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

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Find The Best Dates To Fly

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

The cheapest flights to San Diego Intl. found within the past 7 days were CA $320 round trip and CA $151 one way. Prices and availability subject to change. Additional terms may apply.

Sat, May 9 - Tue, May 12
ORD
Chicago
SAN
San Diego
CA $320 Roundtrip, found 3 days ago
CA $320
Roundtrip
found 3 days ago
Select Alaska Airlines flight, departing Sat, May 9 from Chicago to San Diego, returning Tue, May 12, priced at CA $320 found 3 days ago
Thu, May 7 - Wed, May 13
ORD
Chicago
SAN
San Diego
CA $332 Roundtrip, found 3 days ago
CA $332
Roundtrip
found 3 days ago
Select Alaska Airlines flight, departing Thu, May 7 from Chicago to San Diego, returning Wed, May 13, priced at CA $332 found 3 days ago
Thu, May 7 - Wed, May 13
ORD
Chicago
SAN
San Diego
CA $337 Roundtrip, found 3 days ago
CA $337
Roundtrip
found 3 days ago
Select Alaska Airlines flight, departing Thu, May 7 from Chicago to San Diego, returning Wed, May 13, priced at CA $337 found 3 days ago
Sat, Apr 25 - Tue, Apr 28
ORD
Chicago
SAN
San Diego
CA $350 Roundtrip, found 6 hours ago
CA $350
Roundtrip
found 6 hours ago
Select Alaska Airlines flight, departing Sat, Apr 25 from Chicago to San Diego, returning Tue, Apr 28, priced at CA $350 found 6 hours ago
Sun, Apr 26 - Mon, May 4
ORD
Chicago
SAN
San Diego
CA $365 Roundtrip, found 3 days ago
CA $365
Roundtrip
found 3 days ago
Select Alaska Airlines flight, departing Sun, Apr 26 from Chicago to San Diego, returning Mon, May 4, priced at CA $365 found 3 days ago
Tue, May 5 - Sun, May 10
ORD
Chicago
SAN
San Diego
CA $376 Roundtrip, found 4 days ago
CA $376
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Tue, May 5 from Chicago to San Diego, returning Sun, May 10, priced at CA $376 found 4 days ago
Sat, Apr 25 - Tue, Apr 28
ORD
Chicago
SAN
San Diego
CA $377 Roundtrip, found 6 hours ago
CA $377
Roundtrip
found 6 hours ago
Select Alaska Airlines flight, departing Sat, Apr 25 from Chicago to San Diego, returning Tue, Apr 28, priced at CA $377 found 6 hours ago
Sat, Apr 18 - Mon, Apr 20
ORD
Chicago
SAN
San Diego
CA $378 Roundtrip, found 14 hours ago
CA $378
Roundtrip
found 14 hours ago
Select Alaska Airlines flight, departing Sat, Apr 18 from Chicago to San Diego, returning Mon, Apr 20, priced at CA $378 found 14 hours ago
Thu, Apr 16 - Tue, Apr 21
ORD
Chicago
SAN
San Diego
CA $382 Roundtrip, found 4 days ago
CA $382
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Thu, Apr 16 from Chicago to San Diego, returning Tue, Apr 21, priced at CA $382 found 4 days ago
Thu, Apr 16 - Tue, Apr 21
ORD
Chicago
SAN
San Diego
CA $393 Roundtrip, found 4 days ago
CA $393
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Thu, Apr 16 from Chicago to San Diego, returning Tue, Apr 21, priced at CA $393 found 4 days 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.

Explore More Ways to Travel with 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.