the most uncomfortable. Maintenance issues on the flight, and you still have to sit through their credit card commercials. People are nice enough but does not make up for overall poor experience.
Severe turbulence. Captain never came on to reassure passengers after things settled down.
We were delayed three times ,and that destroyed my plans, and reservations
Cancelled flight after I arrived at airport after 75 min drive and parking. Next flight was 4 days in the future. Had to scramble and buy a much more expensive flight on another carrier.
I liked the turn-style feature at gate 209B at LAX. Very efficient process. The gate staff also made several, clearly directed announcements so I felt very informed.
The crew was delayed because they came on another flight that was delayed due to weather 10pm flight left at 1.30 am The airline made no effort to align alternate crew
The seats were awful, hard plastic covered in sheet vinyl. The airline tries to scam you into paying extra to get seat together when the flight wasn’t full. They were going to separate a family with young children but my wife who had a row to herself gave up her seat so the young mom could be with her young boys. I’m never giving this airline my money again.