Cheap flight deals from Chicago to San Diego

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

Round-trip
One way

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

Flight Info | Chicago to San Diego

Cheapest one-way flight price	Rp 860,152
Cheapest round-trip ticket price	Rp 2,255,611
Off-season for travel	March
Peak season for travel	June
Flight distance	2,786.63 km
Average flight time	4 hours 34 minutes
Popular airline	American Airlines

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

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

Cheapest flights

From price

4 11
11 18
18 25
Jun

25 1
1 8
8 15
15 22
22 29
Jul

29 6
6 13
13 20
20 27

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

Frequently Asked Questions

When are flight tickets from Chicago (CHI) to San Diego (SAN) the cheapest?

Airlines adjust prices for flights from Chicago to San Diego based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.
How much do flights from Chicago (CHI) to San Diego (SAN) cost?

According to Trip.com's data, the lowest price is around Rp 5,895,244.
How long does it take to fly from Chicago (CHI) to San Diego (SAN) and what is the distance?

It takes around 4 hours 34 minutes to fly from Chicago (CHI) to San Diego (SAN).
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): United Airlines, Alaska Airlines, Qatar Airways, Aer Lingus, American Airlines, Royal Jordanian, Air Canada, British Airways, Gulf Air and Lufthansa.

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.

Be flexible with your travel dates to get the cheapest Chicago to San Diego ticket.

Tap "Date" in the flight search bar to browse the calendar and find airfare from Chicago to San Diego for the next six months in 2025. If you're looking to fly within the next three months, the lowest fare is Rp 1301666 for a one-way ticket on Sat, Jul 5.

Compare cheap Chicago to San Diego flight deals from hundreds of airlines.

Our powerful search system compares prices from over 500 airlines. So you can find the cheapest flights from Chicago to San Diego. The most affordable airline currently operating on this route is Frontier Airlines.

Set up a Price Alert to track fare drops.

Set up a Price Alert for your Chicago to San Diego route to track ticket prices effortlessly—no need to check manually every day.

Don't miss out on cheap Chicago to San Diego flight deals and promo codes.

Stay updated on the latest deals with Trip.com Deals and Promo Codes for cheap flights. Sign up for a free membership to unlock even more exclusive flight discounts.

Book early or wait unitl the last minute to fine the best fares.

It's always better to book early! Airlines typically release their lowest fares about a year before departure, so check as soon as flights become available. If you miss that window, you may still find great deals closer to your travel date.

Search for flights on the go.

For the best booking experience on the go, download Trip.com and search for cheap flights from Chicago to San Diego to access exclusive deals just for you.