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San Francisco – Chicago (and vice versa). $179 (Basic Economy) / $269 (Regular Economy). Roundtrip, including all Taxes – The Flight Deal

Miles@Flyingfrugal by Miles@Flyingfrugal
June 7, 2025
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Exciting flight deals to and from Chicago!

Using the Matrix Airfare Search by ITA Software, you can find this fare priced at $269 (Regular Economy). When booking those dates with United, the fare may drop to $179 (Basic Economy) or remain at $269 (Regular Economy).

The $269 fare includes advance seat selection and a standard-sized carry-on.

United’s $179 fare is a Basic Economy option, which doesn’t permit advance seat assignments. Instead, seats will be allocated randomly during check-in. Additionally, a carry-on that cannot fit under the seat incurs a fee of $35 each way + any applicable gate check fees (this fee is waived for holders of a United co-branded credit card or United elite members).

Sign up for our Real-Time Newsletter to receive top economy class deals for your city about an hour before they are published on our website and social media — all for about a nickel a day.

Interested in Business Class, First Class, or Premium Economy deals? Subscribe to our Premium Newsletter for about a quarter a day.

Millennium Park

Millennium Park, Chicago, Illinois – Photo: Dhilung Kirat via Flickr, used under Creative Commons License (By 2.0)

Sample Travel Date:

  • This is just ONE SAMPLE travel date; for more options, please refer to the “Fare Availability” and “How to Search for Availability” sections below.

Fare Availability:

  • Travel is valid from August to early December. Availability is limited. Tickets must be purchased at least 7 days prior to departure, by June 6th (TODAY).
  • Please note that while this fare is valid at the time of this post, it may no longer be available if this post is more than two days old.

How to Search for Availability:

  • This section details how to check for availability. To purchase tickets, refer to the “How to Buy” section below.
  • The Matrix Airfare Search by ITA Software should look like the example below after inputting all values.
Matrix Airfare Search

  • Tickets cannot be purchased directly through Matrix Airfare Search by ITA Software. For purchases, follow the instructions in the “How to Buy” section below.

Fare Class:

  • N (Basic Economy)
  • G (Regular Economy)

Elite Qualifying Dollars:

Routing:

  • SFO – ORD (Chicago) – SFO

Mileage:

  • Miles Flown: 3,680 miles or 4.8 cents per mile (Basic Economy) / 7.3 cents per mile (Regular Economy)
  • Redeemable Miles: 1,108 miles

How to Buy:

  • Book directly on United using the dates found in the Matrix Airfare Search by ITA Software.
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Check out more of the latest affordable flight deals to Chicago:

Discover more cheap flight offers from the San Francisco/Bay Area:

* The Flight Deal may earn a commission if you book accommodations, car rentals, activities, or apply for a credit card through our links. Thank you for your continued support!

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To stay updated on the latest deals, LIKE The Flight Deal on Facebook, follow us on Twitter @TheFlightDeal, Threads @TheFlightDeal, or join The Flight Deal WhatsApp channel. You can also subscribe to our RSS feed or sign up via Email (once daily).

The Flight Deal does not sell travel products or services; we provide information about third-party travel suppliers’ offers and link to their websites. Offers are valid at the time of publication but may change or become unavailable since we do not control suppliers. Please visit their sites for the most current offers and terms.

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Tags: BasicChicagodealEconomyflightFranciscoincludingRegularRoundtripSanTaxesversavice
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San Francisco – Chicago (and vice versa). 9 (Basic Economy) / 9 (Regular Economy). Roundtrip, including all Taxes – The Flight Deal

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June 7, 2025
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