San Diego (SAN) to Chicago (ORD) flight deal in economy from $237

Alaska Airlines, Inc.ASAlaska Airlines, Inc.
Round Trip•Economy
United StatesSAN

San Diego International Airport

San Diego, United States
United StatesORD

O'Hare International Airport

Chicago, United States
$334 USD
-29%$237 USD
Verified about 9 hours ago
Limited Availability
13% of dates checked are available within 10% of the lowest price

Thursday, December 31st, 2026

8 round-trip options

Returning
Tue, Jan 5, 2027•5 Day Trip
$269 USD
Google Flights
Returning
Wed, Jan 6, 2027•6 Day Trip
$269 USD
Google Flights
Returning
Fri, Jan 8, 2027•8 Day Trip
$330 USD
Google Flights
Returning
Sat, Jan 9, 2027•9 Day Trip
$277 USD
Google Flights
Returning
Sun, Jan 10, 2027•10 Day Trip
$333 USD
Google Flights
Returning
Mon, Jan 11, 2027•11 Day Trip
$277 USD
Google Flights
Returning
Wed, Jan 13, 2027•13 Day Trip
$269 USD
Google Flights
Returning
Thu, Jan 14, 2027•14 Day Trip
$277 USD
Google Flights