
Book Cheap Alaska Airlines flight from Chicago (CHI) to San Diego (SAN) from CA $165
Find The Best Day to Book a Cheap Alaska Airlines Flights From Chicago to San Diego
Cheapest Alaska Airlines Flights from Chicago (CHI) to San Diego (SAN)
The cheapest flights to San Diego Intl. found within the past 7 days were CA $328 round trip and CA $165 one way. Prices and availability subject to change. Additional terms may apply.
Grab a great Alaska Airlines flight from CHI to SAN
To find a great deal on Alaska Airlines flights with Travelocity, simply enter your origin and destination airports, pick your travel dates, and hit search. From here, you can sort by price, flight duration, and arrival/departure time. You can also filter to find nonstop flights.
Flying Alaska Airlines Illinois to San Diego gives you fights to choose from. With that direct flight time of , you’ll be touching down before you know it.
Find cheap flights with Alaska Airlines between Illinois and San Diego
Alaska Airlines has a range of great fares on stacks of flights, and to find the most affordable for you, there are a few tricks you can try. Booking in advance, for example, is a great way to grab a fantastic deal. Also, choose the cheapest month, if you can. One-way flights from Illinois to San Diego with Alaska Airlines are May.
The more flexible you are, the more affordable flights you’re likely to find. Consider one-way flights and connecting flights, as well as standard roundtrip and direct options. Even if you’re flying today, cheap last-minute flights are easy to find by entering your travel dates and hitting search.
Reasons to book your Alaska Airlines flights with Travelocity
Travelocity makes it easy to book a seat, anywhere in the world. The vast inventory, fast search, and advanced filters put some of the best deals on the planet in one place. Whether you’re traveling on business, with friends, family, or on your own, take your pick from some fantastic options. And with free cancellation and pay later options, you can travel more and worry less.
Airport code | Country | Airport name | Number of flights |
|---|---|---|---|
| SEA | USA | Seattle - Tacoma Intl. | 115 |
| ORD | USA | O'Hare Intl. | 44 |
| LAX | USA | Los Angeles Intl. | 24 |
| PDX | USA | Portland Intl. | 23 |
| ANC | USA | Ted Stevens Anchorage Intl. | 22 |
| SFO | USA | San Francisco Intl. | 21 |
| SAN | USA | San Diego Intl. | 18 |
| JNU | USA | Juneau Intl. | 10 |
| SJC | USA | Norman Y. Mineta San Jose Intl. | 10 |
| GEG | USA | Spokane Intl. | 7 |
Travelers ❤️ these 🏨 after their flight to San Diego

Sheraton San Diego Resort

Wyndham San Diego Bayside
Very convenient location for our cruise. Room was kind of old. We had a leak in the air conditioner vent but they came promptly to fix. Then a leak over the sink.
Reviewed on Apr 15, 2026

Best Western Seven Seas
Beautiful pool, hot tubs and grounds
Reviewed on Apr 14, 2026
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