SFO - CHI

$90 Find Cheap Alaska Airlines Flights from San Francisco to Chicago

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Flights Deals

Cheap Alaska Airlines Flight Deals from San Francisco to Chicago

 
Here are some of the best deals found on KAYAK recently from Alaska Airlines for round-trip flights from San Francisco to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip Alaska Airlines flight deals from San Francisco to Chicago

KAYAK's recommended round-trip Alaska Airlines deals departing in the coming months from San Francisco to Chicago.
Discover the best prices for you by selecting your travel dates on KAYAK.
Alaska Airlines Logo
12:33 pm - 6:59 pmSFO-ORD
4h 26mnonstop
Alaska Airlines Logo
7:59 pm - 10:49 pmORD-SFO
4h 50mnonstop
$179Alaska Airlines
Find Deal
Mon, May 19 - Sat, May 24
Alaska Airlines Logo
12:33 pm - 6:59 pmSFO-ORD
4h 26mnonstop
Alaska Airlines Logo
7:59 pm - 10:49 pmORD-SFO
4h 50mnonstop
$192Alaska Airlines
Find Deal
Sat, May 31 - Sat, May 31
Alaska Airlines Logo
12:33 pm - 6:59 pmSFO-ORD
4h 26mnonstop
Alaska Airlines Logo
7:59 pm - 10:49 pmORD-SFO
4h 50mnonstop
$197Alaska Airlines
Find Deal
Tue, Jun 3 - Sat, Jun 7
Alaska Airlines Logo
12:33 pm - 6:59 pmSFO-ORD
4h 26mnonstop
Alaska Airlines Logo
7:59 pm - 10:49 pmORD-SFO
4h 50mnonstop
$198Alaska Airlines
Find Deal
Sat, May 24 - Wed, May 28
Alaska Airlines Logo
12:33 pm - 6:59 pmSFO-ORD
4h 26mnonstop
Alaska Airlines Logo
7:59 pm - 10:49 pmORD-SFO
4h 50mnonstop
$207Alaska Airlines
Find Deal
Tue, Jun 3 - Fri, Jun 6
Alaska Airlines Logo
8:00 am - 11:56 pmSFO-ORD
13h 56m1 stop
Alaska Airlines Logo
7:59 pm - 10:49 pmORD-SFO
4h 50mnonstop
$208Alaska Airlines
Find Deal
Tue, May 27 - Sat, May 31
Alaska Airlines Logo
3:02 pm - 11:56 pmSFO-ORD
6h 54m1 stop
Alaska Airlines Logo
7:18 pm - 10:06 pmORD-SFO
4h 48mnonstop
$212Alaska Airlines
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Wed, Jun 11 - Fri, Jun 27
Alaska Airlines Logo
5:49 pm - 5:40 amSFO-ORD
9h 51m1 stop
Alaska Airlines Logo
7:18 pm - 10:06 pmORD-SFO
4h 48mnonstop
$217Alaska Airlines
Find Deal
Tue, Jun 3 - Tue, Jun 17
Alaska Airlines Logo
5:49 pm - 5:40 amSFO-ORD
9h 51m1 stop
Alaska Airlines Logo
7:59 pm - 10:49 pmORD-SFO
4h 50mnonstop
$218Alaska Airlines
Find Deal
Tue, May 20 - Sat, May 24
Alaska Airlines Logo
12:33 pm - 6:59 pmSFO-ORD
4h 26mnonstop
Alaska Airlines Logo
5:58 pm - 11:44 pmORD-SFO
7h 46m1 stop
$227Alaska Airlines
Find Deal
Sat, May 31 - Mon, Jun 2
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Good to know

Low seasonJanuary
High seasonMay
Cheapest flight$90
Average price round-trip$343
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 1% increase in price.
Flight from San Francisco to Chicago O'Hare Airport
(price for this month)

When to Book Flights with Alaska Airlines from San Francisco to Chicago

Average price per month
Flight prices as travel date approaches

FAQs for flying to Chicago with Alaska Airlines

  • How far in advance should I book tickets for a flight with Alaska Airlines from San Francisco to Chicago?

    Generally, when trying to get a below average price for your ticket, try to book around 11 days before departure. For the cheapest possible price, our data suggests booking 32 days before departure.

  • Is Alaska Airlines the cheapest airline to fly with from San Francisco to Chicago?

    With an average price of $307 return, Alaska Airlines is not the cheapest airline to fly from San Francisco to Chicago with. Instead, for the lowest price, our data suggests flying with Frontier, where a return flight costs $231 on average.

  • What is the cheapest Alaska Airlines flight from San Francisco to Chicago?

    In the last 3 days, the lowest price for a flight with Alaska Airlines from San Francisco to Chicago was $205 for a return flight and $98 for a one-way flight.

  • Does Alaska Airlines fly direct to Chicago from San Francisco?

    Yes, Alaska Airlines does offer direct flights for the route, with around 6 flights per week.

  • What’s the cheapest day of the week to fly from San Francisco to Chicago with Alaska Airlines?

    On average, the cheapest day of the week to fly from San Francisco to Chicago with Alaska Airlines is Tuesday, when prices are around $75. The most expensive day is generally Saturday, where the average price is around $134.

  • What’s the cheapest month to fly from San Francisco to Chicago with Alaska Airlines?

    The cheapest month for Alaska Airlines flights to Chicago from San Francisco is generally February, where plane tickets cost $133 on average. If possible, try to avoid the most expensive months of June and January, where tickets cost $275 and $304 respectively.

Alaska Airlines Customer Reviews

8.0
Very goodBased on 9,985 verified guest reviews
7.1Entertainment
8.1Boarding
7.1Food
8.5Crew
7.9Comfort

Pros +
  • The flight left on time and arrived early (in 439 reviews)
  • Alaska air has WiFi for customers and comfortable seats which is awesome. (in 246 reviews)
Cons -

Show reviews that mention
Traveler rating:
Sort by:
V
10.0 Wonderful
SFO-JFK
Comfortable
V
4.0 Mediocre
PDX-BZN
The actual flight I was rescheduled onto was from Seattle to Bozeman. The flight itself was fine, but due to delays/air traffic issues i spent the day hanging out at the Seattle airport and had to miss a day of work.
V
4.0 Mediocre
SJC-PDX
These questions are hard to answer. It was not until I checked in that I learned my flight was going to Seattle for a connection and not Portland. I did not get notified, or asked, about this change by Alaska or Kayak. Thankfully I made this flight; but missed the connecting flight and it took me much longer to get home. A service representative for Alaska says this happens frequently with third party companies, like Kayak. Please please figure that out.
S
2.0 Poor
BUR-SEA
Delayed flight due to mechanical issues. You only serve water or apple juice which is pathetic. To get to connecting flight you need to take a train so dumb. All in all it’s certainly not about the customer is it? You make that perfectly clear. It’s the last time I fly with you no matter how cheap your fares are!
V
10.0 Wonderful
SJD-LAX
It was very comfortable, although it was expensive
V
8.0 Very good
NRT-SAN
Very good
S
8.0 Very good
SAN-EWR
The food can be improved…
S
2.0 Poor
SAN-SLC
My youngest didn't have a assigned seat until we biard6the plane.
S
2.0 Poor
OGG-SAN
Not much. Seats were the worst. Very uncomfortable
V
4.0 Mediocre
EWR-SEA
Booked a premium seats weeks ago and got an email the night before that id instead be seated in the cabin. Only reason I booked this overnight flight was for the better seating. All they are doing to compensate is giving a $29 coupon to use on another flight. I won’t be booking this airline again.

Everything you need to know for your flight from San Francisco to Chicago

Other airlines flying from San Francisco to Chicago

Flights from the other most popular airlines that fly from San Francisco to Chicago according to KAYAK users. Prices are the lowest found on KAYAK over the last 7 days. Price and availability are not guaranteed.

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