Fare Guide

Estimated lowest fares found within 7 days

Cheapest Airline Alaska Airlines

The cheapest airline(s) flying from Chicago to San Diego is Alaska Airlines.

  • Alaska Airlines Alaska Airlines
  • United Airlines United Airlines
  • American Airlines American Airlines
  • Southwest Airlines Southwest Airlines
  • JetBlue Airways JetBlue Airways
  • Frontier Airlines Frontier Airlines
  • Spirit Airlines Spirit Airlines
Cheapest Month March

Travel Period: February 2025 - January 2026

The cheapest month(s) to fly from Chicago to San Diego is March.

  • Feb 2025
  • Mar 2025
  • Apr 2025
  • May 2025
  • Jun 2025
  • Jul 2025
  • Aug 2025
  • Sep 2025
  • Oct 2025
  • Nov 2025
  • Dec 2025
  • Jan 2026
Cheapest Day of the Week Thursday

The cheapest day(s) of the week to fly from Chicago to San Diego is Thursday.

  • Sun Sunday
  • Mon Monday
  • Tue Tuesday
  • Wed Wednesday
  • Thu Thursday
  • Fri Friday
  • Sat Saturday
What’s the most popular airline flying from Chicago to San Diego?

The most popular airline flying from Chicago to San Diego is Frontier Airlines. Find the latest flight deals on Wego.

How far is San Diego from Chicago?

The flight distance between Chicago and San Diego is 2787km. Check all available flights on Wego.

Popular Airlines Flying From Chicago to San Diego

Frontier Airlines ‏()

Popular Destinations From San Diego

Popular Destinations From Chicago

Popular Hotels in San Diego

Hotels In Popular Destinations