SAN - CHI

$92 Find Cheap Flights from San Diego to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from San Diego to Chicago departing on 4/11. 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 Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San Diego to Chicago.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San Diego to Chicago.
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$181
Overall average: $377
Frontier
Wed 4/29Sun 5/3
SAN - ORD • 1 stop
Cheapest non-stop
$192
Typical prices: $256-$482
Alaska Airlines
Sat 4/18Sat 4/25
SAN - ORD • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
United's Economy Plus offers extra legroom for comfort.
Southwest's two free checked bags benefit heavy packers.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from $181 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with Alaska Airlines, American Airlines and others. Average duration is 4h 09m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top routes
Cheapest • 7% average savings
Most popular
Insights
Insights
Insights
Insights
Avoid delays
Most punctual • 93% on-time
Best time • Fewest delays
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $153 (round-trip)
Shortest trip • 6h 00m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 39% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 17% price drop
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 Chicago!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from San Diego to Chicago (SAN-CHI)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from San Diego to Chicago 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 San Diego to Chicago

Wed, Apr 29 - Sun, May 3
Frontier Logo
2:12 pm - 6:08 am
SAN
-
ORD
13h 56m
1 stop
Frontier Logo
7:45 am - 7:46 am
ORD
-
SAN
26h 01m
1 stop
$181Frontier
Mon, Apr 27 - Fri, May 15
Frontier Logo
8:38 am - 5:00 pm
SAN
-
ORD
6h 22m
1 stop
Frontier Logo
9:42 pm - 8:42 am
ORD
-
SAN
13h 00m
1 stop
$182Frontier
Wed, Apr 29 - Tue, May 5
Multiple Airlines Logo
2:12 pm - 5:25 am
SAN
-
ORD
13h 13m
1 stop
Multiple Airlines Logo
9:42 pm - 8:42 am
ORD
-
SAN
13h 00m
1 stop
$183Multiple Airlines
Sat, Apr 11 - Thu, Apr 16
Frontier Logo
6:25 am - 12:38 am
SAN
-
ORD
16h 13m
1 stop
Frontier Logo
10:55 am - 8:34 am
ORD
-
SAN
23h 39m
1 stop
$184Frontier
Fri, May 1 - Sat, May 16
Frontier Logo
8:49 pm - 6:08 am
SAN
-
ORD
7h 19m
1 stop
Frontier Logo
9:42 pm - 8:42 am
ORD
-
SAN
13h 00m
1 stop
$185Frontier
Wed, Apr 29 - Sat, May 9
Multiple Airlines Logo
2:12 pm - 5:25 am
SAN
-
ORD
13h 13m
1 stop
Multiple Airlines Logo
9:42 pm - 8:42 am
ORD
-
SAN
13h 00m
1 stop
$186Multiple Airlines
Sat, May 2 - Sat, May 9
Frontier Logo
11:42 am - 9:45 am
SAN
-
ORD
20h 03m
1 stop
Frontier Logo
9:42 pm - 8:42 am
ORD
-
SAN
13h 00m
1 stop
$188Frontier
Wed, Apr 22 - Wed, Apr 22
Alaska Airlines Logo
7:03 am - 1:13 pm
SAN
-
ORD
4h 10mnonstop
Alaska Airlines Logo
3:52 pm - 6:31 pm
ORD
-
SAN
4h 39mnonstop
$192Alaska Airlines
Sat, Apr 18 - Sat, Apr 25
Southwest Logo
6:20 am - 12:20 pm
SAN
-
MDW
4h 00mnonstop
Southwest Logo
6:10 pm - 8:30 pm
MDW
-
SAN
4h 20mnonstop
$197Southwest
Sat, Apr 18 - Sat, Apr 25
Southwest Logo
11:15 am - 7:20 pm
SAN
-
MDW
6h 05m
1 stop
Southwest Logo
6:15 am - 8:30 am
MDW
-
SAN
4h 15mnonstop
$207Southwest
Booking Insights

KAYAK's insights & trends for San Diego to Chicago flights

Get data-powered insights and trends into flights from San Diego to Chicago to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest San Diego to Chicago flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from San Diego to Chicago costs $177 on the route between San Diego (SAN) and Chicago Midway Airport (MDW). Over the past month, flights between San Diego (SAN) and Chicago O'Hare Intl Airport (ORD) were, on average, 7% cheaper than other San Diego-Chicago routes. This is also the most popular route.

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

The average price of all round-trip flights from San Diego to Chicago clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from San Diego to Chicago, look for departures on Fridays and avoid leaving on a Sunday, as it's usually the priciest day. When flying back from Chicago, Saturday is the cheapest day to fly and Monday is the most expensive.

What is the cheapest month to fly from San Diego to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from San Diego to Chicago, 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 San Diego to Chicago is February, where tickets cost $232 (return) on average. On the other hand, the most expensive months are April and May, where the average cost of round-trip tickets is $353 and $341 respectively.

Can I save money by flying with a layover from San Diego to Chicago?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $246 on average.

How far in advance should I book a flight from San Diego to Chicago?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from San Diego to Chicago, 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 San Diego to Chicago, you should book around 3 weeks before departure, which saves you about 39% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 7 weeks before departure.

Expert advice

Expert advice for your flight from San Diego to Chicago

 
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.
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

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.

Stefanie Waldek

Stefanie Waldek

Expert on United Airlines, ORD and MDW

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.

Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Brandon Schultz

Brandon Schultz

Expert on SAN

Brandon Schultz is an award-winning food and travel writer based in New York City. His work has appeared in Forbes, AAA, Thrillist, Travel + Leisure, and The Daily Meal, among many others, and he is the author of 6 books, including 3 cookbooks.

Good to know

Low seasonJanuary
Cheapest flight$92
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly with an average 3% increase in price.
Flight from San Diego to Chicago O'Hare Airport

When to book flights from San Diego to Chicago

Are your dates flexible? Find out the best times to travel from San Diego to Chicago 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 flights from San Diego to Chicago

  • How can I rent a car when I arrive at Chicago O'Hare International Airport (ORD)?

    All of the major rental car companies have locations at the Multi-Modal Facility located offsite from the airport. Dedicated shuttle buses run 24/7 from the airport terminals to the facility. Pickup locations for the shuttle buses are clearly marked with locations just outside of the terminal baggage claim areas.

  • Are there nonstop flights from San Diego International Airport (SAN) to Chicago?

    There are several nonstop flight choices from Chicago to San Diego. Southwest Airlines offers nonstop service to Chicago Midway Airport (MDW), while both United Airlines and American Airlines offer nonstop service to Chicago O'Hare International Airport (ORD).

  • What is a good way to get from Chicago O'Hare International Airport (ORD) to the city center by public transportation?

    The Chicago Transit Authority offers a train service from the airport. The Blue Line train operates on a 24h basis, making several stops on the way, with both the Clinton and Grand stops being great places to hop off the train in Downtown Chicago.

  • Is there a public transportation option to get from Chicago Midway Airport (MDW) to the city center?

    The Chicago Transit Authority's Orange Line offers service to Chicago Midway Airport. The trains run from early morning until after midnight every day. The trip to Downtown Chicago from the airport takes roughly 25min. The Roosevelt Station is a great place to hop off the train to explore Downtown Chicago.

  • What is the cheapest flight from San Diego to Chicago?

    In the last 3 days, the lowest price for a flight from San Diego to Chicago was $92 for a one-way ticket and $181 for a round-trip.

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

    No

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

    On your way to Chicago, you’ll fly out from San Diego. You’ll be landing in one of Chicago’s 2 airports: Chicago Midway or Chicago O'Hare Intl.

  • Which airlines offer Wi-Fi service onboard planes from San Diego to Chicago?

    American Airlines, Alaska Airlines, JetBlue, Delta, and United Airlines offer inflight Wi-Fi service on the San Diego to Chicago flight route.

  • Which aircraft models fly most regularly from San Diego to Chicago?

    The Boeing 737-800 is the aircraft model that flies most regularly on the San Diego to Chicago flight route.

  • Which airline alliances offer flights from San Diego to Chicago?

    Star Alliance, and oneworld are the airline alliances operating flights between San Diego and Chicago, with Star Alliance being the most commonly used for this route.

  • On which days can I fly direct from San Diego to Chicago?

    There are nonstop flights from San Diego to Chicago on a daily basis.

  • Which is the best airline for flights from San Diego to Chicago, Southwest or Alaska Airlines?

    The two airlines most popular with KAYAK users for flights from San Diego to Chicago are Southwest and Alaska Airlines. With an average price for the route of $334 and an overall rating of 8.0, Southwest is the most popular choice. Alaska Airlines is also a great choice for the route, with an average price of $268 and an overall rating of 7.9.

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

    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 San Diego to Chicago.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from San Diego 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 San Diego to Chicago?

    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 Chicago with an airline and back to San Diego with another airline.

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

    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 Chicago from San Diego 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 San Diego to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $191 or less one-way and $303 or less round-trip.
  • If you’re looking for something to eat after your flight from San Diego, Chicago Midway Airport (MDW) offers a wide variety of choices. This includes everything from quick and simple options like Einstein Brothers Bagels and Dunkin Express to the artisan pizza found at Woodgrain Neapolitan Pizza.
  • The city bus 992 offers service between Downtown San Diego and San Diego International Airport (SAN). The bus operates from early in the morning until almost midnight and offers buses every 15min during the week and every 30min on weekends and holidays.
  • If you are looking for a place to wait before your flight to Chicago, stop in at the Airspace Lounge located in Terminal 2 of San Diego International Airport. For a fee between $20 and $30 per hour, you can enjoy a host of amenities, including a wide array of food and beverage choices, plus restrooms, showers, and an abundant seating area.
  • Are you planning on driving yourself to San Diego International Airport before your flight to Chicago? There are parking lots located at both terminal buildings. Both of the lots offer an hourly rate for the first 24h and then offer daily rates after that. The lots are adjacent to each terminal building and the terminals are easily accessed by a covered walkway.
  • If you’ve forgotten your favorite entertainment or technology device for the flight from San Diego to Chicago, there are two Best Buy Express vending machines located at San Diego International Airport. These machines carry things like chargers for mobile phones, noise-canceling headphones, and digital cameras.

Prefer to fly direct from San Diego to Chicago?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from San Diego to Chicago.
Find which airlines fly direct from San Diego Airport to Chicago, which days they fly and book direct flights.

Direct departures

San Diego to Chicago

Monday

Alaska Airlines,American Airlines,Southwest, +1 more

Alaska Airlines,American Airlines, +2 more

Tuesday

Alaska Airlines,American Airlines,Southwest, +1 more

Alaska Airlines,American Airlines, +2 more

Wednesday

Alaska Airlines,American Airlines,Southwest, +1 more

Alaska Airlines,American Airlines, +2 more

Thursday

Alaska Airlines,American Airlines,Southwest, +1 more

Alaska Airlines,American Airlines, +2 more

Friday

Alaska Airlines,American Airlines,Southwest, +1 more

Alaska Airlines,American Airlines, +2 more

Saturday

Alaska Airlines,American Airlines,Southwest, +1 more

Alaska Airlines,American Airlines, +2 more

Sunday

Alaska Airlines,American Airlines,Southwest, +1 more

Alaska Airlines,American Airlines, +2 more

See more direct flights

Direct returns

Chicago to San Diego

Monday

Alaska Airlines,American Airlines,Southwest, +1 more

Alaska Airlines,American Airlines, +2 more

Tuesday

Alaska Airlines,American Airlines,Southwest, +1 more

Alaska Airlines,American Airlines, +2 more

Wednesday

Alaska Airlines,American Airlines,Southwest, +1 more

Alaska Airlines,American Airlines, +2 more

Thursday

Alaska Airlines,American Airlines,Southwest, +1 more

Alaska Airlines,American Airlines, +2 more

Friday

Alaska Airlines,American Airlines,Southwest, +1 more

Alaska Airlines,American Airlines, +2 more

Saturday

Alaska Airlines,American Airlines,Southwest, +1 more

Alaska Airlines,American Airlines, +2 more

Sunday

Alaska Airlines,American Airlines,Southwest, +1 more

Alaska Airlines,American Airlines, +2 more

See more direct flights

Reviews of the top 5 airlines serving from San Diego to Chicago

 
See real verified KAYAK customer reviews for airlines flying from San Diego to Chicago. 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 San Diego to Chicago? 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.
8.0
SouthwestOverall score based on 4325 reviews
8.1Boarding
8.0Comfort
7.5Entertainment
8.6Crew
7.0Food
Airline reviews

Southwest was greaat! The most expensive but the least upsetting for those we were flying to see.

10.0 ExcellentMartie, Mar 2026
LGB - BNA
Read more Southwest reviews

Southwest was greaat! The most expensive but the least upsetting for those we were flying to see.

Boarding was easy. The seats are small and fairly uncomfortable

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

WiFi was not working and didn’t have a beverage service

Flight boarded late after announcing on time boarding. Flight arrived only a little late despite late departure. Had trouble connecting to WiFi

The Southwest experience has definitely taken a dive from its early days. You can no longer deferentiate from other airlines. Air travel is too expensive. Southwest is no longer budget friendly. They have lost me as a loyal customer.

The charges were ridiculous for an hour flight and the turbulence was very scary.

The seats are now more narrow. I paid for front row the seats in the front are even more narrow than before.

The wifi on the plane is great. The only issue that I have is that I prefer an aisle seat and on my trips this week, I was either in the middle or window. If we can work to secure aisle seating, I will be thrilled. Nice trip.

I had a problem with my reservation and no one could help me understand what happened. I booked my flight months ago and received a confirmation email. In the confirmation email, it said that the flight would depart at 3:15 p.m. A few hours before the flight, I tried to go online and check in, and suddenly it said that the flight was leaving an hour earlier. I had to rush to get to the airport and almost didn't make it. No one could help me understand why this happened, and I'm really concerned that it might happen in the future. I would appreciate some support in this matter.

It was a super old plane so the first class experience was just not luxurious

Good as usual. Just wished my seat was assigned at online check in. Thanks anyways

This was my first trip with Alaska Airlines (round trip DCA to San Diego). Despite a slight delay on the return flight, I feel compelled to post a RAVE review! I cannot praise the airline and the crew enough! Everyone was kind, professional, and courteous, every step of the way- excellent service, snacks, and entertainment! On both legs of the trip I inquired whether there were any free seating upgrades and my request were granted BOTH times! I’ve flown on other airlines where they won’t do that, even when those premium seats are empty. As a customer service professional myself, I can say I left my experience feeling like a valued customer and not just a number. I NEVER expected to praise an airline lol I’ll definitely go out of my way to fly with Alaska on future trips. Thank you for such an awesome experience!

I bought tickets MONTHS ago for a flight that left SAN at 14:30. That is what it says on our tickets. I was never notified of any time changes. During online check-in. I discovered the flight time had been changed to 15:45. This was unacceptable and had I been notified, I would have changed flights, or airlines. That departure time was unworkable with our plans. We called Alaska and asked for an explanation. They said flight time was changed 11/08/25. No proof of notification could be offered. We asked to be moved to an earlier flight. After much pleading, the rep said she would allow a “one time exception..” While I appreciate being moved, this was YOUR fault Alaska Airlines.

The room for legs is adequate for a 6’ tall man and the flight was comfortable. The cabin is clean and the crew is very friendly and pleasant.

Worst first/business class I have ever flown after 75 years on planes. Barely acceptable seats, terrible food, uninterested attendants, unavailable WiFi. I’ll never fly this airline again.

Again, very smooth and all of the Alaska folks were great. They continue to meet all my needs.

The whole experience went smoothly with no hitches along the way.

My Alaska Airlines return flight, although worked out in the end, didn't start off well. The initial plane that my family and I boarded was grounded because of a mishap that happened to one of the engines and everyone on board had to disembark the plane. Thankfully we were accommodated with a another plane but our initial flight was supposed to have departed at 11 pm San Diego time for Orlando but instead we ended up leaving at 1:40 am San Diego time. All Passengers were informed that part of the delay was that the plane had to be inspected by the captain, the food had to be stocked and the individuals responsible for fueling the plane left for the evening and had to be summoned to return to fill up our. The Alaska Airlines crew at the airport and on the plane were awesome and apologetic. I know that the crew wasn't responsible for the mishap of the engine but I think in the future the airline should offer a complimentary drink or (1) item of food other than pretzels, nuts or chips to all passengers since we're not to blame for the extreme set backs. The airline in general is good and I recommend to all flyers.

Economy plus was so cramped I could not use my laptop. It was beyond bad.

Complimentary light meal would be appreciated. But great flight crew service on all legs

Wonderful. Quick boarding. Early departure and we arrived 30 minutes early at our destination. Unfortunately, when you arrive early, there is still a departing aircraft at our gate. We had to park for 30 minutes until the gate was clear. So our early arrival was not really early at the gate. Otherwise it was a quick and smooth flight. Appreciated the efficiency.

Crew was great (professional, attentive, prompt). Snacks for 4 hrs flight is deplorable.

United Airlines is my preferred airlines and I am thankful for Gary who also help support me on the phone to switch my flight literally last min.

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

The food was terrible this time. Otherwise pleasant, quiet, on-time.

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

The flights were on time which was great give. It was holiday travel season and there’d been some weather issues. The only complaint and this is every time with United is the terrible seat design. The head rest is not built for comfort and having my neck bent forward for a cross country trip reminded me while I try not to take United flights as a rule.

Jill was the flight attendant in first class she was fabulous!! Best flight attendant I have had in years.!! And I fly every other week. Other can learn from her!!

As a first class customer, there was no power the entire flight which limited my ability to work. I find this unacceptable. The first 11 rows on the left side of the plan were out. I was only offered the option to charge my phone which was not the issue because my laptop was out of power. I asked if there was anything that can be done for me, and the answer was, "no". I was not offered any type of compensation for this AA problem which caused me unnecessary stress due to inability to address business issues on an already challenging travel day. Flight attendants tried to reset the power once but that was the extent of their support. Very disappointing for the lack of expected services on a flight. Please contact me with customer focused response to this complaint.

There was no inflight service. Once we landed we were delayed to find a gate for an hour and a half which was 1/2 the total time in the air.

The chicken wrap was tiny ($13 for what looked like a 1/3 of a normal wrap?) and disgusting.

It was good experience this time. The flight was on time.

There was a delay with the plan which cause the flight to leave later and once arrived in Chicago there was another delay and some passengers missed their connecting flights

The gate agent had a really bad attitude and refused to help me get on the standby list. She just handed me a card and said I needed to call a number. I asked her to help with the AA app on my phone and she just shrugged and said she didnt know. After a few phone calls, I eventually just went to a different gate agent on the other side of the terminal and got the help I needed.

Overall, my last three trips on American Airlines have all been either delayed or "rescheduled" due to mechanical issues. At least on delay caused me to miss two possible connecting flights each later than the first. My last option for my last connection required the assistance of the onsite service desk (O'Hare Airport). The wait time for the service desk was such that it jeopardized getting booked on the last connecting flight available for the night. Suffice it to say, my latest experiences with American Airlines have caused me extensive loss of productive business and personal time and can therefore be classified as significantly less than satisfactory.

Waiting for gate in RDU for more than 20mins is crazy.

American Airlines was great and worked very hard to change my ticket so I could get an earlier, direct flight back to Dallas. However, I was informed that Kayak made mistakes with my itinerary and classified my ticket as desiring to be on the earlier flight instead of taking the necessary step of calling AA to get me on the standby list. This ended up keeping me from being added to the standby list and delayed me getting home by 6 hours. I am happy to discuss this further with Kayak so they can correct their procedures so this won't happen again.

Remind customers of the need to have passport or new ID for boarding.

The flight never took off and we spent 7 hours at the airport

Good for a budget airline! It was easy to get on, staff was really nice. Can’t say anything about the food or entertainment because it wasn’t available, which is fine.

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.

This company socks. It's fraud. They canceled our flight yesterday, and today we were late because of a really long line at the check in bag. At the rebook station, there was ton of people. The workers were all rude. I am gonna make a report to FTC.

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.

Everything you need to know for your flight from San Diego to Chicago

Other airlines flying from San Diego to Chicago

Flights from the other most popular airlines that fly from San Diego to Chicago according to KAYAK users. Prices are the lowest found on KAYAK over the last 7 days. Price and availability are not guaranteed.