✓Good DealAiFly Score: 42/100Verified 9 Jun 2026 18:54 UTC
Chicago to San Diego with Frontier from $219.
✓ Verified Deal
Tickets from $219 both ways. Checked baggage is not included in the base fare.
Available Dates
Select a date to check live prices on Skyscanner.
📅 12 May → 20 May — date has passed. See current deals from Chicago.
📅 19 May → 27 May — date has passed. See current deals from Chicago.
📅 26 May → 3 Jun — date has passed. See current deals from Chicago.
📅 2 Jun → 10 Jun — date has passed. See current deals from Chicago.
11 Aug – 19 Aug$219Skyscanner →
18 Aug – 26 Aug$219Skyscanner →
25 Aug – 2 Sep$219Skyscanner →
1 Sep – 9 Sep$219Skyscanner →
15 Sep – 23 Sep$219Skyscanner →
Prices verified at time of publication. Always confirm on Skyscanner before booking.
🌍 About San Diego
The California burrito was invented here — carne asada and french fries rolled into one flour tortilla with cheese and sour cream, born in the city's "-berto's" taquerias (Roberto's, Lolita's) in the 1960s–90s. Order one; the fries-inside thing sounds wrong and tastes right. Skip the Gaslamp Quarter's chain bars and head to Barrio Logan, the Chicano neighborhood under the Coronado Bridge where Chicano Park's giant pillar murals are the real sight, painted by the community after a 1970 land protest. Come September–October: warm water, blue skies, smaller crowds, and lower fares. Avoid late May through June — "June Gloom" is real, a grey marine layer that can sit over the coast all morning (and sometimes all day) even as it's sunny inland.
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