SFO - CHI

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

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Flights Deals

Cheap American Airlines Flight Deals from San Francisco to Chicago

 
Here are some of the best deals found on KAYAK recently from American 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 American Airlines flight deals from San Francisco to Chicago

KAYAK's recommended round-trip American 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.
American Airlines Logo
8:00 am - 2:22 pmSFO-ORD
4h 22mnonstop
American Airlines Logo
9:00 pm - 11:49 pmORD-SFO
4h 49mnonstop
$179American Airlines
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Sun, May 25 - Wed, May 28
American Airlines Logo
5:00 am - 11:23 amSFO-ORD
4h 23mnonstop
American Airlines Logo
9:00 pm - 11:49 pmORD-SFO
4h 49mnonstop
$188American Airlines
Find Deal
Tue, May 27 - Sat, May 31
American Airlines Logo
11:47 pm - 6:05 amSFO-ORD
4h 18mnonstop
American Airlines Logo
6:45 am - 9:18 amORD-SFO
4h 33mnonstop
$197American Airlines
Find Deal
Wed, Jul 16 - Sat, Jul 19
American Airlines Logo
11:49 pm - 6:13 amSFO-ORD
4h 24mnonstop
American Airlines Logo
10:34 am - 1:19 pmORD-SFO
4h 45mnonstop
$198American Airlines
Find Deal
Sat, May 24 - Sat, May 31
American Airlines Logo
11:55 pm - 6:10 amSFO-ORD
4h 15mnonstop
American Airlines Logo
6:35 pm - 9:27 pmORD-SFO
4h 52mnonstop
$199American Airlines
Find Deal
Tue, Jun 10 - Sat, Jun 14
American Airlines Logo
2:37 pm - 9:00 pmSFO-ORD
4h 23mnonstop
American Airlines Logo
6:35 pm - 9:29 pmORD-SFO
4h 54mnonstop
$206American Airlines
Find Deal
Wed, Sep 10 - Mon, Sep 15
American Airlines Logo
2:50 pm - 9:23 pmSFO-ORD
4h 33mnonstop
American Airlines Logo
9:00 pm - 11:49 pmORD-SFO
4h 49mnonstop
$207American Airlines
Find Deal
Mon, Jun 2 - Wed, Jun 4
American Airlines Logo
8:00 am - 2:15 pmSFO-ORD
4h 15mnonstop
American Airlines Logo
6:35 pm - 9:29 pmORD-SFO
4h 54mnonstop
$208American Airlines
Find Deal
Tue, Aug 5 - Tue, Aug 5
American Airlines Logo
11:47 pm - 6:05 amSFO-ORD
4h 18mnonstop
American Airlines Logo
6:35 pm - 9:29 pmORD-SFO
4h 54mnonstop
$217American Airlines
Find Deal
Thu, Sep 18 - Mon, Sep 22
American Airlines Logo
1:05 pm - 10:32 pmSFO-ORD
7h 27m1 stop
American Airlines Logo
9:00 pm - 11:49 pmORD-SFO
4h 49mnonstop
$218American Airlines
Find Deal
Sat, May 24 - Wed, May 28
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Good to know

Low seasonJanuary
High seasonMay
Cheapest flight$90
Average price round-trip$314
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 American Airlines from San Francisco to Chicago

Average price per month
Flight prices as travel date approaches

FAQs for flying to Chicago with American Airlines

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

    Generally, when trying to get a below average price for your ticket, try to book around 17 days before departure. For the cheapest possible price, our data suggests booking 48 days before departure.

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

    With an average price of $353 return, American 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 American Airlines flight from San Francisco to Chicago?

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

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

    Yes, American Airlines does offer direct flights for the route, with around 8 flights per week.

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

    On average, the cheapest day of the week to fly from San Francisco to Chicago with American Airlines is Tuesday, when prices are around $89. The most expensive day is generally Thursday, where the average price is around $128.

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

    The cheapest month for American Airlines flights to Chicago from San Francisco is generally February, where plane tickets cost $127 on average. If possible, try to avoid the most expensive months of August and December, where tickets cost $239 and $242 respectively.

American Airlines Customer Reviews

7.2
GoodBased on 10,000 verified guest reviews
6.5Food
6.9Entertainment
8.0Crew
7.2Comfort
7.5Boarding

Pros +
Cons -

Show reviews that mention
Traveler rating:
Sort by:
M
10.0 Wonderful
CMH-ORD
Quick boarding, early departure, on time gate arrival
J
8.0 Very good
IAH-LHR
First time flying BA. Will fly again.
V
2.0 Poor
HND-JFK
Paid $35 and not able to access the internet at all.
V
10.0 Wonderful
LHR-SFO
Flight was as expected.
V
8.0 Very good
FCO-LHR
Crew was great and responsive. Entertainment quit working with about 4 hours remaining on the flight. My seat cushion was broken.
D
10.0 Wonderful
CLT-MIA
Would like free wifi
D
4.0 Mediocre
SAV-DFW
Several delays. Next flight was worse. Did not arrive home until 2am PT
C
8.0 Very good
LAX-LAS
Very helpful ground crew after an earlier flight delay and being rebooked on a different flight.
S
4.0 Mediocre
LHR-HAM
No so good not so bad
S
10.0 Wonderful
YYZ-LHR
Not very good , the stewardess were unfriendly and they don't like to be bothered. Cos was a night flight and they need to sleep.

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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