$69 Cheap Alaska Airlines flights Chicago (ORD) to San Diego (SAN)

View $69 flight on Sat, Jan 17, 2026Opens in a new window

$69 Cheap Alaska Airlines flights Chicago (ORD) to San Diego (SAN)

Prices were available within the past 7 days and start at $69 for one-way flights and $144 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Alaska Airlines
Sat, Dec 13 - Sat, Jan 10
ORD
Chicago
SAN
San Diego
$144 Roundtrip, just found
$144
Roundtrip
just found
Select Alaska Airlines flight, departing Sat, Dec 13 from Chicago to San Diego, returning Sat, Jan 10, priced at $144 just found
Alaska Airlines
Wed, Dec 17 - Thu, Dec 25
ORD
Chicago
SAN
San Diego
$145 Roundtrip, found 1 hour ago
$145
Roundtrip
found 1 hour ago
Select Alaska Airlines flight, departing Wed, Dec 17 from Chicago to San Diego, returning Thu, Dec 25, priced at $145 found 1 hour ago
Alaska Airlines
Thu, Mar 5 - Sat, Mar 7
ORD
Chicago
SAN
San Diego
$147 Roundtrip, just found
$147
Roundtrip
just found
Select Alaska Airlines flight, departing Thu, Mar 5 from Chicago to San Diego, returning Sat, Mar 7, priced at $147 just found
Alaska Airlines
Sun, Jan 18 - Fri, Jan 23
ORD
Chicago
SAN
San Diego
$165 Roundtrip, found 1 hour ago
$165
Roundtrip
found 1 hour ago
Select Alaska Airlines flight, departing Sun, Jan 18 from Chicago to San Diego, returning Fri, Jan 23, priced at $165 found 1 hour ago
Alaska Airlines
Sat, Jan 17 - Tue, Jan 20
ORD
Chicago
SAN
San Diego
$177 Roundtrip, just found
$177
Roundtrip
just found
Select Alaska Airlines flight, departing Sat, Jan 17 from Chicago to San Diego, returning Tue, Jan 20, priced at $177 just found

Frequently asked questions

How much is an Alaska Airlines flight from O'Hare Intl. Airport (ORD) to San Diego Intl. Airport (SAN)?
Landing cheap one-way Alaska Airlines flights from ORD to SAN from $69 on Expedia couldn't be simpler — just filter by "Price (lowest to highest)." Or check out our budget-friendly return fares from $144 for your next exciting vacation.**These prices were available on Expedia within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly from ORD to SAN with Alaska Airlines?
Alaska Airlines flights to San Diego are often cheaper in the low-season months of January and November. Whether you're searching for a round-trip or one-way ticket, you could land a better deal then.
What is the cheapest time to book flights from O'Hare Intl. Airport (ORD) to San Diego Intl. Airport (SAN) with Alaska Airlines?
To find cheap Alaska Airlines fares from O'Hare Intl. Airport (ORD) to San Diego Intl. Airport (SAN), start searching one to three months before your planned departure. Securing domestic flights 34 to 86 days in advance could save you 25% compared to booking just 6 to 12 days ahead. The day you book can also affect the overall price. Sunday is typically the most affordable, while Monday is often the most expensive for domestic flights. You can save 6% on average by booking your trip on a Sunday.**Ideal booking window recommendation is based on average round-trip ticket prices for January through November for 2024. Best day of the week to book recommendation is based on average round-trip ticket prices for January through October 2024. All data sourced from ARC's global airline sales database.
Does Alaska Airlines fly nonstop from O'Hare Intl. Airport (ORD) to San Diego Intl. Airport (SAN)?
Use our "Nonstop" filter when browsing for direct Alaska Airlines flights from ORD to SAN. You can also compare other carriers servicing the same nonstop trip.
What is the earliest Alaska Airlines flight from ORD to SAN?
To find the earliest departure from ORD to SAN with Alaska Airlines, filter your results by "Morning" and "Early Morning." Choosing an early flight generally means cancellations are less likely.**Most reliable time of the day recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports does Alaska Airlines fly into in San Diego?
Jump on an Alaska Airlines flight from O'Hare Intl. Airport (ORD) to San Diego, and you'll probably land at San Diego Intl. Airport (SAN). This is the airline's primary hub in this city.
Why fly with Alaska Airlines from ORD to SAN?
Jetting off from ORD to SAN with Alaska Airlines means enjoying plenty of perks, such as top-tier customer service and an excellent in-flight experience. Plus, when you book through Expedia, One Key™ members can collect OneKeyCash™* to redeem on select future travel purchases. That's in addition to the Mileage Plan points you can earn with Alaska Airlines.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
Can I change or cancel my Alaska Airlines flight from O'Hare Intl. Airport (ORD) to San Diego Intl. Airport (SAN)?
In most cases, you can cancel or modify your flight, although there may be additional fees if you made your booking more than 24 hours ago. Want to keep your options open? Make use of our "Changes included" and "No cancel fee" filters to find flights that won't charge you extra if you need to adjust your plans. To make changes, head to "Trips," select your flight and click on "Manage Booking" for more details.

Travel information

Origin airport
O'Hare Intl.
Destination airport
San Diego Intl.
Distance
1720 mi
Average flight time
2 hours 29 mins

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*Available to One Key members.