Alaska Airlines is selling cheap flights from San Francisco to Chicago for as low as $91 return! That works out to a cost of just 2.5 Cents Per Mile for this 3700 mile journey.

The fare only includes carry-on luggage, so you need to pay extra if you want to check bags.

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

Sample date(s) with booking link

Oct 2 – Oct 5 ($91)

Oct 2 – Oct 9 ($91)

Oct 2 – Oct 13 ($91)

Oct 9 – Oct 12 ($91)

Oct 9 – Oct 16 ($91)

Oct 13 – Oct 19 ($91)

Oct 13 – Oct 20 ($91)

Oct 15 – Oct 21 ($91)

Oct 16 – Oct 19 ($91)

Oct 20 – Oct 23 ($91)

Are you looking for an apartment to rent for your stay in Chicago? Check out what has to offer!

We post many cheap flights like this one from San Francisco to Chicago 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.