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 $231 round trip and CA $105 one way. Prices and availability subject to change. Additional terms may apply.

Fri, Nov 14 - Wed, Nov 19
ORD
Chicago
SAN
San Diego
CA $231 Roundtrip, found 5 days ago
CA $231
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 $231 found 5 days ago
Mon, Sep 29 - Fri, Oct 3
ORD
Chicago
SAN
San Diego
CA $234 Roundtrip, found 14 hours ago
CA $234
Roundtrip
found 14 hours ago
Select Spirit Airlines flight, departing Mon, Sep 29 from Chicago to San Diego, returning Fri, Oct 3, priced at CA $234 found 14 hours ago
Fri, Oct 17 - Tue, Oct 21
ORD
Chicago
SAN
San Diego
CA $243 Roundtrip, found 23 hours ago
CA $243
Roundtrip
found 23 hours ago
Select Alaska Airlines flight, departing Fri, Oct 17 from Chicago to San Diego, returning Tue, Oct 21, priced at CA $243 found 23 hours ago
Fri, Nov 14 - Wed, Nov 19
ORD
Chicago
SAN
San Diego
CA $245 Roundtrip, found 5 days ago
CA $245
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 $245 found 5 days ago
Fri, Oct 17 - Tue, Oct 21
ORD
Chicago
SAN
San Diego
CA $246 Roundtrip, found 23 hours ago
CA $246
Roundtrip
found 23 hours ago
Select Alaska Airlines flight, departing Fri, Oct 17 from Chicago to San Diego, returning Tue, Oct 21, priced at CA $246 found 23 hours ago
Mon, Sep 29 - Fri, Oct 3
ORD
Chicago
SAN
San Diego
CA $249 Roundtrip, found 14 hours ago
CA $249
Roundtrip
found 14 hours ago
Select Spirit Airlines flight, departing Mon, Sep 29 from Chicago to San Diego, returning Fri, Oct 3, priced at CA $249 found 14 hours ago
Mon, Oct 6 - Mon, Oct 13
ORD
Chicago
SAN
San Diego
CA $262 Roundtrip, found 5 days ago
CA $262
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Mon, Oct 6 from Chicago to San Diego, returning Mon, Oct 13, priced at CA $262 found 5 days ago
Mon, Oct 6 - Mon, Oct 13
ORD
Chicago
SAN
San Diego
CA $313 Roundtrip, found 5 days ago
CA $313
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Mon, Oct 6 from Chicago to San Diego, returning Mon, Oct 13, priced at CA $313 found 5 days ago
Mon, Sep 29 - Fri, Oct 3
ORD
Chicago
SAN
San Diego
CA $331 Roundtrip, found 14 hours ago
CA $331
Roundtrip
found 14 hours ago
Select Spirit Airlines flight, departing Mon, Sep 29 from Chicago to San Diego, returning Fri, Oct 3, priced at CA $331 found 14 hours ago
Mon, Sep 29 - Fri, Oct 3
ORD
Chicago
SAN
San Diego
CA $345 Roundtrip, found 14 hours ago
CA $345
Roundtrip
found 14 hours ago
Select Alaska Airlines flight, departing Mon, Sep 29 from Chicago to San Diego, returning Fri, Oct 3, priced at CA $345 found 14 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.
*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.