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Cheap flights from Chicago (CHI) to San Diego (SAN) from $46

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight 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.
CHI — SAN
May 2 — May 91
From?
To?
Thu 5/2
Thu 5/9
1 adult, Economy
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The best prices from Chicago to San Diego are usually found in September or October, booked 79 days in advance, depart on a Tuesday or Wednesday and return on a Wednesday

Cheap flight deals from Chicago to San Diego

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to San Diego (SAN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated April 27, 2024.

Popular in

June

Cheapest in

September

Round-trip from

$288

One-way from

$46
High demand for flights, 12% potential price rise
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Best time to find cheap flights, 27% potential price drop
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From Chicago (CHI) to San Diego
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One-way flight from Chicago (CHI) to San Diego
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What is the cheapest day to fly round-trip from Chicago to San Diego?

Flights from Chicago to San Diego are found to be more expensive on Saturday. This shouldn't discourage you from searching as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to San Diego.

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

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 12 days in advance, which can save you up to 51% on flights from Chicago to San Diego compared to booking the week you need them. Waiting 12 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $352. For sooner than that we have options available in the next 3 days from $725.

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

Our data shows that September tends to be the cheapest month to fly to San Diego from Chicago. Users have commonly found prices around $408 for the month, but tickets can be as low as $150. Due to multiple factors, prepare for potentially higher prices in June.

When is the cheapest time to fly from Chicago to San Diego (CHI - SAN)?

A simple way to save on the total cost of your ticket is to fly from Chicago to San Diego in the evening. If you’re flexible enough to do this you can expect to save up to 8% on your trip compared to booking a flight at noon.

Cheap Frontier flights from Chicago to San Diego

Explore cheap flight options specifically provided by Frontier for the route between Chicago and San Diego. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,068,117 searches. Data last updated April 27, 2024.
Take a peek at the cheapest Frontier flights we've detected traveling from Chicago to San Diego. Deals update often to give you more flight options matching your criteria
Sat 5/1810:33 pmMDW - SAN
1 stop12h 25mFrontier
Tue 5/218:54 amSAN - MDW
1 stop9h 01mFrontier
Deal found 4/26$90
Sat 5/1810:33 pmMDW - SAN
1 stop12h 25mFrontier
Sun 5/196:19 pmSAN - MDW
1 stop9h 31mFrontier
Deal found 4/26$100
Fri 5/179:10 pmMDW - SAN
1 stop14h 58mFrontier
Tue 5/218:04 amSAN - MDW
1 stop7h 08mFrontier
Deal found 4/26$109
Fri 5/179:10 pmMDW - SAN
1 stop24h 11mFrontier
Sun 5/1911:38 amSAN - MDW
1 stop16h 12mFrontier
Deal found 4/26$112
Fri 5/179:10 pmMDW - SAN
1 stop14h 58mFrontier
Sun 5/196:19 pmSAN - MDW
1 stop9h 31mFrontier
Deal found 4/26$115
Sat 5/1810:01 pmMDW - SAN
1 stop11h 03mFrontier
Tue 5/218:04 amSAN - MDW
1 stop7h 08mFrontier
Deal found 4/26$116
Tue 5/1410:55 pmMDW - SAN
1 stop11h 29mFrontier
Wed 5/159:32 pmSAN - MDW
1 stop6h 18mFrontier
Deal found 4/26$118
Fri 5/179:10 pmMDW - SAN
1 stop14h 58mFrontier
Sun 5/196:19 pmSAN - MDW
1 stop9h 31mFrontier
Deal found 4/26$119
Tue 5/1410:55 pmMDW - SAN
1 stop11h 29mFrontier
Tue 5/218:54 amSAN - MDW
1 stop9h 01mFrontier
Deal found 4/26$120

  • One of the most popular airlines traveling from Chicago to San Diego is Frontier. Flights from Frontier traveling this route typically cost $471.70 RT. This price is typically 19% cheaper than other airlines that offer Chicago to San Diego flights. When booking this route, the cheapest RT price found was $255. Chicago O'Hare Intl Airport is the most common Chicago airport to take off from when flying to San Diego. San Diego Airport is the most popular arrival airport in San Diego. When flying from Chicago to San Diego, Frontier flights are 11% more popular than any other airline flying that same route.

Cheap Delta flights from Chicago to San Diego

Explore cheap flight options specifically provided by Delta for the route between Chicago and San Diego. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,068,117 searches. Data last updated April 27, 2024.
Browse through some of the cheapest Delta flights traveling from Chicago to San Diego. Deals frequently update to provide users with more options.
Wed 5/292:15 pmMDW - SAN
1 stop8h 02mDelta
Sat 6/112:51 pmSAN - MDW
1 stop7h 10mDelta
Deal found 4/26$383
Sat 10/192:05 pmMDW - SAN
1 stop8h 57mDelta
Sun 10/2710:15 pmSAN - MDW
1 stop8h 30mDelta
Deal found 4/26$439
Thu 6/61:21 pmMDW - SAN
1 stop6h 54mDelta
Sat 8/317:20 pmSAN - MDW
2 stops11h 24mDelta
Deal found 4/26$545
Thu 8/2910:11 amMDW - SAN
1 stop9h 43mDelta
Sun 9/17:20 pmSAN - MDW
2 stops11h 17mDelta
Deal found 4/26$571
Sat 5/49:30 amMDW - SAN
1 stop6h 54mDelta
Tue 5/76:10 pmSAN - MDW
2 stops12h 37mDelta
Deal found 4/25$773
Mon 5/65:05 pmMDW - SAN
2 stops8h 53mDelta
Wed 5/810:20 pmSAN - MDW
1 stop8h 46mDelta
Deal found 4/26$1,276
Mon 5/65:05 pmMDW - SAN
2 stops8h 53mDelta
Wed 5/810:20 pmSAN - MDW
1 stop8h 46mDelta
Deal found 4/26$1,286
Wed 5/16:30 amMDW - SAN
1 stop8h 21mDelta
Thu 5/29:50 pmSAN - MDW
2 stops8h 59mDelta
Deal found 4/25$1,373
Mon 5/65:05 pmMDW - SAN
2 stops8h 53mDelta
Mon 5/1312:51 pmSAN - MDW
1 stop7h 10mDelta
Deal found 4/25$1,415

  • One of the most popular airlines traveling from Chicago to San Diego is Delta. Flights from Delta traveling this route typically cost $440.80 RT. This price is typically 87% cheaper than other airlines that offer Chicago to San Diego flights. When booking this route, the cheapest RT price found was $218. Chicago O'Hare Intl Airport is the most common Chicago airport to take off from when flying to San Diego. San Diego Airport is the most popular arrival airport in San Diego. When flying from Chicago to San Diego, Delta flights are 3% more popular than any other airline flying that same route.

Cheap Chicago to San Diego flights in April & May 2024

Find cheap flight options from Chicago to San Diego specifically for the months of April and May 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,068,117 searches. Prices were last updated on April 27, 2024.
Check out some of the best flight deals from Chicago to San Diego in 2024. If these deals don't appeal to you, be sure to come back soon for more options.
Mon 5/65:30 amMDW - SAN
1 stop16h 06mFrontier
Wed 5/86:15 pmSAN - MDW
1 stop25h 48mFrontier
Deal found 4/26$177
Wed 5/87:08 amORD - SAN
1 stop26h 02mMultiple Airlines
Sun 5/128:23 amSAN - ORD
1 stop14h 33mMultiple Airlines
Deal found 4/26$177
Mon 5/65:30 amMDW - SAN
1 stop27h 30mFrontier
Mon 5/139:23 amSAN - MDW
1 stop24h 15mFrontier
Deal found 4/25$178
Fri 5/36:27 pmORD - SAN
1 stop16h 05mMultiple Airlines
Tue 5/78:00 pmSAN - ORD
1 stop8h 30mMultiple Airlines
Deal found 4/26$178
Mon 5/65:30 amMDW - SAN
1 stop9h 29mFrontier
Tue 5/710:05 pmSAN - MDW
1 stop11h 31mFrontier
Deal found 4/25$179
Sun 5/121:13 pmORD - SAN
1 stop27h 40mMultiple Airlines
Thu 5/1611:08 amSAN - ORD
1 stop8h 15mMultiple Airlines
Deal found 4/26$179
Sun 5/2610:49 pmMDW - SAN
1 stop10h 15mFrontier
Sun 6/26:34 pmSAN - MDW
1 stop9h 16mFrontier
Deal found 4/26$180
Fri 5/36:27 pmORD - SAN
1 stop16h 05mFrontier
Tue 5/78:00 amSAN - ORD
1 stop14h 56mFrontier
Deal found 4/26$180
Mon 5/69:25 pmORD - SAN
3 stops28h 23mSpirit Airlines
Wed 5/88:41 amSAN - ORD
2 stops12h 48mSpirit Airlines
Deal found 4/26$181

Chicago to San Diego 2024 flight deals

Discover exclusive flight deals for travel between Chicago and San Diego in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,068,117 searches. Data last updated April 27, 2024.
Check out some of the best flight deals from Chicago to San Diego in 2024. If these deals don't appeal to you, be sure to come back soon for more options.
Tue 5/147:08 amORD - SAN
1 stop26h 43mSpirit Airlines
Tue 5/218:41 amSAN - ORD
1 stop12h 48mSpirit Airlines
Deal found 4/26$88
Tue 5/147:00 amORD - SAN
2 stops28h 14mSpirit Airlines
Tue 5/218:41 amSAN - ORD
1 stop12h 48mSpirit Airlines
Deal found 4/26$95
Wed 5/82:56 pmORD - SAN
2 stops20h 18mSpirit Airlines
Sat 5/1112:15 pmSAN - ORD
1 stop10h 17mSpirit Airlines
Deal found 4/26$101
Wed 5/87:08 amORD - SAN
1 stop26h 02mSpirit Airlines
Sat 5/1112:15 pmSAN - ORD
1 stop10h 17mSpirit Airlines
Deal found 4/26$108
Tue 5/145:00 amORD - SAN
3 stops30h 14mSpirit Airlines
Tue 5/218:41 amSAN - ORD
1 stop12h 48mSpirit Airlines
Deal found 4/26$109
Sat 5/181:13 pmORD - SAN
1 stop8h 04mSpirit Airlines
Wed 5/298:41 amSAN - ORD
1 stop12h 48mSpirit Airlines
Deal found 4/26$112
Tue 5/147:08 amORD - SAN
1 stop26h 43mSpirit Airlines
Mon 5/208:59 amSAN - ORD
1 stop27h 07mSpirit Airlines
Deal found 4/26$113
Tue 5/77:03 amORD - SAN
2 stops18h 45mSpirit Airlines
Tue 5/148:41 amSAN - ORD
1 stop12h 48mSpirit Airlines
Deal found 4/26$115
Tue 5/712:10 pmORD - SAN
1 stop21h 41mSpirit Airlines
Tue 5/148:41 amSAN - ORD
1 stop12h 48mSpirit Airlines
Deal found 4/26$119

Non-stop flights to San Diego from Chicago

Discover non-stop flight options from Chicago to San Diego. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 3,068,117 searches. Data last updated April 27, 2024.
Consider booking one of these non-stop flights heading from Chicago to San Diego. Users can also choose from other Chicago to San Diego flights by using the search form above.
Thu 5/308:55 pmORD - SAN
Nonstop4h 19mAmerican Airlines
Tue 6/410:57 pmSAN - ORD
Nonstop4h 03mAmerican Airlines
Deal found 4/26$359
Mon 7/16:39 pmORD - SAN
Nonstop4h 27mAmerican Airlines
Tue 7/1611:19 amSAN - ORD
Nonstop4h 14mAmerican Airlines
Deal found 4/26$361
Sat 5/258:17 amORD - SAN
Nonstop4h 26mAmerican Airlines
Wed 5/2911:35 amSAN - ORD
Nonstop4h 10mAmerican Airlines
Deal found 4/26$370
Thu 8/84:50 pmORD - SAN
Nonstop4h 08mAmerican Airlines
Tue 8/131:19 pmSAN - ORD
Nonstop4h 16mAmerican Airlines
Deal found 4/26$379
Tue 9/244:50 pmORD - SAN
Nonstop4h 08mAmerican Airlines
Thu 9/2611:31 amSAN - ORD
Nonstop4h 14mAmerican Airlines
Deal found 4/26$380
Sat 5/188:17 amORD - SAN
Nonstop4h 26mAmerican Airlines
Sat 6/111:35 amSAN - ORD
Nonstop4h 10mAmerican Airlines
Deal found 4/26$381
Tue 5/145:05 pmORD - SAN
Nonstop4h 13mAmerican Airlines
Tue 5/2110:57 pmSAN - ORD
Nonstop4h 07mAmerican Airlines
Deal found 4/26$387
Sat 5/188:55 pmORD - SAN
Nonstop4h 19mAmerican Airlines
Mon 5/2010:57 pmSAN - ORD
Nonstop4h 03mAmerican Airlines
Deal found 4/26$390
Mon 9/234:50 pmORD - SAN
Nonstop4h 08mAmerican Airlines
Sat 9/286:23 amSAN - ORD
Nonstop4h 17mAmerican Airlines
Deal found 4/26$391

Chicago to San Diego flights leaving soon

Find last-minute flight options from Chicago to San Diego for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 3,068,117 searches. Data last updated April 27, 2024.
Book one of these great deals on flights from Chicago to San Diego. To prevent any unwanted surprises, users should verify their flight info before booking.
Mon 5/65:30 amMDW - SAN
1 stop16h 06mFrontier
Wed 5/86:15 pmSAN - MDW
1 stop25h 48mFrontier
Deal found 4/26$177
Mon 5/65:30 amMDW - SAN
1 stop27h 30mFrontier
Mon 5/139:23 amSAN - MDW
1 stop24h 15mFrontier
Deal found 4/25$178
Fri 5/36:27 pmORD - SAN
1 stop16h 05mMultiple Airlines
Tue 5/78:00 pmSAN - ORD
1 stop8h 30mMultiple Airlines
Deal found 4/26$178
Mon 5/65:30 amMDW - SAN
1 stop9h 29mFrontier
Tue 5/710:05 pmSAN - MDW
1 stop11h 31mFrontier
Deal found 4/25$179
Sat 5/46:27 pmORD - SAN
1 stop15h 06mFrontier
Sun 5/1210:15 pmSAN - ORD
1 stop11h 19mFrontier
Deal found 4/26$179
Mon 5/69:55 pmMDW - SAN
1 stop13h 17mFrontier
Wed 5/86:15 pmSAN - MDW
1 stop12h 21mFrontier
Deal found 4/26$180
Fri 5/36:27 pmORD - SAN
1 stop16h 05mFrontier
Tue 5/78:00 amSAN - ORD
1 stop14h 56mFrontier
Deal found 4/26$180
Mon 5/69:25 pmORD - SAN
3 stops28h 23mSpirit Airlines
Wed 5/88:41 amSAN - ORD
2 stops12h 48mSpirit Airlines
Deal found 4/26$181
Mon 5/67:52 pmORD - SAN
1 stop25h 07mSpirit Airlines
Wed 5/811:13 amSAN - ORD
1 stop8h 42mSpirit Airlines
Deal found 4/26$182

One-way flights to San Diego from Chicago

Search for one-way flight options from Chicago to San Diego. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 3,068,117 searches. Data last updated April 27, 2024.
Some of the best available deals we've found on one-way flights from Chicago to San Diego. Users needing a return flight from Chicago to San Diego should utilize the search form above.
Tue 5/147:08 amORD - SAN
1 stop26h 43mSpirit Airlines
Deal found 4/25$46
Tue 5/712:10 pmORD - SAN
1 stop21h 41mSpirit Airlines
Deal found 4/25$48
Tue 6/47:00 amORD - SAN
2 stops18h 53mSpirit Airlines
Deal found 4/26$54
Tue 5/712:10 pmORD - SAN
2 stops13h 38mSpirit Airlines
Deal found 4/25$60
Tue 5/1410:55 pmMDW - SAN
1 stop11h 29mFrontier
Deal found 4/25$65
Fri 5/179:10 pmMDW - SAN
1 stop14h 58mFrontier
Deal found 4/26$66
Wed 5/297:08 amORD - SAN
1 stop26h 02mSpirit Airlines
Deal found 4/26$66
Sat 5/1110:30 amMDW - SAN
1 stop11h 45mFrontier
Deal found 4/25$69
Sat 5/116:27 pmORD - SAN
1 stop15h 06mFrontier
Deal found 4/25$69

Find flights from Chicago to San Diego within your budget

Customize your flight search to find flights from Chicago to San Diego that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 3,068,117 searches. Data last updated April 27, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$90 - $182

Route

Depart

Return

Price

Chicago MidwaySan Diego

MDW - SAN

MDWSAN

Chicago Midway

Sat 5/18

1 stop12h 25m

San Diego

Tue 5/21

1 stop9h 01m

$90

Chicago MidwaySan Diego

MDW - SAN

MDWSAN

Chicago Midway

Sat 5/18

1 stop12h 25m

San Diego

Sun 5/19

1 stop9h 31m

$100

Chicago MidwaySan Diego

MDW - SAN

MDWSAN

Chicago Midway

Fri 5/17

1 stop14h 58m

San Diego

Tue 5/21

1 stop7h 08m

$109

Chicago MidwaySan Diego

MDW - SAN

MDWSAN

Chicago Midway

Fri 5/17

1 stop24h 11m

San Diego

Sun 5/19

1 stop16h 12m

$112

Chicago MidwaySan Diego

MDW - SAN

MDWSAN

Chicago Midway

Fri 5/17

1 stop14h 58m

San Diego

Sun 5/19

1 stop9h 31m

$115

Chicago MidwaySan Diego

MDW - SAN

MDWSAN

Chicago Midway

Sat 5/18

1 stop11h 03m

San Diego

Tue 5/21

1 stop7h 08m

$116

Chicago O'Hare IntlSan Diego

ORD - SAN

ORDSAN

Chicago O'Hare Intl

Fri 5/3

1 stop16h 05m

San Diego

Tue 5/7

1 stop8h 30m

$178

Chicago O'Hare IntlSan Diego

ORD - SAN

ORDSAN

Chicago O'Hare Intl

Mon 5/6

3 stops28h 23m

San Diego

Wed 5/8

2 stops12h 48m

$181

Chicago O'Hare IntlSan Diego

ORD - SAN

ORDSAN

Chicago O'Hare Intl

Mon 5/6

1 stop25h 07m

San Diego

Wed 5/8

1 stop8h 42m

$182

Flights are sorted by cheapest first

Deals found on 4/26

When is the best time to book a flight from Chicago to San Diego?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to San Diego. Price data was last updated on January 28, 2024.
Booking 79 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to San Diego. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Search Deals

When is the cheapest time to fly from Chicago to San Diego?

Use this chart to determine the cheapest time to fly round-trip from Chicago to San Diego. Price data was last updated on April 21, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Chicago to San Diego flight should consider departing on Tuesday at noon when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Average price of flights to San Diego by month

Plan your trip from Chicago to San Diego by taking into account the cheapest months to travel. The average price of a one-way flight from Chicago to San Diego is currently $60 while a round-trip flight costs $131. Price data was last updated on April 21, 2024.

Currently, October is the cheapest month in which you can book a flight from Chicago to San Diego (average of $288). Flying from Chicago to San Diego in June is currently the most expensive (average of $364). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

January

$292

February

$297

March

$339

April

$303

May

$308

June

$364

July

$363

August

$312

September

$299

October

$288

November

$334

December

$306

Temperature and rainfall in San Diego by month

Plan your trip to San Diego by taking into account the average temperature and rainfall totals by month.

SAN

Temperature

57.2 - 71.6 °F

Reviews of airlines servicing San Diego

Get insights into the airlines that provide service to San Diego. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to San Diego. Reviews last updated April 27, 2024.
Get a feel of what it's like to fly with Frontier, Delta and Spirit Airlines from Chicago to San Diego by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.2
Very good
6,165 reviews
Check prices

Crew

8.7

Boarding

8.3

Food

7.4

Comfort

8.1

Overall

8.2

Entertainment

7.8

Reviews

1 / 10

The flight attendant on the flight was extremely unprofessional and obnoxious. He treated the entire plane as if we were on a seventh grade camping trip. He thought he was funny but was actually rude to us while we were on the ground waiting to continue to our final stop. It was like being stuck with a bad comedian for four solid hours. We flew from Chicago to Long Beach to Reno over 5 hours and they did not have any food other then graham crackers. Because of being delayed no one had time to get food in the airport between flights. Terrible experience and Southwest should look into this crew member.

Southwest
8.2
Very good
6,165 reviews
Southwest
8.2
Very good
6,165 reviews
Check prices

Crew

8.7

Boarding

8.3

Food

7.4

Comfort

8.1

Overall

8.2

Entertainment

7.8

Reviews

1 / 10

The flight attendant on the flight was extremely unprofessional and obnoxious. He treated the entire plane as if we were on a seventh grade camping trip. He thought he was funny but was actually rude to us while we were on the ground waiting to continue to our final stop. It was like being stuck with a bad comedian for four solid hours. We flew from Chicago to Long Beach to Reno over 5 hours and they did not have any food other then graham crackers. Because of being delayed no one had time to get food in the airport between flights. Terrible experience and Southwest should look into this crew member.

Delta
8.1
Very good
10,966 reviews
Southwest
8.2
Very good
6,165 reviews
Check prices

Crew

8.7

Boarding

8.3

Food

7.4

Comfort

8.1

Overall

8.2

Entertainment

7.8

Reviews

1 / 10

The flight attendant on the flight was extremely unprofessional and obnoxious. He treated the entire plane as if we were on a seventh grade camping trip. He thought he was funny but was actually rude to us while we were on the ground waiting to continue to our final stop. It was like being stuck with a bad comedian for four solid hours. We flew from Chicago to Long Beach to Reno over 5 hours and they did not have any food other then graham crackers. Because of being delayed no one had time to get food in the airport between flights. Terrible experience and Southwest should look into this crew member.

WestJet
7.5
Good
2,981 reviews
Southwest
8.2
Very good
6,165 reviews
Check prices

Crew

8.7

Boarding

8.3

Food

7.4

Comfort

8.1

Overall

8.2

Entertainment

7.8

Reviews

1 / 10

The flight attendant on the flight was extremely unprofessional and obnoxious. He treated the entire plane as if we were on a seventh grade camping trip. He thought he was funny but was actually rude to us while we were on the ground waiting to continue to our final stop. It was like being stuck with a bad comedian for four solid hours. We flew from Chicago to Long Beach to Reno over 5 hours and they did not have any food other then graham crackers. Because of being delayed no one had time to get food in the airport between flights. Terrible experience and Southwest should look into this crew member.

United Airlines
7.4
Good
11,228 reviews
Southwest
8.2
Very good
6,165 reviews
Check prices

Crew

8.7

Boarding

8.3

Food

7.4

Comfort

8.1

Overall

8.2

Entertainment

7.8

Reviews

1 / 10

The flight attendant on the flight was extremely unprofessional and obnoxious. He treated the entire plane as if we were on a seventh grade camping trip. He thought he was funny but was actually rude to us while we were on the ground waiting to continue to our final stop. It was like being stuck with a bad comedian for four solid hours. We flew from Chicago to Long Beach to Reno over 5 hours and they did not have any food other then graham crackers. Because of being delayed no one had time to get food in the airport between flights. Terrible experience and Southwest should look into this crew member.

American Airlines
7.3
Good
14,889 reviews
Southwest
8.2
Very good
6,165 reviews
Check prices

Crew

8.7

Boarding

8.3

Food

7.4

Comfort

8.1

Overall

8.2

Entertainment

7.8

Reviews

1 / 10

The flight attendant on the flight was extremely unprofessional and obnoxious. He treated the entire plane as if we were on a seventh grade camping trip. He thought he was funny but was actually rude to us while we were on the ground waiting to continue to our final stop. It was like being stuck with a bad comedian for four solid hours. We flew from Chicago to Long Beach to Reno over 5 hours and they did not have any food other then graham crackers. Because of being delayed no one had time to get food in the airport between flights. Terrible experience and Southwest should look into this crew member.

Related info for your journey

Find useful and relevant information for your journey from Chicago to San Diego. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to San Diego from Chicago?

    For a flight from Chicago to San Diego, you will be flying into San Diego. San Diego (SAN) is just 2.6 mi from the center of the city. San Diego is the only San Diego airport and it handles 25 inbound flights from Chicago per day. 6 airlines have flights to San Diego from Chicago on a regular basis.

  • Can I find flights from Chicago to San Diego for under $100 on Cheapflights?

    Yes, there are multiple flights from Chicago to San Diego for under $100. The cheapest flight booked recently is on Frontier for just $90, but on average you can expect to pay $122.

  • Are there nonstop flights from Chicago to San Diego for under $400 on Cheapflights?

    Cheapflights has at least 20 direct flights from Chicago to San Diego under $400. A good price for a nonstop flight from Chicago to San Diego is less than $395.

  • Are there last-minute flights available from Chicago to San Diego for under $200?

    There are currently 20+ open flights from Chicago to San Diego within the next 7 days for less than $200.

  • What days are nonstop flights available from Chicago to San Diego?

    Days when nonstop flights are available for this flight are: Sunday, Tuesday, Thursday.

  • How many flights depart from Chicago to San Diego on average per day?

    On average 10 flights depart from Chicago to San Diego per day.
    Morning (6am - Noon) - 20% of flight departures
    Afternoon (Noon - 6pm) - 40% of flight departures
    Evening (6pm - Midnight) - 40% of flight departures

  • How long is the flight from Chicago to San Diego?

    For as low as $90, Frontier can have you in San Diego from Chicago in 12h 25m. Airlines will cover a distance of 1729 mi.

  • What is the cheapest airline to fly from Chicago to San Diego round-trip?

    Cheapflights users have booked flights from Chicago to San Diego round-trip from $90. Users have found that Frontier is 77% cheaper than the other options available to this destination.

  • What are the most popular airlines that fly from Chicago to San Diego?

    Consider American Airlines, Alaska Airlines or Delta when booking your flight. These represent the most popular airlines when flying from Chicago to San Diego.

  • What are the most reliable airlines from Chicago to San Diego?

    No one likes to see their flight delayed. When booking a flight from Chicago to San Diego consider choosing SWISS (94%), Japan Airlines (94%) or Emirates (87%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Chicago to San Diego?

    While on average a flight from Chicago to San Diego is generally $742, our data shows the cheapest flight currently is $109. When looking at the most popular route, (Chicago O'Hare Intl - San Diego), you can expect to pay $88 for that flight.

  • What does ORD to SAN mean?

    ORD stands for Chicago O'Hare Intl Airport, while SAN stands for San Diego Airport. These codes are often called IATA codes, a set of identifiers established by IATA (International Air Transport Association) that is widely used by airlines and the aviation industry. This flight route has multiple associated airports, so we think it might be helpful to learn the name and codes of them as well. They are Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD).

  • Where are the most common layover locations when flying from Chicago to San Diego?

    Chicago to San Diego flights have a layover in Phoenix most often.

  • What are some popular things to do or see while on a layover in Phoenix?

    If you're on a layover in Phoenix and looking for things to do, consider visiting Chase Field, Desert Ridge Marketplace, or Orpheum Theater. Chase Field, Desert Ridge Marketplace and Orpheum Theater are located about 4.0 mi, 16.7 mi, and 4.6 mi, respectively from Phoenix Sky Harbor Intl if you are interested in checking them out. Those looking to explore during their layover in Phoenix can rent a car from Phoenix Sky Harbor Intl for about $60 per day.

  • Where are the least popular layover locations for Chicago to San Diego flights?

    Chicago to San Diego flights have a layover in Las Vegas least often.

  • Can I find deals for flights from Chicago to San Diego that include extra baggage allowance?

    The amount of baggage you can bring on your Chicago to San Diego flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Chicago to San Diego with specific airlines?

    Yes, Cheapflights allows you to browse and filter Chicago to San Diego flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Chicago to San Diego that include hotel bookings?

    Yes. In addition to deals on Chicago to San Diego flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to San Diego?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to San Diego.

  • Can I find deals for business class flights from Chicago to San Diego?

    Yes. Cheapflights offers flight deals from Chicago to San Diego by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Chicago to San Diego that allow pets onboard?

    Many airlines flying from Chicago to San Diego offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Chicago to San Diego?

    Yes, you can often find last-minute deals on Chicago to San Diego flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Chicago to San Diego flight deals updated?

    The Chicago to San Diego flight deals you see on this page were last updated on 4/26.

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Fly from Chicago to San Diego on these airlines
Choose from the following airlines for your flight from Chicago to San Diego. Flights are based on user searches made on Cheapflights and were last updated on April 27, 2024.

United Airlines flights from Chicago to San Diego
American Airlines flights from Chicago to San Diego
Spirit Airlines flights from Chicago to San Diego

Top 6 airlines flying from Chicago to San Diego

Discover the top 6 airlines that operate flights from Chicago to San Diego. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 3,068,117 searches. Data last updated April 27, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$104Average$207FlexibilityNo cancel feeOn-time62%
Search Frontier flights
DeltaCheapest$118Average$374FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
Spirit AirlinesCheapest$125Average$241FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
United AirlinesCheapest$218Average$441FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapest$232Average$440FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Alaska AirlinesCheapest$255Average$472FlexibilityNo cancel feeOn-time75%
Search Alaska Airlines flights
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Search flights from Chicago to San Diego by cabin class

Find flights from Chicago to San Diego, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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Hourly flight availability from Chicago to San Diego

Find hourly flight availability from Chicago to San Diego. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 27, 2024.
3%of flight departuresEarly morningMidnight to 6 am
20%of flight departuresMorning6 am to noon
48%of flight departuresAfternoonNoon to 6 pm
29%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Chicago to San Diego

Explore weekly flight availability from Chicago to San Diego. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated April 27, 2024.
Sunday20daily flights
Monday34daily flights
Tuesday24daily flights
Wednesday21daily flights
Thursday27daily flights
Friday32daily flights
Saturday21daily flights

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Fly with Cheapflights

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How does Cheapflights help users find flights from Chicago to San Diego?

Deals for Chicago to San Diego flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Chicago to San Diego?

Millions of users choose and trust Cheapflights to book the best flight deals from Chicago to San Diego for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Chicago to San Diego with no change fees?

Yes, we can. To see specific flights from Chicago to San Diego with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Chicago to San Diego become cheaper?

Not ready to book yet? You can track prices for flights from Chicago to San Diego on Cheapflights with our Price Alert feature and get notified when better prices are available.

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