Spirit Airlines is selling cheap flights from Chicago to San Diego for as low as $75 return! That works out to a cost of just 2.2 Cents Per Mile for this 3400 mile journey.

The fare only includes a small carry-on bag placed under the seat, and you need to pay extra if you want to use the overhead storage or to check bags.

Our data shows the lowest prices are available in May 2021. See the link(s) below for dates and prices.

Sample date(s) with Skyscanner.com booking link

May 8 – May 12 ($79)


May 9 – May 12 ($75)


May 11 – May 15 ($79)


May 12 – May 19 ($86)


May 15 – May 20 ($79)


Jun 3 – Jun 7 ($169)


Jun 14 – Jun 22 ($163)


Jun 14 – Jun 23 ($163)


Jun 15 – Jun 23 ($163)


Aug 24 – Aug 31 ($164)

Are you looking for an apartment to rent for your stay in San Diego? Check out what Vrbo.com has to offer!

We post many cheap flights like this one from Chicago to San Diego every single day, so have a look at our Travel Deals page, or check out the related posts below!

Note: Prices are valid at the time of publishing this post, but may change in the future.

COVID-19 Note: During these uncertain times, please make sure to check the relevant Coronavirus restrictions for your destination before you book and before you fly. We recommend also checking the refund policy of the airline, as well as purchasing travel insurance for your trip.