Cheap Flights From O'Hare Intl. (ORD) To San Diego Intl. (SAN)

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Cheapest Flights from Chicago (ORD) to San Diego (SAN)

The cheapest flights to San Diego Intl. found within the past 7 days were CA $220 round trip and CA $111 one way. Prices and availability subject to change. Additional terms may apply.

Tue, Jan 20 - Sat, Jan 24
ORD
Chicago
SAN
San Diego
CA $220 Roundtrip, found 5 days ago
CA $220
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Tue, Jan 20 from Chicago to San Diego, returning Sat, Jan 24, priced at CA $220 found 5 days ago
Fri, Nov 14 - Wed, Nov 19
ORD
Chicago
SAN
San Diego
CA $239 Roundtrip, found 5 days ago
CA $239
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Fri, Nov 14 from Chicago to San Diego, returning Wed, Nov 19, priced at CA $239 found 5 days ago
Fri, Feb 6 - Mon, Feb 9
ORD
Chicago
SAN
San Diego
CA $248 Roundtrip, found 12 hours ago
CA $248
Roundtrip
found 12 hours ago
Select Alaska Airlines flight, departing Fri, Feb 6 from Chicago to San Diego, returning Mon, Feb 9, priced at CA $248 found 12 hours ago
Thu, Nov 27 - Mon, Dec 8
ORD
Chicago
SAN
San Diego
CA $252 Roundtrip, found 19 hours ago
CA $252
Roundtrip
found 19 hours ago
Select Alaska Airlines flight, departing Thu, Nov 27 from Chicago to San Diego, returning Mon, Dec 8, priced at CA $252 found 19 hours ago
Fri, Nov 14 - Wed, Nov 19
ORD
Chicago
SAN
San Diego
CA $253 Roundtrip, found 5 days ago
CA $253
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Fri, Nov 14 from Chicago to San Diego, returning Wed, Nov 19, priced at CA $253 found 5 days ago
Tue, Dec 16 - Mon, Dec 22
ORD
Chicago
SAN
San Diego
CA $307 Roundtrip, found 6 days ago
CA $307
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Tue, Dec 16 from Chicago to San Diego, returning Mon, Dec 22, priced at CA $307 found 6 days ago
Tue, Jan 20 - Sat, Jan 24
ORD
Chicago
SAN
San Diego
CA $337 Roundtrip, found 5 days ago
CA $337
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Tue, Jan 20 from Chicago to San Diego, returning Sat, Jan 24, priced at CA $337 found 5 days ago
Tue, Jan 20 - Sat, Jan 24
ORD
Chicago
SAN
San Diego
CA $364 Roundtrip, found 5 days ago
CA $364
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Tue, Jan 20 from Chicago to San Diego, returning Sat, Jan 24, priced at CA $364 found 5 days ago
Fri, Feb 6 - Mon, Feb 9
ORD
Chicago
SAN
San Diego
CA $378 Roundtrip, found 12 hours ago
CA $378
Roundtrip
found 12 hours ago
Select JetBlue Airways flight, departing Fri, Feb 6 from Chicago to San Diego, returning Mon, Feb 9, priced at CA $378 found 12 hours ago
Fri, Feb 6 - Mon, Feb 9
ORD
Chicago
SAN
San Diego
CA $387 Roundtrip, found 12 hours ago
CA $387
Roundtrip
found 12 hours ago
Select Alaska Airlines flight, departing Fri, Feb 6 from Chicago to San Diego, returning Mon, Feb 9, priced at CA $387 found 12 hours ago

Frequently asked questions

Are there direct flights from ORD to San Diego Intl. Airport (SAN)?
Your next unforgettable adventure is on the other side of a single flight. You can fly direct from O'Hare Intl. Airport (ORD) to San Diego Intl. Airport (SAN) with multiple airlines, including United Airlines and American Airlines.
What airlines fly from O'Hare Airport to San Diego Intl. Airport (SAN)?
You have a choice of a number of airlines that offer direct flights between Chicago and San Diego County. United Airlines (UA) is one of the most well-known. This carrier operates roughly 147 flights each month. You should also look into the deals on offer from American Airlines (AA). Another leading airline, it operates 104 flights monthly on the Chicago to San Diego County route. Compare the two to find your ideal fare.
What is the best day to buy a plane ticket?
Airfares offered on Friday tend to be the cheapest, according to flight demand on Travelocity.ca in 2021. Purchasing your airfares on a Thursday or Saturday can also provide better value, however our advice if you're looking to save money is to avoid booking on a Wednesday or Sunday. Our data shows that those two days have the highest ticket values on average, so keep this in mind if you're browsing flight deals.
What are the cheapest days to fly?
Frequent travellers may already know this, but earlier in the week is often the cheapest time to fly. Flights departing on a Monday are the cheapest of the week. Since flights towards the middle of the week tend to be more popular, this causes the prices to rise. This is why, on average, airfares booked on Travelocity.ca in 2021 were most expensive for Wednesday departures.
How far in advance can you book a flight?
Here's the deal: It is typically possible to start comparing international airfares on Travelocity.ca up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2-4 weeks prior to their travel dates.*According to flight demand on Travelocity.ca from January to December 2021. Savings are subject to change and may vary depending on selections made.

Popular Flight Routes from Chicago (ORD)

Travelers at ORD love to visit these top cities. Roam to the top destinations from Chicago (ORD) today with the cheap prices from Travelocity!

Popular Flight Routes from San Diego (SAN)

Travelers at SAN love to visit these top cities. Roam to the top destinations from San Diego(SAN) today with the cheap prices from Travelocity!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.