S$ 48 Cheap Flights from Chicago to San Diego (CHI-SAN)

Cheap Flights from Chicago to San Diego

Hotels in San Diego

Worldwide Coverage

Flights to over 5,000 cities

One-stop Service Guarantee

Price guaranteed upon confirmed payment, booking guaranteed once tickets issued

Secure Payment

Convenient & reliable booking and payment system

Cheap Flights from Chicago to San Diego starting at CNY 48

We've found these cheap flights for you. You can book one-way or return flight tickets.

One way
Round-trip

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Cheapest time to fly from Chicago to San Diego

We monitor flight fares to help you find the best deals effortlessly

Displayed prices are calculated based on the lowest average weekly prices of the corresponding route on Trip.com.

Cheapest Airlines flying from Chicago to San Diego

Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Spirit Airlines

From S$ 48

Frontier Airlines

From S$ 70

American Airlines

From S$ 120

Alaska Airlines

From S$ 142

Southwest Airlines

From S$ 157

Sun Country Airlines

From S$ 266

Jetblue Airways

From S$ 303

United Airlines

From S$ 317

Delta Air Lines

From S$ 424

ANA airlines

Find more flights and airlines

Alternative Routes from Chicago to San Diego

Searching for potential routes that might be cheaper and faster? Check out these alternative flights from Chicago to San Diego.

Cheapest
ORD
22:52
12h 22m
1 transfer
SAN
09:14
O'Hare International Airport - San Diego International Airport
Tue, May 21Spirit Airlines
S$ 48
MDW
14:45
8h 40m
1 transfer
SAN
21:25
Midway International Airport - San Diego International Airport
Tue, May 21Frontier Airlines
S$ 61
MDW
14:45
8h 40m
1 transfer
SAN
21:25
Midway International Airport - San Diego International Airport
Tue, May 21Frontier Airlines
S$ 61
Find More Flights

Frequently Asked Questions

When to buy flight tickets from Chicago (CHI) to San Diego (SAN) the cheapest?
Airlines adjust prices for flights from Chicago to San Diego based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.
How much is a flight from Chicago (CHI) to San Diego (SAN) cost?
According to Trip.com's data, the lowest price is around S$ 417.
How long is a flight from Chicago (CHI) to San Diego (SAN)?
It takes about 4 hours 37 minutes to fly from Chicago (CHI) to San Diego (SAN).
What is the transportation method from the main airport to downtown in San Diego?
- The distance from San Diego International Airport to downtown is about 3km, by taxi about 20 minutes.
What are the most popular airlines that fly from Chicago (CHI) to San Diego (SAN)?
Airlines with flights from Chicago (CHI) to San Diego (SAN): Emirates, United Airlines, Alaska Airlines, Gulf Air, Finnair, American Airlines, Southwest Airlines, Qatar Airways and Aer Lingus.
What's the most popular airline for direct flights from Chicago (CHI) to San Diego (SAN)?
American Airlines operates 1 direct flights from Chicago (CHI) to San Diego (SAN).
How many airports in San Diego?
There are 7 airports near San Diego: San Diego International Airport, McClellan-Palomar Airport, San Diego Montgomery Field, Miramar Naval Air Station, North Island Naval Air Station, San Diego Brown Municipal Airport and San Diego Gillespie Field.

How to find a cheap flight from Chicago to San Diego

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Chicago to San Diego. Book your flights at the right time and save more.

Book Early

Once prices are gone, they're gone. Lock in deals while you can!

Compare Flight Prices

Compare prices on travel agency and airline websites.

Look Out for Deals

Check airline and travel agency websites for latest flight deals

Check One-way Fares

Buying two cheap one-way flights can sometimes be a better deal than a round-trip.

Try Different Dates

Flying during the week, early in the morning, or late at night can help save money.

Use the Trip.com App

Save up to £10 per person when booking your flights on Trip.com

Find cheapest flight ticket from Chicago to San Diego

Cheapest direct flight price	S$ 47
Cheapest return ticket price	S$ 198
Cheapest month	May
Peak season for travel	July
Flight distance	2,786.63km
Average flight time	4 hours 37 minutes
Popular airline	American Airlines