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Cheap Flights from San Francisco to Chicago, IL, United States - SFO to CHI

Popular flights from San Francisco to Chicago

We’ve got the inside scoop on finding the best time to fly for the best price. Not sure when to travel for your next vacation? Find details below on when-to-fly and when-to-buy.

Alaska Airlines
Departure Date Return Date Lowest Price
Jun 7, 2016 Jun 20, 2016 $292
Jun 7, 2016 Jun 16, 2016 $292
Jun 7, 2016 Jun 11, 2016 $292
American Airlines
Departure Date Return Date Lowest Price
May 8, 2016 May 12, 2016 $187
May 10, 2016 May 12, 2016 $187
May 11, 2016 May 12, 2016 $187
May 15, 2016 May 24, 2016 $187
May 17, 2016 May 24, 2016 $187
Frontier Airlines
Departure Date Return Date Lowest Price
Jun 4, 2016 Jun 14, 2016 $234
JetBlue Airways
Departure Date Return Date Lowest Price
May 31, 2016 Jun 2, 2016 $582
United Airlines
Departure Date Return Date Lowest Price
May 4, 2016 May 11, 2016 $217
May 7, 2016 May 11, 2016 $217
May 9, 2016 May 11, 2016 $217
May 10, 2016 May 10, 2016 $217
May 11, 2016 May 11, 2016 $217
Virgin America
Departure Date Return Date Lowest Price
May 17, 2016 May 24, 2016 $262

How Much Does it Cost to Fly from San Francisco to Chicago (SFO to CHI)?

We have collected flight cost data from across the web for travel from San Francisco to Chicago, and have found the average flight price for this trip to be $205.

When Can I Buy the Cheapest Flight from San Francisco to Chicago (SFO to CHI)?

Airlines can adjust prices for plane tickets from San Francisco to Chicago based on the day and time that you decide to book your flight. We have collected data from all airlines, and have discovered that the best days to book flights are Tuesdays, Wednesdays, and Saturdays. Read our article to find more information about the best time to buy airline tickets.

How far in advance should you book flights from San Francisco to Chicago

The chart below shows up-to-date information regarding how far in advance a flight from San Francisco to Chicago should be booked.

Non Stop versus 1-Stop
Advanced PurchaseNon StopOne Stop
< 7 days $217 $265
7-14 days $187 $235
14-21 days $187 $235
21-30 days $217 $235
30-60 days $227 $234
60-90 days $310 $350
90+ days $208 $223

Cheapest Day To Fly from San Francisco to Chicago

The chart below shows up-to-date information regarding the cheapest days to fly from San Francisco to Chicago.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$217 $187 $187 $217 $227 $217 $187

Lowest Fares Chart By Month from San Francisco to Chicago

The chart below shows the lowest fare by month when flying from San Francisco to Chicago.

Month Origin Destination Carrier Depart Date Return Date Stops Price
May San Francisco Chicago American 5/8/16 5/12/16 0 $187
June San Francisco Chicago American 6/1/16 6/7/16 0 $227
July San Francisco Chicago Frontier 7/28/16 8/11/16 0 $310
August San Francisco Chicago Frontier 8/27/16 9/6/16 1 $248
September San Francisco Chicago Frontier 9/6/16 9/13/16 0 $208
October San Francisco Chicago Frontier 10/4/16 10/11/16 0 $208
November San Francisco Chicago United 11/2/16 11/8/16 0 $277
December San Francisco Chicago Virgin America 12/1/16 12/8/16 0 $297

Cheapest Weekend Non-Stop Flights for the Next 30 Days from San Francisco to Chicago

If you're ready to take a trip in the next 30 days and want to fly on the weekend, you might be wondering which weekend is the cheapest to fly. The chart below shows up-to-date data regarding weekend flight prices from San Francisco to Chicago.

Next 30 Days

SunMonTueWedThuFriSat
1 2 3 4 5 6 7
$217
8 9 10 11 12 13 14
$217 $227
15 16 17 18 19 20 21
$227 $227
22 23 24 25 26 27 28
$227 $267
29 30 31 1 2 3 4
$267 $263
5 6 7 8 9 10 11
$263

Non-Stop vs Connecting Flights from San Francisco to Chicago (SFO to CHI)

Your San Francisco to Chicago flight can be significantly cheaper by choosing a multi-stop airline ticket. Although these connecting flights sacrifice some convenience, on average, travelers save 20%-60% when they choose to fly multi-stop versus a direct flight.

The average price for connecting flights from San Francisco to Chicago is $336.

The average price for non-stop flights from San Francisco to Chicago is $255.

The chart below shows up to date information regarding non-stop flights from San Francisco to Chicago.

Nonstop Flight Details from San Francisco to Chicago
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 8 8 8 8 8 8 8 05:00 23:59
Frontier 0 1 0 1 0 0 1 09:30 09:30
United 16 14 14 14 13 11 11 00:02 23:53
Virgin America 3 3 3 3 3 3 3 07:00 16:00

Round Trip vs One Way Flights from San Francisco to Chicago (SFO to CHI)

We have found that there is often no price difference between buying a round trip flight versus a one way flight. Increased flexibility is the main benefit when it comes to buying a one way flight from San Francisco to Chicago. However, booking a round trip flight can be a simpler process. You can compare round trip and one way flights by using our flight comparison.

The average price for one way flights from San Francisco to Chicago is $148.

The average price for round trip flights from San Francisco to Chicago is $306.

San Francisco to Chicago Flight Questions

Below are some common questions that asked about this flight route:

Question: How long is a direct flight from San Francisco to Chicago?
Answer: The average San Francisco to Chicago flight time is 4 hours and 15 minutes.
Question: How many miles are there between San Francisco and Chicago?
Answer: The distance from San Francisco to Chicago is 1841 miles.
Question: How common are direct flights from San Francisco to Chicago?
Answer: There are 158 direct flights from San Francisco to Chicago.
Question: What is the most popular airline for non-stop flights from San Francisco to Chicago?
Answer: United Airlines provides 56% of the non-stop flights between San Francisco and Chicago.
Question: What are the most popular connecting cities when flying from San Francisco to Chicago?
Answer: Denver, CO

Airlines Flying from San Francisco to Chicago (SFO to CHI)

Below are the different airlines that fly from San Francisco to Chicago with the average price of their plane tickets. Just remember that different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Below is the full flight schedule summary of the next 30 days for flights from San Francisco to Chicago.

San Francisco to Chicago
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American - X X X X X X X
American LAX X X X X X X X
Alaska PDX X X X X X X X
Delta MSP X X X X X X X
Frontier - X X X
Frontier DEN X X X X X X X
United - X X X X X X X
United DEN X X X X X X X
Virgin America - X X X X X X X
Virgin America LAX X X X X X X X
Southwest - X X X X X X X
Southwest LAS X X X X X X X

Airports for Your Route

These pages contain information about the major airports in San Francisco and Chicago, so you can feel comfortable knowing how to get around whether you are about to take off or you just landed.

Cheap Domestic Flights from San Francisco - SFO

FlightsAirlineLowest Price
San Francisco to New York American, Alaska, JetBlue, Frontier, Sun Country, United, Virgin America $272
San Francisco to Atlanta American, Alaska, Frontier, United $198
San Francisco to Milwaukee American, Alaska, Frontier, United $261
San Francisco to Detroit American, Alaska, Frontier, United $278
San Francisco to Indianapolis American, Alaska, Frontier, United $265
San Francisco to Dallas - Ft Worth American, Alaska, Frontier, United, Virgin America $179
San Francisco to Minneapolis - St Paul American, Alaska, Frontier, Sun Country, United $261
San Francisco to Los Angeles American, Alaska, United, Virgin America $134
San Francisco to Madison American, Alaska, Frontier, United $264
San Francisco to St Louis American, Alaska, United $325
San Francisco to Denver American, Alaska, Frontier, United, Virgin America $136

Cheap International Flights from San Francisco - SFO

FlightsAirlineLowest Price
San Francisco to Toronto American, Air Canada, Alaska, JetBlue, Frontier, Spirit, Sun Country, United, Virgin America, WestJet, Great Lakes $433

Cheap Domestic Flights to Chicago - CHI

FlightsAirlineLowest Price
Oakland to Chicago American, Alaska, JetBlue, Spirit, United $166
Sacramento to Chicago American, Alaska, JetBlue, United $228
San Jose to Chicago American, Alaska, JetBlue, United $231
Fresno to Chicago American, Alaska, United $326
Reno to Chicago American, Alaska, United $355
Monterey to Chicago American, Alaska, United $461
San Luis Obispo to Chicago American, United $472
Modesto to ChicagoCheck Dates
Chico to ChicagoCheck Dates
Redding to Chicago Alaska, United $572
Santa Rosa to Chicago American, Alaska $558
Sacramento to Milwaukee American, Alaska, United $338
San Jose to Milwaukee American, Alaska, United $324
San Jose to New York American, Alaska, JetBlue, United $309
Oakland to Milwaukee American, Alaska, United $401
Oakland to New York American, Alaska, JetBlue, Spirit, United $331
Sacramento to Atlanta American, Alaska, United $350
Sacramento to New York American, Alaska, JetBlue, United $284
Cheap Flights from San Francisco to Chicago, IL, United States, from $187 Round trip from SFO to CHI