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CHI - SAN

$65 Find cheap flights from Chicago to San Diego

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to San Diego departing on 8/27. 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
Thu 7/11
Thu 7/18

Search hundreds of travel sites at once for deals on flights to San Diego

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to San Diego.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to San Diego.
In the last 7 days travelers have searched 44,212,782 times on KAYAK, and here is why:

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

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Cheap flight deals from Chicago to San Diego (CHI-SAN)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to San Diego 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 and deals for you by selecting your travel dates.
Choose your dates
5:54 am - 2:38 pmMDW-SAN
10h 44m1 stop
8:36 am - 9:13 pmSAN-MDW
10h 37m1 stop
$132Frontier
Find Deal
Tue, Aug 13 - Sat, Aug 17
10:08 pm - 7:38 amMDW-SAN
11h 30m1 stop
7:24 am - 11:52 amSAN-MDW
26h 28m1 stop
$138Frontier
Find Deal
Sat, Aug 24 - Sat, Aug 31
5:54 am - 2:38 pmMDW-SAN
10h 44m1 stop
9:14 pm - 10:42 amSAN-MDW
11h 28m1 stop
$139Frontier
Find Deal
Thu, Aug 15 - Sat, Aug 17
10:01 pm - 10:02 amORD-SAN
14h 01m1 stop
11:15 am - 1:17 amSAN-ORD
12h 02m1 stop
$183Spirit Airlines
Find Deal
Tue, Jun 25 - Sat, Jun 29
6:19 pm - 11:57 pmORD-SAN
7h 38m1 stop
11:15 am - 12:51 amSAN-ORD
11h 36m1 stop
$184Spirit Airlines
Find Deal
Thu, Jul 11 - Sat, Jul 13
7:24 am - 9:42 amORD-SAN
4h 18mnonstop
10:29 pm - 4:40 amSAN-ORD
4h 11mnonstop
$235United Airlines
Find Deal
Wed, Aug 7 - Mon, Aug 12
6:45 pm - 11:39 pmMDW-SAN
6h 54m1 stop
10:15 pm - 8:45 amSAN-MDW
8h 30m1 stop
$236Delta
Find Deal
Fri, Oct 18 - Mon, Oct 21
10:20 am - 6:13 pmORD-SAN
9h 53m1 stop
10:05 pm - 7:30 amSAN-ORD
7h 25m1 stop
$236Delta
Find Deal
Thu, Aug 8 - Sun, Aug 11
5:00 am - 8:33 amORD-SAN
5h 33m1 stop
1:16 pm - 7:32 pmSAN-ORD
4h 16mnonstop
$251American Airlines
Find Deal
Tue, Aug 6 - Fri, Aug 9
8:20 am - 10:38 amORD-SAN
4h 18mnonstop
10:45 pm - 5:00 amSAN-ORD
4h 15mnonstop
$306American Airlines
Find Deal
Sat, Aug 3 - Thu, Aug 8

Flights from Chicago to San Diego - Travel Insights & Trends

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

What is the cheapest Chicago to San Diego flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for one-way flights from Chicago to San Diego.
Our data shows that the cheapest route for a one-way flight from Chicago to San Diego cost $170 and was between Chicago O'Hare Intl Airport and San Diego. On average, the best prices are found if you fly from Chicago Midway Airport to San Diego. The average price for a return flight for this route is $346.

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

The average price of all flights from Chicago to San Diego clicked on KAYAK for each day over the last 12 months.
For Chicago to San Diego, Tuesday is the cheapest day to fly on average and Sunday is the most expensive. Flying from San Diego back to Chicago, the best deals are generally found on Wednesday, with Sunday being the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago to San Diego, 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 Chicago to San Diego is September, where tickets cost $300 on average. On the other hand, the most expensive months are March and June, where the average cost of tickets is $481 and $460 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago to San Diego, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Chicago to San Diego, you should book around 5 days before departure. For the absolute cheapest price, our data suggests you should book 7 days before departure.

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

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 72 hours, the best return deals on flights connecting Chicago to San Diego were found on Frontier ($132) and Spirit Airlines ($183). Spirit Airlines proposed the cheapest one-way flight at $65.

Which airlines fly most frequently between Chicago and San Diego?

Chicago and San Diego are connected by different airlines. The airlines that fly that route the most regularly are United Airlines (8 flights per day), Southwest (5 flights per day), and American Airlines (4 flights per day).

Which airlines fly non-stop between Chicago and San Diego?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Chicago to San Diego.
There are 4 airlines that fly nonstop from Chicago to San Diego. They are: American Airlines, Southwest, Spirit Airlines and United Airlines. The cheapest price of all airlines flying this route was found with Spirit Airlines at $124 for a one-way flight. On average, the best prices for this route can be found at Spirit Airlines.

How many flights are there between Chicago and San Diego per day?

Each day, there are between 15 and 22 nonstop flights that take off from Chicago and land in San Diego, with an average flight time of 4h 12m. The most common departure time is 7:00 am and most flights take off in the morning. Each week, there are 128 flights. The most frequent day of departure is Friday, when 17% of all weekly flights depart. The fewest flights depart on a Saturday.

Which cabin class options are there for flights between Chicago and San Diego?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There are 4 cabin class options for the route. These are First, Business, Economy and Prem Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

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

The average nonstop flight takes 4h 06m, covering a distance of 1,732 miles.

What’s the earliest departure time from Chicago to San Diego?

Early birds can take the earliest flight from Chicago at 5:10 am and will be landing in San Diego at 7:15 am.

What’s the latest departure time from Chicago to San Diego?

If you prefer to fly at night, the latest flight from Chicago to San Diego jets off at 9:22 pm and lands at 11:41 pm.

Good to know

Low season

January

High season

March

Cheapest flight

$65
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly with an average 20% increase in price.
Flight from Chicago O'Hare Airport to San Diego

When to book flights from Chicago to San Diego

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

  • Is there free Wi-Fi at O'Hare International Airport?

    Unlimited free Wi-Fi is available at the O'Hare International Airport throughout all terminals. If you want to access the Wi-Fi, enable wireless connection on your device and connect to “_Free_ORD _Wi-Fi” or “Boingo Hotspot.”

  • Are there nonstop flights from Chicago to San Diego?

    For flights from Chicago to San Diego, there are several airlines that serve this route, including American Airlines and United Airlines. Both offer nonstop flights from the O'Hare International Airport to the San Diego International Airport. You can also find flights by Frontier, which flies through Denver International Airport (DEN), but it could take longer, so book through KAYAK to compare routes and find the best option.

  • Where’s the chapel at O'Hare International Airport?

    The O'Hare International Airport offers a chapel, a peaceful space in the busy airport you can use for prayers, liturgies, and worship. It’s equipped with prayer books, worship materials, rosaries, rugs, and Juma ablution facilities. The facility is in Terminal 2 Mezzanine level above Delta Air ticket counters next to USO.

  • Are there lactation rooms at San Diego Airport?

    Mothers can access three lactation rooms found in each terminal post-security. In Terminal 1 West, you can find the lactation rooms on the second level. The rooms in Terminal 1 East are near the security checkpoint, while in Terminal 2 West, they’re on the second level. Each of these rooms is equipped with electrical outlets, artwork, a handwashing station, soft lighting, comfortable seating, and a children’s seat.

  • Are there hotels near the San Diego International Airport?

    There are no hotels within the airport. The closest near the airport is the Sheraton Hotel & Marina, located at a 10min walking distance or 3min if you’re using the free hotel shuttle. The Hampton Inn & Suites is located about a mile away, a 5min drive from the terminal. You can also book the TownPlace Suites by Marriott, located at a 5min driving distance from the airport.

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

    In the last 3 days, the lowest price for a flight from Chicago to San Diego was $65 for a one-way ticket and $132 for a round-trip.

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

    No, a passport isn't needed to fly from Chicago to San Diego. However, local authorities might ask for an official ID.

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

    Chicago has 2 major airports: Chicago Midway and Chicago O'Hare Intl. San Diego is the only airport in San Diego. You’ll usually find the cheapest deals if you fly from Chicago O'Hare Airport.

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

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

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

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

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

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

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

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

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

    The two airlines most popular with KAYAK users for flights from Chicago to San Diego are Alaska Airlines and Delta. With an average price for the route of $517 and an overall rating of 8.0, Alaska Airlines is the most popular choice. Delta is also a great choice for the route, with an average price of $338 and an overall rating of 8.0.

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

    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 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?

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

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

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

    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 San Diego from Chicago 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 a cheap flight from Chicago to San Diego

  • Looking for a cheap flight? 25% of our users found flights on this route for $200 or less one-way and $407 or less round-trip.
  • Located 14 miles from the Loop Business District, the O'Hare International Airport is the ideal airport if you’re traveling from Chicago to San Diego, California.
  • If you need shower facilities at the O'Hare International Airport, they’re available at Concourse C. You can also access the VIP lounge if you’re a VIP member and need these services.
  • For mothers with small children, the O'Hare International Airport offers a Mother’s Room to help mothers nurse, use a breast pump, and care for young children. The rooms are in each terminal.
  • The O'Hare International Airport offers free unlimited Wi-Fi. You can connect to the Wi-Fi by searching “_Free_ORD _Wi-Fi.” It comes with ads, but you can also use a premium high-speed option for a fee.
  • For flights from the O'Hare International Airport to San Diego, you can use the San Diego International Airport (SAN), located 3 miles from downtown San Diego.
  • When you arrive at San Diego International Airport, you can explore the dining options at Terminal 1, including Banker’s Hill Bar & Market. On Terminal 2, there are options like the Artisan Market and Starbucks at Gate 37.
  • To access cash, you can use ATMs throughout the San Diego International Airport. In Terminal 1, they’re past the checkpoint near Gate 1, in the lobby opposite the food court, near Gate 5, and near Gate 13. The ATMs are also available in Terminal 2.
  • There are courtesy phones at San Diego International Airport throughout the terminals, which offer complimentary local calls. For long-distance calls, you can purchase phone cards at most retail concessions.
See more tips

Prefer to fly non-stop from Chicago to San Diego?

Find which airlines fly direct from Chicago to San Diego, which days they fly and book direct flights.

Nonstop departures

Chicago to San Diego

Monday

Aer Lingus, Air Canada, Alaska Airlines, +15 more

Aer Lingus, Air Canada, +16 more

Tuesday

Aer Lingus, Air Canada, Alaska Airlines, +16 more

Aer Lingus, Air Canada, +17 more

Wednesday

Aer Lingus, Air Canada, Alaska Airlines, +14 more

Aer Lingus, Air Canada, +15 more

Thursday

Aer Lingus, Air Canada, Alaska Airlines, +16 more

Aer Lingus, Air Canada, +17 more

Friday

Aer Lingus, Air Canada, Alaska Airlines, +15 more

Aer Lingus, Air Canada, +16 more

Saturday

Aer Lingus, Air Canada, Alaska Airlines, +16 more

Aer Lingus, Air Canada, +17 more

Sunday

Aer Lingus, Air Canada, Alaska Airlines, +16 more

Aer Lingus, Air Canada, +17 more

See more direct flights

Nonstop returns

San Diego to Chicago

Monday

Aer Lingus, Air Canada, Alaska Airlines, +14 more

Aer Lingus, Air Canada, +15 more

Tuesday

Aer Lingus, Air Canada, Alaska Airlines, +16 more

Aer Lingus, Air Canada, +17 more

Wednesday

Aer Lingus, Air Canada, Alaska Airlines, +14 more

Aer Lingus, Air Canada, +15 more

Thursday

Aer Lingus, Air Canada, Alaska Airlines, +15 more

Aer Lingus, Air Canada, +16 more

Friday

Aer Lingus, Air Canada, Alaska Airlines, +16 more

Aer Lingus, Air Canada, +17 more

Saturday

Aer Lingus, Air Canada, Alaska Airlines, +16 more

Aer Lingus, Air Canada, +17 more

Sunday

Aer Lingus, Air Canada, Alaska Airlines, +16 more

Aer Lingus, Air Canada, +17 more

See more direct flights
See more direct flights

Top 5 airlines serving from Chicago to San Diego

 
See real verified KAYAK customer reviews for airlines flying from Chicago to San Diego. 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 Chicago to San Diego? 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
Alaska AirlinesOverall score based on 9267 reviews
7.3Entertainment
8.2Boarding
7.9Comfort
8.6Crew
7.3Food
Airline reviews

I had never flown Alaska Airlines before. I’ll definitely use them again. Seats were comfortable and roomier than expected.

10.0 ExcellentBernice, Jun 2024EWR - SAN
Read more about Alaska Airlines reviews

I had never flown Alaska Airlines before. I’ll definitely use them again. Seats were comfortable and roomier than expected.

I like the big picture of the Eskimo on the tail of the plane.

The crew was the best I’ve had the experience of flying with. A misbehaving child was making things difficult for me with bopping my tray table, taking my snack, and continually tapping or bumping me. The crew quietly and respectfully moved me to another seat, and thanked me for my patience. They couldn’t have been more kind. Their professionalism really stood out to me and I am more than happy to leave a great review for them!

I wasn't impressed with the entertainment selection, and the snack sizes were small. But the entire crew was professional and did a great job. For that I would fly Alaska again.

In economy, there was actually a decent amount of legroom and it was shocking to be in a bathroom that actually had a little bit of space! It was far more spacious than Most airlines are today. It was pleasant because of that.

Seats are uncomfortable but let room was adequate. The snack is pretty weak and the staff not particularly friendly.

Crew was outstanding. Flight was fine. Food was a joke! I didn't get the priority I paid for!! That pissed me off since I paid extra!!!

I liked the price of the 2 way tix. I hated having to pay $8.00 for Internet access. It should be free. Legroom and seats are very confining.

The one stewardess was rude about helping me put my bag in overhead….she said “ Is it heavy ?” (I am 73 yrs old)

The flight was late getting in, so many were stressed. The snacks for a LONG flight was not enough.

Connecting flights were poor,especially in Naples.our Lufthansa air bus was a joke.way too small for that long of a flight.no room at all.couldn’t even get out of the seats to move around or go to the bathrooms.we thought we were getting an actual air bus,double decker.i will never fly that long in a plane like that again.kind of misleading to call it an air bus.we actually had more room on our buses that we used.

Flighty delayed on boarding - then group 1 had to check their carry on bags but groups 3 and beyond could carry bags on - very inconvenient for weekend business trip with no checked baggage. Then delayed on the runway - before take off. No communication from pilot on why or how long. Wifi/Entertainment didn't work for 4+ flight. Upon arrival, attendants announced wrong carousel for baggage claim - everyone was waiting at the wrong place for their checked bags. This was a mess united!

There was no screens on board AND the WiFi didn’t work. My seat was broken and couldn’t recline so I couldn’t even sleep. The flight attendants didn’t offer anything to make it more comfortable. It was such an old cramped plane, when the person in front of me reclined I couldn’t even open my tray table. All the United ads talk about guaranteeing everyone gets a screen!

I’ve had a couple flights this week on United that were delayed by an hour or more

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

The flight experience was very good! Especially the United Club!

For a 22 minute flight all you expect is for it to be safe and comfortable

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

My husband and I pre-ordered our food, but they did not have my husband’s order, and my cheese plate was very average. I asked for a blanket and was told they don’t carry blankets on domestic routs. The flight was on time and smooth!

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

They attended to my needs as I couldn't walk and they provided a wheelchair for me.q

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

This time my flight was smooth and uneventful. They started boarding even earlier than it was scheduled. I was pleasantly surprised. Thank you!

Terrible leg room, seats don’t recline, delayed flight, and even water isn’t free onboard

Flight was good and clean but delayed over an hour on the return flight.

It was nice! There was a very unhappy child in front of us and the flight attendant did a great job calming the child. I was impressed.

The plane was not on time for boarding or departure or arrivals.

Flight expected to leave at 6:40 pm ended leaving at 8:00 am the following day. I slept in a cold airport. Never again Spirit for me…

This was the return leg of my journey with Spirit Airlines. Despite its reputation, I found no issues as it got me from point A to B safely and without delay, especially with no mechanical delays, which is fantastic in my book! The staff, from ground crew to cabin crew, were all pleasant and hassle-free. The flight was smooth from takeoff to landing. I have absolutely no complaints about this no-frills airline!

It was the worst ever, i will be filing a lawsuit to get a refund. Our flight was delayed 4 hours so we would miss our connecting flight, we were not rebooked to our destination the same day, we were not offered any options to get home on the same day despite being clear that we absolutely cannot get stranded at night due to family, we were forced to book our own flights on a different airline to get home, and spririt is refusing a refund because our flight wasn't cancelled, only delayed. oh yeah, and they lost our luggage on the first part of the trip and you cannot get a hold of customer service when anything goes wrong, on hold for 30+ minutes. and their app breaks so you can't use that either.

My flight was cancelled!!! I had to spend 200.00 on another flight!!

They stuck us with multiple extra fees. I will never fly spirit again

The guy with severe body odor sat next to me. For the whole duration of the flight it was a torture. The airline should have better policy on limiting people with bad body odor to board the flight. Passengers should not be the ones to endure bad odor for the whole duration of the flight. The airline should be e the one to ensure decent air quality for ever passenger.

Did not realize seats did not recline. Best to travel in an exit row... No question

I strongly dislike Frontier. I find them barebones, the seats not particularly comfortable, the nickel and diming is maddening, the app is TERRIBLE - super confusing to navigate, and the last 4 frontier flights I have flown have been on AVERAGE 2 hours late, one ruining a fancy night out in Vegas with reservations made well in advance, which was nodded to with a measly 5000 miles, which translates to almost nothing. At least credit a free checked bag or something.

8 hr delay. had to buy another ticket with another airline

Four and a half hour delay in total. What frustrates me most is the poor communication and disorganization.

I appreciated the upgrade to free cary-on bag and seat selection at no charge

FRONTIER SUCKS! The agent downstairs tricked me into booking, just to get to the gate. At the gate, they told me they couldn't help. I then called Customer Service. They and the gate attendants kept blaming each other. Neither side was willing to help the customer.

The agent at check-in was strident, unwelcoming, and condescending to customers ahead of me.

Flight was delay 9hrs and nothing was provided at airport, had to go and get a room to sleep in, paid for Uber back and fort with no offers until we landed back home a 1hr later for a $75 voucher for a future flight.

It was delayed 9 hours for operational reasons, despite the plane arriving to the airport on time.

9hrs delay and didn’t provided anything until after flight landed $75 voucher for fiuture travel no meals or anything.

Book cheap flights from Chicago to San Diego

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to San Diego found on KAYAK in the last 72 hours.
8/27Tue
1 stopSpirit Airlines
12h 57mORD-SAN
$65
9/10Tue
1 stopFrontier
7h 29mORD-SAN
$67
9/10Tue
1 stopFrontier
7h 29mORD-SAN
$68
9/5Thu
1 stopUnited Airlines
6h 13mORD-SAN
$78
8/8Thu
nonstopUnited Airlines
4h 18mORD-SAN
$118
9/7Sat
nonstopAmerican Airlines
4h 14mORD-SAN
$171
9/10Tue
nonstopAmerican Airlines
4h 23mORD-SAN
$184
12/2Mon
1 stopDelta
6h 54mMDW-SAN
$235
6/25Tue
1 stopAlaska Airlines
10h 09mORD-SAN
$266
8/27Tue
2 stopsDelta
15h 00mMDW-SAN
$312

Search by stops

Search by airline

Search by price

Last minute flights from Chicago to San Diego

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to San Diego that are departing in the next 10 days.
6/13Thu
multi-stopFrontier
19h 55mORD-SAN
6/26Wed
multi-stopFrontier
8h 40mSAN-ORD
$172
6/16Sun
multi-stopFrontier
28h 01mMDW-SAN
6/24Mon
multi-stopFrontier
7h 05mSAN-MDW
$183
6/16Sun
multi-stop
27h 06mORD-SAN
6/28Fri
multi-stop
9h 15mSAN-ORD
$218
6/15Sat
multi-stop
13h 10mORD-SAN
6/29Sat
multi-stop
12h 02mSAN-ORD
$225
6/13Thu
multi-stopSpirit Airlines
18h 03mORD-SAN
6/26Wed
multi-stopSpirit Airlines
6h 48mSAN-ORD
$326
6/15Sat
multi-stopSpirit Airlines
24h 59mORD-SAN
6/16Sun
multi-stopSpirit Airlines
11h 58mSAN-ORD
$340
6/12Wed
multi-stopDelta
10h 17mMDW-SAN
6/18Tue
multi-stopDelta
7h 16mSAN-MDW
$1,267
6/12Wed
multi-stopDelta
7h 04mMDW-SAN
6/15Sat
multi-stopDelta
12h 18mSAN-MDW
$1,297
6/16Sun
multi-stopWestJet
28h 49mMDW-SAN
6/24Mon
multi-stopWestJet
23h 09mSAN-MDW
$2,167
6/16Sun
multi-stopWestJet
28h 49mMDW-SAN
6/26Wed
multi-stopWestJet
23h 09mSAN-MDW
$3,010

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Flights to San Diego

Destination:

San Diego (SAN)United States

Return flight deals:

San Diego - Chicago

Cabin classes:

$924
$951
$718
$346