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Find cheap flights from San Diego to Illinois from $39

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 Illinois departing on 5/21. 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
0 bags
Sat 6/8
Sat 6/15

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Best Illinois Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Chicago
Chicago1 stop$92
Moline
Moline1 stop$276
Peoria
Peoria1 stop$386
Bloomington
Bloomington1 stop$278
St. Louis
St. Louis1 stop$103

Good to know

Low season

January

High season

September

Cheapest flight

$39
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly and prices are also 9% lower on average.
Flight from San Diego to St. Louis

FAQs - booking Illinois flights

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

    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 Illinois.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Illinois 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 Illinois?

    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 Illinois 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 Illinois?

    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 Illinois from San Diego up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Illinois

  • Looking for a cheap flight? 25% of our users found tickets from San Diego to the following destinations at these prices or less: Chicago $237 one-way - $418 round-trip
  • Morning departure is around 4% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 5 airlines serving from San Diego to Illinois

 
Need help choosing which airline to fly with from San Diego to Illinois? 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
DeltaOverall score based on 10778 reviews
7.4Food
7.9Comfort
8.2Boarding
8.0Entertainment
8.6Crew
Airline reviews

There was a loud squeaky sound the whole time we were flying.

6.0 GoodEliza, Apr 2024SAN - LAX
Read more about Delta reviews

There was a loud squeaky sound the whole time we were flying.

I usually have a positive experience with Delta. Complimentary upgrades are always nice!

I didn’t not like that I could not select my seat and ended up with the worse seat.

The landing was bad and the hostess came two times and i was sleeping but when she served the person that nexts to me I woke up and she didn’t even asked me if I need any drink or snacks two times!!!!

Plane was late because of a mechanical malfunction and the food listed as available was not. Flight attendants seem over worked and under paid. They just done seem happy. And that can be seen in their faces.

Waited 3 hours on a plane to de-ice due to manpower issues. Waited another hour and a half once we landed because of a gate issue. Missed my connections. Created. A total of 13 hours of delay.

Great, on time departure, friendly and accommodating crew, great leg room, Smith flight

Plane was turned around due to fog half way into the flight, Delta did not properly direct passengers to stay on same flight and instead failed to properly rebook on Alaska

Like most domestic flights in the US, you are basically on your own with this airline when it comes to food, so be sure to purchase meals and drinks ahead of time or expect to arrive starving and dehydrated (like I was).

You need to be a hacker to get the (Free) WiFi

Great. Loved that there was WiFi on flight to keep in touch and excellent service of beverages and snacks.

Business class is great. New airplane, very comfortable, better than some of the major airlines I am used to

Terrible. Flight was cancelled due to the weather in the east and sout east(florida). Did not get any compesation of any kind. According to them, it was not under their control so I lost all the money paid for the 2 fairs from Raleigh, NC to Orlando, Fl.

great flight. Pilot was communicative, flight attendants were excellent. Really nice experience except my tv didn’t work.

Overall, the flight was better than the flight I took to go to Florida, which had a bunch of problems. The crew is really nice and the plane was new so it had a small problem when we were on the runway, but the flight itself was great. They even made some time back up, which is always a good thing.

I really liked the way snacks and drinks were available throughout the flight!!! The flight attendants were also all fantastic!

Best Thing flight took less time than programmed, quick entry and exit. Recommended!

Always like Jet Blue! It seems, however, that people are getting bigger & seats are getting smaller! We had a very full flight and I couldn't get an aisle seat like I always do. I wish there were more leg room. People sitting next to me were very nice though so it was fine to disturb them if I needed to use the restroom. Otherwise the flight was fine but a bit long.

For some reason, the seats on this flight seemed unusually uncomfortable. Speaking with friends who took another JetBlue flight later in the day, they brought up the same issue.

None of the in flight Direct TV worked. A better selection of Shows would have been better. The baggage was s low. Otherwise we enjoyed our flight!

Do not like the feeling of being in the basic economy. Everyone should feel good no matter what.

I was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

The flight was delayed instead of leaving at 11 it left at 12.20

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Good movies, iffy pay WiFi, food ok- on time though and that was great!

Awful…flight was delayed more than 12hrs, missed all connections to Fort Wayne, IN, had to get flight to another city 2 hours from my destination, flight was again delayed by 40 mins because they did not have enough fuel, again missed a connection, finally arrived in Indiana at 11pm…but before my 2 hour drive home, ay, no Five That Our Luggage Never Made On The plane and Still In Chicago

Boarding was friendly and quick. While the plane model was older with no live tv, the entertainment was full of movies and tv shows. All food was available. Pilots were very communicative with status of the flight. Flight landed on time.

Flight was delayed by over an hour and gate checked bags took 15 minutes to be delivered to the jet bridge.

The Palm Springs to Chicago O’Hare was on Time and Palm Springs airport is easier navigate. As our connection was only an approximately 50 minutes, we asked staff for insights for the Chicago airport in terms of transferring into the other terminal from which our flight left, and they were unhelpful. However, the United App was very helpful in terms of notifications and even providing directions. The Chicago to Detroit flight was significantly delayed which we all know does happen. However, there were very few updates or notifications as to why this was happening when we would actually arrive. It took nearly 30 minutes for bags to make it to baggage claim. We arrived nearly 1 hour late on a 40 minute flight.

The CX617 from HK to BKK was delayed more than 1.5 hours.

Horrible - they lied to me about baggage & boarding, even though I specifically spoke to their agents the day before my flight about my issue. When I showed up they did not let me board and stranded me at my airport until I bought a new flight with money I did not have to spend.

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

Entertainment was okay not because anything was wrong but it is a short flight so having no wifi is annoying but understandable. Crew was outstanding as usual

Those seats were way too narrow. I had the middle seat, one person was a very skinny person and we still couldn’t avoid touching each other anytime one of us moved. The other person was larger and we were basically sitting in each others lap the entire flight. There was zero entertainment. The flight was long enough to justify tvs, but no. Gotta sit there in your infant seat and twiddle your thumbs.

Flight was fine. It took an unusually long time to have baggage delivered to the carousel in ORD.

Average - flew with Jet Blue internal and it was far more comfortable and better food and entertainment. Notable difference

The flight got canceled due to mechanical issues, and he to be rebooked and missed my appointments for that day

The flight was scheduled to depart DCA at 12:30 pm but was delayed twice on the ground so that we were finally scheduled to depart at around 4:00 pm. Once we boarded, it was announced that takeoff would be delayed again to fix a hydraulic problem which delayed our eventual takeoff until around 5:00 pm. Once we departed, it was a smooth flight back to ORD. We did not get any explanation about what caused the original significant delay. In my experience, this happens frequently with AA.

The only problem experienced was a ground stop in Chicago due to weather. But the crew handled everything professionally. They prioritized rebooking those passengers who had connecting flights and then deplaning the other passengers. When the hold was lifted, they efficiently re-boarded all the passengers so that we could depart before our departure limit expired.

Our flight was delayed an hour, then when we got to board our flight finally, we were waiting in our seats for take off for 45 minutes before it was communicated that there was a maintenance issue therefore we waited on the plane for over an hour while that was resolved. We did not get to Phoenix until almost 3 hours after we were originally supposed to. This was the first and last time I will be flying Frontier.

There were 3 leg for the trip and each leg was delayed by 90 minutes or more. The boarding process takes forever with people waiting on the jetway even though most folks do not have carry-on. The whole process is poorly managed.

They cancelled the flight then did nothing to help us rebook. It was awful - I won’t fly with them again

The process of buying the ticket and navigating all the hidden charges that Frontier throws at you was a terrible experience. The actual airport experience and flying was fine.

The truck that was refueling the plane drove away with the hose still connected to the plane and ripped part of the plane off with it

Terrible. Seats are bad and the baggage policy is inconsistent

Better than I expected but I did pay for a seat and carry on bags ahead of time.

I hope to avoid flying with them in the future. First flight got cancelled then got stuck with a 13 hour layover in Denver. The process was long and frustrating to many people.

Flight was delayed on the runway for 40 minutes the crew did not even offer even water to passengers to compensate for the flight delayed. The flight was delayed due to aircraft mechanical issues. Worst customer service ever

The flight was delayed and I had to cancel because I would have missed my connection and there were no other flights for the next two days. They also lost my bag!!

Book cheap flights from San Diego to Illinois

Recent round-trip flight deals

6/4Tue
1 stopSpirit Airlines
26h 59mSAN-ORD
6/11Tue
1 stopSpirit Airlines
12h 33mORD-SAN
$92
5/21Tue
1 stopSpirit Airlines
12h 48mSAN-ORD
5/29Wed
1 stopSpirit Airlines
6h 35mORD-SAN
$99
5/22Wed
1 stopFrontier
7h 29mSAN-MDW
5/29Wed
1 stopFrontier
13h 03mMDW-SAN
$125
5/22Wed
1 stopFrontier
7h 29mSAN-MDW
5/25Sat
1 stopFrontier
11h 03mMDW-SAN
$129
8/27Tue
1 stopDelta
9h 25mSAN-MLI
8/31Sat
1 stopDelta
8h 03mMLI-SAN
$276
8/27Tue
1 stopDelta
9h 25mSAN-MLI
8/31Sat
1 stopDelta
8h 03mMLI-SAN
$286
8/27Tue
2 stopsUnited Airlines
13h 01mSAN-MLI
8/31Sat
1 stopUnited Airlines
8h 43mMLI-SAN
$323
8/30Fri
1 stopAmerican Airlines
9h 03mSAN-MLI
9/2Mon
1 stopAmerican Airlines
8h 17mMLI-SAN
$336
8/30Fri
2 stopsAmerican Airlines
9h 45mSAN-MLI
9/2Mon
1 stopAmerican Airlines
8h 17mMLI-SAN
$341
9/7Sat
1 stopUnited Airlines
6h 32mSAN-PIA
9/11Wed
1 stopUnited Airlines
6h 48mPIA-SAN
$386

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Recent one-way flight deals

5/21Tue
1 stopSpirit Airlines
11h 34mSAN-STL
$39
6/5Wed
1 stopSpirit Airlines
13h 36mSAN-ORD
$45
5/23Thu
1 stopFrontier
6h 39mSAN-ORD
$56
5/22Wed
1 stopFrontier
7h 29mSAN-MDW
$56
6/19Wed
nonstopAmerican Airlines
4h 16mSAN-ORD
$185
6/1Sat
nonstopAmerican Airlines
4h 07mSAN-ORD
$196
5/30Thu
nonstopUnited Airlines
4h 11mSAN-ORD
$230
6/8Sat
1 stopDelta
8h 03mSAN-ORD
$235
8/13Tue
2 stopsUnited Airlines
13h 46mSAN-ORD
$249
5/22Wed
1 stopDelta
10h 16mSAN-ORD
$252

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Last minute flights from San Diego to Illinois

Last minute flight, train and bus deals

5/14Tue
multi-stop
14h 56mSAN-ORD
6/4Tue
multi-stop
11h 42mORD-SAN
$135
5/14Tue
multi-stopFrontier
14h 56mSAN-ORD
6/12Wed
multi-stopFrontier
12h 57mORD-SAN
$142
5/14Tue
nonstopAmerican Airlines
4h 10mSAN-ORD
6/12Wed
nonstopAmerican Airlines
4h 19mORD-SAN
$492
5/11Sat
nonstopUnited Airlines
4h 05mSAN-ORD
6/12Wed
multi-stopUnited Airlines
8h 14mORD-SAN
$497
5/14Tue
nonstopAmerican Airlines
4h 03mSAN-ORD
5/22Wed
multi-stopAmerican Airlines
10h 01mORD-SAN
$506
5/9Thu
multi-stopAlaska Airlines
6h 38mSAN-STL
5/10Fri
multi-stopAlaska Airlines
14h 04mSTL-SAN
$796
5/11Sat
multi-stopDelta
7h 05mSAN-MDW
5/14Tue
multi-stopDelta
15h 10mMDW-SAN
$849
5/9Thu
multi-stopAlaska Airlines
13h 17mSAN-STL
5/16Thu
multi-stopAlaska Airlines
13h 54mSTL-SAN
$915
5/9Thu
multi-stopUnited Airlines
7h 31mSAN-STL
5/13Mon
multi-stopUnited Airlines
11h 29mSTL-SAN
$1,058
5/10Fri
multi-stopDelta
9h 21mSAN-MDW
5/18Sat
multi-stopDelta
10h 33mMDW-SAN
$1,120

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San Diego - Illinois Flights

Departure:

San Diego (SAN)United States

Return flight deals:

Illinois - San Diego

Cabin classes:

$979
$1,028
$1,583
$283