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Book $136 Cheap Alaska Airlines flights from San Francisco (SFO) to Chicago (CHI)

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Flight deals from San Francisco to Chicago

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Prices shown below were available within the past 3 days for the period specified and should not be considered the final price offered. Please note that availability and prices are subject to change.

Alaska Airlines flight deals from San Francisco to Chicago

San Francisco Chicago
BEST
DEAL
Sun, 25 May SFO - ORD
$144 $136
Prime price per passenger
Santa Rosa, CA Chicago
BEST
DEAL
Wed, 09 Apr STS - ORD
$226 $217
Prime price per passenger
Oakland, CA Chicago
BEST
DEAL
Thu, 15 May OAK - ORD
$253 $243
Prime price per passenger
San Jose Chicago
BEST
DEAL
Thu, 15 May SJC - ORD
$255 $251
Prime price per passenger
San Francisco Chicago
BEST
DEAL
Sun, 02 Mar SFO - ORD
Mon, 03 Mar ORD - SFO
$263 $253
Prime price per passenger
San Francisco Chicago
BEST
DEAL
Sun, 02 Mar SFO - ORD
Mon, 03 Mar ORD - SFO
$269 $258
Prime price per passenger
Oakland, CA Chicago
BEST
DEAL
Fri, 28 Feb OAK - ORD
Mon, 03 Mar ORD - OAK
$287 $274
Prime price per passenger
San Jose Chicago
BEST
DEAL
Thu, 27 Feb SJC - ORD
Sun, 02 Mar ORD - SJC
$318 $313
Prime price per passenger
San Jose Chicago
BEST
DEAL
Thu, 27 Feb SJC - ORD
Sun, 02 Mar ORD - SJC
$329 $319
Prime price per passenger
Oakland, CA Chicago
BEST
DEAL
Wed, 26 Feb OAK - ORD
Mon, 03 Mar ORD - OAK
$352 $337
Prime price per passenger
Santa Rosa, CA Chicago
BEST
DEAL
Fri, 28 Feb STS - ORD
Sat, 01 Mar ORD - STS
$652 $634
Prime price per passenger
Santa Rosa, CA Chicago
BEST
DEAL
Fri, 28 Feb STS - ORD
Sun, 02 Mar ORD - STS
$694 $685
Prime price per passenger

Best flight offers from other airlines

San Jose Chicago
BEST
DEAL
Thu, 27 Feb SJC - ORD
Mon, 03 Mar ORD - SJC
$208 $199
Prime price per passenger
San Jose Chicago
BEST
DEAL
Sat, 01 Mar SJC - ORD
Mon, 03 Mar ORD - SJC
$211 $203
Prime price per passenger
San Jose Chicago
BEST
DEAL
Fri, 28 Feb SJC - ORD
Mon, 03 Mar ORD - SJC
$224 $216
Prime price per passenger
San Jose Chicago
BEST
DEAL
Thu, 27 Feb SJC - ORD
Fri, 28 Feb ORD - SJC
$287 $278
Prime price per passenger
San Jose Chicago
BEST
DEAL
Thu, 27 Feb SJC - ORD
Sun, 02 Mar ORD - SJC
$329 $319
Prime price per passenger
San Jose Chicago
BEST
DEAL
Sat, 01 Mar SJC - ORD
Mon, 03 Mar ORD - SJC
$283 $276
Prime price per passenger

Get your flight with Alaska Airlines to Chicago from San Francisco starting at $136

The Best San Francisco to Chicago Flight Deals with Alaska Airlines

With eDreams, finding the best Alaska Airlines deals for your trip from San Francisco to Chicago couldn’t be easier. Imagine this: exclusive discounts, intuitive booking tools, and plenty of helpful perks—all at your fingertips! Say goodbye to the hassle of planning and hello to the excitement of your upcoming adventure in Chicago.

Whether you’re looking for unbeatable prices, a custom-fit itinerary, or some extra perks, eDreams is your all-in-one travel partner for every part of the San Francisco (SFO) to Chicago (CHI) journey. Stick around to find out why booking with eDreams is the best way to kick off your trip.

Flying from San Francisco to Chicago with Alaska Airlines

Flying from San Francisco (SFO) to Chicago (CHI) with Alaska Airlines (AS) is all about comfort and convenience. From check-in to touchdown, Alaska Airlines ensures a smooth experience, so you can just sit back and relax. You’ll find fast check-ins, extra legroom, and attentive service designed for a stress-free trip.

Once onboard, the friendly crew will make sure you have everything you need. Many routes offer in-flight Wi-Fi, so you can stay connected, binge-watch shows, or catch up on work if you need to. Feeling hungry? Alaska Airlines has a great selection of snacks and meals to keep you satisfied mid-flight. And if you want a bit more luxury, you can treat yourself to upgrades and priority boarding, adding a personal touch to your journey. With great service and a focus on a smooth, enjoyable flight, Alaska Airlines makes your trip from San Francisco to Chicago easy and fun.

Book Your Flight with eDreams and Enjoy the Perks

Booking affordable flights from San Francisco (SFO) to Chicago (CHI) with eDreams isn’t just about getting a great deal—it’s about making travel planning effortless. With eDreams, you get awesome perks that make your journey easier and more enjoyable:

Your Journey from San Francisco to Chicago with Alaska Airlines

The journey from San Francisco (SFO) to Chicago (CHI) is all about getting you to your destination comfortably and quickly, so your adventure can start as soon as you land. This direct route offers plenty of options, whether you prefer a quick non-stop flight or more flexibility with layovers. Whatever your style, there’s a schedule that fits.

Departing from San Francisco and Arriving at Chicago: What to Expect

When departing from San Francisco, enjoy easy airport access, clear signage, and quick check-ins for a stress-free start. You’ll breeze through security, leaving plenty of time to relax before takeoff.

When you land in Chicago, you’ll be greeted by a modern terminal with plenty of transportation options like taxis, buses, and shuttles to get you on your way. Whether heading to your hotel or diving into sightseeing, everything you need is right there.

Best Time to Book Your San Francisco — Chicago Trip with Alaska Airlines

For the best Alaska Airlines flight deals from San Francisco to Chicago, timing is everything! Booking in advance often means lower fares, especially during off-peak seasons when Chicago is quieter and flights are more budget-friendly. Check the climate to plan for the ideal weather to suit your trip—whether for mild outdoor adventures or cultural explorations. With a bit of planning, you’re set for an unforgettable getaway!

Alaska Airlines San Francisco-Chicago flights FAQ's

Which airports does Alaska Airlines fly between San Francisco and Chicago?
For flights between San Francisco and Chicago, Alaska Airlines operates the following airport routes: For flights between San Francisco and Chicago, Alaska Airlines operates from the following airport routes: San Francisco Intl Airport (SFO) to O hare International Airport (ORD)
What do Alaska Airlines flights from San Francisco to Chicago cost?
One of Alaska Airlines cheapest prices for a San Francisco to Chicago flight we have right now is $136. On average though, flights with Alaska Airlines cost $336.23 for the route San Francisco to Chicago, but it mostly depends on the season and how far in advance you book your tickets.
Cheapest Ticket Price $136 The most affordable rate found in the last 72 hours for flights operated by Alaska Airlines leaving from San Francisco and going to Chicago, according to our customers' bookings.
Flight Time 4 h and 25 m The Alaska Airlines flight duration between San Francisco and Chicago is around 4 h and 25 m, however it could be affected by other circumstances.
Departure Airport San Francisco Intl Airport Your departure will be from San Francisco Intl Airport, when flying with Alaska Airlines from San Francisco to Chicago.
Arrival Airport O'hare International Airport When flying with Alaska Airlines from San Francisco to Chicago, your arrival airport will be San Francisco Intl Airport.

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