Find cheap flights from Chicago to San Diego

CHI - SAN

Find cheap flights from Chicago to San Diego

Round-trip
Economy
Chicago (CHI)
San Diego
Tue 3/2
Tue 3/9
Any month
Compare vs. KAYAK |
Search hundreds of travel sites at once for deals on flights to San Diego

Good to know

Low season

August Best time to beat the crowds with an average 59% drop in price.

High season

December Most popular time to fly with an average 33% increase in price.

Average price round-trip

$217 (avg. price over the last 2 weeks)

Good deal round-trip

$175 or less

Good deal one-way

$109 or less

When to book flights from Chicago to San Diego

Estimated round-trip price
Average price per month
Flight prices as travel date approaches

Top tips for finding a cheap flight

  • Looking for a cheap flight? 25% of our users found flights on this route for $109 or less one-way and $175 or less round-trip.
  • The cheapest flight from Chicago to San Diego was found 15 days before departure, on average.
  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be November, December and January. The cheapest month to fly is August.
  • Morning departure is around 32% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for booking flights from Chicago to San Diego

Which airlines have a flexible cancellation policy for flights from Chicago to San Diego due to COVID-19?

Which airlines apply social distancing measures on flights from Chicago to San Diego due to COVID-19?

Are there San Diego travel restrictions currently due to Coronavirus?

How long does a flight from Chicago to San Diego take?

How many flights are there between Chicago and San Diego?

Which airlines provide the cheapest flights from Chicago to San Diego?

Do I need a passport to fly between Chicago and San Diego?

Which airlines fly most frequently between Chicago and San Diego?

What’s the cheapest day of the week to fly from Chicago to San Diego?

Which airports will I be using when flying from Chicago to San Diego?

How does KAYAK find such low prices on flights from Chicago to San Diego?

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to San Diego?

What is the Hacker Fare option on flights from Chicago to San Diego?

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to San Diego?

Top 4 airlines serving Chicago to San Diego

Scores according to KAYAK customer reviews

7.9
Delta
Overall score based on 29,041 reviews
8.1
Boarding
7.8
Comfort
8.5
Crew
7.8
Entertainment
7.5
Food
Airline reviews

Pros: "I appreciate that Delta leaves seats empty, for our health."
Cons: "Snacks were all sugar-laden. Not good for anyone!"

Pros: "The crew was amazing."
Cons: "The seat backs are very uncomfortable for my neck & upper back. Difficult to tolerate, and gave me headache on each flight."

Cons: "When I pick up my bags"

Pros: "We needed a seat belt extender and one of the crew members noticed and was so kind in getting that. No embarrassment or drawing attention to the customer. His name? David"

Pros: "Friendly cabin staff and one of the most enjoyable addresses by a captain I've ever heard (and seen - he was out in the first class area when he welcomed us)."
Cons: "Nothing"

Pros: "Nothing. They lost the plane so we couldn’t even fly out"
Cons: "Finding the plane"

Cons: "Flight was late for one hour"

Cons: "The flight was delayed an hour."

Pros: "The crew on this flight was amazing, and boarding was right on time."
Cons: "It was pretty hot on the airplane. Could have regulated the temperature a bit better."

Cons: "The seats could have been more comfortable"

Pros: "On time departure and smooth landing"
Cons: "More leg room. Stop nickel and dining passengers to appease investors. Delta is an evil corporation"

Pros: "Despite boarding late, and sitting on the tarmac for half an hour since we missed our take off time, and having to move passengers around to balance the weight on the plane, we made it home alive."
Cons: "We landed over half an hour late. Flight attendants needed to move passengers to balance the weight on the small plane, and asked for "volunteers." When there were none, the FA stood in the aisle and said we just weren't going to take off if nobody volunteered. They should have just MOVED people."

Cons: "More leg room and seat width. I don’t like having other passengers pressed against me."

Pros: "Charging at every seat is great."
Cons: "All of the plane extras (e.g. WiFi, food service, etc.) were out of commission for some reason. Without WiFi, I couldn’t watch anything on my own device, and I would’ve had to pay for a headset that is compatible with your screens."

Cons: "The only problem with the food was it was all canceled because of rough weather."

Cons: "I’m would be much better if I can sit by my husband."

Cons: "Flight was delayed over an hour. Missed my Easter dinner plans... :("

Pros: "I was upgraded to Comfort+ and the seat next to me was left vacant. That was a great flight!"

Pros: "Crew was nice, despite multiple hoardings and time delays."
Cons: "Plane was originally set to leave at 11:30 am, but was delayed until 3:00 pm for equipment. We boarded the plane at 3:00, the door was closed, and 30 minutes of waiting at the gate, where told to deplane, and the flight would leave at 5:06. There was another flight to San Diego, also delayed for hou"

Pros: "It was a nice flight. No troubles"
Cons: "Nothing"

Pros: "The website delivered everything I needed."
Cons: "More discounts for frequent users."

Cons: "Missed waiting 5 hours for next flight"

Cons: "At least one hour late"

Pros: "I liked the cookies and juice. The interactive screen to watch something. The cleanliness. The price. On time. The service. Thank you. The excitement of flying."

Pros: "Seat comfort and crew. Atlanta customs was much more efficient in processing people."

Cons: "My flight was two hours late."

Pros: "Like Above"
Cons: "Like above"

Pros: "Entertainment available"
Cons: "All good"

Pros: "The crew at the airport was very courteous and helpful."
Cons: "No food; not even offered water; I asked a Delta employee about our seats and she was very unprofessional (mind you I'm traveling with kids and my boarding pass said that seats were to be assigned at the gate)."

Cons: "It was very hot in the cabin during the flight. Several passengers noticed."

Pros: "Smooth flight on new B757 with good entertainment system and Comfort+ seating legroom worth the extra cost but I was disappointed that the overhead storage bins above our seats were filled by pax from other seats before we arrived even though we were given priority boarding and the toilets were filthy."
Cons: "Boarding passengers should be more carefully controlled with amount and size of cabin luggage and where they place them. Toilets should be more frequently cleaned in flight."

Pros: "Had to cross terminals and the pathway was closed due to an international flight landing (poor planning on LAX part) so had to exit and reenter terminal through TSA. Flight delayed an hour then cancelled due to control panel failure. 10pm flight became 12am bus (and originally told it was 11.15pm bus which was "stuck in traffic" when google map traffic was all green). Got back to SD 4 hours after scheduled time."

Pros: "The movies were spectacular"
Cons: "Food was a bit plain"

Pros: "loved the airbus and in flight movies good stufg"

Pros: "It was a good flight"
Cons: "Nothing"

Cons: "Seats are too close."

Pros: "Quick and on time. Comfortable seats."
Cons: "Not many movie options."

Cons: "It was so late I missed my connection to sun valley flight. There was not another flight for 8 hrs!!! I think the sun valley flight should have waited for us. It was a matter of 10-15 min. Crew did not try to board people quickly to get us out of San Diego. 5 more minutes might have made a difference."

Pros: "It was on time. Flight crew was courteous. Plenty of room and comfy seats. Good entrainment media"
Cons: "Wish it would've had more movie options"

Pros: "Stewardess named "Mel.""
Cons: "Paid for upgraded seat to "Comfort" for both of us. Bank account was charged for both. Got to gate and only one of us was upgraded. Gate agents said there was nothing hey could do, and that I had to call customer service. Nothing, in person. Terrible"

Pros: "Upgrade. Comfort. Gourmet Oatmeal Breakfast."
Cons: "Need more cooking shows (British Bakeoff would be fun) or something besides what has been there for too long."

Pros: "I appreciated the kindness of the staff at each of our stops. From beginning to end they were polite, helpful, and kind!"

Pros: "It was a smooth ride and overall very enjoyable flight as the entertainment was very enjoyable and a lot to choose from"
Cons: "It was a smooth ride and overall very enjoyable flight as the entertainment was very enjoyable and a lot to choose from"

Pros: "Refer to my comments about flight from Chicago to Minneapolis."

Pros: "Leg room not as bad as general chatter."
Cons: "Seat width a problem. Center seat passenger used arm rest subject me to cart hits and hits from other passengers. Aisle seemed narrow. New Embracier airplane with 6 seats across."

Pros: "Decent food"
Cons: "Bad delay Flight attendants not friendly"

Pros: "Left reasonably on time, arrived a bit early, able to find overhead storage for my roll-on, even boarding in Zone 3"
Cons: "Very tightly packed; minimal comfort for the flight."

Pros: "Didn't know you could get complimentary meals anymore! The movie selection was awesome too!"
Cons: "Why is the complimentary Wi-Fi and messaging only for T-Mobile subscribers?"

Pros: "The staff communicated what was going on"
Cons: "Our plane had mechanical problems and never left. I thought they would bring another plane in for us, but they never did. After 8 hours of waiting, we decided to cancel our trip and go home."

Pros: "The crew were super nice. All the people in the SAN were very nice."
Cons: "They didn’t have headphones :("

Pros: "Landing at my final destination."
Cons: "Over 3 hours of delays. American Airlines needs to get their act together at Chicago O’Hare airport."

Pros: "Once we were in the air, the flight was average."
Cons: "The flight was delayed due to several mechanical issues but the ground crew did not communicate effectively on the issue or how long the delay would be. I understand that these issues occur, but better communications and empathy from the ground crew would have gone a long way. Boarding was also a disaster because everyone tried to board at the same time and again, the ground crew did nothing to control the situation."

Cons: "Took off late"

Pros: "Flight crew was great and made the flight that more memoriable ."

Cons: "Flight was delayed 35 minutes. No reason given."

Pros: "Flight was on time"
Cons: "No individual movie screens and no way to connect to the one movie on the flip down screen since I didn't have the American Airlines app."

Cons: "Could not read paper when passenger in front reclined seat. No space between rows."

Pros: "Clean environment of the terminals and the speed of the shuttle."
Cons: "no comment."

Pros: "It took off on time and life was good."

Cons: "Missed Connection."

Pros: "Great service!"

Pros: "Everything"

Cons: "Same as previous response."

Pros: "The entertainment was amazing"
Cons: "We were delayed multiple times and landed extremely late"

Cons: "bag got lost checking it at the gate in dtw, bag went to santa barbara, completely wrong airport. huge inconvenience"

Pros: "On time"

Pros: "Everyone was polite, helpful, and courteous."

Pros: "There were too many gate changes ."

Pros: "I like that they have complimentary snacks"

Pros: "Smooth boarding"
Cons: "No entertainment"

Pros: "Everything was pretty decent.. Best part was the price.. Boarding was good staff was good"
Cons: "Wasn't enough room.. kind of tight.. Couple more inches all around would have been perfect though"

Pros: "Ease of travel"

Pros: "Everything"
Cons: "No dislikes"

Pros: "No complaints"

Pros: "N/A"
Cons: "The flights were delayed multiple times. No communication at your gates. Oh and I think my favorite was changing terminals and gates 5 TIMES within 1 hour at DFW! RIDICULOUS AND UNACCEPTABLE. NEVER AGAIN!"

Pros: "All personnel where polite,helpful, and respectful. Greg to have wifi and power chargers."
Cons: "There was no real entertainment on the screens. No movies."

Pros: "Everybody was nice my ride was comfortable and they treat me with respect"
Cons: "I like everything"

Cons: "1 hour late. And when the pilot made announcements during the movie it would not pause. We missed parts of the movie. It was annoying."

Pros: "very good no problems.."
Cons: "all good thanks much"

Pros: "Aircraft was safe, clean and good media selection with power-outlets for mobile device. Good updates from the pilot and crew."
Cons: "No free wifi. Crew was late which delayed the flight. No Admirals Club access for AMX Plat card holders."

Pros: "I loved the entertainment options"
Cons: "I did not like"

Pros: "It was a good nice ride. The employee was nice."

Cons: "No AC or USB charging ports, no individual entertainment screens."

Cons: "We wait to long for the connection"

Pros: "Rough landing"

Pros: "Everything"
Cons: "Nine"

Pros: "Everyone was friendly and helpful"

Pros: "Price no delays"
Cons: "Nothing"

Pros: "Customer service was great"
Cons: "The landing to New York was very scary,"

Cons: "Out of certain food items that should have been available"

Pros: "The chairs where comfortable and there was a free movie"
Cons: "The sound for the movie didn't work, the atenders dI'd not do any thing tI make uo for it. There was no complimentary snack. Loading on was a mess, not organized well."

Pros: "Everything"
Cons: "Nothing"

Pros: "We had a small technical glitch and the pilot kept us updated. Nothing is more difficult than not knowing what is going on."

Cons: "We weren't given very much information about situation that caused to make an emergency landing in Charlotte NC."

Cons: "I don't know, I've yet to actually make it to Fort Lauderdale!"

Cons: "Horrible delays and many gate changes"

Cons: "There's no room for non skinny people. It was awful"

Cons: "They have taken all the joy out of flying. Cramming more seats on planes, makes them uncomfortable for anyone over 5'9""

Cons: "Decided to have a glass of wine -- had to ask the F.A. twice for my change. Dont feel they( F.A.s) were especially friendly."

Pros: "Happy energetic voice of pilot"
Cons: "Plane left an hour late."

Cons: "Short-staffed, so short tempered workers.kiosks did not work. Nickled and dimed on everything. Like flying in prison. No light and a cold hard bench seat. Awful."

Pros: "The plane was comfortable. Staff was friendly"
Cons: "There were significant delays without any notification whatsoever. If I hadn't looked on the website repeatedly I would not know of the changing departure times. No apologies or explanations were given while we all waited more than two hours."

Pros: "Nothing"
Cons: "Delay after delay after delay"

Pros: "The staff was surprisingly welcoming for a budget airline. Everything went very smoothely and both my flights on this round trip arrived early. Well done!"

Pros: "When we landed and exited the plane"
Cons: "Charging for carryines just ain't worth it. I'm not ever flying frontier or spirit. The extra cost for no hassle will be worth it."

Cons: "Look like frontier is always late"

Pros: "Attendants were friendly, plane was clean, and the experience was overall great."
Cons: "It would have been nice if the plane carried wifi or some kind of tv/music option for entertainment."

Pros: "Nothing."
Cons: "Everything."

Pros: "uh the "big front seat" was decent? fairly roomy and still cheap"
Cons: "fuckin screaming children everywhere, it was horrendous"

Cons: "Being charged for a carry on."

Pros: "well managed boarding process."
Cons: "personal pain difficulty with cabin air pressure during descent. Unusual in my experience in planes this large. Occurs more often in smaller regional airplanes."

Cons: "Trip had over 8 hours of delays."

Cons: "They lost my baggage..."

Cons: "Very very poor service"

Cons: "no free snack? not even a bag of peanuts?! disappointing"

Pros: "Lengthy delay with poor communication about the delay. Then delayed for an hour on the runway."

Cons: "Service was poor and comfort was awful"

Cons: "No room, very uncomfortable"

Pros: "Pilot did good job navigating thru turbulence."

Cons: "I did not like the long delay"

Cons: "Everything"

Pros: "Smooth ride, convenient boarding. Very short distances, they may be OK."
Cons: "Checked and carry-on luggage rules are complicated to navigate. There is a charge for seat allocation, etc. We weren't even offered water free-of-charge! I wouldn't consider flying again. Because when you add the cost of luggage, etc. Southwest is more attractive."

Cons: "Late late late arrival."

Cons: "Long delay in Denver boarding, due to, we were told, plane coming from Cancun, immigration delay, and weights and balances mechanism malfunction."

Cons: "delays with NO feedback"

Pros: "Very efficient."
Cons: "No free beverage."

Pros: "Nothing"
Cons: "Same as above"

Cons: "Lugage took forever & no foood or drinks"

Pros: "Nothing"
Cons: "Worst customer service"

Pros: "Politeness"
Cons: "Overall everything"

Pros: "nothing"
Cons: "the fact that i was delayed more than 5 hours on the departure and more than 1 hour on the way back. Why is there an option for entertainment when none is provided? Also you need to pay for the food"

Cons: "to expensive to cary on a bag."

Pros: "Middle seat was empty"
Cons: "The delay. No food. No apologies"

Pros: "I was upgraded for free!"
Cons: "The payment necessary for baggage."

Cons: "Delayed for 4 hours"

Pros: "Nice and helpful employees, good experience"
Cons: "Nothing"

Cons: "Delay after delay without much updating"

Cons: "Delayed 3.5 hours for no reason."

Pros: "Everything went as planned"

Pros: "Same as above."
Cons: "NA"

Pros: "Nice, new plane."
Cons: "Small trays."

Pros: "Carry on charge not happy."
Cons: "Carry on charge is ridiculous."

Cons: "Extremely uncomfortable"

Pros: "No problems went very well"
Cons: "Nothing bad to say"

Pros: "It was very punctual"

Pros: "Great company, good service, no complaints"
Cons: "You have to pay for food"

Cons: "Service was terrible staff not friendly never using this airline again"

Pros: "Very informative on where to go!"
Cons: "Not very informational on security policy"

Pros: "Everything was good, no complaints"

Pros: "No service issues. Our seats were arranged so the family was together for no charge. We were given a bottle of water to mix baby formula for no charge."
Cons: "Hard seats"

Cons: "Bag was lost. Office doesn’t answer the phone when I can to find it. It’s been ridiculous."

Cons: "Very late."

Pros: "Flew spirit a few years ago to Vegas and had an awful experience. I will say this experience was much better. I will now continue to consider spirit airlines for my travel."

Cons: "Baggage fees and size restrictions"

Pros: "The snack selection on the flight and food package options were reasonably priced, and there were quite a few good options."
Cons: "We arrived at the airport and were through security over an hour prior to our flight's takeoff. We decided to grab breakfast at a restaurant approximately 2-3 gates down from our gate. We arrived back at our gate 17 minutes prior to the departure time and the door to the entryway was already closed. No spirit attendants remained at the gate to assist or inform us about who we should speak to regarding this matter. We sat at the gate and watched our flight take over 15 minutes to pull away from entryway with no one available to direct us. After the plane pulled away, a few Spirit staff members came back out the door to the gate, and when we inquired as to why our names were not called throughout the airport (as we heard many other names called while sitting at the airport) they informed us we would have to talk to the customer service desk if we had an issue. We went to the customer service desk and they put us on another flight, which did not depart until late that day. We went to the customer service desks of 3 other airlines attempting to find a sooner flight, and when we explained Spirit closed the gates 17 minutes early, each airline stated that the industry standard is 10 minutes. Not only does Spirit not follow the industry standard, but they also shut the gates 2minutes prior to Spirit's standard which is 15 minutes before the flight. Additionally, no effort was made to call our names prior to the flight, as is customary with all airlines. Two days later, we went to board our return flight, which a week prior to our trip we paid $585 to change to that day, and when we went to check in we were not scheduled to be on that return flight. We showed proof of switching our flight and luckily the attendant was able to get us on that flight, however, we were extremely rushed getting through security and due to Spirit's mistake almost missed this flight as well. If no seats would have been available we would not have been able to get home despite paying to switch the flight a week in advanced. Overall, we were very disappointed with our experience traveling with Spirit and would not recommend the airline to anyone. We are frequent travelers for both business and recreation and have never experienced such poor customer service."

Cons: "That I missed a flight"

Pros: "Nothing interesting to share or comment on this"
Cons: "Sprit Airlines has charged me additional $52 for cabin luggage, which is very high when compare to other airline operators. The service is very poor even for water it is charged, for such a long trip from Chicago to San Diego. Seating are very bad ...."

Cons: "I did not like be charged for every little thing. I can't believe that even water was $3. The airline claims to offer lower rates, but they get you in the end with all the extra charges for seats, carry ons, beverages."

Cons: "Terminal at Chicago was disorganized, crowded,. Flight left late. Even arriving in Chicago was crazy as as getting off the plane we had to take a long detour winding through barricades on the runway, through two buildings, up a flight of stairs, before finally reaching an almost standing room only boarding area."

Pros: "I wish I had known that they charge BOTH for carrying on AND for checking a bag. I probably would have spent more money to fly a different airline in more comfort. I wish Kayak had made that a little clearer."

Cons: "I was never advised that I need to inform Spirit that I missed my incoming flight, so my flight home was cancelled. I would like to be reimbursed for my flight back to Atlanta that I had to take on Delta. Please advise me of the process.."

Pros: "Prompt, took off on time. Seat was excellent."
Cons: "Nothing comes to mind"

Pros: "Everything and everyone were excellent. I was pleasantly surprised."

Pros: "Being tall, I like the fact that the seats can't recline; it means the person sitting in front of me can't put his head in my lap and stare into my eyes the way he can on other airlines."
Cons: "I will be more careful figuring out the effective price of a ticket on Spirit next time, knowing now that checking in a bag costs so much. I tend to think that this isn't a very good policy -- it just encourages people to drag more stuff into the cabin than they should or otherwise would."

Cons: "Mechanical issues. Initially, airline tried to fly with a fuel leak, until they learned the fuel leak was not within the plane manufacturer's tolerance for safety. They then made me wait 9 hours in the airport for them to bring another plane. It appears that they delayed flying in a new plane until after they tried to fix the fuel leak for approximately 2-3 hours. At the end of this ordeal, they provided only a $50 credit for their airline and a $7 voucher to buy a coffee in the airport. I will never fly this airline again."

Pros: "It's over"
Cons: "$$for carry on, cost for H20. 30 min late. Bad customer service"

Pros: "Everything was good until i arrived but not my luggage which has everything including my wife birthday gift. The boarding, flight, staff all were good. Both flights, to and from were on-time, no delays. Wish my luggage came with me rvrnthouii had a direct flight."
Cons: "Lost my luggage"

Cons: "I wasn't aware I had to pat for bags for both a inbound and outbound Flight. The economic Flight all of sudden turned into a premium price where at minimum I would at least gotten a free water. Never booking on Spirit again."

Pros: "The flight was on time."
Cons: "$30 service charge because we needed help with my 92 yr old mother-in-law and had to talk to an agent. Never again will we travel Spirit."

Pros: "on time"
Cons: "The airline is overcharging! Before I left, I googled "spirit airlines baggage". I made sure that my personal bag and carry-on are within the required size. The website does not say that carry-on will be charged. At the counter, I was charged $55 for the carry-on. It is a light carry-on (I basically just had a sleeping bag). On the return flight, I protested for being charged for the carry-on because the website did not clearly say carry-on would be charged. The ladies at the desk then asked me to pay $100+ for my carry-on. $100+ is the price one would have to pay upon boarding without having paid for luggage. I ended up paying $65.00 for the carry-on because I did not pay for it at the check-in counter. I was flying to O'Hare earlier that day so there was no need for me to go outside to get the boarding pass and pay for the carry-on. Still I was asked to pay $65. With my air fare being just about $125, it is unbelievable that I had to pay $120 for a carry-on. I had heard of an NPR interview about the frugality of this airline and I am in favor of it. But it is deceiving to charge low airfiar only to get it back with charging excessively on the carry-on. If the carry-on has to be charged, they should clearly highlight it on the website so customers are alerted. In addition, it is also an unfair practice to other airlines. Had I known that I’d pay $200+ for the airfare to go on Spirit, I would have chosen a different airline. I plan to write to the Spirit and other agencies."

Pros: "Nothing"
Cons: "The seats don't recline at all, and they are so narrow, you can't avoid hitting or rubbing against your neighbor. Very claustrophobic. I hated that they hawked the "Spirit Credit Card" when we passengers were jam-packed into the plane with no amenities for 4 hours. Just bad."

Pros: "Flight attendants very helpful & friendly"
Cons: "Not a lot of room Didn't serve any cold sandwiches!! A lot of junk food!!"

Pros: "Good amount of restrooms,"
Cons: "Uncomfortable seats bad food selection"

Cons: "Everything"

Cons: "SEATS VERY UNCOMFORTABLE CAN'T EVEN HAVE A GLASS OF WATER WITHOUT PAYING FOR IT WILL NEVER FLY SPIRIT AGAIN AND THE PLANE WAS DIRTY"

Pros: "Space under the seat fit my backpack luckily."
Cons: "Baggage policy, everything had to be paid for, I ended up sittingin the middle, arrival time was delayed."

Pros: "The plane"
Cons: "The plane"

Pros: "Nothing"
Cons: "Seats are ungodly uncomfortable, they done recline and hardly any cushioning"

Pros: "Your flight staff (flight attendants) are always great."
Cons: "I attempted to purchase luggage before each of my flights (departure and return) and the website would not allow it. I called the customer service number multiple times and it said they were experiencing technical difficulties. I was forced to purchase luggage allowance at the airport on both flights and was forced to pay a much larger amount that what I normally would have had to pay if the website was working. This excessive fee really makes the option of flying spirit less economical, frustrating, and really obliterates any reason to fly with your airline. Additionally, I was able to purchase seating before my flight- but on my return flight they put me in a seat that I did not pay for. The flight attendant did make a correction. Your staff at the main terminals is consistently extremely slow, unfortunately. I really like the flight attendants, they are always great. However, due to the above mentioned issues I have had recurrently, I will certainly be reluctant to purchase Spirit flights in the future"

Cons: "Late boarding due to delays from previous flight."

Cons: "Baggage restrictions are ridiculous. Especially that your checked bag can't be more than 50 lbs, and that before I booked a spirit flight I called to make sure that my checked baggage would be free of charge, as I am a military spouse. I was told it would be, but then during online check in I was told that it was not. I would not have booked with spirit if I had known this in advance."

Pros: "Smooth flight"
Cons: "Had to move seat because of other passengers issue but was not compensated and my car reservation was not made"

Pros: "nothing"
Cons: "the baggage fees check process took too long not enough ground staff to make check in process faster or efficient on flight staff unfriendly"

Pros: "Uncomfortable seats that didn't recline, high prices to choose seat and bring carry on's."

Pros: "Free upgrade to emergency row."
Cons: "Nothing."

Cons: "Spirit is very difficult to deal with. If you have any problems it will snowball out of control quickly because of their poor customer service."

Cons: "The seats were too crammed together."

Cons: "$55 carry on bag. Poor booking advice."

Pros: "On time"
Cons: "No consideration for disabled"

Pros: "Low cost at first look."
Cons: "Way to many potential fees or up-charges."

Cons: "It was cancelled and I'm having trouble getting a refund."

Cons: "seated outside the rear toilet and it smelled like I was flying in an overstuffed Porta-Pottie for 4+ hours mon my ride home. Besides that there were very obnoxious kids seated right next to me and in front of me. On the flight to Chicago, there was a kid behind me who kept kicking me in the back all the way there."

Cons: "the flight attendant was much too talkative. She kept making comments and announcements over the loudspeaker to the point that I could barely read my book"

Cons: "Trash scattered around plane. Dirty seats. Loud attendant on the speaker that talked too much."

Pros: "You pay extra for everything. And on top of crappy service, they don't even have water available! It's 3 dollar for a tiny sip. Ridiculous."

Cons: "that you had to pay for EVERY single thing you did with your airlines. you should tell people this upfront before they book a ticket with your company. I could have went with a different airlines for a ton less money after all the fee and charges you do. I will never fly again and I will also pass along to friends and family"

Pros: "The price of the flight, how easy it was to accommodate me for the cancellation of my flight. Good customer service"
Cons: "You have to pay to pick your seat, for a carry on (you are allowed to bring smaller luggages aboard). The gate agents don't have a good grasp of the lines and people around the gate. Seems more chaotic boarding than the other airlines"

Cons: "Just as we were boarding, they told us that the flight was canceled. I lined up for two (2) hours in the airport hoping for another Spirit flight, but when I reached the front of the line they said that there were no more flights that day. .(The best they had was a flight the following day from LAX, not San Diego, at 5pm). They gave me a full refund and I took a United flight the next day"

Cons: "Spirit cancelled flight without any offers"

Read more about Delta
COVID-19 information

Safety measures for airlines flying from Chicago to San Diego

Airlines flying from Chicago to San Diego have enacted additional safety measures and adjusted policies to better accommodate travelers. Policies vary by airline.

Heightened sanitation

Daily cleaning, installation of cabin HEPA filters on flights from Chicago to San Diego

Mandatory masks

Masks required on board, masks provided on flights from Chicago to San Diego

Social distancing seating

Middle seats unavailable to book on flights from Chicago to San Diego

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Chicago to San Diego

Book cheap flights from Chicago to San Diego

Recent round-trip flight & train deals

4/15
Thu
nonstop
Spirit Airlines
4h 31m
ORD - SAN
4/24
Sat
nonstop
Spirit Airlines
3h 49m
SAN - ORD
4/17
Sat
nonstop
Spirit Airlines
4h 31m
ORD - SAN
4/24
Sat
nonstop
Spirit Airlines
3h 49m
SAN - ORD
4/19
Mon
nonstop
Spirit Airlines
4h 31m
ORD - SAN
4/23
Fri
nonstop
Spirit Airlines
3h 49m
SAN - ORD
4/19
Mon
nonstop
Spirit Airlines
4h 31m
ORD - SAN
4/23
Fri
nonstop
Spirit Airlines
3h 49m
SAN - ORD
4/23
Fri
nonstop
Spirit Airlines
4h 31m
ORD - SAN
4/26
Mon
nonstop
Spirit Airlines
3h 49m
SAN - ORD
4/19
Mon
nonstop
Spirit Airlines
4h 31m
ORD - SAN
4/23
Fri
nonstop
Spirit Airlines
3h 49m
SAN - ORD
4/14
Wed
nonstop
Multiple Airlines
4h 25m
ORD - SAN
4/23
Fri
nonstop
Multiple Airlines
3h 49m
SAN - ORD
4/16
Fri
nonstop
American Airlines
4h 21m
ORD - SAN
4/30
Fri
nonstop
American Airlines
4h 16m
SAN - ORD
4/16
Fri
nonstop
Multiple Airlines
4h 21m
ORD - SAN
4/25
Sun
nonstop
Multiple Airlines
3h 49m
SAN - ORD
4/19
Mon
1 stop
Multiple Airlines
14h 24m
ORD - SAN
5/1
Sat
nonstop
Multiple Airlines
4h 12m
SAN - ORD
3/7
Sun
1 stop
Amtrak
70h 02m
ZUN - OL7
3/11
Thu
1 stop
Amtrak
43h 08m
OL7 - ZUN
3/25
Thu
1 stop
Amtrak
47h 47m
ZUN - OL7
3/28
Sun
1 stop
Amtrak
66h 10m
OL7 - ZUN
3/25
Thu
1 stop
Amtrak
47h 47m
ZUN - OL7
3/28
Sun
1 stop
Amtrak
63h 47m
OL7 - ZUN
3/25
Thu
1 stop
Amtrak
47h 47m
ZUN - OL7
3/28
Sun
1 stop
Amtrak
63h 47m
OL7 - ZUN
3/25
Thu
1 stop
Amtrak
47h 47m
ZUN - OL7
3/28
Sun
1 stop
Amtrak
63h 47m
OL7 - ZUN
3/25
Thu
1 stop
Amtrak
47h 47m
ZUN - OL7
3/28
Sun
1 stop
Amtrak
66h 10m
OL7 - ZUN
3/25
Thu
1 stop
Amtrak
47h 47m
ZUN - OL7
3/28
Sun
1 stop
Amtrak
63h 47m
OL7 - ZUN
3/25
Thu
1 stop
Amtrak
47h 47m
ZUN - OL7
3/28
Sun
1 stop
Amtrak
63h 47m
OL7 - ZUN
3/21
Sun
1 stop
Amtrak
70h 02m
ZUN - OL7
3/28
Sun
1 stop
Amtrak
66h 10m
OL7 - ZUN
3/14
Sun
1 stop
Amtrak
70h 02m
ZUN - OL7
3/17
Wed
1 stop
Amtrak
63h 47m
OL7 - ZUN
Show more results

Recent one-way flight & train deals

4/15
Thu
nonstop
Spirit Airlines
4h 31m
ORD - SAN
4/19
Mon
nonstop
Spirit Airlines
4h 31m
ORD - SAN
4/23
Fri
nonstop
Spirit Airlines
4h 31m
ORD - SAN
5/19
Wed
nonstop
Spirit Airlines
4h 31m
ORD - SAN
4/29
Thu
nonstop
Spirit Airlines
4h 31m
ORD - SAN
4/18
Sun
nonstop
Spirit Airlines
4h 31m
ORD - SAN
4/14
Wed
nonstop
American Airlines
4h 21m
ORD - SAN
4/12
Mon
1 stop
Frontier
26h 19m
ORD - SAN
3/16
Tue
nonstop
Major Airline
4h 33m
ORD - SAN
3/15
Mon
1 stop
Multiple Airlines
13h 30m
ORD - SAN
3/12
Fri
1 stop
Amtrak
69h 02m
ZUN - OL7
3/12
Fri
1 stop
Amtrak
69h 02m
ZUN - OL7
3/12
Fri
1 stop
Amtrak
69h 02m
ZUN - OL7
3/20
Sat
1 stop
Amtrak
48h 00m
ZUN - UT4
3/12
Fri
1 stop
Amtrak
69h 02m
ZUN - OL7
3/12
Fri
1 stop
Amtrak
69h 02m
ZUN - OL7
3/12
Fri
1 stop
Amtrak
69h 02m
ZUN - OL7
3/12
Fri
1 stop
Amtrak
69h 02m
ZUN - OL7
3/12
Fri
1 stop
Amtrak
69h 02m
ZUN - OL7
3/6
Sat
1 stop
Amtrak
47h 47m
ZUN - OL7
Show more results

Compare transportation modes for Chicago to San Diego

Average price
Flights $548
Trains $363
-
1
  • Round-trip
  • One-way
  • Multi-city
  • Trip Builder
  • Economy
  • Premium Economy
  • Business
  • First
  • Multiple
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First