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CHI - SAN

$51 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 5/14. 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 5/25
Sat 6/1

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 45,119,101 times on KAYAK, and here is why:

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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
5:30 am - 5:15 pmMDW-SAN
13h 45m1 stop
8:21 pm - 5:50 amSAN-MDW
7h 29m1 stop
$89Frontier
Find Deal
Wed, May 15 - Sat, May 18
5:05 am - 2:12 pmMDW-SAN
11h 07m1 stop
8:04 am - 5:12 pmSAN-MDW
7h 08m1 stop
$90Frontier
Find Deal
Sat, May 18 - Tue, May 21
5:05 am - 2:12 pmMDW-SAN
11h 07m1 stop
8:04 am - 5:12 pmSAN-MDW
7h 08m1 stop
$92Frontier
Find Deal
Sat, May 18 - Tue, May 21
6:00 am - 2:46 pmMDW-SAN
10h 46m1 stop
8:04 am - 5:12 pmSAN-MDW
7h 08m1 stop
$100Frontier
Find Deal
Mon, May 20 - Tue, May 21
9:10 pm - 10:08 amMDW-SAN
14h 58m1 stop
8:04 am - 5:12 pmSAN-MDW
7h 08m1 stop
$101Frontier
Find Deal
Fri, May 17 - Tue, May 21
5:30 am - 8:15 pmMDW-SAN
16h 45m1 stop
8:34 am - 5:50 amSAN-MDW
19h 16m1 stop
$103Frontier
Find Deal
Tue, May 7 - Wed, May 15
9:36 am - 8:22 pmORD-SAN
12h 46m1 stop
8:21 pm - 5:00 amSAN-ORD
6h 39m1 stop
Wed, May 22 - Wed, May 29
7:00 am - 8:22 pmORD-SAN
15h 22m2 stops
7:45 am - 1:18 amSAN-ORD
15h 33m2 stops
$181Spirit Airlines
Find Deal
Wed, May 8 - Sat, May 11
7:52 pm - 9:14 amORD-SAN
15h 22m1 stop
8:59 am - 2:06 pmSAN-ORD
27h 07m1 stop
$182Spirit Airlines
Find Deal
Mon, May 13 - Mon, May 20
7:08 am - 7:10 amORD-SAN
26h 02m1 stop
7:45 am - 1:18 amSAN-ORD
15h 33m2 stops
$185Spirit Airlines
Find Deal
Wed, May 15 - Sat, May 18

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 $109 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 $216.

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 $297 on average. On the other hand, the most expensive months are June and March, where the average cost of tickets is $463 and $457 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 1 week before departure. For the absolute cheapest price, our data suggests you should book 79 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 ($89) and Spirit Airlines ($181). Frontier proposed the cheapest one-way flight at $51.

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), American Airlines (3 flights per day), and Southwest (2 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 3 airlines that fly nonstop from Chicago to San Diego. They are: American Airlines, Southwest and United Airlines. The cheapest price of all airlines flying this route was found with United Airlines at $218 for a one-way flight. On average, the best prices for this route can be found at American Airlines.

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

Each day, there are between 13 and 17 nonstop flights that take off from Chicago and land in San Diego, with an average flight time of 4h 21m. The most common departure time is 8:00 pm and most flights take off in the morning. Each week, there are 104 flights. The most frequent day of departure is Sunday, when 16% of all weekly flights depart. The fewest flights depart on a Wednesday.

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 6:25 am and will be landing in San Diego at 8:40 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 9:10 pm and lands at 11:29 pm.

Good to know

Low season

January

High season

March

Cheapest flight

$51
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 12% increase in price.
Flight from Chicago Midway 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 $51 for a one-way ticket and $89 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 Midway Airport.

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

    American Airlines, Alaska Airlines, Spirit Airlines, Delta, and PSA Airlines 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 $340 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 $197 or less one-way and $339 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, +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, +15 more

Aer Lingus, Air Canada, +16 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, +15 more

Aer Lingus, Air Canada, +16 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, +13 more

Aer Lingus, Air Canada, +14 more

Tuesday

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

Aer Lingus, Air Canada, +17 more

Wednesday

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

Aer Lingus, Air Canada, +16 more

Thursday

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

Aer Lingus, Air Canada, +15 more

Friday

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

Aer Lingus, Air Canada, +17 more

Saturday

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

Aer Lingus, Air Canada, +16 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 9110 reviews
8.6crew
7.9comfort
7.3food
8.2boarding
7.3entertainment
Airline reviews

the departure got delayed due to SJC situation, but it was a quite good waiting thanks to Alaska airline teams.

10.0 ExcellentJoonwon, Apr 2024SJC - SAN
Read more about Alaska Airlines reviews

the departure got delayed due to SJC situation, but it was a quite good waiting thanks to Alaska airline teams.

The flight attendant in the back of the plane was barely understood as she rushed through instructions to the point of being intelligible. She had a bored demeanor in her delivery.

Staff seemed genuinely nice, not just going through the motions.

The pretzels are awesome. The free movies are excellent. The plane crew was amazing. The Austin airport lounge was too small and overcrowded. There were not enough seats. And the boarding staff was not as friendly.

I like Alaska Air fine. Great crew. Late departure still arrived on time.

Excellent service and prices. I was not award of inflight entertainment.

They gave me a seat with extra leg room. But they didn't offer me anything to drink, just because it was an hour flight

I was happy with the flight. It was too short for food and beverage service. (no problem) We left SLO on time and arrived in San Diego on schedule.

Outside Sky cap would be helpful! No entertainment (TV screens)

flight was canceled and we were re routed all day. had a nice weekend planed in San Diego. Plans changed and we lost a day and spent the day flying.

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

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

The control panel for the seat back screen did not work at all after takeoff.

Plane was so old it had cigarette butt trays in the seat

Everything was good, hard to really comfortable on a flight that long.

Unfortunately our flight was delayed by 45 minutes due to Kate arriving aircraft. Once we stated everything was great.

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!

Flight was delayed at departure due to weather and the need for de-icing. The flight was smooth but there was a delay at arrival due to weather. We were in a hold for 20 minutes or more. The flight arrived more than 30 minutes late. Airlines have no control over the weather and I'm glad that they follow all safety procedures. Had to wait a long time for my checked luggage. Whole process was slow and the bags arrived wet due to the rain. The onboard wifi and entertainment access was spotty and the signal was dropped several times. Otherwise the crew was great and friendly. They tried to get everyone's bags stowed and seated so we could take off.

They charged me 212.00 for a heavy check in bag at the gate. The pricing and process was so confusing - as if it was designed to purposefully gouge customers who need to board plane. That experience combined with the outrageous price charged will prevent me from ever flying Spirit again. And I’ll be sure to tell the story to anyone who cares to hear.

The text told me it was changed to Terminal E and Gate D5. But with no one on site to ask questions there was confusion on where to go as all the gates were E's. Then we took the skyline to the D area. We left to get something to eat. No announcement was made but my daughter happened to asked and they told her our gate was moved to D12. I will not fly Spirit again.

The agent at the check in desk was absolutely rude. The rest of the team after that was good, but the check in process at LAS was miserable. The woman at the desk spoke like we were stupid and was rude throughout the process.

Its so random that they only allow 40 pounds on checked bags when all airlines take 55. They then charge you for each 10 extra pounds, so my checked suitcase was $130 and the flight $30 ... its like whattt, im for sure not traveling with Spirit again

The flight attendants were very personable, extremely friendly, and had a very good feeling of the energy around them not to mention they’re very funny and engaging. What made up for the discomfort of the seats and the fact that the plane sat for a long time on the Turmac. Not sure if the pilot was new, but the landing was very rough sort of like I was at a magic mountain theme park ride that was built in 1959

Flight was delayed 2+ hours missed a concert because of it…

So bad. The check in process was laborious and the check in agent didn't seem to know how to manage the process efficiently and was confused about how to check in my son's sports equipment. The baggage fees were outrageous and so expensive. $90 for a carry on bag? And $200 additional for 2 check ins. The security lines were insanely long and the terminal was not very nice in the Spirit area. $5 for a water on board. It was my first and last time flying Spirit - I tried to save $ by flying them due to the accommodating schedule but I should have paid for Southwest, because it would've actually ended up less expensive due to the free bags with Southwest. There were no charging ports on the airplane, no wifi and really uncomfortable seating. The flight crew were great though, courteous and efficient in their boarding. Flight was delayed 1 hour, but we made up 15 minutes in flight.

My experience was better than expected. What I did find not so great was the seats. Very little room, they did not recline and the tray table was the size of a post card. There was no food to try, just standard snacks that you had to pay for and I don’t know of any entertainment. I would fly again even though everything was an upcharge. Flight was on time with little disturbance

thy don't even ofer water we have to buy it for $4.49 and paid for our cary on bags $100 each we never will fly in this company again.

Super cool and laid back, three lovely ladies. Couldn’t ask for better service.

I purchased a carry on bag online…was supposed to cost $72 but after a whole slew of bs charges, the total was over $175.00. Because of these hidden charges, I will not even consider flying Frontier ever again. It’s just not worth the hassle. I’m scratching this company off my list forever.

Flight was OK. Seats were good no cell phone charges on the plane no TVs or entertainment.

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

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

The boarding time. I was in Section 1 the lady in charge just let people in section 3 without see us. Make a line , I have to step out and ask her. We were in the line and she just take my ticket and that’s it, so if I don’t ask her she could leave us at the end! We paid more for that privilege and. She doesn’t care….

Was just ok with over selling I guess. A lot of people in a short space and when we finally arrive i20 minutes, waiting to get out from the plain because we were waiting authorization for out boarding? Something like that.

See my previous comment which is mostly about our flight from Phoenix to SFO

They changed my flight and did not want to accommodate me or try to help me in any way. They do not care about their customers.

The check in at the airport was awful. Told I need to pay for a bag. The item was taken at screening. I went back to get my $ back and they gave me a coupon with a QR code that doesn’t work. Worst costumer service ever!!!!!

4 hour delay because they used our aircraft to fly a different segment (per the captain)

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.
5/14Tue
1 stopFrontier
10h 18mMDW-SAN
$51
5/22Wed
1 stopFrontier
28h 03mMDW-SAN
$53
6/3Mon
1 stopSpirit Airlines
18h 55mORD-SAN
$87
5/15Wed
2 stopsSpirit Airlines
33h 25mORD-SAN
$88
5/15Wed
nonstopUnited Airlines
4h 28mORD-SAN
$180
5/25Sat
nonstopAmerican Airlines
4h 13mORD-SAN
$191
6/3Mon
nonstopUnited Airlines
4h 19mORD-SAN
$200
6/3Mon
nonstopAmerican Airlines
4h 19mORD-SAN
$201
5/31Fri
1 stopAlaska Airlines
22h 30mORD-SAN
$386
6/2Sun
nonstopAlaska Airlines
4h 13mORD-SAN
$398

Search by stops

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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.
4/27Sat
multi-stopFrontier
11h 45mMDW-SAN
5/1Wed
multi-stopFrontier
12h 21mSAN-MDW
$172
4/27Sat
multi-stopFrontier
15h 06mORD-SAN
5/1Wed
multi-stopFrontier
28h 41mSAN-ORD
$172
4/30Tue
multi-stopSpirit Airlines
30h 52mORD-SAN
5/3Fri
multi-stopSpirit Airlines
19h 40mSAN-ORD
$289
4/30Tue
multi-stopSpirit Airlines
30h 52mORD-SAN
5/3Fri
multi-stopSpirit Airlines
23h 55mSAN-ORD
$300
4/27Sat
nonstopUnited Airlines
4h 29mORD-SAN
5/31Fri
nonstopUnited Airlines
4h 16mSAN-ORD
$484
4/27Sat
multi-stopAmerican Airlines
8h 36mORD-SAN
5/31Fri
nonstopAmerican Airlines
4h 03mSAN-ORD
$492
4/27Sat
nonstopAmerican Airlines
4h 25mORD-SAN
4/27Sat
nonstopAmerican Airlines
4h 07mSAN-ORD
$609
4/28Sun
multi-stopDelta
6h 38mORD-SAN
5/3Fri
multi-stopDelta
16h 58mSAN-ORD
$629
4/30Tue
multi-stopUnited Airlines
8h 22mORD-SAN
5/3Fri
nonstopUnited Airlines
4h 05mSAN-ORD
$634
4/27Sat
multi-stopDelta
6h 28mMDW-SAN
5/3Fri
multi-stopDelta
9h 50mSAN-MDW
$1,163

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Flights to San Diego

Destination:

San Diego (SAN)United States

Return flight deals:

San Diego - Chicago

Cabin classes:

$1,000
$872
$638
$188