San Francisco – Key West, Florida (and vice versa). $258 (Basic Economy) / $358 (Regular Economy). Roundtrip, including all Taxes. – The Flight Deal

Check out this great sale to/from Key West! Pricing may vary slightly based on your routing.

The Matrix Airfare Search by ITA Software lists this fare at $358 (Regular Economy). If you use American Airlines on those dates, it should adjust to $258 (Basic Economy) and $358 (Regular Economy).

The $358 fare provides the flexibility of a standard carry-on and one personal item, in addition to an advance seat assignment.

American offers a $258 fare labeled as Basic Economy, which doesn’t include advance seat assignments, changes, cancellations, and has last boarding priority.

Key West, Florida – Photo: Marit & Toomas Hinnosaar via Flickr, used under Creative Commons License (By 2.0)

Sample Travel Date:

• This is a SAMPLE travel date only; for additional availability, please refer to the “Fare Availability” and “How to Search for Availability” sections below.

Fare Availability:

• Valid for travel from August to December or from January to February 2026. Availability is limited and requires purchase at least 14 days in advance of departure.

• Note: While the fare is valid at the time of posting, it may no longer be available if this post is more than two days old.

How to Search for Availability:

• This section is for checking availability. To buy tickets, refer to the “How to Buy” section below.

• The Matrix Airfare Search by ITA Software should appear as shown below when all values are entered.

• You cannot purchase tickets through Matrix Airfare Search by ITA Software. To buy, follow the instructions in the “How to Buy” section below.

Fare Class:

• B (Basic Economy)
• O (Regular Economy)

Routing:

• SFO – CLT (Charlotte) – EYW (Key West) – MIA (Miami) – SFO

Mileage:

• Miles Flown: 5,730 miles or 4.5 cents per mile (Basic Economy) / 6.2 cents per mile (Regular Economy)
• Loyalty Points: 1,434 points
• Redeemable Miles: 1,434 miles

How to Buy:

• Book on American Airlines using the dates found on Matrix Airfare Search by ITA Software.

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For more of the latest affordable flight deals from San Francisco/Bay Area:

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The Flight Deal does not sell travel products or services. We provide information about third-party travel suppliers’ offers and link to their sites. Information is valid at the time of publication; we do not guarantee the availability of these offers. Please check the suppliers’ sites for the most current information and applicable terms and conditions.