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

CHI — SAN
May 17 — May 241

The best prices from Chicago to San Diego are usually found in August or July, booked 16 days in advance, depart on a Wednesday or Tuesday and return on a Wednesday

How to find the cheapest flight from Chicago to San Diego

All the information you need to plan the best CHI to SAN flight in 2022: compare Chicago to San Diego flight prices with the expected peak season, weather and rainfall in San Diego.

CHI - SAN

Price

$90 - $324

SAN

Temperature

57.2 - 71.6 °F

SAN

Rainfall

0 - 2.3 inches

Popular inDecemberHigh demand for flights, 33% potential price rise
Cheapest inAugustBest time to find cheap flights, 59% potential price drop
Average price$196Average for round-trip flights in May 2022
Round-trip from$90From Chicago (CHI) to San Diego

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 16 days in advance, which can save you up to 9% on flights from Chicago to San Diego compared to booking the week you need them. Waiting 16 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 $195. For sooner than that we have options available in the next 3 days from $224.

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

Our data shows that August tends to be the cheapest month to fly to San Diego from Chicago. Users have commonly found prices around $217 for the month, but tickets can be as low as $40. Due to multiple factors, prepare for potentially higher prices in December.

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 afternoon. If you’re flexible enough to do this you can expect to save up to 18% on your trip compared to booking a flight at noon.

Cheap flights from Chicago to San Diego in May, June 2022

The best prices found for CHI to SAN flights for May, June
May 11 - May 14
MDW

Chicago Midway

SAN

San Diego

1 stop

16h 46m
SAN

San Diego

MDW

Chicago Midway

1 stop

6h 11m
$256

Frontier

View Deal

Deal found 10/5/22

May 11 - May 18
MDW

Chicago Midway

SAN

San Diego

1 stop

16h 46m
SAN

San Diego

MDW

Chicago Midway

1 stop

14h 36m
$261

Frontier

View Deal

Deal found 10/5/22

May 14 - May 24
MDW

Chicago Midway

SAN

San Diego

1 stop

9h 44m
SAN

San Diego

MDW

Chicago Midway

1 stop

19h 53m
$262

Frontier

View Deal

Deal found 11/5/22

Chicago to San Diego 2022 flight deals

Cheap flights to San Diego from Chicago found for this year
Aug 24 - Aug 28
ORD

Chicago O'Hare Intl

SAN

San Diego

Nonstop

4h 21m
SAN

San Diego

ORD

Chicago O'Hare Intl

Nonstop

3h 58m
$220

Spirit Airlines

View Deal

Deal found 10/5/22

Aug 23 - Sep 7
ORD

Chicago O'Hare Intl

SAN

San Diego

Nonstop

4h 21m
SAN

San Diego

ORD

Chicago O'Hare Intl

Nonstop

3h 58m
$222

Spirit Airlines

View Deal

Deal found 10/5/22

Aug 16 - Aug 30
ORD

Chicago O'Hare Intl

SAN

San Diego

Nonstop

4h 21m
SAN

San Diego

ORD

Chicago O'Hare Intl

Nonstop

3h 58m
$235

Spirit Airlines

View Deal

Deal found 9/5/22

Cheap Spirit Airlines flights from Chicago to San Diego

Aug 24 - Aug 28
ORD

Chicago O'Hare Intl

SAN

San Diego

Nonstop

4h 21m
SAN

San Diego

ORD

Chicago O'Hare Intl

Nonstop

3h 58m
$220

Spirit Airlines

View Deal

Deal found 10/5/22

Aug 23 - Sep 7
ORD

Chicago O'Hare Intl

SAN

San Diego

Nonstop

4h 21m
SAN

San Diego

ORD

Chicago O'Hare Intl

Nonstop

3h 58m
$222

Spirit Airlines

View Deal

Deal found 10/5/22

Aug 16 - Aug 30
ORD

Chicago O'Hare Intl

SAN

San Diego

Nonstop

4h 21m
SAN

San Diego

ORD

Chicago O'Hare Intl

Nonstop

3h 58m
$235

Spirit Airlines

View Deal

Deal found 9/5/22

  • If you’re traveling from Chicago to San Diego, one of the more common airlines traveling that route is Spirit Airlines. Chicago to San Diego flights are typically 47% cheaper than other airlines traveling the same route. Flights from Spirit Airlines typically cost $464.95 RT. The cheapest Spirit Airlines flight found for this route was $195. When traveling from Chicago to San Diego on Spirit Airlines, the most popular airport to depart from is Chicago O'Hare Intl Airport and the most popular airport to arrive at is San Diego Airport. When flying from Chicago to San Diego, Spirit Airlines flights are 23% more popular than any other airline flying that same route.

Cheap Frontier flights from Chicago to San Diego

May 24 - May 31
MDW

Chicago Midway

SAN

San Diego

1 stop

29h 06m
SAN

San Diego

MDW

Chicago Midway

1 stop

14h 27m
$266

Frontier

View Deal

Deal found 10/5/22

Jun 8 - Jun 11
MDW

Chicago Midway

SAN

San Diego

1 stop

14h 58m
SAN

San Diego

MDW

Chicago Midway

1 stop

11h 33m
$273

Frontier

View Deal

Deal found 9/5/22

May 28 - May 31
MDW

Chicago Midway

SAN

San Diego

1 stop

9h 44m
SAN

San Diego

MDW

Chicago Midway

1 stop

12h 13m
$276

Frontier

View Deal

Deal found 9/5/22

  • One of the most popular airlines traveling from Chicago to San Diego is Frontier. Flights from Frontier traveling this route typically cost $368.68 RT. This price is typically 72% cheaper than other airlines that offer Chicago to San Diego flights. When booking this route, the cheapest RT price found was $109. 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 19% more popular than any other airline flying that same route.

Non-stop flights to San Diego from Chicago

Save time with Chicago to San Diego direct flight deals
Aug 24 - Aug 28
ORD

Chicago O'Hare Intl

SAN

San Diego

Nonstop

4h 21m
SAN

San Diego

ORD

Chicago O'Hare Intl

Nonstop

3h 58m
$220

Spirit Airlines

View Deal

Deal found 10/5/22

Aug 23 - Sep 7
ORD

Chicago O'Hare Intl

SAN

San Diego

Nonstop

4h 21m
SAN

San Diego

ORD

Chicago O'Hare Intl

Nonstop

3h 58m
$222

Spirit Airlines

View Deal

Deal found 10/5/22

Aug 16 - Aug 30
ORD

Chicago O'Hare Intl

SAN

San Diego

Nonstop

4h 21m
SAN

San Diego

ORD

Chicago O'Hare Intl

Nonstop

3h 58m
$235

Spirit Airlines

View Deal

Deal found 9/5/22

Last minute flights from Chicago to San Diego

Late deals on return flights to San Diego from Chicago, departing today and this week
May 21 - May 28
ORD

Chicago O'Hare Intl

SAN

San Diego

1 stop

14h 12m
SAN

San Diego

ORD

Chicago O'Hare Intl

1 stop

10h 23m
$280

Spirit Airlines

View Deal

Deal found 10/5/22

May 17 - May 18
MDW

Chicago Midway

SAN

San Diego

1 stop

15h 16m
SAN

San Diego

MDW

Chicago Midway

1 stop

14h 36m
$284

Multiple Airlines

View Deal

Deal found 9/5/22

May 17 - May 18
MDW

Chicago Midway

SAN

San Diego

1 stop

20h 13m
SAN

San Diego

MDW

Chicago Midway

1 stop

5h 53m
$310

Frontier

View Deal

Deal found 11/5/22

One-way flights to San Diego from Chicago

The cheapest one-way flights from Chicago to San Diego
Aug 23
ORD

Chicago O'Hare Intl

SAN

San Diego

Nonstop

4h 21m
$105

Spirit Airlines

View Deal

Deal found 11/5/22

Aug 17
ORD

Chicago O'Hare Intl

SAN

San Diego

Nonstop

4h 21m
$106

Spirit Airlines

View Deal

Deal found 10/5/22

Aug 27
ORD

Chicago O'Hare Intl

SAN

San Diego

Nonstop

4h 21m
$110

Spirit Airlines

View Deal

Deal found 10/5/22

Related info for your journey

Useful info, stats and facts about Chicago to San Diego flights.

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. 9 airlines have flights to San Diego from Chicago on a regular basis.

Which airlines flying from Chicago to San Diego have flexible cancellations due to COVID-19?

United Airlines, American Airlines, and Spirit Airlines are some of the carriers that may have flexible cancellation policies. You can use our site to filter for other airlines that may also have this kind of flexibility.

Can I find flights from Chicago to San Diego for under $300 on Cheapflights?

Yes, there are multiple flights from Chicago to San Diego for under $300. The cheapest flight booked recently is on Spirit Airlines for just $220, but on average you can expect to pay $252.

Are there nonstop flights from Chicago to San Diego for under $300 on Cheapflights?

Cheapflights has at least 20 direct flights from Chicago to San Diego under $300. A good price for a nonstop flight from Chicago to San Diego is less than $255.

Are there last-minute flights available from Chicago to San Diego for under $300?

There are currently 20+ open flights from Chicago to San Diego within the next 7 days for less than $300.

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

Days when nonstop flights are available for this flight are: Thursday, Friday, Saturday.

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

On average 8 flights depart from Chicago to San Diego per day.
Morning (6am - Noon) - 25% of flight departures
Afternoon (Noon - 6pm) - 75% of flight departures

How long is the flight from Chicago to San Diego?

For as low as $220, Spirit Airlines can have you in San Diego from Chicago in 4h 21m. Airlines will cover a distance of 1729 mi. Both multi-stop and nonstop flights can be found to your destination and back.

What are the cheapest airlines flying from Chicago to San Diego round-trip?

Cheapflights users have booked flights from Chicago to San Diego round-trip from $220. Another airline that can offer you cheap pricing is Frontier.

What are the cheapest airlines to fly from Chicago to San Diego one-way?

The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $105. However, be on the lookout for offers from Frontier and Sun Country Air, as they are both options that can get you from Chicago to San Diego for a low price.

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

Consider Major Airline, American Airlines or Alaska Airlines 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 Japan Airlines (92%), Qatar Airways (88%) or Finnair (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 $1,120, our data shows the cheapest flight currently is $156. When looking at the most popular route, (Chicago O'Hare Intl - San Diego), you can expect to pay $222 for that flight.

Alternative routes for Chicago to San Diego

See prices for flight routes from nearby airports that may be better suited for you.

Top 5 airlines flying from Chicago to San Diego

The chart below displays the airlines Cheapflights users traveling from Chicago to San Diego choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
Juneyao AirlinesCheapest$12Average$17FlexibilityNo cancel feeOn-time66%COVID-19 safety
Search Juneyao Airlines flights
Spirit AirlinesCheapest$54Average$196FlexibilityNo cancel feeOn-time65%COVID-19 safety
Search Spirit Airlines flights
FrontierCheapest$91Average$181FlexibilityNo cancel feeOn-time62%COVID-19 safety
Search Frontier flights
DeltaCheapest$108Average$388FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Delta flights
American AirlinesCheapest$108Average$331FlexibilityNo cancel feeOn-time71%COVID-19 safety
Search American Airlines flights

Hourly flight availability from Chicago to San Diego

See what time of day planes typically take off from Chicago to San Diego
5%of flight departuresEarly morningMidnight to 6 am
19%of flight departuresMorning6 am to noon
52%of flight departuresAfternoonNoon to 6 pm
24%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Chicago to San Diego

See how many times per day planes take to the skies headed from Chicago to San Diego
Sunday21daily flights
Monday30daily flights
Tuesday30daily flights
Wednesday30daily flights
Thursday29daily flights
Friday23daily flights
Saturday12daily flights