Flights from Chicago to San Diego

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Cheap Chicago - San Diego flight offers

Find cheap flight tickets and last-minute flight deals from Chicago to San Diego

Southwest Airlines
Tue, 10/27 (CHI) Chicago -> (SAN) San Diego
Direct
Southwest Airlines
Fri, 10/30 (SAN) San Diego -> (CHI) Chicago
Direct
Price found 2 days ago
from $75
Southwest Airlines
Thu, 12/03 (CHI) Chicago -> (SAN) San Diego
Direct
Southwest Airlines
Thu, 12/10 (SAN) San Diego -> (CHI) Chicago
Direct
Price found 2 days ago
from $75
Southwest Airlines
Sun, 12/20 (CHI) Chicago -> (SAN) San Diego
Direct
Southwest Airlines
Wed, 01/06 (SAN) San Diego -> (CHI) Chicago
Direct
Price found 2 days ago
from $86
Alaska Airlines
Sun, 10/11 (CHI) Chicago -> (SAN) San Diego
Direct
Alaska Airlines
Tue, 10/20 (SAN) San Diego -> (CHI) Chicago
Direct
Price found 3 days ago
from $116
Alaska Airlines
Fri, 03/12 (CHI) Chicago -> (SAN) San Diego
Direct
Alaska Airlines
Fri, 03/19 (SAN) San Diego -> (CHI) Chicago
Direct
Price found 9 days ago
from $205
Southwest Airlines
Fri, 01/29 (CHI) Chicago -> (SAN) San Diego
Direct
Southwest Airlines
Sun, 01/31 (SAN) San Diego -> (CHI) Chicago
Direct
Price found 10 days ago
from $252
DELTA
Tue, 10/27 (CHI) Chicago -> (SAN) San Diego
Direct
Price found Yesterday
from $64
Alaska Airlines
Mon, 10/12 (CHI) Chicago -> (SAN) San Diego
Direct
Price found 12 days ago
from $67
United
Fri, 10/16 (CHI) Chicago -> (SAN) San Diego
Direct
Price found 13 days ago
from $76
United
Mon, 10/26 (CHI) Chicago -> (SAN) San Diego
Direct
Price found 3 days ago
from $122
Southwest Airlines
Tue, 10/27 (CHI) Chicago -> (SAN) San Diego
Direct
Southwest Airlines
Fri, 10/30 (SAN) San Diego -> (CHI) Chicago
Direct
Price found 2 days ago
from $75
Southwest Airlines
Thu, 12/03 (CHI) Chicago -> (SAN) San Diego
Direct
Southwest Airlines
Thu, 12/10 (SAN) San Diego -> (CHI) Chicago
Direct
Price found 2 days ago
from $75
Southwest Airlines
Sun, 12/20 (CHI) Chicago -> (SAN) San Diego
Direct
Southwest Airlines
Wed, 01/06 (SAN) San Diego -> (CHI) Chicago
Direct
Price found 2 days ago
from $86
Alaska Airlines
Sun, 10/11 (CHI) Chicago -> (SAN) San Diego
Direct
Alaska Airlines
Tue, 10/20 (SAN) San Diego -> (CHI) Chicago
Direct
Price found 3 days ago
from $116
Alaska Airlines
Fri, 03/12 (CHI) Chicago -> (SAN) San Diego
Direct
Alaska Airlines
Fri, 03/19 (SAN) San Diego -> (CHI) Chicago
Direct
Price found 9 days ago
from $205
Southwest Airlines
Fri, 01/29 (CHI) Chicago -> (SAN) San Diego
Direct
Southwest Airlines
Sun, 01/31 (SAN) San Diego -> (CHI) Chicago
Direct
Price found 10 days ago
from $252

Info about flights from Chicago to San Diego

Some useful info about flights from Chicago to San Diego to help you plan your next trip

Best price last 15 days $67
Average flight duration 4h 17m
Cheapest month November
Average number of flights per week 10
First flight time 00:35
Last flight time 23:49

When is it best to fly from Chicago to San Diego

Find out what is the best time of year to fly from Chicago to San Diego

Oct $101
Nov $69
Dec $156
Jan $101
Feb $79
Mar $199
Apr $108
May $95
Jun $182
Jul $130
Aug $177
Sep $108
Most expensive month March
Average price $199
Cheapest month November
Average price $69
How do we get the info you see here? Please note that we offer an online comparison service and that all information and prices regarding services and/or products available on our website are provided by our third-party partners. We do our best to show you up-to-date information, but please note that we are not responsible for the completeness or accuracy of the information published, so please check all conditions carefully on the website of the partner before making a booking. Please check our Terms and Conditions for more details. Read more

Top airlines on the route Chicago - San Diego

Airlines providing flights to San Diego from Chicago

American Airlines
American Airlines
Alaska Airlines
Alaska Airlines
DELTA
DELTA
Frontier Airlines
Frontier Airlines
United
United

Get your cheap flights from Chicago to San Diego in a few seconds with JETCOST

Blessed with a sunny climate most of the year, California has vineyards, great scenery and lovely beaches to visit. There's a wealth of sports and activities to enjoy here, and the food is also wonderful, healthy and high quality, but for some other ideas read on:

  • Visit the 'USS Midway,' and check out Naval life.
  • 'Balboa Park' has a zoo and lots of other attractions to visit.
  • Try 'Coronado Beach' for great surf and sports.
  • 'Gaslamp Quarter' is a series of lovely Victorian buildings, renovated into shops, bars and restaurants.
  • 'La Jolla Beach' is great for sun worship and just relaxing.
There's also the wonderful countryside of California a nearby to enjoy, and lots of folks tour around to see the sights. This is made easier by an easy going attitude and lots of flexible, high standard accommodation, and it's child's play to find a hotels in San Diego wherever you want to be. This is also a great destination for all the family, as the beaches are safe, clean and there's plenty to do. There's also great Mexican food here, so with lots of flights from Chicago to San Diego available, this is an easy holiday choice for half term break too. Flights to San Francisco

All Chicago to San Diego flights arrive into San Diego International Airport and there are all the usual transport options from here onto a variety of local destinations. However, for freedom and a chance to explore at your own pace, rent a car in San Diego and you'll see so much more.
Frequently Asked Questions

Frequently asked questions about flights from Chicago to San Diego.

How much does an airline ticket from Chicago to San Diego cost?

The lowest price recorded in the last 15 days for a flight from Chicago to San Diego is $67.

How far is Chicago from San Diego?

Chicago is about 1729 mi from San Diego.

What are the airports in San Diego?

San Diego has another airport: McClellan-Palomar.

What are the airports in Chicago?

Chicago has 3 airports: Midway, O'Hare, Rockford.

What are the most popular cities in United States?

The most popular cities in United States according to our users' searches are: Atlanta, Los Angeles, Miami, New York City, Orlando.

When should I book a flight from Chicago to San Diego?

The best time to book a flight from Chicago to San Diego is 1 month in advance, while the worst time is 2 weeks in advance.

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

The cheapest month to fly from Chicago to San Diego is November.

What is the most expensive month to fly from Chicago to San Diego?

The most expensive month to fly from Chicago to San Diego is March.

What is the best day of the week to fly from Chicago to San Diego?

For flights from Chicago to San Diego Tuesday is on average the cheapest day to fly, while Monday is the most expensive day to fly.